# Electronic Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 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_shelxl _database_code_depnum_ccdc_archive 'CCDC 920453' #TrackingRef 'C1_ms33.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H33 N8 O13 Sm Zn' _chemical_formula_weight 953.38 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 17.1501(5) _cell_length_b 11.1874(9) _cell_length_c 20.5208(11) _cell_angle_alpha 90.00 _cell_angle_beta 105.596(4) _cell_angle_gamma 90.00 _cell_volume 3792.3(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 48219 _cell_measurement_theta_min 2.20 _cell_measurement_theta_max 28.02 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.670 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1908 _exptl_absorpt_coefficient_mu 2.239 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7645 _exptl_absorpt_correction_T_max 0.9126 _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _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 'STOE IPDS II' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 59336 _diffrn_reflns_av_R_equivalents 0.1579 _diffrn_reflns_av_sigmaI/netI 0.0795 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.20 _diffrn_reflns_theta_max 28.02 _reflns_number_total 9127 _reflns_number_gt 6695 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'X Area' _computing_cell_refinement 'X Area' _computing_data_reduction 'X Area' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0576P)^2^+0.4499P] 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 9127 _refine_ls_number_parameters 497 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0689 _refine_ls_R_factor_gt 0.0477 _refine_ls_wR_factor_ref 0.1292 _refine_ls_wR_factor_gt 0.1214 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _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 C1 C 0.2071(4) 0.7023(5) 0.2872(4) 0.078(2) Uani 1 1 d . . . H1A H 0.1621 0.7517 0.2647 0.117 Uiso 1 1 calc R . . H1B H 0.2538 0.7237 0.2724 0.117 Uiso 1 1 calc R . . H1C H 0.2185 0.7139 0.3352 0.117 Uiso 1 1 calc R . . C2 C 0.2475(3) 0.4955(4) 0.2996(3) 0.0376(9) Uani 1 1 d . . . C3 C 0.3198(3) 0.5244(5) 0.3448(3) 0.0474(12) Uani 1 1 d . . . H3 H 0.3308 0.6031 0.3589 0.057 Uiso 1 1 calc R . . C4 C 0.3767(3) 0.4350(5) 0.3693(3) 0.0499(12) Uani 1 1 d . . . H4 H 0.4256 0.4529 0.4006 0.060 Uiso 1 1 calc R . . C5 C 0.3595(3) 0.3196(5) 0.3465(3) 0.0456(11) Uani 1 1 d . . . H5 H 0.3978 0.2602 0.3628 0.055 Uiso 1 1 calc R . . C6 C 0.2864(3) 0.2883(4) 0.2997(2) 0.0362(9) Uani 1 1 d . . . C7 C 0.2273(2) 0.3776(4) 0.2766(2) 0.0315(8) Uani 1 1 d . . . C8 C 0.2795(3) 0.1683(4) 0.2733(2) 0.0380(10) Uani 1 1 d . . . H8 H 0.3250 0.1201 0.2881 0.046 Uiso 1 1 calc R . . C9 C 0.2317(3) -0.0003(4) 0.2082(3) 0.0473(11) Uani 1 1 d . . . H9A H 0.2484 -0.0537 0.2466 0.057 Uiso 1 1 calc R . . H9B H 0.2751 0.0030 0.1861 0.057 Uiso 1 1 calc R . . C10 C 0.1550(3) -0.0499(4) 0.1584(3) 0.0465(11) Uani 1 1 d . . . H10A H 0.1667 -0.1295 0.1448 0.056 Uiso 1 1 calc R . . H10B H 0.1132 -0.0576 0.1819 0.056 Uiso 1 1 calc R . . C11 C 0.1227(3) 0.0233(4) 0.0965(3) 0.0415(11) Uani 1 1 d . . . C12 C 0.1234(3) -0.0162(5) 0.0320(3) 0.0521(13) Uani 1 1 d . . . H12 H 0.1447 -0.0908 0.0265 0.063 Uiso 1 1 calc R . . C13 C 0.0922(4) 0.0560(6) -0.0234(3) 0.0602(15) Uani 1 1 d . . . H13 H 0.0930 0.0309 -0.0664 0.072 Uiso 1 1 calc R . . C14 C 0.0601(4) 0.1645(6) -0.0145(3) 0.0579(14) Uani 1 1 d . . . H14 H 0.0387 0.2140 -0.0514 0.070 Uiso 1 1 calc R . . C15 C 0.0599(3) 0.1995(5) 0.0496(3) 0.0449(11) Uani 1 1 d . . . H15 H 0.0373 0.2730 0.0553 0.054 Uiso 1 1 calc R . . C16 C -0.1469(4) 0.5236(6) 0.0543(4) 0.0685(18) Uani 1 1 d . . . H16A H -0.1189 0.5968 0.0511 0.103 Uiso 1 1 calc R . . H16B H -0.1933 0.5404 0.0705 0.103 Uiso 1 1 calc R . . H16C H -0.1640 0.4868 0.0105 0.103 Uiso 1 1 calc R . . C17 C -0.1244(3) 0.3345(4) 0.1116(3) 0.0405(10) Uani 1 1 d . . . C18 C -0.2029(3) 0.2931(5) 0.0836(3) 0.0512(13) Uani 1 1 d . . . H18 H -0.2401 0.3388 0.0520 0.061 Uiso 1 1 calc R . . C19 C -0.2244(3) 0.1823(5) 0.1038(3) 0.0541(14) Uani 1 1 d . . . H19 H -0.2765 0.1535 0.0851 0.065 Uiso 1 1 calc R . . C20 C -0.1711(3) 0.1152(5) 0.1504(3) 0.0467(12) Uani 1 1 d . . . H20 H -0.1878 0.0427 0.1643 0.056 Uiso 1 1 calc R . . C21 C -0.0912(3) 0.1537(4) 0.1777(2) 0.0362(9) Uani 1 1 d . . . C22 C -0.0669(2) 0.2635(4) 0.1569(2) 0.0347(9) Uani 1 1 d . . . C23 C -0.0381(3) 0.0815(4) 0.2301(2) 0.0407(10) Uani 1 1 d . . . H23 H -0.0624 0.0223 0.2497 0.049 Uiso 1 1 calc R . . C24 C 0.0815(4) 0.0139(4) 0.3090(3) 0.0482(12) Uani 1 1 d . . . H24A H 0.1188 -0.0379 0.2942 0.058 Uiso 1 1 calc R . . H24B H 0.0423 -0.0362 0.3223 0.058 Uiso 1 1 calc R . . C25 C 0.1281(4) 0.0863(5) 0.3696(3) 0.0540(13) Uani 1 1 d . . . H25A H 0.1511 0.1562 0.3538 0.065 Uiso 1 1 calc R . . H25B H 0.0910 0.1136 0.3948 0.065 Uiso 1 1 calc R . . C26 C 0.1944(4) 0.0155(5) 0.4154(3) 0.0498(12) Uani 1 1 d . . . C27 C 0.1967(5) -0.0070(6) 0.4814(4) 0.0725(19) Uani 1 1 d . . . H27 H 0.1564 0.0214 0.4999 0.087 Uiso 1 1 calc R . . C28 C 0.2619(5) -0.0745(9) 0.5203(4) 0.093(3) Uani 1 1 d . . . H28 H 0.2665 -0.0886 0.5659 0.112 Uiso 1 1 calc R . . C29 C 0.3176(4) -0.1188(7) 0.4913(4) 0.079(2) Uani 1 1 d . . . H29 H 0.3599 -0.1662 0.5160 0.095 Uiso 1 1 calc R . . C30 C 0.3110(4) -0.0931(7) 0.4253(4) 0.0722(17) Uani 1 1 d . . . H30 H 0.3506 -0.1222 0.4062 0.087 Uiso 1 1 calc R . . C31 C 0.5231(6) 0.7356(9) 0.4666(6) 0.107(3) Uani 1 1 d . . . C32 C 0.5874(7) 0.8156(10) 0.4657(7) 0.142(4) Uani 1 1 d . . . H32A H 0.5989 0.8649 0.5055 0.213 Uiso 1 1 calc R . . H32B H 0.5718 0.8652 0.4262 0.213 Uiso 1 1 calc R . . H32C H 0.6348 0.7706 0.4649 0.213 Uiso 1 1 calc R . . Zn1 Zn 0.10595(3) 0.19591(4) 0.20346(3) 0.03281(12) Uani 1 1 d . . . Sm1 Sm 0.046195(13) 0.501650(19) 0.211448(13) 0.03603(8) Uani 1 1 d . . . N1 N 0.2181(2) 0.1203(3) 0.2321(2) 0.0359(8) Uani 1 1 d . . . N2 N 0.0914(2) 0.1311(3) 0.1047(2) 0.0365(8) Uani 1 1 d . . . N3 N 0.0389(2) 0.0915(3) 0.25192(19) 0.0398(8) Uani 1 1 d . . . N4 N 0.2506(4) -0.0280(6) 0.3860(3) 0.0713(15) Uani 1 1 d . . . N5 N 0.0067(4) 0.4417(5) 0.3372(3) 0.0698(15) Uani 1 1 d . . . N6 N -0.0486(4) 0.7115(5) 0.2335(5) 0.100(3) Uani 1 1 d . . . N7 N 0.0997(4) 0.6125(5) 0.1011(3) 0.0712(15) Uani 1 1 d . . . N8 N 0.4743(6) 0.6723(10) 0.4679(6) 0.153(4) Uani 1 1 d . . . O1 O 0.18709(19) 0.5777(3) 0.27113(19) 0.0453(8) Uani 1 1 d . . . O2 O 0.15507(17) 0.3584(3) 0.23462(17) 0.0374(7) Uani 1 1 d . . . O3 O -0.0936(2) 0.4441(3) 0.1005(2) 0.0580(10) Uani 1 1 d . . . O4 O 0.00781(17) 0.3075(3) 0.17953(18) 0.0414(7) Uani 1 1 d . . . O5 O 0.0789(3) 0.4525(5) 0.3347(2) 0.0760(13) Uani 1 1 d . . . O6 O -0.0467(3) 0.4524(6) 0.2821(3) 0.0855(16) Uani 1 1 d . . . O7 O -0.0101(4) 0.4218(7) 0.3901(3) 0.122(3) Uani 1 1 d . . . O8 O -0.0764(3) 0.6424(5) 0.1866(4) 0.106(2) Uani 1 1 d . . . O9 O 0.0229(3) 0.6927(4) 0.2685(3) 0.0816(15) Uani 1 1 d . . . O10 O -0.0875(4) 0.7943(6) 0.2465(6) 0.179(4) Uani 1 1 d . . . O11 O 0.0986(4) 0.5023(3) 0.1067(3) 0.0786(15) Uani 1 1 d . . . O12 O 0.0697(4) 0.6703(4) 0.1411(3) 0.0888(16) Uani 1 1 d . . . O13 O 0.1239(5) 0.6653(5) 0.0591(4) 0.139(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.067(4) 0.023(2) 0.132(7) -0.011(3) 0.004(4) -0.009(2) C2 0.035(2) 0.033(2) 0.042(3) -0.0026(19) 0.007(2) -0.0041(18) C3 0.045(3) 0.044(3) 0.050(3) -0.010(2) 0.006(2) -0.013(2) C4 0.031(2) 0.061(3) 0.048(3) -0.005(2) -0.006(2) -0.006(2) C5 0.032(2) 0.051(3) 0.046(3) 0.000(2) -0.004(2) 0.0068(19) C6 0.034(2) 0.035(2) 0.035(2) 0.0029(18) 0.0003(18) 0.0009(17) C7 0.0277(19) 0.032(2) 0.030(2) 0.0013(16) 0.0006(17) -0.0012(15) C8 0.036(2) 0.037(2) 0.038(2) 0.0088(18) 0.0036(19) 0.0068(17) C9 0.056(3) 0.030(2) 0.049(3) -0.001(2) 0.004(2) 0.010(2) C10 0.054(3) 0.032(2) 0.047(3) -0.004(2) 0.002(2) -0.001(2) C11 0.039(2) 0.041(3) 0.039(3) -0.0090(19) 0.001(2) -0.0076(18) C12 0.051(3) 0.053(3) 0.050(3) -0.022(2) 0.010(3) -0.006(2) C13 0.055(3) 0.082(4) 0.041(3) -0.021(3) 0.008(3) -0.016(3) C14 0.059(3) 0.066(4) 0.043(3) 0.003(3) 0.004(3) -0.011(3) C15 0.039(2) 0.043(2) 0.046(3) 0.002(2) -0.001(2) -0.003(2) C16 0.066(4) 0.061(4) 0.069(4) 0.026(3) 0.001(3) 0.015(3) C17 0.037(2) 0.038(2) 0.042(3) -0.0056(19) 0.002(2) 0.0013(18) C18 0.034(2) 0.056(3) 0.051(3) -0.009(2) -0.011(2) 0.010(2) C19 0.031(2) 0.060(3) 0.064(4) -0.021(3) -0.002(2) -0.007(2) C20 0.042(3) 0.045(3) 0.056(3) -0.018(2) 0.017(2) -0.013(2) C21 0.034(2) 0.036(2) 0.037(2) -0.0094(18) 0.0060(19) -0.0020(17) C22 0.029(2) 0.030(2) 0.040(2) -0.0105(17) 0.0002(18) 0.0001(15) C23 0.047(3) 0.038(2) 0.038(2) -0.0018(19) 0.013(2) -0.0064(19) C24 0.058(3) 0.039(3) 0.042(3) 0.014(2) 0.003(2) 0.003(2) C25 0.064(3) 0.055(3) 0.038(3) 0.002(2) 0.006(3) 0.005(3) C26 0.055(3) 0.053(3) 0.035(3) 0.001(2) 0.001(2) -0.001(2) C27 0.077(4) 0.099(6) 0.037(3) 0.008(3) 0.008(3) 0.018(4) C28 0.095(6) 0.130(7) 0.045(4) 0.022(4) 0.001(4) 0.017(5) C29 0.067(4) 0.103(6) 0.051(4) 0.013(4) -0.013(3) 0.023(4) C30 0.061(4) 0.085(5) 0.065(4) 0.002(4) 0.007(3) 0.012(3) C31 0.098(7) 0.082(6) 0.113(8) -0.014(5) -0.017(6) -0.002(5) C32 0.154(10) 0.106(8) 0.154(12) 0.036(8) 0.019(9) -0.011(7) Zn1 0.0325(2) 0.0244(2) 0.0360(3) -0.0002(2) -0.00016(19) 0.00123(19) Sm1 0.03502(12) 0.02505(11) 0.04184(14) -0.00145(9) -0.00033(9) 0.00217(8) N1 0.0379(19) 0.0296(18) 0.035(2) 0.0027(15) 0.0010(16) 0.0052(14) N2 0.0370(19) 0.0323(18) 0.034(2) -0.0025(15) -0.0003(16) -0.0045(14) N3 0.047(2) 0.037(2) 0.0314(19) 0.0040(16) 0.0043(17) -0.0010(16) N4 0.073(4) 0.084(4) 0.055(3) 0.009(3) 0.014(3) 0.016(3) N5 0.071(4) 0.078(4) 0.063(4) -0.019(3) 0.024(3) -0.032(3) N6 0.078(4) 0.055(3) 0.158(8) -0.035(4) 0.012(5) 0.018(3) N7 0.104(4) 0.046(3) 0.069(4) 0.008(3) 0.033(3) 0.001(3) N8 0.126(8) 0.117(8) 0.183(11) -0.022(7) -0.019(8) -0.015(6) O1 0.0423(17) 0.0260(15) 0.059(2) -0.0038(14) -0.0007(16) -0.0033(13) O2 0.0308(15) 0.0248(14) 0.0470(19) -0.0003(13) -0.0062(14) 0.0010(11) O3 0.0451(19) 0.0380(19) 0.079(3) 0.0131(19) -0.0031(19) 0.0061(15) O4 0.0312(15) 0.0282(14) 0.055(2) -0.0015(14) -0.0054(14) 0.0001(12) O5 0.059(3) 0.114(4) 0.052(3) 0.017(3) 0.011(2) -0.005(3) O6 0.056(3) 0.123(4) 0.079(4) -0.028(3) 0.020(3) -0.036(3) O7 0.127(5) 0.185(7) 0.065(4) -0.021(4) 0.046(4) -0.072(5) O8 0.066(3) 0.079(3) 0.143(6) -0.033(4) -0.025(3) 0.028(3) O9 0.063(3) 0.057(3) 0.117(4) -0.042(3) 0.011(3) 0.000(2) O10 0.109(5) 0.092(5) 0.321(13) -0.082(6) 0.032(6) 0.042(4) O11 0.125(4) 0.045(2) 0.078(4) 0.004(2) 0.050(4) 0.007(2) O12 0.149(5) 0.045(2) 0.076(3) 0.016(2) 0.038(4) 0.015(3) O13 0.252(9) 0.072(4) 0.141(6) 0.022(4) 0.134(7) -0.006(5) _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 C1 O1 1.452(6) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.372(7) . ? C2 O1 1.392(6) . ? C2 C7 1.412(6) . ? C3 C4 1.394(8) . ? C3 H3 0.9300 . ? C4 C5 1.378(7) . ? C4 H4 0.9300 . ? C5 C6 1.403(6) . ? C5 H5 0.9300 . ? C6 C7 1.412(6) . ? C6 C8 1.440(6) . ? C7 O2 1.322(5) . ? C8 N1 1.278(6) . ? C8 H8 0.9300 . ? C9 N1 1.476(6) . ? C9 C10 1.536(7) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.488(7) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N2 1.349(6) . ? C11 C12 1.398(8) . ? C12 C13 1.380(9) . ? C12 H12 0.9300 . ? C13 C14 1.365(9) . ? C13 H13 0.9300 . ? C14 C15 1.374(8) . ? C14 H14 0.9300 . ? C15 N2 1.353(6) . ? C15 H15 0.9300 . ? C16 O3 1.434(7) . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 O3 1.378(6) . ? C17 C18 1.394(7) . ? C17 C22 1.405(6) . ? C18 C19 1.389(8) . ? C18 H18 0.9300 . ? C19 C20 1.358(8) . ? C19 H19 0.9300 . ? C20 C21 1.402(6) . ? C20 H20 0.9300 . ? C21 C22 1.400(6) . ? C21 C23 1.453(7) . ? C22 O4 1.334(5) . ? C23 N3 1.281(6) . ? C23 H23 0.9300 . ? C24 N3 1.482(6) . ? C24 C25 1.519(8) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C26 1.493(8) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 N4 1.357(8) . ? C26 C27 1.367(8) . ? C27 C28 1.407(10) . ? C27 H27 0.9300 . ? C28 C29 1.349(11) . ? C28 H28 0.9300 . ? C29 C30 1.359(10) . ? C29 H29 0.9300 . ? C30 N4 1.344(9) . ? C30 H30 0.9300 . ? C31 N8 1.102(13) . ? C31 C32 1.425(14) . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? Zn1 O2 2.033(3) . ? Zn1 N1 2.037(4) . ? Zn1 O4 2.047(3) . ? Zn1 N3 2.071(4) . ? Zn1 N2 2.102(4) . ? Zn1 Sm1 3.5871(6) . ? Sm1 O4 2.312(3) . ? Sm1 O2 2.409(3) . ? Sm1 O12 2.474(5) . ? Sm1 O6 2.488(5) . ? Sm1 O5 2.500(5) . ? Sm1 O9 2.519(4) . ? Sm1 O11 2.542(5) . ? Sm1 O1 2.544(3) . ? Sm1 O8 2.565(5) . ? Sm1 O3 2.900(4) . ? Sm1 N5 2.917(6) . ? Sm1 N7 2.938(5) . ? N5 O7 1.217(7) . ? N5 O6 1.255(8) . ? N5 O5 1.259(7) . ? N6 O10 1.212(7) . ? N6 O8 1.227(8) . ? N6 O9 1.261(8) . ? N7 O13 1.206(7) . ? N7 O11 1.239(6) . ? N7 O12 1.259(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 H1A 109.5 . . ? O1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 O1 124.3(4) . . ? C3 C2 C7 122.8(4) . . ? O1 C2 C7 112.9(4) . . ? C2 C3 C4 119.5(5) . . ? C2 C3 H3 120.3 . . ? C4 C3 H3 120.3 . . ? C5 C4 C3 119.0(5) . . ? C5 C4 H4 120.5 . . ? C3 C4 H4 120.5 . . ? C4 C5 C6 122.4(4) . . ? C4 C5 H5 118.8 . . ? C6 C5 H5 118.8 . . ? C5 C6 C7 118.9(4) . . ? C5 C6 C8 117.3(4) . . ? C7 C6 C8 123.6(4) . . ? O2 C7 C6 124.5(4) . . ? O2 C7 C2 118.2(4) . . ? C6 C7 C2 117.3(4) . . ? N1 C8 C6 127.7(4) . . ? N1 C8 H8 116.2 . . ? C6 C8 H8 116.2 . . ? N1 C9 C10 111.6(4) . . ? N1 C9 H9A 109.3 . . ? C10 C9 H9A 109.3 . . ? N1 C9 H9B 109.3 . . ? C10 C9 H9B 109.3 . . ? H9A C9 H9B 108.0 . . ? C11 C10 C9 115.1(4) . . ? C11 C10 H10A 108.5 . . ? C9 C10 H10A 108.5 . . ? C11 C10 H10B 108.5 . . ? C9 C10 H10B 108.5 . . ? H10A C10 H10B 107.5 . . ? N2 C11 C12 120.4(5) . . ? N2 C11 C10 117.0(4) . . ? C12 C11 C10 122.5(5) . . ? C13 C12 C11 119.6(5) . . ? C13 C12 H12 120.2 . . ? C11 C12 H12 120.2 . . ? C14 C13 C12 119.4(5) . . ? C14 C13 H13 120.3 . . ? C12 C13 H13 120.3 . . ? C13 C14 C15 119.1(6) . . ? C13 C14 H14 120.4 . . ? C15 C14 H14 120.4 . . ? N2 C15 C14 122.5(5) . . ? N2 C15 H15 118.8 . . ? C14 C15 H15 118.8 . . ? O3 C16 H16A 109.5 . . ? O3 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? O3 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? O3 C17 C18 126.7(5) . . ? O3 C17 C22 112.4(4) . . ? C18 C17 C22 120.9(4) . . ? C19 C18 C17 118.6(5) . . ? C19 C18 H18 120.7 . . ? C17 C18 H18 120.7 . . ? C20 C19 C18 121.4(4) . . ? C20 C19 H19 119.3 . . ? C18 C19 H19 119.3 . . ? C19 C20 C21 120.8(5) . . ? C19 C20 H20 119.6 . . ? C21 C20 H20 119.6 . . ? C22 C21 C20 119.2(5) . . ? C22 C21 C23 122.2(4) . . ? C20 C21 C23 118.5(4) . . ? O4 C22 C21 123.7(4) . . ? O4 C22 C17 117.3(4) . . ? C21 C22 C17 118.9(4) . . ? N3 C23 C21 126.4(4) . . ? N3 C23 H23 116.8 . . ? C21 C23 H23 116.8 . . ? N3 C24 C25 112.0(4) . . ? N3 C24 H24A 109.2 . . ? C25 C24 H24A 109.2 . . ? N3 C24 H24B 109.2 . . ? C25 C24 H24B 109.2 . . ? H24A C24 H24B 107.9 . . ? C26 C25 C24 112.1(5) . . ? C26 C25 H25A 109.2 . . ? C24 C25 H25A 109.2 . . ? C26 C25 H25B 109.2 . . ? C24 C25 H25B 109.2 . . ? H25A C25 H25B 107.9 . . ? N4 C26 C27 122.7(6) . . ? N4 C26 C25 114.9(5) . . ? C27 C26 C25 122.4(6) . . ? C26 C27 C28 117.9(7) . . ? C26 C27 H27 121.0 . . ? C28 C27 H27 121.0 . . ? C29 C28 C27 119.7(7) . . ? C29 C28 H28 120.1 . . ? C27 C28 H28 120.1 . . ? C28 C29 C30 118.9(6) . . ? C28 C29 H29 120.6 . . ? C30 C29 H29 120.6 . . ? N4 C30 C29 123.9(7) . . ? N4 C30 H30 118.1 . . ? C29 C30 H30 118.1 . . ? N8 C31 C32 178.8(14) . