# Electronic Supplementary Material (ESI) for CrystEngComm # 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_La _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25.50 H23 La N3 O11.50' _chemical_formula_weight 694.38 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' La La -0.2871 2.4523 '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' _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 9.6931(6) _cell_length_b 11.3006(8) _cell_length_c 14.3505(10) _cell_angle_alpha 73.455(3) _cell_angle_beta 81.523(3) _cell_angle_gamma 81.699(4) _cell_volume 1481.66(17) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3731 _cell_measurement_theta_min 2.70 _cell_measurement_theta_max 28.40 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.556 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 692 _exptl_absorpt_coefficient_mu 1.504 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5780 _exptl_absorpt_correction_T_max 0.6962 _exptl_absorpt_process_details SADABS _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7867 _diffrn_reflns_av_R_equivalents 0.0224 _diffrn_reflns_av_sigmaI/netI 0.0488 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.89 _diffrn_reflns_theta_max 26.00 _reflns_number_total 5628 _reflns_number_gt 4732 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1119P)^2^+3.4295P] 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 5628 _refine_ls_number_parameters 659 _refine_ls_number_restraints 54 _refine_ls_R_factor_all 0.0699 _refine_ls_R_factor_gt 0.0596 _refine_ls_wR_factor_ref 0.1777 _refine_ls_wR_factor_gt 0.1660 _refine_ls_goodness_of_fit_ref 1.084 _refine_ls_restrained_S_all 1.074 _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 La1 La 0.77767(4) 0.46955(4) 1.00376(2) 0.03844(18) Uani 0.530(12) 1 d PD . 1 O1W O 0.625(4) 0.674(3) 1.022(2) 0.053(5) Uani 0.530(12) 1 d PD . 1 O1 O 1.086(2) 0.6605(14) 0.1141(16) 0.042(3) Uani 0.530(12) 1 d PU . 1 O2 O 0.9101(19) 0.5616(15) 0.0849(14) 0.045(3) Uani 0.530(12) 1 d PU . 1 C1 C 0.962(6) 0.611(3) 0.137(3) 0.043(2) Uani 0.530(12) 1 d PU . 1 C2 C 0.8866(13) 0.6295(11) 0.2368(7) 0.0469(14) Uani 0.530(12) 1 d PGU . 1 C3 C 0.9484(12) 0.6929(12) 0.2869(9) 0.051(3) Uani 0.530(12) 1 d PGU . 1 H3A H 1.0270 0.7334 0.2572 0.061 Uiso 0.530(12) 1 calc PR . 1 C4 C 0.8928(13) 0.6958(11) 0.3813(9) 0.053(3) Uani 0.530(12) 1 d PGDU . 1 H4A H 0.9341 0.7382 0.4147 0.064 Uiso 0.530(12) 1 calc PR . 1 C5 C 0.7753(11) 0.6353(8) 0.4256(7) 0.064(3) Uani 0.530(12) 1 d PGDU . 1 C6 C 0.7135(11) 0.5719(12) 0.3756(8) 0.068(3) Uani 0.530(12) 1 d PGDU . 1 H6A H 0.6349 0.5314 0.4053 0.082 Uiso 0.530(12) 1 calc PR . 1 C7 C 0.7692(14) 0.5690(13) 0.2812(9) 0.059(3) Uani 0.530(12) 1 d PGU . 1 H7A H 0.7278 0.5265 0.2477 0.071 Uiso 0.530(12) 1 calc PR . 1 O3 O 0.6004(17) 0.4765(12) 0.8922(14) 0.039(2) Uani 0.430(12) 1 d PDU . 1 O4 O 0.3999(16) 0.5928(14) 0.8469(14) 0.042(3) Uani 0.430(12) 1 d PDU . 1 C14 C 0.5240(17) 0.5444(10) 0.8299(14) 0.037(3) Uani 0.530(12) 1 d PDU . 1 C8 C 0.6956(10) 0.6215(8) 0.5269(6) 0.060(3) Uani 0.530(12) 1 d PGDU . 1 C9 C 0.7816(8) 0.5706(10) 0.6011(7) 0.041(3) Uani 0.530(12) 1 d PGDU . 1 H9A H 0.8772 0.5510 0.5856 0.049 Uiso 0.530(12) 1 calc PR . 1 C10 C 0.7247(10) 0.5489(9) 0.6984(6) 0.034(2) Uani 0.530(12) 1 d PGDU . 1 H10A H 0.7822 0.5148 0.7480 0.041 Uiso 0.530(12) 1 calc PR . 1 C11 C 0.5818(10) 0.5782(8) 0.7216(6) 0.039(3) Uani 0.530(12) 1 d PGDU . 1 C12 C 0.4959(8) 0.6291(11) 0.6474(7) 0.046(3) Uani 0.530(12) 1 d PGU . 1 H12A H 0.4003 0.6487 0.6629 0.055 Uiso 0.530(12) 1 calc PR . 1 C13 C 0.5528(10) 0.6508(10) 0.5501(6) 0.062(3) Uani 0.530(12) 1 d PGDU . 1 O5 O 0.504(2) 0.803(2) 0.4026(15) 0.126(6) Uani 0.430(12) 1 d PDU . 1 O6 O 0.357(2) 0.673(2) 0.4806(14) 0.129(6) Uani 0.430(12) 1 d PDU . 1 N1 N 0.462(2) 0.7124(17) 0.4737(12) 0.089(4) Uani 0.530(12) 1 d PDU . 1 La1' La 0.77767(4) 0.46955(4) 1.00376(2) 0.03844(18) Uani 0.470(12) 1 d PD . 2 O1W' O 0.611(5) 0.675(3) 0.995(3) 0.053(5) Uani 0.470(12) 1 d PD . 2 O1' O 1.089(3) 0.6259(16) 0.1187(18) 0.042(3) Uani 0.470(12) 1 d PU . 2 O2' O 0.892(2) 0.5965(15) 0.0836(15) 0.045(3) Uani 0.470(12) 1 d PU . 2 C1' C 0.965(6) 0.626(4) 0.139(4) 0.043(2) Uani 0.470(12) 1 d PU . 2 C2' C 0.8902(13) 0.6387(11) 0.2348(7) 0.0469(14) Uani 0.470(12) 1 d PGU . 2 C3' C 0.9677(10) 0.6575(14) 0.3024(10) 0.043(3) Uani 0.470(12) 1 d PGU . 2 H3'A H 1.0615 0.6712 0.2848 0.051 Uiso 0.470(12) 1 calc PR . 2 C4' C 0.9051(12) 0.6558(13) 0.3963(9) 0.049(3) Uani 0.470(12) 1 d PGDU . 2 H4'A H 0.9570 0.6684 0.4416 0.059 Uiso 0.470(12) 1 calc PR . 2 C5' C 0.7649(12) 0.6353(8) 0.4226(7) 0.052(3) Uani 0.470(12) 1 d PGDU . 2 C6' C 0.6874(10) 0.6165(11) 0.3549(8) 0.046(3) Uani 0.470(12) 1 d PGDU . 2 H6'A H 0.5936 0.6028 0.3725 0.056 Uiso 0.470(12) 1 calc PR . 2 C7' C 0.7500(13) 0.6182(13) 0.2610(8) 0.044(3) Uani 0.470(12) 1 d PGU . 2 H7'A H 0.6981 0.6056 0.2157 0.053 Uiso 0.470(12) 1 calc PR . 2 N1' N 0.502(3) 0.792(2) 0.4903(17) 0.119(7) Uani 0.470(12) 1 d PDU . 2 O5' O 0.562(3) 0.872(2) 0.4270(17) 0.122(7) Uani 0.470(12) 1 d PDU . 2 O6' O 0.355(3) 0.792(3) 0.4973(18) 0.148(8) Uani 0.370(12) 1 d PDU . 2 O3' O 0.5997(19) 0.5159(14) 0.8914(16) 0.039(2) Uani 0.370(12) 1 d PDU . 2 O4' O 0.3859(17) 0.5573(14) 0.8417(14) 0.034(3) Uani 0.370(12) 1 d PDU . 2 C14' C 0.519(2) 0.5477(10) 0.8254(19) 0.051(5) Uani 0.470(12) 1 d PDU . 2 C8' C 0.6887(11) 0.6303(10) 0.5248(8) 0.062(3) Uani 0.470(12) 1 d PGDU . 2 C9' C 0.7617(12) 0.5372(13) 0.5914(10) 0.072(4) Uani 0.470(12) 1 d PGDU . 2 H9'A H 0.8424 0.4928 0.5695 0.086 Uiso 0.470(12) 1 calc PR . 2 C10' C 0.7142(17) 0.5104(11) 0.6906(9) 0.066(4) Uani 0.470(12) 1 d PGDU . 2 H10B H 0.7630 0.4482 0.7351 0.079 Uiso 0.470(12) 1 calc PR . 2 C11' C 0.5936(16) 0.5768(9) 0.7232(8) 0.056(4) Uani 0.470(12) 1 d PGDU . 2 C12' C 0.5206(13) 0.6699(11) 0.6566(8) 0.051(3) Uani 0.470(12) 1 d PGU . 2 H12B H 0.4400 0.7143 0.6784 0.062 Uiso 0.470(12) 1 calc PR . 2 C13' C 0.5682(13) 0.6966(10) 0.5574(8) 0.054(3) Uani 0.470(12) 1 d PGDU . 2 N2 N 1.2092(17) 0.1047(14) 1.4784(12) 0.087(3) Uani 0.25 1 d PDU A 1 O9 O 1.173(3) 0.118(3) 1.5626(13) 0.097(5) Uani 0.25 1 d PDU . 1 O10 O 1.3320(15) 0.086(3) 1.4363(18) 0.096(5) Uani 0.25 1 d PDU A 1 O7 O 0.914(2) 0.3355(19) 1.1272(17) 0.048(3) Uani 0.379(10) 1 d PDU A 1 O8 O 1.143(2) 0.343(2) 1.130(2) 0.046(3) Uani 0.379(10) 1 d PDU . 1 C15 C 1.031(2) 0.295(2) 1.161(2) 0.050(3) Uani 0.379(10) 1 d PDU A 1 C16 C 1.0138(15) 0.2027(12) 1.2605(8) 0.060(2) Uani 0.379(10) 1 d PGDU A 1 C17 C 0.9131(12) 0.1197(12) 1.2851(9) 0.066(3) Uani 0.379(10) 1 d PGDU A 1 H17A H 0.8520 0.1213 1.2404 0.079 Uiso 0.379(10) 1 calc PR A 1 C18 C 0.9036(14) 0.0342(13) 1.3766(10) 0.073(3) Uani 0.379(10) 1 d PGDU . 1 H18A H 0.8362 -0.0213 1.3930 0.087 Uiso 0.379(10) 1 calc PR A 1 C19 C 0.9949(16) 0.0317(13) 1.4434(9) 0.075(3) Uani 0.379(10) 1 d PGDU . 1 C20 C 1.0956(13) 0.1147(11) 1.4188(9) 0.075(3) Uani 0.379(10) 1 d PGDU A 1 C21 C 1.1051(14) 0.2002(11) 1.3274(9) 0.065(3) Uani 0.379(10) 1 d PGDU A 1 H21A H 1.1725 0.2557 1.3109 0.078 Uiso 0.379(10) 1 calc PR A 1 O7' O 0.9275(12) 0.3040(11) 1.1146(10) 0.048(2) Uani 0.621(10) 1 d PDU A 2 O8' O 1.1250(13) 0.3704(12) 1.1378(13) 0.047(3) Uani 0.621(10) 1 d PDU . 2 O10' O 1.273(3) 0.000(3) 1.5263(14) 0.110(5) Uani 0.25 1 d PDU A 2 O9' O 1.349(2) -0.046(3) 1.382(2) 0.128(7) Uani 0.25 1 d PDU A 2 N2' N 1.2648(13) 0.0065(15) 1.4376(12) 0.094(4) Uani 0.25 1 d PDU A 2 C15' C 1.0217(15) 0.3108(14) 1.1664(12) 0.049(2) Uani 0.621(10) 1 d PDU A 2 C16' C 1.0220(9) 0.2220(8) 1.2682(5) 0.058(2) Uani 0.621(10) 1 d PGDU A 2 C17' C 0.8924(8) 0.2004(10) 1.3223(7) 0.075(3) Uani 0.621(10) 1 d PGU A 2 H17B H 0.8106 0.2428 1.2971 0.091 Uiso 0.621(10) 1 calc PR A 2 C18' C 0.8852(8) 0.1154(11) 1.4140(7) 0.084(3) Uani 0.621(10) 1 d PGU A 2 H18B H 0.7985 0.1009 1.4502 0.100 Uiso 0.621(10) 1 calc PR A 2 C19' C 1.0074(10) 0.0520(9) 1.4516(6) 0.075(3) Uani 0.621(10) 1 d PGDU . 2 C20' C 1.1370(8) 0.0737(9) 1.3975(7) 0.079(3) Uani 0.621(10) 1 d PGDU A 2 C21' C 1.1442(8) 0.1587(9) 1.3058(7) 0.066(3) Uani 0.621(10) 1 d PGDU A 2 H21B H 1.2309 0.1731 1.2696 0.079 Uiso 0.621(10) 1 calc PR A 2 O11' O 0.689(3) 0.256(2) 1.037(3) 0.077(2) Uani 0.361(12) 1 d PDU B 2 C22' C 0.644(3) 0.1712(19) 1.103(2) 0.098(3) Uani 0.361(12) 1 d PDU B 2 H22B H 0.5572 0.1869 1.1381 0.117 Uiso 0.361(12) 1 calc PR B 2 C24' C 0.646(4) -0.038(3) 1.210(2) 0.122(6) Uani 0.361(12) 1 d PDU B 2 H24D H 0.5544 -0.0044 1.2325 0.183 Uiso 0.361(12) 1 calc PR B 2 H24E H 0.7035 -0.0630 1.2627 0.183 Uiso 0.361(12) 1 calc PR B 2 H24F H 0.6373 -0.1087 1.1875 0.183 Uiso 0.361(12) 1 calc PR B 2 C23' C 0.844(3) 0.025(3) 1.079(3) 0.123(8) Uani 0.361(12) 1 d PDU B 2 H23D H 0.8766 0.0979 1.0325 0.184 Uiso 0.361(12) 1 calc PR B 2 H23E H 0.8352 -0.0355 1.0461 0.184 Uiso 0.361(12) 1 calc PR B 2 H23F H 0.9105 -0.0086 1.1261 0.184 Uiso 0.361(12) 1 calc PR B 2 N3' N 0.711(2) 0.0578(19) 1.1284(17) 0.106(4) Uani 0.361(12) 1 d PDU B 2 O11 O 0.6728(19) 0.2598(13) 1.0358(14) 0.077(2) Uani 0.639(12) 1 d PDU B 1 C22 C 0.7343(16) 0.1595(12) 1.0752(11) 0.094(3) Uani 0.639(12) 1 d PDU B 1 H22A H 0.8220 0.1344 1.0467 0.113 Uiso 0.639(12) 1 calc PR B 1 C23 C 0.5452(19) 0.1136(19) 1.2081(14) 0.129(6) Uani 0.639(12) 1 d PDU B 1 H23A H 0.5042 0.1937 1.1737 0.193 Uiso 0.639(12) 1 calc PR B 1 H23B H 0.5566 0.1144 1.2733 0.193 Uiso 0.639(12) 1 calc PR B 1 H23C H 0.4850 0.0519 1.2112 0.193 Uiso 0.639(12) 1 calc PR B 1 C24 C 0.761(2) -0.0357(16) 1.2010(17) 0.137(6) Uani 0.639(12) 1 d PDU B 1 H24A H 0.8504 -0.0412 1.1624 0.206 Uiso 0.639(12) 1 calc PR B 1 H24B H 0.7108 -0.1030 1.2013 0.206 Uiso 0.639(12) 1 calc PR B 1 H24C H 0.7755 -0.0406 1.2668 0.206 Uiso 0.639(12) 1 calc PR B 1 N3 N 0.6783(16) 0.0851(13) 1.1583(10) 0.114(3) Uani 0.639(12) 1 d PDU B 1 N4 N 0.314(2) 0.9013(19) 0.1595(13) 0.157(7) Uani 0.50 1 d PDU . . O12 O 0.315(3) 1.090(2) 0.0560(17) 0.165(7) Uani 0.50 1 d PDU . . C27 C 0.385(3) 0.777(2) 0.202(2) 0.150(8) Uani 0.50 1 d PDU . . H27A H 0.4682 0.7624 0.1600 0.225 Uiso 0.50 1 calc PR . . H27B H 0.3228 0.7157 0.2080 0.225 Uiso 0.50 1 calc PR . . H27C H 0.4088 0.7733 0.2653 0.225 Uiso 0.50 1 calc PR . . C26 C 0.167(2) 0.924(3) 0.199(2) 0.173(9) Uani 0.50 1 d PDU . . H26A H 0.1308 1.0075 0.1688 0.260 Uiso 0.50 1 calc PR . . H26B H 0.1620 0.9122 0.2686 0.260 Uiso 0.50 1 calc PR . . H26C H 0.1127 0.8669 0.1865 0.260 Uiso 0.50 1 calc PR . . C25 C 0.379(2) 0.988(2) 0.0890(15) 0.162(7) Uani 0.50 1 d PDU . . H25A H 0.4718 0.9709 0.0653 0.195 Uiso 0.50 1 calc PR . . 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 La1 0.0287(2) 0.0594(3) 0.0162(2) 0.00354(16) 0.00360(14) -0.00317(16) O1W 0.038(7) 0.067(4) 0.053(17) -0.015(8) -0.007(9) -0.002(3) O1 0.041(4) 0.042(6) 0.036(4) -0.008(5) 0.008(3) -0.003(5) O2 0.047(5) 0.049(6) 0.034(4) -0.008(4) -0.004(4) 0.003(4) C1 0.042(3) 0.049(5) 0.032(3) -0.005(3) 0.001(3) -0.002(4) C2 0.043(3) 0.060(3) 0.030(2) -0.004(2) 0.002(2) -0.002(3) C3 0.049(5) 0.060(6) 0.035(5) -0.006(4) 0.003(4) -0.003(4) C4 0.055(5) 0.061(6) 0.035(5) -0.009(4) 0.006(4) 0.003(5) C5 0.059(5) 0.084(6) 0.039(4) -0.008(4) 0.007(4) -0.004(5) C6 0.056(6) 0.087(6) 0.051(5) -0.009(5) 0.008(5) -0.010(5) C7 0.051(5) 0.075(6) 0.046(5) -0.008(5) 0.000(4) -0.011(5) O3 0.040(3) 0.051(6) 0.026(2) -0.010(5) -0.002(2) -0.006(4) O4 0.031(5) 0.058(7) 0.032(5) -0.007(5) 0.006(4) -0.010(5) C14 0.030(5) 0.056(5) 0.025(4) -0.011(4) 0.003(4) -0.009(4) C8 0.053(5) 0.082(6) 0.035(4) -0.008(4) 0.006(4) -0.002(5) C9 0.035(4) 0.069(6) 0.024(4) -0.022(4) 0.007(4) -0.010(4) C10 0.029(4) 0.059(5) 0.020(4) -0.022(4) 0.003(3) -0.005(4) C11 0.028(4) 0.058(5) 0.027(4) -0.012(4) 0.006(3) -0.004(4) C12 0.036(5) 0.068(6) 0.033(4) -0.017(4) 0.002(4) -0.003(5) C13 0.060(5) 0.080(6) 0.040(4) -0.017(4) 0.003(4) -0.001(5) O5 0.119(9) 0.125(9) 0.102(8) 0.012(6) -0.016(7) 0.003(7) O6 0.105(8) 0.158(10) 0.120(9) -0.016(7) -0.034(7) -0.022(7) N1 0.083(6) 0.110(7) 0.062(5) -0.010(5) -0.010(5) 0.000(5) La1' 0.0287(2) 0.0594(3) 0.0162(2) 0.00354(16) 0.00360(14) -0.00317(16) O1W' 0.038(7) 0.067(4) 0.053(17) -0.015(8) -0.007(9) -0.002(3) O1' 0.040(5) 0.043(7) 0.037(5) -0.013(5) 0.010(4) 0.000(5) O2' 0.054(6) 0.045(6) 0.033(4) -0.013(5) 0.000(4) 0.000(5) C1' 0.042(3) 0.049(5) 0.032(3) -0.005(3) 0.001(3) -0.002(4) C2' 0.043(3) 0.060(3) 0.030(2) -0.004(2) 0.002(2) -0.002(3) C3' 0.038(5) 0.052(6) 0.028(5) 0.001(4) 0.001(4) -0.002(5) C4' 0.047(5) 0.060(6) 0.035(5) -0.007(5) 0.002(4) -0.007(5) C5' 0.042(5) 0.073(6) 0.034(4) -0.008(4) -0.001(4) -0.005(5) C6' 0.035(5) 0.066(6) 0.027(5) 0.003(5) -0.002(4) -0.001(5) C7' 0.038(4) 0.057(6) 0.027(4) 0.002(5) -0.005(4) -0.001(5) N1' 0.121(9) 0.121(10) 0.105(10) -0.026(7) -0.001(8) -0.003(8) O5' 0.129(9) 0.111(9) 0.118(10) -0.023(7) -0.012(7) -0.004(7) O6' 0.129(9) 0.156(11) 0.137(11) -0.012(8) -0.015(8) -0.003(8) O3' 0.040(3) 0.051(6) 0.026(2) -0.010(5) -0.002(2) -0.006(4) O4' 0.033(5) 0.046(7) 0.023(5) -0.011(5) 0.006(4) -0.015(5) C14' 0.047(7) 0.066(8) 0.040(6) -0.012(6) -0.004(6) -0.009(6) C8' 0.059(5) 0.078(6) 0.041(5) -0.011(5) 0.005(4) -0.003(5) C9' 0.068(6) 0.086(7) 0.052(5) -0.014(5) 0.006(5) 0.003(5) C10' 0.065(6) 0.078(7) 0.048(5) -0.014(5) 0.001(5) 0.002(5) C11' 0.052(6) 0.070(6) 0.041(5) -0.009(5) -0.001(5) -0.006(5) C12' 0.045(6) 0.068(6) 0.039(5) -0.011(5) 0.002(5) -0.009(5) C13' 0.054(6) 0.071(6) 0.034(5) -0.012(5) -0.002(4) -0.006(5) N2 0.083(5) 0.091(5) 0.081(5) -0.009(4) -0.016(4) -0.009(4) O9 0.099(7) 0.101(7) 0.090(6) -0.020(5) -0.020(5) -0.012(6) O10 0.089(6) 0.102(8) 0.097(7) -0.019(6) -0.018(5) -0.013(6) O7 0.038(4) 0.052(6) 0.039(5) 0.001(4) 0.001(4) 0.009(4) O8 0.039(4) 0.050(6) 0.033(5) 0.009(5) 0.005(4) 0.004(4) C15 0.039(4) 0.055(4) 0.039(4) 0.005(4) 0.001(3) 0.004(3) C16 0.048(4) 0.066(4) 0.046(4) 0.011(3) -0.002(3) -0.003(3) C17 0.056(5) 0.073(5) 0.053(5) 0.011(4) -0.007(4) -0.009(4) C18 0.063(5) 0.080(5) 0.056(5) 0.013(4) -0.006(4) -0.010(4) C19 0.067(4) 0.082(5) 0.057(4) 0.012(4) -0.006(4) -0.010(4) C20 0.069(4) 0.079(5) 0.061(4) 0.005(4) -0.007(4) -0.006(4) C21 0.057(4) 0.070(5) 0.054(4) 0.004(4) -0.005(4) -0.007(4) O7' 0.039(4) 0.054(5) 0.036(4) 0.004(4) 0.002(3) 0.005(3) O8' 0.041(4) 0.050(5) 0.033(4) 0.007(4) 0.004(3) 0.003(3) O10' 0.106(7) 0.117(7) 0.103(6) -0.019(5) -0.024(5) -0.011(6) O9' 0.121(9) 0.128(9) 0.125(8) -0.033(7) -0.007(6) 0.005(6) N2' 0.085(5) 0.098(6) 0.088(5) -0.007(4) -0.015(4) -0.004(5) C15' 0.040(3) 0.055(4) 0.036(3) 0.005(3) 0.001(3) 0.005(3) C16' 0.048(3) 0.065(4) 0.044(3) 0.011(3) -0.002(3) -0.003(3) C17' 0.054(4) 0.085(5) 0.055(4) 0.024(4) 0.004(4) 0.003(4) C18' 0.066(4) 0.092(5) 0.060(5) 0.024(4) 0.001(4) -0.003(4) C19' 0.067(4) 0.083(5) 0.054(4) 0.016(4) -0.006(4) -0.010(4) C20' 0.070(4) 0.085(4) 0.064(4) 0.010(4) -0.006(3) -0.009(4) C21' 0.053(4) 0.074(4) 0.053(4) 0.010(4) -0.002(4) -0.005(4) O11' 0.066(4) 0.069(3) 0.086(3) -0.005(3) -0.001(3) -0.014(3) C22' 0.091(5) 0.088(5) 0.099(5) -0.005(4) -0.002(5) -0.010(4) C24' 0.120(9) 0.108(8) 0.122(9) -0.006(7) -0.009(7) -0.014(7) C23' 0.114(9) 0.121(11) 0.120(11) -0.024(8) -0.003(8) 0.001(7) N3' 0.105(6) 0.090(5) 0.108(6) -0.009(5) -0.005(5) -0.003(5) O11 0.066(4) 0.069(3) 0.086(3) -0.005(3) -0.001(3) -0.014(3) C22 0.086(5) 0.084(5) 0.102(5) -0.010(4) -0.006(4) -0.008(4) C23 0.120(8) 0.120(9) 0.122(9) -0.007(7) 0.011(6) -0.011(7) C24 0.130(8) 0.119(7) 0.138(8) -0.003(6) -0.012(7) 0.003(6) N3 0.112(5) 0.097(5) 0.112(5) -0.003(4) -0.002(5) -0.004(5) N4 0.165(9) 0.151(9) 0.159(9) -0.047(6) -0.015(7) -0.020(7) O12 0.181(11) 0.145(9) 0.172(11) -0.044(7) -0.020(8) -0.027(8) C27 0.158(11) 0.151(10) 0.147(11) -0.048(8) -0.017(9) -0.023(8) C26 0.172(10) 0.166(12) 0.177(12) -0.045(9) -0.009(8) -0.014(8) C25 0.168(10) 0.158(9) 0.162(10) -0.045(7) -0.019(7) -0.019(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag La1 O2 2.37(2) 1_556 ? La1 O7 2.40(2) . ? La1 O3 2.494(16) . ? La1 O4 2.540(18) 2_667 ? La1 O8 2.55(3) 2_767 ? La1 O11 2.608(17) . ? La1 O1W 2.611(12) . ? La1 O1 2.64(2) 2_766 ? O1 C1 1.36(6) . ? O1 La1 2.64(2) 2_766 ? O2 C1 1.25(4) . ? O2 La1 2.37(2) 1_554 ? C1 C2 1.56(5) . ? C2 C3 1.3900 . ? C2 C7 1.3900 . ? C3 C4 1.3900 . ? C3 H3A 0.9300 . ? C4 C5 1.3900 . ? C4 H4A 0.9300 . ? C5 C6 1.3900 . ? C5 C8 1.520(12) . ? C6 C7 1.3900 . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? O3 C14 1.255(13) . ? O4 C14 1.267(13) . ? O4 La1 2.540(18) 2_667 ? C14 C11 1.53(2) . ? C8 C9 1.3900 . ? C8 C13 1.3900 . ? C9 C10 1.3900 . ? C9 H9A 0.9300 . ? C10 C11 1.3900 . ? C10 H10A 0.9300 . ? C11 C12 1.3900 . ? C12 C13 1.3900 . ? C12 H12A 0.9300 . ? C13 N1 1.46(2) . ? O5 N1 1.29(2) . ? O6 N1 1.15(2) . ? O1' C1' 1.20(7) . ? O1' La1' 2.43(2) 2_766 ? O2' C1' 1.28(5) . ? O2' La1' 2.52(2) 1_554 ? C1' C2' 1.49(5) . ? C2' C3' 1.3900 . ? C2' C7' 1.3900 . ? C3' C4' 1.3900 . ? C3' H3'A 0.9300 . ? C4' C5' 1.3900 . ? C4' H4'A 0.9300 . ? C5' C6' 1.3900 . ? C5' C8' 1.531(14) . ? C6' C7' 1.3900 . ? C6' H6'A 0.9300 . ? C7' H7'A 0.9300 . ? N1' O5' 1.23(3) . ? N1' C13' 1.37(3) . ? N1' O6' 1.41(4) . ? O3' C14' 1.256(15) . ? O4' C14' 1.273(16) . ? O4' La1' 2.498(19) 2_667 ? C14' C11' 1.50(3) . ? C8' C9' 1.3900 . ? C8' C13' 1.3900 . ? C9' C10' 1.3900 . ? C9' H9'A 0.9300 . ? C10' C11' 1.3900 . ? C10' H10B 0.9300 . ? C11' C12' 1.3900 . ? C12' C13' 1.3900 . ? C12' H12B 0.9300 . ? N2 O9 1.252(8) . ? N2 O10 1.271(9) . ? N2 C20 1.463(6) . ? O9 C18 1.89(4) 2_758 ? O7 C15 1.279(10) . ? O8 C15 1.241(10) . ? O8 La1 2.55(3) 2_767 ? C15 C16 1.51(3) . ? C16 C17 1.3900 . ? C16 C21 1.3900 . ? C17 C18 1.3900 . ? C17 H17A 0.9300 . ? C18 C19 1.3900 . ? C18 O9 1.89(3) 2_758 ? C18 H18A 0.9300 . ? C19 C20 1.3900 . ? C19 C19 1.59(2) 2_758 ? C20 C21 1.3900 . ? C21 H21A 0.9300 . ? O7' C15' 1.284(9) . ? O8' C15' 1.241(9) . ? O8' La1' 2.474(16) 2_767 ? O10' N2' 1.268(8) . ? O9' N2' 1.265(8) . ? N2' C20' 1.460(6) . ? C15' C16' 1.518(16) . ? C16' C17' 1.3900 . ? C16' C21' 1.3900 . ? C17' C18' 1.3900 . ? C17' H17B 0.9300 . ? C18' C19' 1.3900 . ? C18' H18B 0.9300 . ? C19' C20' 1.3900 . ? C19' C19' 1.547(13) 2_758 ? C20' C21' 1.3900 . ? C21' H21B 0.9300 . ? O11' C22' 1.227(10) . ? C22' N3' 1.327(10) . ? C22' H22B 0.9300 . ? C24' N3' 1.483(17) . ? C24' H24D 0.9600 . ? C24' H24E 0.9600 . ? C24' H24F 0.9600 . ? C23' N3' 1.430(16) . ? C23' H23D 0.9600 . ? C23' H23E 0.9600 . ? C23' H23F 0.9600 . ? O11 C22 1.224(10) . ? C22 N3 1.339(9) . ? C22 H22A 0.9300 . ? C23 N3 1.421(15) . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 N3 1.496(15) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? N4 C25 1.344(9) . ? N4 C26 1.466(9) . ? N4 C27 1.470(9) . ? O12 C25 1.231(10) . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C25 H25A 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 La1 O7 61.8(7) 1_556 . ? O2 La1 O3 153.4(5) 1_556 . ? O7 La1 O3 144.3(6) . . ? O2 La1 O4 93.1(6) 1_556 2_667 ? O7 La1 O4 75.6(6) . 2_667 ? O3 La1 O4 91.3(5) . 2_667 ? O2 La1 O8 76.8(7) 1_556 2_767 ? O7 La1 O8 126.4(5) . 2_767 ? O3 La1 O8 83.8(7) . 2_767 ? O4 La1 O8 142.4(6) 2_667 2_767 ? O2 La1 O11 137.7(6) 1_556 . ? O7 La1 O11 78.3(7) . . ? O3 La1 O11 66.3(5) . . ? O4 La1 O11 61.9(6) 2_667 . ? O8 La1 O11 143.7(8) 2_767 . ? O2 La1 O1W 74.5(8) 1_556 . ? O7 La1 O1W 123.9(7) . . ? O3 La1 O1W 81.7(7) . . ? O4 La1 O1W 73.5(11) 2_667 . ? O8 La1 O1W 68.9(12) 2_767 . ? O11 La1 O1W 122.9(12) . . ? O2 La1 O1 118.3(7) 1_556 2_766 ? O7 La1 O1 86.3(7) . 2_766 ? O3 La1 O1 77.2(6) . 2_766 ? O4 La1 O1 130.4(5) 2_667 2_766 ? O8 La1 O1 84.9(7) 2_767 2_766 ? O11 La1 O1 69.4(6) . 2_766 ? O1W La1 O1 147.8(8) . 2_766 ? C1 O1 La1 101(2) . 2_766 ? C1 O2 La1 170(3) . 1_554 ? O2 C1 O1 125(4) . . ? O2 C1 C2 124(4) . . ? O1 C1 C2 111(3) . . ? C3 C2 C7 120.0 . . ? C3 C2 C1 119.4(18) . . ? C7 C2 C1 120.1(17) . . ? C2 C3 C4 120.0 . . ? C2 C3 H3A 120.0 . . ? C4 C3 H3A 120.0 . . ? C5 C4 C3 120.0 . . ? C5 C4 H4A 120.0 . . ? C3 C4 H4A 120.0 . . ? C6 C5 C4 120.0 . . ? C6 C5 C8 109.0(6) . . ? C4 C5 C8 131.0(6) . . ? C5 C6 C7 120.0 . . ? C5 C6 H6A 120.0 . . ? C7 C6 H6A 120.0 . . ? C6 C7 C2 120.0 . . ? C6 C7 H7A 120.0 . . ? C2 C7 H7A 120.0 . . ? C14 O3 La1 146.0(8) . . ? C14 O4 La1 129.3(12) . 2_667 ? O3 C14 O4 126.5(15) . . ? O3 C14 C11 119.5(14) . . ? O4 C14 C11 113.9(14) . . ? C9 C8 C13 120.0 . . ? C9 C8 C5 112.6(5) . . ? C13 C8 C5 127.4(5) . . ? C8 C9 C10 120.0 . . ? C8 C9 H9A 120.0 . . ? C10 C9 H9A 120.0 . . ? C11 C10 C9 120.0 . . ? C11 C10 H10A 120.0 . . ? C9 C10 H10A 120.0 . . ? C10 C11 C12 120.0 . . ? C10 C11 C14 117.5(8) . . ? C12 C11 C14 122.4(8) . . ? C13 C12 C11 120.0 . . ? C13 C12 H12A 120.0 . . ? C11 C12 H12A 120.0 . . ? C12 C13 C8 120.0 . . ? C12 C13 N1 119.0(8) . . ? C8 C13 N1 120.9(8) . . ? O6 N1 O5 124(2) . . ? O6 N1 C13 116.0(19) . . ? O5 N1 C13 119.8(19) . . ? C1' O1' La1' 124(3) . 2_766 ? C1' O2' La1' 161(2) . 1_554 ? O1' C1' O2' 120(4) . . ? O1' C1' C2' 124(4) . . ? O2' C1' C2' 116(4) . . ? C3' C2' C7' 120.0 . . ? C3' C2' C1' 118(2) . . ? C7' C2' C1' 121(2) . . ? C2' C3' C4' 120.0 . . ? C2' C3' H3'A 120.0 . . ? C4' C3' H3'A 120.0 . . ? C5' C4' C3' 120.0 . . ? C5' C4' H4'A 120.0 . . ? C3' C4' H4'A 120.0 . . ? C4' C5' C6' 120.0 . . ? C4' C5' C8' 123.3(6) . . ? C6' C5' C8' 116.7(6) . . ? C5' C6' C7' 120.0 . . ? C5' C6' H6'A 120.0 . . ? C7' C6' H6'A 120.0 . . ? C6' C7' C2' 120.0 . . ? C6' C7' H7'A 120.0 . . ? C2' C7' H7'A 120.0 . . ? O5' N1' C13' 124(3) . . ? O5' N1' O6' 121(3) . . ? C13' N1' O6' 115(2) . . ? C14' O4' La1' 132.3(14) . 2_667 ? O3' C14' O4' 124.0(19) . . ? O3' C14' C11' 114.2(18) . . ? O4' C14' C11' 121.8(18) . . ? C9' C8' C13' 120.0 . . ? C9' C8' C5' 107.5(6) . . ? C13' C8' C5' 132.5(6) . . ? C8' C9' C10' 120.0 . . ? C8' C9' H9'A 120.0 . . ? C10' C9' H9'A 120.0 . . ? C11' C10' C9' 120.0 . . ? C11' C10' H10B 120.0 . . ? C9' C10' H10B 120.0 . . ? C10' C11' C12' 120.0 . . ? C10' C11' C14' 125.9(10) . . ? C12' C11' C14' 113.6(11) . . ? C11' C12' C13' 120.0 . . ? C11' C12' H12B 120.0 . . ? C13' C12' H12B 120.0 . . ? N1' C13' C12' 121.3(11) . . ? N1' C13' C8' 118.6(11) . . ? C12' C13' C8' 120.0 . . ? O9 N2 O10 128.9(9) . . ? O9 N2 C20 116.2(9) . . ? O10 N2 C20 114.9(8) . . ? N2 O9 C18 99.9(16) . 2_758 ? C15 O7 La1 150.8(17) . . ? C15 O8 La1 136.9(15) . 2_767 ? O8 C15 O7 125.2(17) . . ? O8 C15 C16 121.4(18) . . ? O7 C15 C16 111.7(19) . . ? C17 C16 C21 120.0 . . ? C17 C16 C15 122.3(11) . . ? C21 C16 C15 117.7(11) . . ? C16 C17 C18 120.0 . . ? C16 C17 H17A 120.0 . . ? C18 C17 H17A 120.0 . . ? C17 C18 C19 120.0 . . ? C17 C18 O9 138.2(9) . 2_758 ? C19 C18 O9 100.0(9) . 2_758 ? C17 C18 H18A 120.0 . . ? C19 C18 H18A 120.0 . . ? O9 C18 H18A 23.3 2_758 . ? C20 C19 C18 120.0 . . ? C20 C19 C19 103.1(13) . 2_758 ? C18 C19 C19 136.1(14) . 2_758 ? C19 C20 C21 120.0 . . ? C19 C20 N2 122.9(4) . . ? C21 C20 N2 116.3(5) . . ? C20 C21 C16 120.0 . . ? C20 C21 H21A 120.0 . . ? C16 C21 H21A 120.0 . . ? C15' O8' La1' 141.2(10) . 2_767 ? O9' N2' O10' 127.9(9) . . ? O9' N2' C20' 115.5(8) . . ? O10' N2' C20' 116.3(8) . . ? O8' C15' O7' 126.5(12) . . ? O8' C15' C16' 115.3(12) . . ? O7' C15' C16' 117.3(12) . . ? C17' C16' C21' 120.0 . . ? C17' C16' C15' 117.2(7) . . ? C21' C16' C15' 122.7(7) . . ? C18' C17' C16' 120.0 . . ? C18' C17' H17B 120.0 . . ? C16' C17' H17B 120.0 . . ? C17' C18' C19' 120.0 . . ? C17' C18' H18B 120.0 . . ? C19' C18' H18B 120.0 . . ? C20' C19' C18' 120.0 . . ? C20' C19' C19' 121.9(11) . 2_758 ? C18' C19' C19' 117.8(11) . 2_758 ? C21' C20' C19' 120.0 . . ? C21' C20' N2' 120.4(5) . . ? C19' C20' N2' 119.6(5) . . ? C20' C21' C16' 120.0 . . ? C20' C21' H21B 120.0 . . ? C16' C21' H21B 120.0 . . ? O11' C22' N3' 123.5(19) . . ? O11' C22' H22B 118.2 . . ? N3' C22' H22B 118.2 . . ? N3' C24' H24D 109.5 . . ? N3' C24' H24E 109.5 . . ? H24D C24' H24E 109.5 . . ? N3' C24' H24F 109.5 . . ? H24D C24' H24F 109.5 . . ? H24E C24' H24F 109.5 . . ? N3' C23' H23D 109.5 . . ? N3' C23' H23E 109.5 . . ? H23D C23' H23E 109.5 . . ? N3' C23' H23F 109.5 . . ? H23D C23' H23F 109.5 . . ? H23E C23' H23F 109.5 . . ? C22' N3' C23' 122.1(16) . . ? C22' N3' C24' 118.9(16) . . ? C23' N3' C24' 119.0(14) . . ? C22 O11 La1 122.8(10) . . ? O11 C22 N3 121.7(15) . . ? O11 C22 H22A 119.2 . . ? N3 C22 H22A 119.2 . . ? N3 C23 H23A 109.5 . . ? N3 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? N3 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? N3 C24 H24A 109.5 . . ? N3 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N3 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C22 N3 C23 124.1(13) . . ? C22 N3 C24 117.8(13) . . ? C23 N3 C24 118.0(12) . . ? C25 N4 C26 122.1(9) . . ? C25 N4 C27 122.5(9) . . ? C26 N4 C27 115.5(8) . . ? N4 C27 H27A 109.5 . . ? N4 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? N4 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N4 C26 H26A 109.5 . . ? N4 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? N4 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? O12 C25 N4 119.9(10) . . ? O12 C25 H25A 120.1 . . ? N4 C25 H25A 120.1 . . ? 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 La1 O2 C1 O1 -168(10) 1_554 . . . ? La1 O2 C1 C2 9(16) 1_554 . . . ? La1 O1 C1 O2 -26(4) 2_766 . . . ? La1 O1 C1 C2 156(2) 2_766 . . . ? O2 C1 C2 C3 -176(3) . . . . ? O1 C1 C2 C3 2(4) . . . . ? O2 C1 C2 C7 13(4) . . . . ? O1 C1 C2 C7 -169.8(19) . . . . ? C7 C2 C3 C4 0.0 . . . . ? C1 C2 C3 C4 -171(2) . . . . ? C2 C3 C4 C5 0.0 . . . . ? C3 C4 C5 C6 0.0 . . . . ? C3 C4 C5 C8 178.7(3) . . . . ? C4 C5 C6 C7 0.0 . . . . ? C8 C5 C6 C7 -179.0(2) . . . . ? C5 C6 C7 C2 0.0 . . . . ? C3 C2 C7 C6 0.0 . . . . ? C1 C2 C7 C6 171(2) . . . . ? O2 La1 O3 C14 10(3) 1_556 . . . ? O7 La1 O3 C14 176(2) . . . . ? O4 La1 O3 C14 110(2) 2_667 . . . ? O8 La1 O3 C14 -33(2) 2_767 . . . ? O11 La1 O3 C14 168(2) . . . . ? O1W La1 O3 C14 36(3) . . . . ? O1 La1 O3 C14 -119(2) 2_766 . . . ? La1 O3 C14 O4 -89(2) . . . . ? La1 O3 C14 C11 89(2) . . . . ? La1 O4 C14 O3 -20.7(8) 2_667 . . . ? La1 O4 C14 C11 161.0(9) 2_667 . . . ? C6 C5 C8 C9 123.3(6) . . . . ? C4 C5 C8 C9 -55.5(6) . . . . ? C6 C5 C8 C13 -55.0(6) . . . . ? C4 C5 C8 C13 126.2(6) . . . . ? C13 C8 C9 C10 0.0 . . . . ? C5 C8 C9 C10 -178.5(2) . . . . ? C8 C9 C10 C11 0.0 . . . . ? C9 C10 C11 C12 0.0 . . . . ? C9 C10 C11 C14 176.1(5) . . . . ? O3 C14 C11 C10 -10.4(9) . . . . ? O4 C14 C11 C10 168.1(8) . . . . ? O3 C14 C11 C12 165.7(8) . . . . ? O4 C14 C11 C12 -15.9(9) . . . . ? C10 C11 C12 C13 0.0 . . . . ? C14 C11 C12 C13 -175.9(5) . . . . ? C11 C12 C13 C8 0.0 . . . . ? C11 C12 C13 N1 -175.7(10) . . . . ? C9 C8 C13 C12 0.0 . . . . ? C5 C8 C13 C12 178.2(3) . . . . ? C9 C8 C13 N1 175.6(10) . . . . ? C5 C8 C13 N1 -6.1(10) . . . . ? C12 C13 N1 O6 -49.4(11) . . . . ? C8 C13 N1 O6 135.0(11) . . . . ? C12 C13 N1 O5 132.7(10) . . . . ? C8 C13 N1 O5 -43.0(12) . . . . ? La1' O1' C1' O2' -14(5) 2_766 . . . ? La1' O1' C1' C2' 156(2) 2_766 . . . ? La1' O2' C1' O1' 80(10) 1_554 . . . ? La1' O2' C1' C2' -90(9) 1_554 . . . ? O1' C1' C2' C3' 3(5) . . . . ? O2' C1' C2' C3' 173(2) . . . . ? O1' C1' C2' C7' -169(3) . . . . ? O2' C1' C2' C7' 1(4) . . . . ? C7' C2' C3' C4' 0.0 . . . . ? C1' C2' C3' C4' -173(2) . . . . ? C2' C3' C4' C5' 0.0 . . . . ? C3' C4' C5' C6' 0.0 . . . . ? C3' C4' C5' C8' 179.1(3) . . . . ? C4' C5' C6' C7' 0.0 . . . . ? C8' C5' C6' C7' -179.2(3) . . . . ? C5' C6' C7' C2' 0.0 . . . . ? C3' C2' C7' C6' 0.0 . . . . ? C1' C2' C7' C6' 172(2) . . . . ? La1' O4' C14' O3' 2.6(8) 2_667 . . . ? La1' O4' C14' C11' -176.1(8) 2_667 . . . ? C4' C5' C8' C9' -57.8(7) . . . . ? C6' C5' C8' C9' 121.4(7) . . . . ? C4' C5' C8' C13' 123.5(7) . . . . ? C6' C5' C8' C13' -57.4(7) . . . . ? C13' C8' C9' C10' 0.0 . . . . ? C5' C8' C9' C10' -178.9(2) . . . . ? C8' C9' C10' C11' 0.0 . . . . ? C9' C10' C11' C12' 0.0 . . . . ? C9' C10' C11' C14' 171.4(10) . . . . ? O3' C14' C11' C10' 41.4(10) . . . . ? O4' C14' C11' C10' -139.8(10) . . . . ? O3' C14' C11' C12' -146.8(9) . . . . ? O4' C14' C11' C12' 32.1(10) . . . . ? C10' C11' C12' C13' 0.0 . . . . ? C14' C11' C12' C13' -172.4(8) . . . . ? O5' N1' C13' C12' 130.9(12) . . . . ? O6' N1' C13' C12' -49.5(12) . . . . ? O5' N1' C13' C8' -46.4(13) . . . . ? O6' N1' C13' C8' 133.2(12) . . . . ? C11' C12' C13' N1' -177.2(14) . . . . ? C11' C12' C13' C8' 0.0 . . . . ? C9' C8' C13' N1' 177.3(13) . . . . ? C5' C8' C13' N1' -4.1(14) . . . . ? C9' C8' C13' C12' 0.0 . . . . ? C5' C8' C13' C12' 178.6(3) . . . . ? O10 N2 O9 C18 -108.8(15) . . . 2_758 ? C20 N2 O9 C18 72.3(15) . . . 2_758 ? O2 La1 O7 C15 -58(4) 1_556 . . . ? O3 La1 O7 C15 129(4) . . . . ? O4 La1 O7 C15 -160(4) 2_667 . . . ? O8 La1 O7 C15 -14(5) 2_767 . . . ? O11 La1 O7 C15 136(4) . . . . ? O1W La1 O7 C15 -102(4) . . . . ? O1 La1 O7 C15 67(4) 2_766 . . . ? La1 O8 C15 O7 1(5) 2_767 . . . ? La1 O8 C15 C16 -162.7(17) 2_767 . . . ? La1 O7 C15 O8 11(6) . . . . ? La1 O7 C15 C16 176(3) . . . . ? O8 C15 C16 C17 -159(2) . . . . ? O7 C15 C16 C17 35(2) . . . . ? O8 C15 C16 C21 19(2) . . . . ? O7 C15 C16 C21 -146.6(18) . . . . ? C21 C16 C17 C18 0.0 . . . . ? C15 C16 C17 C18 178.4(11) . . . . ? C16 C17 C18 C19 0.0 . . . . ? C16 C17 C18 O9 -160.9(19) . . . 2_758 ? C17 C18 C19 C20 0.0 . . . . ? O9 C18 C19 C20 167.2(13) 2_758 . . . ? C17 C18 C19 C19 168(3) . . . 2_758 ? O9 C18 C19 C19 -25(2) 2_758 . . 2_758 ? C18 C19 C20 C21 0.0 . . . . ? C19 C19 C20 C21 -171(2) 2_758 . . . ? C18 C19 C20 N2 -169.7(9) . . . . ? C19 C19 C20 N2 19(2) 2_758 . . . ? O9 N2 C20 C19 -63.9(15) . . . . ? O10 N2 C20 C19 117.1(15) . . . . ? O9 N2 C20 C21 126.0(13) . . . . ? O10 N2 C20 C21 -53.0(13) . . . . ? C19 C20 C21 C16 0.0 . . . . ? N2 C20 C21 C16 170.4(8) . . . . ? C17 C16 C21 C20 0.0 . . . . ? C15 C16 C21 C20 -178.4(10) . . . . ? La1' O8' C15' O7' 12(3) 2_767 . . . ? La1' O8' C15' C16' -178.7(10) 2_767 . . . ? O8' C15' C16' C17' 149.3(12) . . . . ? O7' C15' C16' C17' -40.2(15) . . . . ? O8' C15' C16' C21' -34.0(15) . . . . ? O7' C15' C16' C21' 136.5(13) . . . . ? C21' C16' C17' C18' 0.0 . . . . ? C15' C16' C17' C18' 176.8(9) . . . . ? C16' C17' C18' C19' 0.0 . . . . ? C17' C18' C19' C20' 0.0 . . . . ? C17' C18' C19' C19' -173.2(18) . . . 2_758 ? C18' C19' C20' C21' 0.0 . . . . ? C19' C19' C20' C21' 172.9(19) 2_758 . . . ? C18' C19' C20' N2' -179.9(3) . . . . ? C19' C19' C20' N2' -7.0(19) 2_758 . . . ? O9' N2' C20' C21' -50(2) . . . . ? O10' N2' C20' C21' 134.8(19) . . . . ? O9' N2' C20' C19' 130(2) . . . . ? O10' N2' C20' C19' -45.3(19) . . . . ? C19' C20' C21' C16' 0.0 . . . . ? N2' C20' C21' C16' 179.9(3) . . . . ? C17' C16' C21' C20' 0.0 . . . . ? C15' C16' C21' C20' -176.6(9) . . . . ? O11' C22' N3' C23' 0.0(4) . . . . ? O11' C22' N3' C24' -180.0(3) . . . . ? O2 La1 O11 C22 -38.3(19) 1_556 . . . ? O7 La1 O11 C22 -18.9(15) . . . . ? O3 La1 O11 C22 156.2(17) . . . . ? O4 La1 O11 C22 -98.6(15) 2_667 . . . ? O8 La1 O11 C22 119.1(15) 2_767 . . . ? O1W La1 O11 C22 -142.0(14) . . . . ? O1 La1 O11 C22 71.5(15) 2_766 . . . ? La1 O11 C22 N3 120.7(14) . . . . ? O11 C22 N3 C23 0.2(4) . . . . ? O11 C22 N3 C24 179.9(3) . . . . ? C26 N4 C25 O12 0.0(3) . . . . ? C27 N4 C25 O12 179.9(3) . . . . ? _diffrn_measured_fraction_theta_max 0.969 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.969 _refine_diff_density_max 0.895 _refine_diff_density_min -0.813 _refine_diff_density_rms 0.162 _database_code_depnum_ccdc_archive 'CCDC 946325' ####################################################################### # # 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_ce _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25.50 H23 Ce N3 O11.50' _chemical_formula_weight 695.59 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' Ce Ce -0.2486 2.6331 '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' _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 9.6675(8) _cell_length_b 11.2358(10) _cell_length_c 14.3181(11) _cell_angle_alpha 73.513(4) _cell_angle_beta 81.448(4) _cell_angle_gamma 82.179(5) _cell_volume 1467.5(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1626 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 21.68 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.574 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 694 _exptl_absorpt_coefficient_mu 1.614 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5870 _exptl_absorpt_correction_T_max 0.6435 _exptl_absorpt_process_details sadabs _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8099 _diffrn_reflns_av_R_equivalents 0.0390 _diffrn_reflns_av_sigmaI/netI 0.0865 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.49 _diffrn_reflns_theta_max 26.00 _reflns_number_total 5654 _reflns_number_gt 3944 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1293P)^2^+10.7673P] 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 5654 _refine_ls_number_parameters 668 _refine_ls_number_restraints 50 _refine_ls_R_factor_all 0.1160 _refine_ls_R_factor_gt 0.0833 _refine_ls_wR_factor_ref 0.2348 _refine_ls_wR_factor_gt 0.2081 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 0.969 _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 Ce1 Ce 0.7762(5) 0.4835(4) 1.0062(3) 0.0312(6) Uani 0.544(9) 1 d PDU . 1 O1W O 0.6192(18) 0.6839(14) 1.0154(14) 0.058(3) Uani 0.544(9) 1 d PDU . 1 O1 O 1.084(2) 0.6587(17) 0.1122(17) 0.046(3) Uani 0.544(9) 1 d PU . 1 O2 O 0.903(2) 0.5626(17) 0.0832(16) 0.049(3) Uani 0.544(9) 1 d PU . 1 C1 C 0.961(5) 0.608(3) 0.135(3) 0.047(2) Uani 0.544(9) 1 d PU . 1 C2 C 0.8878(17) 0.6319(15) 0.2362(10) 0.0521(19) Uani 0.544(9) 1 d PGU . 1 C3 C 0.9506(16) 0.6949(15) 0.2867(13) 0.059(3) Uani 0.544(9) 1 d PGU . 