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? O2 Zn1 N1 90.07(13) . . ? O2 Zn1 O4 76.95(12) . . ? N1 Zn1 O4 166.90(13) . . ? O2 Zn1 N3 126.15(15) . . ? N1 Zn1 N3 103.29(15) . . ? O4 Zn1 N3 86.14(14) . . ? O2 Zn1 N2 122.92(14) . . ? N1 Zn1 N2 89.63(15) . . ? O4 Zn1 N2 95.87(14) . . ? N3 Zn1 N2 109.29(15) . . ? O2 Zn1 Sm1 39.85(8) . . ? N1 Zn1 Sm1 129.92(10) . . ? O4 Zn1 Sm1 37.11(8) . . ? N3 Zn1 Sm1 108.28(11) . . ? N2 Zn1 Sm1 114.31(10) . . ? O4 Sm1 O2 65.03(10) . . ? O4 Sm1 O12 129.03(16) . . ? O2 Sm1 O12 112.54(15) . . ? O4 Sm1 O6 77.23(16) . . ? O2 Sm1 O6 108.75(18) . . ? O12 Sm1 O6 137.7(2) . . ? O4 Sm1 O5 92.82(16) . . ? O2 Sm1 O5 72.71(15) . . ? O12 Sm1 O5 136.95(19) . . ? O6 Sm1 O5 50.65(16) . . ? O4 Sm1 O9 149.29(14) . . ? O2 Sm1 O9 133.14(14) . . ? O12 Sm1 O9 72.23(18) . . ? O6 Sm1 O9 73.20(19) . . ? O5 Sm1 O9 74.8(2) . . ? O4 Sm1 O11 84.37(13) . . ? O2 Sm1 O11 74.78(15) . . ? O12 Sm1 O11 49.79(15) . . ? O6 Sm1 O11 157.04(19) . . ? O5 Sm1 O11 145.25(18) . . ? O9 Sm1 O11 121.73(16) . . ? O4 Sm1 O1 127.72(10) . . ? O2 Sm1 O1 62.74(9) . . ? O12 Sm1 O1 75.11(16) . . ? O6 Sm1 O1 117.89(15) . . ? O5 Sm1 O1 70.18(14) . . ? O9 Sm1 O1 75.00(13) . . ? O11 Sm1 O1 84.27(17) . . ? O4 Sm1 O8 111.36(15) . . ? O2 Sm1 O8 176.11(15) . . ? O12 Sm1 O8 70.7(2) . . ? O6 Sm1 O8 68.5(2) . . ? O5 Sm1 O8 106.6(2) . . ? O9 Sm1 O8 49.32(17) . . ? O11 Sm1 O8 106.7(2) . . ? O1 Sm1 O8 120.80(14) . . ? O4 Sm1 O3 57.10(10) . . ? O2 Sm1 O3 116.15(10) . . ? O12 Sm1 O3 86.63(16) . . ? O6 Sm1 O3 83.37(15) . . ? O5 Sm1 O3 131.18(14) . . ? O9 Sm1 O3 110.62(14) . . ? O11 Sm1 O3 75.09(17) . . ? O1 Sm1 O3 158.43(12) . . ? O8 Sm1 O3 61.30(15) . . ? O4 Sm1 N5 85.33(14) . . ? O2 Sm1 N5 91.40(16) . . ? O12 Sm1 N5 143.58(17) . . ? O6 Sm1 N5 25.28(15) . . ? O5 Sm1 N5 25.40(15) . . ? O9 Sm1 N5 71.39(18) . . ? O11 Sm1 N5 165.33(16) . . ? O1 Sm1 N5 93.86(14) . . ? O8 Sm1 N5 86.8(2) . . ? O3 Sm1 N5 107.69(14) . . ? O4 Sm1 N7 107.59(14) . . ? O2 Sm1 N7 92.68(14) . . ? O12 Sm1 N7 25.08(15) . . ? O6 Sm1 N7 157.7(2) . . ? O5 Sm1 N7 147.28(17) . . ? O9 Sm1 N7 96.96(17) . . ? O11 Sm1 N7 24.80(13) . . ? O1 Sm1 N7 77.10(16) . . ? O8 Sm1 N7 89.8(2) . . ? O3 Sm1 N7 81.50(15) . . ? N5 Sm1 N7 166.98(16) . . ? C8 N1 C9 115.4(4) . . ? C8 N1 Zn1 124.2(3) . . ? C9 N1 Zn1 120.3(3) . . ? C11 N2 C15 118.9(4) . . ? C11 N2 Zn1 118.8(3) . . ? C15 N2 Zn1 121.9(3) . . ? C23 N3 C24 117.9(4) . . ? C23 N3 Zn1 122.3(3) . . ? C24 N3 Zn1 119.4(3) . . ? C30 N4 C26 116.9(6) . . ? O7 N5 O6 122.0(6) . . ? O7 N5 O5 121.8(7) . . ? O6 N5 O5 116.2(5) . . ? O7 N5 Sm1 177.3(6) . . ? O6 N5 Sm1 57.9(3) . . ? O5 N5 Sm1 58.4(3) . . ? O10 N6 O8 122.2(8) . . ? O10 N6 O9 120.8(8) . . ? O8 N6 O9 117.0(5) . . ? O10 N6 Sm1 175.8(8) . . ? O8 N6 Sm1 59.5(3) . . ? O9 N6 Sm1 57.6(3) . . ? O13 N7 O11 124.9(6) . . ? O13 N7 O12 119.6(6) . . ? O11 N7 O12 115.4(5) . . ? O13 N7 Sm1 174.9(6) . . ? O11 N7 Sm1 59.4(3) . . ? O12 N7 Sm1 56.4(3) . . ? C2 O1 C1 115.8(4) . . ? C2 O1 Sm1 119.0(2) . . ? C1 O1 Sm1 124.5(3) . . ? C7 O2 Zn1 125.9(3) . . ? C7 O2 Sm1 124.1(3) . . ? Zn1 O2 Sm1 107.40(12) . . ? C17 O3 C16 117.2(5) . . ? C17 O3 Sm1 109.9(3) . . ? C16 O3 Sm1 128.8(4) . . ? C22 O4 Zn1 120.6(3) . . ? C22 O4 Sm1 128.3(3) . . ? Zn1 O4 Sm1 110.61(13) . . ? N5 O5 Sm1 96.2(4) . . ? N5 O6 Sm1 96.9(3) . . ? N6 O8 Sm1 96.1(4) . . ? N6 O9 Sm1 97.4(4) . . ? N7 O11 Sm1 95.8(4) . . ? N7 O12 Sm1 98.5(3) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 28.02 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.660 _refine_diff_density_min -1.349 _refine_diff_density_rms 0.105 data_shelxl1 _database_code_depnum_ccdc_archive 'CCDC 920454' #TrackingRef 'C2_ms19.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H35 Eu N8 Ni O14' _chemical_formula_weight 966.35 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.9132(5) _cell_length_b 19.3730(6) _cell_length_c 15.1871(6) _cell_angle_alpha 90.00 _cell_angle_beta 98.684(3) _cell_angle_gamma 90.00 _cell_volume 3755.8(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 33917 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 29.41 _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.709 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1944 _exptl_absorpt_coefficient_mu 2.234 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3221 _exptl_absorpt_correction_T_max 0.4101 _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _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 'STOE IPDS II' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 41615 _diffrn_reflns_av_R_equivalents 0.0561 _diffrn_reflns_av_sigmaI/netI 0.0505 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.48 _diffrn_reflns_theta_max 29.41 _reflns_number_total 10354 _reflns_number_gt 7539 _reflns_threshold_expression >2sigma(I) _computing_data_collection X-Area _computing_cell_refinement X-Area _computing_data_reduction X-Area _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0225P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10354 _refine_ls_number_parameters 514 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0547 _refine_ls_R_factor_gt 0.0305 _refine_ls_wR_factor_ref 0.0563 _refine_ls_wR_factor_gt 0.0519 _refine_ls_goodness_of_fit_ref 0.900 _refine_ls_restrained_S_all 0.900 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.1371(4) 0.2865(2) 0.6910(4) 0.124(2) Uani 1 1 d . . . H1A H -0.1094 0.3312 0.6804 0.185 Uiso 1 1 calc R . . H1B H -0.1772 0.2893 0.7392 0.185 Uiso 1 1 calc R . . H1C H -0.1814 0.2709 0.6382 0.185 Uiso 1 1 calc R . . C2 C -0.0786(2) 0.17298(17) 0.73036(17) 0.0476(7) Uani 1 1 d . . . C3 C -0.1729(2) 0.1520(2) 0.7547(2) 0.0635(9) Uani 1 1 d . . . H3 H -0.2236 0.1847 0.7624 0.076 Uiso 1 1 calc R . . C4 C -0.1922(3) 0.0829(2) 0.7675(2) 0.0699(11) Uani 1 1 d . . . H4 H -0.2560 0.0692 0.7831 0.084 Uiso 1 1 calc R . . C5 C -0.1182(3) 0.0346(2) 0.7573(2) 0.0617(9) Uani 1 1 d . . . H5 H -0.1324 -0.0118 0.7658 0.074 Uiso 1 1 calc R . . C6 C -0.0204(2) 0.05392(16) 0.73428(16) 0.0430(6) Uani 1 1 d . . . C7 C -0.00086(19) 0.12382(15) 0.71998(15) 0.0375(6) Uani 1 1 d . . . C8 C 0.0527(2) 0.00037(15) 0.72106(16) 0.0451(6) Uani 1 1 d . . . H8 H 0.0262 -0.0442 0.7129 0.054 Uiso 1 1 calc R . . C9 C 0.2094(2) -0.05571(14) 0.70747(18) 0.0462(7) Uani 1 1 d . . . H9A H 0.1684 -0.0839 0.6622 0.055 Uiso 1 1 calc R . . H9B H 0.2188 -0.0816 0.7628 0.055 Uiso 1 1 calc R . . C10 C 0.3153(2) -0.04189(15) 0.68038(17) 0.0466(7) Uani 1 1 d . . . H10A H 0.3428 -0.0846 0.6600 0.056 Uiso 1 1 calc R . . H10B H 0.3070 -0.0096 0.6309 0.056 Uiso 1 1 calc R . . C11 C 0.3931(2) -0.01279(15) 0.75519(17) 0.0452(6) Uani 1 1 d . . . C12 C 0.4847(3) -0.0477(2) 0.7856(2) 0.0702(10) Uani 1 1 d . . . H12 H 0.4997 -0.0889 0.7587 0.084 Uiso 1 1 calc R . . C13 C 0.5538(3) -0.0218(2) 0.8553(3) 0.0848(13) Uani 1 1 d . . . H13 H 0.6156 -0.0451 0.8762 0.102 Uiso 1 1 calc R . . C14 C 0.5302(3) 0.0389(2) 0.8935(2) 0.0708(10) Uani 1 1 d . . . H14 H 0.5754 0.0575 0.9410 0.085 Uiso 1 1 calc R . . C15 C 0.4389(2) 0.07163(17) 0.86054(18) 0.0511(7) Uani 1 1 d . . . H15 H 0.4233 0.1129 0.8868 0.061 Uiso 1 1 calc R . . C16 C 0.3719(3) 0.0459(2) 0.4001(2) 0.0680(10) Uani 1 1 d . . . H16A H 0.3247 0.0123 0.3698 0.102 Uiso 1 1 calc R . . H16B H 0.4427 0.0304 0.4016 0.102 Uiso 1 1 calc R . . H16C H 0.3625 0.0892 0.3691 0.102 Uiso 1 1 calc R . . C17 C 0.4111(2) 0.10149(15) 0.54254(17) 0.0419(6) Uani 1 1 d . . . C18 C 0.5144(2) 0.11562(17) 0.5337(2) 0.0525(7) Uani 1 1 d . . . H18 H 0.5446 0.0941 0.4892 0.063 Uiso 1 1 calc R . . C19 C 0.5727(2) 0.1616(2) 0.5908(2) 0.0609(8) Uani 1 1 d . . . H19 H 0.6420 0.1706 0.5850 0.073 Uiso 1 1 calc R . . C20 C 0.5279(2) 0.19359(17) 0.6558(2) 0.0530(7) Uani 1 1 d . . . H20 H 0.5666 0.2255 0.6930 0.064 Uiso 1 1 calc R . . C21 C 0.4241(2) 0.17901(14) 0.66716(17) 0.0399(6) Uani 1 1 d . . . C22 C 0.36356(19) 0.13224(13) 0.61010(16) 0.0351(5) Uani 1 1 d . . . C23 C 0.3817(2) 0.21570(14) 0.73701(17) 0.0425(6) Uani 1 1 d . . . H23 H 0.4139 0.2571 0.7565 0.051 Uiso 1 1 calc R . . C24 C 0.2782(3) 0.24321(17) 0.8436(2) 0.0594(8) Uani 1 1 d . . . H24A H 0.2767 0.2902 0.8215 0.071 Uiso 1 1 calc R . . H24B H 0.3325 0.2404 0.8951 0.071 Uiso 1 1 calc R . . C25 C 0.1732(2) 0.22666(16) 0.87222(19) 0.0504(7) Uani 1 1 d . . . H25A H 0.1545 0.2636 0.9099 0.060 Uiso 1 1 calc R . . H25B H 0.1201 0.2246 0.8198 0.060 Uiso 1 1 calc R . . C26 C 0.1738(2) 0.15978(17) 0.92167(16) 0.0449(6) Uani 1 1 d . . . C27 C 0.1558(3) 0.1575(2) 1.00938(19) 0.0667(9) Uani 1 1 d . . . H27 H 0.1433 0.1983 1.0383 0.080 Uiso 1 1 calc R . . C28 C 0.1561(3) 0.0961(2) 1.0538(2) 0.0746(11) Uani 1 1 d . . . H28 H 0.1437 0.0947 1.1125 0.090 Uiso 1 1 calc R . . C29 C 0.1750(3) 0.0367(2) 1.0099(2) 0.0661(9) Uani 1 1 d . . . H29 H 0.1751 -0.0059 1.0380 0.079 Uiso 1 1 calc R . . C30 C 0.1938(2) 0.04160(17) 0.92377(17) 0.0498(7) Uani 1 1 d . . . H30 H 0.2073 0.0012 0.8944 0.060 Uiso 1 1 calc R . . C31 C 0.4045(3) 0.3502(2) 0.5623(3) 0.0747(10) Uani 1 1 d . . . C32 C 0.3839(4) 0.3087(3) 0.4827(3) 0.0919(14) Uani 1 1 d . . . H32A H 0.4085 0.2625 0.4957 0.138 Uiso 1 1 calc R . . H32B H 0.4196 0.3281 0.4374 0.138 Uiso 1 1 calc R . . H32C H 0.3099 0.3078 0.4619 0.138 Uiso 1 1 calc R . . N1 N 0.15113(18) 0.00821(11) 0.71946(13) 0.0378(5) Uani 1 1 d . . . N2 N 0.37030(18) 0.04707(12) 0.79177(13) 0.0405(5) Uani 1 1 d . . . N3 N 0.30445(18) 0.19632(11) 0.77401(13) 0.0388(5) Uani 1 1 d . . . N4 N 0.19361(18) 0.10160(12) 0.87945(13) 0.0418(5) Uani 1 1 d . . . N5 N -0.12282(19) 0.12544(15) 0.51978(14) 0.0486(6) Uani 1 1 d . . . N6 N 0.1332(2) 0.17438(14) 0.35830(15) 0.0551(7) Uani 1 1 d . . . N7 N 0.1346(2) 0.31035(14) 0.56395(18) 0.0595(7) Uani 1 1 d . . . N8 N 0.4232(4) 0.3816(2) 0.6248(3) 0.1053(13) Uani 1 1 d . . . O1 O -0.05370(17) 0.23938(12) 0.71320(16) 0.0614(6) Uani 1 1 d . . . O2 O 0.08745(13) 0.14430(9) 0.69092(11) 0.0353(4) Uani 1 1 d . . . O3 O 0.35049(16) 0.05446(11) 0.48899(12) 0.0504(5) Uani 1 1 d . . . O4 O 0.26444(13) 0.11774(9) 0.61820(10) 0.0341(4) Uani 1 1 d . . . O5 O -0.05043(15) 0.08046(11) 0.52260(13) 0.0501(5) Uani 1 1 d . . . O6 O -0.09299(17) 0.18689(12) 0.52783(13) 0.0555(5) Uani 1 1 d . . . O7 O -0.21458(17) 0.10889(16) 0.50952(16) 0.0749(7) Uani 1 1 d . . . O8 O 0.04310(17) 0.16852(13) 0.37861(13) 0.0568(5) Uani 1 1 d . . . O9 O 0.20806(17) 0.18407(12) 0.42253(13) 0.0555(5) Uani 1 1 d . . . O10 O 0.1497(2) 0.16974(18) 0.28196(15) 0.0928(9) Uani 1 1 d . . . O11 O 0.1946(2) 0.26671(11) 0.60622(16) 0.0689(7) Uani 1 1 d . . . O12 O 0.0617(2) 0.28574(13) 0.50943(17) 0.0760(8) Uani 1 1 d . . . O13 O 0.1482(3) 0.37153(13) 0.5741(2) 0.1029(11) Uani 1 1 d . . . O14 O 0.1379(2) 0.05051(12) 0.47911(16) 0.0549(6) Uani 1 1 d . . . Ni1 Ni 0.23008(2) 0.101638(16) 0.748417(19) 0.03247(7) Uani 1 1 d . . . Eu1 Eu 0.103560(10) 0.161133(7) 0.543143(8) 0.03479(4) Uani 1 1 d . . . H1W H 0.202(4) 0.045(2) 0.487(2) 0.081(13) Uiso 1 1 d . . . H2W H 0.104(3) 0.011(2) 0.483(3) 0.096(15) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.059(3) 0.063(3) 0.237(6) -0.031(3) -0.018(3) 0.024(2) C2 0.0373(14) 0.066(2) 0.0390(12) -0.0092(12) 0.0040(10) 0.0057(14) C3 0.0396(15) 0.098(3) 0.0538(16) -0.0106(18) 0.0110(12) 0.0060(19) C4 0.0378(17) 0.117(3) 0.0577(19) 0.0108(19) 0.0160(13) -0.009(2) C5 0.0470(18) 0.084(2) 0.0541(17) 0.0170(16) 0.0091(13) -0.0195(18) C6 0.0389(14) 0.0543(17) 0.0359(12) 0.0061(11) 0.0059(10) -0.0072(13) C7 0.0318(12) 0.0532(16) 0.0278(11) -0.0024(10) 0.0053(9) 0.0004(12) C8 0.0493(16) 0.0424(15) 0.0415(13) 0.0060(11) -0.0001(11) -0.0124(13) C9 0.0572(18) 0.0323(14) 0.0471(14) -0.0025(11) 0.0015(12) 0.0005(13) C10 0.0553(17) 0.0406(15) 0.0439(14) -0.0023(11) 0.0074(12) 0.0079(14) C11 0.0470(15) 0.0477(16) 0.0410(13) 0.0050(11) 0.0074(11) 0.0068(13) C12 0.063(2) 0.067(2) 0.077(2) -0.0036(18) -0.0006(17) 0.0248(19) C13 0.060(2) 0.084(3) 0.101(3) 0.000(2) -0.018(2) 0.025(2) C14 0.057(2) 0.078(3) 0.069(2) 0.0023(18) -0.0183(16) 0.0016(19) C15 0.0484(16) 0.0534(17) 0.0481(15) 0.0017(13) -0.0041(12) -0.0042(14) C16 0.074(2) 0.084(3) 0.0490(16) -0.0107(16) 0.0174(15) 0.006(2) C17 0.0383(14) 0.0431(14) 0.0446(13) 0.0019(11) 0.0077(10) 0.0003(12) C18 0.0417(16) 0.0571(19) 0.0629(17) 0.0023(14) 0.0213(13) 0.0058(14) C19 0.0335(14) 0.069(2) 0.082(2) 0.0014(19) 0.0154(13) -0.0053(17) C20 0.0365(15) 0.0533(17) 0.0676(18) 0.0000(14) 0.0026(13) -0.0111(14) C21 0.0337(13) 0.0391(14) 0.0467(13) 0.0022(10) 0.0050(10) -0.0028(11) C22 0.0298(12) 0.0361(12) 0.0392(12) 0.0076(10) 0.0048(9) 0.0005(11) C23 0.0409(15) 0.0380(14) 0.0465(14) -0.0028(11) -0.0004(11) -0.0092(12) C24 0.075(2) 0.0456(17) 0.0594(18) -0.0197(14) 0.0164(16) -0.0145(17) C25 0.0566(18) 0.0479(17) 0.0476(15) -0.0105(12) 0.0112(13) 0.0054(15) C26 0.0399(13) 0.0558(16) 0.0388(12) -0.0070(13) 0.0057(10) 0.0001(15) C27 0.077(2) 0.080(2) 0.0446(15) -0.0132(17) 0.0163(14) 0.006(2) C28 0.087(3) 0.099(3) 0.0410(16) 0.0070(18) 0.0175(16) 0.005(2) C29 0.078(2) 0.074(2) 0.0456(16) 0.0129(16) 0.0072(15) -0.002(2) C30 0.0567(18) 0.0520(17) 0.0396(13) 0.0015(12) 0.0037(12) -0.0051(15) C31 0.073(2) 0.076(3) 0.076(2) 0.001(2) 0.0137(19) 0.006(2) C32 0.097(3) 0.108(4) 0.069(2) 0.004(2) 0.009(2) -0.010(3) N1 0.0430(12) 0.0354(11) 0.0337(10) 0.0001(8) 0.0018(8) -0.0030(10) N2 0.0401(12) 0.0423(12) 0.0371(10) 0.0025(9) -0.0005(9) 0.0020(10) N3 0.0430(12) 0.0337(11) 0.0393(11) -0.0052(9) 0.0046(9) -0.0041(10) N4 0.0451(13) 0.0462(13) 0.0331(10) -0.0002(9) 0.0026(9) -0.0035(11) N5 0.0373(13) 0.0716(18) 0.0360(11) -0.0081(11) 0.0027(9) -0.0009(13) N6 0.0598(16) 0.0634(18) 0.0423(12) 0.0129(11) 0.0087(11) 0.0014(14) N7 0.0683(19) 0.0414(14) 0.0669(17) 0.0017(12) 0.0036(13) 0.0063(14) N8 0.102(3) 0.104(3) 0.113(3) -0.035(3) 0.027(2) 0.005(3) O1 0.0424(12) 0.0523(13) 0.0864(15) -0.0148(11) -0.0005(10) 0.0094(11) O2 0.0307(8) 0.0382(10) 0.0374(8) 0.0028(7) 0.0063(6) -0.0005(7) O3 0.0502(11) 0.0568(13) 0.0469(10) -0.0128(9) 0.0163(9) -0.0036(10) O4 0.0291(8) 0.0381(9) 0.0350(8) -0.0009(7) 0.0041(6) -0.0011(7) O5 0.0362(10) 0.0521(12) 0.0623(12) -0.0062(9) 0.0083(8) -0.0027(10) O6 0.0497(12) 0.0561(13) 0.0584(12) 0.0038(10) 0.0004(9) 0.0053(11) O7 0.0323(11) 0.109(2) 0.0832(16) -0.0253(15) 0.0080(10) -0.0092(13) O8 0.0484(12) 0.0731(15) 0.0468(10) 0.0091(10) 0.0003(8) 0.0013(12) O9 0.0479(12) 0.0649(14) 0.0540(11) 0.0069(9) 0.0084(9) -0.0102(11) O10 0.098(2) 0.140(3) 0.0438(12) 0.0110(15) 0.0208(12) 0.003(2) O11 0.0738(16) 0.0412(12) 0.0826(16) 0.0084(11) -0.0179(13) -0.0041(12) O12 0.0727(17) 0.0509(14) 0.0942(17) 0.0086(13) -0.0202(14) 0.0052(13) O13 0.132(3) 0.0366(14) 0.127(2) -0.0066(15) -0.024(2) 0.0084(16) O14 0.0395(12) 0.0476(13) 0.0762(15) -0.0127(10) 0.0045(10) -0.0051(11) Ni1 0.03423(16) 0.03153(16) 0.03105(14) -0.00129(12) 0.00299(11) -0.00084(13) Eu1 0.03238(6) 0.03605(6) 0.03488(6) 0.00406(6) 0.00167(4) -0.00091(6) _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 C1 O1 1.413(4) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 O1 1.361(4) . ? C2 C3 1.386(4) . ? C2 C7 1.410(4) . ? C3 C4 1.381(6) . ? C3 H3 0.9300 . ? C4 C5 1.362(5) . ? C4 H4 0.9300 . ? C5 C6 1.411(4) . ? C5 H5 0.9300 . ? C6 C7 1.401(4) . ? C6 C8 1.437(4) . ? C7 O2 1.343(3) . ? C7 Eu1 3.263(2) . ? C8 N1 1.284(4) . ? C8 H8 0.9300 . ? C9 N1 1.474(4) . ? C9 C10 1.511(4) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.507(4) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N2 1.338(4) . ? C11 C12 1.381(4) . ? C12 C13 1.373(5) . ? C12 H12 0.9300 . ? C13 C14 1.365(6) . ? C13 H13 0.9300 . ? C14 C15 1.365(5) . ? C14 H14 0.9300 . ? C15 N2 1.350(3) . ? C15 H15 0.9300 . ? C16 O3 1.428(3) . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 O3 1.383(3) . ? C17 C18 1.387(4) . ? C17 C22 1.405(4) . ? C18 C19 1.383(5) . ? C18 H18 0.9300 . ? C19 C20 1.365(5) . ? C19 H19 0.9300 . ? C20 C21 1.407(4) . ? C20 H20 0.9300 . ? C21 C22 1.406(4) . ? C21 C23 1.451(4) . ? C22 O4 1.334(3) . ? C23 N3 1.274(4) . ? C23 H23 0.9300 . ? C24 N3 1.472(4) . ? C24 C25 1.518(5) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C26 1.497(4) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 N4 1.340(4) . ? C26 C27 1.387(4) . ? C27 C28 1.368(5) . ? C27 H27 0.9300 . ? C28 C29 1.369(5) . ? C28 H28 0.9300 . ? C29 C30 1.370(4) . ? C29 H29 0.9300 . ? C30 N4 1.343(4) . ? C30 H30 0.9300 . ? C31 N8 1.124(5) . ? C31 C32 1.443(6) . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? N1 Ni1 2.091(2) . ? N2 Ni1 2.114(2) . ? N3 Ni1 2.080(2) . ? N4 Ni1 2.113(2) . ? N5 O7 1.215(3) . ? N5 O6 1.252(3) . ? N5 O5 1.274(3) . ? N5 Eu1 2.973(2) . ? N6 O10 1.213(3) . ? N6 O8 1.253(3) . ? N6 O9 1.279(3) . ? N6 Eu1 2.901(2) . ? N7 O13 1.205(4) . ? N7 O12 1.251(3) . ? N7 O11 1.256(3) . ? N7 Eu1 2.929(3) . ? O2 Ni1 2.0862(16) . ? O2 Eu1 2.3082(16) . ? O4 Ni1 2.1142(16) . ? O4 Eu1 2.3679(16) . ? O5 Eu1 2.511(2) . ? O6 Eu1 2.562(2) . ? O8 Eu1 2.5069(18) . ? O9 Eu1 2.474(2) . ? O11 Eu1 2.479(2) . ? O12 Eu1 2.510(2) . ? O14 Eu1 2.422(2) . ? O14 H1W 0.82(4) . ? O14 H2W 0.88(5) . ? Ni1 Eu1 3.4898(3) . ? Eu1 H1W 2.78(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 H1A 109.5 . . ? O1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C3 124.8(3) . . ? O1 C2 C7 115.1(3) . . ? C3 C2 C7 120.1(3) . . ? C4 C3 C2 120.4(3) . . ? C4 C3 H3 119.8 . . ? C2 C3 H3 119.8 . . ? C5 C4 C3 120.4(3) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C4 C5 C6 120.9(3) . . ? C4 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C7 C6 C5 119.0(3) . . ? C7 C6 C8 122.6(2) . . ? C5 C6 C8 118.3(3) . . ? O2 C7 C6 121.2(2) . . ? O2 C7 C2 119.4(3) . . ? C6 C7 C2 119.2(3) . . ? O2 C7 Eu1 35.65(9) . . ? C6 C7 Eu1 116.66(17) . . ? C2 C7 Eu1 109.40(17) . . ? N1 C8 C6 126.2(3) . . ? N1 C8 H8 116.9 . . ? C6 C8 H8 116.9 . . ? N1 C9 C10 112.6(2) . . ? N1 C9 H9A 109.1 . . ? C10 C9 H9A 109.1 . . ? N1 C9 H9B 109.1 . . ? C10 C9 H9B 109.1 . . ? H9A C9 H9B 107.8 . . ? C11 C10 C9 112.8(2) . . ? C11 C10 H10A 109.0 . . ? C9 C10 H10A 109.0 . . ? C11 C10 H10B 109.0 . . ? C9 C10 H10B 109.0 . . ? H10A C10 H10B 107.8 . . ? N2 C11 C12 121.1(3) . . ? N2 C11 C10 118.3(2) . . ? C12 C11 C10 120.6(3) . . ? C13 C12 C11 120.2(3) . . ? C13 C12 H12 119.9 . . ? C11 C12 H12 119.9 . . ? C14 C13 C12 118.8(3) . . ? C14 C13 H13 120.6 . . ? C12 C13 H13 120.6 . . ? C13 C14 C15 118.7(3) . . ? C13 C14 H14 120.6 . . ? C15 C14 H14 120.6 . . ? N2 C15 C14 123.3(3) . . ? N2 C15 H15 118.3 . . ? C14 C15 H15 118.3 . . ? O3 C16 H16A 109.5 . . ? O3 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? O3 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? O3 C17 C18 122.7(3) . . ? O3 C17 C22 115.9(2) . . ? C18 C17 C22 121.3(3) . . ? C19 C18 C17 120.4(3) . . ? C19 C18 H18 119.8 . . ? C17 C18 H18 119.8 . . ? C20 C19 C18 119.7(3) . . ? C20 C19 H19 120.1 . . ? C18 C19 H19 120.1 . . ? C19 C20 C21 120.9(3) . . ? C19 C20 H20 119.6 . . ? C21 C20 H20 119.6 . . ? C22 C21 C20 120.3(3) . . ? C22 C21 C23 122.0(2) . . ? C20 C21 C23 117.6(2) . . ? O4 C22 C17 120.6(2) . . ? O4 C22 C21 122.0(2) . . ? C17 C22 C21 117.4(2) . . ? N3 C23 C21 125.8(2) . . ? N3 C23 H23 117.1 . . ? C21 C23 H23 117.1 . . ? N3 C24 C25 112.8(2) . . ? N3 C24 H24A 109.0 . . ? C25 C24 H24A 109.0 . . ? N3 C24 H24B 109.0 . . ? C25 C24 H24B 109.0 . . ? H24A C24 H24B 107.8 . . ? C26 C25 C24 112.9(3) . . ? C26 C25 H25A 109.0 . . ? C24 C25 H25A 109.0 . . ? C26 C25 H25B 109.0 . . ? C24 C25 H25B 109.0 . . ? H25A C25 H25B 107.8 . . ? N4 C26 C27 120.3(3) . . ? N4 C26 C25 118.3(2) . . ? C27 C26 C25 121.4(3) . . ? C28 C27 C26 120.9(3) . . ? C28 C27 H27 119.6 . . ? C26 C27 H27 119.6 . . ? C27 C28 C29 118.6(3) . . ? C27 C28 H28 120.7 . . ? C29 C28 H28 120.7 . . ? C28 C29 C30 118.5(3) . . ? C28 C29 H29 120.8 . . ? C30 C29 H29 120.8 . . ? N4 C30 C29 123.5(3) . . ? N4 C30 H30 118.3 . . ? C29 C30 H30 118.3 . . ? N8 C31 C32 178.1(5) . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C8 N1 C9 115.3(2) . . ? C8 N1 Ni1 123.4(2) . . ? C9 N1 Ni1 120.75(17) . . ? C11 N2 C15 117.8(2) . . ? C11 N2 Ni1 122.39(17) . . ? C15 N2 Ni1 119.7(2) . . ? C23 N3 C24 114.6(2) . . ? C23 N3 Ni1 123.24(19) . . ? C24 N3 Ni1 121.91(18) . . ? C26 N4 C30 118.3(2) . . ? C26 N4 Ni1 122.41(19) . . ? C30 N4 Ni1 119.25(19) . . ? O7 N5 O6 122.9(3) . . ? O7 N5 O5 121.4(3) . . ? O6 N5 O5 115.7(2) . . ? O7 N5 Eu1 178.1(2) . . ? O6 N5 Eu1 58.96(14) . . ? O5 N5 Eu1 56.75(13) . . ? O10 N6 O8 122.1(3) . . ? O10 N6 O9 121.3(3) . . ? O8 N6 O9 116.6(2) . . ? O10 N6 Eu1 170.4(2) . . ? O8 N6 Eu1 59.38(12) . . ? O9 N6 Eu1 57.99(13) . . ? O13 N7 O12 122.7(3) . . ? O13 N7 O11 122.0(3) . . ? O12 N7 O11 115.3(3) . . ? O13 N7 Eu1 178.8(2) . . ? O12 N7 Eu1 58.35(15) . . ? O11 N7 Eu1 56.96(15) . . ? C2 O1 C1 117.5(3) . . ? C7 O2 Ni1 119.02(15) . . ? C7 O2 Eu1 124.52(13) . . ? Ni1 O2 Eu1 105.04(7) . . ? C17 O3 C16 117.4(2) . . ? C22 O4 Ni1 117.20(14) . . ? C22 O4 Eu1 131.69(14) . . ? Ni1 O4 Eu1 102.12(7) . . ? N5 O5 Eu1 98.15(16) . . ? N5 O6 Eu1 96.30(16) . . ? N6 O8 Eu1 95.13(14) . . ? N6 O9 Eu1 96.00(16) . . ? N7 O11 Eu1 97.90(17) . . ? N7 O12 Eu1 96.54(17) . . ? Eu1 O14 H1W 108(3) . . ? Eu1 O14 H2W 128(3) . . ? H1W O14 H2W 111(4) . . ? N3 Ni1 O2 94.72(8) . . ? N3 Ni1 N1 177.93(8) . . ? O2 Ni1 N1 83.30(8) . . ? N3 Ni1 N4 89.23(9) . . ? O2 Ni1 N4 94.94(8) . . ? N1 Ni1 N4 91.54(9) . . ? N3 Ni1 N2 91.91(9) . . ? O2 Ni1 N2 171.48(7) . . ? N1 Ni1 N2 90.01(9) . . ? N4 Ni1 N2 90.50(8) . . ? N3 Ni1 O4 83.60(7) . . ? O2 Ni1 O4 81.18(6) . . ? N1 Ni1 O4 95.48(7) . . ? N4 Ni1 O4 171.51(8) . . ? N2 Ni1 O4 94.26(7) . . ? N3 Ni1 Eu1 90.94(6) . . ? O2 Ni1 Eu1 39.70(5) . . ? N1 Ni1 Eu1 87.16(5) . . ? N4 Ni1 Eu1 134.47(6) . . ? N2 Ni1 Eu1 134.98(6) . . ? O4 Ni1 Eu1 41.56(4) . . ? O2 Eu1 O4 71.52(6) . . ? O2 Eu1 O14 108.32(7) . . ? O4 Eu1 O14 71.25(7) . . ? O2 Eu1 O9 152.21(6) . . ? O4 Eu1 O9 83.29(6) . . ? O14 Eu1 O9 73.03(8) . . ? O2 Eu1 O11 81.25(7) . . ? O4 Eu1 O11 77.07(7) . . ? O14 Eu1 O11 141.29(9) . . ? O9 Eu1 O11 81.83(8) . . ? O2 Eu1 O8 156.49(7) . . ? O4 Eu1 O8 128.22(7) . . ? O14 Eu1 O8 72.46(8) . . ? O9 Eu1 O8 51.27(7) . . ? O11 Eu1 O8 113.35(8) . . ? O2 Eu1 O12 106.61(8) . . ? O4 Eu1 O12 125.89(7) . . ? O14 Eu1 O12 144.70(9) . . ? O9 Eu1 O12 78.53(9) . . ? O11 Eu1 O12 50.23(7) . . ? O8 Eu1 O12 73.54(8) . . ? O2 Eu1 O5 81.20(6) . . ? O4 Eu1 O5 117.36(6) . . ? O14 Eu1 O5 65.73(8) . . ? O9 Eu1 O5 122.01(7) . . ? O11 Eu1 O5 151.90(8) . . ? O8 Eu1 O5 77.88(7) . . ? O12 Eu1 O5 115.53(8) . . ? O2 Eu1 O6 83.24(6) . . ? O4 Eu1 O6 153.87(6) . . ? O14 Eu1 O6 112.01(8) . . ? O9 Eu1 O6 122.78(7) . . ? O11 Eu1 O6 106.27(8) . . ? O8 Eu1 O6 75.12(7) . . ? O12 Eu1 O6 67.30(8) . . ? O5 Eu1 O6 49.84(7) . . ? O2 Eu1 N6 176.15(7) . . ? O4 Eu1 N6 105.23(7) . . ? O14 Eu1 N6 68.34(8) . . ? O9 Eu1 N6 26.00(7) . . ? O11 Eu1 N6 100.17(8) . . ? O8 Eu1 N6 25.49(7) . . ? O12 Eu1 N6 76.90(9) . . ? O5 Eu1 N6 98.78(7) . . ? O6 Eu1 N6 99.71(7) . . ? O2 Eu1 N7 93.75(7) . . ? O4 Eu1 N7 101.69(7) . . ? O14 Eu1 N7 152.41(9) . . ? O9 Eu1 N7 79.72(8) . . ? O11 Eu1 N7 25.14(7) . . ? O8 Eu1 N7 93.91(8) . . ? O12 Eu1 N7 25.11(7) . . ? O5 Eu1 N7 136.10(8) . . ? O6 Eu1 N7 86.28(8) . . ? N6 Eu1 N7 88.92(8) . . ? O2 Eu1 N5 81.48(6) . . ? O4 Eu1 N5 138.62(7) . . ? O14 Eu1 N5 89.01(8) . . ? O9 Eu1 N5 126.15(6) . . ? O11 Eu1 N5 129.70(8) . . ? O8 Eu1 N5 75.03(7) . . ? O12 Eu1 N5 91.23(8) . . ? O5 Eu1 N5 25.10(7) . . ? O6 Eu1 N5 24.74(7) . . ? N6 Eu1 N5 100.15(7) . . ? N7 Eu1 N5 111.01(8) . . ? O2 Eu1 H1W 107.1(8) . . ? O4 Eu1 H1W 56.8(8) . . ? O14 Eu1 H1W 16.3(9) . . ? O9 Eu1 H1W 66.1(9) . . ? O11 Eu1 H1W 125.2(9) . . ? O8 Eu1 H1W 80.2(8) . . ? O12 Eu1 H1W 144.3(8) . . ? O5 Eu1 H1W 81.1(9) . . ? O6 Eu1 H1W 128.3(9) . . ? N6 Eu1 H1W 69.1(8) . . ? N7 Eu1 H1W 140.6(9) . . ? N5 Eu1 H1W 105.0(9) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 29.41 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.349 _refine_diff_density_min -0.578 _refine_diff_density_rms 0.070 data_shelxl2 _database_code_depnum_ccdc_archive 'CCDC 920455' #TrackingRef 'C3_ms14.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H35 Gd N8 Ni O14' _chemical_formula_weight 971.64 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.8862(5) _cell_length_b 19.4017(6) _cell_length_c 15.1766(6) _cell_angle_alpha 90.00 _cell_angle_beta 98.747(3) _cell_angle_gamma 90.00 _cell_volume 3750.2(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 73298 _cell_measurement_theta_min 2.20 _cell_measurement_theta_max 22.47 _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.721 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1948 _exptl_absorpt_coefficient_mu 2.333 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3418 _exptl_absorpt_correction_T_max 0.5264 _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _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 'STOE IPDS II' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 78825 _diffrn_reflns_av_R_equivalents 0.0547 _diffrn_reflns_av_sigmaI/netI 0.0440 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.20 _diffrn_reflns_theta_max 33.50 _reflns_number_total 14513 _reflns_number_gt 10093 _reflns_threshold_expression >2sigma(I) _computing_data_collection X-Area _computing_cell_refinement X-Area _computing_data_reduction X-Area _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0248P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 14513 _refine_ls_number_parameters 514 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0732 _refine_ls_R_factor_gt 0.0395 _refine_ls_wR_factor_ref 0.0638 _refine_ls_wR_factor_gt 0.0575 _refine_ls_goodness_of_fit_ref 1.006 _refine_ls_restrained_S_all 1.006 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.1369(3) 0.2867(2) 0.6894(4) 0.122(2) Uani 1 1 d . . . H1A H -0.1088 0.3312 0.6789 0.183 Uiso 1 1 calc R . . H1B H -0.1780 0.2898 0.7370 0.183 Uiso 1 1 calc R . . H1C H -0.1804 0.2710 0.6362 0.183 Uiso 1 1 calc R . . C2 C -0.07856(19) 0.17321(15) 0.73019(17) 0.0489(6) Uani 1 1 d . . . C3 C -0.1731(2) 0.1518(2) 0.75488(19) 0.0624(8) Uani 1 1 d . . . H3 H -0.2240 0.1843 0.7625 0.075 Uiso 1 1 calc R . . C4 C -0.1925(2) 0.0829(2) 0.7682(2) 0.0722(10) Uani 1 1 d . . . H4 H -0.2563 0.0694 0.7845 0.087 Uiso 1 1 calc R . . C5 C -0.1187(2) 0.03490(19) 0.75776(19) 0.0610(8) Uani 1 1 d . . . H5 H -0.1328 -0.0115 0.7661 0.073 Uiso 1 1 calc R . . C6 C -0.02105(18) 0.05443(14) 0.73437(16) 0.0439(5) Uani 1 1 d . . . C7 C -0.00079(16) 0.12387(13) 0.71965(14) 0.0375(5) Uani 1 1 d . . . C8 C 0.05261(19) 0.00056(14) 0.72118(16) 0.0451(6) Uani 1 1 d . . . H8 H 0.0259 -0.0439 0.7132 0.054 Uiso 1 1 calc R . . C9 C 0.2089(2) -0.05581(13) 0.70775(18) 0.0468(6) Uani 1 1 d . . . H9A H 0.1678 -0.0840 0.6624 0.056 Uiso 1 1 calc R . . H9B H 0.2182 -0.0816 0.7632 0.056 Uiso 1 1 calc R . . C10 C 0.3155(2) -0.04174(13) 0.68074(17) 0.0472(6) Uani 1 1 d . . . H10A H 0.3429 -0.0843 0.6600 0.057 Uiso 1 1 calc R . . H10B H 0.3070 -0.0094 0.6315 0.057 Uiso 1 1 calc R . . C11 C 0.39375(19) -0.01301(13) 0.75550(17) 0.0451(5) Uani 1 1 d . . . C12 C 0.4853(2) -0.04823(18) 0.7858(2) 0.0693(9) Uani 1 1 d . . . H12 H 0.5002 -0.0896 0.7593 0.083 Uiso 1 1 calc R . . C13 C 0.5548(3) -0.0215(2) 0.8557(3) 0.0851(12) Uani 1 1 d . . . H13 H 0.6168 -0.0446 0.8765 0.102 Uiso 1 1 calc R . . C14 C 0.5318(2) 0.03888(19) 0.8938(2) 0.0696(9) Uani 1 1 d . . . H14 H 0.5775 0.0575 0.9412 0.083 Uiso 1 1 calc R . . C15 C 0.4399(2) 0.07160(15) 0.86115(18) 0.0510(6) Uani 1 1 d . . . H15 H 0.4242 0.1128 0.8875 0.061 Uiso 1 1 calc R . . C16 C 0.3722(3) 0.04574(19) 0.4003(2) 0.0669(8) Uani 1 1 d . . . H16A H 0.3248 0.0121 0.3702 0.100 Uiso 1 1 calc R . . H16B H 0.4432 0.0303 0.4017 0.100 Uiso 1 1 calc R . . H16C H 0.3626 0.0889 0.3691 0.100 Uiso 1 1 calc R . . C17 C 0.41135(17) 0.10133(13) 0.54246(16) 0.0415(5) Uani 1 1 d . . . C18 C 0.51509(19) 0.11598(15) 0.5339(2) 0.0524(6) Uani 1 1 d . . . H18 H 0.5456 0.0947 0.4893 0.063 Uiso 1 1 calc R . . C19 C 0.57309(19) 0.16192(17) 0.5912(2) 0.0604(7) Uani 1 1 d . . . H19 H 0.6426 0.1711 0.5856 0.072 Uiso 1 1 calc R . . C20 C 0.52810(19) 0.19366(16) 0.6559(2) 0.0535(7) Uani 1 1 d . . . H20 H 0.5667 0.2256 0.6932 0.064 Uiso 1 1 calc R . . C21 C 0.42435(17) 0.17896(12) 0.66709(17) 0.0404(5) Uani 1 1 d . . . C22 C 0.36375(15) 0.13218(12) 0.61000(15) 0.0343(4) Uani 1 1 d . . . C23 C 0.38219(18) 0.21560(13) 0.73717(17) 0.0423(5) Uani 1 1 d . . . H23 H 0.4143 0.2570 0.7565 0.051 Uiso 1 1 calc R . . C24 C 0.2785(2) 0.24263(15) 0.8444(2) 0.0582(7) Uani 1 1 d . . . H24A H 0.2775 0.2897 0.8227 0.070 Uiso 1 1 calc R . . H24B H 0.3327 0.2394 0.8961 0.070 Uiso 1 1 calc R . . C25 C 0.1731(2) 0.22636(14) 0.87238(19) 0.0512(6) Uani 1 1 d . . . H25A H 0.1545 0.2632 0.9103 0.061 Uiso 1 1 calc R . . H25B H 0.1200 0.2247 0.8197 0.061 Uiso 1 1 calc R . . C26 C 0.17287(18) 0.15944(15) 0.92129(16) 0.0466(5) Uani 1 1 d . . . C27 C 0.1540(3) 0.1572(2) 1.0095(2) 0.0670(8) Uani 1 1 d . . . H27 H 0.1415 0.1979 1.0385 0.080 Uiso 1 1 calc R . . C28 C 0.1536(3) 0.0959(2) 1.0533(2) 0.0796(10) Uani 1 1 d . . . H28 H 0.1402 0.0944 1.1117 0.096 Uiso 1 1 calc R . . C29 C 0.1735(3) 0.03656(19) 1.0099(2) 0.0668(8) Uani 1 1 d . . . H29 H 0.1735 -0.0060 1.0380 0.080 Uiso 1 1 calc R . . C30 C 0.1934(2) 0.04157(15) 0.92388(17) 0.0502(6) Uani 1 1 d . . . H30 H 0.2076 0.0013 0.8947 0.060 Uiso 1 1 calc R . . C31 C 0.4033(3) 0.3497(2) 0.5622(3) 0.0774(10) Uani 1 1 d . . . C32 C 0.3820(3) 0.3075(3) 0.4827(3) 0.0951(13) Uani 1 1 d . . . H32A H 0.4088 0.2619 0.4957 0.143 Uiso 1 1 calc R . . H32B H 0.4154 0.3275 0.4364 0.143 Uiso 1 1 calc R . . H32C H 0.3076 0.3053 0.4634 0.143 Uiso 1 1 calc R . . N1 N 0.15111(15) 0.00813(10) 0.71940(12) 0.0380(4) Uani 1 1 d . . . N2 N 0.37088(15) 0.04691(11) 0.79227(13) 0.0412(4) Uani 1 1 d . . . N3 N 0.30498(15) 0.19604(10) 0.77460(13) 0.0394(4) Uani 1 1 d . . . N4 N 0.19345(15) 0.10140(11) 0.87963(13) 0.0420(4) Uani 1 1 d . . . N5 N -0.12248(16) 0.12507(14) 0.52008(14) 0.0483(5) Uani 1 1 d . . . N6 N 0.13350(19) 0.17383(13) 0.35851(15) 0.0546(6) Uani 1 1 d . . . N7 N 0.1344(2) 0.30898(13) 0.56379(18) 0.0587(6) Uani 1 1 d . . . N8 N 0.4220(3) 0.3815(2) 0.6249(3) 0.1131(13) Uani 1 1 d . . . O1 O -0.05357(14) 0.23954(11) 0.71321(15) 0.0625(5) Uani 1 1 d . . . O2 O 0.08730(11) 0.14427(8) 0.69059(10) 0.0356(3) Uani 1 1 d . . . O3 O 0.35111(14) 0.05454(10) 0.48917(12) 0.0503(4) Uani 1 1 d . . . O4 O 0.26475(10) 0.11763(8) 0.61829(10) 0.0337(3) Uani 1 1 d . . . O5 O -0.04993(12) 0.07995(10) 0.52261(13) 0.0499(4) Uani 1 1 d . . . O6 O -0.09209(14) 0.18626(11) 0.52794(13) 0.0560(5) Uani 1 1 d . . . O7 O -0.21441(14) 0.10852(14) 0.50947(16) 0.0747(7) Uani 1 1 d . . . O8 O 0.04273(14) 0.16758(11) 0.37876(12) 0.0567(5) Uani 1 1 d . . . O9 O 0.20773(14) 0.18382(11) 0.42309(13) 0.0560(5) Uani 1 1 d . . . O10 O 0.1495(2) 0.16959(16) 0.28224(15) 0.0925(9) Uani 1 1 d . . . O11 O 0.19451(17) 0.26549(10) 0.60607(15) 0.0665(6) Uani 1 1 d . . . O12 O 0.06076(18) 0.28420(11) 0.50932(17) 0.0728(6) Uani 1 1 d . . . O13 O 0.1479(3) 0.37039(13) 0.5743(2) 0.1044(10) Uani 1 1 d . . . O14 O 0.13786(16) 0.05068(11) 0.47926(15) 0.0534(5) Uani 1 1 d . . . Ni1 Ni 0.23034(2) 0.101563(14) 0.748510(18) 0.03245(6) Uani 1 1 d . . . Gd1 Gd 0.103613(8) 0.160463(6) 0.542969(7) 0.03463(3) Uani 1 1 d . . . H1W H 0.201(3) 0.043(2) 0.488(3) 0.086(12) Uiso 1 1 d . . . H2W H 0.105(3) 0.011(3) 0.482(3) 0.120(17) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.058(2) 0.060(2) 0.238(6) -0.034(3) -0.010(3) 0.0191(18) C2 0.0393(11) 0.0660(19) 0.0406(13) -0.0104(12) 0.0031(10) 0.0037(11) C3 0.0382(12) 0.100(3) 0.0509(15) -0.0098(17) 0.0123(11) 0.0056(15) C4 0.0392(14) 0.123(3) 0.0577(19) 0.0098(19) 0.0170(12) -0.0111(17) C5 0.0463(14) 0.086(2) 0.0508(16) 0.0190(15) 0.0073(12) -0.0169(14) C6 0.0374(11) 0.0577(15) 0.0362(12) 0.0070(10) 0.0044(9) -0.0064(10) C7 0.0325(10) 0.0512(14) 0.0290(10) -0.0020(9) 0.0056(8) -0.0003(9) C8 0.0480(13) 0.0461(14) 0.0390(12) 0.0071(10) -0.0004(10) -0.0131(10) C9 0.0587(15) 0.0334(12) 0.0469(14) -0.0019(10) 0.0035(12) 0.0003(11) C10 0.0589(15) 0.0393(13) 0.0430(13) -0.0035(10) 0.0067(11) 0.0089(11) C11 0.0483(13) 0.0462(14) 0.0415(13) 0.0047(10) 0.0089(10) 0.0078(11) C12 0.0607(17) 0.071(2) 0.074(2) -0.0031(17) 0.0023(16) 0.0245(15) C13 0.0617(19) 0.087(3) 0.097(3) -0.001(2) -0.0188(19) 0.0259(19) C14 0.0537(16) 0.078(2) 0.069(2) -0.0005(17) -0.0157(15) 0.0019(15) C15 0.0476(13) 0.0546(16) 0.0475(14) 0.0012(12) -0.0037(11) -0.0017(12) C16 0.074(2) 0.083(2) 0.0478(16) -0.0124(15) 0.0202(14) 0.0059(17) C17 0.0388(11) 0.0432(13) 0.0438(13) 0.0021(10) 0.0109(9) 0.0025(9) C18 0.0420(13) 0.0591(17) 0.0606(17) 0.0009(13) 0.0220(12) 0.0043(11) C19 0.0345(11) 0.0682(19) 0.081(2) 0.0031(17) 0.0176(12) -0.0059(13) C20 0.0364(12) 0.0602(17) 0.0628(17) 0.0001(14) 0.0039(11) -0.0125(11) C21 0.0334(10) 0.0403(12) 0.0473(13) 0.0034(10) 0.0053(9) -0.0033(8) C22 0.0282(9) 0.0365(11) 0.0383(11) 0.0057(9) 0.0050(8) 0.0016(8) C23 0.0415(11) 0.0376(12) 0.0455(13) -0.0026(10) -0.0003(10) -0.0083(9) C24 0.0725(18) 0.0472(15) 0.0577(17) -0.0183(13) 0.0185(14) -0.0142(13) C25 0.0574(15) 0.0481(15) 0.0488(15) -0.0138(12) 0.0104(12) 0.0053(12) C26 0.0416(11) 0.0591(15) 0.0390(12) -0.0076(12) 0.0061(9) 0.0016(12) C27 0.0781(19) 0.080(2) 0.0457(15) -0.0117(16) 0.0181(14) 0.0095(18) C28 0.097(2) 0.104(3) 0.0424(17) 0.0080(18) 0.0248(16) 0.010(2) C29 0.081(2) 0.077(2) 0.0434(16) 0.0132(15) 0.0117(14) 0.0013(17) C30 0.0556(15) 0.0544(16) 0.0401(13) 0.0023(11) 0.0055(11) -0.0052(12) C31 0.078(2) 0.078(3) 0.077(2) 0.000(2) 0.0133(19) 0.0014(19) C32 0.106(3) 0.112(3) 0.065(2) 0.004(2) 0.007(2) -0.013(3) N1 0.0437(10) 0.0365(10) 0.0330(9) -0.0008(8) 0.0030(8) -0.0029(8) N2 0.0406(10) 0.0440(11) 0.0377(10) 0.0017(8) 0.0022(8) 0.0024(8) N3 0.0439(10) 0.0367(10) 0.0370(10) -0.0056(8) 0.0037(8) -0.0035(8) N4 0.0432(10) 0.0497(12) 0.0325(10) -0.0021(9) 0.0038(8) -0.0026(9) N5 0.0378(10) 0.0701(16) 0.0363(11) -0.0065(10) 0.0032(8) -0.0012(10) N6 0.0615(14) 0.0629(16) 0.0404(12) 0.0125(10) 0.0109(10) 0.0003(11) N7 0.0678(15) 0.0411(13) 0.0658(16) 0.0014(11) 0.0063(12) 0.0056(11) N8 0.111(3) 0.116(3) 0.114(3) -0.039(3) 0.022(2) 0.005(2) O1 0.0420(9) 0.0575(13) 0.0850(15) -0.0161(11) -0.0001(9) 0.0102(9) O2 0.0303(7) 0.0386(9) 0.0384(8) 0.0016(6) 0.0071(6) 0.0000(6) O3 0.0494(9) 0.0591(12) 0.0456(10) -0.0125(8) 0.0171(8) -0.0035(8) O4 0.0284(6) 0.0390(8) 0.0336(8) -0.0009(6) 0.0046(6) -0.0013(6) O5 0.0377(8) 0.0542(11) 0.0580(11) -0.0050(9) 0.0078(8) -0.0035(8) O6 0.0490(10) 0.0591(12) 0.0576(12) 0.0057(9) 0.0011(9) 0.0080(9) O7 0.0340(9) 0.111(2) 0.0793(15) -0.0255(14) 0.0083(9) -0.0069(10) O8 0.0476(9) 0.0774(14) 0.0428(9) 0.0095(10) -0.0008(8) 0.0005(9) O9 0.0483(10) 0.0669(12) 0.0532(11) 0.0072(9) 0.0089(9) -0.0117(9) O10 0.0961(18) 0.141(3) 0.0435(12) 0.0118(15) 0.0215(12) 0.0055(17) O11 0.0723(13) 0.0426(11) 0.0770(15) 0.0066(10) -0.0129(11) -0.0022(10) O12 0.0710(13) 0.0492(12) 0.0894(17) 0.0065(11) -0.0161(12) 0.0049(10) O13 0.135(2) 0.0399(13) 0.124(2) -0.0081(14) -0.0242(19) 0.0105(14) O14 0.0396(10) 0.0487(11) 0.0711(13) -0.0126(9) 0.0058(9) -0.0039(8) Ni1 0.03377(13) 0.03290(14) 0.03026(13) -0.00142(11) 0.00353(10) -0.00114(10) Gd1 0.03241(5) 0.03721(5) 0.03347(5) 0.00407(5) 0.00248(3) -0.00053(5) _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 C1 O1 1.415(4) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 O1 1.361(4) . ? C2 C3 1.392(4) . ? C2 C7 1.413(3) . ? C3 C4 1.379(5) . ? C3 H3 0.9300 . ? C4 C5 1.358(5) . ? C4 H4 0.9300 . ? C5 C6 1.411(3) . ? C5 H5 0.9300 . ? C6 C7 1.397(4) . ? C6 C8 1.446(4) . ? C7 O2 1.339(3) . ? C8 N1 1.282(3) . ? C8 H8 0.9300 . ? C9 N1 1.471(3) . ? C9 C10 1.517(4) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.506(4) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N2 1.341(3) . ? C11 C12 1.381(4) . ? C12 C13 1.380(5) . ? C12 H12 0.9300 . ? C13 C14 1.359(5) . ? C13 H13 0.9300 . ? C14 C15 1.368(4) . ? C14 H14 0.9300 . ? C15 N2 1.353(3) . ? C15 H15 0.9300 . ? C16 O3 1.426(3) . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 O3 1.375(3) . ? C17 C18 1.392(3) . ? C17 C22 1.406(3) . ? C18 C19 1.383(4) . ? C18 H18 0.9300 . ? C19 C20 1.361(4) . ? C19 H19 0.9300 . ? C20 C21 1.402(3) . ? C20 H20 0.9300 . ? C21 C22 1.406(3) . ? C21 C23 1.452(4) . ? C22 O4 1.331(2) . ? C23 N3 1.276(3) . ? C23 H23 0.9300 . ? C24 N3 1.472(3) . ? C24 C25 1.516(4) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C26 1.496(4) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 N4 1.338(3) . ? C26 C27 1.397(4) . ? C27 C28 1.363(5) . ? C27 H27 0.9300 . ? C28 C29 1.370(5) . ? C28 H28 0.9300 . ? C29 C30 1.372(4) . ? C29 H29 0.9300 . ? C30 N4 1.341(3) . ? C30 H30 0.9300 . ? C31 N8 1.128(5) . ? C31 C32 1.449(6) . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? N1 Ni1 2.0943(19) . ? N2 Ni1 2.1164(19) . ? N3 Ni1 2.0800(19) . ? N4 Ni1 2.115(2) . ? N5 O7 1.214(3) . ? N5 O6 1.250(3) . ? N5 O5 1.277(3) . ? N5 Gd1 2.962(2) . ? N6 O10 1.209(3) . ? N6 O8 1.260(3) . ? N6 O9 1.276(3) . ? N6 Gd1 2.895(2) . ? N7 O13 1.211(3) . ? N7 O11 1.254(3) . ? N7 O12 1.255(3) . ? N7 Gd1 2.919(3) . ? O2 Ni1 2.0891(15) . ? O2 Gd1 2.3034(16) . ? O4 Ni1 2.1133(15) . ? O4 Gd1 2.3636(14) . ? O5 Gd1 2.5029(17) . ? O6 Gd1 2.5471(18) . ? O8 Gd1 2.5002(18) . ? O9 Gd1 2.4612(18) . ? O11 Gd1 2.470(2) . ? O12 Gd1 2.499(2) . ? O14 Gd1 2.408(2) . ? O14 H1W 0.82(4) . ? O14 H2W 0.88(5) . ? Ni1 Gd1 3.4863(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 H1A 109.5 . . ? O1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C3 125.2(3) . . ? O1 C2 C7 115.3(2) . . ? C3 C2 C7 119.6(3) . . ? C4 C3 C2 121.0(3) . . ? C4 C3 H3 119.5 . . ? C2 C3 H3 119.5 . . ? C5 C4 C3 120.1(3) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C4 C5 C6 120.8(3) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C7 C6 C5 119.7(3) . . ? C7 C6 C8 122.2(2) . . ? C5 C6 C8 118.1(3) . . ? O2 C7 C6 121.8(2) . . ? O2 C7 C2 119.3(2) . . ? C6 C7 C2 118.9(2) . . ? N1 C8 C6 126.4(2) . . ? N1 C8 H8 116.8 . . ? C6 C8 H8 116.8 . . ? N1 C9 C10 112.1(2) . . ? N1 C9 H9A 109.2 . . ? C10 C9 H9A 109.2 . . ? N1 C9 H9B 109.2 . . ? C10 C9 H9B 109.2 . . ? H9A C9 H9B 107.9 . . ? C11 C10 C9 113.2(2) . . ? C11 C10 H10A 108.9 . . ? C9 C10 H10A 108.9 . . ? C11 C10 H10B 108.9 . . ? C9 C10 H10B 108.9 . . ? H10A C10 H10B 107.8 . . ? N2 C11 C12 121.4(3) . . ? N2 C11 C10 118.0(2) . . ? C12 C11 C10 120.5(3) . . ? C13 C12 C11 119.4(3) . . ? C13 C12 H12 120.3 . . ? C11 C12 H12 120.3 . . ? C14 C13 C12 119.6(3) . . ? C14 C13 H13 120.2 . . ? C12 C13 H13 120.2 . . ? C13 C14 C15 118.5(3) . . ? C13 C14 H14 120.7 . . ? C15 C14 H14 120.7 . . ? N2 C15 C14 123.2(3) . . ? N2 C15 H15 118.4 . . ? C14 C15 H15 118.4 . . ? O3 C16 H16A 109.5 . . ? O3 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? O3 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? O3 C17 C18 123.0(2) . . ? O3 C17 C22 116.11(19) . . ? C18 C17 C22 120.8(2) . . ? C19 C18 C17 120.5(2) . . ? C19 C18 H18 119.7 . . ? C17 C18 H18 119.7 . . ? C20 C19 C18 119.8(2) . . ? C20 C19 H19 120.1 . . ? C18 C19 H19 120.1 . . ? C19 C20 C21 120.9(3) . . ? C19 C20 H20 119.5 . . ? C21 C20 H20 119.5 . . ? C20 C21 C22 120.5(2) . . ? C20 C21 C23 117.3(2) . . ? C22 C21 C23 122.2(2) . . ? O4 C22 C17 120.6(2) . . ? O4 C22 C21 121.9(2) . . ? C17 C22 C21 117.4(2) . . ? N3 C23 C21 125.8(2) . . ? N3 C23 H23 117.1 . . ? C21 C23 H23 117.1 . . ? N3 C24 C25 112.9(2) . . ? N3 C24 H24A 109.0 . . ? C25 C24 H24A 109.0 . . ? N3 C24 H24B 109.0 . . ? C25 C24 H24B 109.0 . . ? H24A C24 H24B 107.8 . . ? C26 C25 C24 112.9(2) . . ? C26 C25 H25A 109.0 . . ? C24 C25 H25A 109.0 . . ? C26 C25 H25B 109.0 . . ? C24 C25 H25B 109.0 . . ? H25A C25 H25B 107.8 . . ? N4 C26 C27 120.2(3) . . ? N4 C26 C25 118.7(2) . . ? C27 C26 C25 121.1(3) . . ? C28 C27 C26 120.6(3) . . ? C28 C27 H27 119.7 . . ? C26 C27 H27 119.7 . . ? C27 C28 C29 119.0(3) . . ? C27 C28 H28 120.5 . . ? C29 C28 H28 120.5 . . ? C28 C29 C30 118.3(3) . . ? C28 C29 H29 120.9 . . ? C30 C29 H29 120.9 . . ? N4 C30 C29 123.5(3) . . ? N4 C30 H30 118.2 . . ? C29 C30 H30 118.2 . . ? N8 C31 C32 178.2(5) . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C8 N1 C9 115.2(2) . . ? C8 N1 Ni1 123.17(17) . . ? C9 N1 Ni1 121.06(15) . . ? C11 N2 C15 117.9(2) . . ? C11 N2 Ni1 122.36(16) . . ? C15 N2 Ni1 119.73(18) . . ? C23 N3 C24 114.8(2) . . ? C23 N3 Ni1 123.13(17) . . ? C24 N3 Ni1 121.79(16) . . ? C26 N4 C30 118.5(2) . . ? C26 N4 Ni1 122.18(17) . . ? C30 N4 Ni1 119.33(17) . . ? O7 N5 O6 123.3(2) . . ? O7 N5 O5 121.2(3) . . ? O6 N5 O5 115.52(19) . . ? O7 N5 Gd1 177.9(2) . . ? O6 N5 Gd1 58.69(11) . . ? O5 N5 Gd1 56.83(11) . . ? O10 N6 O8 121.8(2) . . ? O10 N6 O9 121.9(3) . . ? O8 N6 O9 116.3(2) . . ? O10 N6 Gd1 170.7(2) . . ? O8 N6 Gd1 59.36(12) . . ? O9 N6 Gd1 57.67(12) . . ? O13 N7 O11 122.0(3) . . ? O13 N7 O12 122.9(3) . . ? O11 N7 O12 115.2(2) . . ? O13 N7 Gd1 178.6(2) . . ? O11 N7 Gd1 56.94(14) . . ? O12 N7 Gd1 58.27(14) . . ? C2 O1 C1 117.9(3) . . ? C7 O2 Ni1 118.83(14) . . ? C7 O2 Gd1 124.62(13) . . ? Ni1 O2 Gd1 104.96(6) . . ? C17 O3 C16 117.6(2) . . ? C22 O4 Ni1 117.39(13) . . ? C22 O4 Gd1 131.59(13) . . ? Ni1 O4 Gd1 102.14(6) . . ? N5 O5 Gd1 97.89(15) . . ? N5 O6 Gd1 96.51(14) . . ? N6 O8 Gd1 94.95(14) . . ? N6 O9 Gd1 96.35(14) . . ? N7 O11 Gd1 97.87(16) . . ? N7 O12 Gd1 96.43(16) . . ? Gd1 O14 H1W 110(3) . . ? Gd1 O14 H2W 129(3) . . ? H1W O14 H2W 107(4) . . ? N3 Ni1 O2 94.78(7) . . ? N3 Ni1 N1 178.06(8) . . ? O2 Ni1 N1 83.33(7) . . ? N3 Ni1 O4 83.76(7) . . ? O2 Ni1 O4 81.09(6) . . ? N1 Ni1 O4 95.47(7) . . ? N3 Ni1 N4 89.19(8) . . ? O2 Ni1 N4 94.95(7) . . ? N1 Ni1 N4 91.43(8) . . ? O4 Ni1 N4 171.57(7) . . ? N3 Ni1 N2 91.89(8) . . ? O2 Ni1 N2 171.46(7) . . ? N1 Ni1 N2 89.94(8) . . ? O4 Ni1 N2 94.37(7) . . ? N4 Ni1 N2 90.46(8) . . ? N3 Ni1 Gd1 91.24(5) . . ? O2 Ni1 Gd1 39.66(4) . . ? N1 Ni1 Gd1 87.02(5) . . ? O4 Ni1 Gd1 41.51(4) . . ? N4 Ni1 Gd1 134.47(5) . . ? N2 Ni1 Gd1 134.99(6) . . ? O2 Gd1 O4 71.64(5) . . ? O2 Gd1 O14 108.62(7) . . ? O4 Gd1 O14 71.46(6) . . ? O2 Gd1 O9 152.22(6) . . ? O4 Gd1 O9 83.38(6) . . ? O14 Gd1 O9 73.27(7) . . ? O2 Gd1 O11 80.99(7) . . ? O4 Gd1 O11 76.86(6) . . ? O14 Gd1 O11 141.31(7) . . ? O9 Gd1 O11 81.67(7) . . ? O2 Gd1 O12 106.25(7) . . ? O4 Gd1 O12 125.96(6) . . ? O14 Gd1 O12 144.71(8) . . ? O9 Gd1 O12 78.49(8) . . ? O11 Gd1 O12 50.47(7) . . ? O2 Gd1 O8 156.33(6) . . ? O4 Gd1 O8 128.38(6) . . ? O14 Gd1 O8 72.39(7) . . ? O9 Gd1 O8 51.44(6) . . ? O11 Gd1 O8 113.54(7) . . ? O12 Gd1 O8 73.57(8) . . ? O2 Gd1 O5 81.23(6) . . ? O4 Gd1 O5 117.39(6) . . ? O14 Gd1 O5 65.67(7) . . ? O9 Gd1 O5 122.22(6) . . ? O11 Gd1 O5 151.90(7) . . ? O12 Gd1 O5 115.37(7) . . ? O8 Gd1 O5 77.82(6) . . ? O2 Gd1 O6 83.01(6) . . ? O4 Gd1 O6 153.82(6) . . ? O14 Gd1 O6 112.17(7) . . ? O9 Gd1 O6 122.77(6) . . ? O11 Gd1 O6 106.10(7) . . ? O12 Gd1 O6 66.91(7) . . ? O8 Gd1 O6 75.14(6) . . ? O5 Gd1 O6 50.08(6) . . ? O2 Gd1 N6 176.42(6) . . ? O4 Gd1 N6 105.24(6) . . ? O14 Gd1 N6 68.37(7) . . ? O9 Gd1 N6 25.98(6) . . ? O11 Gd1 N6 100.14(7) . . ? O12 Gd1 N6 76.94(8) . . ? O8 Gd1 N6 25.69(6) . . ? O5 Gd1 N6 98.94(7) . . ? O6 Gd1 N6 99.86(7) . . ? O2 Gd1 N7 93.46(6) . . ? O4 Gd1 N7 101.53(6) . . ? O14 Gd1 N7 152.45(7) . . ? O9 Gd1 N7 79.51(7) . . ? O11 Gd1 N7 25.19(6) . . ? O12 Gd1 N7 25.30(7) . . ? O8 Gd1 N7 94.03(7) . . ? O5 Gd1 N7 136.15(7) . . ? O6 Gd1 N7 86.10(7) . . ? N6 Gd1 N7 88.88(7) . . ? O2 Gd1 N5 81.30(5) . . ? O4 Gd1 N5 138.70(6) . . ? O14 Gd1 N5 89.13(7) . . ? O9 Gd1 N5 126.37(6) . . ? O11 Gd1 N5 129.55(7) . . ? O12 Gd1 N5 90.91(7) . . ? O8 Gd1 N5 75.05(6) . . ? O5 Gd1 N5 25.28(6) . . ? O6 Gd1 N5 24.80(6) . . ? N6 Gd1 N5 100.40(6) . . ? N7 Gd1 N5 110.88(7) . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 33.50 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.508 _refine_diff_density_min -1.138 _refine_diff_density_rms 0.074 data_shelxl3 _database_code_depnum_ccdc_archive 'CCDC 920456' #TrackingRef 'C4_ms15.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H35 Dy N8 Ni O14' _chemical_formula_weight 976.89 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' Dy Dy -0.1892 4.4098 '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' Ni Ni 0.3393 1.1124 '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 Monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.8557(5) _cell_length_b 19.4086(7) _cell_length_c 15.1631(7) _cell_angle_alpha 90.00 _cell_angle_beta 99.045(4) _cell_angle_gamma 90.00 _cell_volume 3736.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 21895 _cell_measurement_theta_min 2.49 _cell_measurement_theta_max 28.36 _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.737 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1956 _exptl_absorpt_coefficient_mu 2.566 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3322 _exptl_absorpt_correction_T_max 0.4942 _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _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 'STOE IPDS II' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 39575 _diffrn_reflns_av_R_equivalents 0.0392 _diffrn_reflns_av_sigmaI/netI 0.0304 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.49 _diffrn_reflns_theta_max 28.36 _reflns_number_total 9291 _reflns_number_gt 7507 _reflns_threshold_expression >2sigma(I) _computing_data_collection X-Area _computing_cell_refinement X-Area _computing_data_reduction X-Area _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0290P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9291 _refine_ls_number_parameters 514 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0420 _refine_ls_R_factor_gt 0.0272 _refine_ls_wR_factor_ref 0.0560 _refine_ls_wR_factor_gt 0.0522 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.002 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.1377(3) 0.2866(2) 0.6886(5) 0.122(2) Uani 1 1 d . . . H1A H -0.1097 0.3312 0.6781 0.182 Uiso 1 1 calc R . . H1B H -0.1789 0.2897 0.7360 0.182 Uiso 1 1 calc R . . H1C H -0.1813 0.2708 0.6352 0.182 Uiso 1 1 calc R . . C2 C -0.0787(2) 0.17356(17) 0.72991(18) 0.0465(7) Uani 1 1 d . . . C3 C -0.1730(2) 0.1523(2) 0.7551(2) 0.0614(9) Uani 1 1 d . . . H3 H -0.2236 0.1849 0.7632 0.074 Uiso 1 1 calc R . . C4 C -0.1927(2) 0.0837(3) 0.7682(2) 0.0711(11) Uani 1 1 d . . . H4 H -0.2567 0.0703 0.7842 0.085 Uiso 1 1 calc R . . C5 C -0.1184(2) 0.0350(2) 0.7578(2) 0.0595(9) Uani 1 1 d . . . H5 H -0.1322 -0.0113 0.7666 0.071 Uiso 1 1 calc R . . C6 C -0.0212(2) 0.05461(16) 0.73389(17) 0.0430(6) Uani 1 1 d . . . C7 C -0.00120(18) 0.12390(15) 0.71868(16) 0.0373(5) Uani 1 1 d . . . C8 C 0.0522(2) 0.00059(15) 0.72033(18) 0.0436(6) Uani 1 1 d . . . H8 H 0.0252 -0.0438 0.7116 0.052 Uiso 1 1 calc R . . C9 C 0.2095(2) -0.05574(14) 0.70776(19) 0.0448(6) Uani 1 1 d . . . H9A H 0.1683 -0.0840 0.6623 0.054 Uiso 1 1 calc R . . H9B H 0.2192 -0.0814 0.7633 0.054 Uiso 1 1 calc R . . C10 C 0.3161(2) -0.04157(15) 0.68095(19) 0.0461(6) Uani 1 1 d . . . H10A H 0.3437 -0.0841 0.6603 0.055 Uiso 1 1 calc R . . H10B H 0.3074 -0.0092 0.6316 0.055 Uiso 1 1 calc R . . C11 C 0.3943(2) -0.01276(15) 0.75590(19) 0.0440(6) Uani 1 1 d . . . C12 C 0.4867(3) -0.0478(2) 0.7871(3) 0.0671(9) Uani 1 1 d . . . H12 H 0.5015 -0.0892 0.7609 0.081 Uiso 1 1 calc R . . C13 C 0.5563(3) -0.0214(2) 0.8566(3) 0.0837(13) Uani 1 1 d . . . H13 H 0.6187 -0.0446 0.8774 0.100 Uiso 1 1 calc R . . C14 C 0.5334(3) 0.0392(2) 0.8951(3) 0.0680(9) Uani 1 1 d . . . H14 H 0.5792 0.0578 0.9428 0.082 Uiso 1 1 calc R . . C15 C 0.4407(2) 0.07198(17) 0.8616(2) 0.0502(7) Uani 1 1 d . . . H15 H 0.4250 0.1133 0.8876 0.060 Uiso 1 1 calc R . . C16 C 0.3715(3) 0.0455(2) 0.4004(2) 0.0657(9) Uani 1 1 d . . . H16A H 0.3239 0.0117 0.3705 0.099 Uiso 1 1 calc R . . H16B H 0.4427 0.0302 0.4018 0.099 Uiso 1 1 calc R . . H16C H 0.3615 0.0885 0.3690 0.099 Uiso 1 1 calc R . . C17 C 0.41143(19) 0.10125(15) 0.54214(18) 0.0399(5) Uani 1 1 d . . . C18 C 0.5152(2) 0.11604(16) 0.5339(2) 0.0510(7) Uani 1 1 d . . . H18 H 0.5458 0.0947 0.4894 0.061 Uiso 1 1 calc R . . C19 C 0.5735(2) 0.16213(19) 0.5910(2) 0.0575(8) Uani 1 1 d . . . H19 H 0.6430 0.1715 0.5851 0.069 Uiso 1 1 calc R . . C20 C 0.5289(2) 0.19392(17) 0.6564(2) 0.0516(7) Uani 1 1 d . . . H20 H 0.5680 0.2256 0.6939 0.062 Uiso 1 1 calc R . . C21 C 0.42452(19) 0.17922(14) 0.66730(18) 0.0391(5) Uani 1 1 d . . . C22 C 0.36364(17) 0.13270(13) 0.61000(16) 0.0338(5) Uani 1 1 d . . . C23 C 0.38292(19) 0.21559(14) 0.73748(18) 0.0406(6) Uani 1 1 d . . . H23 H 0.4153 0.2569 0.7569 0.049 Uiso 1 1 calc R . . C24 C 0.2790(3) 0.24239(17) 0.8450(2) 0.0579(8) Uani 1 1 d . . . H24A H 0.2787 0.2895 0.8235 0.070 Uiso 1 1 calc R . . H24B H 0.3332 0.2388 0.8971 0.070 Uiso 1 1 calc R . . C25 C 0.1731(2) 0.22661(16) 0.8721(2) 0.0493(7) Uani 1 1 d . . . H25A H 0.1543 0.2636 0.9097 0.059 Uiso 1 1 calc R . . H25B H 0.1200 0.2249 0.8190 0.059 Uiso 1 1 calc R . . C26 C 0.1727(2) 0.15955(17) 0.92142(17) 0.0452(6) Uani 1 1 d . . . C27 C 0.1524(3) 0.1572(2) 1.0092(2) 0.0664(9) Uani 1 1 d . . . H27 H 0.1391 0.1978 1.0380 0.080 Uiso 1 1 calc R . . C28 C 0.1517(3) 0.0960(3) 1.0531(2) 0.0777(12) Uani 1 1 d . . . H28 H 0.1380 0.0945 1.1115 0.093 Uiso 1 1 calc R . . C29 C 0.1717(3) 0.0365(2) 1.0094(2) 0.0658(9) Uani 1 1 d . . . H29 H 0.1708 -0.0062 1.0373 0.079 Uiso 1 1 calc R . . C30 C 0.1930(2) 0.04153(17) 0.92377(19) 0.0498(7) Uani 1 1 d . . . H30 H 0.2080 0.0014 0.8947 0.060 Uiso 1 1 calc R . . C31 C 0.4017(3) 0.3495(2) 0.5627(3) 0.0756(10) Uani 1 1 d . . . C32 C 0.3804(4) 0.3079(3) 0.4826(3) 0.0942(14) Uani 1 1 d . . . H32A H 0.4038 0.2615 0.4960 0.141 Uiso 1 1 calc R . . H32B H 0.4171 0.3267 0.4377 0.141 Uiso 1 1 calc R . . H32C H 0.3060 0.3078 0.4610 0.141 Uiso 1 1 calc R . . Dy1 Dy 0.103829(8) 0.159295(6) 0.543264(7) 0.03330(4) Uani 1 1 d . . . N1 N 0.15111(16) 0.00832(11) 0.71924(14) 0.0370(4) Uani 1 1 d . . . N2 N 0.37165(16) 0.04714(12) 0.79272(14) 0.0397(5) Uani 1 1 d . . . N3 N 0.30541(16) 0.19594(11) 0.77528(14) 0.0383(5) Uani 1 1 d . . . N4 N 0.19320(17) 0.10157(13) 0.87980(14) 0.0411(5) Uani 1 1 d . . . N5 N -0.12171(17) 0.12425(15) 0.52028(15) 0.0463(6) Uani 1 1 d . . . N6 N 0.1326(2) 0.17337(15) 0.36031(16) 0.0535(6) Uani 1 1 d . . . N7 N 0.1329(2) 0.30673(14) 0.5641(2) 0.0576(6) Uani 1 1 d . . . N8 N 0.4205(4) 0.3811(3) 0.6254(3) 0.1128(15) Uani 1 1 d . . . Ni1 Ni 0.23065(2) 0.101704(16) 0.74846(2) 0.03128(7) Uani 1 1 d . . . O1 O -0.05382(15) 0.23976(13) 0.71287(17) 0.0621(6) Uani 1 1 d . . . O2 O 0.08713(12) 0.14407(9) 0.68906(11) 0.0344(4) Uani 1 1 d . . . O3 O 0.35133(15) 0.05442(11) 0.48924(13) 0.0483(5) Uani 1 1 d . . . O4 O 0.26428(11) 0.11786(9) 0.61819(11) 0.0318(3) Uani 1 1 d . . . O5 O -0.04875(14) 0.07947(11) 0.52302(14) 0.0488(5) Uani 1 1 d . . . O6 O -0.09057(16) 0.18535(13) 0.52858(15) 0.0546(5) Uani 1 1 d . . . O7 O -0.21352(15) 0.10788(16) 0.50980(17) 0.0734(8) Uani 1 1 d . . . O8 O 0.04200(15) 0.16627(13) 0.38037(14) 0.0550(5) Uani 1 1 d . . . O9 O 0.20719(16) 0.18307(12) 0.42536(14) 0.0536(5) Uani 1 1 d . . . O10 O 0.1486(2) 0.17004(18) 0.28367(16) 0.0895(10) Uani 1 1 d . . . O11 O 0.19320(19) 0.26316(12) 0.60618(17) 0.0645(6) Uani 1 1 d . . . O12 O 0.0599(2) 0.28188(13) 0.5082(2) 0.0731(7) Uani 1 1 d . . . O13 O 0.1458(3) 0.36803(15) 0.5752(3) 0.1028(11) Uani 1 1 d . . . O14 O 0.13802(17) 0.05094(12) 0.48048(16) 0.0514(5) Uani 1 1 d . . . H1W H 0.198(3) 0.044(2) 0.491(3) 0.071(12) Uiso 1 1 d . . . H2W H 0.102(3) 0.010(2) 0.482(3) 0.094(15) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.055(2) 0.062(3) 0.235(7) -0.035(4) -0.016(3) 0.024(2) C2 0.0354(12) 0.064(2) 0.0392(13) -0.0099(13) 0.0039(10) 0.0046(12) C3 0.0367(13) 0.101(3) 0.0485(16) -0.0128(19) 0.0117(12) 0.0058(17) C4 0.0382(15) 0.120(4) 0.059(2) 0.010(2) 0.0194(14) -0.0110(19) C5 0.0448(15) 0.083(2) 0.0511(17) 0.0168(17) 0.0076(13) -0.0176(16) C6 0.0376(12) 0.0561(17) 0.0353(13) 0.0084(12) 0.0055(10) -0.0055(12) C7 0.0308(11) 0.0523(16) 0.0288(11) -0.0010(11) 0.0047(9) -0.0014(10) C8 0.0459(13) 0.0427(15) 0.0398(13) 0.0077(11) -0.0005(11) -0.0131(11) C9 0.0568(15) 0.0319(14) 0.0438(14) -0.0020(11) 0.0022(12) -0.0011(12) C10 0.0584(16) 0.0385(15) 0.0411(14) -0.0019(12) 0.0068(12) 0.0086(12) C11 0.0452(13) 0.0447(16) 0.0418(14) 0.0061(12) 0.0066(11) 0.0075(12) C12 0.0597(18) 0.064(2) 0.075(2) -0.0006(18) 0.0011(17) 0.0244(17) C13 0.057(2) 0.089(3) 0.096(3) -0.003(3) -0.0167(19) 0.028(2) C14 0.0513(17) 0.077(3) 0.067(2) 0.0035(19) -0.0178(15) 0.0006(17) C15 0.0467(14) 0.0545(18) 0.0455(15) 0.0023(13) -0.0045(12) -0.0010(13) C16 0.072(2) 0.082(3) 0.0472(17) -0.0117(17) 0.0209(16) 0.0053(19) C17 0.0370(12) 0.0403(14) 0.0438(14) 0.0029(11) 0.0102(10) 0.0022(10) C18 0.0410(14) 0.0554(19) 0.0610(18) 0.0008(15) 0.0216(13) 0.0053(12) C19 0.0320(12) 0.067(2) 0.075(2) 0.0011(18) 0.0151(13) -0.0066(14) C20 0.0352(12) 0.0564(19) 0.0622(18) -0.0007(15) 0.0046(12) -0.0112(12) C21 0.0336(11) 0.0386(14) 0.0447(14) 0.0026(11) 0.0048(10) -0.0050(10) C22 0.0300(10) 0.0358(12) 0.0360(12) 0.0060(10) 0.0064(9) 0.0017(9) C23 0.0395(12) 0.0381(14) 0.0422(13) -0.0035(11) 0.0001(10) -0.0102(11) C24 0.0728(19) 0.0465(17) 0.0577(19) -0.0209(15) 0.0206(16) -0.0157(15) C25 0.0568(16) 0.0454(16) 0.0464(16) -0.0120(13) 0.0100(13) 0.0045(13) C26 0.0408(12) 0.0584(17) 0.0369(12) -0.0078(13) 0.0076(10) 0.0011(13) C27 0.074(2) 0.083(3) 0.0441(16) -0.0129(18) 0.0183(15) 0.008(2) C28 0.094(3) 0.104(3) 0.0396(17) 0.008(2) 0.0242(18) 0.009(2) C29 0.076(2) 0.079(3) 0.0432(16) 0.0165(17) 0.0123(15) -0.0016(19) C30 0.0566(16) 0.0541(18) 0.0374(14) 0.0025(13) 0.0036(12) -0.0049(14) C31 0.077(2) 0.073(3) 0.077(3) 0.002(2) 0.015(2) 0.003(2) C32 0.103(3) 0.114(4) 0.064(3) 0.002(3) 0.008(2) -0.016(3) Dy1 0.03110(5) 0.03580(6) 0.03216(5) 0.00357(5) 0.00235(3) -0.00034(5) N1 0.0423(10) 0.0355(11) 0.0321(10) -0.0001(9) 0.0026(8) -0.0030(9) N2 0.0395(10) 0.0420(12) 0.0359(11) 0.0031(9) 0.0002(8) 0.0022(9) N3 0.0428(11) 0.0333(12) 0.0382(11) -0.0058(9) 0.0046(9) -0.0048(9) N4 0.0434(11) 0.0485(13) 0.0306(10) -0.0018(10) 0.0038(8) -0.0030(10) N5 0.0365(11) 0.0673(18) 0.0338(11) -0.0087(11) 0.0013(9) -0.0013(11) N6 0.0590(14) 0.0632(18) 0.0392(12) 0.0127(12) 0.0109(11) 0.0036(12) N7 0.0703(17) 0.0384(15) 0.0624(17) -0.0004(12) 0.0055(13) 0.0052(13) N8 0.115(3) 0.109(4) 0.118(4) -0.040(3) 0.028(3) 0.000(3) Ni1 0.03288(14) 0.03179(16) 0.02859(14) -0.00152(12) 0.00306(11) -0.00144(12) O1 0.0413(10) 0.0583(14) 0.0836(17) -0.0174(12) 0.0001(10) 0.0102(10) O2 0.0294(7) 0.0392(10) 0.0353(8) 0.0028(7) 0.0069(6) 0.0008(7) O3 0.0471(10) 0.0567(13) 0.0442(10) -0.0121(9) 0.0161(8) -0.0030(9) O4 0.0272(7) 0.0363(9) 0.0318(8) -0.0002(7) 0.0041(6) -0.0018(6) O5 0.0362(9) 0.0544(12) 0.0559(12) -0.0054(10) 0.0079(8) -0.0027(9) O6 0.0508(11) 0.0565(13) 0.0540(13) 0.0048(10) 0.0006(9) 0.0063(10) O7 0.0324(10) 0.110(2) 0.0779(17) -0.0243(15) 0.0079(10) -0.0046(11) O8 0.0462(10) 0.0726(16) 0.0440(10) 0.0073(11) 0.0009(8) -0.0005(10) O9 0.0476(10) 0.0636(14) 0.0497(11) 0.0071(10) 0.0077(9) -0.0106(10) O10 0.0949(19) 0.135(3) 0.0420(13) 0.0136(15) 0.0212(13) 0.0035(18) O11 0.0705(14) 0.0399(12) 0.0751(16) 0.0065(11) -0.0132(12) 0.0005(10) O12 0.0695(15) 0.0502(14) 0.0907(19) 0.0054(13) -0.0149(14) 0.0077(12) O13 0.134(3) 0.0385(14) 0.122(3) -0.0086(16) -0.020(2) 0.0117(16) O14 0.0374(10) 0.0482(13) 0.0672(14) -0.0124(10) 0.0039(9) -0.0032(9) _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 C1 O1 1.414(4) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 O1 1.359(4) . ? C2 C3 1.390(4) . ? C2 C7 1.416(4) . ? C3 C4 1.376(6) . ? C3 H3 0.9300 . ? C4 C5 1.370(5) . ? C4 H4 0.9300 . ? C5 C6 1.406(4) . ? C5 H5 0.9300 . ? C6 C7 1.395(4) . ? C6 C8 1.447(4) . ? C7 O2 1.343(3) . ? C8 N1 1.283(3) . ? C8 H8 0.9300 . ? C9 N1 1.477(3) . ? C9 C10 1.514(4) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.502(4) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N2 1.341(4) . ? C11 C12 1.386(4) . ? C12 C13 1.369(5) . ? C12 H12 0.9300 . ? C13 C14 1.367(6) . ? C13 H13 0.9300 . ? C14 C15 1.375(4) . ? C14 H14 0.9300 . ? C15 N2 1.349(4) . ? C15 H15 0.9300 . ? C16 O3 1.421(3) . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 O3 1.368(3) . ? C17 C18 1.390(3) . ? C17 C22 1.417(3) . ? C18 C19 1.382(5) . ? C18 H18 0.9300 . ? C19 C20 1.367(4) . ? C19 H19 0.9300 . ? C20 C21 1.408(3) . ? C20 H20 0.9300 . ? C21 C22 1.403(4) . ? C21 C23 1.448(4) . ? C22 O4 1.334(3) . ? C23 N3 1.283(3) . ? C23 H23 0.9300 . ? C24 N3 1.469(3) . ? C24 C25 1.515(4) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C26 1.502(4) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 N4 1.336(4) . ? C26 C27 1.397(4) . ? C27 C28 1.362(6) . ? C27 H27 0.9300 . ? C28 C29 1.376(6) . ? C28 H28 0.9300 . ? C29 C30 1.372(4) . ? C29 H29 0.9300 . ? C30 N4 1.343(4) . ? C30 H30 0.9300 . ? C31 N8 1.125(6) . ? C31 C32 1.449(6) . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? Dy1 O2 2.2738(16) . ? Dy1 O4 2.3356(16) . ? Dy1 O14 2.378(2) . ? Dy1 O9 2.4334(19) . ? Dy1 O11 2.439(2) . ? Dy1 O8 2.477(2) . ? Dy1 O5 2.4805(19) . ? Dy1 O12 2.484(2) . ? Dy1 O6 2.525(2) . ? Dy1 N6 2.869(2) . ? Dy1 N7 2.897(3) . ? Dy1 N5 2.945(2) . ? N1 Ni1 2.094(2) . ? N2 Ni1 2.115(2) . ? N3 Ni1 2.076(2) . ? N4 Ni1 2.121(2) . ? N5 O7 1.208(3) . ? N5 O6 1.251(3) . ? N5 O5 1.275(3) . ? N6 O10 1.213(3) . ? N6 O8 1.257(3) . ? N6 O9 1.277(3) . ? N7 O13 1.209(4) . ? N7 O11 1.252(3) . ? N7 O12 1.258(4) . ? Ni1 O2 2.0902(16) . ? Ni1 O4 2.1108(16) . ? O14 H1W 0.77(4) . ? O14 H2W 0.92(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 H1A 109.5 . . ? O1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C3 125.1(3) . . ? O1 C2 C7 115.4(2) . . ? C3 C2 C7 119.4(3) . . ? C4 C3 C2 121.1(3) . . ? C4 C3 H3 119.5 . . ? C2 C3 H3 119.5 . . ? C5 C4 C3 120.2(3) . . ? C5 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? C4 C5 C6 120.5(3) . . ? C4 C5 H5 119.8 . . ? C6 C5 H5 119.8 . . ? C7 C6 C5 119.9(3) . . ? C7 C6 C8 122.2(2) . . ? C5 C6 C8 117.8(3) . . ? O2 C7 C6 121.6(2) . . ? O2 C7 C2 119.3(3) . . ? C6 C7 C2 119.0(2) . . ? N1 C8 C6 125.9(3) . . ? N1 C8 H8 117.0 . . ? C6 C8 H8 117.0 . . ? N1 C9 C10 112.1(2) . . ? N1 C9 H9A 109.2 . . ? C10 C9 H9A 109.2 . . ? N1 C9 H9B 109.2 . . ? C10 C9 H9B 109.2 . . ? H9A C9 H9B 107.9 . . ? C11 C10 C9 113.0(2) . . ? C11 C10 H10A 109.0 . . ? C9 C10 H10A 109.0 . . ? C11 C10 H10B 109.0 . . ? C9 C10 H10B 109.0 . . ? H10A C10 H10B 107.8 . . ? N2 C11 C12 120.9(3) . . ? N2 C11 C10 118.3(2) . . ? C12 C11 C10 120.8(3) . . ? C13 C12 C11 120.1(3) . . ? C13 C12 H12 120.0 . . ? C11 C12 H12 120.0 . . ? C14 C13 C12 119.4(3) . . ? C14 C13 H13 120.3 . . ? C12 C13 H13 120.3 . . ? C13 C14 C15 118.2(3) . . ? C13 C14 H14 120.9 . . ? C15 C14 H14 120.9 . . ? N2 C15 C14 123.2(3) . . ? N2 C15 H15 118.4 . . ? C14 C15 H15 118.4 . . ? O3 C16 H16A 109.5 . . ? O3 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? O3 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? O3 C17 C18 123.1(2) . . ? O3 C17 C22 116.3(2) . . ? C18 C17 C22 120.6(3) . . ? C19 C18 C17 120.7(3) . . ? C19 C18 H18 119.6 . . ? C17 C18 H18 119.6 . . ? C20 C19 C18 120.0(2) . . ? C20 C19 H19 120.0 . . ? C18 C19 H19 120.0 . . ? C19 C20 C21 120.7(3) . . ? C19 C20 H20 119.7 . . ? C21 C20 H20 119.7 . . ? C22 C21 C20 120.5(3) . . ? C22 C21 C23 122.3(2) . . ? C20 C21 C23 117.2(2) . . ? O4 C22 C21 122.0(2) . . ? O4 C22 C17 120.4(2) . . ? C21 C22 C17 117.6(2) . . ? N3 C23 C21 125.9(2) . . ? N3 C23 H23 117.1 . . ? C21 C23 H23 117.1 . . ? N3 C24 C25 113.0(2) . . ? N3 C24 H24A 109.0 . . ? C25 C24 H24A 109.0 . . ? N3 C24 H24B 109.0 . . ? C25 C24 H24B 109.0 . . ? H24A C24 H24B 107.8 . . ? C26 C25 C24 112.5(3) . . ? C26 C25 H25A 109.1 . . ? C24 C25 H25A 109.1 . . ? C26 C25 H25B 109.1 . . ? C24 C25 H25B 109.1 . . ? H25A C25 H25B 107.8 . . ? N4 C26 C27 120.2(3) . . ? N4 C26 C25 118.6(2) . . ? C27 C26 C25 121.3(3) . . ? C28 C27 C26 120.7(4) . . ? C28 C27 H27 119.6 . . ? C26 C27 H27 119.6 . . ? C27 C28 C29 118.7(3) . . ? C27 C28 H28 120.6 . . ? C29 C28 H28 120.6 . . ? C30 C29 C28 118.4(4) . . ? C30 C29 H29 120.8 . . ? C28 C29 H29 120.8 . . ? N4 C30 C29 123.3(3) . . ? N4 C30 H30 118.4 . . ? C29 C30 H30 118.4 . . ? N8 C31 C32 178.4(6) . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? O2 Dy1 O4 72.15(5) . . ? O2 Dy1 O14 109.02(8) . . ? O4 Dy1 O14 71.67(7) . . ? O2 Dy1 O9 152.24(6) . . ? O4 Dy1 O9 83.12(6) . . ? O14 Dy1 O9 73.55(8) . . ? O2 Dy1 O11 80.66(8) . . ? O4 Dy1 O11 76.62(7) . . ? O14 Dy1 O11 141.46(8) . . ? O9 Dy1 O11 81.52(8) . . ? O2 Dy1 O8 155.82(6) . . ? O4 Dy1 O8 128.64(6) . . ? O14 Dy1 O8 72.52(8) . . ? O9 Dy1 O8 51.95(7) . . ? O11 Dy1 O8 113.73(8) . . ? O2 Dy1 O5 81.11(6) . . ? O4 Dy1 O5 117.77(6) . . ? O14 Dy1 O5 65.82(7) . . ? O9 Dy1 O5 122.68(7) . . ? O11 Dy1 O5 151.56(8) . . ? O8 Dy1 O5 77.71(7) . . ? O2 Dy1 O12 106.23(8) . . ? O4 Dy1 O12 126.00(7) . . ? O14 Dy1 O12 144.27(9) . . ? O9 Dy1 O12 78.08(9) . . ? O11 Dy1 O12 50.90(8) . . ? O8 Dy1 O12 73.00(9) . . ? O5 Dy1 O12 115.02(8) . . ? O2 Dy1 O6 82.43(6) . . ? O4 Dy1 O6 153.89(6) . . ? O14 Dy1 O6 112.61(8) . . ? O9 Dy1 O6 122.99(7) . . ? O11 Dy1 O6 105.53(8) . . ? O8 Dy1 O6 75.11(7) . . ? O5 Dy1 O6 50.34(7) . . ? O12 Dy1 O6 66.45(8) . . ? O2 Dy1 N6 177.20(7) . . ? O4 Dy1 N6 105.35(6) . . ? O14 Dy1 N6 68.71(8) . . ? O9 Dy1 N6 26.25(7) . . ? O11 Dy1 N6 100.08(8) . . ? O8 Dy1 N6 25.89(7) . . ? O5 Dy1 N6 99.18(7) . . ? O12 Dy1 N6 76.21(9) . . ? O6 Dy1 N6 99.91(7) . . ? O2 Dy1 N7 93.03(7) . . ? O4 Dy1 N7 101.42(7) . . ? O14 Dy1 N7 152.68(8) . . ? O9 Dy1 N7 79.43(8) . . ? O11 Dy1 N7 25.32(8) . . ? O8 Dy1 N7 94.04(8) . . ? O5 Dy1 N7 135.78(7) . . ? O12 Dy1 N7 25.59(8) . . ? O6 Dy1 N7 85.47(8) . . ? N6 Dy1 N7 88.70(8) . . ? O2 Dy1 N5 80.99(6) . . ? O4 Dy1 N5 139.10(7) . . ? O14 Dy1 N5 89.36(7) . . ? O9 Dy1 N5 126.73(7) . . ? O11 Dy1 N5 129.17(8) . . ? O8 Dy1 N5 74.87(6) . . ? O5 Dy1 N5 25.37(7) . . ? O12 Dy1 N5 90.53(8) . . ? O6 Dy1 N5 24.97(7) . . ? N6 Dy1 N5 100.48(7) . . ? N7 Dy1 N5 110.43(8) . . ? C8 N1 C9 115.2(2) . . ? C8 N1 Ni1 123.40(19) . . ? C9 N1 Ni1 120.88(16) . . ? C11 N2 C15 118.2(2) . . ? C11 N2 Ni1 122.23(18) . . ? C15 N2 Ni1 119.6(2) . . ? C23 N3 C24 115.0(2) . . ? C23 N3 Ni1 122.84(18) . . ? C24 N3 Ni1 121.97(17) . . ? C26 N4 C30 118.7(2) . . ? C26 N4 Ni1 122.21(19) . . ? C30 N4 Ni1 119.06(19) . . ? O7 N5 O6 123.5(3) . . ? O7 N5 O5 121.6(3) . . ? O6 N5 O5 114.9(2) . . ? O7 N5 Dy1 177.9(2) . . ? O6 N5 Dy1 58.40(12) . . ? O5 N5 Dy1 56.49(13) . . ? O10 N6 O8 121.9(3) . . ? O10 N6 O9 121.9(3) . . ? O8 N6 O9 116.2(2) . . ? O10 N6 Dy1 171.2(3) . . ? O8 N6 Dy1 59.35(13) . . ? O9 N6 Dy1 57.47(12) . . ? O13 N7 O11 122.2(3) . . ? O13 N7 O12 122.8(3) . . ? O11 N7 O12 114.9(3) . . ? O13 N7 Dy1 178.2(3) . . ? O11 N7 Dy1 56.45(15) . . ? O12 N7 Dy1 58.53(15) . . ? N3 Ni1 O2 95.04(8) . . ? N3 Ni1 N1 178.18(9) . . ? O2 Ni1 N1 83.15(8) . . ? N3 Ni1 O4 84.02(7) . . ? O2 Ni1 O4 80.51(6) . . ? N1 Ni1 O4 95.49(7) . . ? N3 Ni1 N2 91.82(9) . . ? O2 Ni1 N2 171.09(8) . . ? N1 Ni1 N2 89.97(9) . . ? O4 Ni1 N2 94.59(7) . . ? N3 Ni1 N4 89.06(9) . . ? O2 Ni1 N4 95.15(8) . . ? N1 Ni1 N4 91.27(9) . . ? O4 Ni1 N4 171.45(8) . . ? N2 Ni1 N4 90.64(8) . . ? N3 Ni1 Dy1 91.70(6) . . ? O2 Ni1 Dy1 39.37(4) . . ? N1 Ni1 Dy1 86.79(6) . . ? O4 Ni1 Dy1 41.24(4) . . ? N2 Ni1 Dy1 134.87(6) . . ? N4 Ni1 Dy1 134.39(6) . . ? C2 O1 C1 117.7(3) . . ? C7 O2 Ni1 118.46(15) . . ? C7 O2 Dy1 125.23(15) . . ? Ni1 O2 Dy1 104.96(6) . . ? C17 O3 C16 117.8(2) . . ? C22 O4 Ni1 117.33(14) . . ? C22 O4 Dy1 131.74(14) . . ? Ni1 O4 Dy1 102.19(6) . . ? N5 O5 Dy1 98.14(17) . . ? N5 O6 Dy1 96.64(15) . . ? N6 O8 Dy1 94.76(16) . . ? N6 O9 Dy1 96.28(15) . . ? N7 O11 Dy1 98.23(19) . . ? N7 O12 Dy1 95.88(18) . . ? Dy1 O14 H1W 109(3) . . ? Dy1 O14 H2W 129(3) . . ? H1W O14 H2W 109(4) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 28.36 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.311 _refine_diff_density_min -1.052 _refine_diff_density_rms 0.064 data_shelxl4 _database_code_depnum_ccdc_archive 'CCDC 920457' #TrackingRef 'C5_ms16.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H35 Ho N8 Ni O14' _chemical_formula_weight 979.32 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' Ho Ho -0.2175 4.6783 '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' Ni Ni 0.3393 1.1124 '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 Monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.8478(5) _cell_length_b 19.3966(6) _cell_length_c 15.1553(5) _cell_angle_alpha 90.00 _cell_angle_beta 98.995(3) _cell_angle_gamma 90.00 _cell_volume 3730.3(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 43187 _cell_measurement_theta_min 2.49 _cell_measurement_theta_max 29.52 _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.744 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1960 _exptl_absorpt_coefficient_mu 2.688 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2776 _exptl_absorpt_correction_T_max 0.4751 _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _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 'STOE IPDS II' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 55338 _diffrn_reflns_av_R_equivalents 0.0472 _diffrn_reflns_av_sigmaI/netI 0.0371 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.49 _diffrn_reflns_theta_max 29.52 _reflns_number_total 10374 _reflns_number_gt 8009 _reflns_threshold_expression >2sigma(I) _computing_data_collection X-Area _computing_cell_refinement X-Area _computing_data_reduction X-Area _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0249P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10374 _refine_ls_number_parameters 514 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0495 _refine_ls_R_factor_gt 0.0296 _refine_ls_wR_factor_ref 0.0534 _refine_ls_wR_factor_gt 0.0496 _refine_ls_goodness_of_fit_ref 0.955 _refine_ls_restrained_S_all 0.955 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.1375(4) 0.2868(2) 0.6881(4) 0.118(2) Uani 1 1 d . . . H1A H -0.1093 0.3314 0.6776 0.176 Uiso 1 1 calc R . . H1B H -0.1792 0.2901 0.7352 0.176 Uiso 1 1 calc R . . H1C H -0.1808 0.2709 0.6346 0.176 Uiso 1 1 calc R . . C2 C -0.0793(2) 0.17338(16) 0.72981(17) 0.0471(7) Uani 1 1 d . . . C3 C -0.1735(2) 0.1523(2) 0.75494(19) 0.0629(9) Uani 1 1 d . . . H3 H -0.2241 0.1849 0.7631 0.076 Uiso 1 1 calc R . . C4 C -0.1929(3) 0.0835(2) 0.7680(2) 0.0705(11) Uani 1 1 d . . . H4 H -0.2568 0.0700 0.7843 0.085 Uiso 1 1 calc R . . C5 C -0.1193(3) 0.0352(2) 0.75722(19) 0.0597(8) Uani 1 1 d . . . H5 H -0.1335 -0.0112 0.7656 0.072 Uiso 1 1 calc R . . C6 C -0.0217(2) 0.05443(15) 0.73358(16) 0.0431(6) Uani 1 1 d . . . C7 C -0.0012(2) 0.12406(15) 0.71849(15) 0.0378(5) Uani 1 1 d . . . C8 C 0.0524(2) 0.00070(14) 0.72004(16) 0.0431(6) Uani 1 1 d . . . H8 H 0.0257 -0.0438 0.7115 0.052 Uiso 1 1 calc R . . C9 C 0.2095(2) -0.05545(14) 0.70721(18) 0.0463(6) Uani 1 1 d . . . H9A H 0.1685 -0.0837 0.6616 0.056 Uiso 1 1 calc R . . H9B H 0.2189 -0.0812 0.7628 0.056 Uiso 1 1 calc R . . C10 C 0.3160(2) -0.04139(15) 0.68088(17) 0.0462(6) Uani 1 1 d . . . H10A H 0.3436 -0.0840 0.6602 0.055 Uiso 1 1 calc R . . H10B H 0.3076 -0.0090 0.6315 0.055 Uiso 1 1 calc R . . C11 C 0.3944(2) -0.01271(14) 0.75582(17) 0.0428(6) Uani 1 1 d . . . C12 C 0.4861(3) -0.04755(19) 0.7867(2) 0.0664(9) Uani 1 1 d . . . H12 H 0.5013 -0.0888 0.7601 0.080 Uiso 1 1 calc R . . C13 C 0.5554(3) -0.0211(2) 0.8571(3) 0.0829(12) Uani 1 1 d . . . H13 H 0.6173 -0.0445 0.8786 0.099 Uiso 1 1 calc R . . C14 C 0.5327(3) 0.0394(2) 0.8951(2) 0.0665(9) Uani 1 1 d . . . H14 H 0.5786 0.0582 0.9425 0.080 Uiso 1 1 calc R . . C15 C 0.4402(2) 0.07202(17) 0.86163(18) 0.0499(7) Uani 1 1 d . . . H15 H 0.4242 0.1132 0.8880 0.060 Uiso 1 1 calc R . . C16 C 0.3712(3) 0.0457(2) 0.39990(19) 0.0659(9) Uani 1 1 d . . . H16A H 0.3236 0.0119 0.3699 0.099 Uiso 1 1 calc R . . H16B H 0.4424 0.0304 0.4011 0.099 Uiso 1 1 calc R . . H16C H 0.3610 0.0888 0.3687 0.099 Uiso 1 1 calc R . . C17 C 0.4117(2) 0.10145(14) 0.54219(16) 0.0395(5) Uani 1 1 d . . . C18 C 0.5148(2) 0.11576(16) 0.5339(2) 0.0506(7) Uani 1 1 d . . . H18 H 0.5453 0.0942 0.4894 0.061 Uiso 1 1 calc R . . C19 C 0.5740(2) 0.16230(18) 0.5916(2) 0.0574(7) Uani 1 1 d . . . H19 H 0.6436 0.1717 0.5861 0.069 Uiso 1 1 calc R . . C20 C 0.5282(2) 0.19379(16) 0.6563(2) 0.0507(7) Uani 1 1 d . . . H20 H 0.5668 0.2256 0.6940 0.061 Uiso 1 1 calc R . . C21 C 0.4245(2) 0.17933(14) 0.66708(17) 0.0395(5) Uani 1 1 d . . . C22 C 0.36312(19) 0.13280(13) 0.60984(15) 0.0334(5) Uani 1 1 d . . . C23 C 0.3822(2) 0.21595(14) 0.73737(16) 0.0403(6) Uani 1 1 d . . . H23 H 0.4141 0.2575 0.7566 0.048 Uiso 1 1 calc R . . C24 C 0.2786(3) 0.24272(16) 0.8448(2) 0.0572(8) Uani 1 1 d . . . H24A H 0.2778 0.2898 0.8232 0.069 Uiso 1 1 calc R . . H24B H 0.3328 0.2394 0.8969 0.069 Uiso 1 1 calc R . . C25 C 0.1733(3) 0.22668(15) 0.87204(19) 0.0502(7) Uani 1 1 d . . . H25A H 0.1546 0.2636 0.9098 0.060 Uiso 1 1 calc R . . H25B H 0.1202 0.2251 0.8190 0.060 Uiso 1 1 calc R . . C26 C 0.1722(2) 0.15972(16) 0.92118(16) 0.0437(6) Uani 1 1 d . . . C27 C 0.1527(3) 0.1577(2) 1.00900(19) 0.0639(9) Uani 1 1 d . . . H27 H 0.1402 0.1984 1.0380 0.077 Uiso 1 1 calc R . . C28 C 0.1519(3) 0.0957(2) 1.0530(2) 0.0762(11) Uani 1 1 d . . . H28 H 0.1380 0.0940 1.1114 0.091 Uiso 1 1 calc R . . C29 C 0.1720(3) 0.0369(2) 1.00942(19) 0.0641(9) Uani 1 1 d . . . H29 H 0.1719 -0.0057 1.0376 0.077 Uiso 1 1 calc R . . C30 C 0.1925(2) 0.04150(16) 0.92319(17) 0.0494(7) Uani 1 1 d . . . H30 H 0.2066 0.0012 0.8939 0.059 Uiso 1 1 calc R . . C31 C 0.4015(3) 0.3497(2) 0.5631(3) 0.0735(10) Uani 1 1 d . . . C32 C 0.3804(4) 0.3074(3) 0.4836(3) 0.0895(13) Uani 1 1 d . . . H32A H 0.4082 0.2620 0.4966 0.134 Uiso 1 1 calc R . . H32B H 0.4132 0.3277 0.4371 0.134 Uiso 1 1 calc R . . H32C H 0.3057 0.3046 0.4643 0.134 Uiso 1 1 calc R . . Ho1 Ho 0.103648(9) 0.159039(6) 0.543358(7) 0.03333(3) Uani 1 1 d . . . N1 N 0.15097(18) 0.00842(11) 0.71861(13) 0.0378(5) Uani 1 1 d . . . N2 N 0.37129(18) 0.04750(12) 0.79262(13) 0.0403(5) Uani 1 1 d . . . N3 N 0.30541(18) 0.19612(11) 0.77489(13) 0.0387(5) Uani 1 1 d . . . N4 N 0.19285(18) 0.10191(12) 0.87938(13) 0.0412(5) Uani 1 1 d . . . N5 N -0.12113(19) 0.12427(15) 0.52063(13) 0.0468(6) Uani 1 1 d . . . N6 N 0.1323(2) 0.17347(14) 0.36163(15) 0.0536(6) Uani 1 1 d . . . N7 N 0.1326(2) 0.30588(14) 0.56394(18) 0.0563(6) Uani 1 1 d . . . N8 N 0.4202(4) 0.3813(2) 0.6253(3) 0.1060(13) Uani 1 1 d . . . Ni1 Ni 0.23020(2) 0.101966(15) 0.748115(18) 0.03184(7) Uani 1 1 d . . . O1 O -0.05399(17) 0.23988(12) 0.71292(16) 0.0613(6) Uani 1 1 d . . . O2 O 0.08636(13) 0.14406(9) 0.68870(10) 0.0355(4) Uani 1 1 d . . . O3 O 0.35083(16) 0.05440(10) 0.48918(12) 0.0476(5) Uani 1 1 d . . . O4 O 0.26409(13) 0.11815(9) 0.61785(10) 0.0328(3) Uani 1 1 d . . . O5 O -0.04843(15) 0.07945(11) 0.52307(13) 0.0477(4) Uani 1 1 d . . . O6 O -0.08973(17) 0.18548(12) 0.52895(13) 0.0544(5) Uani 1 1 d . . . O7 O -0.21313(17) 0.10766(15) 0.50976(16) 0.0737(7) Uani 1 1 d . . . O8 O 0.04169(17) 0.16594(12) 0.38122(12) 0.0539(5) Uani 1 1 d . . . O9 O 0.20703(17) 0.18294(11) 0.42660(13) 0.0526(5) Uani 1 1 d . . . O10 O 0.1488(2) 0.17072(17) 0.28481(14) 0.0895(9) Uani 1 1 d . . . O11 O 0.19266(19) 0.26245(11) 0.60636(15) 0.0626(6) Uani 1 1 d . . . O12 O 0.0594(2) 0.28137(12) 0.50836(18) 0.0731(7) Uani 1 1 d . . . O13 O 0.1451(3) 0.36730(13) 0.5752(2) 0.0985(11) Uani 1 1 d . . . O14 O 0.13828(19) 0.05107(12) 0.48128(15) 0.0512(5) Uani 1 1 d . . . H1W H 0.206(3) 0.0477(18) 0.490(2) 0.062(10) Uiso 1 1 d . . . H2W H 0.106(3) 0.016(2) 0.485(3) 0.083(14) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.058(3) 0.060(3) 0.223(6) -0.035(3) -0.014(3) 0.021(2) C2 0.0363(14) 0.065(2) 0.0387(12) -0.0083(12) 0.0025(10) 0.0044(12) C3 0.0384(15) 0.103(3) 0.0482(15) -0.0126(18) 0.0109(12) 0.0069(18) C4 0.0398(17) 0.117(3) 0.0570(18) 0.0123(19) 0.0167(14) -0.011(2) C5 0.0465(18) 0.082(2) 0.0502(15) 0.0192(16) 0.0064(13) -0.0159(16) C6 0.0386(14) 0.0555(17) 0.0343(11) 0.0081(11) 0.0025(10) -0.0078(12) C7 0.0314(12) 0.0534(16) 0.0281(10) -0.0017(10) 0.0035(9) -0.0015(11) C8 0.0493(16) 0.0402(14) 0.0376(12) 0.0076(10) -0.0003(11) -0.0114(12) C9 0.0582(18) 0.0322(14) 0.0465(14) -0.0021(11) 0.0016(12) 0.0006(12) C10 0.0605(18) 0.0366(14) 0.0407(13) -0.0017(11) 0.0048(12) 0.0083(13) C11 0.0438(15) 0.0442(15) 0.0405(12) 0.0052(11) 0.0070(10) 0.0061(12) C12 0.060(2) 0.062(2) 0.075(2) -0.0005(17) -0.0003(16) 0.0222(17) C13 0.059(2) 0.085(3) 0.095(3) 0.001(2) -0.018(2) 0.024(2) C14 0.052(2) 0.074(2) 0.0656(19) 0.0007(17) -0.0160(15) -0.0004(17) C15 0.0492(17) 0.0520(17) 0.0449(14) 0.0016(12) -0.0041(12) -0.0008(13) C16 0.074(2) 0.080(2) 0.0460(15) -0.0126(16) 0.0175(15) 0.0063(19) C17 0.0381(14) 0.0386(14) 0.0424(12) 0.0022(10) 0.0085(10) 0.0019(11) C18 0.0390(15) 0.0570(19) 0.0593(16) -0.0010(14) 0.0183(12) 0.0040(13) C19 0.0352(14) 0.065(2) 0.0743(19) 0.0025(17) 0.0153(13) -0.0070(15) C20 0.0353(14) 0.0547(18) 0.0606(16) -0.0007(14) 0.0034(12) -0.0103(13) C21 0.0343(13) 0.0393(14) 0.0443(12) 0.0032(10) 0.0041(10) -0.0036(10) C22 0.0295(12) 0.0346(12) 0.0360(11) 0.0074(9) 0.0044(9) 0.0013(9) C23 0.0395(14) 0.0367(13) 0.0424(13) -0.0026(10) -0.0010(10) -0.0068(11) C24 0.073(2) 0.0450(17) 0.0565(17) -0.0201(14) 0.0187(15) -0.0141(15) C25 0.0601(19) 0.0450(16) 0.0457(14) -0.0125(12) 0.0087(13) 0.0056(14) C26 0.0405(13) 0.0537(16) 0.0367(11) -0.0066(12) 0.0053(9) 0.0012(13) C27 0.072(2) 0.078(2) 0.0450(14) -0.0125(17) 0.0169(14) 0.010(2) C28 0.090(3) 0.102(3) 0.0402(15) 0.0055(18) 0.0209(16) 0.008(2) C29 0.075(2) 0.075(2) 0.0430(15) 0.0151(15) 0.0096(14) -0.0006(19) C30 0.0569(18) 0.0516(17) 0.0384(13) 0.0012(12) 0.0035(12) -0.0053(14) C31 0.077(3) 0.067(3) 0.076(2) 0.003(2) 0.0131(19) 0.002(2) C32 0.099(3) 0.104(3) 0.064(2) -0.001(2) 0.008(2) -0.016(3) Ho1 0.03185(5) 0.03483(6) 0.03224(5) 0.00333(5) 0.00172(3) -0.00064(5) N1 0.0446(12) 0.0347(11) 0.0325(9) 0.0007(8) 0.0015(8) -0.0032(9) N2 0.0420(12) 0.0406(12) 0.0363(10) 0.0028(9) 0.0003(9) 0.0016(10) N3 0.0457(13) 0.0328(11) 0.0364(10) -0.0049(8) 0.0031(9) -0.0030(9) N4 0.0431(12) 0.0470(13) 0.0324(10) -0.0007(9) 0.0029(8) -0.0029(10) N5 0.0389(13) 0.0675(17) 0.0329(10) -0.0061(10) 0.0023(9) -0.0026(12) N6 0.0627(17) 0.0595(17) 0.0391(11) 0.0125(10) 0.0094(11) 0.0017(12) N7 0.0634(18) 0.0385(15) 0.0653(16) 0.0013(12) 0.0050(13) 0.0044(12) N8 0.107(3) 0.104(3) 0.108(3) -0.032(3) 0.020(2) 0.007(3) Ni1 0.03413(16) 0.03124(16) 0.02935(13) -0.00125(12) 0.00247(11) -0.00109(12) O1 0.0442(12) 0.0554(14) 0.0807(14) -0.0170(11) -0.0015(10) 0.0095(10) O2 0.0325(9) 0.0383(10) 0.0358(8) 0.0020(7) 0.0054(6) 0.0010(7) O3 0.0470(11) 0.0547(12) 0.0437(9) -0.0121(8) 0.0155(8) -0.0049(9) O4 0.0291(8) 0.0366(9) 0.0321(7) -0.0005(6) 0.0030(6) -0.0014(7) O5 0.0356(10) 0.0514(12) 0.0562(11) -0.0051(9) 0.0074(8) -0.0028(9) O6 0.0507(13) 0.0551(13) 0.0548(11) 0.0059(10) -0.0003(9) 0.0074(10) O7 0.0333(12) 0.110(2) 0.0776(15) -0.0262(14) 0.0082(10) -0.0066(12) O8 0.0470(11) 0.0703(14) 0.0423(9) 0.0067(10) 0.0003(8) 0.0004(11) O9 0.0474(12) 0.0606(13) 0.0490(10) 0.0072(9) 0.0053(9) -0.0105(10) O10 0.097(2) 0.133(3) 0.0418(11) 0.0135(14) 0.0201(12) 0.0025(19) O11 0.0708(16) 0.0384(11) 0.0710(14) 0.0049(10) -0.0127(11) -0.0014(10) O12 0.0674(16) 0.0496(14) 0.0930(17) 0.0059(12) -0.0163(14) 0.0046(12) O13 0.129(3) 0.0361(13) 0.118(2) -0.0072(14) -0.020(2) 0.0100(15) O14 0.0388(12) 0.0448(12) 0.0690(13) -0.0115(10) 0.0047(10) -0.0046(10) _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 C1 O1 1.413(4) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 O1 1.364(4) . ? C2 C3 1.386(4) . ? C2 C7 1.416(4) . ? C3 C4 1.378(6) . ? C3 H3 0.9300 . ? C4 C5 1.359(5) . ? C4 H4 0.9300 . ? C5 C6 1.407(4) . ? C5 H5 0.9300 . ? C6 C7 1.401(4) . ? C6 C8 1.447(4) . ? C7 O2 1.334(3) . ? C8 N1 1.279(3) . ? C8 H8 0.9300 . ? C9 N1 1.473(3) . ? C9 C10 1.509(4) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.502(4) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N2 1.347(4) . ? C11 C12 1.375(4) . ? C12 C13 1.378(5) . ? C12 H12 0.9300 . ? C13 C14 1.358(6) . ? C13 H13 0.9300 . ? C14 C15 1.372(4) . ? C14 H14 0.9300 . ? C15 N2 1.347(3) . ? C15 H15 0.9300 . ? C16 O3 1.428(3) . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 O3 1.376(3) . ? C17 C18 1.378(4) . ? C17 C22 1.418(3) . ? C18 C19 1.396(4) . ? C18 H18 0.9300 . ? C19 C20 1.363(4) . ? C19 H19 0.9300 . ? C20 C21 1.396(4) . ? C20 H20 0.9300 . ? C21 C22 1.405(4) . ? C21 C23 1.454(4) . ? C22 O4 1.328(3) . ? C23 N3 1.273(3) . ? C23 H23 0.9300 . ? C24 N3 1.474(3) . ? C24 C25 1.507(5) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C26 1.498(4) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 N4 1.335(4) . ? C26 C27 1.393(4) . ? C27 C28 1.375(5) . ? C27 H27 0.9300 . ? C28 C29 1.364(5) . ? C28 H28 0.9300 . ? C29 C30 1.375(4) . ? C29 H29 0.9300 . ? C30 N4 1.347(4) . ? C30 H30 0.9300 . ? C31 N8 1.119(5) . ? C31 C32 1.448(6) . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? Ho1 O2 2.2668(16) . ? Ho1 O4 2.3292(16) . ? Ho1 O14 2.366(2) . ? Ho1 O9 2.418(2) . ? Ho1 O11 2.429(2) . ? Ho1 O8 2.4654(18) . ? Ho1 O5 2.4714(19) . ? Ho1 O12 2.478(2) . ? Ho1 O6 2.513(2) . ? Ho1 N6 2.849(2) . ? Ho1 N7 2.883(3) . ? Ho1 N5 2.933(2) . ? N1 Ni1 2.094(2) . ? N2 Ni1 2.115(2) . ? N3 Ni1 2.076(2) . ? N4 Ni1 2.118(2) . ? N5 O7 1.211(3) . ? N5 O6 1.254(3) . ? N5 O5 1.272(3) . ? N6 O10 1.216(3) . ? N6 O8 1.254(3) . ? N6 O9 1.276(3) . ? N7 O13 1.211(3) . ? N7 O11 1.250(3) . ? N7 O12 1.254(3) . ? Ni1 O2 2.0910(17) . ? Ni1 O4 2.1105(15) . ? O14 H1W 0.86(4) . ? O14 H2W 0.81(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 H1A 109.5 . . ? O1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C3 125.1(3) . . ? O1 C2 C7 114.9(2) . . ? C3 C2 C7 119.9(3) . . ? C4 C3 C2 120.8(3) . . ? C4 C3 H3 119.6 . . ? C2 C3 H3 119.6 . . ? C5 C4 C3 120.3(3) . . ? C5 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? C4 C5 C6 120.9(3) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C7 C6 C5 119.6(3) . . ? C7 C6 C8 121.8(2) . . ? C5 C6 C8 118.5(3) . . ? O2 C7 C6 121.7(2) . . ? O2 C7 C2 119.7(3) . . ? C6 C7 C2 118.5(2) . . ? N1 C8 C6 126.4(3) . . ? N1 C8 H8 116.8 . . ? C6 C8 H8 116.8 . . ? N1 C9 C10 112.3(2) . . ? N1 C9 H9A 109.1 . . ? C10 C9 H9A 109.1 . . ? N1 C9 H9B 109.1 . . ? C10 C9 H9B 109.1 . . ? H9A C9 H9B 107.9 . . ? C11 C10 C9 113.3(2) . . ? C11 C10 H10A 108.9 . . ? C9 C10 H10A 108.9 . . ? C11 C10 H10B 108.9 . . ? C9 C10 H10B 108.9 . . ? H10A C10 H10B 107.7 . . ? N2 C11 C12 121.2(3) . . ? N2 C11 C10 118.0(2) . . ? C12 C11 C10 120.8(3) . . ? C11 C12 C13 119.7(3) . . ? C11 C12 H12 120.1 . . ? C13 C12 H12 120.1 . . ? C14 C13 C12 119.6(3) . . ? C14 C13 H13 120.2 . . ? C12 C13 H13 120.2 . . ? C13 C14 C15 118.3(3) . . ? C13 C14 H14 120.9 . . ? C15 C14 H14 120.9 . . ? N2 C15 C14 123.4(3) . . ? N2 C15 H15 118.3 . . ? C14 C15 H15 118.3 . . ? O3 C16 H16A 109.5 . . ? O3 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? O3 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? O3 C17 C18 123.2(2) . . ? O3 C17 C22 115.6(2) . . ? C18 C17 C22 121.2(2) . . ? C17 C18 C19 120.6(3) . . ? C17 C18 H18 119.7 . . ? C19 C18 H18 119.7 . . ? C20 C19 C18 119.1(3) . . ? C20 C19 H19 120.5 . . ? C18 C19 H19 120.5 . . ? C19 C20 C21 121.4(3) . . ? C19 C20 H20 119.3 . . ? C21 C20 H20 119.3 . . ? C20 C21 C22 120.7(3) . . ? C20 C21 C23 117.4(2) . . ? C22 C21 C23 121.9(2) . . ? O4 C22 C21 122.3(2) . . ? O4 C22 C17 120.7(2) . . ? C21 C22 C17 117.0(2) . . ? N3 C23 C21 125.7(2) . . ? N3 C23 H23 117.1 . . ? C21 C23 H23 117.1 . . ? N3 C24 C25 113.0(2) . . ? N3 C24 H24A 109.0 . . ? C25 C24 H24A 109.0 . . ? N3 C24 H24B 109.0 . . ? C25 C24 H24B 109.0 . . ? H24A C24 H24B 107.8 . . ? C26 C25 C24 113.2(3) . . ? C26 C25 H25A 108.9 . . ? C24 C25 H25A 108.9 . . ? C26 C25 H25B 108.9 . . ? C24 C25 H25B 108.9 . . ? H25A C25 H25B 107.8 . . ? N4 C26 C27 120.6(3) . . ? N4 C26 C25 118.3(2) . . ? C27 C26 C25 121.1(3) . . ? C28 C27 C26 120.3(3) . . ? C28 C27 H27 119.9 . . ? C26 C27 H27 119.9 . . ? C29 C28 C27 118.7(3) . . ? C29 C28 H28 120.6 . . ? C27 C28 H28 120.6 . . ? C28 C29 C30 118.9(3) . . ? C28 C29 H29 120.5 . . ? C30 C29 H29 120.5 . . ? N4 C30 C29 122.8(3) . . ? N4 C30 H30 118.6 . . ? C29 C30 H30 118.6 . . ? N8 C31 C32 178.2(5) . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? O2 Ho1 O4 72.49(6) . . ? O2 Ho1 O14 109.03(7) . . ? O4 Ho1 O14 71.59(7) . . ? O2 Ho1 O9 152.16(7) . . ? O4 Ho1 O9 82.78(6) . . ? O14 Ho1 O9 73.73(8) . . ? O2 Ho1 O11 80.53(7) . . ? O4 Ho1 O11 76.35(7) . . ? O14 Ho1 O11 141.33(9) . . ? O9 Ho1 O11 81.41(8) . . ? O2 Ho1 O8 155.51(7) . . ? O4 Ho1 O8 128.68(6) . . ? O14 Ho1 O8 72.74(8) . . ? O9 Ho1 O8 52.32(7) . . ? O11 Ho1 O8 113.94(8) . . ? O2 Ho1 O5 81.10(6) . . ? O4 Ho1 O5 118.05(6) . . ? O14 Ho1 O5 65.91(8) . . ? O9 Ho1 O5 122.88(7) . . ? O11 Ho1 O5 151.54(8) . . ? O8 Ho1 O5 77.53(7) . . ? O2 Ho1 O12 106.06(8) . . ? O4 Ho1 O12 125.88(7) . . ? O14 Ho1 O12 144.43(9) . . ? O9 Ho1 O12 78.10(9) . . ? O11 Ho1 O12 51.08(8) . . ? O8 Ho1 O12 72.97(8) . . ? O5 Ho1 O12 114.89(8) . . ? O2 Ho1 O6 82.23(6) . . ? O4 Ho1 O6 154.12(6) . . ? O14 Ho1 O6 113.01(8) . . ? O9 Ho1 O6 123.10(7) . . ? O11 Ho1 O6 105.30(8) . . ? O8 Ho1 O6 75.02(7) . . ? O5 Ho1 O6 50.58(7) . . ? O12 Ho1 O6 66.11(8) . . ? O2 Ho1 N6 177.54(7) . . ? O4 Ho1 N6 105.29(7) . . ? O14 Ho1 N6 69.01(8) . . ? O9 Ho1 N6 26.46(7) . . ? O11 Ho1 N6 100.06(8) . . ? O8 Ho1 N6 26.04(7) . . ? O5 Ho1 N6 99.22(7) . . ? O12 Ho1 N6 76.06(9) . . ? O6 Ho1 N6 99.87(7) . . ? O2 Ho1 N7 92.98(7) . . ? O4 Ho1 N7 101.22(7) . . ? O14 Ho1 N7 152.65(8) . . ? O9 Ho1 N7 79.25(8) . . ? O11 Ho1 N7 25.43(7) . . ? O8 Ho1 N7 94.03(8) . . ? O5 Ho1 N7 135.78(8) . . ? O12 Ho1 N7 25.66(8) . . ? O6 Ho1 N7 85.23(8) . . ? N6 Ho1 N7 88.48(8) . . ? O2 Ho1 N5 80.81(6) . . ? O4 Ho1 N5 139.39(7) . . ? O14 Ho1 N5 89.58(8) . . ? O9 Ho1 N5 126.99(6) . . ? O11 Ho1 N5 129.08(8) . . ? O8 Ho1 N5 74.75(6) . . ? O5 Ho1 N5 25.44(7) . . ? O12 Ho1 N5 90.35(8) . . ? O6 Ho1 N5 25.14(7) . . ? N6 Ho1 N5 100.53(7) . . ? N7 Ho1 N5 110.36(8) . . ? C8 N1 C9 115.4(2) . . ? C8 N1 Ni1 123.19(19) . . ? C9 N1 Ni1 120.90(17) . . ? C15 N2 C11 117.8(2) . . ? C15 N2 Ni1 119.8(2) . . ? C11 N2 Ni1 122.30(17) . . ? C23 N3 C24 114.9(2) . . ? C23 N3 Ni1 123.22(18) . . ? C24 N3 Ni1 121.71(18) . . ? C26 N4 C30 118.7(2) . . ? C26 N4 Ni1 122.43(18) . . ? C30 N4 Ni1 118.83(18) . . ? O7 N5 O6 123.9(3) . . ? O7 N5 O5 121.2(3) . . ? O6 N5 O5 114.9(2) . . ? O7 N5 Ho1 177.6(2) . . ? O6 N5 Ho1 58.34(14) . . ? O5 N5 Ho1 56.55(13) . . ? O10 N6 O8 121.9(3) . . ? O10 N6 O9 121.5(3) . . ? O8 N6 O9 116.6(2) . . ? O10 N6 Ho1 171.5(2) . . ? O8 N6 Ho1 59.64(12) . . ? O9 N6 Ho1 57.57(13) . . ? O13 N7 O11 122.2(3) . . ? O13 N7 O12 122.5(3) . . ? O11 N7 O12 115.3(3) . . ? O13 N7 Ho1 178.2(2) . . ? O11 N7 Ho1 56.56(14) . . ? O12 N7 Ho1 58.82(15) . . ? N3 Ni1 O2 95.37(8) . . ? N3 Ni1 N1 178.37(8) . . ? O2 Ni1 N1 83.05(8) . . ? N3 Ni1 O4 83.93(7) . . ? O2 Ni1 O4 80.61(6) . . ? N1 Ni1 O4 95.37(7) . . ? N3 Ni1 N2 91.58(9) . . ? O2 Ni1 N2 171.09(7) . . ? N1 Ni1 N2 89.95(9) . . ? O4 Ni1 N2 94.63(7) . . ? N3 Ni1 N4 89.07(8) . . ? O2 Ni1 N4 95.16(8) . . ? N1 Ni1 N4 91.50(8) . . ? O4 Ni1 N4 171.41(8) . . ? N2 Ni1 N4 90.51(8) . . ? N3 Ni1 Ho1 91.89(6) . . ? O2 Ni1 Ho1 39.42(4) . . ? N1 Ni1 Ho1 86.62(5) . . ? O4 Ni1 Ho1 41.29(4) . . ? N2 Ni1 Ho1 134.94(6) . . ? N4 Ni1 Ho1 134.45(6) . . ? C2 O1 C1 117.8(3) . . ? C7 O2 Ni1 118.44(15) . . ? C7 O2 Ho1 125.60(14) . . ? Ni1 O2 Ho1 104.73(7) . . ? C17 O3 C16 117.4(2) . . ? C22 O4 Ni1 117.27(13) . . ? C22 O4 Ho1 132.14(14) . . ? Ni1 O4 Ho1 101.99(7) . . ? N5 O5 Ho1 98.01(16) . . ? N5 O6 Ho1 96.52(16) . . ? N6 O8 Ho1 94.32(15) . . ? N6 O9 Ho1 95.97(16) . . ? N7 O11 Ho1 98.01(18) . . ? N7 O12 Ho1 95.52(17) . . ? Ho1 O14 H1W 105(2) . . ? Ho1 O14 H2W 126(3) . . ? H1W O14 H2W 116(4) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 29.52 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.057 _refine_diff_density_min -0.728 _refine_diff_density_rms 0.071 data_shelxl5 _database_code_depnum_ccdc_archive 'CCDC 920458' #TrackingRef 'C6_ms22.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H33 Cu Eu N8 O13' _chemical_formula_weight 953.16 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' Cu Cu 0.3201 1.2651 '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 Monoclinic _symmetry_space_group_name_H-M P21/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 16.8588(7) _cell_length_b 11.2386(3) _cell_length_c 20.4501(10) _cell_angle_alpha 90.00 _cell_angle_beta 104.911(4) _cell_angle_gamma 90.00 _cell_volume 3744.