1 H3A H 1.0295 0.7361 0.2569 0.071 Uiso 0.544(9) 1 calc PR . 1 C4 C 0.8955(18) 0.6964(14) 0.3818(13) 0.062(4) Uani 0.544(9) 1 d PGDU . 1 H4A H 0.9375 0.7386 0.4156 0.075 Uiso 0.544(9) 1 calc PR . 1 C5 C 0.7776(15) 0.6349(11) 0.4264(9) 0.070(3) Uani 0.544(9) 1 d PGDU . 1 C6 C 0.7148(14) 0.5718(14) 0.3758(11) 0.069(4) Uani 0.544(9) 1 d PGDU . 1 H6A H 0.6360 0.5306 0.4057 0.083 Uiso 0.544(9) 1 calc PR . 1 C7 C 0.7699(18) 0.5703(16) 0.2808(11) 0.062(3) Uani 0.544(9) 1 d PGU . 1 H7A H 0.7279 0.5281 0.2470 0.074 Uiso 0.544(9) 1 calc PR . 1 O3 O 0.6013(17) 0.4737(13) 0.8924(14) 0.040(3) Uani 0.444(9) 1 d PDU . 1 O4 O 0.4021(18) 0.5943(16) 0.8493(14) 0.045(4) Uani 0.444(9) 1 d PDU . 1 C14 C 0.5248(19) 0.5436(12) 0.8317(16) 0.044(3) Uani 0.544(9) 1 d PDU . 1 C8 C 0.6964(14) 0.6197(10) 0.5284(9) 0.066(3) Uani 0.544(9) 1 d PGDU . 1 C9 C 0.7830(11) 0.5678(13) 0.6020(11) 0.049(3) Uani 0.544(9) 1 d PGDU . 1 H9A H 0.8785 0.5481 0.5858 0.059 Uiso 0.544(9) 1 calc PR . 1 C10 C 0.7268(14) 0.5455(12) 0.6998(10) 0.041(3) Uani 0.544(9) 1 d PGDU . 1 H10A H 0.7848 0.5108 0.7491 0.050 Uiso 0.544(9) 1 calc PR . 1 C11 C 0.5841(14) 0.5750(11) 0.7241(8) 0.047(3) Uani 0.544(9) 1 d PGDU . 1 C12 C 0.4976(12) 0.6268(14) 0.6505(10) 0.057(4) Uani 0.544(9) 1 d PGU . 1 H12A H 0.4021 0.6465 0.6667 0.068 Uiso 0.544(9) 1 calc PR . 1 C13 C 0.5537(14) 0.6492(12) 0.5526(9) 0.071(4) Uani 0.544(9) 1 d PGDU . 1 O5 O 0.504(3) 0.797(2) 0.4028(18) 0.124(6) Uani 0.344(9) 1 d PDU . 1 O6 O 0.356(3) 0.671(3) 0.4832(18) 0.122(6) Uani 0.344(9) 1 d PDU . 1 N1 N 0.464(3) 0.709(2) 0.4759(16) 0.091(4) Uani 0.544(9) 1 d PDU . 1 Ce1' Ce 0.7794(6) 0.4518(5) 1.0008(4) 0.0312(6) Uani 0.456(9) 1 d PDU . 2 O1W' O 0.620(2) 0.6592(17) 0.9967(17) 0.058(3) Uani 0.456(9) 1 d PDU . 2 O1' O 1.089(3) 0.6201(18) 0.1178(19) 0.043(4) Uani 0.456(9) 1 d PU . 2 O2' O 0.886(3) 0.6016(19) 0.0823(18) 0.048(4) Uani 0.456(9) 1 d PU . 2 C1' C 0.960(6) 0.628(4) 0.138(4) 0.047(2) Uani 0.456(9) 1 d PU . 2 C2' C 0.8856(19) 0.6409(16) 0.2348(11) 0.0521(19) Uani 0.456(9) 1 d PGU . 2 C3' C 0.9673(14) 0.6578(18) 0.3012(15) 0.048(3) Uani 0.456(9) 1 d PGU . 2 H3'A H 1.0618 0.6699 0.2822 0.057 Uiso 0.456(9) 1 calc PR . 2 C4' C 0.9079(17) 0.6568(16) 0.3959(13) 0.051(4) Uani 0.456(9) 1 d PGDU . 2 H4'A H 0.9625 0.6681 0.4404 0.062 Uiso 0.456(9) 1 calc PR . 2 C5' C 0.7667(17) 0.6388(10) 0.4243(10) 0.056(3) Uani 0.456(9) 1 d PGDU . 2 C6' C 0.6850(14) 0.6218(15) 0.3578(12) 0.050(3) Uani 0.456(9) 1 d PGDU . 2 H6'A H 0.5905 0.6098 0.3768 0.060 Uiso 0.456(9) 1 calc PR . 2 C7' C 0.7444(18) 0.6229(17) 0.2631(11) 0.050(3) Uani 0.456(9) 1 d PGU . 2 H7'A H 0.6897 0.6115 0.2186 0.060 Uiso 0.456(9) 1 calc PR . 2 N1' N 0.495(5) 0.801(4) 0.489(3) 0.131(9) Uani 0.456(9) 1 d PDU . 2 O5' O 0.569(4) 0.875(3) 0.430(2) 0.136(9) Uani 0.356(9) 1 d PDU . 2 O6' O 0.360(4) 0.796(3) 0.501(2) 0.138(8) Uani 0.356(9) 1 d PDU . 2 O3' O 0.604(2) 0.5184(16) 0.8924(18) 0.040(3) Uani 0.456(9) 1 d PDU . 2 O4' O 0.3889(18) 0.5527(16) 0.8427(15) 0.033(4) Uani 0.456(9) 1 d PDU . 2 C14' C 0.522(2) 0.5469(11) 0.828(2) 0.053(5) Uani 0.456(9) 1 d PDU . 2 C8' C 0.6891(14) 0.6344(13) 0.5240(11) 0.061(4) Uani 0.456(9) 1 d PGDU . 2 C9' C 0.7605(16) 0.5390(16) 0.5898(13) 0.068(5) Uani 0.456(9) 1 d PGDU . 2 H9'A H 0.8401 0.4940 0.5672 0.082 Uiso 0.456(9) 1 calc PR . 2 C10' C 0.713(2) 0.5107(14) 0.6893(12) 0.066(5) Uani 0.456(9) 1 d PGDU . 2 H10B H 0.7605 0.4469 0.7334 0.079 Uiso 0.456(9) 1 calc PR . 2 C11' C 0.594(2) 0.5779(10) 0.7230(10) 0.056(4) Uani 0.456(9) 1 d PGDU . 2 C12' C 0.5223(17) 0.6733(12) 0.6572(11) 0.052(4) Uani 0.456(9) 1 d PGU . 2 H12B H 0.4427 0.7182 0.6798 0.062 Uiso 0.456(9) 1 calc PR . 2 C13' C 0.5700(17) 0.7015(12) 0.5577(10) 0.052(4) Uani 0.456(9) 1 d PGDU . 2 N2 N 1.207(2) 0.1083(17) 1.4812(14) 0.079(3) Uani 0.25 1 d PDU A 1 O9 O 1.164(3) 0.132(3) 1.5622(16) 0.095(6) Uani 0.25 1 d PDU A 1 O10 O 1.3315(19) 0.081(4) 1.447(2) 0.091(5) Uani 0.25 1 d PDU A 1 O7 O 0.911(2) 0.343(2) 1.1295(18) 0.051(3) Uani 0.409(12) 1 d PDU A 1 O8 O 1.142(2) 0.341(2) 1.128(2) 0.049(3) Uani 0.409(12) 1 d PDU . 1 C15 C 1.030(2) 0.293(2) 1.159(2) 0.052(3) Uani 0.409(12) 1 d PDU A 1 C16 C 1.0163(19) 0.2005(14) 1.2593(10) 0.061(3) Uani 0.409(12) 1 d PGDU A 1 C17 C 0.9128(15) 0.1185(14) 1.2862(12) 0.067(3) Uani 0.409(12) 1 d PGDU A 1 H17A H 0.8506 0.1196 1.2422 0.080 Uiso 0.409(12) 1 calc PR A 1 C18 C 0.9023(16) 0.0348(16) 1.3788(13) 0.071(3) Uani 0.409(12) 1 d PGDU A 1 H18A H 0.8310 -0.0224 1.3982 0.085 Uiso 0.409(12) 1 d PR A 1 C19 C 0.995(2) 0.0330(16) 1.4446(11) 0.074(3) Uani 0.409(12) 1 d PGDU . 1 C20 C 1.0987(16) 0.1150(13) 1.4178(11) 0.071(3) Uani 0.409(12) 1 d PGDU A 1 C21 C 1.1092(17) 0.1987(14) 1.3251(11) 0.065(3) Uani 0.409(12) 1 d PGDU A 1 H21A H 1.1785 0.2536 1.3072 0.078 Uiso 0.409(12) 1 calc PR A 1 O7' O 0.9256(15) 0.3062(14) 1.1137(11) 0.050(3) Uani 0.591(12) 1 d PDU A 2 O8' O 1.1230(15) 0.3746(14) 1.1374(14) 0.048(3) Uani 0.591(12) 1 d PDU . 2 O10' O 1.3774(15) 0.045(3) 1.390(3) 0.097(6) Uani 0.25 1 d PDU A 2 O9' O 1.248(3) -0.099(2) 1.500(2) 0.097(6) Uani 0.25 1 d PDU . 2 N2' N 1.2640(15) 0.0002(17) 1.4311(14) 0.086(4) Uani 0.25 1 d PDU A 2 C15' C 1.0184(17) 0.3163(17) 1.1662(13) 0.052(3) Uani 0.591(12) 1 d PDU A 2 C16' C 1.0213(13) 0.2251(11) 1.2680(8) 0.060(3) Uani 0.591(12) 1 d PGDU A 2 C17' C 0.8919(11) 0.2055(13) 1.3240(10) 0.072(3) Uani 0.591(12) 1 d PGU A 2 H17B H 0.8104 0.2505 1.3004 0.087 Uiso 0.591(12) 1 calc PR A 2 C18' C 0.8844(11) 0.1185(14) 1.4152(10) 0.078(3) Uani 0.591(12) 1 d PGU . 2 H18B H 0.7919 0.1042 1.4555 0.094 Uiso 0.591(12) 1 d PR A 2 C19' C 1.0062(14) 0.0511(12) 1.4504(8) 0.075(3) Uani 0.591(12) 1 d PGDU . 2 C20' C 1.1356(11) 0.0708(11) 1.3944(9) 0.074(3) Uani 0.591(12) 1 d PGDU A 2 C21' C 1.1431(11) 0.1577(11) 1.3032(9) 0.064(3) Uani 0.591(12) 1 d PGDU A 2 H21B H 1.2297 0.1709 1.2658 0.077 Uiso 0.591(12) 1 calc PR A 2 O11' O 0.691(4) 0.254(3) 1.032(3) 0.102(4) Uani 0.411(15) 1 d PDU B 2 C22' C 0.642(3) 0.170(3) 1.099(3) 0.112(4) Uani 0.411(15) 1 d PDU B 2 H22B H 0.5550 0.1872 1.1325 0.135 Uiso 0.411(15) 1 calc PR B 2 C24' C 0.640(5) -0.041(3) 1.206(3) 0.130(7) Uani 0.411(15) 1 d PDU B 2 H24D H 0.5487 -0.0074 1.2289 0.195 Uiso 0.411(15) 1 calc PR B 2 H24E H 0.6978 -0.0656 1.2588 0.195 Uiso 0.411(15) 1 calc PR B 2 H24F H 0.6314 -0.1117 1.1835 0.195 Uiso 0.411(15) 1 calc PR B 2 C23' C 0.840(4) 0.021(3) 1.076(3) 0.135(8) Uani 0.411(15) 1 d PDU B 2 H23D H 0.8726 0.0929 1.0279 0.202 Uiso 0.411(15) 1 calc PR B 2 H23E H 0.8301 -0.0420 1.0448 0.202 Uiso 0.411(15) 1 calc PR B 2 H23F H 0.9058 -0.0111 1.1233 0.202 Uiso 0.411(15) 1 calc PR B 2 N3' N 0.705(3) 0.055(2) 1.125(2) 0.118(5) Uani 0.411(15) 1 d PDU B 2 O11 O 0.677(3) 0.262(2) 1.037(2) 0.098(4) Uani 0.589(15) 1 d PDU B 1 C22 C 0.741(2) 0.164(2) 1.0809(16) 0.112(4) Uani 0.589(15) 1 d PDU B 1 H22A H 0.8305 0.1412 1.0542 0.134 Uiso 0.589(15) 1 calc PR B 1 C23 C 0.549(3) 0.117(3) 1.211(2) 0.140(8) Uani 0.589(15) 1 d PDU B 1 H23A H 0.5099 0.1975 1.1752 0.210 Uiso 0.589(15) 1 calc PR B 1 H23B H 0.5552 0.1174 1.2768 0.210 Uiso 0.589(15) 1 calc PR B 1 H23C H 0.4903 0.0547 1.2107 0.210 Uiso 0.589(15) 1 calc PR B 1 C24 C 0.771(3) -0.026(2) 1.211(2) 0.137(7) Uani 0.589(15) 1 d PDU B 1 H24A H 0.8609 -0.0316 1.1723 0.206 Uiso 0.589(15) 1 calc PR B 1 H24B H 0.7231 -0.0968 1.2152 0.206 Uiso 0.589(15) 1 calc PR B 1 H24C H 0.7854 -0.0245 1.2756 0.206 Uiso 0.589(15) 1 calc PR B 1 N3 N 0.687(2) 0.0896(18) 1.1643(14) 0.122(4) Uani 0.589(15) 1 d PDU B 1 N4 N 0.317(3) 0.900(3) 0.1604(19) 0.176(10) Uani 0.50 1 d PDU . . O12 O 0.314(4) 1.093(3) 0.061(2) 0.177(10) Uani 0.50 1 d PDU . . C27 C 0.390(4) 0.775(3) 0.199(3) 0.174(11) Uani 0.50 1 d PDU . . H27A H 0.4726 0.7632 0.1551 0.261 Uiso 0.50 1 calc PR . . H27B H 0.3281 0.7129 0.2037 0.261 Uiso 0.50 1 calc PR . . H27C H 0.4155 0.7681 0.2624 0.261 Uiso 0.50 1 calc PR . . C26 C 0.172(3) 0.919(4) 0.205(3) 0.182(11) Uani 0.50 1 d PDU . . H26A H 0.1326 1.0025 0.1756 0.274 Uiso 0.50 1 calc PR . . H26B H 0.1703 0.9070 0.2740 0.274 Uiso 0.50 1 calc PR . . H26C H 0.1166 0.8605 0.1937 0.274 Uiso 0.50 1 calc PR . . C25 C 0.379(3) 0.990(3) 0.090(2) 0.178(10) Uani 0.50 1 d PDU . . H25A H 0.4715 0.9742 0.0638 0.214 Uiso 0.50 1 calc PR . . 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 Ce1 0.0320(4) 0.0378(14) 0.0163(5) -0.0017(9) 0.0056(3) 0.0011(10) O1W 0.057(3) 0.058(3) 0.059(3) -0.0169(14) -0.0056(14) -0.0054(14) O1 0.046(4) 0.046(6) 0.041(4) -0.011(5) 0.006(4) -0.002(5) O2 0.051(5) 0.048(6) 0.042(4) -0.008(4) -0.002(4) 0.002(5) C1 0.043(3) 0.051(5) 0.040(3) -0.006(4) 0.000(3) -0.002(4) C2 0.046(3) 0.061(4) 0.041(3) -0.005(3) 0.002(3) -0.001(3) C3 0.057(6) 0.066(6) 0.048(5) -0.011(5) 0.000(5) 0.000(5) C4 0.061(6) 0.070(7) 0.047(5) -0.009(5) 0.001(5) 0.001(5) C5 0.069(6) 0.083(6) 0.049(5) -0.010(5) 0.004(4) -0.005(5) C6 0.064(6) 0.081(7) 0.054(5) -0.010(5) 0.007(5) -0.007(5) C7 0.056(6) 0.072(6) 0.049(5) -0.009(5) 0.002(5) -0.006(5) O3 0.040(3) 0.049(6) 0.032(3) -0.010(5) -0.002(3) -0.007(5) O4 0.042(6) 0.053(7) 0.038(6) -0.010(6) 0.003(5) -0.008(5) C14 0.041(5) 0.055(6) 0.035(5) -0.011(5) 0.002(4) -0.008(5) C8 0.065(5) 0.083(6) 0.046(5) -0.012(5) -0.001(4) -0.005(5) C9 0.049(5) 0.070(6) 0.036(5) -0.025(5) 0.001(4) -0.013(5) C10 0.042(5) 0.059(6) 0.031(5) -0.023(5) 0.001(4) -0.011(5) C11 0.042(5) 0.061(6) 0.038(4) -0.012(5) 0.002(4) -0.009(5) C12 0.050(5) 0.071(6) 0.047(5) -0.011(5) -0.005(4) -0.011(5) C13 0.069(5) 0.085(6) 0.053(5) -0.015(5) -0.001(4) -0.002(5) O5 0.125(9) 0.127(9) 0.099(8) 0.001(6) -0.016(7) -0.005(7) O6 0.105(8) 0.143(10) 0.117(9) -0.021(7) -0.030(7) -0.019(7) N1 0.087(6) 0.107(7) 0.071(6) -0.012(6) -0.014(5) -0.003(6) Ce1' 0.0320(4) 0.0378(14) 0.0163(5) -0.0017(9) 0.0056(3) 0.0011(10) O1W' 0.057(3) 0.058(3) 0.059(3) -0.0169(14) -0.0056(14) -0.0054(14) O1' 0.043(5) 0.043(7) 0.039(5) -0.013(5) 0.006(4) -0.001(6) O2' 0.056(6) 0.051(7) 0.038(5) -0.015(5) -0.004(5) 0.000(5) C1' 0.043(3) 0.051(5) 0.040(3) -0.006(4) 0.000(3) -0.002(4) C2' 0.046(3) 0.061(4) 0.041(3) -0.005(3) 0.002(3) -0.001(3) C3' 0.044(5) 0.050(6) 0.040(5) -0.004(5) 0.002(4) -0.003(5) C4' 0.049(6) 0.055(7) 0.044(5) -0.006(5) 0.005(5) -0.008(5) C5' 0.050(5) 0.066(6) 0.045(5) -0.009(5) 0.005(4) -0.005(5) C6' 0.042(5) 0.058(6) 0.041(5) -0.002(5) 0.003(4) -0.001(5) C7' 0.045(5) 0.057(6) 0.039(5) -0.001(5) -0.001(4) 0.000(5) N1' 0.131(10) 0.133(10) 0.126(10) -0.029(7) -0.014(7) -0.013(7) O5' 0.135(11) 0.133(11) 0.132(12) -0.028(8) -0.012(8) -0.012(8) O6' 0.131(10) 0.141(11) 0.132(11) -0.023(7) -0.016(7) -0.005(7) O3' 0.040(3) 0.049(6) 0.032(3) -0.010(5) -0.002(3) -0.007(5) O4' 0.028(6) 0.042(8) 0.032(7) -0.011(6) 0.002(5) -0.017(6) C14' 0.053(8) 0.065(8) 0.041(6) -0.011(6) -0.002(6) -0.009(7) C8' 0.058(6) 0.070(6) 0.047(5) -0.012(5) 0.004(4) -0.003(5) C9' 0.066(7) 0.076(7) 0.054(6) -0.015(5) 0.005(5) 0.001(5) C10' 0.064(7) 0.073(7) 0.053(6) -0.010(5) 0.004(5) -0.001(5) C11' 0.053(6) 0.065(6) 0.044(6) -0.009(5) 0.000(5) -0.008(5) C12' 0.049(6) 0.062(7) 0.040(6) -0.009(5) 0.003(5) -0.011(5) C13' 0.053(6) 0.060(6) 0.041(5) -0.013(5) 0.002(5) -0.007(5) N2 0.078(5) 0.080(5) 0.075(5) -0.011(4) -0.012(4) -0.008(4) O9 0.098(9) 0.100(9) 0.089(7) -0.026(6) -0.014(6) -0.012(6) O10 0.086(6) 0.093(8) 0.093(7) -0.024(6) -0.014(5) -0.007(6) O7 0.045(4) 0.054(6) 0.042(5) -0.001(5) 0.000(4) 0.008(5) O8 0.042(5) 0.051(6) 0.038(5) 0.001(5) 0.005(4) 0.006(5) C15 0.045(4) 0.055(4) 0.044(4) -0.002(4) 0.001(4) 0.004(4) C16 0.054(4) 0.064(4) 0.051(4) 0.002(4) -0.001(3) -0.002(4) C17 0.060(5) 0.070(5) 0.057(5) 0.002(4) -0.003(4) -0.007(4) C18 0.067(5) 0.074(5) 0.060(5) 0.002(4) -0.003(4) -0.011(4) C19 0.068(5) 0.078(5) 0.061(5) 0.004(4) -0.004(4) -0.008(4) C20 0.069(4) 0.072(5) 0.061(4) -0.002(4) -0.006(4) -0.006(4) C21 0.062(4) 0.067(5) 0.056(4) -0.003(4) -0.004(4) -0.004(4) O7' 0.044(4) 0.053(5) 0.041(5) 0.000(4) -0.001(4) 0.008(4) O8' 0.044(4) 0.050(5) 0.036(5) 0.003(4) 0.002(4) 0.004(4) O10' 0.087(6) 0.101(8) 0.098(8) -0.020(6) -0.009(6) -0.008(6) O9' 0.093(7) 0.092(7) 0.094(7) -0.012(5) -0.010(6) -0.001(5) N2' 0.081(5) 0.086(5) 0.083(5) -0.010(4) -0.013(4) -0.004(4) C15' 0.045(4) 0.056(4) 0.043(4) -0.002(4) 0.001(3) 0.003(3) C16' 0.054(4) 0.064(4) 0.049(4) 0.002(3) -0.001(3) -0.004(4) C17' 0.060(4) 0.078(5) 0.057(5) 0.008(4) 0.001(4) 0.000(4) C18' 0.067(5) 0.083(5) 0.062(5) 0.010(4) 0.002(4) -0.004(5) C19' 0.069(4) 0.078(5) 0.061(4) 0.006(4) -0.005(4) -0.009(4) C20' 0.070(4) 0.076(4) 0.063(4) -0.001(4) -0.006(4) -0.007(4) C21' 0.059(4) 0.068(5) 0.054(4) -0.002(4) -0.001(4) -0.003(4) O11' 0.094(6) 0.100(6) 0.105(6) -0.016(5) -0.009(5) -0.018(5) C22' 0.109(6) 0.107(6) 0.113(6) -0.017(5) -0.010(5) -0.014(5) C24' 0.131(9) 0.121(8) 0.128(9) -0.017(6) -0.014(7) -0.016(7) C23' 0.130(10) 0.134(11) 0.133(11) -0.033(8) -0.006(8) -0.004(7) N3' 0.119(6) 0.109(6) 0.118(6) -0.020(5) -0.012(5) -0.009(5) O11 0.090(6) 0.095(6) 0.104(6) -0.014(5) -0.006(5) -0.021(5) C22 0.107(6) 0.106(6) 0.115(6) -0.018(4) -0.011(5) -0.014(5) C23 0.130(9) 0.138(11) 0.135(10) -0.021(8) 0.003(7) -0.012(7) C24 0.134(9) 0.127(8) 0.136(9) -0.014(6) -0.017(7) -0.006(7) N3 0.121(6) 0.114(6) 0.121(6) -0.015(5) -0.011(5) -0.010(5) N4 0.179(11) 0.172(11) 0.177(11) -0.047(7) -0.020(7) -0.018(7) O12 0.184(13) 0.167(11) 0.181(12) -0.049(8) -0.020(9) -0.019(8) C27 0.179(13) 0.173(12) 0.173(13) -0.049(8) -0.021(9) -0.019(8) C26 0.182(12) 0.178(13) 0.185(14) -0.049(9) -0.018(8) -0.017(8) C25 0.181(11) 0.176(11) 0.178(12) -0.047(7) -0.020(7) -0.016(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ce1 O2 2.19(2) 1_556 ? Ce1 O7 2.42(2) . ? Ce1 O8 2.45(3) 2_767 ? Ce1 O4 2.52(2) 2_667 ? Ce1 O3 2.548(17) . ? Ce1 O1W 2.563(12) . ? Ce1 O11 2.69(3) . ? Ce1 O1 2.74(2) 2_766 ? O1 C1 1.34(6) . ? O1 Ce1 2.74(2) 2_766 ? O2 C1 1.24(5) . ? O2 Ce1 2.19(2) 1_554 ? C1 C2 1.59(5) . ? C2 C3 1.3900 . ? C2 C7 1.3900 . ? C3 C4 1.3900 . ? C3 H3A 0.9300 . ? C4 C5 1.3900 . ? C4 H4A 0.9300 . ? C5 C6 1.3900 . ? C5 C8 1.527(18) . ? C6 C7 1.3900 . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? O3 C14 1.251(16) . ? O4 C14 1.266(16) . ? O4 Ce1 2.52(2) 2_667 ? C14 C11 1.52(2) . ? C8 C9 1.3900 . ? C8 C13 1.3900 . ? C9 C10 1.3900 . ? C9 H9A 0.9300 . ? C10 C11 1.3900 . ? C10 H10A 0.9300 . ? C11 C12 1.3900 . ? C12 C13 1.3900 . ? C12 H12A 0.9300 . ? C13 N1 1.45(3) . ? O5 N1 1.27(3) . ? O6 N1 1.16(3) . ? Ce1' O1' 2.24(3) 2_766 ? Ce1' O3' 2.37(2) . ? Ce1' O11' 2.40(4) . ? Ce1' O7' 2.416(15) . ? Ce1' O8' 2.523(17) 2_767 ? Ce1' O4' 2.56(2) 2_667 ? Ce1' O1W' 2.604(14) . ? Ce1' O2' 2.68(3) 1_556 ? O1' C1' 1.23(7) . ? O1' Ce1' 2.24(3) 2_766 ? O2' C1' 1.27(6) . ? O2' Ce1' 2.68(3) 1_554 ? C1' C2' 1.50(6) . ? C2' C3' 1.3900 . ? C2' C7' 1.3900 . ? C3' C4' 1.3900 . ? C3' H3'A 0.9300 . ? C4' C5' 1.3900 . ? C4' H4'A 0.9300 . ? C5' C6' 1.3900 . ? C5' C8' 1.50(2) . ? C6' C7' 1.3900 . ? C6' H6'A 0.9300 . ? C7' H7'A 0.9300 . ? N1' O5' 1.23(5) . ? N1' O6' 1.30(5) . ? N1' C13' 1.45(5) . ? O6' O9' 1.49(4) 1_464 ? O3' C14' 1.253(18) . ? O4' C14' 1.267(18) . ? O4' Ce1' 2.56(2) 2_667 ? C14' C11' 1.52(3) . ? C8' C9' 1.3900 . ? C8' C13' 1.3900 . ? C9' C10' 1.3900 . ? C9' H9'A 0.9300 . ? C10' C11' 1.3900 . ? C10' H10B 0.9300 . ? C11' C12' 1.3900 . ? C12' C13' 1.3900 . ? C12' H12B 0.9300 . ? N2 O9 1.257(8) . ? N2 O10 1.266(8) . ? N2 C20 1.462(6) . ? O7 C15 1.283(10) . ? O8 C15 1.239(10) . ? O8 Ce1 2.45(3) 2_767 ? C15 C16 1.52(3) . ? C16 C17 1.3900 . ? C16 C21 1.3900 . ? C17 C18 1.3900 . ? C17 H17A 0.9300 . ? C18 C19 1.3900 . ? C18 H18A 0.9626 . ? C19 C20 1.3900 . ? C19 C19 1.56(3) 2_758 ? C20 C21 1.3900 . ? C21 H21A 0.9300 . ? O7' C15' 1.288(9) . ? O8' C15' 1.235(9) . ? O8' Ce1' 2.523(17) 2_767 ? O10' N2' 1.263(8) . ? O9' N2' 1.267(8) . ? O9' O6' 1.49(4) 1_646 ? O9' C18' 1.62(5) 2_758 ? N2' C20' 1.461(6) . ? C15' C16' 1.53(2) . ? C16' C17' 1.3900 . ? C16' C21' 1.3900 . ? C17' C18' 1.3900 . ? C17' H17B 0.9300 . ? C18' C19' 1.3900 . ? C18' O9' 1.62(3) 2_758 ? C18' H18B 0.9956 . ? C19' C20' 1.3900 . ? C19' C19' 1.554(19) 2_758 ? C20' C21' 1.3900 . ? C21' H21B 0.9300 . ? O11' C22' 1.228(10) . ? C22' N3' 1.323(10) . ? C22' H22B 0.9300 . ? C24' N3' 1.470(16) . ? C24' H24D 0.9600 . ? C24' H24E 0.9600 . ? C24' H24F 0.9600 . ? C23' N3' 1.439(16) . ? C23' H23D 0.9600 . ? C23' H23E 0.9600 . ? C23' H23F 0.9600 . ? O11 C22 1.228(10) . ? C22 N3 1.329(9) . ? C22 H22A 0.9300 . ? C23 N3 1.428(15) . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 N3 1.478(16) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? N4 C25 1.340(9) . ? N4 C26 1.469(9) . ? N4 C27 1.474(9) . ? O12 C25 1.232(10) . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C25 H25A 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 Ce1 O7 61.5(8) 1_556 . ? O2 Ce1 O8 79.9(8) 1_556 2_767 ? O7 Ce1 O8 127.5(5) . 2_767 ? O2 Ce1 O4 96.5(7) 1_556 2_667 ? O7 Ce1 O4 74.9(6) . 2_667 ? O8 Ce1 O4 148.1(7) 2_767 2_667 ? O2 Ce1 O3 159.5(7) 1_556 . ? O7 Ce1 O3 138.8(7) . . ? O8 Ce1 O3 85.0(7) 2_767 . ? O4 Ce1 O3 89.1(6) 2_667 . ? O2 Ce1 O1W 79.9(6) 1_556 . ? O7 Ce1 O1W 128.8(7) . . ? O8 Ce1 O1W 70.4(7) 2_767 . ? O4 Ce1 O1W 77.8(6) 2_667 . ? O3 Ce1 O1W 82.1(6) . . ? O2 Ce1 O11 135.3(8) 1_556 . ? O7 Ce1 O11 75.4(8) . . ? O8 Ce1 O11 140.9(9) 2_767 . ? O4 Ce1 O11 59.1(8) 2_667 . ? O3 Ce1 O11 63.9(7) . . ? O1W Ce1 O11 123.5(8) . . ? O2 Ce1 O1 117.2(7) 1_556 2_766 ? O7 Ce1 O1 83.8(7) . 2_766 ? O8 Ce1 O1 84.0(7) 2_767 2_766 ? O4 Ce1 O1 124.4(6) 2_667 2_766 ? O3 Ce1 O1 74.4(7) . 2_766 ? O1W Ce1 O1 146.5(6) . 2_766 ? O11 Ce1 O1 66.0(8) . 2_766 ? C1 O1 Ce1 99(2) . 2_766 ? C1 O2 Ce1 172(3) . 1_554 ? O2 C1 O1 127(4) . . ? O2 C1 C2 124(4) . . ? O1 C1 C2 108(3) . . ? C3 C2 C7 120.0 . . ? C3 C2 C1 122(2) . . ? C7 C2 C1 117.5(19) . . ? C4 C3 C2 120.0 . . ? C4 C3 H3A 120.0 . . ? C2 C3 H3A 120.0 . . ? C3 C4 C5 120.0 . . ? C3 C4 H4A 120.0 . . ? C5 C4 H4A 120.0 . . ? C4 C5 C6 120.0 . . ? C4 C5 C8 131.5(8) . . ? C6 C5 C8 108.5(8) . . ? C7 C6 C5 120.0 . . ? C7 C6 H6A 120.0 . . ? C5 C6 H6A 120.0 . . ? C6 C7 C2 120.0 . . ? C6 C7 H7A 120.0 . . ? C2 C7 H7A 120.0 . . ? C14 O3 Ce1 140.9(9) . . ? C14 O4 Ce1 126.9(12) . 2_667 ? O3 C14 O4 127.4(17) . . ? O3 C14 C11 117.7(16) . . ? O4 C14 C11 114.9(16) . . ? C9 C8 C13 120.0 . . ? C9 C8 C5 111.9(7) . . ? C13 C8 C5 128.1(7) . . ? C8 C9 C10 120.0 . . ? C8 C9 H9A 120.0 . . ? C10 C9 H9A 120.0 . . ? C11 C10 C9 120.0 . . ? C11 C10 H10A 120.0 . . ? C9 C10 H10A 120.0 . . ? C10 C11 C12 120.0 . . ? C10 C11 C14 118.7(11) . . ? C12 C11 C14 121.3(11) . . ? C13 C12 C11 120.0 . . ? C13 C12 H12A 120.0 . . ? C11 C12 H12A 120.0 . . ? C12 C13 C8 120.0 . . ? C12 C13 N1 119.8(11) . . ? C8 C13 N1 120.1(11) . . ? O6 N1 O5 121(3) . . ? O6 N1 C13 117(3) . . ? O5 N1 C13 121(3) . . ? O1' Ce1' O3' 86.6(9) 2_766 . ? O1' Ce1' O11' 79.9(12) 2_766 . ? O3' Ce1' O11' 83.0(11) . . ? O1' Ce1' O7' 86.8(8) 2_766 . ? O3' Ce1' O7' 157.1(7) . . ? O11' Ce1' O7' 74.3(10) . . ? O1' Ce1' O8' 68.0(7) 2_766 2_767 ? O3' Ce1' O8' 74.7(6) . 2_767 ? O11' Ce1' O8' 141.5(12) . 2_767 ? O7' Ce1' O8' 122.4(5) . 2_767 ? O1' Ce1' O4' 158.2(8) 2_766 2_667 ? O3' Ce1' O4' 95.7(7) . 2_667 ? O11' Ce1' O4' 78.9(12) . 2_667 ? O7' Ce1' O4' 82.8(6) . 2_667 ? O8' Ce1' O4' 133.5(6) 2_767 2_667 ? O1' Ce1' O1W' 132.0(8) 2_766 . ? O3' Ce1' O1W' 60.0(7) . . ? O11' Ce1' O1W' 123.7(11) . . ? O7' Ce1' O1W' 136.7(7) . . ? O8' Ce1' O1W' 70.4(6) 2_767 . ? O4' Ce1' O1W' 65.8(7) 2_667 . ? O1' Ce1' O2' 119.7(9) 2_766 1_556 ? O3' Ce1' O2' 124.6(7) . 1_556 ? O11' Ce1' O2' 144.5(12) . 1_556 ? O7' Ce1' O2' 77.5(6) . 1_556 ? O8' Ce1' O2' 72.8(7) 2_767 1_556 ? O4' Ce1' O2' 76.6(7) 2_667 1_556 ? O1W' Ce1' O2' 67.2(7) . 1_556 ? C1' O1' Ce1' 129(3) . 2_766 ? C1' O2' Ce1' 156(2) . 1_554 ? O1' C1' O2' 119(4) . . ? O1' C1' C2' 124(5) . . ? O2' C1' C2' 116(4) . . ? C3' C2' C7' 120.0 . . ? C3' C2' C1' 117(3) . . ? C7' C2' C1' 123(3) . . ? C4' C3' C2' 120.0 . . ? C4' C3' H3'A 120.0 . . ? C2' C3' H3'A 120.0 . . ? C3' C4' C5' 120.0 . . ? C3' C4' H4'A 120.0 . . ? C5' C4' H4'A 120.0 . . ? C6' C5' C4' 120.0 . . ? C6' C5' C8' 114.2(8) . . ? C4' C5' C8' 125.8(8) . . ? C5' C6' C7' 120.0 . . ? C5' C6' H6'A 120.0 . . ? C7' C6' H6'A 120.0 . . ? C6' C7' C2' 120.0 . . ? C6' C7' H7'A 120.0 . . ? C2' C7' H7'A 120.0 . . ? O5' N1' O6' 131(5) . . ? O5' N1' C13' 115(4) . . ? O6' N1' C13' 114(4) . . ? N1' O6' O9' 127(3) . 1_464 ? C14' O3' Ce1' 172.4(16) . . ? C14' O4' Ce1' 130.9(15) . 2_667 ? O3' C14' O4' 126(2) . . ? O3' C14' C11' 115(2) . . ? O4' C14' C11' 119(2) . . ? C9' C8' C13' 120.0 . . ? C9' C8' C5' 106.1(7) . . ? C13' C8' C5' 133.9(7) . . ? C10' C9' C8' 120.0 . . ? C10' C9' H9'A 120.0 . . ? C8' C9' H9'A 120.0 . . ? C9' C10' C11' 120.0 . . ? C9' C10' H10B 120.0 . . ? C11' C10' H10B 120.0 . . ? C12' C11' C10' 120.0 . . ? C12' C11' C14' 114.7(12) . . ? C10' C11' C14' 125.0(11) . . ? C11' C12' C13' 120.0 . . ? C11' C12' H12B 120.0 . . ? C13' C12' H12B 120.0 . . ? C12' C13' C8' 120.0 . . ? C12' C13' N1' 119.9(15) . . ? C8' C13' N1' 120.1(15) . . ? O9 N2 O10 128.0(9) . . ? O9 N2 C20 116.3(8) . . ? O10 N2 C20 115.7(8) . . ? C15 O7 Ce1 150.0(17) . . ? C15 O8 Ce1 136.6(16) . 2_767 ? O8 C15 O7 124.1(17) . . ? O8 C15 C16 119.1(19) . . ? O7 C15 C16 113.0(19) . . ? C17 C16 C21 120.0 . . ? C17 C16 C15 121.3(12) . . ? C21 C16 C15 118.7(12) . . ? C18 C17 C16 120.0 . . ? C18 C17 H17A 120.0 . . ? C16 C17 H17A 120.0 . . ? C17 C18 C19 120.0 . . ? C17 C18 H18A 120.7 . . ? C19 C18 H18A 119.3 . . ? C20 C19 C18 120.0 . . ? C20 C19 C19 105.1(16) . 2_758 ? C18 C19 C19 134.4(17) . 2_758 ? C21 C20 C19 120.0 . . ? C21 C20 N2 118.1(5) . . ? C19 C20 N2 121.6(4) . . ? C20 C21 C16 120.0 . . ? C20 C21 H21A 120.0 . . ? C16 C21 H21A 120.0 . . ? C15' O7' Ce1' 134.8(13) . . ? C15' O8' Ce1' 141.8(12) . 2_767 ? N2' O9' O6' 117(2) . 1_646 ? N2' O9' C18' 124.8(19) . 2_758 ? O6' O9' C18' 118(2) 1_646 2_758 ? O10' N2' O9' 127.8(9) . . ? O10' N2' C20' 115.8(8) . . ? O9' N2' C20' 116.4(8) . . ? O8' C15' O7' 126.8(15) . . ? O8' C15' C16' 114.2(14) . . ? O7' C15' C16' 117.4(14) . . ? C17' C16' C21' 120.0 . . ? C17' C16' C15' 116.3(9) . . ? C21' C16' C15' 123.6(8) . . ? C18' C17' C16' 120.0 . . ? C18' C17' H17B 120.0 . . ? C16' C17' H17B 120.0 . . ? C17' C18' C19' 120.0 . . ? C17' C18' O9' 128.0(9) . 2_758 ? C19' C18' O9' 111.0(10) . 2_758 ? C17' C18' H18B 120.2 . . ? C19' C18' H18B 119.8 . . ? O9' C18' H18B 12.8 2_758 . ? C20' C19' C18' 120.0 . . ? C20' C19' C19' 121.0(15) . 2_758 ? C18' C19' C19' 118.8(15) . 2_758 ? C21' C20' C19' 120.0 . . ? C21' C20' N2' 119.8(5) . . ? C19' C20' N2' 120.2(5) . . ? C20' C21' C16' 120.0 . . ? C20' C21' H21B 120.0 . . ? C16' C21' H21B 120.0 . . ? C22' O11' Ce1' 142(2) . . ? O11' C22' N3' 123.6(19) . . ? O11' C22' H22B 118.2 . . ? N3' C22' H22B 118.2 . . ? N3' C24' H24D 109.5 . . ? N3' C24' H24E 109.5 . . ? H24D C24' H24E 109.5 . . ? N3' C24' H24F 109.5 . . ? H24D C24' H24F 109.5 . . ? H24E C24' H24F 109.5 . . ? N3' C23' H23D 109.5 . . ? N3' C23' H23E 109.5 . . ? H23D C23' H23E 109.5 . . ? N3' C23' H23F 109.5 . . ? H23D C23' H23F 109.5 . . ? H23E C23' H23F 109.5 . . ? C22' N3' C23' 121.4(17) . . ? C22' N3' C24' 120.5(16) . . ? C23' N3' C24' 118.1(14) . . ? C22 O11 Ce1 121.6(14) . . ? O11 C22 N3 123.1(18) . . ? O11 C22 H22A 118.5 . . ? N3 C22 H22A 118.5 . . ? N3 C23 H23A 109.5 . . ? N3 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? N3 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? N3 C24 H24A 109.5 . . ? N3 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N3 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C22 N3 C23 122.3(15) . . ? C22 N3 C24 118.9(15) . . ? C23 N3 C24 118.8(13) . . ? C25 N4 C26 122.4(9) . . ? C25 N4 C27 122.5(9) . . ? C26 N4 C27 115.1(8) . . ? N4 C27 H27A 109.5 . . ? N4 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? N4 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N4 C26 H26A 109.5 . . ? N4 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? N4 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? O12 C25 N4 120.0(10) . . ? O12 C25 H25A 120.0 . . ? N4 C25 H25A 120.0 . . ? 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 Ce1 O2 C1 O1 -167(13) 1_554 . . . ? Ce1 O2 C1 C2 4(19) 1_554 . . . ? Ce1 O1 C1 O2 -32(4) 2_766 . . . ? Ce1 O1 C1 C2 156(2) 2_766 . . . ? O2 C1 C2 C3 -173(3) . . . . ? O1 C1 C2 C3 -1(4) . . . . ? O2 C1 C2 C7 17(4) . . . . ? O1 C1 C2 C7 -170.4(19) . . . . ? C7 C2 C3 C4 0.0 . . . . ? C1 C2 C3 C4 -169(2) . . . . ? C2 C3 C4 C5 0.0 . . . . ? C3 C4 C5 C6 0.0 . . . . ? C3 C4 C5 C8 179.3(3) . . . . ? C4 C5 C6 C7 0.0 . . . . ? C8 C5 C6 C7 -179.5(2) . . . . ? C5 C6 C7 C2 0.0 . . . . ? C3 C2 C7 C6 0.0 . . . . ? C1 C2 C7 C6 170(2) . . . . ? O2 Ce1 O3 C14 4(3) 1_556 . . . ? O7 Ce1 O3 C14 175(2) . . . . ? O8 Ce1 O3 C14 -39(2) 2_767 . . . ? O4 Ce1 O3 C14 110(2) 2_667 . . . ? O1W Ce1 O3 C14 32(2) . . . . ? O11 Ce1 O3 C14 166(2) . . . . ? O1 Ce1 O3 C14 -124(2) 2_766 . . . ? Ce1 O3 C14 O4 -84.7(19) . . . . ? Ce1 O3 C14 C11 93.9(19) . . . . ? Ce1 O4 C14 O3 -26.7(9) 2_667 . . . ? Ce1 O4 C14 C11 154.6(10) 2_667 . . . ? C4 C5 C8 C9 -55.8(8) . . . . ? C6 C5 C8 C9 123.5(7) . . . . ? C4 C5 C8 C13 125.1(8) . . . . ? C6 C5 C8 C13 -55.5(8) . . . . ? C13 C8 C9 C10 0.0 . . . . ? C5 C8 C9 C10 -179.1(2) . . . . ? C8 C9 C10 C11 0.0 . . . . ? C9 C10 C11 C12 0.0 . . . . ? C9 C10 C11 C14 177.1(5) . . . . ? O3 C14 C11 C10 -12.1(10) . . . . ? O4 C14 C11 C10 166.7(9) . . . . ? O3 C14 C11 C12 165.0(9) . . . . ? O4 C14 C11 C12 -16.2(9) . . . . ? C10 C11 C12 C13 0.0 . . . . ? C14 C11 C12 C13 -177.0(6) . . . . ? C11 C12 C13 C8 0.0 . . . . ? C11 C12 C13 N1 -177.1(13) . . . . ? C9 C8 C13 C12 0.0 . . . . ? C5 C8 C13 C12 179.0(3) . . . . ? C9 C8 C13 N1 177.1(13) . . . . ? C5 C8 C13 N1 -3.9(13) . . . . ? C12 C13 N1 O6 -46.5(13) . . . . ? C8 C13 N1 O6 136.3(14) . . . . ? C12 C13 N1 O5 134.7(13) . . . . ? C8 C13 N1 O5 -42.4(14) . . . . ? Ce1' O1' C1' O2' -6(6) 2_766 . . . ? Ce1' O1' C1' C2' 161(2) 2_766 . . . ? Ce1' O2' C1' O1' 71(9) 1_554 . . . ? Ce1' O2' C1' C2' -96(7) 1_554 . . . ? O1' C1' C2' C3' 7(5) . . . . ? O2' C1' C2' C3' 174(2) . . . . ? O1' C1' C2' C7' -166(3) . . . . ? O2' C1' C2' C7' 1(4) . . . . ? C7' C2' C3' C4' 0.0 . . . . ? C1' C2' C3' C4' -173(2) . . . . ? C2' C3' C4' C5' 0.0 . . . . ? C3' C4' C5' C6' 0.0 . . . . ? C3' C4' C5' C8' 179.5(3) . . . . ? C4' C5' C6' C7' 0.0 . . . . ? C8' C5' C6' C7' -179.5(2) . . . . ? C5' C6' C7' C2' 0.0 . . . . ? C3' C2' C7' C6' 0.0 . . . . ? C1' C2' C7' C6' 173(2) . . . . ? O5' N1' O6' O9' -44(3) . . . 1_464 ? C13' N1' O6' O9' 136(3) . . . 1_464 ? O1' Ce1' O3' C14' 3(10) 2_766 . . . ? O11' Ce1' O3' C14' -77(10) . . . . ? O7' Ce1' O3' C14' -70(10) . . . . ? O8' Ce1' O3' C14' 72(10) 2_767 . . . ? O4' Ce1' O3' C14' -155(9) 2_667 . . . ? O1W' Ce1' O3' C14' 147(10) . . . . ? O2' Ce1' O3' C14' 127(9) 1_556 . . . ? Ce1' O3' C14' O4' 145(10) . . . . ? Ce1' O3' C14' C11' -35(10) . . . . ? Ce1' O4' C14' O3' 11.5(9) 2_667 . . . ? Ce1' O4' C14' C11' -167.7(10) 2_667 . . . ? C6' C5' C8' C9' 121.7(9) . . . . ? C4' C5' C8' C9' -57.8(9) . . . . ? C6' C5' C8' C13' -57.6(9) . . . . ? C4' C5' C8' C13' 123.0(9) . . . . ? C13' C8' C9' C10' 0.0 . . . . ? C5' C8' C9' C10' -179.4(2) . . . . ? C8' C9' C10' C11' 0.0 . . . . ? C9' C10' C11' C12' 0.0 . . . . ? C9' C10' C11' C14' 172.7(12) . . . . ? O3' C14' C11' C12' -143.3(11) . . . . ? O4' C14' C11' C12' 36.0(11) . . . . ? O3' C14' C11' C10' 43.7(11) . . . . ? O4' C14' C11' C10' -137.1(11) . . . . ? C10' C11' C12' C13' 0.0 . . . . ? C14' C11' C12' C13' -173.5(10) . . . . ? C11' C12' C13' C8' 0.0 . . . . ? C11' C12' C13' N1' 180.0(19) . . . . ? C9' C8' C13' C12' 0.0 . . . . ? C5' C8' C13' C12' 179.2(3) . . . . ? C9' C8' C13' N1' -180.0(19) . . . . ? C5' C8' C13' N1' -0.8(19) . . . . ? O5' N1' C13' C12' 132.2(16) . . . . ? O6' N1' C13' C12' -47.8(16) . . . . ? O5' N1' C13' C8' -47.8(18) . . . . ? O6' N1' C13' C8' 132.1(17) . . . . ? O2 Ce1 O7 C15 -67(4) 1_556 . . . ? O8 Ce1 O7 C15 -19(5) 2_767 . . . ? O4 Ce1 O7 C15 -174(4) 2_667 . . . ? O3 Ce1 O7 C15 116(4) . . . . ? O1W Ce1 O7 C15 -114(4) . . . . ? O11 Ce1 O7 C15 125(4) . . . . ? O1 Ce1 O7 C15 58(4) 2_766 . . . ? Ce1 O8 C15 O7 -10(5) 2_767 . . . ? Ce1 O8 C15 C16 -166.7(17) 2_767 . . . ? Ce1 O7 C15 O8 23(6) . . . . ? Ce1 O7 C15 C16 -180(3) . . . . ? O8 C15 C16 C17 -161(2) . . . . ? O7 C15 C16 C17 40(2) . . . . ? O8 C15 C16 C21 19(2) . . . . ? O7 C15 C16 C21 -140(2) . . . . ? C21 C16 C17 C18 0.0 . . . . ? C15 C16 C17 C18 -179.7(11) . . . . ? C16 C17 C18 C19 0.0 . . . . ? C17 C18 C19 C20 0.0 . . . . ? C17 C18 C19 C19 171(4) . . . 2_758 ? C18 C19 C20 C21 0.0 . . . . ? C19 C19 C20 C21 -173(3) 2_758 . . . ? C18 C19 C20 N2 -174.2(10) . . . . ? C19 C19 C20 N2 12(3) 2_758 . . . ? O9 N2 C20 C21 120.8(17) . . . . ? O10 N2 C20 C21 -58.7(17) . . . . ? O9 N2 C20 C19 -64.9(18) . . . . ? O10 N2 C20 C19 115.6(18) . . . . ? C19 C20 C21 C16 0.0 . . . . ? N2 C20 C21 C16 174.4(9) . . . . ? C17 C16 C21 C20 0.0 . . . . ? C15 C16 C21 C20 179.7(11) . . . . ? O1' Ce1' O7' C15' 111.0(18) 2_766 . . . ? O3' Ce1' O7' C15' -176(2) . . . . ? O11' Ce1' O7' C15' -169(2) . . . . ? O8' Ce1' O7' C15' 50(2) 2_767 . . . ? O4' Ce1' O7' C15' -88.2(17) 2_667 . . . ? O1W' Ce1' O7' C15' -46(2) . . . . ? O2' Ce1' O7' C15' -10.3(17) 1_556 . . . ? O6' O9' N2' O10' -34(4) 1_646 . . . ? C18' O9' N2' O10' 147(4) 2_758 . . . ? O6' O9' N2' C20' 146(2) 1_646 . . . ? C18' O9' N2' C20' -33(4) 2_758 . . . ? Ce1' O8' C15' O7' 21(3) 2_767 . . . ? Ce1' O8' C15' C16' -173.7(13) 2_767 . . . ? Ce1' O7' C15' O8' -53(3) . . . . ? Ce1' O7' C15' C16' 142.4(12) . . . . ? O8' C15' C16' C17' 148.6(15) . . . . ? O7' C15' C16' C17' -44.9(17) . . . . ? O8' C15' C16' C21' -35.2(17) . . . . ? O7' C15' C16' C21' 131.3(16) . . . . ? C21' C16' C17' C18' 0.0 . . . . ? C15' C16' C17' C18' 176.3(10) . . . . ? C16' C17' C18' C19' 0.0 . . . . ? C16' C17' C18' O9' 168(2) . . . 2_758 ? C17' C18' C19' C20' 0.0 . . . . ? O9' C18' C19' C20' -169.6(19) 2_758 . . . ? C17' C18' C19' C19' -176(2) . . . 2_758 ? O9' C18' C19' C19' 14.1(18) 2_758 . . 2_758 ? C18' C19' C20' C21' 0.0 . . . . ? C19' C19' C20' C21' 176(2) 2_758 . . . ? C18' C19' C20' N2' -180.0(3) . . . . ? C19' C19' C20' N2' -4(2) 2_758 . . . ? O10' N2' C20' C21' 19(2) . . . . ? O9' N2' C20' C21' -161(2) . . . . ? O10' N2' C20' C19' -162(2) . . . . ? O9' N2' C20' C19' 18(2) . . . . ? C19' C20' C21' C16' 0.0 . . . . ? N2' C20' C21' C16' 180.0(3) . . . . ? C17' C16' C21' C20' 0.0 . . . . ? C15' C16' C21' C20' -176.0(11) . . . . ? O1' Ce1' O11' C22' 148(4) 2_766 . . . ? O3' Ce1' O11' C22' -124(3) . . . . ? O7' Ce1' O11' C22' 58(3) . . . . ? O8' Ce1' O11' C22' -179(3) 2_767 . . . ? O4' Ce1' O11' C22' -27(3) 2_667 . . . ? O1W' Ce1' O11' C22' -78(4) . . . . ? O2' Ce1' O11' C22' 20(5) 1_556 . . . ? Ce1' O11' C22' N3' -114(4) . . . . ? O11' C22' N3' C23' 0.0(4) . . . . ? O11' C22' N3' C24' -180.0(3) . . . . ? O2 Ce1 O11 C22 -30(2) 1_556 . . . ? O7 Ce1 O11 C22 -14.9(17) . . . . ? O8 Ce1 O11 C22 117.8(18) 2_767 . . . ? O4 Ce1 O11 C22 -95.8(19) 2_667 . . . ? O3 Ce1 O11 C22 158(2) . . . . ? O1W Ce1 O11 C22 -142.0(16) . . . . ? O1 Ce1 O11 C22 74.8(18) 2_766 . . . ? Ce1 O11 C22 N3 118.8(19) . . . . ? O11 C22 N3 C23 0.1(4) . . . . ? O11 C22 N3 C24 179.9(3) . . . . ? C26 N4 C25 O12 0.0(3) . . . . ? C27 N4 C25 O12 180.0(3) . . . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.878 _refine_diff_density_min -0.683 _refine_diff_density_rms 0.202 _database_code_depnum_ccdc_archive 'CCDC 946326' ####################################################################### # # 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_pr _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25.50 H23 N3 O11.50 Pr' _chemical_formula_weight 696.38 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' Pr Pr -0.2180 2.8214 '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' _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 9.6508(7) _cell_length_b 11.3218(9) _cell_length_c 14.3139(11) _cell_angle_alpha 73.017(4) _cell_angle_beta 81.282(4) _cell_angle_gamma 81.990(4) _cell_volume 1471.02(19) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2174 _cell_measurement_theta_min 2.47 _cell_measurement_theta_max 21.82 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.572 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 696 _exptl_absorpt_coefficient_mu 1.719 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5326 _exptl_absorpt_correction_T_max 0.6544 _exptl_absorpt_process_details sadabs _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7957 _diffrn_reflns_av_R_equivalents 0.0288 _diffrn_reflns_av_sigmaI/netI 0.0642 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.50 _diffrn_reflns_theta_max 25.99 _reflns_number_total 5559 _reflns_number_gt 4259 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1467P)^2^+2.0442P] 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 5559 _refine_ls_number_parameters 659 _refine_ls_number_restraints 62 _refine_ls_R_factor_all 0.0907 _refine_ls_R_factor_gt 0.0719 _refine_ls_wR_factor_ref 0.2177 _refine_ls_wR_factor_gt 0.1974 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.028 _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 Pr1 Pr 0.7750(5) 0.4841(4) 1.0060(3) 0.0291(6) Uani 0.540(8) 1 d PDU . 1 O1W O 0.6187(15) 0.6800(12) 1.0154(11) 0.051(2) Uani 0.540(8) 1 d PDU . 1 O1 O 1.084(3) 0.6539(16) 0.1109(18) 0.044(3) Uani 0.540(8) 1 d PU . 1 O2 O 0.898(2) 0.5616(15) 0.0853(14) 0.048(3) Uani 0.540(8) 1 d PU . 1 C1 C 0.9582(10) 0.6170(9) 0.1350(7) 0.0465(17) Uani 0.540(8) 1 d PU . 1 C2 C 0.8835(15) 0.6292(13) 0.2329(8) 0.0498(17) Uani 0.540(8) 1 d PGU . 1 C3 C 0.9479(14) 0.6918(14) 0.2821(11) 0.053(3) Uani 0.540(8) 1 d PGU . 1 H3A H 1.0271 0.7321 0.2513 0.064 Uiso 0.540(8) 1 calc PR . 1 C4 C 0.8939(16) 0.6941(12) 0.3773(11) 0.058(3) Uani 0.540(8) 1 d PGDU . 1 H4A H 0.9370 0.7360 0.4102 0.070 Uiso 0.540(8) 1 calc PR . 1 C5 C 0.7755(13) 0.6338(10) 0.4233(8) 0.067(3) Uani 0.540(8) 1 d PGDU . 1 C6 C 0.7111(12) 0.5712(12) 0.3741(10) 0.066(3) Uani 0.540(8) 1 d PGDU . 1 H6A H 0.6319 0.5308 0.4049 0.079 Uiso 0.540(8) 1 calc PR . 1 C7 C 0.7651(16) 0.5688(14) 0.2789(10) 0.056(3) Uani 0.540(8) 1 d PGU . 1 H7A H 0.7221 0.5269 0.2460 0.067 Uiso 0.540(8) 1 calc PR . 1 O3 O 0.6047(17) 0.4757(13) 0.8929(15) 0.039(3) Uani 0.440(8) 1 d PDU . 1 O4 O 0.4033(17) 0.5917(14) 0.8494(14) 0.044(4) Uani 0.440(8) 1 d PDU . 1 C14 C 0.5259(18) 0.5434(11) 0.8323(16) 0.040(3) Uani 0.540(8) 1 d PDU . 1 C8 C 0.6949(12) 0.6194(9) 0.5271(7) 0.065(3) Uani 0.540(8) 1 d PGDU . 1 C9 C 0.7827(10) 0.5696(11) 0.6006(9) 0.043(3) Uani 0.540(8) 1 d PGDU . 1 H9A H 0.8785 0.5507 0.5840 0.052 Uiso 0.540(8) 1 calc PR . 1 C10 C 0.7273(12) 0.5481(11) 0.6989(8) 0.037(3) Uani 0.540(8) 1 d PGDU . 1 H10A H 0.7860 0.5148 0.7480 0.045 Uiso 0.540(8) 1 calc PR . 1 C11 C 0.5841(12) 0.5764(9) 0.7237(7) 0.044(3) Uani 0.540(8) 1 d PGDU . 1 C12 C 0.4964(10) 0.6262(12) 0.6502(9) 0.055(3) Uani 0.540(8) 1 d PGU . 1 H12A H 0.4006 0.6451 0.6668 0.066 Uiso 0.540(8) 1 calc PR . 1 C13 C 0.5517(12) 0.6477(11) 0.5519(8) 0.070(3) Uani 0.540(8) 1 d PGDU . 1 O5 O 0.504(3) 0.798(2) 0.4021(17) 0.127(6) Uani 0.440(8) 1 d PDU . 1 O6 O 0.357(2) 0.665(2) 0.4837(17) 0.128(6) Uani 0.440(8) 1 d PDU . 1 N1 N 0.461(2) 0.702(2) 0.4788(15) 0.095(4) Uani 0.540(8) 1 d PDU . 1 Pr1' Pr 0.7780(6) 0.4538(4) 1.0016(4) 0.0291(6) Uani 0.460(8) 1 d PDU . 2 O1W' O 0.6215(18) 0.6615(14) 0.9906(13) 0.051(2) Uani 0.460(8) 1 d PDU . 2 O1' O 1.087(3) 0.6202(18) 0.114(2) 0.041(4) Uani 0.460(8) 1 d PU . 2 O2' O 0.885(2) 0.6015(17) 0.0815(16) 0.045(4) Uani 0.460(8) 1 d PU . 2 C1' C 0.9582(10) 0.6170(9) 0.1350(7) 0.0465(17) Uani 0.460(8) 1 d PU . 2 C2' C 0.8855(16) 0.6419(14) 0.2334(9) 0.0498(17) Uani 0.460(8) 1 d PGU . 2 C3' C 0.9668(13) 0.6585(17) 0.3000(13) 0.046(3) Uani 0.460(8) 1 d PGU . 2 H3'A H 1.0613 0.6712 0.2809 0.055 Uiso 0.460(8) 1 calc PR . 2 C4' C 0.9068(16) 0.6562(15) 0.3951(12) 0.053(3) Uani 0.460(8) 1 d PGDU . 2 H4'A H 0.9612 0.6674 0.4396 0.063 Uiso 0.460(8) 1 calc PR . 2 C5' C 0.7656(16) 0.6373(9) 0.4235(9) 0.058(3) Uani 0.460(8) 1 d PGDU . 2 C6' C 0.6843(12) 0.6206(14) 0.3569(11) 0.053(3) Uani 0.460(8) 1 d PGDU . 2 H6'A H 0.5898 0.6079 0.3760 0.064 Uiso 0.460(8) 1 calc PR . 2 C7' C 0.7443(16) 0.6229(16) 0.2619(10) 0.048(3) Uani 0.460(8) 1 d PGU . 2 H7'A H 0.6899 0.6117 0.2173 0.058 Uiso 0.460(8) 1 calc PR . 2 N1' N 0.499(4) 0.798(3) 0.489(2) 0.126(8) Uani 0.460(8) 1 d PDU . 2 O5' O 0.567(3) 0.875(3) 0.4301(19) 0.118(7) Uani 0.360(8) 1 d PDU . 2 O6' O 0.358(4) 0.794(3) 0.496(2) 0.145(8) Uani 0.360(8) 1 d PDU . 2 O3' O 0.604(2) 0.5164(15) 0.8936(18) 0.039(3) Uani 0.360(8) 1 d PDU . 2 O4' O 0.3897(17) 0.5527(14) 0.8433(13) 0.029(3) Uani 0.360(8) 1 d PDU . 2 C14' C 0.522(2) 0.5457(10) 0.8283(19) 0.044(5) Uani 0.460(8) 1 d PDU . 2 C8' C 0.6909(13) 0.6317(12) 0.5238(9) 0.062(4) Uani 0.460(8) 1 d PGDU . 2 C9' C 0.7634(14) 0.5373(14) 0.5900(11) 0.068(4) Uani 0.460(8) 1 d PGDU . 2 H9'A H 0.8433 0.4927 0.5673 0.081 Uiso 0.460(8) 1 calc PR . 2 C10' C 0.7166(19) 0.5094(12) 0.6899(11) 0.064(4) Uani 0.460(8) 1 d PGDU . 2 H10B H 0.7652 0.4462 0.7342 0.076 Uiso 0.460(8) 1 calc PR . 2 C11' C 0.5972(18) 0.5759(9) 0.7237(9) 0.051(4) Uani 0.460(8) 1 d PGDU . 2 C12' C 0.5246(14) 0.6703(11) 0.6576(9) 0.050(4) Uani 0.460(8) 1 d PGU . 2 H12B H 0.4447 0.7149 0.6802 0.060 Uiso 0.460(8) 1 calc PR . 2 C13' C 0.5714(14) 0.6982(11) 0.5576(9) 0.051(4) Uani 0.460(8) 1 d PGDU . 2 N2 N 1.207(2) 0.1058(17) 1.4794(14) 0.082(3) Uani 0.25 1 d PDU A 1 O9 O 1.170(3) 0.133(3) 1.5592(16) 0.099(6) Uani 0.25 1 d PDU A 1 O10 O 1.3299(19) 0.072(3) 1.445(2) 0.094(5) Uani 0.25 1 d PDU A 1 O7 O 0.911(2) 0.348(2) 1.130(2) 0.051(3) Uani 0.355(11) 1 d PDU A 1 O8 O 1.141(2) 0.347(3) 1.130(3) 0.049(3) Uani 0.355(11) 1 d PDU . 1 C15 C 1.030(2) 0.298(2) 1.158(2) 0.052(3) Uani 0.355(11) 1 d PDU A 1 C16 C 1.014(2) 0.2030(15) 1.2588(10) 0.062(3) Uani 0.355(11) 1 d PGDU A 1 C17 C 0.9129(15) 0.1193(15) 1.2843(12) 0.067(3) Uani 0.355(11) 1 d PGDU A 1 H17A H 0.8517 0.1205 1.2396 0.080 Uiso 0.355(11) 1 calc PR A 1 C18 C 0.9031(17) 0.0338(17) 1.3766(13) 0.072(3) Uani 0.355(11) 1 d PGDU A 1 H18A H 0.8328 -0.0247 1.3948 0.087 Uiso 0.355(11) 1 d PR A 1 C19 C 0.994(2) 0.0320(16) 1.4434(12) 0.076(3) Uani 0.355(11) 1 d PGDU . 1 C20 C 1.0956(17) 0.1157(14) 1.4179(11) 0.074(3) Uani 0.355(11) 1 d PGDU A 1 C21 C 1.1054(18) 0.2012(14) 1.3256(11) 0.065(3) Uani 0.355(11) 1 d PGDU A 1 H21A H 1.1731 0.2572 1.3086 0.079 Uiso 0.355(11) 1 calc PR A 1 O7' O 0.9209(12) 0.3113(11) 1.1150(9) 0.048(3) Uani 0.645(11) 1 d PDU A 2 O8' O 1.1221(13) 0.3730(14) 1.1352(15) 0.048(3) Uani 0.645(11) 1 d PDU . 2 O10' O 1.3795(14) 0.043(3) 1.375(2) 0.102(6) Uani 0.25 1 d PDU A 2 O9' O 1.260(2) -0.056(3) 1.5201(16) 0.104(5) Uani 0.25 1 d PDU . 2 N2' N 1.2684(13) 0.0125(17) 1.4325(13) 0.091(4) Uani 0.25 1 d PDU A 2 C15' C 1.0164(15) 0.3168(15) 1.1666(12) 0.052(2) Uani 0.645(11) 1 d PDU A 2 C16' C 1.0181(11) 0.2232(9) 1.2669(6) 0.060(2) Uani 0.645(11) 1 d PGDU A 2 C17' C 0.8887(9) 0.1959(11) 1.3212(8) 0.075(3) Uani 0.645(11) 1 d PGU A 2 H17B H 0.8058 0.2364 1.2965 0.090 Uiso 0.645(11) 1 calc PR A 2 C18' C 0.8833(10) 0.1081(12) 1.4125(9) 0.083(3) Uani 0.645(11) 1 d PGU . 2 H18B H 0.7914 0.0886 1.4512 0.100 Uiso 0.645(11) 1 d PR A 2 C19' C 1.0073(12) 0.0476(11) 1.4494(7) 0.078(3) Uani 0.645(11) 1 d PGDU . 2 C20' C 1.1367(10) 0.0748(10) 1.3950(8) 0.078(3) Uani 0.645(11) 1 d PGDU A 2 C21' C 1.1421(9) 0.1626(10) 1.3038(8) 0.067(3) Uani 0.645(11) 1 d PGDU A 2 H21B H 1.2287 0.1808 1.2674 0.080 Uiso 0.645(11) 1 calc PR A 2 O11' O 0.691(4) 0.252(3) 1.031(3) 0.088(3) Uani 0.355(14) 1 d PDU B 2 C22' C 0.644(3) 0.168(2) 1.099(2) 0.105(4) Uani 0.355(14) 1 d PDU B 2 H22B H 0.5596 0.1867 1.1357 0.126 Uiso 0.355(14) 1 calc PR B 2 C24' C 0.641(5) -0.042(3) 1.208(3) 0.121(6) Uani 0.355(14) 1 d PDU B 2 H24D H 0.5493 -0.0091 1.2307 0.182 Uiso 0.355(14) 1 calc PR B 2 H24E H 0.6994 -0.0652 1.2605 0.182 Uiso 0.355(14) 1 calc PR B 2 H24F H 0.6330 -0.1136 1.1870 0.182 Uiso 0.355(14) 1 calc PR B 2 C23' C 0.836(4) 0.016(3) 1.073(3) 0.123(8) Uani 0.355(14) 1 d PDU B 2 H23D H 0.8700 0.0876 1.0239 0.185 Uiso 0.355(14) 1 calc PR B 2 H23E H 0.8208 -0.0441 1.0413 0.185 Uiso 0.355(14) 1 calc PR B 2 H23F H 0.9040 -0.0188 1.1182 0.185 Uiso 0.355(14) 1 calc PR B 2 N3' N 0.705(3) 0.053(2) 1.125(2) 0.110(4) Uani 0.355(14) 1 d PDU B 2 O11 O 0.677(2) 0.2660(15) 1.0383(15) 0.088(3) Uani 0.645(14) 1 d PDU B 1 C22 C 0.7407(19) 0.1665(15) 1.0773(12) 0.102(4) Uani 0.645(14) 1 d PDU B 1 H22A H 0.8297 0.1448 1.0481 0.122 Uiso 0.645(14) 1 calc PR B 1 C23 C 0.551(2) 0.116(2) 1.2092(16) 0.130(6) Uani 0.645(14) 1 d PDU B 1 H23A H 0.5101 0.1958 1.1745 0.194 Uiso 0.645(14) 1 calc PR B 1 H23B H 0.5594 0.1150 1.2752 0.194 Uiso 0.645(14) 1 calc PR B 1 H23C H 0.4908 0.0537 1.2107 0.194 Uiso 0.645(14) 1 calc PR B 1 C24 C 0.772(3) -0.0291(18) 1.2012(18) 0.137(6) Uani 0.645(14) 1 d PDU B 1 H24A H 0.8614 -0.0327 1.1614 0.205 Uiso 0.645(14) 1 calc PR B 1 H24B H 0.7229 -0.0976 1.2025 0.205 Uiso 0.645(14) 1 calc PR B 1 H24C H 0.7877 -0.0338 1.2670 0.205 Uiso 0.645(14) 1 calc PR B 1 N3 N 0.6880(18) 0.0885(15) 1.1597(11) 0.116(4) Uani 0.645(14) 1 d PDU B 1 N4 N 0.311(3) 0.903(2) 0.1608(17) 0.183(9) Uani 0.50 1 d PDU . . O12 O 0.303(4) 1.095(3) 0.059(2) 0.179(9) Uani 0.50 1 d PDU . . C27 C 0.385(4) 0.779(3) 0.197(3) 0.176(11) Uani 0.50 1 d PDU . . H27A H 0.4678 0.7683 0.1525 0.264 Uiso 0.50 1 calc PR . . H27B H 0.3236 0.7169 0.2016 0.264 Uiso 0.50 1 calc PR . . H27C H 0.4118 0.7694 0.2610 0.264 Uiso 0.50 1 calc PR . . C26 C 0.170(3) 0.924(3) 0.211(3) 0.191(11) Uani 0.50 1 d PDU . . H26A H 0.1297 1.0066 0.1825 0.286 Uiso 0.50 1 calc PR . . H26B H 0.1754 0.9123 0.2797 0.286 Uiso 0.50 1 calc PR . . H26C H 0.1112 0.8653 0.2044 0.286 Uiso 0.50 1 calc PR . . C25 C 0.369(3) 0.992(3) 0.0868(18) 0.185(9) Uani 0.50 1 d PDU . . H25A H 0.4594 0.9760 0.0565 0.222 Uiso 0.50 1 calc PR . . 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 Pr1 0.0287(3) 0.0351(13) 0.0167(4) -0.0011(9) 0.0034(3) 0.0006(10) O1W 0.051(3) 0.052(3) 0.052(3) -0.0163(14) -0.0051(14) -0.0044(14) O1 0.044(4) 0.044(6) 0.039(4) -0.010(5) 0.005(3) -0.004(5) O2 0.051(5) 0.048(6) 0.039(4) -0.007(4) -0.004(4) 0.002(5) C1 0.043(3) 0.052(4) 0.039(3) -0.006(3) 0.002(3) -0.004(3) C2 0.044(3) 0.060(4) 0.039(3) -0.006(3) 0.000(3) -0.006(3) C3 0.051(6) 0.062(6) 0.042(5) -0.009(5) 0.000(5) -0.003(5) C4 0.058(6) 0.065(6) 0.042(5) -0.009(5) 0.001(5) 0.005(5) C5 0.063(5) 0.082(6) 0.045(5) -0.009(5) 0.001(4) -0.002(5) C6 0.055(6) 0.082(6) 0.050(5) -0.008(5) 0.003(5) -0.004(5) C7 0.048(5) 0.068(6) 0.046(5) -0.008(5) -0.003(4) -0.010(5) O3 0.042(3) 0.048(6) 0.027(3) -0.012(5) -0.003(2) -0.002(4) O4 0.039(5) 0.051(7) 0.039(6) -0.011(5) 0.004(4) -0.007(5) C14 0.035(5) 0.053(6) 0.030(4) -0.010(5) 0.003(4) -0.006(4) C8 0.061(5) 0.082(6) 0.043(4) -0.010(5) 0.000(4) 0.000(5) C9 0.042(5) 0.065(6) 0.031(5) -0.028(5) 0.004(4) -0.007(5) C10 0.036(5) 0.055(6) 0.028(4) -0.024(5) 0.001(4) -0.004(5) C11 0.035(5) 0.058(5) 0.034(4) -0.011(4) 0.002(4) -0.005(5) C12 0.047(5) 0.070(6) 0.046(5) -0.013(5) -0.005(4) -0.004(5) C13 0.067(5) 0.085(6) 0.052(5) -0.018(5) -0.003(4) 0.003(5) O5 0.124(9) 0.123(9) 0.107(8) 0.004(6) -0.017(7) 0.005(7) O6 0.104(8) 0.152(10) 0.122(9) -0.017(7) -0.034(7) -0.016(7) N1 0.088(6) 0.113(7) 0.074(6) -0.014(5) -0.017(5) -0.001(6) Pr1' 0.0287(3) 0.0351(13) 0.0167(4) -0.0011(9) 0.0034(3) 0.0006(10) O1W' 0.051(3) 0.052(3) 0.052(3) -0.0163(14) -0.0051(14) -0.0044(14) O1' 0.040(5) 0.041(7) 0.038(5) -0.012(5) 0.009(4) -0.003(6) O2' 0.052(6) 0.045(7) 0.039(5) -0.014(5) -0.003(4) -0.002(5) C1' 0.043(3) 0.052(4) 0.039(3) -0.006(3) 0.002(3) -0.004(3) C2' 0.044(3) 0.060(4) 0.039(3) -0.006(3) 0.000(3) -0.006(3) C3' 0.044(5) 0.052(6) 0.038(5) -0.007(5) -0.003(4) -0.004(5) C4' 0.051(5) 0.059(6) 0.044(5) -0.010(5) 0.000(5) -0.003(5) C5' 0.050(5) 0.070(6) 0.045(5) -0.008(5) 0.000(4) -0.002(5) C6' 0.041(5) 0.064(6) 0.042(5) 0.000(5) -0.001(4) -0.003(5) C7' 0.040(5) 0.058(6) 0.039(5) -0.002(5) -0.004(4) -0.004(5) N1' 0.126(10) 0.130(10) 0.114(10) -0.028(8) -0.009(8) -0.006(8) O5' 0.124(10) 0.113(10) 0.114(10) -0.033(8) -0.015(8) -0.002(7) O6' 0.130(10) 0.151(11) 0.137(11) -0.016(8) -0.019(8) -0.008(8) O3' 0.042(3) 0.048(6) 0.027(3) -0.012(5) -0.003(2) -0.002(4) O4' 0.029(6) 0.037(7) 0.021(5) -0.009(6) 0.008(4) -0.015(5) C14' 0.042(7) 0.058(8) 0.032(6) -0.009(6) -0.003(5) -0.008(6) C8' 0.057(6) 0.072(6) 0.047(5) -0.008(5) 0.005(4) -0.004(5) C9' 0.064(6) 0.076(7) 0.053(6) -0.013(5) 0.007(5) 0.002(5) C10' 0.063(6) 0.070(7) 0.049(6) -0.011(5) 0.004(5) 0.003(5) C11' 0.048(6) 0.061(6) 0.038(5) -0.007(5) 0.000(5) -0.007(5) C12' 0.046(6) 0.058(6) 0.040(5) -0.004(5) 0.002(5) -0.010(5) C13' 0.049(6) 0.061(6) 0.040(5) -0.008(5) -0.002(5) -0.009(5) N2 0.079(5) 0.083(5) 0.077(5) -0.009(4) -0.014(4) -0.008(4) O9 0.101(9) 0.104(9) 0.092(7) -0.026(6) -0.017(6) -0.014(6) O10 0.088(6) 0.099(7) 0.097(7) -0.025(5) -0.018(5) -0.010(6) O7 0.046(4) 0.053(6) 0.043(5) -0.001(5) -0.002(4) 0.005(5) O8 0.045(5) 0.051(6) 0.041(5) 0.000(5) 0.000(5) 0.003(5) C15 0.045(4) 0.055(4) 0.044(4) 0.001(4) -0.002(4) 0.003(4) C16 0.053(4) 0.065(4) 0.052(4) 0.005(4) -0.004(3) -0.001(4) C17 0.058(5) 0.070(5) 0.058(5) 0.005(4) -0.005(4) -0.006(4) C18 0.065(5) 0.075(5) 0.062(5) 0.004(4) -0.004(4) -0.009(5) C19 0.068(5) 0.079(5) 0.065(5) 0.007(4) -0.006(4) -0.008(4) C20 0.069(4) 0.075(5) 0.063(4) 0.001(4) -0.007(4) -0.005(4) C21 0.061(5) 0.069(5) 0.055(4) -0.002(4) -0.005(4) -0.002(4) O7' 0.041(4) 0.050(5) 0.040(4) 0.002(4) -0.001(3) 0.007(4) O8' 0.042(4) 0.053(5) 0.037(4) 0.003(4) 0.000(4) 0.003(4) O10' 0.091(6) 0.105(8) 0.105(8) -0.024(6) -0.008(6) -0.009(6) O9' 0.099(7) 0.106(7) 0.097(6) -0.012(5) -0.017(5) -0.003(6) N2' 0.083(5) 0.093(5) 0.088(5) -0.010(4) -0.014(4) -0.005(4) C15' 0.044(4) 0.055(4) 0.043(4) 0.002(3) -0.002(3) 0.003(3) C16' 0.052(4) 0.064(4) 0.049(4) 0.005(3) -0.005(3) -0.003(3) C17' 0.058(4) 0.080(5) 0.060(5) 0.014(4) 0.001(4) 0.003(4) C18' 0.068(4) 0.087(5) 0.068(5) 0.015(4) -0.001(4) -0.004(4) C19' 0.070(4) 0.080(5) 0.065(4) 0.011(4) -0.006(4) -0.008(4) C20' 0.072(4) 0.080(4) 0.067(4) 0.004(4) -0.008(4) -0.005(4) C21' 0.059(4) 0.072(5) 0.055(4) 0.003(4) -0.005(4) -0.003(4) O11' 0.077(4) 0.082(4) 0.095(4) -0.009(3) -0.009(3) -0.016(3) C22' 0.099(5) 0.098(5) 0.105(5) -0.010(4) -0.009(5) -0.012(4) C24' 0.120(9) 0.113(8) 0.119(9) -0.013(6) -0.011(7) -0.014(7) C23' 0.115(10) 0.124(11) 0.121(11) -0.026(8) -0.007(8) -0.004(7) N3' 0.109(6) 0.099(5) 0.110(6) -0.015(5) -0.010(5) -0.008(5) O11 0.077(4) 0.082(4) 0.095(4) -0.009(3) -0.009(3) -0.016(3) C22 0.094(5) 0.095(5) 0.107(5) -0.012(4) -0.011(4) -0.011(4) C23 0.123(8) 0.122(9) 0.125(9) -0.014(7) 0.003(7) -0.010(7) C24 0.129(8) 0.124(8) 0.134(9) -0.006(6) -0.015(7) 0.001(6) N3 0.115(5) 0.103(5) 0.114(6) -0.008(4) -0.008(5) -0.007(5) N4 0.186(11) 0.179(10) 0.183(11) -0.049(7) -0.019(7) -0.018(7) O12 0.195(12) 0.166(11) 0.185(12) -0.058(8) -0.023(9) -0.024(8) C27 0.180(13) 0.178(12) 0.173(13) -0.052(8) -0.018(9) -0.021(8) C26 0.190(12) 0.185(13) 0.192(13) -0.050(9) -0.017(8) -0.015(8) C25 0.189(11) 0.182(11) 0.183(11) -0.050(7) -0.023(7) -0.017(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pr1 O2 2.18(2) 1_556 ? Pr1 O7 2.40(2) . ? Pr1 O8 2.42(3) 2_767 ? Pr1 O3 2.505(17) . ? Pr1 O4 2.505(19) 2_667 ? Pr1 O1W 2.529(11) . ? Pr1 O11 2.66(2) . ? Pr1 O1 2.71(2) 2_766 ? O1 C1 1.30(3) . ? O1 Pr1 2.71(2) 2_766 ? O2 C1 1.31(2) . ? O2 Pr1 2.18(2) 1_554 ? C1 C2 1.510(15) . ? C2 C3 1.3900 . ? C2 C7 1.3900 . ? C3 C4 1.3900 . ? C3 H3A 0.9300 . ? C4 C5 1.3900 . ? C4 H4A 0.9300 . ? C5 C6 1.3900 . ? C5 C8 1.544(15) . ? C6 C7 1.3900 . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? O3 C14 1.252(14) . ? O4 C14 1.252(15) . ? O4 Pr1 2.505(19) 2_667 ? C14 C11 1.53(2) . ? C8 C9 1.3900 . ? C8 C13 1.3900 . ? C9 C10 1.3900 . ? C9 H9A 0.9300 . ? C10 C11 1.3900 . ? C10 H10A 0.9300 . ? C11 C12 1.3900 . ? C12 C13 1.3900 . ? C12 H12A 0.9300 . ? C13 N1 1.41(2) . ? O5 N1 1.36(3) . ? O6 N1 1.13(3) . ? Pr1' O1' 2.23(3) 2_766 ? Pr1' O3' 2.350(19) . ? Pr1' O7' 2.382(13) . ? Pr1' O11' 2.44(3) . ? Pr1' O8' 2.514(17) 2_767 ? Pr1' O4' 2.530(19) 2_667 ? Pr1' O1W' 2.589(13) . ? Pr1' O2' 2.67(2) 1_556 ? O1' Pr1' 2.23(3) 2_766 ? O2' Pr1' 2.67(2) 1_554 ? C2' C3' 1.3900 . ? C2' C7' 1.3900 . ? C3' C4' 1.3900 . ? C3' H3'A 0.9300 . ? C4' C5' 1.3900 . ? C4' H4'A 0.9300 . ? C5' C6' 1.3900 . ? C5' C8' 1.493(17) . ? C6' C7' 1.3900 . ? C6' H6'A 0.9300 . ? C7' H7'A 0.9300 . ? N1' O5' 1.21(4) . ? N1' O6' 1.36(4) . ? N1' C13' 1.44(4) . ? O3' C14' 1.257(16) . ? O4' C14' 1.258(16) . ? O4' Pr1' 2.530(19) 2_667 ? C14' C11' 1.52(3) . ? C8' C9' 1.3900 . ? C8' C13' 1.3900 . ? C9' C10' 1.3900 . ? C9' H9'A 0.9300 . ? C10' C11' 1.3900 . ? C10' H10B 0.9300 . ? C11' C12' 1.3900 . ? C12' C13' 1.3900 . ? C12' H12B 0.9300 . ? N2 O9 1.256(8) . ? N2 O10 1.266(8) . ? N2 C20 1.463(6) . ? O7 C15 1.278(10) . ? O8 C15 1.234(10) . ? O8 Pr1 2.42(3) 2_767 ? C15 C16 1.53(3) . ? C16 C17 1.3900 . ? C16 C21 1.3900 . ? C17 C18 1.3900 . ? C17 H17A 0.9300 . ? C18 C19 1.3900 . ? C18 H18A 0.9684 . ? C19 C20 1.3900 . ? C19 C19 1.58(3) 2_758 ? C20 C21 1.3900 . ? C21 H21A 0.9300 . ? O7' C15' 1.284(9) . ? O8' C15' 1.233(9) . ? O8' Pr1' 2.514(17) 2_767 ? O10' N2' 1.268(8) . ? O9' N2' 1.263(8) . ? O9' C18' 1.64(4) 2_758 ? N2' C20' 1.462(6) . ? C15' C16' 1.516(18) . ? C16' C17' 1.3900 . ? C16' C21' 1.3900 . ? C17' C18' 1.3900 . ? C17' H17B 0.9300 . ? C18' C19' 1.3900 . ? C18' O9' 1.64(3) 2_758 ? C18' H18B 0.9886 . ? C19' C20' 1.3900 . ? C19' C19' 1.533(16) 2_758 ? C20' C21' 1.3900 . ? C21' H21B 0.9300 . ? O11' C22' 1.229(10) . ? C22' N3' 1.322(10) . ? C22' H22B 0.9300 . ? C24' N3' 1.477(17) . ? C24' H24D 0.9600 . ? C24' H24E 0.9600 . ? C24' H24F 0.9600 . ? C23' N3' 1.437(16) . ? C23' H23D 0.9600 . ? C23' H23E 0.9600 . ? C23' H23F 0.9600 . ? O11 C22 1.227(10) . ? C22 N3 1.328(9) . ? C22 H22A 0.9300 . ? C23 N3 1.443(15) . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 N3 1.474(15) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? N4 C25 1.343(9) . ? N4 C26 1.467(9) . ? N4 C27 1.473(9) . ? O12 C25 1.233(10) . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C25 H25A 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 Pr1 O7 60.2(8) 1_556 . ? O2 Pr1 O8 81.5(10) 1_556 2_767 ? O7 Pr1 O8 126.5(6) . 2_767 ? O2 Pr1 O3 159.5(6) 1_556 . ? O7 Pr1 O3 140.1(7) . . ? O8 Pr1 O3 84.2(8) 2_767 . ? O2 Pr1 O4 95.0(7) 1_556 2_667 ? O7 Pr1 O4 75.4(7) . 2_667 ? O8 Pr1 O4 148.9(8) 2_767 2_667 ? O3 Pr1 O4 89.7(6) . 2_667 ? O2 Pr1 O1W 79.3(6) 1_556 . ? O7 Pr1 O1W 127.8(7) . . ? O8 Pr1 O1W 71.9(8) 2_767 . ? O3 Pr1 O1W 82.3(5) . . ? O4 Pr1 O1W 77.0(5) 2_667 . ? O2 Pr1 O11 134.7(7) 1_556 . ? O7 Pr1 O11 76.5(8) . . ? O8 Pr1 O11 140.0(10) 2_767 . ? O3 Pr1 O11 64.2(6) . . ? O4 Pr1 O11 59.5(6) 2_667 . ? O1W Pr1 O11 123.2(6) . . ? O2 Pr1 O1 117.8(8) 1_556 2_766 ? O7 Pr1 O1 84.4(8) . 2_766 ? O8 Pr1 O1 82.3(9) 2_767 2_766 ? O3 Pr1 O1 74.4(7) . 2_766 ? O4 Pr1 O1 125.3(6) 2_667 2_766 ? O1W Pr1 O1 146.8(6) . 2_766 ? O11 Pr1 O1 66.6(7) . 2_766 ? C1 O1 Pr1 105.9(13) . 2_766 ? C1 O2 Pr1 172.9(14) . 1_554 ? O1 C1 O2 125.1(16) . . ? O1 C1 C2 116.1(14) . . ? O2 C1 C2 118.5(12) . . ? C3 C2 C7 120.0 . . ? C3 C2 C1 116.9(10) . . ? C7 C2 C1 122.6(10) . . ? C4 C3 C2 120.0 . . ? C4 C3 H3A 120.0 . . ? C2 C3 H3A 120.0 . . ? C3 C4 C5 120.0 . . ? C3 C4 H4A 120.0 . . ? C5 C4 H4A 120.0 . . ? C6 C5 C4 120.0 . . ? C6 C5 C8 108.7(7) . . ? C4 C5 C8 131.3(7) . . ? C7 C6 C5 120.0 . . ? C7 C6 H6A 120.0 . . ? C5 C6 H6A 120.0 . . ? C6 C7 C2 120.0 . . ? C6 C7 H7A 120.0 . . ? C2 C7 H7A 120.0 . . ? C14 O3 Pr1 142.3(8) . . ? C14 O4 Pr1 127.7(12) . 2_667 ? O3 C14 O4 128.1(17) . . ? O3 C14 C11 117.8(15) . . ? O4 C14 C11 114.2(16) . . ? C9 C8 C13 120.0 . . ? C9 C8 C5 112.2(6) . . ? C13 C8 C5 127.8(6) . . ? C8 C9 C10 120.0 . . ? C8 C9 H9A 120.0 . . ? C10 C9 H9A 120.0 . . ? C11 C10 C9 120.0 . . ? C11 C10 H10A 120.0 . . ? C9 C10 H10A 120.0 . . ? C10 C11 C12 120.0 . . ? C10 C11 C14 118.4(10) . . ? C12 C11 C14 121.5(10) . . ? C13 C12 C11 120.0 . . ? C13 C12 H12A 120.0 . . ? C11 C12 H12A 120.0 . . ? C12 C13 C8 120.0 . . ? C12 C13 N1 118.8(10) . . ? C8 C13 N1 121.1(10) . . ? O6 N1 O5 121(3) . . ? O6 N1 C13 120(2) . . ? O5 N1 C13 119(2) . . ? O1' Pr1' O3' 87.4(9) 2_766 . ? O1' Pr1' O7' 86.0(8) 2_766 . ? O3' Pr1' O7' 156.3(6) . . ? O1' Pr1' O11' 78.4(11) 2_766 . ? O3' Pr1' O11' 82.0(10) . . ? O7' Pr1' O11' 74.4(10) . . ? O1' Pr1' O8' 69.1(7) 2_766 2_767 ? O3' Pr1' O8' 76.2(6) . 2_767 ? O7' Pr1' O8' 122.0(4) . 2_767 ? O11' Pr1' O8' 141.3(11) . 2_767 ? O1' Pr1' O4' 157.2(7) 2_766 2_667 ? O3' Pr1' O4' 95.8(7) . 2_667 ? O7' Pr1' O4' 82.1(5) . 2_667 ? O11' Pr1' O4' 79.7(10) . 2_667 ? O8' Pr1' O4' 133.6(5) 2_767 2_667 ? O1' Pr1' O1W' 131.5(8) 2_766 . ? O3' Pr1' O1W' 60.0(6) . . ? O7' Pr1' O1W' 137.6(5) . . ? O11' Pr1' O1W' 125.3(10) . . ? O8' Pr1' O1W' 68.8(6) 2_767 . ? O4' Pr1' O1W' 67.9(6) 2_667 . ? O1' Pr1' O2' 118.8(9) 2_766 1_556 ? O3' Pr1' O2' 125.7(7) . 1_556 ? O7' Pr1' O2' 77.1(6) . 1_556 ? O11' Pr1' O2' 145.4(11) . 1_556 ? O8' Pr1' O2' 71.7(6) 2_767 1_556 ? O4' Pr1' O2' 77.3(6) 2_667 1_556 ? O1W' Pr1' O2' 67.9(6) . 1_556 ? C3' C2' C7' 120.0 . . ? C2' C3' C4' 120.0 . . ? C2' C3' H3'A 120.0 . . ? C4' C3' H3'A 120.0 . . ? C5' C4' C3' 120.0 . . ? C5' C4' H4'A 120.0 . . ? C3' C4' H4'A 120.0 . . ? C6' C5' C4' 120.0 . . ? C6' C5' C8' 115.5(8) . . ? C4' C5' C8' 124.5(8) . . ? C5' C6' C7' 120.0 . . ? C5' C6' H6'A 120.0 . . ? C7' C6' H6'A 120.0 . . ? C6' C7' C2' 120.0 . . ? C6' C7' H7'A 120.0 . . ? C2' C7' H7'A 120.0 . . ? O5' N1' O6' 126(4) . . ? O5' N1' C13' 119(3) . . ? O6' N1' C13' 115(3) . . ? C14' O3' Pr1' 173.0(16) . . ? C14' O4' Pr1' 131.3(14) . 2_667 ? O3' C14' O4' 126(2) . . ? O3' C14' C11' 113.8(18) . . ? O4' C14' C11' 120.5(18) . . ? C9' C8' C13' 120.0 . . ? C9' C8' C5' 107.0(6) . . ? C13' C8' C5' 133.0(6) . . ? C10' C9' C8' 120.0 . . ? C10' C9' H9'A 120.0 . . ? C8' C9' H9'A 120.0 . . ? C9' C10' C11' 120.0 . . ? C9' C10' H10B 120.0 . . ? C11' C10' H10B 120.0 . . ? C12' C11' C10' 120.0 . . ? C12' C11' C14' 113.4(11) . . ? C10' C11' C14' 126.1(10) . . ? C13' C12' C11' 120.0 . . ? C13' C12' H12B 120.0 . . ? C11' C12' H12B 120.0 . . ? C12' C13' C8' 120.0 . . ? C12' C13' N1' 120.6(12) . . ? C8' C13' N1' 119.4(13) . . ? O9 N2 O10 128.2(9) . . ? O9 N2 C20 116.2(9) . . ? O10 N2 C20 115.6(8) . . ? C15 O7 Pr1 150(2) . . ? C15 O8 Pr1 136(2) . 2_767 ? O8 C15 O7 124.5(18) . . ? O8 C15 C16 119(2) . . ? O7 C15 C16 112(2) . . ? C17 C16 C21 120.0 . . ? C17 C16 C15 121.9(12) . . ? C21 C16 C15 118.1(12) . . ? C18 C17 C16 120.0 . . ? C18 C17 H17A 120.0 . . ? C16 C17 H17A 120.0 . . ? C19 C18 C17 120.0 . . ? C19 C18 H18A 119.6 . . ? C17 C18 H18A 120.4 . . ? C18 C19 C20 120.0 . . ? C18 C19 C19 136.2(16) . 2_758 ? C20 C19 C19 103.1(16) . 2_758 ? C19 C20 C21 120.0 . . ? C19 C20 N2 122.0(4) . . ? C21 C20 N2 117.4(5) . . ? C20 C21 C16 120.0 . . ? C20 C21 H21A 120.0 . . ? C16 C21 H21A 120.0 . . ? C15' O7' Pr1' 137.0(11) . . ? C15' O8' Pr1' 143.3(11) . 2_767 ? N2' O9' C18' 126.4(14) . 2_758 ? O9' N2' O10' 127.3(9) . . ? O9' N2' C20' 117.1(8) . . ? O10' N2' C20' 115.3(8) . . ? O8' C15' O7' 125.5(13) . . ? O8' C15' C16' 116.2(12) . . ? O7' C15' C16' 116.6(12) . . ? C17' C16' C21' 120.0 . . ? C17' C16' C15' 117.3(8) . . ? C21' C16' C15' 122.7(8) . . ? C18' C17' C16' 120.0 . . ? C18' C17' H17B 120.0 . . ? C16' C17' H17B 120.0 . . ? C17' C18' C19' 120.0 . . ? C17' C18' O9' 125.8(8) . 2_758 ? C19' C18' O9' 113.9(8) . 2_758 ? C17' C18' H18B 120.1 . . ? C19' C18' H18B 119.9 . . ? O9' C18' H18B 8.0 2_758 . ? C18' C19' C20' 120.0 . . ? C18' C19' C19' 116.9(13) . 2_758 ? C20' C19' C19' 123.1(13) . 2_758 ? C21' C20' C19' 120.0 . . ? C21' C20' N2' 119.0(5) . . ? C19' C20' N2' 121.0(5) . . ? C20' C21' C16' 120.0 . . ? C20' C21' H21B 120.0 . . ? C16' C21' H21B 120.0 . . ? C22' O11' Pr1' 140(2) . . ? O11' C22' N3' 124.2(19) . . ? O11' C22' H22B 117.9 . . ? N3' C22' H22B 117.9 . . ? N3' C24' H24D 109.5 . . ? N3' C24' H24E 109.5 . . ? H24D C24' H24E 109.5 . . ? N3' C24' H24F 109.5 . . ? H24D C24' H24F 109.5 . . ? H24E C24' H24F 109.5 . . ? N3' C23' H23D 109.5 . . ? N3' C23' H23E 109.5 . . ? H23D C23' H23E 109.5 . . ? N3' C23' H23F 109.5 . . ? H23D C23' H23F 109.5 . . ? H23E C23' H23F 109.5 . . ? C22' N3' C23' 121.6(17) . . ? C22' N3' C24' 120.7(17) . . ? C23' N3' C24' 117.6(14) . . ? C22 O11 Pr1 123.5(11) . . ? O11 C22 N3 122.7(16) . . ? O11 C22 H22A 118.7 . . ? N3 C22 H22A 118.7 . . ? N3 C23 H23A 109.5 . . ? N3 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? N3 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? N3 C24 H24A 109.5 . . ? N3 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N3 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C22 N3 C23 121.9(14) . . ? C22 N3 C24 118.9(14) . . ? C23 N3 C24 119.3(13) . . ? C25 N4 C26 122.2(9) . . ? C25 N4 C27 122.5(9) . . ? C26 N4 C27 115.3(8) . . ? N4 C27 H27A 109.5 . . ? N4 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? N4 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N4 C26 H26A 109.5 . . ? N4 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? N4 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? O12 C25 N4 120.1(10) . . ? O12 C25 H25A 120.0 . . ? N4 C25 H25A 120.0 . . ? 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 Pr1 O1 C1 O2 -22.7(18) 2_766 . . . ? Pr1 O1 C1 C2 151.4(9) 2_766 . . . ? Pr1 O2 C1 O1 -138(10) 1_554 . . . ? Pr1 O2 C1 C2 48(11) 1_554 . . . ? O1 C1 C2 C3 7.5(15) . . . . ? O2 C1 C2 C3 -178.0(11) . . . . ? O1 C1 C2 C7 -164.8(12) . . . . ? O2 C1 C2 C7 9.6(15) . . . . ? C7 C2 C3 C4 0.0 . . . . ? C1 C2 C3 C4 -172.6(9) . . . . ? C2 C3 C4 C5 0.0 . . . . ? C3 C4 C5 C6 0.0 . . . . ? C3 C4 C5 C8 179.1(3) . . . . ? C4 C5 C6 C7 0.0 . . . . ? C8 C5 C6 C7 -179.3(2) . . . . ? C5 C6 C7 C2 0.0 . . . . ? C3 C2 C7 C6 0.0 . . . . ? C1 C2 C7 C6 172.1(9) . . . . ? O2 Pr1 O3 C14 4(4) 1_556 . . . ? O7 Pr1 O3 C14 174(2) . . . . ? O8 Pr1 O3 C14 -42(2) 2_767 . . . ? O4 Pr1 O3 C14 108(2) 2_667 . . . ? O1W Pr1 O3 C14 31(2) . . . . ? O11 Pr1 O3 C14 163(2) . . . . ? O1 Pr1 O3 C14 -125(2) 2_766 . . . ? Pr1 O3 C14 O4 -83.2(19) . . . . ? Pr1 O3 C14 C11 95(2) . . . . ? Pr1 O4 C14 O3 -26.4(9) 2_667 . . . ? Pr1 O4 C14 C11 155.5(9) 2_667 . . . ? C6 C5 C8 C9 124.5(7) . . . . ? C4 C5 C8 C9 -54.7(7) . . . . ? C6 C5 C8 C13 -54.3(7) . . . . ? C4 C5 C8 C13 126.6(7) . . . . ? C13 C8 C9 C10 0.0 . . . . ? C5 C8 C9 C10 -178.9(2) . . . . ? C8 C9 C10 C11 0.0 . . . . ? C9 C10 C11 C12 0.0 . . . . ? C9 C10 C11 C14 176.0(5) . . . . ? O3 C14 C11 C10 -10.8(9) . . . . ? O4 C14 C11 C10 167.5(8) . . . . ? O3 C14 C11 C12 165.1(8) . . . . ? O4 C14 C11 C12 -16.6(8) . . . . ? C10 C11 C12 C13 0.0 . . . . ? C14 C11 C12 C13 -175.8(6) . . . . ? C11 C12 C13 C8 0.0 . . . . ? C11 C12 C13 N1 -177.7(13) . . . . ? C9 C8 C13 C12 0.0 . . . . ? C5 C8 C13 C12 178.7(3) . . . . ? C9 C8 C13 N1 177.7(13) . . . . ? C5 C8 C13 N1 -3.7(13) . . . . ? C12 C13 N1 O6 -48.7(12) . . . . ? C8 C13 N1 O6 133.6(13) . . . . ? C12 C13 N1 O5 132.7(12) . . . . ? C8 C13 N1 O5 -45.0(14) . . . . ? C7' C2' C3' C4' 0.0 . . . . ? C2' C3' C4' C5' 0.0 . . . . ? C3' C4' C5' C6' 0.0 . . . . ? C3' C4' C5' C8' 179.3(3) . . . . ? C4' C5' C6' C7' 0.0 . . . . ? C8' C5' C6' C7' -179.4(3) . . . . ? C5' C6' C7' C2' 0.0 . . . . ? C3' C2' C7' C6' 0.0 . . . . ? O1' Pr1' O3' C14' -6(9) 2_766 . . . ? O7' Pr1' O3' C14' -80(10) . . . . ? O11' Pr1' O3' C14' -85(9) . . . . ? O8' Pr1' O3' C14' 63(9) 2_767 . . . ? O4' Pr1' O3' C14' -164(9) 2_667 . . . ? O1W' Pr1' O3' C14' 136(9) . . . . ? O2' Pr1' O3' C14' 118(9) 1_556 . . . ? Pr1' O3' C14' O4' 155(9) . . . . ? Pr1' O3' C14' C11' -26(9) . . . . ? Pr1' O4' C14' O3' 10.4(8) 2_667 . . . ? Pr1' O4' C14' C11' -168.7(9) 2_667 . . . ? C6' C5' C8' C9' 121.7(8) . . . . ? C4' C5' C8' C9' -57.6(8) . . . . ? C6' C5' C8' C13' -57.4(8) . . . . ? C4' C5' C8' C13' 123.3(8) . . . . ? C13' C8' C9' C10' 0.0 . . . . ? C5' C8' C9' C10' -179.2(2) . . . . ? C8' C9' C10' C11' 0.0 . . . . ? C9' C10' C11' C12' 0.0 . . . . ? C9' C10' C11' C14' 171.4(11) . . . . ? O3' C14' C11' C12' -144.5(9) . . . . ? O4' C14' C11' C12' 34.7(10) . . . . ? O3' C14' C11' C10' 43.6(10) . . . . ? O4' C14' C11' C10' -137.2(10) . . . . ? C10' C11' C12' C13' 0.0 . . . . ? C14' C11' C12' C13' -172.5(8) . . . . ? C11' C12' C13' C8' 0.0 . . . . ? C11' C12' C13' N1' -178.5(17) . . . . ? C9' C8' C13' C12' 0.0 . . . . ? C5' C8' C13' C12' 179.0(3) . . . . ? C9' C8' C13' N1' 178.6(17) . . . . ? C5' C8' C13' N1' -2.4(17) . . . . ? O5' N1' C13' C12' 129.1(14) . . . . ? O6' N1' C13' C12' -51.1(14) . . . . ? O5' N1' C13' C8' -49.4(15) . . . . ? O6' N1' C13' C8' 130.4(15) . . . . ? O2 Pr1 O7 C15 -73(4) 1_556 . . . ? O8 Pr1 O7 C15 -22(5) 2_767 . . . ? O3 Pr1 O7 C15 111(4) . . . . ? O4 Pr1 O7 C15 -177(5) 2_667 . . . ? O1W Pr1 O7 C15 -117(4) . . . . ? O11 Pr1 O7 C15 121(5) . . . . ? O1 Pr1 O7 C15 54(5) 2_766 . . . ? Pr1 O8 C15 O7 -18(6) 2_767 . . . ? Pr1 O8 C15 C16 -170(2) 2_767 . . . ? Pr1 O7 C15 O8 30(7) . . . . ? Pr1 O7 C15 C16 -176(3) . . . . ? O8 C15 C16 C17 -161(3) . . . . ? O7 C15 C16 C17 43(2) . . . . ? O8 C15 C16 C21 18(3) . . . . ? O7 C15 C16 C21 -138(2) . . . . ? C21 C16 C17 C18 0.0 . . . . ? C15 C16 C17 C18 179.1(12) . . . . ? C16 C17 C18 C19 0.0 . . . . ? C17 C18 C19 C20 0.0 . . . . ? C17 C18 C19 C19 169(4) . . . 2_758 ? C18 C19 C20 C21 0.0 . . . . ? C19 C19 C20 C21 -172(3) 2_758 . . . ? C18 C19 C20 N2 -170.7(11) . . . . ? C19 C19 C20 N2 17(3) 2_758 . . . ? O9 N2 C20 C19 -71.5(17) . . . . ? O10 N2 C20 C19 109.1(17) . . . . ? O9 N2 C20 C21 117.6(15) . . . . ? O10 N2 C20 C21 -61.8(16) . . . . ? C19 C20 C21 C16 0.0 . . . . ? N2 C20 C21 C16 171.1(10) . . . . ? C17 C16 C21 C20 0.0 . . . . ? C15 C16 C21 C20 -179.1(11) . . . . ? O1' Pr1' O7' C15' 108.1(17) 2_766 . . . ? O3' Pr1' O7' C15' -177.9(19) . . . . ? O11' Pr1' O7' C15' -172.9(19) . . . . ? O8' Pr1' O7' C15' 45.8(19) 2_767 . . . ? O4' Pr1' O7' C15' -91.4(16) 2_667 . . . ? O1W' Pr1' O7' C15' -47.2(19) . . . . ? O2' Pr1' O7' C15' -12.7(16) 1_556 . . . ? C18' O9' N2' O10' -172(4) 2_758 . . . ? C18' O9' N2' C20' 16(4) 2_758 . . . ? Pr1' O8' C15' O7' 22(3) 2_767 . . . ? Pr1' O8' C15' C16' -173.0(14) 2_767 . . . ? Pr1' O7' C15' O8' -51(3) . . . . ? Pr1' O7' C15' C16' 144.8(10) . . . . ? O8' C15' C16' C17' 154.7(13) . . . . ? O7' C15' C16' C17' -39.3(15) . . . . ? O8' C15' C16' C21' -27.2(16) . . . . ? O7' C15' C16' C21' 138.8(13) . . . . ? C21' C16' C17' C18' 0.0 . . . . ? C15' C16' C17' C18' 178.1(9) . . . . ? C16' C17' C18' C19' 0.0 . . . . ? C16' C17' C18' O9' -173(2) . . . 2_758 ? C17' C18' C19' C20' 0.0 . . . . ? O9' C18' C19' C20' 174.1(18) 2_758 . . . ? C17' C18' C19' C19' 180(2) . . . 2_758 ? O9' C18' C19' C19' -6.2(18) 2_758 . . 2_758 ? C18' C19' C20' C21' 0.0 . . . . ? C19' C19' C20' C21' -180(2) 2_758 . . . ? C18' C19' C20' N2' 179.8(3) . . . . ? C19' C19' C20' N2' 0(2) 2_758 . . . ? O9' N2' C20' C21' 172(2) . . . . ? O10' N2' C20' C21' -2(2) . . . . ? O9' N2' C20' C19' -8(2) . . . . ? O10' N2' C20' C19' 179(2) . . . . ? C19' C20' C21' C16' 0.0 . . . . ? N2' C20' C21' C16' -179.8(3) . . . . ? C17' C16' C21' C20' 0.0 . . . . ? C15' C16' C21' C20' -178.0(9) . . . . ? O1' Pr1' O11' C22' 146(3) 2_766 . . . ? O3' Pr1' O11' C22' -125(3) . . . . ? O7' Pr1' O11' C22' 57(3) . . . . ? O8' Pr1' O11' C22' 179(2) 2_767 . . . ? O4' Pr1' O11' C22' -28(3) 2_667 . . . ? O1W' Pr1' O11' C22' -81(3) . . . . ? O2' Pr1' O11' C22' 21(4) 1_556 . . . ? Pr1' O11' C22' N3' -117(3) . . . . ? O11' C22' N3' C23' 0.0(4) . . . . ? O11' C22' N3' C24' -180.0(3) . . . . ? O2 Pr1 O11 C22 -36(2) 1_556 . . . ? O7 Pr1 O11 C22 -19.0(15) . . . . ? O8 Pr1 O11 C22 112.6(17) 2_767 . . . ? O3 Pr1 O11 C22 154.0(17) . . . . ? O4 Pr1 O11 C22 -99.8(16) 2_667 . . . ? O1W Pr1 O11 C22 -145.6(14) . . . . ? O1 Pr1 O11 C22 70.7(16) 2_766 . . . ? Pr1 O11 C22 N3 120.9(15) . . . . ? O11 C22 N3 C23 0.1(4) . . . . ? O11 C22 N3 C24 179.9(3) . . . . ? C26 N4 C25 O12 0.0(3) . . . . ? C27 N4 C25 O12 180.0(3) . . . . ? _diffrn_measured_fraction_theta_max 0.965 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.965 _refine_diff_density_max 0.929 _refine_diff_density_min -0.527 _refine_diff_density_rms 0.190 _database_code_depnum_ccdc_archive 'CCDC 946327' ####################################################################### # # 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_Nd _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25.50 H23 N3 Nd O11.50' _chemical_formula_weight 699.71 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' Nd Nd -0.1943 3.0179 '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' _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 9.6255(3) _cell_length_b 11.3582(4) _cell_length_c 14.3241(5) _cell_angle_alpha 72.709(2) _cell_angle_beta 81.124(2) _cell_angle_gamma 81.892(2) _cell_volume 1469.81(9) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3961 _cell_measurement_theta_min 2.47 _cell_measurement_theta_max 28.02 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.581 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 698 _exptl_absorpt_coefficient_mu 1.829 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5072 _exptl_absorpt_correction_T_max 0.6103 _exptl_absorpt_process_details sadabs _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7999 _diffrn_reflns_av_R_equivalents 0.0234 _diffrn_reflns_av_sigmaI/netI 0.0473 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.89 _diffrn_reflns_theta_max 26.00 _reflns_number_total 5613 _reflns_number_gt 4766 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1103P)^2^+5.0599P] 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 5613 _refine_ls_number_parameters 668 _refine_ls_number_restraints 45 _refine_ls_R_factor_all 0.0671 _refine_ls_R_factor_gt 0.0575 _refine_ls_wR_factor_ref 0.1713 _refine_ls_wR_factor_gt 0.1591 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.048 _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 Nd1 Nd 0.7656(7) 0.4807(7) 1.0063(5) 0.0299(6) Uani 0.505(7) 1 d P . 1 O1W O 0.629(2) 0.675(2) 1.0156(15) 0.039(4) Uani 0.505(7) 1 d P . 1 O1 O 1.083(2) 0.6541(15) 0.1102(16) 0.038(3) Uani 0.505(7) 1 d PU . 1 O2 O 0.8985(19) 0.5609(14) 0.0836(14) 0.041(3) Uani 0.505(7) 1 d PU . 1 C1 C 0.956(5) 0.606(3) 0.133(3) 0.039(2) Uani 0.505(7) 1 d PU . 1 C2 C 0.8840(13) 0.6256(11) 0.2322(7) 0.0447(15) Uani 0.505(7) 1 d PGU . 1 C3 C 0.9466(13) 0.6906(12) 0.2801(10) 0.048(3) Uani 0.505(7) 1 d PGU . 1 H3A H 1.0248 0.7324 0.2484 0.058 Uiso 0.505(7) 1 calc PR . 1 C4 C 0.8924(14) 0.6931(11) 0.3753(10) 0.050(3) Uani 0.505(7) 1 d PGDU . 1 H4A H 0.9343 0.7366 0.4073 0.060 Uiso 0.505(7) 1 calc PR . 1 C5 C 0.7756(11) 0.6307(9) 0.4226(7) 0.059(3) Uani 0.505(7) 1 d PGDU . 1 C6 C 0.7130(11) 0.5656(11) 0.3748(8) 0.061(3) Uani 0.505(7) 1 d PGDU . 1 H6A H 0.6348 0.5238 0.4065 0.074 Uiso 0.505(7) 1 calc PR . 1 C7 C 0.7671(14) 0.5631(13) 0.2796(9) 0.053(3) Uani 0.505(7) 1 d PGU . 1 H7A H 0.7252 0.5196 0.2476 0.064 Uiso 0.505(7) 1 calc PR . 1 O3 O 0.6040(19) 0.4768(14) 0.8936(18) 0.038(3) Uani 0.405(7) 1 d PDU . 1 O4 O 0.4021(17) 0.5927(13) 0.8504(13) 0.038(3) Uani 0.405(7) 1 d PDU . 1 C14 C 0.5255(17) 0.5443(10) 0.8327(15) 0.033(3) Uani 0.505(7) 1 d PDU . 1 C8 C 0.6976(10) 0.6172(8) 0.5278(6) 0.055(3) Uani 0.505(7) 1 d PGDU . 1 C9 C 0.7852(8) 0.5684(10) 0.6017(7) 0.033(2) Uani 0.505(7) 1 d PGDU . 1 H9A H 0.8813 0.5493 0.5854 0.040 Uiso 0.505(7) 1 calc PR . 1 C10 C 0.7291(10) 0.5482(9) 0.6999(6) 0.029(2) Uani 0.505(7) 1 d PGDU . 1 H10A H 0.7876 0.5155 0.7493 0.035 Uiso 0.505(7) 1 calc PR . 1 C11 C 0.5854(10) 0.5768(8) 0.7242(6) 0.034(3) Uani 0.505(7) 1 d PGDU . 1 C12 C 0.4978(8) 0.6256(11) 0.6504(7) 0.043(3) Uani 0.505(7) 1 d PGU . 1 H12A H 0.4017 0.6448 0.6667 0.051 Uiso 0.505(7) 1 calc PR . 1 C13 C 0.5539(10) 0.6459(10) 0.5522(7) 0.060(3) Uani 0.505(7) 1 d PGDU . 1 O5 O 0.501(2) 0.798(2) 0.4004(15) 0.122(6) Uani 0.405(7) 1 d PDU . 1 O6 O 0.355(2) 0.669(2) 0.4804(15) 0.123(6) Uani 0.405(7) 1 d PDU . 1 N1 N 0.461(2) 0.7072(17) 0.4743(13) 0.088(4) Uani 0.505(7) 1 d PDU . 1 Nd1' Nd 0.7864(7) 0.4610(7) 1.0016(5) 0.0299(6) Uani 0.495(7) 1 d P . 2 O1W' O 0.610(3) 0.667(3) 0.9891(17) 0.051(5) Uani 0.495(7) 1 d P . 2 O1' O 1.086(2) 0.6201(15) 0.1113(17) 0.040(3) Uani 0.495(7) 1 d PU . 2 O2' O 0.881(2) 0.5979(14) 0.0831(14) 0.043(3) Uani 0.495(7) 1 d PU . 2 C1' C 0.959(5) 0.623(3) 0.136(3) 0.039(2) Uani 0.495(7) 1 d PU . 2 C2' C 0.8872(12) 0.6409(11) 0.2336(7) 0.0447(15) Uani 0.495(7) 1 d PGU . 2 C3' C 0.9677(10) 0.6615(13) 0.2988(10) 0.042(3) Uani 0.495(7) 1 d PGU . 2 H3'A H 1.0621 0.6756 0.2790 0.051 Uiso 0.495(7) 1 calc PR . 2 C4' C 0.9073(13) 0.6613(12) 0.3935(9) 0.052(3) Uani 0.495(7) 1 d PGDU . 2 H4'A H 0.9612 0.6751 0.4370 0.062 Uiso 0.495(7) 1 calc PR . 2 C5' C 0.7662(13) 0.6404(8) 0.4230(7) 0.057(3) Uani 0.495(7) 1 d PGDU . 2 C6' C 0.6857(10) 0.6197(11) 0.3578(8) 0.049(3) Uani 0.495(7) 1 d PGDU . 2 H6'A H 0.5913 0.6057 0.3776 0.059 Uiso 0.495(7) 1 calc PR . 2 C7' C 0.7461(12) 0.6199(12) 0.2632(8) 0.044(3) Uani 0.495(7) 1 d PGU . 2 H7'A H 0.6922 0.6061 0.2196 0.053 Uiso 0.495(7) 1 calc PR . 2 N1' N 0.496(3) 0.796(2) 0.4886(19) 0.129(7) Uani 0.495(7) 1 d PDU . 2 O5' O 0.562(3) 0.873(2) 0.4231(17) 0.124(6) Uani 0.395(7) 1 d PDU . 2 O6' O 0.357(3) 0.791(3) 0.5029(18) 0.144(7) Uani 0.395(7) 1 d PDU . 2 O3' O 0.604(2) 0.5123(14) 0.8938(18) 0.038(3) Uani 0.395(7) 1 d PDU . 2 O4' O 0.3899(15) 0.5549(12) 0.8444(12) 0.029(3) Uani 0.395(7) 1 d PDU . 2 C14' C 0.524(2) 0.5456(10) 0.827(2) 0.050(5) Uani 0.495(7) 1 d PDU . 2 C8' C 0.6900(11) 0.6357(10) 0.5225(8) 0.064(3) Uani 0.495(7) 1 d PGDU . 2 C9' C 0.7653(12) 0.5430(13) 0.5885(10) 0.075(4) Uani 0.495(7) 1 d PGDU . 2 H9'A H 0.8468 0.5005 0.5656 0.090 Uiso 0.495(7) 1 calc PR . 2 C10' C 0.7188(17) 0.5140(11) 0.6887(9) 0.071(4) Uani 0.495(7) 1 d PGDU . 2 H10B H 0.7692 0.4520 0.7329 0.085 Uiso 0.495(7) 1 calc PR . 2 C11' C 0.5969(16) 0.5776(9) 0.7229(7) 0.057(4) Uani 0.495(7) 1 d PGDU . 2 C12' C 0.5216(12) 0.6702(10) 0.6569(8) 0.053(3) Uani 0.495(7) 1 d PGU . 2 H12B H 0.4400 0.7128 0.6798 0.064 Uiso 0.495(7) 1 calc PR . 2 C13' C 0.5681(12) 0.6993(9) 0.5567(8) 0.055(3) Uani 0.495(7) 1 d PGDU . 2 N2 N 1.2090(17) 0.1112(15) 1.4797(12) 0.083(4) Uani 0.25 1 d PDU A 1 O9 O 1.172(3) 0.137(3) 1.5598(14) 0.096(6) Uani 0.25 1 d PDU A 1 O10 O 1.3321(16) 0.080(3) 1.443(2) 0.101(6) Uani 0.25 1 d PDU A 1 O7 O 0.9084(16) 0.3446(16) 1.1262(14) 0.044(3) Uani 0.404(9) 1 d PDU A 1 O8 O 1.1395(17) 0.3467(18) 1.1272(18) 0.041(3) Uani 0.404(9) 1 d PDU . 1 C15 C 1.0283(18) 0.2962(17) 1.1564(17) 0.045(3) Uani 0.404(9) 1 d PDU A 1 C16 C 1.0162(14) 0.2011(11) 1.2594(7) 0.055(2) Uani 0.404(9) 1 d PGDU A 1 C17 C 0.9136(11) 0.1184(11) 1.2872(9) 0.064(3) Uani 0.404(9) 1 d PGDU A 1 H17A H 0.8525 0.1182 1.2430 0.077 Uiso 0.404(9) 1 calc PR A 1 C18 C 0.9025(13) 0.0362(12) 1.3812(10) 0.071(3) Uani 0.404(9) 1 d PGDU A 1 H18A H 0.8339 -0.0191 1.3998 0.086 Uiso 0.404(9) 1 calc PR A 1 C19 C 0.9939(16) 0.0366(13) 1.4473(8) 0.075(3) Uani 0.404(9) 1 d PGDU . 1 C20 C 1.0965(13) 0.1193(11) 1.4195(8) 0.070(3) Uani 0.404(9) 1 d PGDU A 1 C21 C 1.1076(13) 0.2015(11) 1.3255(9) 0.059(3) Uani 0.404(9) 1 d PGDU A 1 H21A H 1.1762 0.2568 1.3068 0.071 Uiso 0.404(9) 1 calc PR A 1 O7' O 0.9231(11) 0.3084(10) 1.1133(9) 0.042(2) Uani 0.596(9) 1 d PDU . 2 O8' O 1.1207(12) 0.3772(11) 1.1361(12) 0.040(3) Uani 0.596(9) 1 d PDU . 2 O10' O 1.3724(16) 0.058(2) 1.409(3) 0.104(6) Uani 0.25 1 d PDU . 2 O9' O 1.270(2) -0.1194(14) 1.436(3) 0.105(5) Uani 0.25 1 d PDU . 2 N2' N 1.2686(13) -0.0027(14) 1.4196(12) 0.093(4) Uani 0.25 1 d PDU . 2 C15' C 1.0159(13) 0.3189(13) 1.1659(10) 0.042(2) Uani 0.596(9) 1 d PDU . 2 C16' C 1.0179(10) 0.2282(8) 1.2668(6) 0.053(2) Uani 0.596(9) 1 d PGDU . 2 C17' C 0.8895(8) 0.2075(10) 1.3254(7) 0.073(3) Uani 0.596(9) 1 d PGU . 2 H17B H 0.8068 0.2539 1.3041 0.088 Uiso 0.596(9) 1 calc PR A 2 C18' C 0.8847(9) 0.1176(11) 1.4159(7) 0.081(3) Uani 0.596(9) 1 d PGU . 2 H18B H 0.7988 0.1038 1.4551 0.098 Uiso 0.596(9) 1 calc PR A 2 C19' C 1.0083(11) 0.0483(10) 1.4477(6) 0.077(3) Uani 0.596(9) 1 d PGDU . 2 C20' C 1.1367(9) 0.0689(9) 1.3891(7) 0.075(3) Uani 0.596(9) 1 d PGDU . 2 C21' C 1.1415(8) 0.1589(9) 1.2986(7) 0.063(3) Uani 0.596(9) 1 d PGDU . 2 H21B H 1.2274 0.1727 1.2594 0.076 Uiso 0.596(9) 1 calc PR A 2 O11' O 0.694(4) 0.258(2) 1.036(3) 0.075(2) Uani 0.323(12) 1 d PDU B 2 C22' C 0.645(3) 0.174(2) 1.103(2) 0.095(3) Uani 0.323(12) 1 d PDU B 2 H22B H 0.5591 0.1900 1.1386 0.114 Uiso 0.323(12) 1 calc PR B 2 C24' C 0.646(4) -0.036(3) 1.209(3) 0.113(6) Uani 0.323(12) 1 d PDU B 2 H24D H 0.5544 -0.0036 1.2324 0.170 Uiso 0.323(12) 1 calc PR B 2 H24E H 0.7046 -0.0618 1.2618 0.170 Uiso 0.323(12) 1 calc PR B 2 H24F H 0.6377 -0.1060 1.1865 0.170 Uiso 0.323(12) 1 calc PR B 2 C23' C 0.845(4) 0.027(3) 1.077(3) 0.116(7) Uani 0.323(12) 1 d PDU B 2 H23D H 0.8798 0.0987 1.0297 0.174 Uiso 0.323(12) 1 calc PR B 2 H23E H 0.8331 -0.0330 1.0444 0.174 Uiso 0.323(12) 1 calc PR B 2 H23F H 0.9110 -0.0089 1.1243 0.174 Uiso 0.323(12) 1 calc PR B 2 N3' N 0.712(3) 0.061(2) 1.1266(19) 0.102(4) Uani 0.323(12) 1 d PDU B 2 O11 O 0.6748(17) 0.2651(12) 1.0382(13) 0.075(2) Uani 0.677(12) 1 d PDU B 1 C22 C 0.7394(16) 0.1656(11) 1.0743(10) 0.091(3) Uani 0.677(12) 1 d PDU B 1 H22A H 0.8283 0.1441 1.0445 0.109 Uiso 0.677(12) 1 calc PR B 1 C23 C 0.5501(19) 0.1092(18) 1.2077(14) 0.127(6) Uani 0.677(12) 1 d PDU B 1 H23A H 0.5061 0.1890 1.1748 0.190 Uiso 0.677(12) 1 calc PR B 1 H23B H 0.5614 0.1074 1.2736 0.190 Uiso 0.677(12) 1 calc PR B 1 H23C H 0.4920 0.0462 1.2099 0.190 Uiso 0.677(12) 1 calc PR B 1 C24 C 0.773(2) -0.0326(15) 1.1936(16) 0.130(5) Uani 0.677(12) 1 d PDU B 1 H24A H 0.8612 -0.0330 1.1518 0.195 Uiso 0.677(12) 1 calc PR B 1 H24B H 0.7241 -0.1006 1.1936 0.195 Uiso 0.677(12) 1 calc PR B 1 H24C H 0.7910 -0.0408 1.2595 0.195 Uiso 0.677(12) 1 calc PR B 1 N3 N 0.6838(15) 0.0874(12) 1.1561(10) 0.111(3) Uani 0.677(12) 1 d PDU B 1 N4 N 0.320(2) 0.897(2) 0.1612(14) 0.163(8) Uani 0.50 1 d PDU . . O12 O 0.325(3) 1.086(2) 0.0546(18) 0.175(8) Uani 0.50 1 d PDU . . C27 C 0.386(3) 0.770(2) 0.201(2) 0.149(9) Uani 0.50 1 d PDU . . H27A H 0.4702 0.7558 0.1584 0.223 Uiso 0.50 1 calc PR . . H27B H 0.3210 0.7120 0.2045 0.223 Uiso 0.50 1 calc PR . . H27C H 0.4102 0.7607 0.2655 0.223 Uiso 0.50 1 calc PR . . C26 C 0.180(3) 0.926(3) 0.210(2) 0.174(10) Uani 0.50 1 d PDU . . H26A H 0.1450 1.0097 0.1790 0.260 Uiso 0.50 1 calc PR . . H26B H 0.1861 0.9166 0.2782 0.260 Uiso 0.50 1 calc PR . . H26C H 0.1168 0.8703 0.2052 0.260 Uiso 0.50 1 calc PR . . C25 C 0.385(2) 0.981(2) 0.0853(16) 0.168(8) Uani 0.50 1 d PDU . . H25A H 0.4738 0.9592 0.0559 0.202 Uiso 0.50 1 calc PR . . 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 Nd1 0.0155(15) 0.0471(19) 0.0149(6) 0.0006(9) 0.0049(9) 0.0090(10) O1W 0.030(8) 0.056(7) 0.048(10) -0.032(7) -0.020(6) -0.004(6) O1 0.038(4) 0.038(6) 0.032(4) -0.010(5) 0.007(3) -0.001(5) O2 0.043(5) 0.044(6) 0.031(4) -0.009(4) -0.006(4) 0.006(4) C1 0.039(3) 0.045(5) 0.028(3) -0.003(3) 0.001(2) -0.003(4) C2 0.040(3) 0.058(3) 0.028(3) -0.003(2) 0.002(2) -0.003(3) C3 0.045(5) 0.057(6) 0.034(5) -0.004(4) -0.002(4) 0.001(5) C4 0.050(5) 0.059(6) 0.031(5) -0.004(4) -0.003(4) 0.004(5) C5 0.057(5) 0.079(6) 0.032(4) -0.007(4) 0.002(4) -0.004(5) C6 0.054(6) 0.078(6) 0.043(5) -0.009(5) 0.005(5) -0.010(5) C7 0.046(5) 0.070(6) 0.040(5) -0.009(5) -0.001(4) -0.011(5) O3 0.038(3) 0.049(6) 0.024(2) -0.008(5) -0.004(2) -0.003(4) O4 0.032(5) 0.051(7) 0.029(5) -0.007(5) 0.004(4) -0.011(5) C14 0.028(5) 0.049(5) 0.019(4) -0.009(4) 0.004(4) -0.008(4) C8 0.051(5) 0.076(5) 0.028(4) -0.007(4) -0.001(4) 0.003(5) C9 0.029(4) 0.062(5) 0.015(4) -0.022(4) 0.002(3) -0.008(4) C10 0.024(4) 0.055(5) 0.015(4) -0.022(4) 0.003(3) -0.005(4) C11 0.024(4) 0.056(5) 0.021(4) -0.011(4) 0.005(3) -0.007(4) C12 0.034(5) 0.064(6) 0.031(4) -0.013(5) -0.004(4) -0.007(5) C13 0.058(5) 0.077(6) 0.038(4) -0.013(5) -0.001(4) 0.003(5) O5 0.119(9) 0.123(9) 0.094(8) 0.010(6) -0.018(7) 0.001(7) O6 0.098(8) 0.151(10) 0.114(9) -0.014(7) -0.037(7) -0.017(7) N1 0.080(6) 0.109(7) 0.061(5) -0.006(5) -0.014(5) 0.000(5) Nd1' 0.0155(15) 0.0471(19) 0.0149(6) 0.0006(9) 0.0049(9) 0.0090(10) O1W' 0.039(8) 0.068(9) 0.063(14) -0.028(10) -0.029(8) -0.013(6) O1' 0.038(4) 0.041(7) 0.037(4) -0.011(5) 0.006(4) -0.004(5) O2' 0.051(5) 0.044(6) 0.034(4) -0.013(5) -0.003(4) 0.000(5) C1' 0.039(3) 0.045(5) 0.028(3) -0.003(3) 0.001(2) -0.003(4) C2' 0.040(3) 0.058(3) 0.028(3) -0.003(2) 0.002(2) -0.003(3) C3' 0.037(5) 0.055(6) 0.027(5) 0.000(4) -0.003(4) 0.000(5) C4' 0.052(5) 0.063(6) 0.033(5) -0.006(5) 0.001(4) -0.006(5) C5' 0.049(5) 0.074(6) 0.037(4) -0.007(4) 0.003(4) -0.002(5) C6' 0.037(5) 0.067(6) 0.031(5) 0.001(5) 0.002(4) 0.000(5) C7' 0.036(4) 0.057(6) 0.030(4) 0.000(5) -0.002(4) -0.003(5) N1' 0.124(9) 0.135(9) 0.116(9) -0.021(7) -0.010(7) -0.005(7) O5' 0.130(9) 0.116(9) 0.116(9) -0.023(7) -0.012(7) 0.000(7) O6' 0.127(8) 0.152(9) 0.130(9) -0.007(7) -0.020(7) 0.001(7) O3' 0.038(3) 0.049(6) 0.024(2) -0.008(5) -0.004(2) -0.003(4) O4' 0.022(4) 0.044(7) 0.020(5) -0.008(5) 0.006(3) -0.015(5) C14' 0.047(7) 0.062(7) 0.038(6) -0.011(6) -0.004(5) -0.008(6) C8' 0.063(5) 0.077(6) 0.041(5) -0.009(5) 0.008(4) -0.005(5) C9' 0.069(6) 0.091(7) 0.053(6) -0.013(5) 0.005(5) 0.005(5) C10' 0.068(6) 0.083(7) 0.052(6) -0.014(5) 0.000(5) 0.005(5) C11' 0.053(6) 0.071(6) 0.040(5) -0.008(5) 0.000(5) -0.007(5) C12' 0.045(6) 0.068(6) 0.039(5) -0.009(5) 0.004(5) -0.008(5) C13' 0.054(6) 0.069(6) 0.035(5) -0.008(5) 0.002(4) -0.009(5) N2 0.078(6) 0.084(7) 0.079(6) -0.008(5) -0.018(5) -0.012(5) O9 0.096(9) 0.106(9) 0.087(7) -0.021(6) -0.020(6) -0.018(6) O10 0.093(6) 0.106(8) 0.102(8) -0.025(6) -0.016(5) -0.005(6) O7 0.037(4) 0.048(6) 0.032(5) 0.002(4) -0.001(4) 0.011(4) O8 0.036(4) 0.042(6) 0.031(5) 0.002(5) 0.002(4) 0.006(4) C15 0.037(4) 0.049(4) 0.035(4) 0.001(4) 0.000(3) 0.007(3) C16 0.046(4) 0.062(4) 0.042(4) 0.008(3) -0.004(3) -0.003(3) C17 0.053(5) 0.072(5) 0.051(5) 0.011(4) -0.010(4) -0.013(4) C18 0.062(5) 0.078(5) 0.057(5) 0.012(4) -0.007(4) -0.015(4) C19 0.064(4) 0.081(5) 0.057(4) 0.016(4) -0.007(4) -0.010(4) C20 0.067(4) 0.074(5) 0.057(4) 0.006(4) -0.011(4) -0.010(4) C21 0.056(4) 0.064(5) 0.047(4) 0.002(4) -0.007(4) -0.007(4) O7' 0.035(4) 0.045(5) 0.033(4) 0.002(4) -0.003(3) 0.009(3) O8' 0.034(4) 0.043(5) 0.031(4) 0.003(4) 0.001(3) 0.002(3) O10' 0.091(7) 0.109(8) 0.106(9) -0.025(6) -0.013(6) -0.006(6) O9' 0.101(7) 0.099(6) 0.107(8) -0.019(6) -0.013(6) 0.001(5) N2' 0.083(5) 0.094(6) 0.090(6) -0.008(5) -0.015(5) 0.000(5) C15' 0.037(3) 0.047(4) 0.032(3) -0.002(3) 0.000(3) 0.006(3) C16' 0.046(3) 0.060(4) 0.039(3) 0.008(3) -0.004(3) -0.003(3) C17' 0.053(4) 0.083(5) 0.053(4) 0.020(4) 0.000(4) 0.000(4) C18' 0.063(4) 0.089(5) 0.061(5) 0.022(4) -0.001(4) -0.005(4) C19' 0.066(4) 0.082(5) 0.057(4) 0.020(4) -0.008(4) -0.010(4) C20' 0.065(4) 0.080(4) 0.059(4) 0.013(4) -0.011(4) -0.007(4) C21' 0.054(4) 0.069(4) 0.048(4) 0.009(4) -0.006(4) -0.004(4) O11' 0.065(4) 0.065(3) 0.084(4) -0.002(3) -0.005(3) -0.014(3) C22' 0.089(5) 0.082(5) 0.097(5) -0.004(4) -0.006(5) -0.010(4) C24' 0.114(9) 0.100(8) 0.112(9) -0.009(7) -0.010(7) -0.013(8) C23' 0.109(9) 0.115(10) 0.113(10) -0.022(8) -0.007(7) 0.000(7) N3' 0.101(6) 0.084(5) 0.104(6) -0.009(5) -0.008(5) -0.003(5) O11 0.065(4) 0.065(3) 0.084(4) -0.002(3) -0.005(3) -0.014(3) C22 0.083(5) 0.077(4) 0.099(5) -0.006(4) -0.010(4) -0.007(4) C23 0.118(8) 0.117(9) 0.121(9) -0.010(7) 0.011(7) -0.012(7) C24 0.125(8) 0.110(7) 0.128(8) -0.001(6) -0.014(7) 0.004(6) N3 0.109(5) 0.090(5) 0.111(5) -0.002(4) -0.004(5) -0.003(5) N4 0.169(10) 0.157(9) 0.164(10) -0.048(7) -0.019(7) -0.017(7) O12 0.188(12) 0.155(10) 0.182(11) -0.046(8) -0.018(9) -0.021(8) C27 0.157(12) 0.151(10) 0.148(12) -0.051(8) -0.019(9) -0.025(8) C26 0.173(11) 0.166(12) 0.179(12) -0.048(9) -0.016(8) -0.013(8) C25 0.175(10) 0.162(9) 0.168(10) -0.046(7) -0.021(7) -0.015(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Nd1 O2 2.25(2) 1_556 ? Nd1 O7 2.405(17) . ? Nd1 O4 2.420(19) 2_667 ? Nd1 O3 2.42(2) . ? Nd1 O1W 2.43(2) . ? Nd1 O8 2.46(2) 2_767 ? Nd1 O11 2.605(18) . ? Nd1 O1 2.72(2) 2_766 ? O1 C1 1.36(5) . ? O1 Nd1 2.72(2) 2_766 ? O2 C1 1.23(4) . ? O2 Nd1 2.25(2) 1_554 ? C1 C2 1.54(4) . ? C2 C3 1.3900 . ? C2 C7 1.3900 . ? C3 C4 1.3900 . ? C3 H3A 0.9300 . ? C4 C5 1.3900 . ? C4 H4A 0.9300 . ? C5 C6 1.3900 . ? C5 C8 1.550(12) . ? C6 C7 1.3900 . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? O3 C14 1.251(13) . ? O4 C14 1.258(13) . ? O4 Nd1 2.420(19) 2_667 ? C14 C11 1.52(2) . ? C8 C9 1.3900 . ? C8 C13 1.3900 . ? C9 C10 1.3900 . ? C9 H9A 0.9300 . ? C10 C11 1.3900 . ? C10 H10A 0.9300 . ? C11 C12 1.3900 . ? C12 C13 1.3900 . ? C12 H12A 0.9300 . ? C13 N1 1.48(2) . ? O5 N1 1.29(3) . ? O6 N1 1.15(3) . ? Nd1' O1' 2.22(2) 2_766 ? Nd1' O7' 2.377(13) . ? Nd1' O3' 2.41(2) . ? Nd1' O8' 2.415(16) 2_767 ? Nd1' O11' 2.47(3) . ? Nd1' O2' 2.53(2) 1_556 ? Nd1' O4' 2.545(17) 2_667 ? Nd1' O1W' 2.66(3) . ? O1' C1' 1.22(6) . ? O1' Nd1' 2.22(2) 2_766 ? O2' C1' 1.26(5) . ? O2' Nd1' 2.53(2) 1_554 ? C1' C2' 1.51(4) . ? C2' C3' 1.3900 . ? C2' C7' 1.3900 . ? C3' C4' 1.3900 . ? C3' H3'A 0.9300 . ? C4' C5' 1.3900 . ? C4' H4'A 0.9300 . ? C5' C6' 1.3900 . ? C5' C8' 1.489(14) . ? C6' C7' 1.3900 . ? C6' H6'A 0.9300 . ? C7' H7'A 0.9300 . ? N1' O5' 1.25(3) . ? N1' O6' 1.33(4) . ? N1' C13' 1.41(3) . ? O6' O9' 1.44(3) 1_464 ? O3' C14' 1.258(15) . ? O4' C14' 1.267(16) . ? O4' Nd1' 2.545(17) 2_667 ? C14' C11' 1.51(3) . ? C8' C9' 1.3900 . ? C8' C13' 1.3900 . ? C9' C10' 1.3900 . ? C9' H9'A 0.9300 . ? C10' C11' 1.3900 . ? C10' H10B 0.9300 . ? C11' C12' 1.3900 . ? C12' C13' 1.3900 . ? C12' H12B 0.9300 . ? N2 O9 1.253(9) . ? N2 O10 1.266(9) . ? N2 C20 1.463(6) . ? O7 C15 1.286(10) . ? O8 C15 1.242(10) . ? O8 Nd1 2.46(2) 2_767 ? C15 C16 1.55(2) . ? C16 C17 1.3900 . ? C16 C21 1.3900 . ? C17 C18 1.3900 . ? C17 H17A 0.9300 . ? C18 C19 1.3900 . ? C18 H18A 0.9300 . ? C19 C20 1.3900 . ? C19 C19 1.50(2) 2_758 ? C20 C21 1.3900 . ? C21 H21A 0.9300 . ? O7' C15' 1.293(9) . ? O8' C15' 1.236(9) . ? O8' Nd1' 2.415(16) 2_767 ? O10' N2' 1.258(9) . ? O9' N2' 1.275(9) . ? O9' O6' 1.44(3) 1_646 ? N2' C20' 1.461(6) . ? C15' C16' 1.507(15) . ? C16' C17' 1.3900 . ? C16' C21' 1.3900 . ? C17' C18' 1.3900 . ? C17' H17B 0.9300 . ? C18' C19' 1.3900 . ? C18' H18B 0.9300 . ? C19' C20' 1.3900 . ? C19' C19' 1.573(13) 2_758 ? C20' C21' 1.3900 . ? C21' H21B 0.9300 . ? O11' C22' 1.224(10) . ? C22' N3' 1.322(10) . ? C22' H22B 0.9300 . ? C24' N3' 1.487(17) . ? C24' H24D 0.9600 . ? C24' H24E 0.9600 . ? C24' H24F 0.9600 . ? C23' N3' 1.425(17) . ? C23' H23D 0.9600 . ? C23' H23E 0.9600 . ? C23' H23F 0.9600 . ? O11 C22 1.219(10) . ? C22 N3 1.330(9) . ? C22 H22A 0.9300 . ? C23 N3 1.410(14) . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 N3 1.504(15) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? N4 C25 1.345(9) . ? N4 C26 1.463(9) . ? N4 C27 1.471(9) . ? O12 C25 1.237(10) . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C25 H25A 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 Nd1 O7 60.3(6) 1_556 . ? O2 Nd1 O4 95.2(6) 1_556 2_667 ? O7 Nd1 O4 75.8(6) . 2_667 ? O2 Nd1 O3 158.3(7) 1_556 . ? O7 Nd1 O3 141.4(7) . . ? O4 Nd1 O3 92.8(7) 2_667 . ? O2 Nd1 O1W 76.5(6) 1_556 . ? O7 Nd1 O1W 127.1(7) . . ? O4 Nd1 O1W 79.5(7) 2_667 . ? O3 Nd1 O1W 85.2(6) . . ? O2 Nd1 O8 77.3(7) 1_556 2_767 ? O7 Nd1 O8 122.3(6) . 2_767 ? O4 Nd1 O8 149.8(6) 2_667 2_767 ? O3 Nd1 O8 85.6(7) . 2_767 ? O1W Nd1 O8 70.3(8) . 2_767 ? O2 Nd1 O11 135.0(7) 1_556 . ? O7 Nd1 O11 76.2(6) . . ? O4 Nd1 O11 61.1(6) 2_667 . ? O3 Nd1 O11 66.1(6) . . ? O1W Nd1 O11 128.2(7) . . ? O8 Nd1 O11 141.9(8) 2_767 . ? O2 Nd1 O1 114.2(7) 1_556 2_766 ? O7 Nd1 O1 82.1(7) . 2_766 ? O4 Nd1 O1 127.1(6) 2_667 2_766 ? O3 Nd1 O1 75.8(7) . 2_766 ? O1W Nd1 O1 147.3(7) . 2_766 ? O8 Nd1 O1 81.8(7) 2_767 2_766 ? O11 Nd1 O1 67.3(6) . 2_766 ? C1 O1 Nd1 103.1(19) . 2_766 ? C1 O2 Nd1 172(2) . 1_554 ? O2 C1 O1 128(4) . . ? O2 C1 C2 122(4) . . ? O1 C1 C2 110(3) . . ? C3 C2 C7 120.0 . . ? C3 C2 C1 120.0(18) . . ? C7 C2 C1 119.4(17) . . ? C2 C3 C4 120.0 . . ? C2 C3 H3A 120.0 . . ? C4 C3 H3A 120.0 . . ? C5 C4 C3 120.0 . . ? C5 C4 H4A 120.0 . . ? C3 C4 H4A 120.0 . . ? C6 C5 C4 120.0 . . ? C6 C5 C8 110.0(6) . . ? C4 C5 C8 130.0(6) . . ? C5 C6 C7 120.0 . . ? C5 C6 H6A 120.0 . . ? C7 C6 H6A 120.0 . . ? C6 C7 C2 120.0 . . ? C6 C7 H7A 120.0 . . ? C2 C7 H7A 120.0 . . ? C14 O3 Nd1 143.3(9) . . ? C14 O4 Nd1 126.9(12) . 2_667 ? O3 C14 O4 127.4(15) . . ? O3 C14 C11 117.5(15) . . ? O4 C14 C11 115.0(15) . . ? C9 C8 C13 120.0 . . ? C9 C8 C5 113.6(5) . . ? C13 C8 C5 126.3(5) . . ? C8 C9 C10 120.0 . . ? C8 C9 H9A 120.0 . . ? C10 C9 H9A 120.0 . . ? C11 C10 C9 120.0 . . ? C11 C10 H10A 120.0 . . ? C9 C10 H10A 120.0 . . ? C10 C11 C12 120.0 . . ? C10 C11 C14 118.6(9) . . ? C12 C11 C14 121.2(8) . . ? C11 C12 C13 120.0 . . ? C11 C12 H12A 120.0 . . ? C13 C12 H12A 120.0 . . ? C12 C13 C8 120.0 . . ? C12 C13 N1 119.2(8) . . ? C8 C13 N1 120.6(9) . . ? O6 N1 O5 121(2) . . ? O6 N1 C13 118(2) . . ? O5 N1 C13 121(2) . . ? O1' Nd1' O7' 84.3(7) 2_766 . ? O1' Nd1' O3' 85.5(9) 2_766 . ? O7' Nd1' O3' 149.2(6) . . ? O1' Nd1' O8' 69.7(6) 2_766 2_767 ? O7' Nd1' O8' 125.5(5) . 2_767 ? O3' Nd1' O8' 77.0(6) . 2_767 ? O1' Nd1' O11' 77.1(11) 2_766 . ? O7' Nd1' O11' 70.9(9) . . ? O3' Nd1' O11' 78.6(10) . . ? O8' Nd1' O11' 139.9(11) 2_767 . ? O1' Nd1' O2' 123.7(8) 2_766 1_556 ? O7' Nd1' O2' 80.1(5) . 1_556 ? O3' Nd1' O2' 129.0(6) . 1_556 ? O8' Nd1' O2' 76.7(6) 2_767 1_556 ? O11' Nd1' O2' 142.5(11) . 1_556 ? O1' Nd1' O4' 151.8(7) 2_766 2_667 ? O7' Nd1' O4' 82.4(5) . 2_667 ? O3' Nd1' O4' 93.4(7) . 2_667 ? O8' Nd1' O4' 137.5(5) 2_767 2_667 ? O11' Nd1' O4' 75.1(10) . 2_667 ? O2' Nd1' O4' 78.1(6) 1_556 2_667 ? O1' Nd1' O1W' 132.7(8) 2_766 . ? O7' Nd1' O1W' 141.7(6) . . ? O3' Nd1' O1W' 59.6(6) . . ? O8' Nd1' O1W' 71.9(7) 2_767 . ? O11' Nd1' O1W' 120.4(10) . . ? O2' Nd1' O1W' 70.9(5) 1_556 . ? O4' Nd1' O1W' 67.8(7) 2_667 . ? C1' O1' Nd1' 129(2) . 2_766 ? C1' O2' Nd1' 156(2) . 1_554 ? O1' C1' O2' 119(4) . . ? O1' C1' C2' 125(4) . . ? O2' C1' C2' 116(4) . . ? C3' C2' C7' 120.0 . . ? C3' C2' C1' 119(2) . . ? C7' C2' C1' 120.0(19) . . ? C4' C3' C2' 120.0 . . ? C4' C3' H3'A 120.0 . . ? C2' C3' H3'A 120.0 . . ? C3' C4' C5' 120.0 . . ? C3' C4' H4'A 120.0 . . ? C5' C4' H4'A 120.0 . . ? C6' C5' C4' 120.0 . . ? C6' C5' C8' 114.8(6) . . ? C4' C5' C8' 125.2(6) . . ? C5' C6' C7' 120.0 . . ? C5' C6' H6'A 120.0 . . ? C7' C6' H6'A 120.0 . . ? C6' C7' C2' 120.0 . . ? C6' C7' H7'A 120.0 . . ? C2' C7' H7'A 120.0 . . ? O5' N1' O6' 126(3) . . ? O5' N1' C13' 120(3) . . ? O6' N1' C13' 113(3) . . ? N1' O6' O9' 119(3) . 1_464 ? C14' O3' Nd1' 171.4(16) . . ? C14' O4' Nd1' 134.5(14) . 2_667 ? O3' C14' O4' 123.8(19) . . ? O3' C14' C11' 115.3(18) . . ? O4' C14' C11' 120.9(18) . . ? C9' C8' C13' 120.0 . . ? C9' C8' C5' 105.9(6) . . ? C13' C8' C5' 134.1(6) . . ? C8' C9' C10' 120.0 . . ? C8' C9' H9'A 120.0 . . ? C10' C9' H9'A 120.0 . . ? C11' C10' C9' 120.0 . . ? C11' C10' H10B 120.0 . . ? C9' C10' H10B 120.0 . . ? C10' C11' C12' 120.0 . . ? C10' C11' C14' 125.8(10) . . ? C12' C11' C14' 113.7(11) . . ? C11' C12' C13' 120.0 . . ? C11' C12' H12B 120.0 . . ? C13' C12' H12B 120.0 . . ? C12' C13' C8' 120.0 . . ? C12' C13' N1' 121.0(11) . . ? C8' C13' N1' 119.0(12) . . ? O9 N2 O10 128.5(9) . . ? O9 N2 C20 116.2(9) . . ? O10 N2 C20 115.2(8) . . ? C15 O7 Nd1 152.3(15) . . ? C15 O8 Nd1 139.5(14) . 2_767 ? O8 C15 O7 123.8(16) . . ? O8 C15 C16 117.8(15) . . ? O7 C15 C16 113.9(16) . . ? C17 C16 C21 120.0 . . ? C17 C16 C15 121.1(9) . . ? C21 C16 C15 118.8(9) . . ? C16 C17 C18 120.0 . . ? C16 C17 H17A 120.0 . . ? C18 C17 H17A 120.0 . . ? C19 C18 C17 120.0 . . ? C19 C18 H18A 120.0 . . ? C17 C18 H18A 120.0 . . ? C18 C19 C20 120.0 . . ? C18 C19 C19 132.6(14) . 2_758 ? C20 C19 C19 107.4(14) . 2_758 ? C21 C20 C19 120.0 . . ? C21 C20 N2 117.0(5) . . ? C19 C20 N2 122.3(4) . . ? C20 C21 C16 120.0 . . ? C20 C21 H21A 120.0 . . ? C16 C21 H21A 120.0 . . ? C15' O7' Nd1' 131.1(10) . . ? C15' O8' Nd1' 141.0(10) . 2_767 ? N2' O9' O6' 123(2) . 1_646 ? O10' N2' O9' 127.8(9) . . ? O10' N2' C20' 116.3(9) . . ? O9' N2' C20' 114.5(8) . . ? O8' C15' O7' 126.6(12) . . ? O8' C15' C16' 114.9(11) . . ? O7' C15' C16' 116.7(11) . . ? C17' C16' C21' 120.0 . . ? C17' C16' C15' 117.9(7) . . ? C21' C16' C15' 121.9(7) . . ? C16' C17' C18' 120.0 . . ? C16' C17' H17B 120.0 . . ? C18' C17' H17B 120.0 . . ? C17' C18' C19' 120.0 . . ? C17' C18' H18B 120.0 . . ? C19' C18' H18B 120.0 . . ? C20' C19' C18' 120.0 . . ? C20' C19' C19' 124.1(11) . 2_758 ? C18' C19' C19' 115.9(12) . 2_758 ? C19' C20' C21' 120.0 . . ? C19' C20' N2' 121.6(5) . . ? C21' C20' N2' 118.4(5) . . ? C20' C21' C16' 120.0 . . ? C20' C21' H21B 120.0 . . ? C16' C21' H21B 120.0 . . ? C22' O11' Nd1' 142(2) . . ? O11' C22' N3' 122.1(19) . . ? O11' C22' H22B 119.0 . . ? N3' C22' H22B 119.0 . . ? N3' C24' H24D 109.5 . . ? N3' C24' H24E 109.5 . . ? H24D C24' H24E 109.5 . . ? N3' C24' H24F 109.5 . . ? H24D C24' H24F 109.5 . . ? H24E C24' H24F 109.5 . . ? N3' C23' H23D 109.5 . . ? N3' C23' H23E 109.5 . . ? H23D C23' H23E 109.5 . . ? N3' C23' H23F 109.5 . . ? H23D C23' H23F 109.5 . . ? H23E C23' H23F 109.5 . . ? C22' N3' C23' 123.7(17) . . ? C22' N3' C24' 118.9(16) . . ? C23' N3' C24' 117.5(14) . . ? C22 O11 Nd1 125.2(10) . . ? O11 C22 N3 120.6(14) . . ? O11 C22 H22A 119.7 . . ? N3 C22 H22A 119.7 . . ? N3 C23 H23A 109.5 . . ? N3 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? N3 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? N3 C24 H24A 109.5 . . ? N3 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N3 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C22 N3 C23 124.9(13) . . ? C22 N3 C24 115.8(13) . . ? C23 N3 C24 119.3(12) . . ? C25 N4 C26 122.4(9) . . ? C25 N4 C27 122.4(9) . . ? C26 N4 C27 115.3(8) . . ? N4 C27 H27A 109.5 . . ? N4 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? N4 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N4 C26 H26A 109.5 . . ? N4 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? N4 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? O12 C25 N4 119.9(11) . . ? O12 C25 H25A 120.0 . . ? N4 C25 H25A 120.0 . . ? 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 Nd1 O2 C1 O1 -164(12) 1_554 . . . ? Nd1 O2 C1 C2 11(18) 1_554 . . . ? Nd1 O1 C1 O2 -30(4) 2_766 . . . ? Nd1 O1 C1 C2 153.9(19) 2_766 . . . ? O2 C1 C2 C3 -172(2) . . . . ? O1 C1 C2 C3 4(3) . . . . ? O2 C1 C2 C7 17(4) . . . . ? O1 C1 C2 C7 -167.4(18) . . . . ? C7 C2 C3 C4 0.0 . . . . ? C1 C2 C3 C4 -171.0(19) . . . . ? C2 C3 C4 C5 0.0 . . . . ? C3 C4 C5 C6 0.0 . . . . ? C3 C4 C5 C8 178.8(3) . . . . ? C4 C5 C6 C7 0.0 . . . . ? C8 C5 C6 C7 -179.0(2) . . . . ? C5 C6 C7 C2 0.0 . . . . ? C3 C2 C7 C6 0.0 . . . . ? C1 C2 C7 C6 171(2) . . . . ? O2 Nd1 O3 C14 -5(4) 1_556 . . . ? O7 Nd1 O3 C14 177(2) . . . . ? O4 Nd1 O3 C14 107(3) 2_667 . . . ? O1W Nd1 O3 C14 27(3) . . . . ? O8 Nd1 O3 C14 -43(2) 2_767 . . . ? O11 Nd1 O3 C14 163(3) . . . . ? O1 Nd1 O3 C14 -126(3) 2_766 . . . ? Nd1 O3 C14 O4 -81(2) . . . . ? Nd1 O3 C14 C11 96(2) . . . . ? Nd1 O4 C14 O3 -25.1(8) 2_667 . . . ? Nd1 O4 C14 C11 157.1(9) 2_667 . . . ? C6 C5 C8 C9 123.0(6) . . . . ? C4 C5 C8 C9 -55.9(6) . . . . ? C6 C5 C8 C13 -55.2(6) . . . . ? C4 C5 C8 C13 125.9(6) . . . . ? C13 C8 C9 C10 0.0 . . . . ? C5 C8 C9 C10 -178.3(2) . . . . ? C8 C9 C10 C11 0.0 . . . . ? C9 C10 C11 C12 0.0 . . . . ? C9 C10 C11 C14 175.4(5) . . . . ? O3 C14 C11 C10 -10.7(8) . . . . ? O4 C14 C11 C10 167.4(8) . . . . ? O3 C14 C11 C12 164.7(7) . . . . ? O4 C14 C11 C12 -17.3(8) . . . . ? C10 C11 C12 C13 0.0 . . . . ? C14 C11 C12 C13 -175.3(5) . . . . ? C11 C12 C13 C8 0.0 . . . . ? C11 C12 C13 N1 -175.1(11) . . . . ? C9 C8 C13 C12 0.0 . . . . ? C5 C8 C13 C12 178.1(3) . . . . ? C9 C8 C13 N1 175.1(10) . . . . ? C5 C8 C13 N1 -6.8(11) . . . . ? C12 C13 N1 O6 -50.1(11) . . . . ? C8 C13 N1 O6 134.7(11) . . . . ? C12 C13 N1 O5 132.1(11) . . . . ? C8 C13 N1 O5 -43.0(12) . . . . ? Nd1' O1' C1' O2' -14(5) 2_766 . . . ? Nd1' O1' C1' C2' 158.8(18) 2_766 . . . ? Nd1' O2' C1' O1' 65(7) 1_554 . . . ? Nd1' O2' C1' C2' -108(5) 1_554 . . . ? O1' C1' C2' C3' 3(4) . . . . ? O2' C1' C2' C3' 176.2(19) . . . . ? O1' C1' C2' C7' -168(3) . . . . ? O2' C1' C2' C7' 5(3) . . . . ? C7' C2' C3' C4' 0.0 . . . . ? C1' C2' C3' C4' -171.3(17) . . . . ? C2' C3' C4' C5' 0.0 . . . . ? C3' C4' C5' C6' 0.0 . . . . ? C3' C4' C5' C8' 178.9(3) . . . . ? C4' C5' C6' C7' 0.0 . . . . ? C8' C5' C6' C7' -179.0(3) . . . . ? C5' C6' C7' C2' 0.0 . . . . ? C3' C2' C7' C6' 0.0 . . . . ? C1' C2' C7' C6' 171.3(18) . . . . ? O5' N1' O6' O9' 3(2) . . . 1_464 ? C13' N1' O6' O9' -177(2) . . . 1_464 ? O1' Nd1' O3' C14' -49(7) 2_766 . . . ? O7' Nd1' O3' C14' -120(6) . . . . ? O8' Nd1' O3' C14' 21(7) 2_767 . . . ? O11' Nd1' O3' C14' -127(7) . . . . ? O2' Nd1' O3' C14' 82(7) 1_556 . . . ? O4' Nd1' O3' C14' 159(6) 2_667 . . . ? O1W' Nd1' O3' C14' 98(7) . . . . ? Nd1' O3' C14' O4' -164(7) . . . . ? Nd1' O3' C14' C11' 15(7) . . . . ? Nd1' O4' C14' O3' 7.0(8) 2_667 . . . ? Nd1' O4' C14' C11' -171.7(8) 2_667 . . . ? C6' C5' C8' C9' 121.3(7) . . . . ? C4' C5' C8' C9' -57.7(7) . . . . ? C6' C5' C8' C13' -57.2(7) . . . . ? C4' C5' C8' C13' 123.8(7) . . . . ? C13' C8' C9' C10' 0.0 . . . . ? C5' C8' C9' C10' -178.8(2) . . . . ? C8' C9' C10' C11' 0.0 . . . . ? C9' C10' C11' C12' 0.0 . . . . ? C9' C10' C11' C14' 171.7(10) . . . . ? O3' C14' C11' C10' 40.2(9) . . . . ? O4' C14' C11' C10' -141.0(9) . . . . ? O3' C14' C11' C12' -147.6(8) . . . . ? O4' C14' C11' C12' 31.2(9) . . . . ? C10' C11' C12' C13' 0.0 . . . . ? C14' C11' C12' C13' -172.7(8) . . . . ? C11' C12' C13' C8' 0.0 . . . . ? C11' C12' C13' N1' -178.1(14) . . . . ? C9' C8' C13' C12' 0.0 . . . . ? C5' C8' C13' C12' 178.4(3) . . . . ? C9' C8' C13' N1' 178.1(14) . . . . ? C5' C8' C13' N1' -3.5(14) . . . . ? O5' N1' C13' C12' 133.7(12) . . . . ? O6' N1' C13' C12' -46.6(12) . . . . ? O5' N1' C13' C8' -44.4(13) . . . . ? O6' N1' C13' C8' 135.3(12) . . . . ? O2 Nd1 O7 C15 -67(4) 1_556 . . . ? O4 Nd1 O7 C15 -172(4) 2_667 . . . ? O3 Nd1 O7 C15 112(4) . . . . ? O1W Nd1 O7 C15 -107(4) . . . . ? O8 Nd1 O7 C15 -18(4) 2_767 . . . ? O11 Nd1 O7 C15 125(4) . . . . ? O1 Nd1 O7 C15 57(4) 2_766 . . . ? Nd1 O8 C15 O7 -14(4) 2_767 . . . ? Nd1 O8 C15 C16 -168.9(16) 2_767 . . . ? Nd1 O7 C15 O8 25(5) . . . . ? Nd1 O7 C15 C16 -180(3) . . . . ? O8 C15 C16 C17 -163.5(17) . . . . ? O7 C15 C16 C17 39.4(19) . . . . ? O8 C15 C16 C21 18.3(19) . . . . ? O7 C15 C16 C21 -138.9(16) . . . . ? C21 C16 C17 C18 0.0 . . . . ? C15 C16 C17 C18 -178.2(10) . . . . ? C16 C17 C18 C19 0.0 . . . . ? C17 C18 C19 C20 0.0 . . . . ? C17 C18 C19 C19 178(3) . . . 2_758 ? C18 C19 C20 C21 0.0 . . . . ? C19 C19 C20 C21 -179(2) 2_758 . . . ? C18 C19 C20 N2 -170.3(9) . . . . ? C19 C19 C20 N2 11(2) 2_758 . . . ? O9 N2 C20 C21 120.6(14) . . . . ? O10 N2 C20 C21 -58.7(15) . . . . ? O9 N2 C20 C19 -68.9(15) . . . . ? O10 N2 C20 C19 111.9(16) . . . . ? C19 C20 C21 C16 0.0 . . . . ? N2 C20 C21 C16 170.8(8) . . . . ? C17 C16 C21 C20 0.0 . . . . ? C15 C16 C21 C20 178.3(10) . . . . ? O1' Nd1' O7' C15' 113.4(14) 2_766 . . . ? O3' Nd1' O7' C15' -175.4(15) . . . . ? O8' Nd1' O7' C15' 53.4(16) 2_767 . . . ? O11' Nd1' O7' C15' -168.3(17) . . . . ? O2' Nd1' O7' C15' -12.4(13) 1_556 . . . ? O4' Nd1' O7' C15' -91.6(13) 2_667 . . . ? O1W' Nd1' O7' C15' -53.3(18) . . . . ? O6' O9' N2' O10' 41(4) 1_646 . . . ? O6' O9' N2' C20' -153(2) 1_646 . . . ? Nd1' O8' C15' O7' 19(2) 2_767 . . . ? Nd1' O8' C15' C16' -176.7(11) 2_767 . . . ? Nd1' O7' C15' O8' -53(2) . . . . ? Nd1' O7' C15' C16' 143.3(9) . . . . ? O8' C15' C16' C17' 147.7(11) . . . . ? O7' C15' C16' C17' -46.4(14) . . . . ? O8' C15' C16' C21' -37.5(13) . . . . ? O7' C15' C16' C21' 128.4(12) . . . . ? C21' C16' C17' C18' 0.0 . . . . ? C15' C16' C17' C18' 174.9(9) . . . . ? C16' C17' C18' C19' 0.0 . . . . ? C17' C18' C19' C20' 0.0 . . . . ? C17' C18' C19' C19' 178.3(19) . . . 2_758 ? C18' C19' C20' C21' 0.0 . . . . ? C19' C19' C20' C21' -178(2) 2_758 . . . ? C18' C19' C20' N2' -179.5(3) . . . . ? C19' C19' C20' N2' 2(2) 2_758 . . . ? O10' N2' C20' C19' -134(2) . . . . ? O9' N2' C20' C19' 58.4(19) . . . . ? O10' N2' C20' C21' 46(2) . . . . ? O9' N2' C20' C21' -121.1(19) . . . . ? C19' C20' C21' C16' 0.0 . . . . ? N2' C20' C21' C16' 179.5(3) . . . . ? C17' C16' C21' C20' 0.0 . . . . ? C15' C16' C21' C20' -174.7(9) . . . . ? O1' Nd1' O11' C22' 146(3) 2_766 . . . ? O7' Nd1' O11' C22' 58(3) . . . . ? O3' Nd1' O11' C22' -126(3) . . . . ? O8' Nd1' O11' C22' -179(2) 2_767 . . . ? O2' Nd1' O11' C22' 16(4) 1_556 . . . ? O4' Nd1' O11' C22' -29(3) 2_667 . . . ? O1W' Nd1' O11' C22' -82(3) . . . . ? Nd1' O11' C22' N3' -115(3) . . . . ? O11' C22' N3' C23' 0.0(4) . . . . ? O11' C22' N3' C24' -180.0(3) . . . . ? O2 Nd1 O11 C22 -34.4(18) 1_556 . . . ? O7 Nd1 O11 C22 -19.3(14) . . . . ? O4 Nd1 O11 C22 -100.6(15) 2_667 . . . ? O3 Nd1 O11 C22 151.6(16) . . . . ? O1W Nd1 O11 C22 -146.0(13) . . . . ? O8 Nd1 O11 C22 106.0(15) 2_767 . . . ? O1 Nd1 O11 C22 67.7(14) 2_766 . . . ? Nd1 O11 C22 N3 121.9(13) . . . . ? O11 C22 N3 C23 0.2(4) . . . . ? O11 C22 N3 C24 179.9(3) . . . . ? C26 N4 C25 O12 0.0(3) . . . . ? C27 N4 C25 O12 180.0(3) . . . . ? _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 0.669 _refine_diff_density_min -0.510 _refine_diff_density_rms 0.168 _database_code_depnum_ccdc_archive 'CCDC 946328' ####################################################################### # # 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_Sm _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25.50 H23 N3 O11.50 Sm' _chemical_formula_weight 705.82 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' Sm Sm -0.1638 3.4418 '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' _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 9.5818(5) _cell_length_b 11.4188(7) _cell_length_c 14.3130(8) _cell_angle_alpha 72.293(3) _cell_angle_beta 80.953(3) _cell_angle_gamma 81.968(3) _cell_volume 1466.23(14) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2360 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 23.45 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.599 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 702 _exptl_absorpt_coefficient_mu 2.065 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4851 _exptl_absorpt_correction_T_max 0.5958 _exptl_absorpt_process_details sadabs _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8321 _diffrn_reflns_av_R_equivalents 0.0283 _diffrn_reflns_av_sigmaI/netI 0.0633 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.50 _diffrn_reflns_theta_max 26.00 _reflns_number_total 5675 _reflns_number_gt 4359 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1253P)^2^+3.1840P] 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 5675 _refine_ls_number_parameters 662 _refine_ls_number_restraints 58 _refine_ls_R_factor_all 0.0843 _refine_ls_R_factor_gt 0.0659 _refine_ls_wR_factor_ref 0.1987 _refine_ls_wR_factor_gt 0.1803 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.035 _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 0.7747(5) 0.4866(3) 1.0063(3) 0.0272(5) Uani 0.516(7) 1 d PDU . 1 O1W O 0.6164(17) 0.6764(12) 1.0120(12) 0.051(2) Uani 0.516(7) 1 d PDU . 1 O1 O 1.083(2) 0.6495(16) 0.1091(17) 0.037(3) Uani 0.516(7) 1 d PU . 1 O2 O 0.891(2) 0.5589(15) 0.0823(13) 0.042(3) Uani 0.516(7) 1 d PU . 1 C1 C 0.955(4) 0.603(3) 0.131(3) 0.040(2) Uani 0.516(7) 1 d PU . 1 C2 C 0.8828(14) 0.6220(13) 0.2312(8) 0.0443(18) Uani 0.516(7) 1 d PGU . 1 C3 C 0.9469(14) 0.6871(14) 0.2777(11) 0.047(3) Uani 0.516(7) 1 d PGU . 1 H3A H 1.0254 0.7288 0.2450 0.056 Uiso 0.516(7) 1 calc PR . 1 C4 C 0.8938(16) 0.6899(13) 0.3732(11) 0.050(3) Uani 0.516(7) 1 d PGDU . 1 H4A H 0.9367 0.7335 0.4044 0.060 Uiso 0.516(7) 1 calc PR . 1 C5 C 0.7766(13) 0.6276(10) 0.4222(8) 0.061(3) Uani 0.516(7) 1 d PGDU . 1 C6 C 0.7125(12) 0.5625(12) 0.3756(9) 0.060(3) Uani 0.516(7) 1 d PGDU . 1 H6A H 0.6340 0.5208 0.4084 0.072 Uiso 0.516(7) 1 calc PR . 1 C7 C 0.7656(15) 0.5597(14) 0.2801(9) 0.054(3) Uani 0.516(7) 1 d PGU . 1 H7A H 0.7227 0.5162 0.2489 0.064 Uiso 0.516(7) 1 calc PR . 1 O3 O 0.6070(19) 0.4768(15) 0.8946(18) 0.036(3) Uani 0.416(7) 1 d PDU . 1 O4 O 0.4035(16) 0.5929(14) 0.8520(13) 0.037(3) Uani 0.416(7) 1 d PDU . 1 C14 C 0.5271(17) 0.5437(11) 0.8349(17) 0.034(3) Uani 0.516(7) 1 d PDU . 1 C8 C 0.6980(12) 0.6141(9) 0.5277(7) 0.058(3) Uani 0.516(7) 1 d PGDU . 1 C9 C 0.7869(10) 0.5674(11) 0.6012(9) 0.039(3) Uani 0.516(7) 1 d PGDU . 1 H9A H 0.8835 0.5493 0.5845 0.046 Uiso 0.516(7) 1 calc PR . 1 C10 C 0.7313(12) 0.5478(11) 0.6999(8) 0.031(3) Uani 0.516(7) 1 d PGDU . 1 H10A H 0.7908 0.5165 0.7491 0.037 Uiso 0.516(7) 1 calc PR . 1 C11 C 0.5868(12) 0.5748(9) 0.7250(7) 0.039(3) Uani 0.516(7) 1 d PGDU . 1 C12 C 0.4979(10) 0.6215(12) 0.6514(9) 0.050(3) Uani 0.516(7) 1 d PGU . 1 H12A H 0.4013 0.6396 0.6682 0.060 Uiso 0.516(7) 1 calc PR . 1 C13 C 0.5535(12) 0.6411(11) 0.5528(8) 0.063(3) Uani 0.516(7) 1 d PGDU . 1 O5 O 0.508(3) 0.796(2) 0.4021(17) 0.122(6) Uani 0.516(7) 1 d PDU . 1 O6 O 0.358(3) 0.654(2) 0.4828(17) 0.127(6) Uani 0.516(7) 1 d PDU . 1 N1 N 0.461(3) 0.699(2) 0.4747(15) 0.090(4) Uani 0.516(7) 1 d PDU . 1 Sm1' Sm 0.7746(5) 0.4560(4) 1.0019(3) 0.0272(5) Uani 0.484(7) 1 d PDU . 2 O1W' O 0.6242(18) 0.6625(13) 0.9874(13) 0.051(2) Uani 0.484(7) 1 d PDU . 2 O1' O 1.082(3) 0.6160(17) 0.1075(18) 0.039(4) Uani 0.484(7) 1 d PU . 2 O2' O 0.878(2) 0.6019(15) 0.0823(14) 0.042(4) Uani 0.484(7) 1 d PU . 2 C1' C 0.955(5) 0.625(3) 0.136(3) 0.040(2) Uani 0.484(7) 1 d PU . 2 C2' C 0.8853(14) 0.6434(13) 0.2323(8) 0.0443(18) Uani 0.484(7) 1 d PGU . 2 C3' C 0.9689(12) 0.6641(16) 0.2957(12) 0.044(3) Uani 0.484(7) 1 d PGU . 2 H3'A H 1.0636 0.6779 0.2743 0.053 Uiso 0.484(7) 1 calc PR . 2 C4' C 0.9111(16) 0.6640(14) 0.3911(11) 0.052(3) Uani 0.484(7) 1 d PGDU . 2 H4'A H 0.9670 0.6779 0.4335 0.062 Uiso 0.484(7) 1 calc PR . 2 C5' C 0.7696(15) 0.6433(9) 0.4230(8) 0.056(3) Uani 0.484(7) 1 d PGDU . 2 C6' C 0.6860(11) 0.6226(12) 0.3597(9) 0.048(3) Uani 0.484(7) 1 d PGDU . 2 H6'A H 0.5913 0.6087 0.3811 0.057 Uiso 0.484(7) 1 calc PR . 2 C7' C 0.7438(14) 0.6226(14) 0.2643(9) 0.043(3) Uani 0.484(7) 1 d PGU . 2 H7'A H 0.6879 0.6088 0.2219 0.052 Uiso 0.484(7) 1 calc PR . 2 N1' N 0.493(4) 0.798(3) 0.490(2) 0.126(8) Uani 0.484(7) 1 d PDU . 2 O5' O 0.567(3) 0.875(3) 0.425(2) 0.125(7) Uani 0.384(7) 1 d PDU . 2 O6' O 0.360(4) 0.799(3) 0.499(2) 0.144(8) Uani 0.384(7) 1 d PDU . 2 O3' O 0.607(2) 0.5125(16) 0.8945(19) 0.036(3) Uani 0.384(7) 1 d PDU . 2 O4' O 0.3908(16) 0.5517(13) 0.8451(12) 0.029(3) Uani 0.384(7) 1 d PDU . 2 C14' C 0.525(2) 0.5442(10) 0.829(2) 0.045(5) Uani 0.484(7) 1 d PDU . 2 C8' C 0.6898(12) 0.6384(11) 0.5227(9) 0.060(3) Uani 0.484(7) 1 d PGDU . 2 C9' C 0.7653(13) 0.5453(14) 0.5885(11) 0.071(4) Uani 0.484(7) 1 d PGDU . 2 H9'A H 0.8471 0.5033 0.5653 0.085 Uiso 0.484(7) 1 calc PR . 2 C10' C 0.7185(19) 0.5147(12) 0.6892(10) 0.066(4) Uani 0.484(7) 1 d PGDU . 2 H10B H 0.7690 0.4524 0.7332 0.079 Uiso 0.484(7) 1 calc PR . 2 C11' C 0.5962(18) 0.5774(9) 0.7240(8) 0.051(4) Uani 0.484(7) 1 d PGDU . 2 C12' C 0.5207(14) 0.6706(11) 0.6582(9) 0.048(3) Uani 0.484(7) 1 d PGU . 2 H12B H 0.4389 0.7125 0.6815 0.057 Uiso 0.484(7) 1 calc PR . 2 C13' C 0.5675(14) 0.7011(10) 0.5576(8) 0.050(3) Uani 0.484(7) 1 d PGDU . 2 N2 N 1.2122(19) 0.1052(15) 1.4737(13) 0.079(3) Uani 0.25 1 d PDU A 1 O9 O 1.175(3) 0.122(3) 1.5573(15) 0.085(5) Uani 0.25 1 d PDU . 1 O10 O 1.3369(18) 0.084(3) 1.434(2) 0.084(5) Uani 0.25 1 d PDU A 1 O7 O 0.906(2) 0.354(2) 1.1295(17) 0.046(3) Uani 0.354(11) 1 d PDU A 1 O8 O 1.140(2) 0.349(3) 1.128(3) 0.043(3) Uani 0.354(11) 1 d PDU . 1 C15 C 1.026(2) 0.301(2) 1.155(2) 0.048(3) Uani 0.354(11) 1 d PDU A 1 C16 C 1.0105(19) 0.2016(14) 1.2568(10) 0.058(3) Uani 0.354(11) 1 d PGDU A 1 C17 C 0.9128(14) 0.1143(14) 1.2828(11) 0.064(3) Uani 0.354(11) 1 d PGDU A 1 H17A H 0.8510 0.1148 1.2386 0.077 Uiso 0.354(11) 1 calc PR A 1 C18 C 0.9076(17) 0.0263(16) 1.3747(13) 0.070(3) Uani 0.354(11) 1 d PGDU . 1 H18A H 0.8401 -0.0342 1.3927 0.084 Uiso 0.354(11) 1 d PR A 1 C19 C 1.000(2) 0.0256(15) 1.4407(11) 0.071(3) Uani 0.354(11) 1 d PGDU . 1 C20 C 1.0977(17) 0.1128(13) 1.4147(11) 0.070(3) Uani 0.354(11) 1 d PGDU A 1 C21 C 1.1029(18) 0.2008(13) 1.3228(11) 0.063(3) Uani 0.354(11) 1 d PGDU A 1 H21A H 1.1682 0.2592 1.3055 0.075 Uiso 0.354(11) 1 calc PR A 1 O7' O 0.9182(11) 0.3142(11) 1.1134(8) 0.044(2) Uani 0.646(11) 1 d PDU A 2 O8' O 1.1196(13) 0.3784(12) 1.1341(13) 0.044(3) Uani 0.646(11) 1 d PDU . 2 O10' O 1.3796(14) 0.041(3) 1.3769(18) 0.097(6) Uani 0.25 1 d PDU A 2 O9' O 1.260(2) -0.023(3) 1.5306(14) 0.092(4) Uani 0.25 1 d PDU . 2 N2' N 1.2679(13) 0.0258(16) 1.4381(12) 0.085(4) Uani 0.25 1 d PDU A 2 C15' C 1.0155(14) 0.3179(15) 1.1651(11) 0.048(2) Uani 0.646(11) 1 d PDU A 2 C16' C 1.0169(11) 0.2260(9) 1.2661(6) 0.056(2) Uani 0.646(11) 1 d PGDU A 2 C17' C 0.8862(9) 0.1968(11) 1.3202(8) 0.073(3) Uani 0.646(11) 1 d PGU A 2 H17B H 0.8027 0.2346 1.2942 0.087 Uiso 0.646(11) 1 calc PR A 2 C18' C 0.8805(9) 0.1112(12) 1.4132(8) 0.081(3) Uani 0.646(11) 1 d PGU . 2 H18B H 0.7897 0.0909 1.4509 0.097 Uiso 0.646(11) 1 d PR A 2 C19' C 1.0053(12) 0.0548(10) 1.4522(7) 0.074(3) Uani 0.646(11) 1 d PGDU . 2 C20' C 1.1359(10) 0.0840(10) 1.3981(8) 0.075(3) Uani 0.646(11) 1 d PGDU A 2 C21' C 1.1417(9) 0.1696(10) 1.3050(7) 0.063(3) Uani 0.646(11) 1 d PGDU A 2 H21B H 1.2291 0.1891 1.2688 0.075 Uiso 0.646(11) 1 calc PR A 2 O11' O 0.686(5) 0.259(3) 1.034(4) 0.083(2) Uani 0.294(13) 1 d PDU B 2 C22' C 0.636(4) 0.170(3) 1.096(3) 0.099(4) Uani 0.294(13) 1 d PDU B 2 H22B H 0.5455 0.1826 1.1289 0.119 Uiso 0.294(13) 1 calc PR B 2 C24' C 0.636(5) -0.045(3) 1.196(3) 0.114(6) Uani 0.294(13) 1 d PDU B 2 H24D H 0.5425 -0.0150 1.2198 0.171 Uiso 0.294(13) 1 calc PR B 2 H24E H 0.6923 -0.0764 1.2491 0.171 Uiso 0.294(13) 1 calc PR B 2 H24F H 0.6282 -0.1093 1.1671 0.171 Uiso 0.294(13) 1 calc PR B 2 C23' C 0.842(4) 0.030(4) 1.073(4) 0.111(8) Uani 0.294(13) 1 d PDU B 2 H23D H 0.8728 0.1035 1.0244 0.167 Uiso 0.294(13) 1 calc PR B 2 H23E H 0.8398 -0.0327 1.0416 0.167 Uiso 0.294(13) 1 calc PR B 2 H23F H 0.9069 0.0014 1.1219 0.167 Uiso 0.294(13) 1 calc PR B 2 N3' N 0.703(3) 0.058(3) 1.120(2) 0.104(4) Uani 0.294(13) 1 d PDU B 2 O11 O 0.678(2) 0.2698(13) 1.0390(15) 0.083(2) Uani 0.706(13) 1 d PDU B 1 C22 C 0.7449(18) 0.1700(13) 1.0743(12) 0.096(3) Uani 0.706(13) 1 d PDU B 1 H22A H 0.8344 0.1517 1.0431 0.115 Uiso 0.706(13) 1 calc PR B 1 C23 C 0.556(2) 0.1095(19) 1.2076(15) 0.122(6) Uani 0.706(13) 1 d PDU B 1 H23A H 0.5125 0.1894 1.1746 0.183 Uiso 0.706(13) 1 calc PR B 1 H23B H 0.5660 0.1065 1.2740 0.183 Uiso 0.706(13) 1 calc PR B 1 H23C H 0.4973 0.0472 1.2090 0.183 Uiso 0.706(13) 1 calc PR B 1 C24 C 0.778(2) -0.0303(16) 1.1947(18) 0.136(6) Uani 0.706(13) 1 d PDU B 1 H24A H 0.8671 -0.0325 1.1538 0.204 Uiso 0.706(13) 1 calc PR B 1 H24B H 0.7270 -0.0972 1.1950 0.204 Uiso 0.706(13) 1 calc PR B 1 H24C H 0.7942 -0.0382 1.2609 0.204 Uiso 0.706(13) 1 calc PR B 1 N3 N 0.6934(17) 0.0878(14) 1.1555(11) 0.113(4) Uani 0.706(13) 1 d PDU B 1 N4 N 0.322(2) 0.899(2) 0.1580(16) 0.166(8) Uani 0.50 1 d PDU . . O12 O 0.330(3) 1.089(2) 0.053(2) 0.169(9) Uani 0.50 1 d PDU . . C27 C 0.386(4) 0.771(2) 0.197(3) 0.158(10) Uani 0.50 1 d PDU . . H27A H 0.4697 0.7568 0.1541 0.236 Uiso 0.50 1 calc PR . . H27B H 0.3189 0.7146 0.2001 0.236 Uiso 0.50 1 calc PR . . H27C H 0.4099 0.7597 0.2619 0.236 Uiso 0.50 1 calc PR . . C26 C 0.180(3) 0.928(3) 0.207(3) 0.172(10) Uani 0.50 1 d PDU . . H26A H 0.1457 1.0112 0.1748 0.258 Uiso 0.50 1 calc PR . . H26B H 0.1855 0.9183 0.2749 0.258 Uiso 0.50 1 calc PR . . H26C H 0.1166 0.8724 0.2016 0.258 Uiso 0.50 1 calc PR . . C25 C 0.388(3) 0.983(3) 0.0833(18) 0.167(9) Uani 0.50 1 d PDU . . H25A H 0.4781 0.9617 0.0541 0.200 Uiso 0.50 1 calc PR . . 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 0.0255(2) 0.0340(13) 0.0164(4) -0.0007(8) 0.0015(2) -0.0031(9) O1W 0.050(3) 0.051(3) 0.052(3) -0.0169(14) -0.0051(14) -0.0040(14) O1 0.039(4) 0.036(6) 0.033(4) -0.012(5) 0.008(3) -0.005(4) O2 0.043(5) 0.042(6) 0.036(4) -0.006(4) -0.004(4) -0.005(5) C1 0.040(3) 0.043(5) 0.033(3) -0.004(3) 0.000(3) -0.007(4) C2 0.041(3) 0.052(4) 0.032(3) -0.002(3) 0.000(2) -0.006(3) C3 0.042(6) 0.057(6) 0.036(5) -0.007(5) -0.001(5) -0.003(5) C4 0.051(6) 0.061(6) 0.033(5) -0.007(5) -0.005(5) -0.001(5) C5 0.059(5) 0.075(6) 0.040(4) -0.009(4) 0.003(4) -0.005(5) C6 0.052(6) 0.072(6) 0.049(5) -0.013(5) 0.007(5) -0.007(5) C7 0.046(5) 0.065(6) 0.046(5) -0.010(5) 0.001(4) -0.012(5) O3 0.034(3) 0.048(6) 0.027(3) -0.011(5) -0.002(2) -0.003(4) O4 0.028(5) 0.047(7) 0.036(5) -0.011(5) 0.002(4) -0.010(5) C14 0.027(5) 0.049(6) 0.027(4) -0.013(4) 0.002(4) -0.006(4) C8 0.056(5) 0.073(6) 0.037(4) -0.010(4) 0.000(4) 0.000(5) C9 0.036(5) 0.060(6) 0.026(4) -0.023(5) 0.004(4) -0.009(5) C10 0.030(5) 0.045(6) 0.025(4) -0.023(4) -0.002(4) -0.003(4) C11 0.031(5) 0.052(5) 0.030(4) -0.010(4) 0.004(4) -0.005(4) C12 0.040(5) 0.066(6) 0.041(5) -0.012(5) -0.004(4) -0.006(5) C13 0.060(5) 0.077(6) 0.047(5) -0.019(5) -0.003(4) 0.003(5) O5 0.121(9) 0.122(9) 0.098(8) 0.003(6) -0.019(7) -0.003(7) O6 0.106(8) 0.150(10) 0.122(9) -0.018(7) -0.037(7) -0.024(7) N1 0.084(6) 0.108(7) 0.070(6) -0.012(5) -0.019(5) -0.002(6) Sm1' 0.0255(2) 0.0340(13) 0.0164(4) -0.0007(8) 0.0015(2) -0.0031(9) O1W' 0.050(3) 0.051(3) 0.052(3) -0.0169(14) -0.0051(14) -0.0040(14) O1' 0.039(5) 0.039(7) 0.036(5) -0.012(5) 0.008(4) -0.005(5) O2' 0.044(5) 0.046(7) 0.035(5) -0.011(5) -0.002(4) -0.008(5) C1' 0.040(3) 0.043(5) 0.033(3) -0.004(3) 0.000(3) -0.007(4) C2' 0.041(3) 0.052(4) 0.032(3) -0.002(3) 0.000(2) -0.006(3) C3' 0.040(5) 0.054(6) 0.030(5) -0.002(5) -0.004(4) -0.001(5) C4' 0.051(5) 0.061(6) 0.035(5) -0.004(5) -0.003(5) -0.003(5) C5' 0.051(5) 0.067(6) 0.041(5) -0.006(5) 0.001(4) -0.001(5) C6' 0.041(5) 0.054(6) 0.036(5) 0.001(5) -0.001(4) 0.002(5) C7' 0.038(5) 0.047(6) 0.033(5) 0.002(5) -0.004(4) -0.002(5) N1' 0.125(10) 0.131(10) 0.118(10) -0.030(7) -0.011(8) -0.011(8) O5' 0.132(10) 0.119(10) 0.120(10) -0.032(8) -0.014(8) -0.009(8) O6' 0.125(9) 0.154(11) 0.134(11) -0.019(8) -0.015(8) 0.002(8) O3' 0.034(3) 0.048(6) 0.027(3) -0.011(5) -0.002(2) -0.003(4) O4' 0.027(6) 0.039(7) 0.026(5) -0.013(5) 0.000(4) -0.014(5) C14' 0.042(7) 0.059(8) 0.034(6) -0.013(6) -0.007(5) -0.008(6) C8' 0.059(6) 0.067(6) 0.044(5) -0.009(5) 0.004(4) -0.006(5) C9' 0.064(6) 0.081(7) 0.054(6) -0.011(5) 0.005(5) 0.004(5) C10' 0.060(6) 0.076(7) 0.052(6) -0.012(5) 0.001(5) 0.003(5) C11' 0.048(6) 0.062(6) 0.039(5) -0.008(5) -0.003(5) -0.007(5) C12' 0.046(6) 0.058(6) 0.037(5) -0.008(5) -0.001(5) -0.014(5) C13' 0.052(6) 0.059(6) 0.036(5) -0.008(5) -0.001(5) -0.009(5) N2 0.076(4) 0.081(5) 0.074(4) -0.012(4) -0.014(4) -0.009(4) O9 0.087(7) 0.088(7) 0.079(6) -0.018(5) -0.015(5) -0.010(6) O10 0.081(6) 0.089(7) 0.085(7) -0.024(5) -0.016(5) -0.010(6) O7 0.040(4) 0.049(6) 0.037(5) 0.000(5) -0.001(4) 0.006(5) O8 0.040(5) 0.046(6) 0.032(5) 0.001(5) 0.000(5) 0.002(5) C15 0.041(4) 0.052(4) 0.039(4) 0.002(4) -0.002(4) 0.004(4) C16 0.049(4) 0.062(4) 0.047(4) 0.006(4) -0.004(3) -0.002(4) C17 0.056(5) 0.066(5) 0.054(5) 0.007(4) -0.008(4) -0.007(4) C18 0.063(5) 0.073(5) 0.057(5) 0.007(4) -0.007(4) -0.011(4) C19 0.065(5) 0.075(5) 0.058(5) 0.005(4) -0.008(4) -0.009(4) C20 0.065(4) 0.073(5) 0.059(4) 0.002(4) -0.008(4) -0.007(4) C21 0.057(5) 0.066(5) 0.053(4) 0.000(4) -0.006(4) -0.006(4) O7' 0.037(4) 0.048(5) 0.032(4) 0.006(4) -0.003(3) 0.005(4) O8' 0.038(4) 0.048(5) 0.032(4) 0.005(4) 0.000(4) 0.004(4) O10' 0.087(7) 0.099(8) 0.098(8) -0.024(6) -0.006(6) -0.002(6) O9' 0.087(6) 0.093(6) 0.087(5) -0.013(5) -0.018(5) -0.008(5) N2' 0.078(5) 0.087(5) 0.081(5) -0.009(4) -0.015(4) -0.008(4) C15' 0.039(3) 0.052(4) 0.038(4) 0.003(3) -0.002(3) 0.004(3) C16' 0.048(4) 0.060(4) 0.044(4) 0.006(3) -0.006(3) -0.004(3) C17' 0.055(4) 0.080(5) 0.054(4) 0.017(4) -0.001(4) 0.001(4) C18' 0.064(4) 0.086(5) 0.061(5) 0.018(4) 0.000(4) -0.003(4) C19' 0.066(4) 0.078(5) 0.057(4) 0.011(4) -0.006(4) -0.008(4) C20' 0.067(4) 0.077(4) 0.063(4) 0.005(4) -0.007(3) -0.006(4) C21' 0.053(4) 0.068(4) 0.051(4) 0.005(4) -0.006(4) -0.005(4) O11' 0.071(4) 0.078(4) 0.091(4) -0.010(3) -0.005(3) -0.014(3) C22' 0.092(5) 0.092(5) 0.102(5) -0.012(4) -0.006(5) -0.011(4) C24' 0.112(9) 0.104(8) 0.115(9) -0.017(7) -0.011(7) -0.011(7) C23' 0.108(9) 0.110(11) 0.110(11) -0.027(8) -0.009(8) -0.005(7) N3' 0.103(6) 0.093(5) 0.107(6) -0.017(5) -0.010(5) -0.007(5) O11 0.071(4) 0.078(4) 0.091(4) -0.010(3) -0.005(3) -0.014(3) C22 0.087(5) 0.089(5) 0.103(5) -0.014(4) -0.009(4) -0.009(4) C23 0.114(8) 0.115(9) 0.120(9) -0.016(7) 0.006(6) -0.015(7) C24 0.129(8) 0.119(7) 0.136(8) -0.007(6) -0.018(7) 0.002(6) N3 0.110(5) 0.099(5) 0.113(6) -0.010(4) -0.008(5) -0.007(5) N4 0.169(10) 0.160(10) 0.167(10) -0.048(7) -0.018(7) -0.014(7) O12 0.182(12) 0.156(10) 0.173(12) -0.049(8) -0.023(9) -0.019(8) C27 0.161(12) 0.158(11) 0.156(12) -0.049(8) -0.016(9) -0.019(8) C26 0.172(12) 0.167(13) 0.175(13) -0.050(9) -0.016(8) -0.012(8) C25 0.172(11) 0.163(10) 0.167(11) -0.049(7) -0.021(7) -0.013(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sm1 O2 2.07(2) 1_556 ? Sm1 O7 2.35(2) . ? Sm1 O8 2.37(3) 2_767 ? Sm1 O4 2.465(17) 2_667 ? Sm1 O3 2.474(19) . ? Sm1 O1W 2.481(12) . ? Sm1 O11 2.648(18) . ? Sm1 O1 2.69(2) 2_766 ? O1 C1 1.36(5) . ? O1 Sm1 2.69(2) 2_766 ? O2 C1 1.24(4) . ? O2 Sm1 2.07(2) 1_554 ? C1 C2 1.56(3) . ? C2 C3 1.3900 . ? C2 C7 1.3900 . ? C3 C4 1.3900 . ? C3 H3A 0.9300 . ? C4 C5 1.3900 . ? C4 H4A 0.9300 . ? C5 C6 1.3900 . ? C5 C8 1.551(15) . ? C6 C7 1.3900 . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? O3 C14 1.243(14) . ? O4 C14 1.259(15) . ? O4 Sm1 2.465(17) 2_667 ? C14 C11 1.54(2) . ? C8 C9 1.3900 . ? C8 C13 1.3900 . ? C9 C10 1.3900 . ? C9 H9A 0.9300 . ? C10 C11 1.3900 . ? C10 H10A 0.9300 . ? C11 C12 1.3900 . ? C12 C13 1.3900 . ? C12 H12A 0.9300 . ? C13 N1 1.47(2) . ? O5 N1 1.34(3) . ? O6 N1 1.15(3) . ? Sm1' O1' 2.19(2) 2_766 ? Sm1' O3' 2.289(19) . ? Sm1' O7' 2.358(11) . ? Sm1' O11' 2.41(4) . ? Sm1' O8' 2.463(15) 2_767 ? Sm1' O4' 2.479(17) 2_667 ? Sm1' O1W' 2.554(12) . ? Sm1' O2' 2.657(19) 1_556 ? O1' C1' 1.22(5) . ? O1' Sm1' 2.19(2) 2_766 ? O2' C1' 1.24(4) . ? O2' Sm1' 2.657(19) 1_554 ? C1' C2' 1.50(4) . ? C2' C3' 1.3900 . ? C2' C7' 1.3900 . ? C3' C4' 1.3900 . ? C3' H3'A 0.9300 . ? C4' C5' 1.3900 . ? C4' H4'A 0.9300 . ? C5' C6' 1.3900 . ? C5' C8' 1.498(16) . ? C6' C7' 1.3900 . ? C6' H6'A 0.9300 . ? C7' H7'A 0.9300 . ? N1' O6' 1.26(4) . ? N1' O5' 1.27(4) . ? N1' C13' 1.42(4) . ? O3' C14' 1.249(16) . ? O4' C14' 1.268(16) . ? O4' Sm1' 2.479(17) 2_667 ? C14' C11' 1.51(3) . ? C8' C9' 1.3900 . ? C8' C13' 1.3900 . ? C9' C10' 1.3900 . ? C9' H9'A 0.9300 . ? C10' C11' 1.3900 . ? C10' H10B 0.9300 . ? C11' C12' 1.3900 . ? C12' C13' 1.3900 . ? C12' H12B 0.9300 . ? N2 O9 1.257(8) . ? N2 O10 1.265(8) . ? N2 C20 1.464(6) . ? O9 C18 1.89(5) 2_758 ? O7 C15 1.281(10) . ? O8 C15 1.240(10) . ? O8 Sm1 2.37(3) 2_767 ? C15 C16 1.55(3) . ? C16 C17 1.3900 . ? C16 C21 1.3900 . ? C17 C18 1.3900 . ? C17 H17A 0.9300 . ? C18 C19 1.3900 . ? C18 O9 1.89(4) 2_758 ? C18 H18A 0.9627 . ? C19 C20 1.3900 . ? C19 C19 1.62(3) 2_758 ? C20 C21 1.3900 . ? C21 H21A 0.9300 . ? O7' C15' 1.290(9) . ? O8' C15' 1.240(9) . ? O8' Sm1' 2.463(15) 2_767 ? O10' N2' 1.268(8) . ? O9' N2' 1.264(8) . ? O9' C18' 1.74(4) 2_758 ? N2' C20' 1.460(6) . ? C15' C16' 1.507(17) . ? C16' C17' 1.3900 . ? C16' C21' 1.3900 . ? C17' C18' 1.3900 . ? C17' H17B 0.9300 . ? C18' C19' 1.3900 . ? C18' O9' 1.74(3) 2_758 ? C18' H18B 0.9663 . ? C19' C20' 1.3900 . ? C19' C19' 1.549(15) 2_758 ? C20' C21' 1.3900 . ? C21' H21B 0.9300 . ? O11' C22' 1.230(10) . ? C22' N3' 1.323(10) . ? C22' H22B 0.9300 . ? C24' N3' 1.475(17) . ? C24' H24D 0.9600 . ? C24' H24E 0.9600 . ? C24' H24F 0.9600 . ? C23' N3' 1.433(17) . ? C23' H23D 0.9600 . ? C23' H23E 0.9600 . ? C23' H23F 0.9600 . ? O11 C22 1.230(10) . ? C22 N3 1.328(9) . ? C22 H22A 0.9300 . ? C23 N3 1.437(15) . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 N3 1.471(15) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? N4 C25 1.345(9) . ? N4 C26 1.467(9) . ? N4 C27 1.470(9) . ? O12 C25 1.237(10) . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C25 H25A 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 Sm1 O7 59.9(8) 1_556 . ? O2 Sm1 O8 81.9(9) 1_556 2_767 ? O7 Sm1 O8 126.4(6) . 2_767 ? O2 Sm1 O4 95.8(6) 1_556 2_667 ? O7 Sm1 O4 74.9(6) . 2_667 ? O8 Sm1 O4 150.5(7) 2_767 2_667 ? O2 Sm1 O3 160.1(6) 1_556 . ? O7 Sm1 O3 139.7(8) . . ? O8 Sm1 O3 84.6(8) 2_767 . ? O4 Sm1 O3 88.9(7) 2_667 . ? O2 Sm1 O1W 80.5(6) 1_556 . ? O7 Sm1 O1W 128.4(7) . . ? O8 Sm1 O1W 72.6(8) 2_767 . ? O4 Sm1 O1W 78.0(5) 2_667 . ? O3 Sm1 O1W 81.5(6) . . ? O2 Sm1 O11 134.5(7) 1_556 . ? O7 Sm1 O11 76.4(7) . . ? O8 Sm1 O11 139.4(9) 2_767 . ? O4 Sm1 O11 58.5(6) 2_667 . ? O3 Sm1 O11 63.8(6) . . ? O1W Sm1 O11 122.7(6) . . ? O2 Sm1 O1 118.2(7) 1_556 2_766 ? O7 Sm1 O1 84.8(8) . 2_766 ? O8 Sm1 O1 81.8(8) 2_767 2_766 ? O4 Sm1 O1 123.7(6) 2_667 2_766 ? O3 Sm1 O1 73.9(7) . 2_766 ? O1W Sm1 O1 146.0(6) . 2_766 ? O11 Sm1 O1 65.9(6) . 2_766 ? C1 O1 Sm1 100.7(16) . 2_766 ? C1 O2 Sm1 177(2) . 1_554 ? O2 C1 O1 131(3) . . ? O2 C1 C2 121(3) . . ? O1 C1 C2 108(2) . . ? C3 C2 C7 120.0 . . ? C3 C2 C1 119.9(16) . . ? C7 C2 C1 119.5(15) . . ? C4 C3 C2 120.0 . . ? C4 C3 H3A 120.0 . . ? C2 C3 H3A 120.0 . . ? C3 C4 C5 120.0 . . ? C3 C4 H4A 120.0 . . ? C5 C4 H4A 120.0 . . ? C4 C5 C6 120.0 . . ? C4 C5 C8 130.6(7) . . ? C6 C5 C8 109.4(7) . . ? C7 C6 C5 120.0 . . ? C7 C6 H6A 120.0 . . ? C5 C6 H6A 120.0 . . ? C6 C7 C2 120.0 . . ? C6 C7 H7A 120.0 . . ? C2 C7 H7A 120.0 . . ? C14 O3 Sm1 141.8(9) . . ? C14 O4 Sm1 126.8(12) . 2_667 ? O3 C14 O4 128.8(17) . . ? O3 C14 C11 116.6(16) . . ? O4 C14 C11 114.6(16) . . ? C9 C8 C13 120.0 . . ? C9 C8 C5 113.3(6) . . ? C13 C8 C5 126.7(6) . . ? C8 C9 C10 120.0 . . ? C8 C9 H9A 120.0 . . ? C10 C9 H9A 120.0 . . ? C9 C10 C11 120.0 . . ? C9 C10 H10A 120.0 . . ? C11 C10 H10A 120.0 . . ? C12 C11 C10 120.0 . . ? C12 C11 C14 121.2(9) . . ? C10 C11 C14 118.7(10) . . ? C11 C12 C13 120.0 . . ? C11 C12 H12A 120.0 . . ? C13 C12 H12A 120.0 . . ? C12 C13 C8 120.0 . . ? C12 C13 N1 119.8(9) . . ? C8 C13 N1 120.0(10) . . ? O6 N1 O5 128(3) . . ? O6 N1 C13 116(2) . . ? O5 N1 C13 117(2) . . ? O1' Sm1' O3' 88.7(9) 2_766 . ? O1' Sm1' O7' 83.0(7) 2_766 . ? O3' Sm1' O7' 154.8(6) . . ? O1' Sm1' O11' 80.1(13) 2_766 . ? O3' Sm1' O11' 81.0(13) . . ? O7' Sm1' O11' 74.2(12) . . ? O1' Sm1' O8' 67.7(6) 2_766 2_767 ? O3' Sm1' O8' 77.4(7) . 2_767 ? O7' Sm1' O8' 120.3(4) . 2_767 ? O11' Sm1' O8' 141.2(13) . 2_767 ? O1' Sm1' O4' 157.2(7) 2_766 2_667 ? O3' Sm1' O4' 97.1(7) . 2_667 ? O7' Sm1' O4' 82.6(5) . 2_667 ? O11' Sm1' O4' 79.1(13) . 2_667 ? O8' Sm1' O4' 135.0(5) 2_767 2_667 ? O1' Sm1' O1W' 131.9(7) 2_766 . ? O3' Sm1' O1W' 61.9(6) . . ? O7' Sm1' O1W' 138.5(5) . . ? O11' Sm1' O1W' 126.1(12) . . ? O8' Sm1' O1W' 69.1(5) 2_767 . ? O4' Sm1' O1W' 69.2(5) 2_667 . ? O1' Sm1' O2' 117.4(8) 2_766 1_556 ? O3' Sm1' O2' 126.9(7) . 1_556 ? O7' Sm1' O2' 77.7(5) . 1_556 ? O11' Sm1' O2' 144.6(13) . 1_556 ? O8' Sm1' O2' 72.5(6) 2_767 1_556 ? O4' Sm1' O2' 76.4(5) 2_667 1_556 ? O1W' Sm1' O2' 66.8(6) . 1_556 ? C1' O1' Sm1' 138(2) . 2_766 ? C1' O2' Sm1' 154.6(19) . 1_554 ? O1' C1' O2' 115(3) . . ? O1' C1' C2' 127(3) . . ? O2' C1' C2' 117(3) . . ? C3' C2' C7' 120.0 . . ? C3' C2' C1' 119.0(18) . . ? C7' C2' C1' 120.4(18) . . ? C2' C3' C4' 120.0 . . ? C2' C3' H3'A 120.0 . . ? C4' C3' H3'A 120.0 . . ? C3' C4' C5' 120.0 . . ? C3' C4' H4'A 120.0 . . ? C5' C4' H4'A 120.0 . . ? C4' C5' C6' 120.0 . . ? C4' C5' C8' 127.5(7) . . ? C6' C5' C8' 112.5(7) . . ? C7' C6' C5' 120.0 . . ? C7' C6' H6'A 120.0 . . ? C5' C6' H6'A 120.0 . . ? C6' C7' C2' 120.0 . . ? C6' C7' H7'A 120.0 . . ? C2' C7' H7'A 120.0 . . ? O6' N1' O5' 126(4) . . ? O6' N1' C13' 117(3) . . ? O5' N1' C13' 117(3) . . ? C14' O3' Sm1' 174.4(18) . . ? C14' O4' Sm1' 131.4(14) . 2_667 ? O3' C14' O4' 125.3(19) . . ? O3' C14' C11' 115.6(18) . . ? O4' C14' C11' 119.0(18) . . ? C9' C8' C13' 120.0 . . ? C9' C8' C5' 104.7(6) . . ? C13' C8' C5' 135.3(6) . . ? C8' C9' C10' 120.0 . . ? C8' C9' H9'A 120.0 . . ? C10' C9' H9'A 120.0 . . ? C9' C10' C11' 120.0 . . ? C9' C10' H10B 120.0 . . ? C11' C10' H10B 120.0 . . ? C12' C11' C10' 120.0 . . ? C12' C11' C14' 114.4(11) . . ? C10' C11' C14' 125.2(10) . . ? C11' C12' C13' 120.0 . . ? C11' C12' H12B 120.0 . . ? C13' C12' H12B 120.0 . . ? C12' C13' C8' 120.0 . . ? C12' C13' N1' 120.5(13) . . ? C8' C13' N1' 119.5(13) . . ? O9 N2 O10 127.8(9) . . ? O9 N2 C20 116.2(9) . . ? O10 N2 C20 115.9(8) . . ? N2 O9 C18 100.3(19) . 2_758 ? C15 O7 Sm1 148.5(19) . . ? C15 O8 Sm1 135.3(18) . 2_767 ? O8 C15 O7 124.5(18) . . ? O8 C15 C16 118(2) . . ? O7 C15 C16 112(2) . . ? C17 C16 C21 120.0 . . ? C17 C16 C15 123.5(11) . . ? C21 C16 C15 116.5(12) . . ? C16 C17 C18 120.0 . . ? C16 C17 H17A 120.0 . . ? C18 C17 H17A 120.0 . . ? C19 C18 C17 120.0 . . ? C19 C18 O9 99.8(10) . 2_758 ? C17 C18 O9 139.5(10) . 2_758 ? C19 C18 H18A 119.9 . . ? C17 C18 H18A 120.1 . . ? O9 C18 H18A 21.3 2_758 . ? C20 C19 C18 120.0 . . ? C20 C19 C19 101.8(15) . 2_758 ? C18 C19 C19 135.3(16) . 2_758 ? C19 C20 C21 120.0 . . ? C19 C20 N2 122.5(4) . . ? C21 C20 N2 116.8(5) . . ? C20 C21 C16 120.0 . . ? C20 C21 H21A 120.0 . . ? C16 C21 H21A 120.0 . . ? C15' O7' Sm1' 137.5(10) . . ? C15' O8' Sm1' 145.0(11) . 2_767 ? N2' O9' C18' 117.3(17) . 2_758 ? O9' N2' O10' 127.3(9) . . ? O9' N2' C20' 116.8(8) . . ? O10' N2' C20' 115.5(8) . . ? O8' C15' O7' 125.5(13) . . ? O8' C15' C16' 116.2(12) . . ? O7' C15' C16' 117.5(11) . . ? C17' C16' C21' 120.0 . . ? C17' C16' C15' 117.2(8) . . ? C21' C16' C15' 122.7(8) . . ? C16' C17' C18' 120.0 . . ? C16' C17' H17B 120.0 . . ? C18' C17' H17B 120.0 . . ? C17' C18' C19' 120.0 . . ? C17' C18' O9' 125.0(7) . 2_758 ? C19' C18' O9' 110.7(8) . 2_758 ? C17' C18' H18B 120.0 . . ? C19' C18' H18B 120.0 . . ? O9' C18' H18B 22.0 2_758 . ? C20' C19' C18' 120.0 . . ? C20' C19' C19' 121.1(12) . 2_758 ? C18' C19' C19' 118.1(13) . 2_758 ? C19' C20' C21' 120.0 . . ? C19' C20' N2' 120.6(5) . . ? C21' C20' N2' 119.4(5) . . ? C20' C21' C16' 120.0 . . ? C20' C21' H21B 120.0 . . ? C16' C21' H21B 120.0 . . ? C22' O11' Sm1' 146(3) . . ? O11' C22' N3' 123(2) . . ? O11' C22' H22B 118.3 . . ? N3' C22' H22B 118.3 . . ? N3' C24' H24D 109.5 . . ? N3' C24' H24E 109.5 . . ? H24D C24' H24E 109.5 . . ? N3' C24' H24F 109.5 . . ? H24D C24' H24F 109.5 . . ? H24E C24' H24F 109.5 . . ? N3' C23' H23D 109.5 . . ? N3' C23' H23E 109.5 . . ? H23D C23' H23E 109.5 . . ? N3' C23' H23F 109.5 . . ? H23D C23' H23F 109.5 . . ? H23E C23' H23F 109.5 . . ? C22' N3' C23' 121.9(17) . . ? C22' N3' C24' 120.5(17) . . ? C23' N3' C24' 117.6(14) . . ? C22 O11 Sm1 123.9(11) . . ? O11 C22 N3 121.9(15) . . ? O11 C22 H22A 119.0 . . ? N3 C22 H22A 119.0 . . ? N3 C23 H23A 109.5 . . ? N3 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? N3 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? N3 C24 H24A 109.5 . . ? N3 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N3 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C22 N3 C23 122.2(13) . . ? C22 N3 C24 119.9(14) . . ? C23 N3 C24 117.9(12) . . ? C25 N4 C26 122.1(9) . . ? C25 N4 C27 122.5(9) . . ? C26 N4 C27 115.4(8) . . ? N4 C27 H27A 109.5 . . ? N4 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? N4 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N4 C26 H26A 109.5 . . ? N4 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? N4 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? O12 C25 N4 120.0(10) . . ? O12 C25 H25A 120.0 . . ? N4 C25 H25A 120.0 . . ? 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 Sm1 O2 C1 O1 -164(35) 1_554 . . . ? Sm1 O2 C1 C2 10(40) 1_554 . . . ? Sm1 O1 C1 O2 -31(4) 2_766 . . . ? Sm1 O1 C1 C2 154.0(16) 2_766 . . . ? O2 C1 C2 C3 -171(2) . . . . ? O1 C1 C2 C3 5(3) . . . . ? O2 C1 C2 C7 18(3) . . . . ? O1 C1 C2 C7 -166.3(16) . . . . ? C7 C2 C3 C4 0.0 . . . . ? C1 C2 C3 C4 -171.1(17) . . . . ? C2 C3 C4 C5 0.0 . . . . ? C3 C4 C5 C6 0.0 . . . . ? C3 C4 C5 C8 179.1(3) . . . . ? C4 C5 C6 C7 0.0 . . . . ? C8 C5 C6 C7 -179.3(2) . . . . ? C5 C6 C7 C2 0.0 . . . . ? C3 C2 C7 C6 0.0 . . . . ? C1 C2 C7 C6 171.1(17) . . . . ? O2 Sm1 O3 C14 3(4) 1_556 . . . ? O7 Sm1 O3 C14 172(2) . . . . ? O8 Sm1 O3 C14 -44(2) 2_767 . . . ? O4 Sm1 O3 C14 107(2) 2_667 . . . ? O1W Sm1 O3 C14 29(2) . . . . ? O11 Sm1 O3 C14 162(3) . . . . ? O1 Sm1 O3 C14 -127(3) 2_766 . . . ? Sm1 O3 C14 O4 -81(2) . . . . ? Sm1 O3 C14 C11 97(2) . . . . ? Sm1 O4 C14 O3 -29.5(8) 2_667 . . . ? Sm1 O4 C14 C11 152.5(9) 2_667 . . . ? C4 C5 C8 C9 -55.1(7) . . . . ? C6 C5 C8 C9 124.1(7) . . . . ? C4 C5 C8 C13 126.3(7) . . . . ? C6 C5 C8 C13 -54.5(7) . . . . ? C13 C8 C9 C10 0.0 . . . . ? C5 C8 C9 C10 -178.7(2) . . . . ? C8 C9 C10 C11 0.0 . . . . ? C9 C10 C11 C12 0.0 . . . . ? C9 C10 C11 C14 175.8(5) . . . . ? O3 C14 C11 C12 163.7(8) . . . . ? O4 C14 C11 C12 -18.0(9) . . . . ? O3 C14 C11 C10 -12.0(9) . . . . ? O4 C14 C11 C10 166.2(8) . . . . ? C10 C11 C12 C13 0.0 . . . . ? C14 C11 C12 C13 -175.7(6) . . . . ? C11 C12 C13 C8 0.0 . . . . ? C11 C12 C13 N1 -175.5(13) . . . . ? C9 C8 C13 C12 0.0 . . . . ? C5 C8 C13 C12 178.5(3) . . . . ? C9 C8 C13 N1 175.5(13) . . . . ? C5 C8 C13 N1 -6.0(13) . . . . ? C12 C13 N1 O6 -52.7(12) . . . . ? C8 C13 N1 O6 131.8(13) . . . . ? C12 C13 N1 O5 128.7(12) . . . . ? C8 C13 N1 O5 -46.8(14) . . . . ? Sm1' O1' C1' O2' -11(5) 2_766 . . . ? Sm1' O1' C1' C2' 159.7(18) 2_766 . . . ? Sm1' O2' C1' O1' 68(6) 1_554 . . . ? Sm1' O2' C1' C2' -104(5) 1_554 . . . ? O1' C1' C2' C3' 6(4) . . . . ? O2' C1' C2' C3' 177.2(19) . . . . ? O1' C1' C2' C7' -164(3) . . . . ? O2' C1' C2' C7' 6(3) . . . . ? C7' C2' C3' C4' 0.0 . . . . ? C1' C2' C3' C4' -171.0(16) . . . . ? C2' C3' C4' C5' 0.0 . . . . ? C3' C4' C5' C6' 0.0 . . . . ? C3' C4' C5' C8' 179.3(3) . . . . ? C4' C5' C6' C7' 0.0 . . . . ? C8' C5' C6' C7' -179.4(2) . . . . ? C5' C6' C7' C2' 0.0 . . . . ? C3' C2' C7' C6' 0.0 . . . . ? C1' C2' C7' C6' 170.8(17) . . . . ? O1' Sm1' O3' C14' -28(10) 2_766 . . . ? O7' Sm1' O3' C14' -98(10) . . . . ? O11' Sm1' O3' C14' -108(10) . . . . ? O8' Sm1' O3' C14' 40(10) 2_767 . . . ? O4' Sm1' O3' C14' 174(10) 2_667 . . . ? O1W' Sm1' O3' C14' 113(10) . . . . ? O2' Sm1' O3' C14' 96(10) 1_556 . . . ? Sm1' O3' C14' O4' 177(10) . . . . ? Sm1' O3' C14' C11' -4(10) . . . . ? Sm1' O4' C14' O3' 11.1(8) 2_667 . . . ? Sm1' O4' C14' C11' -167.9(9) 2_667 . . . ? C4' C5' C8' C9' -58.1(7) . . . . ? C6' C5' C8' C9' 121.2(7) . . . . ? C4' C5' C8' C13' 123.0(8) . . . . ? C6' C5' C8' C13' -57.7(8) . . . . ? C13' C8' C9' C10' 0.0 . . . . ? C5' C8' C9' C10' -179.1(2) . . . . ? C8' C9' C10' C11' 0.0 . . . . ? C9' C10' C11' C12' 0.0 . . . . ? C9' C10' C11' C14' 172.8(10) . . . . ? O3' C14' C11' C12' -146.1(9) . . . . ? O4' C14' C11' C12' 33.0(10) . . . . ? O3' C14' C11' C10' 40.7(9) . . . . ? O4' C14' C11' C10' -140.2(9) . . . . ? C10' C11' C12' C13' 0.0 . . . . ? C14' C11' C12' C13' -173.6(8) . . . . ? C11' C12' C13' C8' 0.0 . . . . ? C11' C12' C13' N1' -178.5(16) . . . . ? C9' C8' C13' C12' 0.0 . . . . ? C5' C8' C13' C12' 178.8(3) . . . . ? C9' C8' C13' N1' 178.6(16) . . . . ? C5' C8' C13' N1' -2.6(16) . . . . ? O6' N1' C13' C12' -46.9(14) . . . . ? O5' N1' C13' C12' 133.4(13) . . . . ? O6' N1' C13' C8' 134.5(14) . . . . ? O5' N1' C13' C8' -45.2(15) . . . . ? O10 N2 O9 C18 -109.1(18) . . . 2_758 ? C20 N2 O9 C18 71.7(18) . . . 2_758 ? O2 Sm1 O7 C15 -78(4) 1_556 . . . ? O8 Sm1 O7 C15 -27(5) 2_767 . . . ? O4 Sm1 O7 C15 176(4) 2_667 . . . ? O3 Sm1 O7 C15 106(4) . . . . ? O1W Sm1 O7 C15 -124(4) . . . . ? O11 Sm1 O7 C15 115(4) . . . . ? O1 Sm1 O7 C15 49(4) 2_766 . . . ? Sm1 O8 C15 O7 -23(5) 2_767 . . . ? Sm1 O8 C15 C16 -173.5(19) 2_767 . . . ? Sm1 O7 C15 O8 38(6) . . . . ? Sm1 O7 C15 C16 -170(3) . . . . ? O8 C15 C16 C17 -159(2) . . . . ? O7 C15 C16 C17 46(2) . . . . ? O8 C15 C16 C21 19(2) . . . . ? O7 C15 C16 C21 -135(2) . . . . ? C21 C16 C17 C18 0.0 . . . . ? C15 C16 C17 C18 178.4(12) . . . . ? C16 C17 C18 C19 0.0 . . . . ? C16 C17 C18 O9 -168(2) . . . 2_758 ? C17 C18 C19 C20 0.0 . . . . ? O9 C18 C19 C20 172.4(16) 2_758 . . . ? C17 C18 C19 C19 157(3) . . . 2_758 ? O9 C18 C19 C19 -31(2) 2_758 . . 2_758 ? C18 C19 C20 C21 0.0 . . . . ? C19 C19 C20 C21 -163(3) 2_758 . . . ? C18 C19 C20 N2 -170.0(10) . . . . ? C19 C19 C20 N2 27(2) 2_758 . . . ? O9 N2 C20 C19 -68.3(16) . . . . ? O10 N2 C20 C19 112.4(16) . . . . ? O9 N2 C20 C21 121.4(14) . . . . ? O10 N2 C20 C21 -57.9(15) . . . . ? C19 C20 C21 C16 0.0 . . . . ? N2 C20 C21 C16 170.6(9) . . . . ? C17 C16 C21 C20 0.0 . . . . ? C15 C16 C21 C20 -178.5(11) . . . . ? O1' Sm1' O7' C15' 106.5(16) 2_766 . . . ? O3' Sm1' O7' C15' 178(2) . . . . ? O11' Sm1' O7' C15' -172(2) . . . . ? O8' Sm1' O7' C15' 47.5(18) 2_767 . . . ? O4' Sm1' O7' C15' -91.2(16) 2_667 . . . ? O1W' Sm1' O7' C15' -44.6(19) . . . . ? O2' Sm1' O7' C15' -13.6(16) 1_556 . . . ? C18' O9' N2' O10' -144(3) 2_758 . . . ? C18' O9' N2' C20' 44(3) 2_758 . . . ? Sm1' O8' C15' O7' 14(3) 2_767 . . . ? Sm1' O8' C15' C16' -176.7(13) 2_767 . . . ? Sm1' O7' C15' O8' -47(3) . . . . ? Sm1' O7' C15' C16' 143.3(10) . . . . ? O8' C15' C16' C17' 153.1(13) . . . . ? O7' C15' C16' C17' -36.6(16) . . . . ? O8' C15' C16' C21' -28.0(16) . . . . ? O7' C15' C16' C21' 142.3(13) . . . . ? C21' C16' C17' C18' 0.0 . . . . ? C15' C16' C17' C18' 179.0(9) . . . . ? C16' C17' C18' C19' 0.0 . . . . ? C16' C17' C18' O9' -154.5(17) . . . 2_758 ? C17' C18' C19' C20' 0.0 . . . . ? O9' C18' C19' C20' 157.9(14) 2_758 . . . ? C17' C18' C19' C19' -170(2) . . . 2_758 ? O9' C18' C19' C19' -12.4(15) 2_758 . . 2_758 ? C18' C19' C20' C21' 0.0 . . . . ? C19' C19' C20' C21' 170(2) 2_758 . . . ? C18' C19' C20' N2' 179.8(3) . . . . ? C19' C19' C20' N2' -10(2) 2_758 . . . ? O9' N2' C20' C19' -19(2) . . . . ? O10' N2' C20' C19' 168(2) . . . . ? O9' N2' C20' C21' 160.5(19) . . . . ? O10' N2' C20' C21' -12(2) . . . . ? C19' C20' C21' C16' 0.0 . . . . ? N2' C20' C21' C16' -179.8(3) . . . . ? C17' C16' C21' C20' 0.0 . . . . ? C15' C16' C21' C20' -178.9(9) . . . . ? O1' Sm1' O11' C22' 144(5) 2_766 . . . ? O3' Sm1' O11' C22' -126(4) . . . . ? O7' Sm1' O11' C22' 59(4) . . . . ? O8' Sm1' O11' C22' 178(3) 2_767 . . . ? O4' Sm1' O11' C22' -27(4) 2_667 . . . ? O1W' Sm1' O11' C22' -81(5) . . . . ? O2' Sm1' O11' C22' 20(6) 1_556 . . . ? Sm1' O11' C22' N3' -113(5) . . . . ? O11' C22' N3' C23' 0.0(4) . . . . ? O11' C22' N3' C24' 180.0(3) . . . . ? O2 Sm1 O11 C22 -39.5(19) 1_556 . . . ? O7 Sm1 O11 C22 -23.3(15) . . . . ? O8 Sm1 O11 C22 107.7(16) 2_767 . . . ? O4 Sm1 O11 C22 -103.7(16) 2_667 . . . ? O3 Sm1 O11 C22 150.3(17) . . . . ? O1W Sm1 O11 C22 -150.5(13) . . . . ? O1 Sm1 O11 C22 67.1(15) 2_766 . . . ? Sm1 O11 C22 N3 123.5(14) . . . . ? O11 C22 N3 C23 0.2(3) . . . . ? O11 C22 N3 C24 179.9(3) . . . . ? C26 N4 C25 O12 0.0(3) . . . . ? C27 N4 C25 O12 180.0(3) . . . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.952 _refine_diff_density_min -0.813 _refine_diff_density_rms 0.185 _database_code_depnum_ccdc_archive 'CCDC 946329' ####################################################################### # # 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_Eu _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25.50 H23 Eu N3 O11.50' _chemical_formula_weight 707.43 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' Eu Eu -0.1578 3.6682 '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' _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 9.5632(3) _cell_length_b 11.4212(4) _cell_length_c 14.3028(5) _cell_angle_alpha 72.138(2) _cell_angle_beta 80.833(2) _cell_angle_gamma 81.905(2) _cell_volume 1460.86(9) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2629 _cell_measurement_theta_min 2.73 _cell_measurement_theta_max 23.42 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.37 _exptl_crystal_size_min 0.31 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.608 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 704 _exptl_absorpt_coefficient_mu 2.210 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4718 _exptl_absorpt_correction_T_max 0.5475 _exptl_absorpt_process_details SADABS _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_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8145 _diffrn_reflns_av_R_equivalents 0.0267 _diffrn_reflns_av_sigmaI/netI 0.0572 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.51 _diffrn_reflns_theta_max 26.00 _reflns_number_total 5577 _reflns_number_gt 4375 _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, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1028P)^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 5577 _refine_ls_number_parameters 674 _refine_ls_number_restraints 41 _refine_ls_R_factor_all 0.0687 _refine_ls_R_factor_gt 0.0539 _refine_ls_wR_factor_ref 0.1540 _refine_ls_wR_factor_gt 0.1402 _refine_ls_goodness_of_fit_ref 1.041 _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 Eu1 Eu 0.7749(6) 0.4739(5) 1.0064(6) 0.0369(9) Uani 0.542(10) 1 d P . 1 O1W O 0.613(4) 0.671(3) 1.004(4) 0.061(9) Uani 0.542(10) 1 d P . 1 O1 O 1.084(2) 0.6474(14) 0.1071(14) 0.038(3) Uani 0.542(10) 1 d PU . 1 O2 O 0.8893(16) 0.5613(12) 0.0822(11) 0.040(3) Uani 0.542(10) 1 d PU . 1 C1 C 0.953(4) 0.604(2) 0.132(2) 0.039(2) Uani 0.542(10) 1 d PU . 1 C2 C 0.8829(12) 0.6259(11) 0.2293(6) 0.0461(16) Uani 0.542(10) 1 d PGU . 1 C3 C 0.9486(11) 0.6878(11) 0.2775(9) 0.047(3) Uani 0.542(10) 1 d PGU . 1 H3A H 1.0286 0.7282 0.2456 0.057 Uiso 0.542(10) 1 calc PR . 1 C4 C 0.8949(13) 0.6893(10) 0.3734(9) 0.050(3) Uani 0.542(10) 1 d PGDU . 1 H4A H 0.9388 0.7307 0.4056 0.060 Uiso 0.542(10) 1 calc PR . 1 C5 C 0.7754(11) 0.6289(8) 0.4210(6) 0.060(3) Uani 0.542(10) 1 d PGDU . 1 C6 C 0.7096(10) 0.5670(11) 0.3728(7) 0.060(3) Uani 0.542(10) 1 d PGDU . 1 H6A H 0.6297 0.5266 0.4047 0.072 Uiso 0.542(10) 1 calc PR . 1 C7 C 0.7634(13) 0.5655(12) 0.2770(8) 0.054(3) Uani 0.542(10) 1 d PGU . 1 H7A H 0.7194 0.5241 0.2447 0.065 Uiso 0.542(10) 1 calc PR . 1 O3 O 0.6066(16) 0.4773(12) 0.8946(13) 0.033(2) Uani 0.342(10) 1 d PDU . 1 O4 O 0.4012(16) 0.5914(13) 0.8536(12) 0.043(3) Uani 0.342(10) 1 d PDU . 1 C14 C 0.5248(16) 0.5442(10) 0.8352(15) 0.037(3) Uani 0.542(10) 1 d PDU . 1 C8 C 0.6986(10) 0.6156(7) 0.5279(6) 0.057(3) Uani 0.542(10) 1 d PGDU . 1 C9 C 0.7872(8) 0.5667(10) 0.6016(7) 0.038(3) Uani 0.542(10) 1 d PGDU . 1 H9A H 0.8838 0.5474 0.5848 0.046 Uiso 0.542(10) 1 calc PR . 1 C10 C 0.7315(10) 0.5468(9) 0.7005(6) 0.033(2) Uani 0.542(10) 1 d PGDU . 1 H10A H 0.7908 0.5141 0.7498 0.039 Uiso 0.542(10) 1 calc PR . 1 C11 C 0.5870(11) 0.5758(8) 0.7256(5) 0.039(3) Uani 0.542(10) 1 d PGDU . 1 C12 C 0.4984(8) 0.6246(10) 0.6519(7) 0.049(3) Uani 0.542(10) 1 d PGU . 1 H12A H 0.4018 0.6440 0.6687 0.059 Uiso 0.542(10) 1 calc PR . 1 C13 C 0.5542(10) 0.6445(10) 0.5530(6) 0.066(3) Uani 0.542(10) 1 d PGDU . 1 O5 O 0.506(2) 0.7997(19) 0.4032(13) 0.119(5) Uani 0.342(10) 1 d PDU . 1 O6 O 0.352(2) 0.6626(19) 0.4860(13) 0.123(5) Uani 0.342(10) 1 d PDU . 1 N1 N 0.464(2) 0.7097(16) 0.4739(12) 0.091(4) Uani 0.542(10) 1 d PDU . 1 Eu1' Eu 0.7738(7) 0.4701(7) 1.0014(7) 0.0428(16) Uani 0.458(10) 1 d P . 2 O1W' O 0.627(4) 0.664(4) 0.992(5) 0.075(13) Uani 0.358(10) 1 d P . 2 O1' O 1.081(3) 0.6133(16) 0.1071(18) 0.040(4) Uani 0.458(10) 1 d PU . 2 O2' O 0.874(2) 0.6043(15) 0.0832(13) 0.042(3) Uani 0.458(10) 1 d PU . 2 C1' C 0.954(5) 0.624(3) 0.135(3) 0.039(2) Uani 0.458(10) 1 d PU . 2 C2' C 0.8825(14) 0.6434(12) 0.2320(8) 0.0461(16) Uani 0.458(10) 1 d PGU . 2 C3' C 0.9684(11) 0.6597(15) 0.2959(11) 0.045(3) Uani 0.458(10) 1 d PGU . 2 H3'A H 1.0641 0.6702 0.2747 0.054 Uiso 0.458(10) 1 calc PR . 2 C4' C 0.9112(14) 0.6601(13) 0.3914(10) 0.053(3) Uani 0.458(10) 1 d PGDU . 2 H4'A H 0.9687 0.6710 0.4342 0.063 Uiso 0.458(10) 1 calc PR . 2 C5' C 0.7681(14) 0.6443(8) 0.4230(7) 0.058(3) Uani 0.458(10) 1 d PGDU . 2 C6' C 0.6822(11) 0.6281(12) 0.3591(9) 0.050(3) Uani 0.458(10) 1 d PGDU . 2 H6'A H 0.5864 0.6175 0.3803 0.060 Uiso 0.458(10) 1 calc PR . 2 C7' C 0.7394(13) 0.6276(13) 0.2636(8) 0.047(3) Uani 0.458(10) 1 d PGU . 2 H7'A H 0.6819 0.6167 0.2208 0.057 Uiso 0.458(10) 1 calc PR . 2 N1' N 0.502(3) 0.8011(19) 0.4860(15) 0.104(6) Uani 0.458(10) 1 d PDU . 2 O5' O 0.565(2) 0.880(2) 0.4277(15) 0.112(6) Uani 0.358(10) 1 d PDU . 2 O6' O 0.364(3) 0.792(2) 0.4942(15) 0.120(6) Uani 0.358(10) 1 d PDU . 2 O3' O 0.6087(19) 0.5151(14) 0.8975(16) 0.033(2) Uani 0.358(10) 1 d PDU . 2 O4' O 0.3933(16) 0.5508(13) 0.8471(12) 0.029(3) Uani 0.358(10) 1 d PDU . 2 C14' C 0.527(2) 0.5452(10) 0.8316(19) 0.047(5) Uani 0.458(10) 1 d PDU . 2 C8' C 0.6905(12) 0.6403(11) 0.5217(8) 0.063(4) Uani 0.458(10) 1 d PGDU . 2 C9' C 0.7669(13) 0.5479(14) 0.5877(11) 0.076(4) Uani 0.458(10) 1 d PGDU . 2 H9'A H 0.8490 0.5060 0.5644 0.091 Uiso 0.458(10) 1 calc PR . 2 C10' C 0.7207(18) 0.5180(12) 0.6886(10) 0.067(4) Uani 0.458(10) 1 d PGDU . 2 H10B H 0.7719 0.4562 0.7328 0.080 Uiso 0.458(10) 1 calc PR . 2 C11' C 0.5980(17) 0.5806(9) 0.7235(7) 0.051(4) Uani 0.458(10) 1 d PGDU . 2 C12' C 0.5216(13) 0.6730(10) 0.6575(8) 0.048(3) Uani 0.458(10) 1 d PGU . 2 H12B H 0.4395 0.7149 0.6808 0.057 Uiso 0.458(10) 1 calc PR . 2 C13' C 0.5678(13) 0.7029(10) 0.5566(8) 0.052(3) Uani 0.458(10) 1 d PGDU . 2 N2 N 1.2131(18) 0.1125(14) 1.4736(12) 0.083(3) Uani 0.25 1 d PDU A 1 O9 O 1.179(3) 0.131(3) 1.5565(14) 0.102(6) Uani 0.25 1 d PDU A 1 O10 O 1.3375(16) 0.090(3) 1.4321(19) 0.101(6) Uani 0.25 1 d PDU A 1 O7 O 0.9083(19) 0.3495(18) 1.1253(16) 0.042(3) Uani 0.366(10) 1 d PDU A 1 O8 O 1.140(2) 0.348(2) 1.128(2) 0.043(3) Uani 0.366(10) 1 d PDU . 1 C15 C 1.027(2) 0.2993(19) 1.1566(19) 0.045(3) Uani 0.366(10) 1 d PDU A 1 C16 C 1.0127(16) 0.2030(12) 1.2568(8) 0.057(2) Uani 0.366(10) 1 d PGDU A 1 C17 C 0.9145(12) 0.1159(12) 1.2841(9) 0.065(3) Uani 0.366(10) 1 d PGDU A 1 H17A H 0.8533 0.1149 1.2400 0.079 Uiso 0.366(10) 1 calc PR A 1 C18 C 0.9078(14) 0.0303(13) 1.3774(11) 0.070(3) Uani 0.366(10) 1 d PGDU A 1 H18A H 0.8400 -0.0299 1.3963 0.084 Uiso 0.366(10) 1 d PR A 1 C19 C 0.9992(17) 0.0318(13) 1.4434(9) 0.076(3) Uani 0.366(10) 1 d PGDU . 1 C20 C 1.0974(14) 0.1189(11) 1.4161(9) 0.071(3) Uani 0.366(10) 1 d PGDU A 1 C21 C 1.1041(15) 0.2045(11) 1.3227(9) 0.061(3) Uani 0.366(10) 1 d PGDU A 1 H21A H 1.1698 0.2628 1.3044 0.073 Uiso 0.366(10) 1 calc PR A 1 O7' O 0.9176(12) 0.3138(10) 1.1126(9) 0.047(3) Uani 0.634(10) 1 d PDU A 2 O8' O 1.1186(12) 0.3782(10) 1.1332(12) 0.044(3) Uani 0.634(10) 1 d PDU . 2 O10' O 1.3817(13) 0.062(3) 1.390(2) 0.111(6) Uani 0.25 1 d PDU A 2 O9' O 1.254(2) -0.077(2) 1.5103(19) 0.115(6) Uani 0.25 1 d PDU . 2 N2' N 1.2679(13) 0.0168(15) 1.4349(12) 0.096(4) Uani 0.25 1 d PDU A 2 C15' C 1.0134(13) 0.3205(13) 1.1640(10) 0.046(2) Uani 0.634(10) 1 d PDU A 2 C16' C 1.0163(9) 0.2262(8) 1.2661(5) 0.054(2) Uani 0.634(10) 1 d PGDU A 2 C17' C 0.8856(8) 0.1968(10) 1.3207(7) 0.076(3) Uani 0.634(10) 1 d PGU A 2 H17B H 0.8017 0.2362 1.2957 0.091 Uiso 0.634(10) 1 calc PR A 2 C18' C 0.8803(8) 0.1084(11) 1.4128(7) 0.083(3) Uani 0.634(10) 1 d PGU . 2 H18B H 0.7900 0.0881 1.4505 0.100 Uiso 0.634(10) 1 d PR A 2 C19' C 1.0056(10) 0.0495(9) 1.4502(6) 0.078(3) Uani 0.634(10) 1 d PGDU . 2 C20' C 1.1363(9) 0.0790(9) 1.3955(7) 0.077(3) Uani 0.634(10) 1 d PGDU A 2 C21' C 1.1416(8) 0.1673(9) 1.3034(6) 0.061(3) Uani 0.634(10) 1 d PGDU A 2 H21B H 1.2291 0.1870 1.2669 0.073 Uiso 0.634(10) 1 calc PR A 2 O11' O 0.687(4) 0.254(2) 1.030(3) 0.074(2) Uani 0.303(12) 1 d PDU B 2 C22' C 0.649(3) 0.169(2) 1.103(2) 0.094(3) Uani 0.303(12) 1 d PDU B 2 H22B H 0.5672 0.1846 1.1442 0.113 Uiso 0.303(12) 1 calc PR B 2 C24' C 0.671(5) -0.039(3) 1.215(2) 0.111(6) Uani 0.303(12) 1 d PDU B 2 H24D H 0.5780 -0.0126 1.2427 0.167 Uiso 0.303(12) 1 calc PR B 2 H24E H 0.7360 -0.0563 1.2632 0.167 Uiso 0.303(12) 1 calc PR B 2 H24F H 0.6660 -0.1130 1.1972 0.167 Uiso 0.303(12) 1 calc PR B 2 C23' C 0.847(4) 0.028(3) 1.068(3) 0.111(7) Uani 0.303(12) 1 d PDU B 2 H23D H 0.8796 0.1016 1.0204 0.167 Uiso 0.303(12) 1 calc PR B 2 H23E H 0.8282 -0.0274 1.0331 0.167 Uiso 0.303(12) 1 calc PR B 2 H23F H 0.9198 -0.0121 1.1095 0.167 Uiso 0.303(12) 1 calc PR B 2 N3' N 0.720(3) 0.058(2) 1.1266(19) 0.102(4) Uani 0.303(12) 1 d PDU B 2 O11 O 0.6783(17) 0.2729(10) 1.0409(10) 0.074(2) Uani 0.697(12) 1 d PDU B 1 C22 C 0.7420(15) 0.1713(10) 1.0698(10) 0.090(3) Uani 0.697(12) 1 d PDU B 1 H22A H 0.8296 0.1526 1.0360 0.108 Uiso 0.697(12) 1 calc PR B 1 C23 C 0.5577(18) 0.1044(16) 1.2053(13) 0.124(5) Uani 0.697(12) 1 d PDU B 1 H23A H 0.5108 0.1837 1.1741 0.186 Uiso 0.697(12) 1 calc PR B 1 H23B H 0.5734 0.1014 1.2706 0.186 Uiso 0.697(12) 1 calc PR B 1 H23C H 0.4991 0.0408 1.2094 0.186 Uiso 0.697(12) 1 calc PR B 1 C24 C 0.778(2) -0.0350(13) 1.1764(15) 0.124(5) Uani 0.697(12) 1 d PDU B 1 H24A H 0.8648 -0.0304 1.1320 0.186 Uiso 0.697(12) 1 calc PR B 1 H24B H 0.7270 -0.0993 1.1716 0.186 Uiso 0.697(12) 1 calc PR B 1 H24C H 0.7992 -0.0531 1.2430 0.186 Uiso 0.697(12) 1 calc PR B 1 N3 N 0.6883(15) 0.0858(11) 1.1495(9) 0.110(3) Uani 0.697(12) 1 d PDU B 1 N4 N 0.329(2) 0.897(2) 0.1567(14) 0.174(8) Uani 0.50 1 d PDU . . O12 O 0.345(3) 1.086(2) 0.0520(18) 0.189(8) Uani 0.50 1 d PDU . . C27 C 0.393(4) 0.770(2) 0.199(2) 0.175(9) Uani 0.50 1 d PDU . . H27A H 0.4775 0.7537 0.1576 0.263 Uiso 0.50 1 calc PR . . H27B H 0.3260 0.7125 0.2043 0.263 Uiso 0.50 1 calc PR . . H27C H 0.4162 0.7617 0.2641 0.263 Uiso 0.50 1 calc PR . . C26 C 0.182(3) 0.925(3) 0.197(3) 0.185(10) Uani 0.50 1 d PDU . . H26A H 0.1493 1.0087 0.1642 0.278 Uiso 0.50 1 calc PR . . H26B H 0.1763 0.9132 0.2665 0.278 Uiso 0.50 1 calc PR . . H26C H 0.1223 0.8702 0.1856 0.278 Uiso 0.50 1 calc PR . . C25 C 0.402(2) 0.981(2) 0.0856(16) 0.181(8) Uani 0.50 1 d PDU . . H25A H 0.4956 0.9603 0.0620 0.217 Uiso 0.50 1 calc PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Eu1 0.0295(18) 0.054(2) 0.0151(11) 0.0050(10) 0.0009(9) -0.0015(11) O1W 0.056(16) 0.040(12) 0.086(18) -0.028(13) -0.001(12) 0.014(10) O1 0.038(4) 0.039(6) 0.033(4) -0.012(4) 0.003(3) 0.000(4) O2 0.041(4) 0.040(5) 0.035(4) -0.007(4) -0.001(3) -0.001(4) C1 0.034(3) 0.045(5) 0.030(3) -0.002(3) -0.003(2) -0.002(4) C2 0.039(3) 0.059(3) 0.031(3) -0.002(2) 0.002(2) -0.006(3) C3 0.041(5) 0.059(6) 0.032(5) -0.001(4) -0.001(4) -0.004(4) C4 0.048(5) 0.062(6) 0.029(5) 0.001(4) -0.003(4) 0.000(4) C5 0.059(5) 0.082(5) 0.030(4) -0.009(4) 0.002(4) -0.007(5) C6 0.053(5) 0.078(6) 0.042(5) -0.012(5) 0.005(4) -0.011(5) C7 0.045(5) 0.074(6) 0.041(5) -0.011(5) 0.001(4) -0.015(5) O3 0.033(2) 0.044(6) 0.023(2) -0.012(5) -0.0032(19) -0.003(4) O4 0.038(5) 0.052(6) 0.036(5) -0.009(5) 0.004(4) -0.007(5) C14 0.030(5) 0.054(5) 0.025(4) -0.011(4) 0.003(4) -0.005(4) C8 0.055(5) 0.078(5) 0.028(4) -0.005(4) 0.001(4) 0.001(5) C9 0.038(5) 0.065(5) 0.017(4) -0.021(4) 0.001(4) -0.007(4) C10 0.032(4) 0.055(5) 0.017(4) -0.020(4) 0.000(3) -0.002(4) C11 0.030(5) 0.059(5) 0.025(4) -0.010(4) 0.006(4) -0.007(4) C12 0.037(5) 0.070(6) 0.038(4) -0.013(5) -0.003(4) -0.005(5) C13 0.061(5) 0.083(6) 0.043(4) -0.011(5) 0.002(4) 0.003(5) O5 0.121(9) 0.124(8) 0.089(7) 0.000(6) -0.016(7) -0.001(7) O6 0.107(8) 0.154(9) 0.107(8) -0.024(7) -0.031(6) -0.019(7) N1 0.086(6) 0.112(7) 0.064(5) -0.012(5) -0.014(5) -0.001(5) Eu1' 0.0192(18) 0.080(4) 0.0171(16) 0.0030(13) 0.0013(10) -0.0063(15) O1W' 0.025(11) 0.09(3) 0.09(2) 0.000(19) 0.009(11) -0.022(14) O1' 0.040(5) 0.041(7) 0.037(5) -0.009(5) 0.001(4) -0.011(5) O2' 0.046(5) 0.044(6) 0.034(4) -0.012(5) -0.001(4) -0.005(5) C1' 0.034(3) 0.045(5) 0.030(3) -0.002(3) -0.003(2) -0.002(4) C2' 0.039(3) 0.059(3) 0.031(3) -0.002(2) 0.002(2) -0.006(3) C3' 0.041(5) 0.054(6) 0.030(5) -0.002(5) -0.002(4) -0.001(5) C4' 0.052(5) 0.063(6) 0.035(5) -0.005(5) 0.003(5) -0.008(5) C5' 0.050(5) 0.072(6) 0.041(5) -0.008(5) 0.004(4) -0.002(5) C6' 0.036(5) 0.058(6) 0.041(5) -0.001(5) 0.005(4) -0.003(5) C7' 0.040(5) 0.054(6) 0.038(5) 0.001(5) -0.003(4) -0.004(5) N1' 0.099(8) 0.113(9) 0.088(8) -0.018(6) -0.006(7) -0.002(7) O5' 0.115(9) 0.106(9) 0.105(9) -0.018(7) -0.013(7) -0.010(7) O6' 0.104(8) 0.132(9) 0.102(8) -0.005(7) -0.019(7) 0.002(7) O3' 0.033(2) 0.044(6) 0.023(2) -0.012(5) -0.0032(19) -0.003(4) O4' 0.022(5) 0.042(7) 0.024(5) -0.010(5) -0.002(4) -0.011(5) C14' 0.038(7) 0.066(8) 0.035(6) -0.011(6) -0.005(5) -0.008(6) C8' 0.058(6) 0.073(6) 0.045(5) -0.006(5) 0.008(4) -0.005(5) C9' 0.067(7) 0.088(7) 0.055(6) -0.011(5) 0.009(5) 0.009(5) C10' 0.061(6) 0.081(7) 0.049(6) -0.013(5) -0.001(5) 0.005(5) C11' 0.044(6) 0.068(6) 0.036(5) -0.009(5) -0.001(5) -0.007(5) C12' 0.041(6) 0.061(6) 0.038(5) -0.010(5) 0.000(4) -0.009(5) C13' 0.050(6) 0.064(6) 0.037(5) -0.006(5) 0.001(5) -0.009(5) N2 0.075(5) 0.088(6) 0.076(5) -0.003(5) -0.018(4) -0.009(5) O9 0.103(10) 0.115(11) 0.088(8) -0.021(8) -0.020(7) -0.017(8) O10 0.088(7) 0.111(9) 0.100(8) -0.023(7) -0.018(6) -0.005(7) O7 0.035(4) 0.047(6) 0.031(5) 0.000(4) 0.000(4) 0.007(4) O8 0.038(5) 0.046(6) 0.033(5) 0.000(5) -0.002(4) 0.004(4) C15 0.038(4) 0.052(4) 0.034(4) 0.001(4) -0.001(3) 0.004(4) C16 0.045(4) 0.064(4) 0.044(4) 0.008(3) -0.004(3) -0.003(4) C17 0.054(5) 0.071(5) 0.054(5) 0.008(4) -0.007(4) -0.009(4) C18 0.062(5) 0.075(5) 0.056(5) 0.009(4) -0.009(4) -0.012(4) C19 0.065(5) 0.082(5) 0.059(4) 0.013(4) -0.010(4) -0.010(4) C20 0.065(4) 0.074(5) 0.058(4) 0.005(4) -0.010(4) -0.006(4) C21 0.055(5) 0.067(5) 0.048(4) 0.001(4) -0.007(4) -0.005(4) O7' 0.036(3) 0.055(5) 0.034(4) 0.007(4) -0.001(3) 0.007(3) O8' 0.042(4) 0.044(5) 0.029(4) 0.008(4) 0.000(3) 0.003(3) O10' 0.090(7) 0.118(10) 0.112(10) -0.022(7) -0.006(8) -0.002(8) O9' 0.105(8) 0.116(8) 0.103(8) -0.002(6) -0.019(7) 0.000(7) N2' 0.082(5) 0.101(6) 0.089(6) -0.003(5) -0.020(5) -0.005(5) C15' 0.037(3) 0.052(4) 0.033(3) 0.003(3) 0.000(3) 0.005(3) C16' 0.044(3) 0.062(4) 0.042(3) 0.007(3) -0.003(3) -0.005(3) C17' 0.055(4) 0.086(5) 0.056(4) 0.018(4) 0.000(4) 0.003(4) C18' 0.064(4) 0.092(5) 0.062(5) 0.020(4) -0.002(4) -0.006(4) C19' 0.067(4) 0.084(5) 0.058(4) 0.018(4) -0.009(4) -0.007(4) C20' 0.066(4) 0.082(4) 0.062(4) 0.010(4) -0.009(4) -0.007(4) C21' 0.049(4) 0.069(4) 0.047(4) 0.007(4) -0.004(3) -0.005(4) O11' 0.060(3) 0.067(4) 0.083(4) -0.005(3) -0.006(3) -0.011(3) C22' 0.086(5) 0.083(5) 0.098(5) -0.006(4) -0.008(5) -0.007(4) C24' 0.107(9) 0.098(8) 0.111(8) -0.010(6) -0.007(7) -0.009(8) C23' 0.108(9) 0.110(10) 0.108(9) -0.027(8) -0.007(7) -0.002(7) N3' 0.097(6) 0.084(5) 0.106(6) -0.007(5) -0.007(5) 0.000(5) O11 0.060(3) 0.067(4) 0.083(4) -0.005(3) -0.006(3) -0.011(3) C22 0.080(5) 0.077(4) 0.098(5) -0.008(4) -0.009(4) -0.002(4) C23 0.113(8) 0.112(8) 0.125(8) -0.012(7) 0.004(6) -0.012(6) C24 0.117(8) 0.100(6) 0.130(8) -0.004(6) -0.013(7) 0.000(6) N3 0.103(5) 0.090(5) 0.111(5) 0.000(4) -0.003(5) -0.002(4) N4 0.180(10) 0.169(9) 0.176(10) -0.053(7) -0.025(7) -0.018(7) O12 0.197(12) 0.171(10) 0.195(11) -0.046(8) -0.020(9) -0.023(8) C27 0.179(12) 0.170(10) 0.174(12) -0.050(8) -0.014(9) -0.021(8) C26 0.185(11) 0.181(12) 0.188(13) -0.054(9) -0.021(8) -0.017(8) C25 0.184(10) 0.175(10) 0.182(10) -0.051(7) -0.022(7) -0.017(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Eu1 O2 2.172(18) 1_556 ? Eu1 O7 2.29(2) . ? Eu1 O4 2.401(17) 2_667 ? Eu1 O3 2.431(17) . ? Eu1 O8 2.46(3) 2_767 ? Eu1 O11 2.474(15) . ? Eu1 O1W 2.54(3) . ? Eu1 O1 2.56(2) 2_766 ? Eu1 C1 3.20(4) 2_766 ? Eu1 Eu1 4.397(12) 2_767 ? O1 C1 1.36(4) . ? O1 Eu1 2.56(2) 2_766 ? O2 C1 1.24(4) . ? O2 Eu1 2.172(18) 1_554 ? C1 C2 1.53(3) . ? C1 Eu1 3.20(4) 2_766 ? C2 C3 1.3900 . ? C2 C7 1.3900 . ? C3 C4 1.3900 . ? C3 H3A 0.9300 . ? C4 C5 1.3900 . ? C4 H4A 0.9300 . ? C5 C6 1.3900 . ? C5 C8 1.559(12) . ? C6 C7 1.3900 . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? O3 C14 1.250(13) . ? O4 C14 1.251(13) . ? O4 Eu1 2.401(17) 2_667 ? C14 C11 1.53(2) . ? C8 C9 1.3900 . ? C8 C13 1.3900 . ? C9 C10 1.3900 . ? C9 H9A 0.9300 . ? C10 C11 1.3900 . ? C10 H10A 0.9300 . ? C11 C12 1.3900 . ? C12 C13 1.3900 . ? C12 H12A 0.9300 . ? C13 N1 1.482(19) . ? O5 N1 1.26(2) . ? O6 N1 1.23(2) . ? Eu1' O3' 2.240(19) . ? Eu1' O1' 2.26(3) 2_766 ? Eu1' O8' 2.364(15) 2_767 ? Eu1' O7' 2.423(13) . ? Eu1' O1W' 2.42(5) . ? Eu1' O4' 2.448(19) 2_667 ? Eu1' O2' 2.55(2) 1_556 ? Eu1' O11' 2.61(3) . ? Eu1' C1' 3.26(4) 2_766 ? Eu1' Eu1' 4.466(14) 2_767 ? O1' C1' 1.22(5) . ? O1' Eu1' 2.26(3) 2_766 ? O2' C1' 1.23(4) . ? O2' Eu1' 2.55(2) 1_554 ? C1' C2' 1.51(4) . ? C1' Eu1' 3.26(4) 2_766 ? C2' C3' 1.3900 . ? C2' C7' 1.3900 . ? C3' C4' 1.3900 . ? C3' H3'A 0.9300 . ? C4' C5' 1.3900 . ? C4' H4'A 0.9300 . ? C5' C6' 1.3900 . ? C5' C8' 1.476(15) . ? C6' C7' 1.3900 . ? C6' H6'A 0.9300 . ? C7' H7'A 0.9300 . ? N1' O5' 1.18(3) . ? N1' O6' 1.32(3) . ? N1' C13' 1.41(3) . ? O6' O9' 1.76(4) 1_464 ? O3' C14' 1.254(15) . ? O4' C14' 1.261(15) . ? O4' Eu1' 2.448(19) 2_667 ? C14' C11' 1.54(3) . ? C8' C9' 1.3900 . ? C8' C13' 1.3900 . ? C9' C10' 1.3900 . ? C9' H9'A 0.9300 . ? C10' C11' 1.3900 . ? C10' H10B 0.9300 . ? C11' C12' 1.3900 . ? C12' C13' 1.3900 . ? C12' H12B 0.9300 . ? N2 O9 1.251(8) . ? N2 O10 1.271(9) . ? N2 C20 1.462(6) . ? O7 C15 1.282(10) . ? O8 C15 1.240(10) . ? O8 Eu1 2.46(3) 2_767 ? C15 C16 1.51(3) . ? C16 C17 1.3900 . ? C16 C21 1.3900 . ? C17 C18 1.3900 . ? C17 H17A 0.9300 . ? C18 C19 1.3900 . ? C18 H18A 0.9600 . ? C19 C20 1.3900 . ? C19 C19 1.56(2) 2_758 ? C20 C21 1.3900 . ? C21 H21A 0.9300 . ? O7' C15' 1.286(9) . ? O8' C15' 1.228(9) . ? O8' Eu1' 2.364(15) 2_767 ? O10' N2' 1.263(8) . ? O9' N2' 1.269(9) . ? O9' C18' 1.55(3) 2_758 ? O9' O6' 1.76(4) 1_646 ? N2' C20' 1.461(6) . ? C15' C16' 1.526(15) . ? C16' C17' 1.3900 . ? C16' C21' 1.3900 . ? C17' C18' 1.3900 . ? C17' H17B 0.9300 . ? C18' C19' 1.3900 . ? C18' O9' 1.55(3) 2_758 ? C18' H18B 0.9599 . ? C19' C20' 1.3900 . ? C19' C19' 1.523(13) 2_758 ? C20' C21' 1.3900 . ? C21' H21B 0.9300 . ? O11' C22' 1.230(10) . ? C22' N3' 1.323(10) . ? C22' H22B 0.9300 . ? C24' N3' 1.470(17) . ? C24' H24D 0.9600 . ? C24' H24E 0.9600 . ? C24' H24F 0.9600 . ? C23' N3' 1.434(17) . ? C23' H23D 0.9600 . ? C23' H23E 0.9600 . ? C23' H23F 0.9600 . ? O11 C22 1.215(9) . ? C22 N3 1.337(9) . ? C22 H22A 0.9300 . ? C23 N3 1.398(14) . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 N3 1.494(14) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? N4 C25 1.346(9) . ? N4 C26 1.466(9) . ? N4 C27 1.471(9) . ? O12 C25 1.232(10) . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C25 H25A 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 Eu1 O7 61.8(7) 1_556 . ? O2 Eu1 O4 93.8(6) 1_556 2_667 ? O7 Eu1 O4 77.3(7) . 2_667 ? O2 Eu1 O3 153.0(5) 1_556 . ? O7 Eu1 O3 144.7(7) . . ? O4 Eu1 O3 90.5(6) 2_667 . ? O2 Eu1 O8 77.5(8) 1_556 2_767 ? O7 Eu1 O8 124.5(6) . 2_767 ? O4 Eu1 O8 145.0(7) 2_667 2_767 ? O3 Eu1 O8 83.7(7) . 2_767 ? O2 Eu1 O11 137.1(6) 1_556 . ? O7 Eu1 O11 78.4(6) . . ? O4 Eu1 O11 60.3(5) 2_667 . ? O3 Eu1 O11 66.9(5) . . ? O8 Eu1 O11 143.3(9) 2_767 . ? O2 Eu1 O1W 78.4(11) 1_556 . ? O7 Eu1 O1W 130.2(14) . . ? O4 Eu1 O1W 76.6(11) 2_667 . ? O3 Eu1 O1W 76.7(11) . . ? O8 Eu1 O1W 68.4(11) 2_767 . ? O11 Eu1 O1W 121.5(10) . . ? O2 Eu1 O1 119.0(6) 1_556 2_766 ? O7 Eu1 O1 85.7(7) . 2_766 ? O4 Eu1 O1 129.7(6) 2_667 2_766 ? O3 Eu1 O1 76.9(7) . 2_766 ? O8 Eu1 O1 82.5(8) 2_767 2_766 ? O11 Eu1 O1 70.1(6) . 2_766 ? O1W Eu1 O1 142.4(13) . 2_766 ? O2 Eu1 C1 96.1(7) 1_556 2_766 ? O7 Eu1 C1 80.2(8) . 2_766 ? O4 Eu1 C1 147.3(6) 2_667 2_766 ? O3 Eu1 C1 94.4(8) . 2_766 ? O8 Eu1 C1 67.7(8) 2_767 2_766 ? O11 Eu1 C1 92.3(6) . 2_766 ? O1W Eu1 C1 135.9(12) . 2_766 ? O1 Eu1 C1 24.2(7) 2_766 2_766 ? O2 Eu1 Eu1 45.8(4) 1_556 2_767 ? O7 Eu1 Eu1 59.5(5) . 2_767 ? O4 Eu1 Eu1 130.3(5) 2_667 2_767 ? O3 Eu1 Eu1 139.0(6) . 2_767 ? O8 Eu1 Eu1 65.1(5) 2_767 2_767 ? O11 Eu1 Eu1 125.5(4) . 2_767 ? O1W Eu1 Eu1 112.2(9) . 2_767 ? O1 Eu1 Eu1 73.5(5) 2_766 2_767 ? C1 Eu1 Eu1 50.4(6) 2_766 2_767 ? C1 O1 Eu1 105.5(15) . 2_766 ? C1 O2 Eu1 175.3(17) . 1_554 ? O2 C1 O1 128(3) . . ? O2 C1 C2 122(3) . . ? O1 C1 C2 110(2) . . ? O2 C1 Eu1 82.3(17) . 2_766 ? O1 C1 Eu1 50.3(13) . 2_766 ? C2 C1 Eu1 151(2) . 2_766 ? C3 C2 C7 120.0 . . ? C3 C2 C1 121.1(15) . . ? C7 C2 C1 118.1(14) . . ? C2 C3 C4 120.0 . . ? C2 C3 H3A 120.0 . . ? C4 C3 H3A 120.0 . . ? C5 C4 C3 120.0 . . ? C5 C4 H4A 120.0 . . ? C3 C4 H4A 120.0 . . ? C6 C5 C4 120.0 . . ? C6 C5 C8 110.8(6) . . ? C4 C5 C8 129.2(6) . . ? C5 C6 C7 120.0 . . ? C5 C6 H6A 120.0 . . ? C7 C6 H6A 120.0 . . ? C6 C7 C2 120.0 . . ? C6 C7 H7A 120.0 . . ? C2 C7 H7A 120.0 . . ? C14 O3 Eu1 145.4(8) . . ? C14 O4 Eu1 130.1(11) . 2_667 ? O3 C14 O4 128.5(15) . . ? O3 C14 C11 115.3(14) . . ? O4 C14 C11 116.2(14) . . ? C9 C8 C13 120.0 . . ? C9 C8 C5 114.1(5) . . ? C13 C8 C5 125.8(5) . . ? C8 C9 C10 120.0 . . ? C8 C9 H9A 120.0 . . ? C10 C9 H9A 120.0 . . ? C11 C10 C9 120.0 . . ? C11 C10 H10A 120.0 . . ? C9 C10 H10A 120.0 . . ? C10 C11 C12 120.0 . . ? C10 C11 C14 119.4(8) . . ? C12 C11 C14 120.4(8) . . ? C11 C12 C13 120.0 . . ? C11 C12 H12A 120.0 . . ? C13 C12 H12A 120.0 . . ? C12 C13 C8 120.0 . . ? C12 C13 N1 120.1(8) . . ? C8 C13 N1 119.5(8) . . ? O6 N1 O5 128(2) . . ? O6 N1 C13 111.8(17) . . ? O5 N1 C13 120.7(19) . . ? O3' Eu1' O1' 87.8(9) . 2_766 ? O3' Eu1' O8' 79.5(7) . 2_767 ? O1' Eu1' O8' 67.7(6) 2_766 2_767 ? O3' Eu1' O7' 148.3(7) . . ? O1' Eu1' O7' 79.4(7) 2_766 . ? O8' Eu1' O7' 120.7(4) 2_767 . ? O3' Eu1' O1W' 64.8(14) . . ? O1' Eu1' O1W' 135.7(16) 2_766 . ? O8' Eu1' O1W' 73.2(13) 2_767 . ? O7' Eu1' O1W' 140.8(16) . . ? O3' Eu1' O4' 96.3(6) . 2_667 ? O1' Eu1' O4' 151.0(7) 2_766 2_667 ? O8' Eu1' O4' 141.3(6) 2_767 2_667 ? O7' Eu1' O4' 82.3(5) . 2_667 ? O1W' Eu1' O4' 70.4(14) . 2_667 ? O3' Eu1' O2' 131.4(7) . 1_556 ? O1' Eu1' O2' 119.4(7) 2_766 1_556 ? O8' Eu1' O2' 76.0(6) 2_767 1_556 ? O7' Eu1' O2' 79.7(6) . 1_556 ? O1W' Eu1' O2' 68.1(13) . 1_556 ? O4' Eu1' O2' 78.7(6) 2_667 1_556 ? O3' Eu1' O11' 78.1(9) . . ? O1' Eu1' O11' 74.7(10) 2_766 . ? O8' Eu1' O11' 136.6(10) 2_767 . ? O7' Eu1' O11' 70.6(9) . . ? O1W' Eu1' O11' 127.0(13) . . ? O4' Eu1' O11' 78.0(9) 2_667 . ? O2' Eu1' O11' 144.2(10) 1_556 . ? O3' Eu1' C1' 100.1(10) . 2_766 ? O1' Eu1' C1' 14.7(10) 2_766 2_766 ? O8' Eu1' C1' 62.8(7) 2_767 2_766 ? O7' Eu1' C1' 72.9(8) . 2_766 ? O1W' Eu1' C1' 135.6(14) . 2_766 ? O4' Eu1' C1' 153.7(8) 2_667 2_766 ? O2' Eu1' C1' 104.8(8) 1_556 2_766 ? O11' Eu1' C1' 85.3(10) . 2_766 ? O3' Eu1' Eu1' 139.4(7) . 2_767 ? O1' Eu1' Eu1' 69.2(6) 2_766 2_767 ? O8' Eu1' Eu1' 61.1(3) 2_767 2_767 ? O7' Eu1' Eu1' 61.6(3) . 2_767 ? O1W' Eu1' Eu1' 108.9(10) . 2_767 ? O4' Eu1' Eu1' 120.2(6) 2_667 2_767 ? O2' Eu1' Eu1' 50.8(5) 1_556 2_767 ? O11' Eu1' Eu1' 123.7(8) . 2_767 ? C1' Eu1' Eu1' 54.5(7) 2_766 2_767 ? C1' O1' Eu1' 137(2) . 2_766 ? C1' O2' Eu1' 154.3(19) . 1_554 ? O1' C1' O2' 116(3) . . ? O1' C1' C2' 128(3) . . ? O2' C1' C2' 115(3) . . ? O1' C1' Eu1' 28.0(16) . 2_766 ? O2' C1' Eu1' 89(2) . 2_766 ? C2' C1' Eu1' 152(2) . 2_766 ? C3' C2' C7' 120.0 . . ? C3' C2' C1' 117.8(19) . . ? C7' C2' C1' 121.5(19) . . ? C2' C3' C4' 120.0 . . ? C2' C3' H3'A 120.0 . . ? C4' C3' H3'A 120.0 . . ? C5' C4' C3' 120.0 . . ? C5' C4' H4'A 120.0 . . ? C3' C4' H4'A 120.0 . . ? C4' C5' C6' 120.0 . . ? C4' C5' C8' 127.3(7) . . ? C6' C5' C8' 112.7(7) . . ? C7' C6' C5' 120.0 . . ? C7' C6' H6'A 120.0 . . ? C5' C6' H6'A 120.0 . . ? C6' C7' C2' 120.0 . . ? C6' C7' H7'A 120.0 . . ? C2' C7' H7'A 120.0 . . ? O5' N1' O6' 126(3) . . ? O5' N1' C13' 123(3) . . ? O6' N1' C13' 111(2) . . ? N1' O6' O9' 115.3(18) . 1_464 ? C14' O3' Eu1' 173.5(16) . . ? C14' O4' Eu1' 132.1(14) . 2_667 ? O3' C14' O4' 125(2) . . ? O3' C14' C11' 116.7(17) . . ? O4' C14' C11' 118.1(17) . . ? C9' C8' C13' 120.0 . . ? C9' C8' C5' 104.9(6) . . ? C13' C8' C5' 135.1(6) . . ? C10' C9' C8' 120.0 . . ? C10' C9' H9'A 120.0 . . ? C8' C9' H9'A 120.0 . . ? C9' C10' C11' 120.0 . . ? C9' C10' H10B 120.0 . . ? C11' C10' H10B 120.0 . . ? C12' C11' C10' 120.0 . . ? C12' C11' C14' 115.2(10) . . ? C10' C11' C14' 124.4(9) . . ? C13' C12' C11' 120.0 . . ? C13' C12' H12B 120.0 . . ? C11' C12' H12B 120.0 . . ? C12' C13' C8' 120.0 . . ? C12' C13' N1' 123.2(9) . . ? C8' C13' N1' 116.6(10) . . ? O9 N2 O10 127.8(9) . . ? O9 N2 C20 116.9(9) . . ? O10 N2 C20 115.3(8) . . ? C15 O7 Eu1 152.5(18) . . ? C15 O8 Eu1 136.4(15) . 2_767 ? O8 C15 O7 123.5(16) . . ? O8 C15 C16 118.3(18) . . ? O7 C15 C16 114.2(18) . . ? C17 C16 C21 120.0 . . ? C17 C16 C15 123.3(10) . . ? C21 C16 C15 116.7(11) . . ? C18 C17 C16 120.0 . . ? C18 C17 H17A 120.0 . . ? C16 C17 H17A 120.0 . . ? C17 C18 C19 120.0 . . ? C17 C18 H18A 120.0 . . ? C19 C18 H18A 120.0 . . ? C20 C19 C18 120.0 . . ? C20 C19 C19 106.4(14) . 2_758 ? C18 C19 C19 132.6(14) . 2_758 ? C19 C20 C21 120.0 . . ? C19 C20 N2 122.9(4) . . ? C21 C20 N2 116.2(5) . . ? C20 C21 C16 120.0 . . ? C20 C21 H21A 120.0 . . ? C16 C21 H21A 120.0 . . ? C15' O7' Eu1' 132.5(10) . . ? C15' O8' Eu1' 144.4(10) . 2_767 ? N2' O9' C18' 128.4(15) . 2_758 ? N2' O9' O6' 112(2) . 1_646 ? C18' O9' O6' 113.6(18) 2_758 1_646 ? O10' N2' O9' 127.9(9) . . ? O10' N2' C20' 116.4(8) . . ? O9' N2' C20' 115.6(8) . . ? O8' C15' O7' 126.4(12) . . ? O8' C15' C16' 115.3(10) . . ? O7' C15' C16' 116.8(11) . . ? C17' C16' C21' 120.0 . . ? C17' C16' C15' 117.0(7) . . ? C21' C16' C15' 123.0(7) . . ? C16' C17' C18' 120.0 . . ? C16' C17' H17B 120.0 . . ? C18' C17' H17B 120.0 . . ? C19' C18' C17' 120.0 . . ? C19' C18' O9' 112.5(8) . 2_758 ? C17' C18' O9' 127.0(7) . 2_758 ? C19' C18' H18B 120.0 . . ? C17' C18' H18B 120.0 . . ? O9' C18' H18B 10.2 2_758 . ? C18' C19' C20' 120.0 . . ? C18' C19' C19' 118.1(11) . 2_758 ? C20' C19' C19' 121.9(11) . 2_758 ? C21' C20' C19' 120.0 . . ? C21' C20' N2' 120.1(5) . . ? C19' C20' N2' 119.9(5) . . ? C20' C21' C16' 120.0 . . ? C20' C21' H21B 120.0 . . ? C16' C21' H21B 120.0 . . ? C22' O11' Eu1' 134.9(19) . . ? O11' C22' N3' 122.9(19) . . ? O11' C22' H22B 118.6 . . ? N3' C22' H22B 118.6 . . ? N3' C24' H24D 109.5 . . ? N3' C24' H24E 109.5 . . ? H24D C24' H24E 109.5 . . ? N3' C24' H24F 109.5 . . ? H24D C24' H24F 109.5 . . ? H24E C24' H24F 109.5 . . ? N3' C23' H23D 109.5 . . ? N3' C23' H23E 109.5 . . ? H23D C23' H23E 109.5 . . ? N3' C23' H23F 109.5 . . ? H23D C23' H23F 109.5 . . ? H23E C23' H23F 109.5 . . ? C22' N3' C23' 122.0(17) . . ? C22' N3' C24' 121.0(17) . . ? C23' N3' C24' 117.0(14) . . ? C22 O11 Eu1 126.3(10) . . ? O11 C22 N3 121.1(14) . . ? O11 C22 H22A 119.4 . . ? N3 C22 H22A 119.4 . . ? N3 C23 H23A 109.5 . . ? N3 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? N3 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? N3 C24 H24A 109.5 . . ? N3 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N3 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C22 N3 C23 123.9(12) . . ? C22 N3 C24 115.4(12) . . ? C23 N3 C24 120.7(12) . . ? C25 N4 C26 122.5(9) . . ? C25 N4 C27 122.0(9) . . ? C26 N4 C27 115.6(8) . . ? N4 C27 H27A 109.5 . . ? N4 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? N4 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N4 C26 H26A 109.5 . . ? N4 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? N4 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? O12 C25 N4 119.8(11) . . ? O12 C25 H25A 120.1 . . ? N4 C25 H25A 120.1 . . ? 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 Eu1 O2 C1 O1 131(22) 1_554 . . . ? Eu1 O2 C1 C2 -54(24) 1_554 . . . ? Eu1 O2 C1 Eu1 109(23) 1_554 . . 2_766 ? Eu1 O1 C1 O2 -29(3) 2_766 . . . ? Eu1 O1 C1 C2 155.9(14) 2_766 . . . ? O2 C1 C2 C3 -171.9(18) . . . . ? O1 C1 C2 C3 3(3) . . . . ? Eu1 C1 C2 C3 44(3) 2_766 . . . ? O2 C1 C2 C7 18(3) . . . . ? O1 C1 C2 C7 -166.7(15) . . . . ? Eu1 C1 C2 C7 -126(3) 2_766 . . . ? C7 C2 C3 C4 0.0 . . . . ? C1 C2 C3 C4 -169.6(15) . . . . ? C2 C3 C4 C5 0.0 . . . . ? C3 C4 C5 C6 0.0 . . . . ? C3 C4 C5 C8 178.6(3) . . . . ? C4 C5 C6 C7 0.0 . . . . ? C8 C5 C6 C7 -178.8(2) . . . . ? C5 C6 C7 C2 0.0 . . . . ? C3 C2 C7 C6 0.0 . . . . ? C1 C2 C7 C6 169.9(15) . . . . ? O2 Eu1 O3 C14 4(3) 1_556 . . . ? O7 Eu1 O3 C14 172(2) . . . . ? O4 Eu1 O3 C14 103(2) 2_667 . . . ? O8 Eu1 O3 C14 -42(2) 2_767 . . . ? O11 Eu1 O3 C14 160(2) . . . . ? O1W Eu1 O3 C14 27(2) . . . . ? O1 Eu1 O3 C14 -126(2) 2_766 . . . ? C1 Eu1 O3 C14 -109(2) 2_766 . . . ? Eu1 Eu1 O3 C14 -82(2) 2_767 . . . ? Eu1 O3 C14 O4 -81(2) . . . . ? Eu1 O3 C14 C11 97(2) . . . . ? Eu1 O4 C14 O3 -25.9(9) 2_667 . . . ? Eu1 O4 C14 C11 156.5(9) 2_667 . . . ? C6 C5 C8 C9 124.3(6) . . . . ? C4 C5 C8 C9 -54.4(6) . . . . ? C6 C5 C8 C13 -53.8(6) . . . . ? C4 C5 C8 C13 127.5(6) . . . . ? C13 C8 C9 C10 0.0 . . . . ? C5 C8 C9 C10 -178.2(2) . . . . ? C8 C9 C10 C11 0.0 . . . . ? C9 C10 C11 C12 0.0 . . . . ? C9 C10 C11 C14 175.4(5) . . . . ? O3 C14 C11 C10 -10.1(8) . . . . ? O4 C14 C11 C10 167.9(7) . . . . ? O3 C14 C11 C12 165.3(7) . . . . ? O4 C14 C11 C12 -16.8(8) . . . . ? C10 C11 C12 C13 0.0 . . . . ? C14 C11 C12 C13 -175.3(5) . . . . ? C11 C12 C13 C8 0.0 . . . . ? C11 C12 C13 N1 -172.9(11) . . . . ? C9 C8 C13 C12 0.0 . . . . ? C5 C8 C13 C12 178.0(3) . . . . ? C9 C8 C13 N1 173.0(10) . . . . ? C5 C8 C13 N1 -9.0(10) . . . . ? C12 C13 N1 O6 -52.8(9) . . . . ? C8 C13 N1 O6 134.2(10) . . . . ? C12 C13 N1 O5 129.3(9) . . . . ? C8 C13 N1 O5 -43.6(11) . . . . ? Eu1' O1' C1' O2' -15(5) 2_766 . . . ? Eu1' O1' C1' C2' 156.5(19) 2_766 . . . ? Eu1' O2' C1' O1' 62(6) 1_554 . . . ? Eu1' O2' C1' C2' -110(5) 1_554 . . . ? Eu1' O2' C1' Eu1' 56(5) 1_554 . . 2_766 ? O1' C1' C2' C3' 5(4) . . . . ? O2' C1' C2' C3' 176.5(18) . . . . ? Eu1' C1' C2' C3' 28(4) 2_766 . . . ? O1' C1' C2' C7' -166(3) . . . . ? O2' C1' C2' C7' 6(3) . . . . ? Eu1' C1' C2' C7' -142(3) 2_766 . . . ? C7' C2' C3' C4' 0.0 . . . . ? C1' C2' C3' C4' -170.9(16) . . . . ? C2' C3' C4' C5' 0.0 . . . . ? C3' C4' C5' C6' 0.0 . . . . ? C3' C4' C5' C8' 178.9(3) . . . . ? C4' C5' C6' C7' 0.0 . . . . ? C8' C5' C6' C7' -179.1(3) . . . . ? C5' C6' C7' C2' 0.0 . . . . ? C3' C2' C7' C6' 0.0 . . . . ? C1' C2' C7' C6' 170.6(17) . . . . ? O5' N1' O6' O9' -55.1(14) . . . 1_464 ? C13' N1' O6' O9' 124.8(15) . . . 1_464 ? O1' Eu1' O3' C14' -48(9) 2_766 . . . ? O8' Eu1' O3' C14' 20(9) 2_767 . . . ? O7' Eu1' O3' C14' -114(8) . . . . ? O1W' Eu1' O3' C14' 96(9) . . . . ? O4' Eu1' O3' C14' 161(9) 2_667 . . . ? O2' Eu1' O3' C14' 80(9) 1_556 . . . ? O11' Eu1' O3' C14' -123(9) . . . . ? C1' Eu1' O3' C14' -40(9) 2_766 . . . ? Eu1' Eu1' O3' C14' 6(10) 2_767 . . . ? Eu1' O3' C14' O4' -165(9) . . . . ? Eu1' O3' C14' C11' 13(9) . . . . ? Eu1' O4' C14' O3' 6.8(8) 2_667 . . . ? Eu1' O4' C14' C11' -171.8(9) 2_667 . . . ? C4' C5' C8' C9' -55.1(7) . . . . ? C6' C5' C8' C9' 123.9(7) . . . . ? C4' C5' C8' C13' 126.3(7) . . . . ? C6' C5' C8' C13' -54.7(7) . . . . ? C13' C8' C9' C10' 0.0 . . . . ? C5' C8' C9' C10' -178.9(2) . . . . ? C8' C9' C10' C11' 0.0 . . . . ? C9' C10' C11' C12' 0.0 . . . . ? C9' C10' C11' C14' 172.4(10) . . . . ? O3' C14' C11' C12' -145.4(9) . . . . ? O4' C14' C11' C12' 33.3(10) . . . . ? O3' C14' C11' C10' 41.9(9) . . . . ? O4' C14' C11' C10' -139.4(9) . . . . ? C10' C11' C12' C13' 0.0 . . . . ? C14' C11' C12' C13' -173.0(8) . . . . ? C11' C12' C13' C8' 0.0 . . . . ? C11' C12' C13' N1' -175.3(15) . . . . ? C9' C8' C13' C12' 0.0 . . . . ? C5' C8' C13' C12' 178.5(3) . . . . ? C9' C8' C13' N1' 175.6(13) . . . . ? C5' C8' C13' N1' -5.9(13) . . . . ? O5' N1' C13' C12' 126.5(11) . . . . ? O6' N1' C13' C12' -53.4(12) . . . . ? O5' N1' C13' C8' -49.0(12) . . . . ? O6' N1' C13' C8' 131.1(11) . . . . ? O2 Eu1 O7 C15 -75(4) 1_556 . . . ? O4 Eu1 O7 C15 -177(4) 2_667 . . . ? O3 Eu1 O7 C15 111(4) . . . . ? O8 Eu1 O7 C15 -27(5) 2_767 . . . ? O11 Eu1 O7 C15 121(4) . . . . ? O1W Eu1 O7 C15 -117(4) . . . . ? O1 Eu1 O7 C15 51(4) 2_766 . . . ? C1 Eu1 O7 C15 27(4) 2_766 . . . ? Eu1 Eu1 O7 C15 -22(4) 2_767 . . . ? Eu1 O8 C15 O7 -12(4) 2_767 . . . ? Eu1 O8 C15 C16 -168.3(18) 2_767 . . . ? Eu1 O7 C15 O8 31(6) . . . . ? Eu1 O7 C15 C16 -172(3) . . . . ? O8 C15 C16 C17 -160(2) . . . . ? O7 C15 C16 C17 42(2) . . . . ? O8 C15 C16 C21 20(2) . . . . ? O7 C15 C16 C21 -138.1(18) . . . . ? C21 C16 C17 C18 0.0 . . . . ? C15 C16 C17 C18 179.9(11) . . . . ? C16 C17 C18 C19 0.0 . . . . ? C17 C18 C19 C20 0.0 . . . . ? C17 C18 C19 C19 167(3) . . . 2_758 ? C18 C19 C20 C21 0.0 . . . . ? C19 C19 C20 C21 -170(2) 2_758 . . . ? C18 C19 C20 N2 -168.6(9) . . . . ? C19 C19 C20 N2 22(2) 2_758 . . . ? O9 N2 C20 C19 -68.6(15) . . . . ? O10 N2 C20 C19 112.2(15) . . . . ? O9 N2 C20 C21 122.3(13) . . . . ? O10 N2 C20 C21 -56.8(14) . . . . ? C19 C20 C21 C16 0.0 . . . . ? N2 C20 C21 C16 169.4(8) . . . . ? C17 C16 C21 C20 0.0 . . . . ? C15 C16 C21 C20 -179.9(10) . . . . ? O3' Eu1' O7' C15' 178.1(16) . . . . ? O1' Eu1' O7' C15' 110.1(15) 2_766 . . . ? O8' Eu1' O7' C15' 54.2(17) 2_767 . . . ? O1W' Eu1' O7' C15' -47(2) . . . . ? O4' Eu1' O7' C15' -92.5(14) 2_667 . . . ? O2' Eu1' O7' C15' -12.6(14) 1_556 . . . ? O11' Eu1' O7' C15' -172.5(16) . . . . ? C1' Eu1' O7' C15' 96.5(15) 2_766 . . . ? Eu1' Eu1' O7' C15' 38.2(13) 2_767 . . . ? C18' O9' N2' O10' 157(4) 2_758 . . . ? O6' O9' N2' O10' -52(3) 1_646 . . . ? C18' O9' N2' C20' -23(4) 2_758 . . . ? O6' O9' N2' C20' 127.8(15) 1_646 . . . ? Eu1' O8' C15' O7' 13(3) 2_767 . . . ? Eu1' O8' C15' C16' 178.6(12) 2_767 . . . ? Eu1' O7' C15' O8' -52(2) . . . . ? Eu1' O7' C15' C16' 142.9(9) . . . . ? O8' C15' C16' C17' 154.3(11) . . . . ? O7' C15' C16' C17' -38.8(14) . . . . ? O8' C15' C16' C21' -28.1(14) . . . . ? O7' C15' C16' C21' 138.8(12) . . . . ? C21' C16' C17' C18' 0.0 . . . . ? C15' C16' C17' C18' 177.7(8) . . . . ? C16' C17' C18' C19' 0.0 . . . . ? C16' C17' C18' O9' 171(2) . . . 2_758 ? C17' C18' C19' C20' 0.0 . . . . ? O9' C18' C19' C20' -172.3(17) 2_758 . . . ? C17' C18' C19' C19' -178.1(18) . . . 2_758 ? O9' C18' C19' C19' 9.6(17) 2_758 . . 2_758 ? C18' C19' C20' C21' 0.0 . . . . ? C19' C19' C20' C21' 178.0(18) 2_758 . . . ? C18' C19' C20' N2' -179.9(3) . . . . ? C19' C19' C20' N2' -1.9(18) 2_758 . . . ? O10' N2' C20' C21' 11(2) . . . . ? O9' N2' C20' C21' -168.1(19) . . . . ? O10' N2' C20' C19' -169(2) . . . . ? O9' N2' C20' C19' 12(2) . . . . ? C19' C20' C21' C16' 0.0 . . . . ? N2' C20' C21' C16' 179.9(3) . . . . ? C17' C16' C21' C20' 0.0 . . . . ? C15' C16' C21' C20' -177.6(8) . . . . ? O3' Eu1' O11' C22' -132(3) . . . . ? O1' Eu1' O11' C22' 137(3) 2_766 . . . ? O8' Eu1' O11' C22' 168(2) 2_767 . . . ? O7' Eu1' O11' C22' 53(3) . . . . ? O1W' Eu1' O11' C22' -86(3) . . . . ? O4' Eu1' O11' C22' -32(3) 2_667 . . . ? O2' Eu1' O11' C22' 18(4) 1_556 . . . ? C1' Eu1' O11' C22' 127(3) 2_766 . . . ? Eu1' Eu1' O11' C22' 86(3) 2_767 . . . ? Eu1' O11' C22' N3' -116(3) . . . . ? O11' C22' N3' C23' 0.0(4) . . . . ? O11' C22' N3' C24' 179.9(4) . . . . ? O2 Eu1 O11 C22 -50.3(16) 1_556 . . . ? O7 Eu1 O11 C22 -28.3(13) . . . . ? O4 Eu1 O11 C22 -110.1(13) 2_667 . . . ? O3 Eu1 O11 C22 145.1(13) . . . . ? O8 Eu1 O11 C22 105.6(14) 2_767 . . . ? O1W Eu1 O11 C22 -158.6(17) . . . . ? O1 Eu1 O11 C22 61.3(12) 2_766 . . . ? C1 Eu1 O11 C22 51.2(13) 2_766 . . . ? Eu1 Eu1 O11 C22 10.3(15) 2_767 . . . ? Eu1 O11 C22 N3 127.9(11) . . . . ? O11 C22 N3 C23 0.2(4) . . . . ? O11 C22 N3 C24 179.9(3) . . . . ? C26 N4 C25 O12 0.0(3) . . . . ? C27 N4 C25 O12 180.0(3) . . . . ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 0.940 _refine_diff_density_min -0.830 _refine_diff_density_rms 0.153 _database_code_depnum_ccdc_archive 'CCDC 946330' ####################################################################### # # 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_Gd _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25.50 H23 Gd N3 O11.50' _chemical_formula_weight 712.72 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' Gd Gd -0.1653 3.9035 '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' _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 9.5532(6) _cell_length_b 11.4479(7) _cell_length_c 14.3067(8) _cell_angle_alpha 71.998(3) _cell_angle_beta 80.740(3) _cell_angle_gamma 81.872(3) _cell_volume 1461.63(15) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2499 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 23.55 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.619 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 706 _exptl_absorpt_coefficient_mu 2.332 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4958 _exptl_absorpt_correction_T_max 0.5824 _exptl_absorpt_process_details sadabs _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16496 _diffrn_reflns_av_R_equivalents 0.0204 _diffrn_reflns_av_sigmaI/netI 0.0402 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.51 _diffrn_reflns_theta_max 26.00 _reflns_number_total 5638 _reflns_number_gt 4722 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0788P)^2^+13.7016P] 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 5638 _refine_ls_number_parameters 674 _refine_ls_number_restraints 51 _refine_ls_R_factor_all 0.0744 _refine_ls_R_factor_gt 0.0619 _refine_ls_wR_factor_ref 0.1649 _refine_ls_wR_factor_gt 0.1527 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.022 _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 Gd1 Gd 0.7711(8) 0.4840(6) 1.0093(5) 0.0284(7) Uani 0.493(11) 1 d P . 1 O1W O 0.632(3) 0.676(3) 1.006(2) 0.037(4) Uani 0.493(11) 1 d P . 1 O1 O 1.083(3) 0.6478(17) 0.1064(18) 0.035(3) Uani 0.493(11) 1 d PU . 1 O2 O 0.8906(18) 0.5595(15) 0.0847(13) 0.039(3) Uani 0.493(11) 1 d PU . 1 C1 C 0.952(4) 0.603(3) 0.130(3) 0.036(2) Uani 0.493(11) 1 d PU . 1 C2 C 0.8816(13) 0.6213(13) 0.2288(8) 0.0408(18) Uani 0.493(11) 1 d PGU . 1 C3 C 0.9457(14) 0.6873(13) 0.2742(10) 0.043(3) Uani 0.493(11) 1 d PGU . 1 H3A H 1.0236 0.7298 0.2405 0.051 Uiso 0.493(11) 1 calc PR . 1 C4 C 0.8935(16) 0.6898(12) 0.3701(10) 0.047(3) Uani 0.493(11) 1 d PGDU . 1 H4A H 0.9364 0.7340 0.4005 0.056 Uiso 0.493(11) 1 calc PR . 1 C5 C 0.7771(12) 0.6263(10) 0.4206(7) 0.056(3) Uani 0.493(11) 1 d PGDU . 1 C6 C 0.7130(12) 0.5603(13) 0.3752(9) 0.056(3) Uani 0.493(11) 1 d PGDU . 1 H6A H 0.6351 0.5177 0.4089 0.067 Uiso 0.493(11) 1 calc PR . 1 C7 C 0.7652(15) 0.5577(14) 0.2793(9) 0.051(3) Uani 0.493(11) 1 d PGU . 1 H7A H 0.7223 0.5136 0.2489 0.061 Uiso 0.493(11) 1 calc PR . 1 O3 O 0.6070(19) 0.4758(14) 0.8959(17) 0.032(3) Uani 0.393(11) 1 d PDU . 1 O4 O 0.4038(17) 0.5910(14) 0.8534(14) 0.033(3) Uani 0.393(11) 1 d PDU . 1 C14 C 0.5273(18) 0.5428(11) 0.8352(16) 0.031(3) Uani 0.493(11) 1 d PDU . 1 C8 C 0.6991(12) 0.6125(9) 0.5289(7) 0.053(3) Uani 0.493(11) 1 d PGDU . 1 C9 C 0.7873(10) 0.5640(12) 0.6029(9) 0.039(3) Uani 0.493(11) 1 d PGDU . 1 H9A H 0.8841 0.5443 0.5863 0.046 Uiso 0.493(11) 1 calc PR . 1 C10 C 0.7309(13) 0.5448(11) 0.7017(8) 0.029(3) Uani 0.493(11) 1 d PGDU . 1 H10A H 0.7900 0.5123 0.7512 0.035 Uiso 0.493(11) 1 calc PR . 1 C11 C 0.5863(13) 0.5741(9) 0.7264(7) 0.035(3) Uani 0.493(11) 1 d PGDU . 1 C12 C 0.4981(10) 0.6226(13) 0.6524(9) 0.046(3) Uani 0.493(11) 1 d PGU . 1 H12A H 0.4013 0.6422 0.6690 0.055 Uiso 0.493(11) 1 calc PR . 1 C13 C 0.5544(12) 0.6418(11) 0.5536(8) 0.060(3) Uani 0.493(11) 1 d PGDU . 1 O5 O 0.504(3) 0.793(2) 0.4001(17) 0.113(6) Uani 0.493(11) 1 d PDU . 1 O6 O 0.354(2) 0.660(2) 0.4843(17) 0.117(6) Uani 0.493(11) 1 d PDU . 1 N1 N 0.463(2) 0.7018(19) 0.4753(14) 0.080(4) Uani 0.493(11) 1 d PDU . 1 Gd1' Gd 0.7770(7) 0.4614(6) 0.9991(5) 0.0294(8) Uani 0.507(11) 1 d P . 2 O1W' O 0.607(3) 0.661(4) 0.989(3) 0.059(7) Uani 0.507(11) 1 d P . 2 O1' O 1.080(3) 0.6156(16) 0.1051(18) 0.039(4) Uani 0.507(11) 1 d PU . 2 O2' O 0.8705(19) 0.6017(15) 0.0803(13) 0.045(3) Uani 0.507(11) 1 d PU . 2 C1' C 0.953(4) 0.624(3) 0.133(3) 0.036(2) Uani 0.507(11) 1 d PU . 2 C2' C 0.8840(12) 0.6454(12) 0.2316(7) 0.0408(18) Uani 0.507(11) 1 d PGU . 2 C3' C 0.9681(10) 0.6672(14) 0.2941(10) 0.039(3) Uani 0.507(11) 1 d PGU . 2 H3'A H 1.0628 0.6818 0.2719 0.047 Uiso 0.507(11) 1 calc PR . 2 C4' C 0.9106(14) 0.6673(13) 0.3897(9) 0.048(3) Uani 0.507(11) 1 d PGDU . 2 H4'A H 0.9668 0.6819 0.4315 0.058 Uiso 0.507(11) 1 calc PR . 2 C5' C 0.7690(14) 0.6456(8) 0.4228(7) 0.055(3) Uani 0.507(11) 1 d PGDU . 2 C6' C 0.6849(10) 0.6237(12) 0.3604(8) 0.047(3) Uani 0.507(11) 1 d PGDU . 2 H6'A H 0.5902 0.6092 0.3826 0.057 Uiso 0.507(11) 1 calc PR . 2 C7' C 0.7424(12) 0.6236(13) 0.2648(8) 0.042(3) Uani 0.507(11) 1 d PGU . 2 H7'A H 0.6862 0.6090 0.2230 0.050 Uiso 0.507(11) 1 calc PR . 2 N1' N 0.490(4) 0.794(3) 0.485(2) 0.129(7) Uani 0.507(11) 1 d PDU . 2 O5' O 0.564(3) 0.873(3) 0.423(2) 0.134(8) Uani 0.407(11) 1 d PDU . 2 O6' O 0.360(3) 0.785(3) 0.4956(19) 0.138(7) Uani 0.407(11) 1 d PDU . 2 O3' O 0.6080(18) 0.5129(14) 0.8963(16) 0.032(3) Uani 0.407(11) 1 d PDU . 2 O4' O 0.3916(15) 0.5510(13) 0.8491(12) 0.029(3) Uani 0.407(11) 1 d PDU . 2 C14' C 0.526(2) 0.5446(10) 0.8310(19) 0.045(5) Uani 0.507(11) 1 d PDU . 2 C8' C 0.6911(12) 0.6404(11) 0.5208(8) 0.060(3) Uani 0.507(11) 1 d PGDU . 2 C9' C 0.7711(13) 0.5512(14) 0.5867(11) 0.073(4) Uani 0.507(11) 1 d PGDU . 2 H9'A H 0.8551 0.5118 0.5632 0.087 Uiso 0.507(11) 1 calc PR . 2 C10' C 0.7255(19) 0.5210(12) 0.6878(10) 0.066(4) Uani 0.507(11) 1 d PGDU . 2 H10B H 0.7790 0.4613 0.7320 0.079 Uiso 0.507(11) 1 calc PR . 2 C11' C 0.6000(18) 0.5799(9) 0.7230(8) 0.051(4) Uani 0.507(11) 1 d PGDU . 2 C12' C 0.5201(14) 0.6690(11) 0.6570(8) 0.049(3) Uani 0.507(11) 1 d PGU . 2 H12B H 0.4361 0.7085 0.6805 0.059 Uiso 0.507(11) 1 calc PR . 2 C13' C 0.5656(13) 0.6993(11) 0.5559(8) 0.052(3) Uani 0.507(11) 1 d PGDU . 2 N2 N 1.2153(18) 0.1086(15) 1.4753(13) 0.076(3) Uani 0.25 1 d PDU A 1 O9 O 1.182(3) 0.132(3) 1.5565(15) 0.090(6) Uani 0.25 1 d PDU A 1 O10 O 1.3382(17) 0.079(3) 1.436(2) 0.091(5) Uani 0.25 1 d PDU A 1 O7 O 0.9077(18) 0.3511(19) 1.1248(16) 0.044(3) Uani 0.388(10) 1 d PDU A 1 O8 O 1.1409(18) 0.349(2) 1.1260(19) 0.040(3) Uani 0.388(10) 1 d PDU . 1 C15 C 1.027(2) 0.3011(19) 1.1563(19) 0.044(3) Uani 0.388(10) 1 d PDU A 1 C16 C 1.0161(17) 0.2040(12) 1.2577(9) 0.053(2) Uani 0.388(10) 1 d PGDU A 1 C17 C 0.9168(12) 0.1180(12) 1.2843(10) 0.060(3) Uani 0.388(10) 1 d PGDU A 1 H17A H 0.8561 0.1178 1.2396 0.072 Uiso 0.388(10) 1 calc PR A 1 C18 C 0.9082(15) 0.0322(14) 1.3776(11) 0.067(3) Uani 0.388(10) 1 d PGDU A 1 H18A H 0.8395 -0.0272 1.3959 0.080 Uiso 0.388(10) 1 d PR A 1 C19 C 0.9990(18) 0.0324(14) 1.4444(10) 0.070(3) Uani 0.388(10) 1 d PGDU . 1 C20 C 1.0983(14) 0.1185(12) 1.4177(9) 0.066(3) Uani 0.388(10) 1 d PGDU A 1 C21 C 1.1069(16) 0.2043(12) 1.3244(10) 0.057(3) Uani 0.388(10) 1 d PGDU A 1 H21A H 1.1734 0.2618 1.3066 0.068 Uiso 0.388(10) 1 calc PR A 1 O7' O 0.9182(12) 0.3135(11) 1.1120(10) 0.045(3) Uani 0.612(10) 1 d PDU A 2 O8' O 1.1180(12) 0.3810(11) 1.1336(11) 0.036(2) Uani 0.612(10) 1 d PDU . 2 O10' O 1.3823(14) 0.062(3) 1.387(3) 0.101(6) Uani 0.25 1 d PDU A 2 O9' O 1.260(2) -0.096(2) 1.487(2) 0.099(5) Uani 0.25 1 d PDU . 2 N2' N 1.2699(13) 0.0105(15) 1.4267(13) 0.086(4) Uani 0.25 1 d PDU A 2 C15' C 1.0137(14) 0.3214(14) 1.1640(11) 0.043(2) Uani 0.612(10) 1 d PDU A 2 C16' C 1.0160(11) 0.2291(9) 1.2653(6) 0.052(2) Uani 0.612(10) 1 d PGDU A 2 C17' C 0.8861(9) 0.2053(11) 1.3236(8) 0.069(3) Uani 0.612(10) 1 d PGU A 2 H17B H 0.8021 0.2480 1.3008 0.083 Uiso 0.612(10) 1 calc PR A 2 C18' C 0.8819(9) 0.1175(12) 1.4160(8) 0.076(3) Uani 0.612(10) 1 d PGU . 2 H18B H 0.7925 0.1011 1.4562 0.091 Uiso 0.612(10) 1 d PR A 2 C19' C 1.0075(11) 0.0536(10) 1.4501(7) 0.072(3) Uani 0.612(10) 1 d PGDU . 2 C20' C 1.1373(9) 0.0774(9) 1.3917(7) 0.070(3) Uani 0.612(10) 1 d PGDU A 2 C21' C 1.1416(9) 0.1652(9) 1.2993(7) 0.059(3) Uani 0.612(10) 1 d PGDU A 2 H21B H 1.2285 0.1811 1.2603 0.070 Uiso 0.612(10) 1 calc PR A 2 O11' O 0.686(5) 0.262(3) 1.033(3) 0.0877(19) Uani 0.287(12) 1 d PDU B 2 C22' C 0.638(4) 0.170(3) 1.092(3) 0.095(2) Uani 0.287(12) 1 d PDU B 2 H22B H 0.5466 0.1795 1.1252 0.113 Uiso 0.287(12) 1 calc PR B 2 C24' C 0.643(5) -0.047(3) 1.184(3) 0.102(4) Uani 0.287(12) 1 d PDU B 2 H24D H 0.5502 -0.0207 1.2110 0.153 Uiso 0.287(12) 1 calc PR B 2 H24E H 0.7021 -0.0829 1.2361 0.153 Uiso 0.287(12) 1 calc PR B 2 H24F H 0.6359 -0.1078 1.1515 0.153 Uiso 0.287(12) 1 calc PR B 2 C23' C 0.849(4) 0.038(3) 1.064(4) 0.101(4) Uani 0.287(12) 1 d PDU B 2 H23D H 0.8770 0.1133 1.0172 0.152 Uiso 0.287(12) 1 calc PR B 2 H23E H 0.8496 -0.0228 1.0296 0.152 Uiso 0.287(12) 1 calc PR B 2 H23F H 0.9140 0.0078 1.1124 0.152 Uiso 0.287(12) 1 calc PR B 2 N3' N 0.708(3) 0.059(3) 1.112(2) 0.097(3) Uani 0.287(12) 1 d PDU B 2 O11 O 0.680(2) 0.2706(13) 1.0399(14) 0.0877(19) Uani 0.713(12) 1 d PDU B 1 C22 C 0.7447(17) 0.1691(13) 1.0709(11) 0.094(2) Uani 0.713(12) 1 d PDU B 1 H22A H 0.8321 0.1493 1.0372 0.113 Uiso 0.713(12) 1 calc PR B 1 C23 C 0.5598(18) 0.1069(17) 1.2089(13) 0.108(4) Uani 0.713(12) 1 d PDU B 1 H23A H 0.5134 0.1863 1.1775 0.162 Uiso 0.713(12) 1 calc PR B 1 H23B H 0.5763 0.1041 1.2740 0.162 Uiso 0.713(12) 1 calc PR B 1 H23C H 0.5002 0.0439 1.2138 0.162 Uiso 0.713(12) 1 calc PR B 1 C24 C 0.778(2) -0.0340(15) 1.1836(15) 0.110(3) Uani 0.713(12) 1 d PDU B 1 H24A H 0.8664 -0.0323 1.1405 0.165 Uiso 0.713(12) 1 calc PR B 1 H24B H 0.7264 -0.0983 1.1801 0.165 Uiso 0.713(12) 1 calc PR B 1 H24C H 0.7973 -0.0493 1.2504 0.165 Uiso 0.713(12) 1 calc PR B 1 N3 N 0.6914(15) 0.0870(13) 1.1521(10) 0.100(2) Uani 0.713(12) 1 d PDU B 1 N4 N 0.334(3) 0.894(3) 0.156(2) 0.209(10) Uani 0.50 1 d PDU . . O12 O 0.354(4) 1.083(3) 0.050(2) 0.213(10) Uani 0.50 1 d PDU . . C27 C 0.394(5) 0.768(3) 0.201(3) 0.207(10) Uani 0.50 1 d PDU . . H27A H 0.4797 0.7488 0.1604 0.311 Uiso 0.50 1 calc PR . . H27B H 0.3264 0.7109 0.2063 0.311 Uiso 0.50 1 calc PR . . H27C H 0.4168 0.7600 0.2658 0.311 Uiso 0.50 1 calc PR . . C26 C 0.185(4) 0.924(4) 0.193(3) 0.210(10) Uani 0.50 1 d PDU . . H26A H 0.1551 1.0085 0.1603 0.314 Uiso 0.50 1 calc PR . . H26B H 0.1776 0.9129 0.2634 0.314 Uiso 0.50 1 calc PR . . H26C H 0.1259 0.8708 0.1813 0.314 Uiso 0.50 1 calc PR . . C25 C 0.410(3) 0.977(3) 0.085(2) 0.210(10) Uani 0.50 1 d PDU . . H25A H 0.5036 0.9549 0.0632 0.252 Uiso 0.50 1 calc PR . . 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 Gd1 0.0245(7) 0.0450(18) 0.0107(11) -0.0058(8) 0.0033(7) 0.0021(10) O1W 0.020(9) 0.042(10) 0.062(11) -0.026(7) -0.015(7) -0.009(7) O1 0.033(4) 0.036(6) 0.034(4) -0.012(5) 0.003(3) -0.004(4) O2 0.040(5) 0.041(5) 0.033(4) -0.009(4) -0.005(4) 0.000(4) C1 0.034(3) 0.041(5) 0.030(3) -0.006(3) 0.000(3) -0.004(4) C2 0.037(3) 0.051(4) 0.029(3) -0.005(3) 0.001(2) -0.004(3) C3 0.039(5) 0.052(6) 0.031(5) -0.008(4) -0.001(4) 0.001(5) C4 0.046(6) 0.058(6) 0.030(5) -0.009(5) -0.001(5) 0.002(5) C5 0.055(5) 0.072(6) 0.032(4) -0.008(4) 0.002(4) -0.005(5) C6 0.050(6) 0.067(6) 0.041(5) -0.010(5) 0.008(5) -0.008(5) C7 0.048(5) 0.061(6) 0.040(5) -0.012(5) 0.007(4) -0.013(5) O3 0.033(3) 0.040(6) 0.023(2) -0.010(5) -0.004(2) -0.002(4) O4 0.027(5) 0.038(6) 0.029(5) -0.005(5) 0.003(4) -0.011(5) C14 0.025(5) 0.043(5) 0.023(4) -0.008(4) 0.003(4) -0.006(4) C8 0.052(5) 0.073(6) 0.027(4) -0.009(4) -0.001(4) 0.004(5) C9 0.035(5) 0.067(6) 0.017(4) -0.022(4) 0.003(4) -0.002(5) C10 0.026(5) 0.054(6) 0.014(4) -0.023(4) 0.000(4) -0.002(4) C11 0.026(5) 0.050(5) 0.025(4) -0.010(4) 0.005(4) -0.003(4) C12 0.037(5) 0.063(6) 0.036(4) -0.012(5) -0.003(4) -0.003(5) C13 0.056(5) 0.075(6) 0.042(4) -0.016(5) 0.000(4) 0.006(5) O5 0.116(9) 0.115(9) 0.090(8) -0.003(6) -0.017(7) -0.005(7) O6 0.098(8) 0.141(10) 0.109(9) -0.019(7) -0.032(7) -0.019(7) N1 0.075(6) 0.099(7) 0.060(6) -0.014(5) -0.015(5) 0.000(5) Gd1' 0.0223(7) 0.049(2) 0.0105(11) -0.0046(9) 0.0043(7) -0.0002(11) O1W' 0.040(12) 0.058(13) 0.098(18) -0.032(10) -0.031(10) -0.016(9) O1' 0.039(5) 0.040(7) 0.035(5) -0.012(5) 0.004(4) -0.003(5) O2' 0.047(5) 0.048(6) 0.036(5) -0.011(5) -0.004(4) -0.002(5) C1' 0.034(3) 0.041(5) 0.030(3) -0.006(3) 0.000(3) -0.004(4) C2' 0.037(3) 0.051(4) 0.029(3) -0.005(3) 0.001(2) -0.004(3) C3' 0.036(5) 0.049(6) 0.024(5) 0.000(4) -0.003(4) -0.001(5) C4' 0.048(5) 0.059(6) 0.030(5) -0.007(5) 0.003(4) -0.004(5) C5' 0.047(5) 0.068(6) 0.039(4) -0.007(4) 0.005(4) -0.001(5) C6' 0.035(5) 0.058(6) 0.038(5) -0.003(5) 0.007(4) -0.003(5) C7' 0.031(4) 0.050(6) 0.034(5) -0.001(5) 0.002(4) -0.005(5) N1' 0.121(9) 0.133(10) 0.121(9) -0.027(7) -0.012(7) -0.004(7) O5' 0.135(10) 0.127(10) 0.131(10) -0.029(8) -0.014(8) -0.010(8) O6' 0.121(9) 0.144(10) 0.130(10) -0.020(7) -0.018(7) 0.002(7) O3' 0.033(3) 0.040(6) 0.023(2) -0.010(5) -0.004(2) -0.002(4) O4' 0.022(5) 0.042(7) 0.022(5) -0.007(5) 0.002(4) -0.014(5) C14' 0.041(7) 0.059(7) 0.034(6) -0.010(6) -0.005(5) -0.007(6) C8' 0.057(5) 0.069(6) 0.041(5) -0.007(4) 0.007(4) -0.004(5) C9' 0.065(6) 0.085(7) 0.052(6) -0.010(5) 0.007(5) 0.006(5) C10' 0.061(6) 0.078(7) 0.048(6) -0.013(5) 0.002(5) 0.006(5) C11' 0.046(6) 0.063(6) 0.038(5) -0.009(5) -0.003(4) -0.006(5) C12' 0.042(5) 0.060(6) 0.038(5) -0.005(5) 0.000(4) -0.010(5) C13' 0.049(5) 0.062(6) 0.037(5) -0.005(5) 0.002(4) -0.008(5) N2 0.073(5) 0.078(5) 0.072(5) -0.010(4) -0.015(4) -0.007(4) O9 0.092(9) 0.095(9) 0.083(7) -0.022(6) -0.017(6) -0.012(6) O10 0.084(6) 0.095(8) 0.091(7) -0.023(6) -0.013(5) -0.005(6) O7 0.036(4) 0.047(6) 0.034(5) 0.000(4) 0.000(4) 0.009(4) O8 0.035(4) 0.043(6) 0.030(5) -0.001(5) 0.000(4) 0.005(4) C15 0.036(4) 0.049(4) 0.034(4) 0.000(4) 0.000(3) 0.004(3) C16 0.045(4) 0.058(4) 0.042(4) 0.002(3) -0.003(3) -0.002(3) C17 0.053(5) 0.065(5) 0.050(5) 0.004(4) -0.006(4) -0.009(4) C18 0.060(5) 0.070(5) 0.055(5) 0.008(4) -0.008(4) -0.013(4) C19 0.063(4) 0.074(5) 0.056(4) 0.008(4) -0.009(4) -0.009(4) C20 0.063(4) 0.068(4) 0.055(4) 0.001(4) -0.010(4) -0.006(4) C21 0.054(4) 0.061(5) 0.048(4) -0.003(4) -0.007(4) -0.005(4) O7' 0.033(4) 0.050(5) 0.035(4) 0.006(4) -0.003(3) 0.004(4) O8' 0.031(4) 0.042(5) 0.025(4) 0.000(4) -0.001(3) 0.006(3) O10' 0.088(6) 0.107(8) 0.102(8) -0.022(6) -0.010(6) -0.008(6) O9' 0.096(7) 0.093(7) 0.098(7) -0.015(5) -0.016(6) 0.000(5) N2' 0.079(5) 0.087(5) 0.082(5) -0.011(4) -0.016(4) -0.003(4) C15' 0.033(3) 0.049(4) 0.033(3) 0.000(3) 0.002(3) 0.006(3) C16' 0.045(3) 0.057(4) 0.040(3) 0.001(3) -0.004(3) -0.004(3) C17' 0.053(4) 0.077(5) 0.052(4) 0.012(4) 0.000(4) 0.002(4) C18' 0.060(4) 0.082(5) 0.057(5) 0.016(4) -0.001(4) -0.004(4) C19' 0.065(4) 0.076(5) 0.055(4) 0.012(4) -0.009(4) -0.008(4) C20' 0.064(4) 0.074(4) 0.058(4) 0.003(3) -0.010(3) -0.007(4) C21' 0.049(4) 0.064(4) 0.048(4) 0.003(4) -0.004(4) -0.005(4) O11' 0.083(2) 0.087(2) 0.091(3) -0.022(2) -0.010(2) -0.012(2) C22' 0.092(3) 0.093(3) 0.096(3) -0.022(2) -0.010(2) -0.011(2) C24' 0.102(5) 0.097(4) 0.103(5) -0.024(3) -0.012(4) -0.010(4) C23' 0.100(5) 0.101(6) 0.101(6) -0.028(4) -0.010(4) -0.007(4) N3' 0.096(3) 0.094(3) 0.098(3) -0.024(3) -0.011(3) -0.009(3) O11 0.083(2) 0.087(2) 0.091(3) -0.022(2) -0.010(2) -0.012(2) C22 0.090(3) 0.092(3) 0.096(3) -0.023(2) -0.011(2) -0.010(2) C23 0.104(4) 0.105(5) 0.107(5) -0.022(4) -0.005(3) -0.010(4) C24 0.107(5) 0.103(4) 0.110(5) -0.020(3) -0.013(4) -0.004(3) N3 0.098(3) 0.095(3) 0.100(3) -0.021(2) -0.011(3) -0.009(2) N4 0.210(10) 0.208(10) 0.209(10) -0.062(4) -0.026(4) -0.020(3) O12 0.215(11) 0.209(10) 0.213(11) -0.060(5) -0.027(5) -0.022(4) C27 0.209(11) 0.208(11) 0.207(11) -0.062(5) -0.026(5) -0.021(4) C26 0.210(11) 0.209(11) 0.210(11) -0.061(5) -0.026(4) -0.020(4) C25 0.211(10) 0.209(10) 0.210(10) -0.061(4) -0.026(4) -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 Gd1 O2 2.11(2) 1_556 ? Gd1 O7 2.31(2) . ? Gd1 O4 2.386(19) 2_667 ? Gd1 O1W 2.40(3) . ? Gd1 O8 2.40(2) 2_767 ? Gd1 O3 2.46(2) . ? Gd1 O11 2.596(17) . ? Gd1 O1 2.68(2) 2_766 ? O1 C1 1.37(5) . ? O1 Gd1 2.68(2) 2_766 ? O2 C1 1.18(4) . ? O2 Gd1 2.11(2) 1_554 ? C1 C2 1.54(3) . ? C2 C3 1.3900 . ? C2 C7 1.3900 . ? C3 C4 1.3900 . ? C3 H3A 0.9300 . ? C4 C5 1.3900 . ? C4 H4A 0.9300 . ? C5 C6 1.3900 . ? C5 C8 1.578(14) . ? C6 C7 1.3900 . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? O3 C14 1.248(14) . ? O4 C14 1.253(14) . ? O4 Gd1 2.386(19) 2_667 ? C14 C11 1.52(2) . ? C8 C9 1.3900 . ? C8 C13 1.3900 . ? C9 C10 1.3900 . ? C9 H9A 0.9300 . ? C10 C11 1.3900 . ? C10 H10A 0.9300 . ? C11 C12 1.3900 . ? C12 C13 1.3900 . ? C12 H12A 0.9300 . ? C13 N1 1.47(2) . ? O5 N1 1.30(3) . ? O6 N1 1.18(3) . ? Gd1' O1' 2.16(2) 2_766 ? Gd1' O3' 2.253(18) . ? Gd1' O8' 2.377(15) 2_767 ? Gd1' O7' 2.380(13) . ? Gd1' O11' 2.43(4) . ? Gd1' O4' 2.465(17) 2_667 ? Gd1' O2' 2.57(2) 1_556 ? Gd1' O1W' 2.59(4) . ? O1' C1' 1.21(5) . ? O1' Gd1' 2.16(2) 2_766 ? O2' C1' 1.28(4) . ? O2' Gd1' 2.57(2) 1_554 ? C1' C2' 1.54(3) . ? C2' C3' 1.3900 . ? C2' C7' 1.3900 . ? C3' C4' 1.3900 . ? C3' H3'A 0.9300 . ? C4' C5' 1.3900 . ? C4' H4'A 0.9300 . ? C5' C6' 1.3900 . ? C5' C8' 1.465(14) . ? C6' C7' 1.3900 . ? C6' H6'A 0.9300 . ? C7' H7'A 0.9300 . ? N1' O6' 1.24(4) . ? N1' O5' 1.26(4) . ? N1' C13' 1.44(3) . ? O6' O9' 1.53(3) 1_464 ? O3' C14' 1.253(15) . ? O4' C14' 1.263(15) . ? O4' Gd1' 2.465(17) 2_667 ? C14' C11' 1.55(3) . ? C8' C9' 1.3900 . ? C8' C13' 1.3900 . ? C9' C10' 1.3900 . ? C9' H9'A 0.9300 . ? C10' C11' 1.3900 . ? C10' H10B 0.9300 . ? C11' C12' 1.3900 . ? C12' C13' 1.3900 . ? C12' H12B 0.9300 . ? N2 O9 1.254(8) . ? N2 O10 1.266(8) . ? N2 C20 1.463(6) . ? O7 C15 1.286(10) . ? O8 C15 1.240(10) . ? O8 Gd1 2.40(2) 2_767 ? C15 C16 1.53(2) . ? C16 C17 1.3900 . ? C16 C21 1.3900 . ? C17 C18 1.3900 . ? C17 H17A 0.9300 . ? C18 C19 1.3900 . ? C18 H18A 0.9605 . ? C19 C20 1.3900 . ? C19 C19 1.54(2) 2_758 ? C20 C21 1.3900 . ? C21 H21A 0.9300 . ? O7' C15' 1.295(9) . ? O8' C15' 1.231(9) . ? O8' Gd1' 2.377(15) 2_767 ? O10' N2' 1.265(8) . ? O9' N2' 1.269(8) . ? O9' O6' 1.53(3) 1_646 ? O9' C18' 1.76(4) 2_758 ? N2' C20' 1.461(6) . ? C15' C16' 1.508(16) . ? C16' C17' 1.3900 . ? C16' C21' 1.3900 . ? C17' C18' 1.3900 . ? C17' H17B 0.9300 . ? C18' C19' 1.3900 . ? C18' O9' 1.76(3) 2_758 ? C18' H18B 0.9561 . ? C19' C20' 1.3900 . ? C19' C19' 1.570(15) 2_758 ? C20' C21' 1.3900 . ? C21' H21B 0.9300 . ? O11' C22' 1.227(10) . ? C22' N3' 1.323(10) . ? C22' H22B 0.9300 . ? C24' N3' 1.464(17) . ? C24' H24D 0.9600 . ? C24' H24E 0.9600 . ? C24' H24F 0.9600 . ? C23' N3' 1.437(16) . ? C23' H23D 0.9600 . ? C23' H23E 0.9600 . ? C23' H23F 0.9600 . ? O11 C22 1.223(10) . ? C22 N3 1.327(9) . ? C22 H22A 0.9300 . ? C23 N3 1.414(14) . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 N3 1.489(14) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? N4 C25 1.344(9) . ? N4 C26 1.467(9) . ? N4 C27 1.470(9) . ? O12 C25 1.237(10) . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C25 H25A 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 Gd1 O7 61.4(7) 1_556 . ? O2 Gd1 O4 96.4(7) 1_556 2_667 ? O7 Gd1 O4 77.6(7) . 2_667 ? O2 Gd1 O1W 78.6(6) 1_556 . ? O7 Gd1 O1W 131.9(8) . . ? O4 Gd1 O1W 81.8(9) 2_667 . ? O2 Gd1 O8 80.4(8) 1_556 2_767 ? O7 Gd1 O8 124.5(6) . 2_767 ? O4 Gd1 O8 149.7(7) 2_667 2_767 ? O1W Gd1 O8 68.0(9) . 2_767 ? O2 Gd1 O3 159.3(7) 1_556 . ? O7 Gd1 O3 139.3(7) . . ? O4 Gd1 O3 89.6(7) 2_667 . ? O1W Gd1 O3 82.7(7) . . ? O8 Gd1 O3 84.4(7) 2_767 . ? O2 Gd1 O11 135.3(7) 1_556 . ? O7 Gd1 O11 76.0(7) . . ? O4 Gd1 O11 59.9(6) 2_667 . ? O1W Gd1 O11 127.6(8) . . ? O8 Gd1 O11 139.5(8) 2_767 . ? O3 Gd1 O11 64.3(6) . . ? O2 Gd1 O1 117.1(8) 1_556 2_766 ? O7 Gd1 O1 82.2(7) . 2_766 ? O4 Gd1 O1 125.3(7) 2_667 2_766 ? O1W Gd1 O1 143.2(9) . 2_766 ? O8 Gd1 O1 81.5(7) 2_767 2_766 ? O3 Gd1 O1 74.0(7) . 2_766 ? O11 Gd1 O1 66.0(6) . 2_766 ? C1 O1 Gd1 103.0(17) . 2_766 ? C1 O2 Gd1 177(2) . 1_554 ? O2 C1 O1 131(3) . . ? O2 C1 C2 120(3) . . ? O1 C1 C2 109(2) . . ? C3 C2 C7 120.0 . . ? C3 C2 C1 119.8(16) . . ? C7 C2 C1 119.5(15) . . ? C2 C3 C4 120.0 . . ? C2 C3 H3A 120.0 . . ? C4 C3 H3A 120.0 . . ? C5 C4 C3 120.0 . . ? C5 C4 H4A 120.0 . . ? C3 C4 H4A 120.0 . . ? C4 C5 C6 120.0 . . ? C4 C5 C8 130.2(6) . . ? C6 C5 C8 109.8(6) . . ? C7 C6 C5 120.0 . . ? C7 C6 H6A 120.0 . . ? C5 C6 H6A 120.0 . . ? C6 C7 C2 120.0 . . ? C6 C7 H7A 120.0 . . ? C2 C7 H7A 120.0 . . ? C14 O3 Gd1 142.3(9) . . ? C14 O4 Gd1 128.1(12) . 2_667 ? O3 C14 O4 127.6(16) . . ? O3 C14 C11 117.2(16) . . ? O4 C14 C11 115.1(16) . . ? C9 C8 C13 120.0 . . ? C9 C8 C5 114.4(6) . . ? C13 C8 C5 125.6(6) . . ? C10 C9 C8 120.0 . . ? C10 C9 H9A 120.0 . . ? C8 C9 H9A 120.0 . . ? C9 C10 C11 120.0 . . ? C9 C10 H10A 120.0 . . ? C11 C10 H10A 120.0 . . ? C12 C11 C10 120.0 . . ? C12 C11 C14 121.6(10) . . ? C10 C11 C14 118.3(10) . . ? C11 C12 C13 120.0 . . ? C11 C12 H12A 120.0 . . ? C13 C12 H12A 120.0 . . ? C12 C13 C8 120.0 . . ? C12 C13 N1 119.9(9) . . ? C8 C13 N1 119.9(10) . . ? O6 N1 O5 123(2) . . ? O6 N1 C13 116(2) . . ? O5 N1 C13 121(2) . . ? O1' Gd1' O3' 90.3(9) 2_766 . ? O1' Gd1' O8' 68.8(6) 2_766 2_767 ? O3' Gd1' O8' 79.3(6) . 2_767 ? O1' Gd1' O7' 81.0(7) 2_766 . ? O3' Gd1' O7' 151.9(6) . . ? O8' Gd1' O7' 121.1(4) 2_767 . ? O1' Gd1' O11' 78.9(13) 2_766 . ? O3' Gd1' O11' 79.5(12) . . ? O8' Gd1' O11' 140.9(12) 2_767 . ? O7' Gd1' O11' 72.6(11) . . ? O1' Gd1' O4' 154.2(8) 2_766 2_667 ? O3' Gd1' O4' 95.2(6) . 2_667 ? O8' Gd1' O4' 137.0(6) 2_767 2_667 ? O7' Gd1' O4' 82.4(5) . 2_667 ? O11' Gd1' O4' 77.4(12) . 2_667 ? O1' Gd1' O2' 119.5(8) 2_766 1_556 ? O3' Gd1' O2' 127.5(7) . 1_556 ? O8' Gd1' O2' 74.2(6) 2_767 1_556 ? O7' Gd1' O2' 79.3(5) . 1_556 ? O11' Gd1' O2' 143.5(12) . 1_556 ? O4' Gd1' O2' 76.2(6) 2_667 1_556 ? O1' Gd1' O1W' 136.0(11) 2_766 . ? O3' Gd1' O1W' 60.3(7) . . ? O8' Gd1' O1W' 73.7(9) 2_767 . ? O7' Gd1' O1W' 139.9(8) . . ? O11' Gd1' O1W' 121.4(12) . . ? O4' Gd1' O1W' 66.9(10) 2_667 . ? O2' Gd1' O1W' 69.0(6) 1_556 . ? C1' O1' Gd1' 138(2) . 2_766 ? C1' O2' Gd1' 153.1(17) . 1_554 ? O1' C1' O2' 117(3) . . ? O1' C1' C2' 126(3) . . ? O2' C1' C2' 116(3) . . ? C3' C2' C7' 120.0 . . ? C3' C2' C1' 119.7(16) . . ? C7' C2' C1' 119.5(16) . . ? C4' C3' C2' 120.0 . . ? C4' C3' H3'A 120.0 . . ? C2' C3' H3'A 120.0 . . ? C3' C4' C5' 120.0 . . ? C3' C4' H4'A 120.0 . . ? C5' C4' H4'A 120.0 . . ? C6' C5' C4' 120.0 . . ? C6' C5' C8' 112.3(7) . . ? C4' C5' C8' 127.7(7) . . ? C5' C6' C7' 120.0 . . ? C5' C6' H6'A 120.0 . . ? C7' C6' H6'A 120.0 . . ? C6' C7' C2' 120.0 . . ? C6' C7' H7'A 120.0 . . ? C2' C7' H7'A 120.0 . . ? O6' N1' O5' 130(3) . . ? O6' N1' C13' 114(3) . . ? O5' N1' C13' 116(3) . . ? N1' O6' O9' 117(3) . 1_464 ? C14' O3' Gd1' 173.2(16) . . ? C14' O4' Gd1' 133.6(13) . 2_667 ? O3' C14' O4' 124.0(18) . . ? O3' C14' C11' 115.2(17) . . ? O4' C14' C11' 120.8(17) . . ? C9' C8' C13' 120.0 . . ? C9' C8' C5' 104.7(6) . . ? C13' C8' C5' 135.3(6) . . ? C8' C9' C10' 120.0 . . ? C8' C9' H9'A 120.0 . . ? C10' C9' H9'A 120.0 . . ? C11' C10' C9' 120.0 . . ? C11' C10' H10B 120.0 . . ? C9' C10' H10B 120.0 . . ? C12' C11' C10' 120.0 . . ? C12' C11' C14' 113.7(11) . . ? C10' C11' C14' 125.8(10) . . ? C11' C12' C13' 120.0 . . ? C11' C12' H12B 120.0 . . ? C13' C12' H12B 120.0 . . ? C12' C13' C8' 120.0 . . ? C12' C13' N1' 121.9(12) . . ? C8' C13' N1' 118.0(12) . . ? O9 N2 O10 128.0(9) . . ? O9 N2 C20 116.3(9) . . ? O10 N2 C20 115.7(8) . . ? C15 O7 Gd1 153.1(16) . . ? C15 O8 Gd1 137.0(15) . 2_767 ? O8 C15 O7 123.7(16) . . ? O8 C15 C16 117.4(17) . . ? O7 C15 C16 115.5(17) . . ? C17 C16 C21 120.0 . . ? C17 C16 C15 121.5(10) . . ? C21 C16 C15 118.5(10) . . ? C18 C17 C16 120.0 . . ? C18 C17 H17A 120.0 . . ? C16 C17 H17A 120.0 . . ? C19 C18 C17 120.0 . . ? C19 C18 H18A 120.1 . . ? C17 C18 H18A 119.9 . . ? C18 C19 C20 120.0 . . ? C18 C19 C19 132.8(15) . 2_758 ? C20 C19 C19 106.4(14) . 2_758 ? C19 C20 C21 120.0 . . ? C19 C20 N2 122.6(4) . . ? C21 C20 N2 116.2(5) . . ? C20 C21 C16 120.0 . . ? C20 C21 H21A 120.0 . . ? C16 C21 H21A 120.0 . . ? C15' O7' Gd1' 133.8(10) . . ? C15' O8' Gd1' 144.7(10) . 2_767 ? N2' O9' O6' 130(2) . 1_646 ? N2' O9' C18' 118.6(18) . 2_758 ? O6' O9' C18' 111.2(16) 1_646 2_758 ? O10' N2' O9' 127.7(9) . . ? O10' N2' C20' 116.0(8) . . ? O9' N2' C20' 116.1(8) . . ? O8' C15' O7' 126.5(12) . . ? O8' C15' C16' 115.5(11) . . ? O7' C15' C16' 116.7(11) . . ? C17' C16' C21' 120.0 . . ? C17' C16' C15' 117.7(7) . . ? C21' C16' C15' 122.2(7) . . ? C18' C17' C16' 120.0 . . ? C18' C17' H17B 120.0 . . ? C16' C17' H17B 120.0 . . ? C17' C18' C19' 120.0 . . ? C17' C18' O9' 127.7(7) . 2_758 ? C19' C18' O9' 110.7(8) . 2_758 ? C17' C18' H18B 120.0 . . ? C19' C18' H18B 120.0 . . ? O9' C18' H18B 15.1 2_758 . ? C20' C19' C18' 120.0 . . ? C20' C19' C19' 122.8(12) . 2_758 ? C18' C19' C19' 116.9(12) . 2_758 ? C19' C20' C21' 120.0 . . ? C19' C20' N2' 120.5(5) . . ? C21' C20' N2' 119.5(5) . . ? C20' C21' C16' 120.0 . . ? C20' C21' H21B 120.0 . . ? C16' C21' H21B 120.0 . . ? C22' O11' Gd1' 150(2) . . ? O11' C22' N3' 124(2) . . ? O11' C22' H22B 118.2 . . ? N3' C22' H22B 118.2 . . ? N3' C24' H24D 109.5 . . ? N3' C24' H24E 109.5 . . ? H24D C24' H24E 109.5 . . ? N3' C24' H24F 109.5 . . ? H24D C24' H24F 109.5 . . ? H24E C24' H24F 109.5 . . ? N3' C23' H23D 109.5 . . ? N3' C23' H23E 109.5 . . ? H23D C23' H23E 109.5 . . ? N3' C23' H23F 109.5 . . ? H23D C23' H23F 109.5 . . ? H23E C23' H23F 109.5 . . ? C22' N3' C23' 121.3(17) . . ? C22' N3' C24' 121.0(17) . . ? C23' N3' C24' 117.7(14) . . ? C22 O11 Gd1 127.0(10) . . ? O11 C22 N3 120.6(15) . . ? O11 C22 H22A 119.7 . . ? N3 C22 H22A 119.7 . . ? N3 C23 H23A 109.5 . . ? N3 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? N3 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? N3 C24 H24A 109.5 . . ? N3 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N3 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C22 N3 C23 124.6(13) . . ? C22 N3 C24 116.5(12) . . ? C23 N3 C24 118.9(12) . . ? C25 N4 C26 122.4(9) . . ? C25 N4 C27 122.3(9) . . ? C26 N4 C27 115.3(8) . . ? N4 C27 H27A 109.5 . . ? N4 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? N4 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N4 C26 H26A 109.5 . . ? N4 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? N4 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? O12 C25 N4 119.8(10) . . ? O12 C25 H25A 120.1 . . ? N4 C25 H25A 120.1 . . ? 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 Gd1 O2 C1 O1 -164(38) 1_554 . . . ? Gd1 O2 C1 C2 13(43) 1_554 . . . ? Gd1 O1 C1 O2 -29(4) 2_766 . . . ? Gd1 O1 C1 C2 154.0(16) 2_766 . . . ? O2 C1 C2 C3 -171(2) . . . . ? O1 C1 C2 C3 6(3) . . . . ? O2 C1 C2 C7 18(3) . . . . ? O1 C1 C2 C7 -164.8(16) . . . . ? C7 C2 C3 C4 0.0 . . . . ? C1 C2 C3 C4 -170.9(17) . . . . ? C2 C3 C4 C5 0.0 . . . . ? C3 C4 C5 C6 0.0 . . . . ? C3 C4 C5 C8 179.0(3) . . . . ? C4 C5 C6 C7 0.0 . . . . ? C8 C5 C6 C7 -179.2(2) . . . . ? C5 C6 C7 C2 0.0 . . . . ? C3 C2 C7 C6 0.0 . . . . ? C1 C2 C7 C6 170.9(17) . . . . ? O2 Gd1 O3 C14 -1(4) 1_556 . . . ? O7 Gd1 O3 C14 176(2) . . . . ? O4 Gd1 O3 C14 106(2) 2_667 . . . ? O1W Gd1 O3 C14 24(2) . . . . ? O8 Gd1 O3 C14 -44(2) 2_767 . . . ? O11 Gd1 O3 C14 163(3) . . . . ? O1 Gd1 O3 C14 -127(2) 2_766 . . . ? Gd1 O3 C14 O4 -80(2) . . . . ? Gd1 O3 C14 C11 98(2) . . . . ? Gd1 O4 C14 O3 -29.7(9) 2_667 . . . ? Gd1 O4 C14 C11 152.4(10) 2_667 . . . ? C4 C5 C8 C9 -56.8(7) . . . . ? C6 C5 C8 C9 122.3(7) . . . . ? C4 C5 C8 C13 124.6(7) . . . . ? C6 C5 C8 C13 -56.2(7) . . . . ? C13 C8 C9 C10 0.0 . . . . ? C5 C8 C9 C10 -178.7(2) . . . . ? C8 C9 C10 C11 0.0 . . . . ? C9 C10 C11 C12 0.0 . . . . ? C9 C10 C11 C14 175.5(5) . . . . ? O3 C14 C11 C12 164.8(9) . . . . ? O4 C14 C11 C12 -17.1(9) . . . . ? O3 C14 C11 C10 -10.6(9) . . . . ? O4 C14 C11 C10 167.4(9) . . . . ? C10 C11 C12 C13 0.0 . . . . ? C14 C11 C12 C13 -175.3(5) . . . . ? C11 C12 C13 C8 0.0 . . . . ? C11 C12 C13 N1 -175.3(12) . . . . ? C9 C8 C13 C12 0.0 . . . . ? C5 C8 C13 C12 178.5(3) . . . . ? C9 C8 C13 N1 175.3(12) . . . . ? C5 C8 C13 N1 -6.2(12) . . . . ? C12 C13 N1 O6 -51.0(12) . . . . ? C8 C13 N1 O6 133.7(12) . . . . ? C12 C13 N1 O5 130.7(12) . . . . ? C8 C13 N1 O5 -44.5(13) . . . . ? Gd1' O1' C1' O2' -15(5) 2_766 . . . ? Gd1' O1' C1' C2' 158.1(17) 2_766 . . . ? Gd1' O2' C1' O1' 61(5) 1_554 . . . ? Gd1' O2' C1' C2' -113(4) 1_554 . . . ? O1' C1' C2' C3' 6(3) . . . . ? O2' C1' C2' C3' 178.4(16) . . . . ? O1' C1' C2' C7' -164(2) . . . . ? O2' C1' C2' C7' 8(3) . . . . ? C7' C2' C3' C4' 0.0 . . . . ? C1' C2' C3' C4' -169.9(15) . . . . ? C2' C3' C4' C5' 0.0 . . . . ? C3' C4' C5' C6' 0.0 . . . . ? C3' C4' C5' C8' 179.1(3) . . . . ? C4' C5' C6' C7' 0.0 . . . . ? C8' C5' C6' C7' -179.2(3) . . . . ? C5' C6' C7' C2' 0.0 . . . . ? C3' C2' C7' C6' 0.0 . . . . ? C1' C2' C7' C6' 170.0(15) . . . . ? O5' N1' O6' O9' -43(2) . . . 1_464 ? C13' N1' O6' O9' 137(2) . . . 1_464 ? O1' Gd1' O3' C14' -38(8) 2_766 . . . ? O8' Gd1' O3' C14' 30(8) 2_767 . . . ? O7' Gd1' O3' C14' -109(8) . . . . ? O11' Gd1' O3' C14' -117(8) . . . . ? O4' Gd1' O3' C14' 167(8) 2_667 . . . ? O2' Gd1' O3' C14' 91(8) 1_556 . . . ? O1W' Gd1' O3' C14' 108(8) . . . . ? Gd1' O3' C14' O4' -174(8) . . . . ? Gd1' O3' C14' C11' 4(8) . . . . ? Gd1' O4' C14' O3' 9.8(9) 2_667 . . . ? Gd1' O4' C14' C11' -168.7(9) 2_667 . . . ? C6' C5' C8' C9' 123.3(7) . . . . ? C4' C5' C8' C9' -55.8(7) . . . . ? C6' C5' C8' C13' -55.3(7) . . . . ? C4' C5' C8' C13' 125.5(8) . . . . ? C13' C8' C9' C10' 0.0 . . . . ? C5' C8' C9' C10' -178.9(2) . . . . ? C8' C9' C10' C11' 0.0 . . . . ? C9' C10' C11' C12' 0.0 . . . . ? C9' C10' C11' C14' 171.5(10) . . . . ? O3' C14' C11' C12' -149.0(9) . . . . ? O4' C14' C11' C12' 29.7(10) . . . . ? O3' C14' C11' C10' 39.0(10) . . . . ? O4' C14' C11' C10' -142.3(9) . . . . ? C10' C11' C12' C13' 0.0 . . . . ? C14' C11' C12' C13' -172.5(7) . . . . ? C11' C12' C13' C8' 0.0 . . . . ? C11' C12' C13' N1' -177.4(16) . . . . ? C9' C8' C13' C12' 0.0 . . . . ? C5' C8' C13' C12' 178.5(3) . . . . ? C9' C8' C13' N1' 177.5(15) . . . . ? C5' C8' C13' N1' -4.0(15) . . . . ? O6' N1' C13' C12' -49.7(13) . . . . ? O5' N1' C13' C12' 130.3(13) . . . . ? O6' N1' C13' C8' 132.8(13) . . . . ? O5' N1' C13' C8' -47.2(14) . . . . ? O2 Gd1 O7 C15 -69(4) 1_556 . . . ? O4 Gd1 O7 C15 -173(4) 2_667 . . . ? O1W Gd1 O7 C15 -106(4) . . . . ? O8 Gd1 O7 C15 -16(5) 2_767 . . . ? O3 Gd1 O7 C15 112(4) . . . . ? O11 Gd1 O7 C15 125(4) . . . . ? O1 Gd1 O7 C15 58(4) 2_766 . . . ? Gd1 O8 C15 O7 -13(4) 2_767 . . . ? Gd1 O8 C15 C16 -171.4(16) 2_767 . . . ? Gd1 O7 C15 O8 22(6) . . . . ? Gd1 O7 C15 C16 -179(3) . . . . ? O8 C15 C16 C17 -159(2) . . . . ? O7 C15 C16 C17 41(2) . . . . ? O8 C15 C16 C21 22(2) . . . . ? O7 C15 C16 C21 -137.8(18) . . . . ? C21 C16 C17 C18 0.0 . . . . ? C15 C16 C17 C18 -179.0(11) . . . . ? C16 C17 C18 C19 0.0 . . . . ? C17 C18 C19 C20 0.0 . . . . ? C17 C18 C19 C19 168(3) . . . 2_758 ? C18 C19 C20 C21 0.0 . . . . ? C19 C19 C20 C21 -171(2) 2_758 . . . ? C18 C19 C20 N2 -167.2(10) . . . . ? C19 C19 C20 N2 22(2) 2_758 . . . ? O9 N2 C20 C19 -73.0(16) . . . . ? O10 N2 C20 C19 107.9(16) . . . . ? O9 N2 C20 C21 119.4(13) . . . . ? O10 N2 C20 C21 -59.8(14) . . . . ? C19 C20 C21 C16 0.0 . . . . ? N2 C20 C21 C16 168.0(9) . . . . ? C17 C16 C21 C20 0.0 . . . . ? C15 C16 C21 C20 179.0(11) . . . . ? O1' Gd1' O7' C15' 108.7(16) 2_766 . . . ? O3' Gd1' O7' C15' -177.9(16) . . . . ? O8' Gd1' O7' C15' 50.2(17) 2_767 . . . ? O11' Gd1' O7' C15' -170.2(19) . . . . ? O4' Gd1' O7' C15' -91.2(15) 2_667 . . . ? O2' Gd1' O7' C15' -13.8(15) 1_556 . . . ? O1W' Gd1' O7' C15' -52(2) . . . . ? O6' O9' N2' O10' -33(4) 1_646 . . . ? C18' O9' N2' O10' 142(3) 2_758 . . . ? O6' O9' N2' C20' 141(3) 1_646 . . . ? C18' O9' N2' C20' -44(3) 2_758 . . . ? Gd1' O8' C15' O7' 15(3) 2_767 . . . ? Gd1' O8' C15' C16' -178.5(11) 2_767 . . . ? Gd1' O7' C15' O8' -50(2) . . . . ? Gd1' O7' C15' C16' 143.9(10) . . . . ? O8' C15' C16' C17' 148.6(12) . . . . ? O7' C15' C16' C17' -43.7(15) . . . . ? O8' C15' C16' C21' -33.9(14) . . . . ? O7' C15' C16' C21' 133.8(13) . . . . ? C21' C16' C17' C18' 0.0 . . . . ? C15' C16' C17' C18' 177.5(9) . . . . ? C16' C17' C18' C19' 0.0 . . . . ? C16' C17' C18' O9' 164.3(18) . . . 2_758 ? C17' C18' C19' C20' 0.0 . . . . ? O9' C18' C19' C20' -166.8(15) 2_758 . . . ? C17' C18' C19' C19' -173.7(19) . . . 2_758 ? O9' C18' C19' C19' 19.5(15) 2_758 . . 2_758 ? C18' C19' C20' C21' 0.0 . . . . ? C19' C19' C20' C21' 173(2) 2_758 . . . ? C18' C19' C20' N2' -179.8(3) . . . . ? C19' C19' C20' N2' -6(2) 2_758 . . . ? O10' N2' C20' C19' -158(2) . . . . ? O9' N2' C20' C19' 27(2) . . . . ? O10' N2' C20' C21' 22(2) . . . . ? O9' N2' C20' C21' -153(2) . . . . ? C19' C20' C21' C16' 0.0 . . . . ? N2' C20' C21' C16' 179.8(3) . . . . ? C17' C16' C21' C20' 0.0 . . . . ? C15' C16' C21' C20' -177.4(10) . . . . ? O1' Gd1' O11' C22' 140(5) 2_766 . . . ? O3' Gd1' O11' C22' -127(5) . . . . ? O8' Gd1' O11' C22' 175(4) 2_767 . . . ? O7' Gd1' O11' C22' 56(4) . . . . ? O4' Gd1' O11' C22' -29(4) 2_667 . . . ? O2' Gd1' O11' C22' 15(6) 1_556 . . . ? O1W' Gd1' O11' C22' -82(5) . . . . ? Gd1' O11' C22' N3' -111(5) . . . . ? O11' C22' N3' C23' 0.0(4) . . . . ? O11' C22' N3' C24' 180.0(3) . . . . ? O2 Gd1 O11 C22 -41.0(19) 1_556 . . . ? O7 Gd1 O11 C22 -23.6(15) . . . . ? O4 Gd1 O11 C22 -107.2(15) 2_667 . . . ? O1W Gd1 O11 C22 -156.2(15) . . . . ? O8 Gd1 O11 C22 103.8(16) 2_767 . . . ? O3 Gd1 O11 C22 147.2(17) . . . . ? O1 Gd1 O11 C22 64.1(15) 2_766 . . . ? Gd1 O11 C22 N3 122.8(14) . . . . ? O11 C22 N3 C23 0.2(4) . . . . ? O11 C22 N3 C24 179.8(3) . . . . ? C26 N4 C25 O12 0.0(3) . . . . ? C27 N4 C25 O12 180.0(3) . . . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.667 _refine_diff_density_min -0.619 _refine_diff_density_rms 0.174 _database_code_depnum_ccdc_archive 'CCDC 946331' ####################################################################### # # 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_Tb _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25.50 H23 N3 O11.50 Tb' _chemical_formula_weight 714.39 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' Tb Tb -0.1723 4.1537 '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' _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 9.471(3) _cell_length_b 11.430(4) _cell_length_c 14.264(4) _cell_angle_alpha 71.787(12) _cell_angle_beta 80.912(8) _cell_angle_gamma 82.319(11) _cell_volume 1442.5(8) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 919 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 19.64 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.645 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 708 _exptl_absorpt_coefficient_mu 2.515 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5002 _exptl_absorpt_correction_T_max 0.7696 _exptl_absorpt_process_details SADABS _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6773 _diffrn_reflns_av_R_equivalents 0.0602 _diffrn_reflns_av_sigmaI/netI 0.1639 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 27.00 _reflns_number_total 5491 _reflns_number_gt 2891 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1019P)^2^+16.7817P] 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 5491 _refine_ls_number_parameters 662 _refine_ls_number_restraints 34 _refine_ls_R_factor_all 0.1648 _refine_ls_R_factor_gt 0.0967 _refine_ls_wR_factor_ref 0.2556 _refine_ls_wR_factor_gt 0.2182 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 0.927 _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 0.7746(3) 0.4909(4) 1.0068(2) 0.0306(6) Uani 0.538(6) 1 d PDU . 1 O1W O 0.611(3) 0.6825(19) 1.008(2) 0.067(4) Uani 0.538(6) 1 d PDU . 1 O1 O 1.080(3) 0.648(2) 0.108(2) 0.048(4) Uani 0.538(6) 1 d PU . 1 O2 O 0.884(3) 0.554(2) 0.0809(18) 0.052(4) Uani 0.538(6) 1 d PU . 1 C1 C 0.949(5) 0.601(4) 0.123(4) 0.049(3) Uani 0.538(6) 1 d PU . 1 C2 C 0.881(2) 0.6234(19) 0.2284(12) 0.052(3) Uani 0.538(6) 1 d PGU . 1 C3 C 0.9475(19) 0.6899(19) 0.2728(16) 0.056(4) Uani 0.538(6) 1 d PGU . 1 H3A H 1.0261 0.7325 0.2381 0.067 Uiso 0.538(6) 1 calc PR . 1 C4 C 0.897(2) 0.6928(17) 0.3690(16) 0.058(4) Uani 0.538(6) 1 d PGDU . 1 H4A H 0.9413 0.7373 0.3987 0.070 Uiso 0.538(6) 1 calc PR . 1 C5 C 0.7793(18) 0.6292(14) 0.4209(12) 0.063(4) Uani 0.538(6) 1 d PGDU . 1 C6 C 0.7127(16) 0.5627(16) 0.3765(13) 0.061(4) Uani 0.538(6) 1 d PGDU . 1 H6A H 0.6342 0.5201 0.4111 0.073 Uiso 0.538(6) 1 calc PR . 1 C7 C 0.764(2) 0.5598(18) 0.2802(14) 0.057(4) Uani 0.538(6) 1 d PGU . 1 H7A H 0.7190 0.5153 0.2505 0.069 Uiso 0.538(6) 1 calc PR . 1 O3 O 0.607(2) 0.4767(16) 0.8945(18) 0.037(3) Uani 0.438(6) 1 d PDU . 1 O4 O 0.400(2) 0.5959(19) 0.8593(17) 0.045(5) Uani 0.438(6) 1 d PDU . 1 C14 C 0.529(2) 0.5435(15) 0.8375(19) 0.045(4) Uani 0.538(6) 1 d PDU . 1 C8 C 0.6975(18) 0.6133(12) 0.5283(13) 0.064(4) Uani 0.538(6) 1 d PGDU . 1 C9 C 0.7877(15) 0.5647(17) 0.6019(16) 0.056(4) Uani 0.538(6) 1 d PGDU . 1 H9A H 0.8851 0.5462 0.5846 0.067 Uiso 0.538(6) 1 calc PR . 1 C10 C 0.732(2) 0.5439(15) 0.7014(15) 0.047(4) Uani 0.538(6) 1 d PGDU . 1 H10A H 0.7928 0.5114 0.7506 0.056 Uiso 0.538(6) 1 calc PR . 1 C11 C 0.587(2) 0.5716(13) 0.7273(12) 0.050(4) Uani 0.538(6) 1 d PGDU . 1 C12 C 0.4967(16) 0.6201(17) 0.6537(14) 0.057(4) Uani 0.538(6) 1 d PGU . 1 H12A H 0.3993 0.6387 0.6710 0.068 Uiso 0.538(6) 1 calc PR . 1 C13 C 0.5520(18) 0.6410(14) 0.5542(13) 0.068(4) Uani 0.538(6) 1 d PGDU . 1 O5 O 0.501(3) 0.780(3) 0.397(2) 0.112(7) Uani 0.538(6) 1 d PDU . 1 O6 O 0.347(3) 0.659(3) 0.490(2) 0.112(6) Uani 0.538(6) 1 d PDU . 1 N1 N 0.461(3) 0.697(2) 0.476(2) 0.085(5) Uani 0.538(6) 1 d PDU . 1 Tb1' Tb 0.7745(4) 0.4485(4) 1.0002(3) 0.0306(6) Uani 0.462(6) 1 d PDU . 2 O1W' O 0.625(3) 0.654(2) 0.986(2) 0.067(4) Uani 0.462(6) 1 d PDU . 2 O1' O 1.079(3) 0.612(2) 0.103(2) 0.046(5) Uani 0.462(6) 1 d PU . 2 O2' O 0.868(3) 0.602(2) 0.083(2) 0.050(5) Uani 0.462(6) 1 d PU . 2 C1' C 0.954(6) 0.624(5) 0.135(4) 0.049(3) Uani 0.462(6) 1 d PU . 2 C2' C 0.881(2) 0.6520(19) 0.2317(14) 0.052(3) Uani 0.462(6) 1 d PGU . 2 C3' C 0.9668(18) 0.668(2) 0.2965(18) 0.051(4) Uani 0.462(6) 1 d PGU . 2 H3'A H 1.0633 0.6796 0.2755 0.061 Uiso 0.462(6) 1 calc PR . 2 C4' C 0.909(2) 0.665(2) 0.3928(17) 0.053(4) Uani 0.462(6) 1 d PGDU . 2 H4'A H 0.9662 0.6756 0.4362 0.064 Uiso 0.462(6) 1 calc PR . 2 C5' C 0.764(2) 0.6471(13) 0.4242(13) 0.056(4) Uani 0.462(6) 1 d PGDU . 2 C6' C 0.6784(17) 0.6316(18) 0.3594(16) 0.052(4) Uani 0.462(6) 1 d PGDU . 2 H6'A H 0.5820 0.6195 0.3804 0.062 Uiso 0.462(6) 1 calc PR . 2 C7' C 0.737(2) 0.634(2) 0.2631(15) 0.051(4) Uani 0.462(6) 1 d PGU . 2 H7'A H 0.6790 0.6236 0.2197 0.061 Uiso 0.462(6) 1 calc PR . 2 N1' N 0.496(5) 0.807(4) 0.488(3) 0.116(9) Uani 0.462(6) 1 d PDU . 2 O5' O 0.561(4) 0.873(3) 0.421(3) 0.115(9) Uani 0.362(6) 1 d PDU . 2 O6' O 0.358(5) 0.815(3) 0.505(3) 0.132(10) Uani 0.362(6) 1 d PDU . 2 O3' O 0.612(2) 0.5222(19) 0.896(2) 0.037(3) Uani 0.362(6) 1 d PDU . 2 O4' O 0.391(2) 0.5466(18) 0.8492(16) 0.031(6) Uani 0.362(6) 1 d PDU . 2 C14' C 0.532(3) 0.5459(12) 0.834(2) 0.053(6) Uani 0.462(6) 1 d PDU . 2 C8' C 0.6886(18) 0.6419(17) 0.5228(14) 0.058(4) Uani 0.462(6) 1 d PGDU . 2 C9' C 0.7654(19) 0.547(2) 0.5878(17) 0.065(5) Uani 0.462(6) 1 d PGDU . 2 H9'A H 0.8461 0.5050 0.5632 0.078 Uiso 0.462(6) 1 calc PR . 2 C10' C 0.722(3) 0.5164(17) 0.6895(16) 0.063(5) Uani 0.462(6) 1 d PGDU . 2 H10B H 0.7730 0.4532 0.7330 0.075 Uiso 0.462(6) 1 calc PR . 2 C11' C 0.601(3) 0.5798(12) 0.7263(13) 0.055(5) Uani 0.462(6) 1 d PGDU . 2 C12' C 0.524(2) 0.6743(14) 0.6613(14) 0.050(5) Uani 0.462(6) 1 d PGU . 2 H12B H 0.4435 0.7167 0.6859 0.060 Uiso 0.462(6) 1 calc PR . 2 C13' C 0.568(2) 0.7053(14) 0.5595(14) 0.051(4) Uani 0.462(6) 1 d PGDU . 2 N2 N 1.212(2) 0.1049(15) 1.4793(17) 0.072(3) Uani 0.25 1 d PDU A 1 O9 O 1.164(3) 0.107(3) 1.5662(18) 0.076(5) Uani 0.25 1 d PDU . 1 O10 O 1.342(2) 0.099(4) 1.441(2) 0.077(5) Uani 0.25 1 d PDU A 1 O7 O 0.906(3) 0.352(3) 1.128(2) 0.055(4) Uani 0.411(13) 1 d PDU A 1 O8 O 1.139(3) 0.362(5) 1.129(5) 0.055(4) Uani 0.411(13) 1 d PDU . 1 C15 C 1.030(3) 0.305(3) 1.153(3) 0.057(3) Uani 0.411(13) 1 d PDU A 1 C16 C 1.014(2) 0.2025(18) 1.2566(13) 0.060(3) Uani 0.411(13) 1 d PGDU A 1 C17 C 0.9150(18) 0.1151(19) 1.2828(15) 0.062(3) Uani 0.411(13) 1 d PGDU A 1 H17A H 0.8512 0.1170 1.2389 0.074 Uiso 0.411(13) 1 calc PR A 1 C18 C 0.911(2) 0.0249(19) 1.3747(17) 0.064(4) Uani 0.411(13) 1 d PGDU . 1 H18A H 0.8435 -0.0342 1.3925 0.077 Uiso 0.411(13) 1 d PR A 1 C19 C 1.006(2) 0.0221(16) 1.4404(15) 0.065(3) Uani 0.411(13) 1 d PGDU . 1 C20 C 1.106(2) 0.1095(13) 1.4141(14) 0.067(3) Uani 0.411(13) 1 d PGDU A 1 C21 C 1.110(2) 0.1997(15) 1.3222(14) 0.063(3) Uani 0.411(13) 1 d PGDU A 1 H21A H 1.1763 0.2582 1.3046 0.076 Uiso 0.411(13) 1 calc PR A 1 O7' O 0.917(2) 0.3098(19) 1.1101(16) 0.054(3) Uani 0.589(13) 1 d PDU A 2 O8' O 1.118(2) 0.376(3) 1.132(3) 0.054(3) Uani 0.589(13) 1 d PDU . 2 O10' O 1.3801(19) 0.035(4) 1.379(2) 0.088(6) Uani 0.25 1 d PDU A 2 O9' O 1.252(3) -0.034(4) 1.5311(18) 0.079(5) Uani 0.25 1 d PDU . 2 N2' N 1.2655(18) 0.023(2) 1.4388(17) 0.075(4) Uani 0.25 1 d PDU A 2 C15' C 1.012(2) 0.317(3) 1.1624(19) 0.057(3) Uani 0.589(13) 1 d PDU A 2 C16' C 1.0149(17) 0.2291(14) 1.2650(10) 0.060(3) Uani 0.589(13) 1 d PGDU A 2 C17' C 0.8828(15) 0.2047(15) 1.3217(12) 0.065(3) Uani 0.589(13) 1 d PGU A 2 H17B H 0.7987 0.2445 1.2962 0.078 Uiso 0.589(13) 1 calc PR A 2 C18' C 0.8763(14) 0.1208(17) 1.4166(13) 0.069(4) Uani 0.589(13) 1 d PGU . 2 H18B H 0.7870 0.1043 1.4549 0.083 Uiso 0.589(13) 1 d PR A 2 C19' C 1.0020(17) 0.0613(14) 1.4547(11) 0.069(3) Uani 0.589(13) 1 d PGDU . 2 C20' C 1.1341(14) 0.0857(13) 1.3980(12) 0.068(3) Uani 0.589(13) 1 d PGDU A 2 C21' C 1.1406(14) 0.1697(14) 1.3031(11) 0.062(3) Uani 0.589(13) 1 d PGDU A 2 H21B H 1.2291 0.1860 1.2652 0.075 Uiso 0.589(13) 1 calc PR A 2 O11' O 0.688(7) 0.258(4) 1.026(5) 0.112(4) Uani 0.291(17) 1 d PDU B 2 C22' C 0.622(5) 0.176(4) 1.087(4) 0.118(5) Uani 0.291(17) 1 d PDU B 2 H22B H 0.5294 0.1970 1.1140 0.141 Uiso 0.291(17) 1 calc PR B 2 C24' C 0.591(7) -0.035(5) 1.189(5) 0.128(9) Uani 0.291(17) 1 d PDU B 2 H24D H 0.4993 0.0021 1.2098 0.192 Uiso 0.291(17) 1 calc PR B 2 H24E H 0.6417 -0.0731 1.2460 0.192 Uiso 0.291(17) 1 calc PR B 2 H24F H 0.5768 -0.0974 1.1600 0.192 Uiso 0.291(17) 1 calc PR B 2 C23' C 0.817(6) 0.020(5) 1.077(6) 0.127(8) Uani 0.291(17) 1 d PDU B 2 H23D H 0.8569 0.0888 1.0268 0.190 Uiso 0.291(17) 1 calc PR B 2 H23E H 0.8114 -0.0449 1.0485 0.190 Uiso 0.291(17) 1 calc PR B 2 H23F H 0.8762 -0.0100 1.1297 0.190 Uiso 0.291(17) 1 calc PR B 2 N3' N 0.674(5) 0.059(4) 1.117(3) 0.120(5) Uani 0.291(17) 1 d PDU B 2 O11 O 0.680(3) 0.275(2) 1.0411(19) 0.112(4) Uani 0.709(17) 1 d PDU B 1 C22 C 0.746(2) 0.176(2) 1.0781(16) 0.118(5) Uani 0.709(17) 1 d PDU B 1 H22A H 0.8369 0.1578 1.0478 0.141 Uiso 0.709(17) 1 calc PR B 1 C23 C 0.552(3) 0.114(3) 1.210(2) 0.136(8) Uani 0.709(17) 1 d PDU B 1 H23A H 0.5099 0.1943 1.1764 0.204 Uiso 0.709(17) 1 calc PR B 1 H23B H 0.5605 0.1101 1.2773 0.204 Uiso 0.709(17) 1 calc PR B 1 H23C H 0.4930 0.0520 1.2105 0.204 Uiso 0.709(17) 1 calc PR B 1 C24 C 0.776(3) -0.025(2) 1.201(2) 0.135(7) Uani 0.709(17) 1 d PDU B 1 H24A H 0.8661 -0.0285 1.1601 0.202 Uiso 0.709(17) 1 calc PR B 1 H24B H 0.7231 -0.0922 1.2024 0.202 Uiso 0.709(17) 1 calc PR B 1 H24C H 0.7919 -0.0320 1.2671 0.202 Uiso 0.709(17) 1 calc PR B 1 N3 N 0.693(2) 0.0926(18) 1.1594(15) 0.122(5) Uani 0.709(17) 1 d PDU B 1 N4 N 0.335(4) 0.899(3) 0.155(3) 0.192(13) Uani 0.50 1 d PDU . . O12 O 0.325(5) 1.092(3) 0.054(3) 0.189(13) Uani 0.50 1 d PDU . . C27 C 0.409(6) 0.774(4) 0.188(4) 0.193(14) Uani 0.50 1 d PDU . . H27A H 0.4921 0.7671 0.1408 0.289 Uiso 0.50 1 calc PR . . H27B H 0.3450 0.7143 0.1911 0.289 Uiso 0.50 1 calc PR . . H27C H 0.4383 0.7599 0.2521 0.289 Uiso 0.50 1 calc PR . . C26 C 0.197(5) 0.919(4) 0.214(4) 0.194(14) Uani 0.50 1 d PDU . . H26A H 0.1549 1.0015 0.1866 0.290 Uiso 0.50 1 calc PR . . H26B H 0.2119 0.9072 0.2817 0.290 Uiso 0.50 1 calc PR . . H26C H 0.1334 0.8607 0.2130 0.290 Uiso 0.50 1 calc PR . . C25 C 0.390(4) 0.989(4) 0.078(3) 0.194(13) Uani 0.50 1 d PDU . . H25A H 0.4780 0.9732 0.0424 0.233 Uiso 0.50 1 calc PR . . 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 0.0265(3) 0.0406(13) 0.0208(5) -0.0072(9) 0.0017(3) 0.0004(10) O1W 0.067(4) 0.067(4) 0.068(4) -0.0208(17) -0.0080(14) -0.0061(14) O1 0.045(4) 0.049(6) 0.046(5) -0.014(5) 0.001(4) -0.002(5) O2 0.052(5) 0.052(6) 0.049(5) -0.014(4) -0.002(4) -0.004(5) C1 0.047(4) 0.051(5) 0.047(4) -0.011(3) -0.002(3) -0.004(4) C2 0.049(4) 0.055(4) 0.046(4) -0.012(3) -0.001(3) -0.005(3) C3 0.054(6) 0.060(6) 0.051(6) -0.016(5) -0.004(5) -0.004(5) C4 0.057(6) 0.064(7) 0.052(6) -0.017(5) -0.007(5) -0.002(5) C5 0.062(6) 0.071(6) 0.054(5) -0.017(5) -0.004(4) -0.005(5) C6 0.059(6) 0.067(7) 0.053(6) -0.016(5) 0.003(5) -0.008(5) C7 0.056(6) 0.063(6) 0.050(5) -0.014(5) 0.001(5) -0.009(5) O3 0.035(4) 0.045(7) 0.033(4) -0.013(5) -0.003(3) -0.006(5) O4 0.039(6) 0.054(7) 0.043(7) -0.014(6) -0.002(5) -0.007(5) C14 0.037(5) 0.054(6) 0.042(5) -0.012(5) -0.003(4) -0.006(5) C8 0.064(5) 0.072(6) 0.052(5) -0.017(5) -0.003(4) 0.001(5) C9 0.054(6) 0.065(7) 0.048(5) -0.020(6) 0.001(5) -0.005(6) C10 0.044(5) 0.056(7) 0.045(5) -0.022(5) -0.003(5) -0.007(6) C11 0.044(5) 0.059(6) 0.045(5) -0.013(5) -0.002(4) -0.005(5) C12 0.051(6) 0.066(7) 0.052(5) -0.017(5) -0.007(4) -0.005(6) C13 0.066(5) 0.076(6) 0.059(5) -0.019(5) -0.004(4) -0.001(5) O5 0.107(9) 0.112(9) 0.096(8) -0.005(6) -0.014(7) -0.001(7) O6 0.099(8) 0.128(10) 0.107(10) -0.021(7) -0.028(7) -0.019(7) N1 0.082(6) 0.097(7) 0.071(6) -0.016(6) -0.016(5) -0.004(6) Tb1' 0.0265(3) 0.0406(13) 0.0208(5) -0.0072(9) 0.0017(3) 0.0004(10) O1W' 0.067(4) 0.067(4) 0.068(4) -0.0208(17) -0.0080(14) -0.0061(14) O1' 0.044(6) 0.046(7) 0.046(6) -0.011(5) -0.002(5) -0.005(6) O2' 0.051(6) 0.050(7) 0.047(6) -0.016(5) -0.003(5) -0.004(6) C1' 0.047(4) 0.051(5) 0.047(4) -0.011(3) -0.002(3) -0.004(4) C2' 0.049(4) 0.055(4) 0.046(4) -0.012(3) -0.001(3) -0.005(3) C3' 0.048(6) 0.054(6) 0.046(6) -0.010(5) -0.003(5) -0.002(5) C4' 0.050(6) 0.058(7) 0.047(6) -0.012(5) -0.003(5) -0.002(6) C5' 0.050(5) 0.062(6) 0.051(5) -0.014(5) -0.003(4) -0.001(5) C6' 0.046(6) 0.055(7) 0.049(6) -0.010(5) -0.003(5) -0.001(6) C7' 0.047(5) 0.053(7) 0.048(5) -0.011(5) -0.004(5) -0.002(5) N1' 0.116(11) 0.118(11) 0.112(11) -0.032(7) -0.014(8) -0.007(8) O5' 0.119(11) 0.112(12) 0.113(12) -0.034(8) -0.014(8) -0.006(8) O6' 0.121(11) 0.136(12) 0.125(12) -0.022(8) -0.014(8) -0.006(8) O3' 0.035(4) 0.045(7) 0.033(4) -0.013(5) -0.003(3) -0.006(5) O4' 0.026(7) 0.032(9) 0.033(8) -0.011(7) 0.009(6) -0.012(7) C14' 0.047(8) 0.062(8) 0.048(7) -0.012(6) -0.005(6) -0.004(7) C8' 0.056(6) 0.063(6) 0.051(5) -0.013(5) -0.002(4) 0.000(5) C9' 0.061(7) 0.069(7) 0.055(6) -0.012(5) 0.001(5) 0.004(5) C10' 0.058(7) 0.068(7) 0.054(6) -0.012(5) -0.003(5) 0.003(5) C11' 0.050(6) 0.062(7) 0.048(6) -0.011(5) -0.005(5) -0.004(5) C12' 0.045(6) 0.057(7) 0.047(6) -0.013(5) -0.005(5) -0.007(5) C13' 0.049(6) 0.057(7) 0.047(6) -0.015(5) -0.005(5) -0.006(5) N2 0.071(5) 0.073(5) 0.070(5) -0.017(4) -0.013(4) -0.007(4) O9 0.078(7) 0.078(7) 0.073(6) -0.020(5) -0.012(5) -0.008(6) O10 0.075(6) 0.079(8) 0.079(7) -0.023(5) -0.012(5) -0.008(6) O7 0.047(5) 0.058(6) 0.052(5) -0.008(5) -0.007(5) 0.003(5) O8 0.047(5) 0.060(6) 0.048(5) -0.006(5) -0.007(5) 0.003(5) C15 0.049(4) 0.061(4) 0.053(4) -0.007(4) -0.007(4) 0.001(4) C16 0.054(4) 0.063(4) 0.056(4) -0.008(3) -0.008(3) -0.003(4) C17 0.058(5) 0.064(5) 0.058(5) -0.010(4) -0.009(4) -0.005(4) C18 0.061(5) 0.065(6) 0.059(5) -0.010(5) -0.007(5) -0.006(5) C19 0.064(5) 0.066(5) 0.060(5) -0.009(4) -0.008(4) -0.006(4) C20 0.065(4) 0.067(5) 0.062(4) -0.009(4) -0.010(4) -0.005(4) C21 0.059(5) 0.065(5) 0.059(4) -0.010(4) -0.009(4) -0.005(4) O7' 0.044(5) 0.058(6) 0.050(5) -0.006(5) -0.005(4) 0.003(4) O8' 0.044(5) 0.059(6) 0.049(5) -0.004(4) -0.008(5) 0.005(4) O10' 0.081(7) 0.089(8) 0.087(8) -0.022(6) -0.006(5) -0.005(6) O9' 0.077(6) 0.081(6) 0.076(6) -0.016(5) -0.014(5) -0.005(5) N2' 0.072(5) 0.076(5) 0.072(5) -0.015(4) -0.013(4) -0.005(4) C15' 0.048(4) 0.061(4) 0.053(4) -0.007(4) -0.006(3) 0.001(4) C16' 0.053(4) 0.063(4) 0.056(4) -0.007(3) -0.008(3) -0.003(4) C17' 0.057(4) 0.067(5) 0.059(5) -0.006(4) -0.005(4) -0.002(4) C18' 0.064(5) 0.069(5) 0.062(5) -0.004(4) -0.005(4) -0.004(5) C19' 0.066(4) 0.069(5) 0.061(5) -0.006(4) -0.008(4) -0.005(4) C20' 0.066(4) 0.069(4) 0.063(4) -0.009(4) -0.008(4) -0.005(4) C21' 0.057(4) 0.065(5) 0.058(4) -0.008(4) -0.007(4) -0.003(4) O11' 0.104(5) 0.114(5) 0.115(5) -0.028(4) -0.017(4) -0.009(4) C22' 0.113(6) 0.119(6) 0.119(6) -0.030(5) -0.017(5) -0.010(4) C24' 0.127(10) 0.125(9) 0.127(11) -0.032(7) -0.014(8) -0.013(8) C23' 0.125(9) 0.125(10) 0.127(10) -0.035(8) -0.014(7) -0.008(7) N3' 0.118(6) 0.119(6) 0.122(6) -0.031(5) -0.017(5) -0.010(5) O11 0.104(5) 0.114(5) 0.115(5) -0.028(4) -0.017(4) -0.009(4) C22 0.112(6) 0.118(6) 0.120(6) -0.029(4) -0.018(5) -0.010(5) C23 0.132(9) 0.135(10) 0.132(10) -0.033(8) -0.006(7) -0.010(7) C24 0.131(9) 0.129(8) 0.134(9) -0.026(6) -0.018(7) -0.006(6) N3 0.119(6) 0.120(6) 0.122(6) -0.029(5) -0.017(5) -0.010(5) N4 0.195(14) 0.192(14) 0.192(14) -0.058(7) -0.024(7) -0.018(6) O12 0.196(15) 0.186(14) 0.190(15) -0.063(8) -0.022(9) -0.018(8) C27 0.194(16) 0.193(15) 0.192(16) -0.057(8) -0.024(9) -0.018(8) C26 0.194(15) 0.192(16) 0.196(16) -0.059(9) -0.024(8) -0.020(8) C25 0.195(14) 0.193(14) 0.193(14) -0.058(7) -0.024(7) -0.016(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Tb1 O2 1.93(3) 1_556 ? Tb1 O8 2.26(5) 2_767 ? Tb1 O7 2.34(3) . ? Tb1 O4 2.37(2) 2_667 ? Tb1 O3 2.48(2) . ? Tb1 O1W 2.513(16) . ? Tb1 O11 2.61(2) . ? Tb1 O1 2.72(3) 2_766 ? O1 C1 1.38(6) . ? O1 Tb1 2.72(3) 2_766 ? O2 C1 1.20(5) . ? O2 Tb1 1.93(3) 1_554 ? C1 C2 1.61(5) . ? C2 C3 1.3900 . ? C2 C7 1.3900 . ? C3 C4 1.3900 . ? C3 H3A 0.9300 . ? C4 C5 1.3900 . ? C4 H4A 0.9300 . ? C5 C6 1.3900 . ? C5 C8 1.57(2) . ? C6 C7 1.3900 . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? O3 C14 1.200(19) . ? O4 C14 1.32(2) . ? O4 Tb1 2.37(2) 2_667 ? C14 C11 1.53(3) . ? C8 C9 1.3900 . ? C8 C13 1.3900 . ? C9 C10 1.3900 . ? C9 H9A 0.9300 . ? C10 C11 1.3900 . ? C10 H10A 0.9300 . ? C11 C12 1.3900 . ? C12 C13 1.3900 . ? C12 H12A 0.9300 . ? C13 N1 1.46(3) . ? O5 N1 1.26(4) . ? O6 N1 1.18(4) . ? Tb1' O1' 2.07(3) 2_766 ? Tb1' O3' 2.21(2) . ? Tb1' O7' 2.308(19) . ? Tb1' O11' 2.33(5) . ? Tb1' O4' 2.46(2) 2_667 ? Tb1' O8' 2.48(3) 2_767 ? Tb1' O1W' 2.543(18) . ? Tb1' O2' 2.71(3) 1_556 ? O1' C1' 1.21(7) . ? O1' Tb1' 2.07(3) 2_766 ? O2' C1' 1.27(6) . ? O2' Tb1' 2.71(3) 1_554 ? C1' C2' 1.55(5) . ? C2' C3' 1.3900 . ? C2' C7' 1.3900 . ? C3' C4' 1.3900 . ? C3' H3'A 0.9300 . ? C4' C5' 1.3900 . ? C4' H4'A 0.9300 . ? C5' C6' 1.3900 . ? C5' C8' 1.46(3) . ? C6' C7' 1.3900 . ? C6' H6'A 0.9300 . ? C7' H7'A 0.9300 . ? N1' O5' 1.16(5) . ? N1' O6' 1.28(5) . ? N1' C13' 1.46(5) . ? O3' C14' 1.20(2) . ? O4' C14' 1.31(2) . ? O4' Tb1' 2.46(2) 2_667 ? C14' C11' 1.52(4) . ? C8' C9' 1.3900 . ? C8' C13' 1.3900 . ? C9' C10' 1.3900 . ? C9' H9'A 0.9300 . ? C10' C11' 1.3900 . ? C10' H10B 0.9300 . ? C11' C12' 1.3900 . ? C12' C13' 1.3900 . ? C12' H12B 0.9300 . ? N2 O9 1.259(8) . ? N2 O10 1.267(8) . ? N2 C20 1.461(6) . ? O9 C18 1.67(5) 2_758 ? O7 C15 1.280(10) . ? O8 C15 1.234(9) . ? O8 Tb1 2.26(5) 2_767 ? C15 C16 1.58(4) . ? C16 C17 1.3900 . ? C16 C21 1.3900 . ? C17 C18 1.3900 . ? C17 H17A 0.9300 . ? C18 C19 1.3900 . ? C18 O9 1.67(4) 2_758 ? C18 H18A 0.9395 . ? C19 C20 1.3900 . ? C19 C19 1.61(4) 2_758 ? C20 C21 1.3900 . ? C21 H21A 0.9300 . ? O7' C15' 1.285(9) . ? O8' C15' 1.231(9) . ? O8' Tb1' 2.48(3) 2_767 ? O10' N2' 1.262(8) . ? O9' N2' 1.268(8) . ? O9' C18' 1.60(5) 2_758 ? N2' C20' 1.460(6) . ? C15' C16' 1.50(3) . ? C16' C17' 1.3900 . ? C16' C21' 1.3900 . ? C17' C18' 1.3900 . ? C17' H17B 0.9300 . ? C18' C19' 1.3900 . ? C18' O9' 1.60(4) 2_758 ? C18' H18B 0.9384 . ? C19' C20' 1.3900 . ? C19' C19' 1.58(3) 2_758 ? C20' C21' 1.3900 . ? C21' H21B 0.9300 . ? O11' C22' 1.229(10) . ? C22' N3' 1.323(9) . ? C22' H22B 0.9300 . ? C24' N3' 1.457(16) . ? C24' H24D 0.9600 . ? C24' H24E 0.9600 . ? C24' H24F 0.9600 . ? C23' N3' 1.447(16) . ? C23' H23D 0.9600 . ? C23' H23E 0.9600 . ? C23' H23F 0.9600 . ? O11 C22 1.228(9) . ? C22 N3 1.325(9) . ? C22 H22A 0.9300 . ? C23 N3 1.438(15) . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 N3 1.465(15) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? N4 C25 1.339(8) . ? N4 C26 1.472(8) . ? N4 C27 1.472(8) . ? O12 C25 1.231(10) . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C25 H25A 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 O8 86.4(14) 1_556 2_767 ? O2 Tb1 O7 60.6(10) 1_556 . ? O8 Tb1 O7 127.0(8) 2_767 . ? O2 Tb1 O4 97.3(9) 1_556 2_667 ? O8 Tb1 O4 155.0(12) 2_767 2_667 ? O7 Tb1 O4 74.9(8) . 2_667 ? O2 Tb1 O3 162.8(8) 1_556 . ? O8 Tb1 O3 83.1(12) 2_767 . ? O7 Tb1 O3 136.4(9) . . ? O4 Tb1 O3 86.8(7) 2_667 . ? O2 Tb1 O1W 82.8(9) 1_556 . ? O8 Tb1 O1W 75.4(14) 2_767 . ? O7 Tb1 O1W 131.8(10) . . ? O4 Tb1 O1W 80.5(8) 2_667 . ? O3 Tb1 O1W 81.4(8) . . ? O2 Tb1 O11 132.2(9) 1_556 . ? O8 Tb1 O11 135.8(15) 2_767 . ? O7 Tb1 O11 73.8(9) . . ? O4 Tb1 O11 55.4(8) 2_667 . ? O3 Tb1 O11 63.4(7) . . ? O1W Tb1 O11 122.7(9) . . ? O2 Tb1 O1 117.9(9) 1_556 2_766 ? O8 Tb1 O1 78.6(15) 2_767 2_766 ? O7 Tb1 O1 82.3(10) . 2_766 ? O4 Tb1 O1 120.2(8) 2_667 2_766 ? O3 Tb1 O1 73.3(8) . 2_766 ? O1W Tb1 O1 145.5(9) . 2_766 ? O11 Tb1 O1 65.3(8) . 2_766 ? C1 O1 Tb1 98(2) . 2_766 ? C1 O2 Tb1 175(3) . 1_554 ? O2 C1 O1 137(4) . . ? O2 C1 C2 122(4) . . ? O1 C1 C2 102(3) . . ? C3 C2 C7 120.0 . . ? C3 C2 C1 122(2) . . ? C7 C2 C1 117.6(19) . . ? C4 C3 C2 120.0 . . ? C4 C3 H3A 120.0 . . ? C2 C3 H3A 120.0 . . ? C3 C4 C5 120.0 . . ? C3 C4 H4A 120.0 . . ? C5 C4 H4A 120.0 . . ? C6 C5 C4 120.0 . . ? C6 C5 C8 107.4(9) . . ? C4 C5 C8 132.6(9) . . ? C5 C6 C7 120.0 . . ? C5 C6 H6A 120.0 . . ? C7 C6 H6A 120.0 . . ? C6 C7 C2 120.0 . . ? C6 C7 H7A 120.0 . . ? C2 C7 H7A 120.0 . . ? C14 O3 Tb1 139.2(11) . . ? C14 O4 Tb1 126.4(14) . 2_667 ? O3 C14 O4 127(2) . . ? O3 C14 C11 116(2) . . ? O4 C14 C11 116.9(19) . . ? C9 C8 C13 120.0 . . ? C9 C8 C5 112.5(9) . . ? C13 C8 C5 127.5(9) . . ? C8 C9 C10 120.0 . . ? C8 C9 H9A 120.0 . . ? C10 C9 H9A 120.0 . . ? C11 C10 C9 120.0 . . ? C11 C10 H10A 120.0 . . ? C9 C10 H10A 120.0 . . ? C10 C11 C12 120.0 . . ? C10 C11 C14 118.7(14) . . ? C12 C11 C14 121.3(14) . . ? C13 C12 C11 120.0 . . ? C13 C12 H12A 120.0 . . ? C11 C12 H12A 120.0 . . ? C12 C13 C8 120.0 . . ? C12 C13 N1 121.1(14) . . ? C8 C13 N1 118.9(14) . . ? O6 N1 O5 122(3) . . ? O6 N1 C13 115(3) . . ? O5 N1 C13 123(3) . . ? O1' Tb1' O3' 93.1(12) 2_766 . ? O1' Tb1' O7' 82.3(10) 2_766 . ? O3' Tb1' O7' 160.6(8) . . ? O1' Tb1' O11' 81.7(18) 2_766 . ? O3' Tb1' O11' 85.0(16) . . ? O7' Tb1' O11' 75.6(15) . . ? O1' Tb1' O4' 162.7(9) 2_766 2_667 ? O3' Tb1' O4' 95.6(8) . 2_667 ? O7' Tb1' O4' 84.6(7) . 2_667 ? O11' Tb1' O4' 84.3(17) . 2_667 ? O1' Tb1' O8' 68.3(11) 2_766 2_767 ? O3' Tb1' O8' 75.0(9) . 2_767 ? O7' Tb1' O8' 119.8(6) . 2_767 ? O11' Tb1' O8' 142.4(19) . 2_767 ? O4' Tb1' O8' 128.5(10) 2_667 2_767 ? O1' Tb1' O1W' 131.2(11) 2_766 . ? O3' Tb1' O1W' 57.1(10) . . ? O7' Tb1' O1W' 138.0(9) . . ? O11' Tb1' O1W' 126.4(17) . . ? O4' Tb1' O1W' 65.8(9) 2_667 . ? O8' Tb1' O1W' 67.0(10) 2_767 . ? O1' Tb1' O2' 116.4(10) 2_766 1_556 ? O3' Tb1' O2' 119.1(8) . 1_556 ? O7' Tb1' O2' 79.4(8) . 1_556 ? O11' Tb1' O2' 146.8(17) . 1_556 ? O4' Tb1' O2' 71.7(8) 2_667 1_556 ? O8' Tb1' O2' 69.9(11) 2_767 1_556 ? O1W' Tb1' O2' 63.8(9) . 1_556 ? C1' O1' Tb1' 145(3) . 2_766 ? C1' O2' Tb1' 150(3) . 1_554 ? O1' C1' O2' 114(4) . . ? O1' C1' C2' 131(4) . . ? O2' C1' C2' 115(4) . . ? C3' C2' C7' 120.0 . . ? C3' C2' C1' 119(2) . . ? C7' C2' C1' 120(2) . . ? C4' C3' C2' 120.0 . . ? C4' C3' H3'A 120.0 . . ? C2' C3' H3'A 120.0 . . ? C3' C4' C5' 120.0 . . ? C3' C4' H4'A 120.0 . . ? C5' C4' H4'A 120.0 . . ? C4' C5' C6' 120.0 . . ? C4' C5' C8' 126.3(11) . . ? C6' C5' C8' 113.7(11) . . ? C7' C6' C5' 120.0 . . ? C7' C6' H6'A 120.0 . . ? C5' C6' H6'A 120.0 . . ? C6' C7' C2' 120.0 . . ? C6' C7' H7'A 120.0 . . ? C2' C7' H7'A 120.0 . . ? O5' N1' O6' 124(5) . . ? O5' N1' C13' 121(4) . . ? O6' N1' C13' 115(4) . . ? C14' O3' Tb1' 169.4(15) . . ? C14' O4' Tb1' 129.3(17) . 2_667 ? O3' C14' O4' 127(2) . . ? O3' C14' C11' 116(2) . . ? O4' C14' C11' 117(2) . . ? C9' C8' C13' 120.0 . . ? C9' C8' C5' 104.5(9) . . ? C13' C8' C5' 135.5(9) . . ? C8' C9' C10' 120.0 . . ? C8' C9' H9'A 120.0 . . ? C10' C9' H9'A 120.0 . . ? C9' C10' C11' 120.0 . . ? C9' C10' H10B 120.0 . . ? C11' C10' H10B 120.0 . . ? C12' C11' C10' 120.0 . . ? C12' C11' C14' 114.3(14) . . ? C10' C11' C14' 125.3(13) . . ? C11' C12' C13' 120.0 . . ? C11' C12' H12B 120.0 . . ? C13' C12' H12B 120.0 . . ? C12' C13' C8' 120.0 . . ? C12' C13' N1' 122.7(18) . . ? C8' C13' N1' 117.2(19) . . ? O9 N2 O10 127.9(9) . . ? O9 N2 C20 116.3(8) . . ? O10 N2 C20 115.7(8) . . ? N2 O9 C18 108(2) . 2_758 ? C15 O7 Tb1 147(2) . . ? C15 O8 Tb1 135(3) . 2_767 ? O8 C15 O7 125(2) . . ? O8 C15 C16 118(3) . . ? O7 C15 C16 110(3) . . ? C17 C16 C21 120.0 . . ? C17 C16 C15 123.4(14) . . ? C21 C16 C15 116.6(14) . . ? C16 C17 C18 120.0 . . ? C16 C17 H17A 120.0 . . ? C18 C17 H17A 120.0 . . ? C19 C18 C17 120.0 . . ? C19 C18 O9 100.3(15) . 2_758 ? C17 C18 O9 139.0(15) . 2_758 ? C19 C18 H18A 120.0 . . ? C17 C18 H18A 120.0 . . ? O9 C18 H18A 21.1 2_758 . ? C18 C19 C20 120.0 . . ? C18 C19 C19 132(2) . 2_758 ? C20 C19 C19 102.4(17) . 2_758 ? C21 C20 C19 120.0 . . ? C21 C20 N2 118.7(5) . . ? C19 C20 N2 121.2(4) . . ? C20 C21 C16 120.0 . . ? C20 C21 H21A 120.0 . . ? C16 C21 H21A 120.0 . . ? C15' O7' Tb1' 135.8(17) . . ? C15' O8' Tb1' 145.2(19) . 2_767 ? N2' O9' C18' 122(2) . 2_758 ? O10' N2' O9' 127.5(9) . . ? O10' N2' C20' 116.5(8) . . ? O9' N2' C20' 115.9(8) . . ? O8' C15' O7' 126.1(19) . . ? O8' C15' C16' 114(2) . . ? O7' C15' C16' 119(2) . . ? C17' C16' C21' 120.0 . . ? C17' C16' C15' 116.5(11) . . ? C21' C16' C15' 123.5(11) . . ? C18' C17' C16' 120.0 . . ? C18' C17' H17B 120.0 . . ? C16' C17' H17B 120.0 . . ? C17' C18' C19' 120.0 . . ? C17' C18' O9' 125.3(12) . 2_758 ? C19' C18' O9' 108.3(12) . 2_758 ? C17' C18' H18B 120.0 . . ? C19' C18' H18B 120.0 . . ? O9' C18' H18B 26.9 2_758 . ? C20' C19' C18' 120.0 . . ? C20' C19' C19' 116.8(18) . 2_758 ? C18' C19' C19' 120.6(18) . 2_758 ? C21' C20' C19' 120.0 . . ? C21' C20' N2' 120.5(5) . . ? C19' C20' N2' 119.5(5) . . ? C20' C21' C16' 120.0 . . ? C20' C21' H21B 120.0 . . ? C16' C21' H21B 120.0 . . ? C22' O11' Tb1' 144(3) . . ? O11' C22' N3' 123.5(19) . . ? O11' C22' H22B 118.2 . . ? N3' C22' H22B 118.2 . . ? N3' C24' H24D 109.5 . . ? N3' C24' H24E 109.5 . . ? H24D C24' H24E 109.5 . . ? N3' C24' H24F 109.5 . . ? H24D C24' H24F 109.5 . . ? H24E C24' H24F 109.5 . . ? N3' C23' H23D 109.5 . . ? N3' C23' H23E 109.5 . . ? H23D C23' H23E 109.5 . . ? N3' C23' H23F 109.5 . . ? H23D C23' H23F 109.5 . . ? H23E C23' H23F 109.5 . . ? C22' N3' C23' 120.7(17) . . ? C22' N3' C24' 121.5(17) . . ? C23' N3' C24' 117.8(14) . . ? C22 O11 Tb1 124.7(14) . . ? O11 C22 N3 122.7(17) . . ? O11 C22 H22A 118.6 . . ? N3 C22 H22A 118.6 . . ? N3 C23 H23A 109.5 . . ? N3 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? N3 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? N3 C24 H24A 109.5 . . ? N3 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N3 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C22 N3 C23 121.7(15) . . ? C22 N3 C24 120.8(15) . . ? C23 N3 C24 117.6(13) . . ? C25 N4 C26 122.4(9) . . ? C25 N4 C27 122.4(9) . . ? C26 N4 C27 115.2(8) . . ? N4 C27 H27A 109.5 . . ? N4 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? N4 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N4 C26 H26A 109.5 . . ? N4 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? N4 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? O12 C25 N4 120.2(10) . . ? O12 C25 H25A 119.9 . . ? N4 C25 H25A 119.9 . . ? 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 Tb1 O2 C1 O1 -90(36) 1_554 . . . ? Tb1 O2 C1 C2 91(35) 1_554 . . . ? Tb1 O1 C1 O2 -26(7) 2_766 . . . ? Tb1 O1 C1 C2 153(2) 2_766 . . . ? O2 C1 C2 C3 -173(3) . . . . ? O1 C1 C2 C3 7(4) . . . . ? O2 C1 C2 C7 16(5) . . . . ? O1 C1 C2 C7 -164(2) . . . . ? C7 C2 C3 C4 0.0 . . . . ? C1 C2 C3 C4 -171(2) . . . . ? C2 C3 C4 C5 0.0 . . . . ? C3 C4 C5 C6 0.0 . . . . ? C3 C4 C5 C8 179.6(3) . . . . ? C4 C5 C6 C7 0.0 . . . . ? C8 C5 C6 C7 -179.7(2) . . . . ? C5 C6 C7 C2 0.0 . . . . ? C3 C2 C7 C6 0.0 . . . . ? C1 C2 C7 C6 172(2) . . . . ? O2 Tb1 O3 C14 4(4) 1_556 . . . ? O8 Tb1 O3 C14 -49(3) 2_767 . . . ? O7 Tb1 O3 C14 172(2) . . . . ? O4 Tb1 O3 C14 108(2) 2_667 . . . ? O1W Tb1 O3 C14 27(2) . . . . ? O11 Tb1 O3 C14 161(3) . . . . ? O1 Tb1 O3 C14 -129(3) 2_766 . . . ? Tb1 O3 C14 O4 -78(2) . . . . ? Tb1 O3 C14 C11 101(2) . . . . ? Tb1 O4 C14 O3 -35.3(12) 2_667 . . . ? Tb1 O4 C14 C11 145.5(12) 2_667 . . . ? C6 C5 C8 C9 123.1(9) . . . . ? C4 C5 C8 C9 -56.6(9) . . . . ? C6 C5 C8 C13 -56.4(9) . . . . ? C4 C5 C8 C13 123.9(10) . . . . ? C13 C8 C9 C10 0.0 . . . . ? C5 C8 C9 C10 -179.5(2) . . . . ? C8 C9 C10 C11 0.0 . . . . ? C9 C10 C11 C12 0.0 . . . . ? C9 C10 C11 C14 178.0(6) . . . . ? O3 C14 C11 C10 -14.6(11) . . . . ? O4 C14 C11 C10 164.7(11) . . . . ? O3 C14 C11 C12 163.4(10) . . . . ? O4 C14 C11 C12 -17.3(11) . . . . ? C10 C11 C12 C13 0.0 . . . . ? C14 C11 C12 C13 -178.0(7) . . . . ? C11 C12 C13 C8 0.0 . . . . ? C11 C12 C13 N1 -177.0(15) . . . . ? C9 C8 C13 C12 0.0 . . . . ? C5 C8 C13 C12 179.4(3) . . . . ? C9 C8 C13 N1 177.1(14) . . . . ? C5 C8 C13 N1 -3.5(14) . . . . ? C12 C13 N1 O6 -44.1(15) . . . . ? C8 C13 N1 O6 138.9(16) . . . . ? C12 C13 N1 O5 136.7(15) . . . . ? C8 C13 N1 O5 -40.3(16) . . . . ? Tb1' O1' C1' O2' -9(9) 2_766 . . . ? Tb1' O1' C1' C2' 166(3) 2_766 . . . ? Tb1' O2' C1' O1' 58(8) 1_554 . . . ? Tb1' O2' C1' C2' -118(5) 1_554 . . . ? O1' C1' C2' C3' 0(7) . . . . ? O2' C1' C2' C3' 175(3) . . . . ? O1' C1' C2' C7' -165(4) . . . . ? O2' C1' C2' C7' 10(5) . . . . ? C7' C2' C3' C4' 0.0 . . . . ? C1' C2' C3' C4' -166(3) . . . . ? C2' C3' C4' C5' 0.0 . . . . ? C3' C4' C5' C6' 0.0 . . . . ? C3' C4' C5' C8' 179.7(3) . . . . ? C4' C5' C6' C7' 0.0 . . . . ? C8' C5' C6' C7' -179.8(2) . . . . ? C5' C6' C7' C2' 0.0 . . . . ? C3' C2' C7' C6' 0.0 . . . . ? C1' C2' C7' C6' 165(3) . . . . ? O1' Tb1' O3' C14' 36(10) 2_766 . . . ? O7' Tb1' O3' C14' -40(12) . . . . ? O11' Tb1' O3' C14' -45(10) . . . . ? O4' Tb1' O3' C14' -129(10) 2_667 . . . ? O8' Tb1' O3' C14' 102(10) 2_767 . . . ? O1W' Tb1' O3' C14' 174(10) . . . . ? O2' Tb1' O3' C14' 159(10) 1_556 . . . ? Tb1' O3' C14' O4' 115(10) . . . . ? Tb1' O3' C14' C11' -66(10) . . . . ? Tb1' O4' C14' O3' 16.6(10) 2_667 . . . ? Tb1' O4' C14' C11' -162.8(11) 2_667 . . . ? C4' C5' C8' C9' -56.9(10) . . . . ? C6' C5' C8' C9' 122.9(10) . . . . ? C4' C5' C8' C13' 123.5(11) . . . . ? C6' C5' C8' C13' -56.7(11) . . . . ? C13' C8' C9' C10' 0.0 . . . . ? C5' C8' C9' C10' -179.7(2) . . . . ? C8' C9' C10' C11' 0.0 . . . . ? C9' C10' C11' C12' 0.0 . . . . ? C9' C10' C11' C14' 172.6(15) . . . . ? O3' C14' C11' C12' -141.2(12) . . . . ? O4' C14' C11' C12' 38.3(12) . . . . ? O3' C14' C11' C10' 45.9(13) . . . . ? O4' C14' C11' C10' -134.6(13) . . . . ? C10' C11' C12' C13' 0.0 . . . . ? C14' C11' C12' C13' -173.3(12) . . . . ? C11' C12' C13' C8' 0.0 . . . . ? C11' C12' C13' N1' -177.2(19) . . . . ? C9' C8' C13' C12' 0.0 . . . . ? C5' C8' C13' C12' 179.6(3) . . . . ? C9' C8' C13' N1' 177.4(17) . . . . ? C5' C8' C13' N1' -3.0(18) . . . . ? O5' N1' C13' C12' 138.6(18) . . . . ? O6' N1' C13' C12' -41.4(18) . . . . ? O5' N1' C13' C8' -38.7(18) . . . . ? O6' N1' C13' C8' 141.3(17) . . . . ? O10 N2 O9 C18 -113(2) . . . 2_758 ? C20 N2 O9 C18 68(2) . . . 2_758 ? O2 Tb1 O7 C15 -70(5) 1_556 . . . ? O8 Tb1 O7 C15 -11(6) 2_767 . . . ? O4 Tb1 O7 C15 -178(5) 2_667 . . . ? O3 Tb1 O7 C15 114(5) . . . . ? O1W Tb1 O7 C15 -116(5) . . . . ? O11 Tb1 O7 C15 125(5) . . . . ? O1 Tb1 O7 C15 58(5) 2_766 . . . ? Tb1 O8 C15 O7 -34(8) 2_767 . . . ? Tb1 O8 C15 C16 177(3) 2_767 . . . ? Tb1 O7 C15 O8 33(8) . . . . ? Tb1 O7 C15 C16 -177(3) . . . . ? O8 C15 C16 C17 -165(4) . . . . ? O7 C15 C16 C17 42(3) . . . . ? O8 C15 C16 C21 13(4) . . . . ? O7 C15 C16 C21 -139(3) . . . . ? C21 C16 C17 C18 0.0 . . . . ? C15 C16 C17 C18 178.2(12) . . . . ? C16 C17 C18 C19 0.0 . . . . ? C16 C17 C18 O9 -168(3) . . . 2_758 ? C17 C18 C19 C20 0.0 . . . . ? O9 C18 C19 C20 172(2) 2_758 . . . ? C17 C18 C19 C19 150(4) . . . 2_758 ? O9 C18 C19 C19 -38(2) 2_758 . . 2_758 ? C18 C19 C20 C21 0.0 . . . . ? C19 C19 C20 C21 -158(3) 2_758 . . . ? C18 C19 C20 N2 -176.7(9) . . . . ? C19 C19 C20 N2 26(3) 2_758 . . . ? O9 N2 C20 C21 126.2(19) . . . . ? O10 N2 C20 C21 -53.4(19) . . . . ? O9 N2 C20 C19 -57(2) . . . . ? O10 N2 C20 C19 123(2) . . . . ? C19 C20 C21 C16 0.0 . . . . ? N2 C20 C21 C16 176.8(9) . . . . ? C17 C16 C21 C20 0.0 . . . . ? C15 C16 C21 C20 -178.3(11) . . . . ? O1' Tb1' O7' C15' 105(2) 2_766 . . . ? O3' Tb1' O7' C15' -177(3) . . . . ? O11' Tb1' O7' C15' -171(3) . . . . ? O4' Tb1' O7' C15' -86(2) 2_667 . . . ? O8' Tb1' O7' C15' 46(3) 2_767 . . . ? O1W' Tb1' O7' C15' -42(3) . . . . ? O2' Tb1' O7' C15' -13(2) 1_556 . . . ? C18' O9' N2' O10' -138(4) 2_758 . . . ? C18' O9' N2' C20' 45(4) 2_758 . . . ? Tb1' O8' C15' O7' 24(6) 2_767 . . . ? Tb1' O8' C15' C16' -169(3) 2_767 . . . ? Tb1' O7' C15' O8' -52(4) . . . . ? Tb1' O7' C15' C16' 141.4(16) . . . . ? O8' C15' C16' C17' 151(2) . . . . ? O7' C15' C16' C17' -41(2) . . . . ? O8' C15' C16' C21' -31(3) . . . . ? O7' C15' C16' C21' 137(2) . . . . ? C21' C16' C17' C18' 0.0 . . . . ? C15' C16' C17' C18' 178.0(12) . . . . ? C16' C17' C18' C19' 0.0 . . . . ? C16' C17' C18' O9' -149(2) . . . 2_758 ? C17' C18' C19' C20' 0.0 . . . . ? O9' C18' C19' C20' 153.4(19) 2_758 . . . ? C17' C18' C19' C19' -161(3) . . . 2_758 ? O9' C18' C19' C19' -8(2) 2_758 . . 2_758 ? C18' C19' C20' C21' 0.0 . . . . ? C19' C19' C20' C21' 162(3) 2_758 . . . ? C18' C19' C20' N2' 179.9(3) . . . . ? C19' C19' C20' N2' -18(3) 2_758 . . . ? O10' N2' C20' C21' -10(2) . . . . ? O9' N2' C20' C21' 168(2) . . . . ? O10' N2' C20' C19' 170(2) . . . . ? O9' N2' C20' C19' -12(2) . . . . ? C19' C20' C21' C16' 0.0 . . . . ? N2' C20' C21' C16' -179.9(3) . . . . ? C17' C16' C21' C20' 0.0 . . . . ? C15' C16' C21' C20' -177.9(13) . . . . ? O1' Tb1' O11' C22' 155(5) 2_766 . . . ? O3' Tb1' O11' C22' -111(5) . . . . ? O7' Tb1' O11' C22' 71(5) . . . . ? O4' Tb1' O11' C22' -15(5) 2_667 . . . ? O8' Tb1' O11' C22' -169(4) 2_767 . . . ? O1W' Tb1' O11' C22' -69(5) . . . . ? O2' Tb1' O11' C22' 28(7) 1_556 . . . ? Tb1' O11' C22' N3' -123(5) . . . . ? O11' C22' N3' C23' 0.0(3) . . . . ? O11' C22' N3' C24' 180.0(3) . . . . ? O2 Tb1 O11 C22 -38(2) 1_556 . . . ? O8 Tb1 O11 C22 106(2) 2_767 . . . ? O7 Tb1 O11 C22 -21.0(18) . . . . ? O4 Tb1 O11 C22 -103.6(19) 2_667 . . . ? O3 Tb1 O11 C22 151(2) . . . . ? O1W Tb1 O11 C22 -150.7(17) . . . . ? O1 Tb1 O11 C22 67.8(18) 2_766 . . . ? Tb1 O11 C22 N3 123.9(18) . . . . ? O11 C22 N3 C23 0.1(3) . . . . ? O11 C22 N3 C24 180.0(3) . . . . ? C26 N4 C25 O12 0.0(3) . . . . ? C27 N4 C25 O12 180.0(3) . . . . ? _diffrn_measured_fraction_theta_max 0.971 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.971 _refine_diff_density_max 0.902 _refine_diff_density_min -0.757 _refine_diff_density_rms 0.240 _database_code_depnum_ccdc_archive 'CCDC 946332'