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 46279 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 33.62 _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.6 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.691 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1908 _exptl_absorpt_coefficient_mu 2.302 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3740 _exptl_absorpt_correction_T_max 0.6288 _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _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 'STOE IPDS II' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 58184 _diffrn_reflns_av_R_equivalents 0.0661 _diffrn_reflns_av_sigmaI/netI 0.0464 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 2.45 _diffrn_reflns_theta_max 33.62 _reflns_number_total 14267 _reflns_number_gt 9500 _reflns_threshold_expression >2sigma(I) _computing_data_collection X-Area _computing_cell_refinement X-Area _computing_data_reduction X-Area _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0439P)^2^+4.9194P] 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 14267 _refine_ls_number_parameters 497 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0845 _refine_ls_R_factor_gt 0.0516 _refine_ls_wR_factor_ref 0.1202 _refine_ls_wR_factor_gt 0.1095 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _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 C1 C 0.2067(3) 0.7047(4) 0.2859(4) 0.0684(16) Uani 1 1 d . . . H1A H 0.1614 0.7539 0.2631 0.103 Uiso 1 1 calc R . . H1B H 0.2547 0.7265 0.2717 0.103 Uiso 1 1 calc R . . H1C H 0.2169 0.7155 0.3339 0.103 Uiso 1 1 calc R . . C2 C 0.2473(2) 0.4990(3) 0.29842(18) 0.0358(6) Uani 1 1 d . . . C3 C 0.3200(3) 0.5264(4) 0.3444(2) 0.0428(8) Uani 1 1 d . . . H3 H 0.3319 0.6046 0.3584 0.051 Uiso 1 1 calc R . . C4 C 0.3757(3) 0.4354(4) 0.3697(2) 0.0469(9) Uani 1 1 d . . . H4 H 0.4244 0.4526 0.4019 0.056 Uiso 1 1 calc R . . C5 C 0.3589(2) 0.3207(4) 0.3474(2) 0.0423(8) Uani 1 1 d . . . H5 H 0.3971 0.2610 0.3639 0.051 Uiso 1 1 calc R . . C6 C 0.2848(2) 0.2918(3) 0.29992(19) 0.0354(7) Uani 1 1 d . . . C7 C 0.2270(2) 0.3817(3) 0.27554(19) 0.0323(6) Uani 1 1 d . . . C8 C 0.2764(2) 0.1727(3) 0.2735(2) 0.0378(7) Uani 1 1 d . . . H8 H 0.3222 0.1240 0.2873 0.045 Uiso 1 1 calc R . . C9 C 0.2262(3) 0.0042(4) 0.2088(2) 0.0474(8) Uani 1 1 d . . . H9A H 0.2415 -0.0487 0.2474 0.057 Uiso 1 1 calc R . . H9B H 0.2716 0.0068 0.1878 0.057 Uiso 1 1 calc R . . C10 C 0.1513(3) -0.0464(3) 0.1583(2) 0.0469(9) Uani 1 1 d . . . H10A H 0.1647 -0.1252 0.1450 0.056 Uiso 1 1 calc R . . H10B H 0.1074 -0.0551 0.1807 0.056 Uiso 1 1 calc R . . C11 C 0.1205(2) 0.0278(3) 0.0957(2) 0.0399(8) Uani 1 1 d . . . C12 C 0.1222(3) -0.0137(4) 0.0320(2) 0.0507(10) Uani 1 1 d . . . H12 H 0.1432 -0.0886 0.0270 0.061 Uiso 1 1 calc R . . C13 C 0.0921(3) 0.0581(5) -0.0235(3) 0.0598(13) Uani 1 1 d . . . H13 H 0.0927 0.0320 -0.0666 0.072 Uiso 1 1 calc R . . C14 C 0.0616(3) 0.1678(5) -0.0147(2) 0.0540(11) Uani 1 1 d . . . H14 H 0.0413 0.2172 -0.0517 0.065 Uiso 1 1 calc R . . C15 C 0.0611(3) 0.2047(4) 0.0494(2) 0.0465(9) Uani 1 1 d . . . H15 H 0.0398 0.2792 0.0549 0.056 Uiso 1 1 calc R . . C16 C -0.1435(4) 0.5211(5) 0.0590(3) 0.0632(13) Uani 1 1 d . . . H16A H -0.1146 0.5938 0.0564 0.095 Uiso 1 1 calc R . . H16B H -0.1912 0.5379 0.0749 0.095 Uiso 1 1 calc R . . H16C H -0.1601 0.4854 0.0149 0.095 Uiso 1 1 calc R . . C17 C -0.1225(2) 0.3309(3) 0.1141(2) 0.0389(7) Uani 1 1 d . . . C18 C -0.2016(2) 0.2912(4) 0.0850(2) 0.0486(9) Uani 1 1 d . . . H18 H -0.2382 0.3382 0.0537 0.058 Uiso 1 1 calc R . . C19 C -0.2256(2) 0.1804(4) 0.1032(3) 0.0508(10) Uani 1 1 d . . . H19 H -0.2786 0.1532 0.0840 0.061 Uiso 1 1 calc R . . C20 C -0.1716(2) 0.1106(4) 0.1492(2) 0.0444(9) Uani 1 1 d . . . H20 H -0.1888 0.0374 0.1618 0.053 Uiso 1 1 calc R . . C21 C -0.0909(2) 0.1489(3) 0.1775(2) 0.0374(7) Uani 1 1 d . . . C22 C -0.0653(2) 0.2591(3) 0.15893(19) 0.0346(7) Uani 1 1 d . . . C23 C -0.0375(3) 0.0762(4) 0.2308(2) 0.0417(8) Uani 1 1 d . . . H23 H -0.0622 0.0163 0.2500 0.050 Uiso 1 1 calc R . . C24 C 0.0817(3) 0.0119(4) 0.3094(2) 0.0490(9) Uani 1 1 d . . . H24A H 0.1204 -0.0390 0.2949 0.059 Uiso 1 1 calc R . . H24B H 0.0418 -0.0387 0.3225 0.059 Uiso 1 1 calc R . . C25 C 0.1276(3) 0.0860(5) 0.3706(2) 0.0529(10) Uani 1 1 d . . . H25A H 0.1502 0.1568 0.3551 0.063 Uiso 1 1 calc R . . H25B H 0.0896 0.1110 0.3964 0.063 Uiso 1 1 calc R . . C26 C 0.1962(3) 0.0140(4) 0.4155(2) 0.0496(9) Uani 1 1 d . . . C27 C 0.1997(4) -0.0076(6) 0.4825(3) 0.0695(15) Uani 1 1 d . . . H27 H 0.1589 0.0209 0.5016 0.083 Uiso 1 1 calc R . . C28 C 0.2649(5) -0.0724(8) 0.5209(3) 0.085(2) Uani 1 1 d . . . H28 H 0.2703 -0.0833 0.5670 0.102 Uiso 1 1 calc R . . C29 C 0.3209(4) -0.1200(7) 0.4914(3) 0.0767(17) Uani 1 1 d . . . H29 H 0.3629 -0.1685 0.5156 0.092 Uiso 1 1 calc R . . C30 C 0.3134(4) -0.0944(6) 0.4251(3) 0.0721(16) Uani 1 1 d . . . H30 H 0.3534 -0.1236 0.4054 0.086 Uiso 1 1 calc R . . C31 C 0.5262(5) 0.7333(7) 0.4655(5) 0.094(2) Uani 1 1 d . . . C32 C 0.5909(7) 0.8156(11) 0.4638(7) 0.148(4) Uani 1 1 d . . . H32A H 0.6020 0.8647 0.5036 0.222 Uiso 1 1 calc R . . H32B H 0.5744 0.8648 0.4243 0.222 Uiso 1 1 calc R . . H32C H 0.6396 0.7722 0.4626 0.222 Uiso 1 1 calc R . . Cu1 Cu 0.10610(3) 0.20286(4) 0.20669(3) 0.03670(10) Uani 1 1 d . . . Eu1 Eu 0.044569(10) 0.501784(17) 0.210238(10) 0.03463(5) Uani 1 1 d . . . N1 N 0.21275(19) 0.1252(3) 0.23273(17) 0.0358(6) Uani 1 1 d . . . N2 N 0.0906(2) 0.1361(3) 0.10437(17) 0.0380(6) Uani 1 1 d . . . N3 N 0.0397(2) 0.0886(3) 0.25289(17) 0.0406(7) Uani 1 1 d . . . N4 N 0.2518(3) -0.0295(5) 0.3858(3) 0.0681(13) Uani 1 1 d . . . N5 N 0.0055(3) 0.4383(4) 0.3360(2) 0.0603(11) Uani 1 1 d . . . N6 N -0.0493(3) 0.7090(4) 0.2362(3) 0.0767(15) Uani 1 1 d . . . N7 N 0.0999(3) 0.6153(4) 0.1012(3) 0.0631(11) Uani 1 1 d . . . N8 N 0.4753(6) 0.6706(9) 0.4677(6) 0.142(4) Uani 1 1 d . . . O1 O 0.18702(17) 0.5812(2) 0.26913(17) 0.0426(6) Uani 1 1 d . . . O2 O 0.15539(15) 0.3628(2) 0.23185(15) 0.0370(5) Uani 1 1 d . . . O3 O -0.09089(19) 0.4410(3) 0.10481(19) 0.0531(8) Uani 1 1 d . . . O4 O 0.01011(15) 0.3034(2) 0.18275(16) 0.0413(6) Uani 1 1 d . . . O5 O 0.0775(2) 0.4503(4) 0.3325(2) 0.0654(10) Uani 1 1 d . . . O6 O -0.0494(2) 0.4512(4) 0.2816(2) 0.0710(11) Uani 1 1 d . . . O7 O -0.0128(3) 0.4203(6) 0.3895(2) 0.0993(18) Uani 1 1 d . . . O8 O -0.0785(3) 0.6415(4) 0.1879(3) 0.0920(16) Uani 1 1 d . . . O9 O 0.0230(2) 0.6873(3) 0.2711(2) 0.0663(10) Uani 1 1 d . . . O10 O -0.0881(4) 0.7895(5) 0.2523(4) 0.140(3) Uani 1 1 d . . . O11 O 0.0969(3) 0.5042(3) 0.1050(2) 0.0763(13) Uani 1 1 d . . . O12 O 0.0703(3) 0.6713(3) 0.1419(2) 0.0735(12) Uani 1 1 d . . . O13 O 0.1282(5) 0.6653(5) 0.0597(3) 0.121(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.052(3) 0.0270(17) 0.117(5) -0.013(2) 0.006(3) -0.0055(18) C2 0.0333(14) 0.0320(14) 0.0424(16) -0.0006(16) 0.0103(12) -0.0010(15) C3 0.0409(18) 0.0404(19) 0.046(2) -0.0057(15) 0.0086(15) -0.0071(14) C4 0.0347(17) 0.055(2) 0.046(2) -0.0042(18) 0.0014(15) -0.0037(17) C5 0.0315(16) 0.047(2) 0.045(2) 0.0014(16) 0.0028(14) 0.0035(14) C6 0.0312(14) 0.0353(15) 0.0381(17) 0.0010(14) 0.0060(12) 0.0030(13) C7 0.0327(15) 0.0267(13) 0.0377(17) 0.0007(12) 0.0094(13) -0.0009(12) C8 0.0347(16) 0.0350(16) 0.0434(19) 0.0046(14) 0.0094(14) 0.0069(13) C9 0.055(2) 0.0313(15) 0.053(2) -0.0019(18) 0.0084(17) 0.0124(18) C10 0.061(3) 0.0267(15) 0.054(2) -0.0028(16) 0.017(2) -0.0002(16) C11 0.0416(18) 0.0331(16) 0.045(2) -0.0094(14) 0.0113(15) -0.0032(13) C12 0.051(2) 0.051(2) 0.051(2) -0.017(2) 0.0148(18) -0.0051(19) C13 0.061(3) 0.077(3) 0.041(2) -0.020(2) 0.011(2) -0.009(2) C14 0.058(3) 0.062(3) 0.038(2) -0.0014(19) 0.0053(18) -0.008(2) C15 0.048(2) 0.0412(19) 0.047(2) 0.0019(17) 0.0046(17) -0.0004(17) C16 0.065(3) 0.055(3) 0.064(3) 0.019(2) 0.007(2) 0.010(2) C17 0.0353(16) 0.0355(16) 0.0435(19) -0.0038(14) 0.0057(14) 0.0023(13) C18 0.0318(17) 0.051(2) 0.057(3) -0.005(2) 0.0009(16) 0.0050(16) C19 0.0313(17) 0.060(3) 0.059(3) -0.016(2) 0.0076(16) -0.0051(17) C20 0.0404(19) 0.043(2) 0.052(2) -0.0129(17) 0.0163(17) -0.0083(16) C21 0.0373(17) 0.0360(16) 0.0398(18) -0.0057(14) 0.0115(14) -0.0022(14) C22 0.0321(15) 0.0323(15) 0.0379(17) -0.0069(13) 0.0062(13) -0.0004(12) C23 0.049(2) 0.0390(18) 0.0398(19) -0.0017(15) 0.0155(16) -0.0065(16) C24 0.058(2) 0.042(2) 0.044(2) 0.0115(18) 0.0065(17) 0.0007(18) C25 0.063(3) 0.055(2) 0.039(2) 0.0016(19) 0.0089(19) 0.009(2) C26 0.054(2) 0.052(2) 0.0392(19) 0.0037(18) 0.0068(16) -0.0011(19) C27 0.070(3) 0.097(4) 0.040(2) 0.004(3) 0.013(2) 0.014(3) C28 0.088(4) 0.115(6) 0.048(3) 0.019(3) 0.008(3) 0.019(4) C29 0.065(3) 0.097(5) 0.057(3) 0.003(3) -0.005(3) 0.017(3) C30 0.059(3) 0.088(4) 0.065(3) -0.003(3) 0.009(3) 0.016(3) C31 0.084(5) 0.075(5) 0.108(6) -0.009(4) -0.006(4) 0.005(4) C32 0.145(9) 0.122(9) 0.170(12) 0.037(8) 0.027(8) -0.012(8) Cu1 0.03385(19) 0.02614(17) 0.0454(2) -0.00084(17) 0.00163(16) 0.00315(16) Eu1 0.03320(7) 0.02672(7) 0.04152(8) -0.00199(8) 0.00516(5) 0.00254(7) N1 0.0398(15) 0.0277(12) 0.0388(15) 0.0016(11) 0.0081(12) 0.0066(11) N2 0.0427(16) 0.0332(14) 0.0360(15) -0.0027(12) 0.0064(12) -0.0033(12) N3 0.0471(17) 0.0371(15) 0.0372(16) 0.0033(13) 0.0098(13) -0.0011(13) N4 0.063(3) 0.087(4) 0.055(3) 0.008(2) 0.017(2) 0.016(2) N5 0.064(3) 0.065(3) 0.058(3) -0.016(2) 0.027(2) -0.020(2) N6 0.066(3) 0.047(2) 0.116(5) -0.019(3) 0.022(3) 0.013(2) N7 0.091(3) 0.0425(19) 0.063(3) 0.0106(19) 0.032(2) 0.000(2) N8 0.117(6) 0.109(6) 0.177(9) -0.033(6) -0.003(6) -0.014(5) O1 0.0371(13) 0.0249(11) 0.0623(18) -0.0019(11) 0.0063(12) -0.0031(10) O2 0.0311(11) 0.0248(10) 0.0497(15) -0.0018(10) 0.0005(10) 0.0028(9) O3 0.0442(15) 0.0387(15) 0.069(2) 0.0116(14) 0.0016(14) 0.0034(12) O4 0.0293(11) 0.0288(11) 0.0588(17) -0.0032(11) -0.0016(11) 0.0010(9) O5 0.0521(19) 0.092(3) 0.053(2) 0.0102(19) 0.0153(16) -0.0049(19) O6 0.0491(19) 0.090(3) 0.077(3) -0.015(2) 0.0205(19) -0.0239(19) O7 0.102(4) 0.144(5) 0.065(3) -0.014(3) 0.044(3) -0.051(3) O8 0.063(2) 0.071(3) 0.122(4) -0.028(3) -0.013(2) 0.022(2) O9 0.0556(19) 0.0532(19) 0.090(3) -0.0285(19) 0.0191(19) 0.0002(16) O10 0.093(4) 0.083(3) 0.243(9) -0.072(5) 0.041(4) 0.028(3) O11 0.123(4) 0.0392(16) 0.084(3) 0.0064(19) 0.059(3) 0.007(2) O12 0.125(4) 0.0385(16) 0.060(2) 0.0092(16) 0.030(2) 0.012(2) O13 0.215(7) 0.067(3) 0.115(5) 0.017(3) 0.107(5) 0.000(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 C1 O1 1.447(5) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.375(5) . ? C2 O1 1.390(5) . ? C2 C7 1.411(5) . ? C3 C4 1.395(6) . ? C3 H3 0.9300 . ? C4 C5 1.373(6) . ? C4 H4 0.9300 . ? C5 C6 1.409(5) . ? C5 H5 0.9300 . ? C6 C7 1.403(5) . ? C6 C8 1.437(5) . ? C7 O2 1.321(4) . ? C8 N1 1.292(5) . ? C8 H8 0.9300 . ? C9 N1 1.482(5) . ? C9 C10 1.521(6) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.505(6) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N2 1.346(5) . ? C11 C12 1.390(6) . ? C12 C13 1.379(8) . ? C12 H12 0.9300 . ? C13 C14 1.366(8) . ? C13 H13 0.9300 . ? C14 C15 1.376(6) . ? C14 H14 0.9300 . ? C15 N2 1.349(5) . ? C15 H15 0.9300 . ? C16 O3 1.431(6) . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 O3 1.380(5) . ? C17 C18 1.388(5) . ? C17 C22 1.402(5) . ? C18 C19 1.389(7) . ? C18 H18 0.9300 . ? C19 C20 1.375(7) . ? C19 H19 0.9300 . ? C20 C21 1.403(5) . ? C20 H20 0.9300 . ? C21 C22 1.396(5) . ? C21 C23 1.470(6) . ? C22 O4 1.335(4) . ? C23 N3 1.270(5) . ? C23 H23 0.9300 . ? C24 N3 1.470(5) . ? C24 C25 1.537(7) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C26 1.512(7) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 N4 1.334(7) . ? C26 C27 1.378(7) . ? C27 C28 1.383(9) . ? C27 H27 0.9300 . ? C28 C29 1.354(10) . ? C28 H28 0.9300 . ? C29 C30 1.360(9) . ? C29 H29 0.9300 . ? C30 N4 1.351(8) . ? C30 H30 0.9300 . ? C31 N8 1.121(12) . ? C31 C32 1.437(13) . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? Cu1 O4 1.931(3) . ? Cu1 N1 1.946(3) . ? Cu1 O2 1.991(2) . ? Cu1 N3 2.084(3) . ? Cu1 N2 2.175(3) . ? Cu1 Eu1 3.5222(5) . ? Eu1 O4 2.336(3) . ? Eu1 O2 2.388(2) . ? Eu1 O12 2.467(4) . ? Eu1 O6 2.481(4) . ? Eu1 O5 2.487(4) . ? Eu1 O9 2.502(3) . ? Eu1 O11 2.529(4) . ? Eu1 O8 2.547(4) . ? Eu1 O1 2.555(3) . ? Eu1 O3 2.792(3) . ? Eu1 N5 2.904(5) . ? Eu1 N7 2.922(4) . ? N5 O7 1.227(6) . ? N5 O5 1.242(6) . ? N5 O6 1.259(6) . ? N6 O10 1.211(6) . ? N6 O8 1.242(7) . ? N6 O9 1.269(6) . ? N7 O13 1.213(6) . ? N7 O12 1.246(6) . ? N7 O11 1.252(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 H1A 109.5 . . ? O1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 O1 124.8(4) . . ? C3 C2 C7 122.2(4) . . ? O1 C2 C7 113.0(3) . . ? C2 C3 C4 119.1(4) . . ? C2 C3 H3 120.4 . . ? C4 C3 H3 120.4 . . ? C5 C4 C3 120.2(4) . . ? C5 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? C4 C5 C6 121.0(4) . . ? C4 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C7 C6 C5 119.4(4) . . ? C7 C6 C8 123.0(3) . . ? C5 C6 C8 117.3(3) . . ? O2 C7 C6 123.7(3) . . ? O2 C7 C2 118.4(3) . . ? C6 C7 C2 117.9(3) . . ? N1 C8 C6 127.8(3) . . ? N1 C8 H8 116.1 . . ? C6 C8 H8 116.1 . . ? N1 C9 C10 113.3(3) . . ? N1 C9 H9A 108.9 . . ? C10 C9 H9A 108.9 . . ? N1 C9 H9B 108.9 . . ? C10 C9 H9B 108.9 . . ? H9A C9 H9B 107.7 . . ? C11 C10 C9 114.5(3) . . ? C11 C10 H10A 108.6 . . ? C9 C10 H10A 108.6 . . ? C11 C10 H10B 108.6 . . ? C9 C10 H10B 108.6 . . ? H10A C10 H10B 107.6 . . ? N2 C11 C12 121.7(4) . . ? N2 C11 C10 116.5(4) . . ? C12 C11 C10 121.7(4) . . ? C13 C12 C11 118.9(4) . . ? C13 C12 H12 120.5 . . ? C11 C12 H12 120.5 . . ? C14 C13 C12 119.3(4) . . ? C14 C13 H13 120.3 . . ? C12 C13 H13 120.3 . . ? C13 C14 C15 119.5(5) . . ? C13 C14 H14 120.2 . . ? C15 C14 H14 120.2 . . ? N2 C15 C14 122.0(4) . . ? N2 C15 H15 119.0 . . ? C14 C15 H15 119.0 . . ? O3 C16 H16A 109.5 . . ? O3 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? O3 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? O3 C17 C18 126.3(4) . . ? O3 C17 C22 112.4(3) . . ? C18 C17 C22 121.3(4) . . ? C17 C18 C19 119.1(4) . . ? C17 C18 H18 120.4 . . ? C19 C18 H18 120.4 . . ? C20 C19 C18 120.6(4) . . ? C20 C19 H19 119.7 . . ? C18 C19 H19 119.7 . . ? C19 C20 C21 120.5(4) . . ? C19 C20 H20 119.7 . . ? C21 C20 H20 119.7 . . ? C22 C21 C20 119.7(4) . . ? C22 C21 C23 121.5(3) . . ? C20 C21 C23 118.6(4) . . ? O4 C22 C21 124.3(3) . . ? O4 C22 C17 117.0(3) . . ? C21 C22 C17 118.7(3) . . ? N3 C23 C21 125.3(4) . . ? N3 C23 H23 117.3 . . ? C21 C23 H23 117.3 . . ? N3 C24 C25 111.3(4) . . ? N3 C24 H24A 109.4 . . ? C25 C24 H24A 109.4 . . ? N3 C24 H24B 109.4 . . ? C25 C24 H24B 109.4 . . ? H24A C24 H24B 108.0 . . ? C26 C25 C24 110.5(4) . . ? C26 C25 H25A 109.5 . . ? C24 C25 H25A 109.5 . . ? C26 C25 H25B 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 108.1 . . ? N4 C26 C27 122.2(5) . . ? N4 C26 C25 115.9(4) . . ? C27 C26 C25 121.9(5) . . ? C26 C27 C28 118.8(6) . . ? C26 C27 H27 120.6 . . ? C28 C27 H27 120.6 . . ? C29 C28 C27 119.9(6) . . ? C29 C28 H28 120.1 . . ? C27 C28 H28 120.1 . . ? C28 C29 C30 117.7(6) . . ? C28 C29 H29 121.2 . . ? C30 C29 H29 121.2 . . ? N4 C30 C29 124.5(6) . . ? N4 C30 H30 117.7 . . ? C29 C30 H30 117.7 . . ? N8 C31 C32 178.6(12) . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? O4 Cu1 N1 170.84(12) . . ? O4 Cu1 O2 78.71(10) . . ? N1 Cu1 O2 92.26(12) . . ? O4 Cu1 N3 87.84(13) . . ? N1 Cu1 N3 99.56(13) . . ? O2 Cu1 N3 132.56(13) . . ? O4 Cu1 N2 94.18(13) . . ? N1 Cu1 N2 88.97(13) . . ? O2 Cu1 N2 119.93(12) . . ? N3 Cu1 N2 106.16(13) . . ? O4 Cu1 Eu1 38.28(8) . . ? N1 Cu1 Eu1 132.74(9) . . ? O2 Cu1 Eu1 40.48(7) . . ? N3 Cu1 Eu1 112.52(10) . . ? N2 Cu1 Eu1 112.71(9) . . ? O4 Eu1 O2 63.53(8) . . ? O4 Eu1 O12 132.07(12) . . ? O2 Eu1 O12 111.54(13) . . ? O4 Eu1 O6 76.46(13) . . ? O2 Eu1 O6 109.19(14) . . ? O12 Eu1 O6 137.95(16) . . ? O4 Eu1 O5 89.84(13) . . ? O2 Eu1 O5 72.54(12) . . ? O12 Eu1 O5 136.34(15) . . ? O6 Eu1 O5 50.64(13) . . ? O4 Eu1 O9 148.89(12) . . ? O2 Eu1 O9 131.29(11) . . ? O12 Eu1 O9 72.98(14) . . ? O6 Eu1 O9 72.66(14) . . ? O5 Eu1 O9 73.57(15) . . ? O4 Eu1 O11 85.70(12) . . ? O2 Eu1 O11 74.73(13) . . ? O12 Eu1 O11 50.09(12) . . ? O6 Eu1 O11 156.82(16) . . ? O5 Eu1 O11 145.32(15) . . ? O9 Eu1 O11 122.80(13) . . ? O4 Eu1 O8 113.86(13) . . ? O2 Eu1 O8 177.09(14) . . ? O12 Eu1 O8 71.09(18) . . ? O6 Eu1 O8 68.48(19) . . ? O5 Eu1 O8 106.54(17) . . ? O9 Eu1 O8 50.21(14) . . ? O11 Eu1 O8 106.69(18) . . ? O4 Eu1 O1 126.33(8) . . ? O2 Eu1 O1 62.97(8) . . ? O12 Eu1 O1 73.52(13) . . ? O6 Eu1 O1 117.89(12) . . ? O5 Eu1 O1 70.59(11) . . ? O9 Eu1 O1 73.34(11) . . ? O11 Eu1 O1 84.59(15) . . ? O8 Eu1 O1 119.50(12) . . ? O4 Eu1 O3 58.49(9) . . ? O2 Eu1 O3 115.37(9) . . ? O12 Eu1 O3 88.82(13) . . ? O6 Eu1 O3 83.06(13) . . ? O5 Eu1 O3 130.26(11) . . ? O9 Eu1 O3 113.17(12) . . ? O11 Eu1 O3 74.97(15) . . ? O8 Eu1 O3 62.98(13) . . ? O1 Eu1 O3 158.81(11) . . ? O4 Eu1 N5 83.08(12) . . ? O2 Eu1 N5 91.17(13) . . ? O12 Eu1 N5 143.59(13) . . ? O6 Eu1 N5 25.51(13) . . ? O5 Eu1 N5 25.14(13) . . ? O9 Eu1 N5 70.67(14) . . ? O11 Eu1 N5 164.89(13) . . ? O8 Eu1 N5 87.16(18) . . ? O1 Eu1 N5 93.92(12) . . ? O3 Eu1 N5 107.27(12) . . ? O4 Eu1 N7 109.96(12) . . ? O2 Eu1 N7 92.22(12) . . ? O12 Eu1 N7 24.94(12) . . ? O6 Eu1 N7 157.91(15) . . ? O5 Eu1 N7 146.79(14) . . ? O9 Eu1 N7 97.56(14) . . ? O11 Eu1 N7 25.26(12) . . ? O8 Eu1 N7 89.94(17) . . ? O1 Eu1 N7 76.20(13) . . ? O3 Eu1 N7 82.85(13) . . ? N5 Eu1 N7 166.65(13) . . ? C8 N1 C9 114.8(3) . . ? C8 N1 Cu1 123.1(2) . . ? C9 N1 Cu1 122.0(3) . . ? C11 N2 C15 118.5(4) . . ? C11 N2 Cu1 118.9(3) . . ? C15 N2 Cu1 122.2(3) . . ? C23 N3 C24 117.3(4) . . ? C23 N3 Cu1 121.8(3) . . ? C24 N3 Cu1 120.7(3) . . ? C26 N4 C30 116.8(5) . . ? O7 N5 O5 122.8(5) . . ? O7 N5 O6 120.7(5) . . ? O5 N5 O6 116.3(4) . . ? O7 N5 Eu1 175.1(5) . . ? O5 N5 Eu1 58.3(3) . . ? O6 N5 Eu1 58.1(2) . . ? O10 N6 O8 122.9(6) . . ? O10 N6 O9 120.0(6) . . ? O8 N6 O9 117.1(4) . . ? O10 N6 Eu1 174.1(6) . . ? O8 N6 Eu1 59.6(3) . . ? O9 N6 Eu1 57.6(2) . . ? O13 N7 O12 122.0(5) . . ? O13 N7 O11 122.2(5) . . ? O12 N7 O11 115.7(4) . . ? O13 N7 Eu1 174.9(6) . . ? O12 N7 Eu1 56.6(2) . . ? O11 N7 Eu1 59.5(3) . . ? C2 O1 C1 116.0(3) . . ? C2 O1 Eu1 117.7(2) . . ? C1 O1 Eu1 125.2(3) . . ? C7 O2 Cu1 124.6(2) . . ? C7 O2 Eu1 123.7(2) . . ? Cu1 O2 Eu1 106.74(11) . . ? C17 O3 C16 117.3(4) . . ? C17 O3 Eu1 112.4(2) . . ? C16 O3 Eu1 126.7(3) . . ? C22 O4 Cu1 122.1(2) . . ? C22 O4 Eu1 126.7(2) . . ? Cu1 O4 Eu1 110.92(11) . . ? N5 O5 Eu1 96.6(3) . . ? N5 O6 Eu1 96.4(3) . . ? N6 O8 Eu1 95.6(3) . . ? N6 O9 Eu1 97.0(3) . . ? N7 O11 Eu1 95.2(3) . . ? N7 O12 Eu1 98.4(3) . . ? _diffrn_measured_fraction_theta_max 0.961 _diffrn_reflns_theta_full 33.62 _diffrn_measured_fraction_theta_full 0.961 _refine_diff_density_max 0.916 _refine_diff_density_min -1.437 _refine_diff_density_rms 0.103 data_shelxl6 _database_code_depnum_ccdc_archive 'CCDC 920459' #TrackingRef 'C7_ms30.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H33 Cu Gd N8 O13' _chemical_formula_weight 958.45 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' Cu Cu 0.3201 1.2651 '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 Monoclinic _symmetry_space_group_name_H-M P21/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 16.8607(6) _cell_length_b 11.2122(4) _cell_length_c 20.4234(7) _cell_angle_alpha 90.00 _cell_angle_beta 104.879(3) _cell_angle_gamma 90.00 _cell_volume 3731.5(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 50377 _cell_measurement_theta_min 2.21 _cell_measurement_theta_max 33.41 _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.6 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.706 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1912 _exptl_absorpt_coefficient_mu 2.406 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2184 _exptl_absorpt_correction_T_max 0.3750 _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _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 'STOE IPDS II' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 62518 _diffrn_reflns_av_R_equivalents 0.0696 _diffrn_reflns_av_sigmaI/netI 0.0512 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 2.20 _diffrn_reflns_theta_max 33.41 _reflns_number_total 14354 _reflns_number_gt 9298 _reflns_threshold_expression >2sigma(I) _computing_data_collection X-Area _computing_cell_refinement X-Area _computing_data_reduction X-Area _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0486P)^2^+3.7204P] 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 14354 _refine_ls_number_parameters 497 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0881 _refine_ls_R_factor_gt 0.0498 _refine_ls_wR_factor_ref 0.1257 _refine_ls_wR_factor_gt 0.1138 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _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 C1 C 0.2054(3) 0.7047(4) 0.2863(3) 0.0682(15) Uani 1 1 d . . . H1A H 0.1600 0.7538 0.2635 0.102 Uiso 1 1 calc R . . H1B H 0.2534 0.7271 0.2722 0.102 Uiso 1 1 calc R . . H1C H 0.2154 0.7153 0.3343 0.102 Uiso 1 1 calc R . . C2 C 0.2467(2) 0.4987(4) 0.29847(19) 0.0368(6) Uani 1 1 d . . . C3 C 0.3193(3) 0.5265(4) 0.3447(2) 0.0447(9) Uani 1 1 d . . . H3 H 0.3308 0.6048 0.3591 0.054 Uiso 1 1 calc R . . C4 C 0.3751(3) 0.4360(4) 0.3696(2) 0.0483(9) Uani 1 1 d . . . H4 H 0.4241 0.4533 0.4013 0.058 Uiso 1 1 calc R . . C5 C 0.3581(2) 0.3210(4) 0.3474(2) 0.0452(9) Uani 1 1 d . . . H5 H 0.3961 0.2612 0.3642 0.054 Uiso 1 1 calc R . . C6 C 0.2844(2) 0.2919(4) 0.29993(19) 0.0366(7) Uani 1 1 d . . . C7 C 0.2267(2) 0.3820(3) 0.27583(18) 0.0330(7) Uani 1 1 d . . . C8 C 0.2760(2) 0.1725(3) 0.2734(2) 0.0387(8) Uani 1 1 d . . . H8 H 0.3217 0.1235 0.2872 0.046 Uiso 1 1 calc R . . C9 C 0.2257(3) 0.0046(4) 0.2085(2) 0.0479(9) Uani 1 1 d . . . H9A H 0.2411 -0.0486 0.2471 0.057 Uiso 1 1 calc R . . H9B H 0.2710 0.0072 0.1873 0.057 Uiso 1 1 calc R . . C10 C 0.1507(3) -0.0464(4) 0.1581(2) 0.0481(9) Uani 1 1 d . . . H10A H 0.1641 -0.1254 0.1446 0.058 Uiso 1 1 calc R . . H10B H 0.1068 -0.0551 0.1804 0.058 Uiso 1 1 calc R . . C11 C 0.1204(3) 0.0281(4) 0.0956(2) 0.0425(9) Uani 1 1 d . . . C12 C 0.1216(3) -0.0137(4) 0.0315(2) 0.0534(11) Uani 1 1 d . . . H12 H 0.1423 -0.0890 0.0261 0.064 Uiso 1 1 calc R . . C13 C 0.0917(3) 0.0588(6) -0.0235(2) 0.0620(13) Uani 1 1 d . . . H13 H 0.0923 0.0329 -0.0666 0.074 Uiso 1 1 calc R . . C14 C 0.0615(3) 0.1674(5) -0.0150(2) 0.0569(11) Uani 1 1 d . . . H14 H 0.0410 0.2166 -0.0522 0.068 Uiso 1 1 calc R . . C15 C 0.0613(3) 0.2050(4) 0.0494(2) 0.0469(9) Uani 1 1 d . . . H15 H 0.0405 0.2800 0.0549 0.056 Uiso 1 1 calc R . . C16 C -0.1430(4) 0.5209(5) 0.0577(3) 0.0678(14) Uani 1 1 d . . . H16A H -0.1141 0.5938 0.0551 0.102 Uiso 1 1 calc R . . H16B H -0.1913 0.5380 0.0727 0.102 Uiso 1 1 calc R . . H16C H -0.1585 0.4841 0.0139 0.102 Uiso 1 1 calc R . . C17 C -0.1225(2) 0.3312(4) 0.1137(2) 0.0421(8) Uani 1 1 d . . . C18 C -0.2014(2) 0.2911(4) 0.0850(2) 0.0513(10) Uani 1 1 d . . . H18 H -0.2382 0.3379 0.0538 0.062 Uiso 1 1 calc R . . C19 C -0.2248(3) 0.1799(4) 0.1036(2) 0.0522(11) Uani 1 1 d . . . H19 H -0.2776 0.1521 0.0844 0.063 Uiso 1 1 calc R . . C20 C -0.1713(3) 0.1115(4) 0.1496(2) 0.0475(10) Uani 1 1 d . . . H20 H -0.1885 0.0384 0.1626 0.057 Uiso 1 1 calc R . . C21 C -0.0907(2) 0.1495(4) 0.17769(19) 0.0385(7) Uani 1 1 d . . . C22 C -0.0655(2) 0.2592(3) 0.15856(19) 0.0366(7) Uani 1 1 d . . . C23 C -0.0378(3) 0.0769(4) 0.2307(2) 0.0444(9) Uani 1 1 d . . . H23 H -0.0625 0.0165 0.2496 0.053 Uiso 1 1 calc R . . C24 C 0.0823(3) 0.0119(4) 0.3095(2) 0.0508(10) Uani 1 1 d . . . H24A H 0.1211 -0.0383 0.2946 0.061 Uiso 1 1 calc R . . H24B H 0.0426 -0.0395 0.3224 0.061 Uiso 1 1 calc R . . C25 C 0.1276(3) 0.0847(5) 0.3708(2) 0.0558(11) Uani 1 1 d . . . H25A H 0.1501 0.1560 0.3555 0.067 Uiso 1 1 calc R . . H25B H 0.0893 0.1093 0.3965 0.067 Uiso 1 1 calc R . . C26 C 0.1956(3) 0.0134(4) 0.4155(2) 0.0527(10) Uani 1 1 d . . . C27 C 0.1993(4) -0.0079(6) 0.4829(3) 0.0727(16) Uani 1 1 d . . . H27 H 0.1592 0.0217 0.5025 0.087 Uiso 1 1 calc R . . C28 C 0.2642(5) -0.0742(8) 0.5203(3) 0.094(2) Uani 1 1 d . . . H28 H 0.2690 -0.0877 0.5661 0.113 Uiso 1 1 calc R . . C29 C 0.3212(4) -0.1201(7) 0.4907(3) 0.0801(18) Uani 1 1 d . . . H29 H 0.3641 -0.1670 0.5152 0.096 Uiso 1 1 calc R . . C30 C 0.3136(4) -0.0953(7) 0.4243(3) 0.0756(16) Uani 1 1 d . . . H30 H 0.3529 -0.1258 0.4042 0.091 Uiso 1 1 calc R . . C31 C 0.5249(5) 0.7348(8) 0.4656(4) 0.098(2) Uani 1 1 d . . . C32 C 0.5892(7) 0.8167(10) 0.4640(6) 0.148(4) Uani 1 1 d . . . H32A H 0.5870 0.8830 0.4932 0.222 Uiso 1 1 calc R . . H32B H 0.5827 0.8447 0.4185 0.222 Uiso 1 1 calc R . . H32C H 0.6413 0.7772 0.4793 0.222 Uiso 1 1 calc R . . Cu1 Cu 0.10609(3) 0.20337(4) 0.20615(3) 0.03883(10) Uani 1 1 d . . . Gd1 Gd 0.044862(10) 0.501462(17) 0.210601(9) 0.03570(5) Uani 1 1 d . . . N1 N 0.21281(19) 0.1256(3) 0.23284(16) 0.0366(6) Uani 1 1 d . . . N2 N 0.0904(2) 0.1365(3) 0.10407(16) 0.0388(6) Uani 1 1 d . . . N3 N 0.0395(2) 0.0899(3) 0.25298(16) 0.0421(7) Uani 1 1 d . . . N4 N 0.2522(3) -0.0287(5) 0.3856(2) 0.0708(13) Uani 1 1 d . . . N5 N 0.0056(3) 0.4374(4) 0.3355(2) 0.0608(11) Uani 1 1 d . . . N6 N -0.0496(3) 0.7072(5) 0.2370(3) 0.0829(16) Uani 1 1 d . . . N7 N 0.0988(3) 0.6140(4) 0.1013(2) 0.0656(11) Uani 1 1 d . . . N8 N 0.4748(5) 0.6694(9) 0.4684(5) 0.144(3) Uani 1 1 d . . . O1 O 0.18630(17) 0.5816(2) 0.26945(16) 0.0438(6) Uani 1 1 d . . . O2 O 0.15538(15) 0.3630(2) 0.23186(14) 0.0374(5) Uani 1 1 d . . . O3 O -0.0911(2) 0.4420(3) 0.1047(2) 0.0585(8) Uani 1 1 d . . . O4 O 0.01023(15) 0.3040(2) 0.18267(15) 0.0428(6) Uani 1 1 d . . . O5 O 0.0780(2) 0.4503(4) 0.33240(18) 0.0653(10) Uani 1 1 d . . . O6 O -0.0491(2) 0.4485(5) 0.2809(2) 0.0741(12) Uani 1 1 d . . . O7 O -0.0120(3) 0.4185(6) 0.3887(2) 0.1023(18) Uani 1 1 d . . . O8 O -0.0781(3) 0.6396(4) 0.1887(3) 0.0980(17) Uani 1 1 d . . . O9 O 0.0223(2) 0.6852(3) 0.2711(2) 0.0691(10) Uani 1 1 d . . . O10 O -0.0884(4) 0.7885(5) 0.2521(4) 0.143(3) Uani 1 1 d . . . O11 O 0.0959(3) 0.5020(3) 0.1058(2) 0.0788(13) Uani 1 1 d . . . O12 O 0.0699(3) 0.6702(3) 0.1424(2) 0.0797(12) Uani 1 1 d . . . O13 O 0.1257(5) 0.6645(5) 0.0596(3) 0.125(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.056(3) 0.028(2) 0.112(5) -0.010(2) 0.007(3) -0.0055(19) C2 0.0348(15) 0.0326(15) 0.0433(16) 0.0019(16) 0.0106(13) -0.0026(16) C3 0.041(2) 0.041(2) 0.050(2) -0.0077(16) 0.0086(16) -0.0097(15) C4 0.0359(19) 0.054(3) 0.050(2) -0.0048(19) 0.0030(16) -0.0026(18) C5 0.0337(18) 0.050(2) 0.048(2) 0.0032(17) 0.0036(15) 0.0044(16) C6 0.0306(16) 0.0364(18) 0.0420(17) 0.0028(15) 0.0076(13) 0.0035(14) C7 0.0312(15) 0.0302(16) 0.0380(16) 0.0021(13) 0.0097(13) 0.0002(12) C8 0.0330(17) 0.0344(18) 0.049(2) 0.0070(15) 0.0106(14) 0.0078(14) C9 0.053(2) 0.0298(17) 0.058(2) 0.0001(18) 0.0106(18) 0.0098(18) C10 0.060(3) 0.0257(17) 0.058(2) -0.0045(17) 0.013(2) -0.0010(17) C11 0.043(2) 0.0360(19) 0.050(2) -0.0104(15) 0.0137(16) -0.0056(15) C12 0.052(2) 0.054(3) 0.054(2) -0.019(2) 0.0143(19) -0.004(2) C13 0.059(3) 0.084(4) 0.043(2) -0.022(2) 0.012(2) -0.011(3) C14 0.061(3) 0.066(3) 0.040(2) 0.000(2) 0.0057(19) -0.008(2) C15 0.047(2) 0.043(2) 0.047(2) -0.0003(17) 0.0044(16) -0.0001(18) C16 0.069(3) 0.057(3) 0.072(3) 0.017(2) 0.008(3) 0.012(2) C17 0.0357(18) 0.0369(19) 0.050(2) -0.0044(16) 0.0046(15) 0.0013(14) C18 0.0341(19) 0.055(3) 0.057(2) -0.008(2) -0.0021(16) 0.0041(18) C19 0.0328(18) 0.059(3) 0.061(3) -0.016(2) 0.0053(17) -0.0071(18) C20 0.045(2) 0.045(2) 0.056(2) -0.0169(18) 0.0197(18) -0.0105(17) C21 0.0380(18) 0.0382(19) 0.0390(17) -0.0076(14) 0.0094(14) -0.0013(14) C22 0.0311(16) 0.0348(17) 0.0418(18) -0.0093(14) 0.0054(13) -0.0005(13) C23 0.053(2) 0.041(2) 0.0421(19) -0.0012(16) 0.0160(17) -0.0039(17) C24 0.057(2) 0.046(2) 0.045(2) 0.0142(18) 0.0059(17) 0.0020(19) C25 0.066(3) 0.057(3) 0.042(2) 0.000(2) 0.0091(19) 0.005(2) C26 0.054(2) 0.056(3) 0.045(2) 0.0032(19) 0.0074(17) -0.001(2) C27 0.070(3) 0.103(5) 0.044(2) 0.003(3) 0.012(2) 0.015(3) C28 0.093(5) 0.135(7) 0.047(3) 0.019(4) 0.007(3) 0.027(5) C29 0.072(4) 0.097(5) 0.059(3) 0.007(3) -0.006(3) 0.020(3) C30 0.064(3) 0.093(5) 0.065(3) -0.006(3) 0.008(3) 0.012(3) C31 0.088(5) 0.080(5) 0.109(6) -0.007(4) -0.005(4) 0.008(4) C32 0.150(9) 0.109(8) 0.166(10) 0.035(7) 0.007(8) -0.017(7) Cu1 0.0352(2) 0.0280(2) 0.0475(2) -0.00218(19) 0.00025(17) 0.00415(17) Gd1 0.03404(8) 0.02741(8) 0.04297(9) -0.00254(8) 0.00499(6) 0.00283(7) N1 0.0378(15) 0.0311(15) 0.0395(15) 0.0025(12) 0.0075(12) 0.0061(12) N2 0.0412(16) 0.0356(16) 0.0378(15) -0.0028(12) 0.0072(12) -0.0031(13) N3 0.0482(18) 0.0403(18) 0.0380(15) 0.0038(13) 0.0112(13) 0.0002(14) N4 0.067(3) 0.087(4) 0.057(3) 0.006(2) 0.015(2) 0.015(2) N5 0.064(3) 0.064(3) 0.060(2) -0.016(2) 0.027(2) -0.022(2) N6 0.066(3) 0.051(3) 0.129(5) -0.023(3) 0.020(3) 0.017(2) N7 0.097(3) 0.042(2) 0.065(3) 0.0078(19) 0.034(2) 0.001(2) N8 0.111(6) 0.117(7) 0.182(9) -0.028(6) -0.002(6) -0.020(5) O1 0.0388(14) 0.0263(12) 0.0627(17) -0.0016(12) 0.0067(12) -0.0024(10) O2 0.0298(11) 0.0271(12) 0.0496(14) -0.0008(10) -0.0004(10) 0.0020(9) O3 0.0461(17) 0.0408(17) 0.082(2) 0.0123(16) 0.0040(15) 0.0054(13) O4 0.0299(12) 0.0290(12) 0.0614(17) -0.0040(12) -0.0031(11) -0.0001(10) O5 0.0501(19) 0.093(3) 0.0534(19) 0.0090(19) 0.0142(15) -0.0087(18) O6 0.0489(19) 0.100(3) 0.075(3) -0.017(2) 0.0177(18) -0.028(2) O7 0.103(3) 0.150(5) 0.067(3) -0.013(3) 0.045(3) -0.052(3) O8 0.062(3) 0.077(3) 0.131(4) -0.029(3) -0.017(2) 0.023(2) O9 0.059(2) 0.055(2) 0.093(3) -0.027(2) 0.0185(19) 0.0000(17) O10 0.097(4) 0.085(4) 0.244(8) -0.069(5) 0.038(4) 0.033(3) O11 0.131(4) 0.0404(18) 0.083(3) 0.0034(19) 0.058(3) 0.006(2) O12 0.141(4) 0.0416(19) 0.059(2) 0.0102(16) 0.030(2) 0.013(2) O13 0.230(7) 0.066(3) 0.116(4) 0.015(3) 0.112(5) -0.004(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 C1 O1 1.438(5) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.376(5) . ? C2 O1 1.394(5) . ? C2 C7 1.400(5) . ? C3 C4 1.389(6) . ? C3 H3 0.9300 . ? C4 C5 1.371(6) . ? C4 H4 0.9300 . ? C5 C6 1.405(5) . ? C5 H5 0.9300 . ? C6 C7 1.401(5) . ? C6 C8 1.438(6) . ? C7 O2 1.321(4) . ? C8 N1 1.282(5) . ? C8 H8 0.9300 . ? C9 N1 1.480(5) . ? C9 C10 1.522(6) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.501(6) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N2 1.344(5) . ? C11 C12 1.396(6) . ? C12 C13 1.372(8) . ? C12 H12 0.9300 . ? C13 C14 1.348(8) . ? C13 H13 0.9300 . ? C14 C15 1.382(6) . ? C14 H14 0.9300 . ? C15 N2 1.341(5) . ? C15 H15 0.9300 . ? C16 O3 1.427(6) . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 O3 1.381(5) . ? C17 C18 1.384(6) . ? C17 C22 1.401(5) . ? C18 C19 1.389(7) . ? C18 H18 0.9300 . ? C19 C20 1.361(7) . ? C19 H19 0.9300 . ? C20 C21 1.398(5) . ? C20 H20 0.9300 . ? C21 C22 1.389(6) . ? C21 C23 1.461(6) . ? C22 O4 1.343(4) . ? C23 N3 1.274(5) . ? C23 H23 0.9300 . ? C24 N3 1.480(5) . ? C24 C25 1.524(7) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C26 1.501(7) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 N4 1.343(7) . ? C26 C27 1.383(7) . ? C27 C28 1.380(9) . ? C27 H27 0.9300 . ? C28 C29 1.362(9) . ? C28 H28 0.9300 . ? C29 C30 1.358(8) . ? C29 H29 0.9300 . ? C30 N4 1.354(8) . ? C30 H30 0.9300 . ? C31 N8 1.131(11) . ? C31 C32 1.427(13) . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? Cu1 O4 1.928(3) . ? Cu1 N1 1.947(3) . ? Cu1 O2 1.986(3) . ? Cu1 N3 2.085(3) . ? Cu1 N2 2.167(3) . ? Cu1 Gd1 3.5061(5) . ? Gd1 O4 2.323(3) . ? Gd1 O2 2.378(2) . ? Gd1 O12 2.449(4) . ? Gd1 O6 2.468(4) . ? Gd1 O5 2.473(4) . ? Gd1 O9 2.481(3) . ? Gd1 O11 2.504(4) . ? Gd1 O8 2.534(4) . ? Gd1 O1 2.543(3) . ? Gd1 O3 2.799(3) . ? Gd1 N5 2.886(4) . ? Gd1 N7 2.907(4) . ? N5 O7 1.217(6) . ? N5 O5 1.246(5) . ? N5 O6 1.257(6) . ? N6 O10 1.207(6) . ? N6 O8 1.241(7) . ? N6 O9 1.258(6) . ? N7 O13 1.204(6) . ? N7 O12 1.245(6) . ? N7 O11 1.261(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 H1A 109.5 . . ? O1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 O1 124.4(4) . . ? C3 C2 C7 122.4(4) . . ? O1 C2 C7 113.3(3) . . ? C2 C3 C4 119.0(4) . . ? C2 C3 H3 120.5 . . ? C4 C3 H3 120.5 . . ? C5 C4 C3 120.1(4) . . ? C5 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? C4 C5 C6 121.3(4) . . ? C4 C5 H5 119.4 . . ? C6 C5 H5 119.4 . . ? C7 C6 C5 119.1(4) . . ? C7 C6 C8 123.1(3) . . ? C5 C6 C8 117.5(3) . . ? O2 C7 C2 118.4(3) . . ? O2 C7 C6 123.5(3) . . ? C2 C7 C6 118.1(3) . . ? N1 C8 C6 127.6(3) . . ? N1 C8 H8 116.2 . . ? C6 C8 H8 116.2 . . ? N1 C9 C10 113.9(3) . . ? N1 C9 H9A 108.8 . . ? C10 C9 H9A 108.8 . . ? N1 C9 H9B 108.8 . . ? C10 C9 H9B 108.8 . . ? H9A C9 H9B 107.7 . . ? C11 C10 C9 114.1(4) . . ? C11 C10 H10A 108.7 . . ? C9 C10 H10A 108.7 . . ? C11 C10 H10B 108.7 . . ? C9 C10 H10B 108.7 . . ? H10A C10 H10B 107.6 . . ? N2 C11 C12 121.4(4) . . ? N2 C11 C10 116.8(4) . . ? C12 C11 C10 121.7(4) . . ? C13 C12 C11 118.5(5) . . ? C13 C12 H12 120.8 . . ? C11 C12 H12 120.8 . . ? C14 C13 C12 120.2(4) . . ? C14 C13 H13 119.9 . . ? C12 C13 H13 119.9 . . ? C13 C14 C15 119.4(5) . . ? C13 C14 H14 120.3 . . ? C15 C14 H14 120.3 . . ? N2 C15 C14 121.9(4) . . ? N2 C15 H15 119.0 . . ? C14 C15 H15 119.0 . . ? O3 C16 H16A 109.5 . . ? O3 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? O3 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? O3 C17 C18 126.5(4) . . ? O3 C17 C22 112.6(3) . . ? C18 C17 C22 120.8(4) . . ? C17 C18 C19 119.1(4) . . ? C17 C18 H18 120.5 . . ? C19 C18 H18 120.5 . . ? C20 C19 C18 120.6(4) . . ? C20 C19 H19 119.7 . . ? C18 C19 H19 119.7 . . ? C19 C20 C21 120.9(4) . . ? C19 C20 H20 119.5 . . ? C21 C20 H20 119.5 . . ? C22 C21 C20 119.3(4) . . ? C22 C21 C23 122.0(4) . . ? C20 C21 C23 118.5(4) . . ? O4 C22 C21 124.0(3) . . ? O4 C22 C17 116.9(3) . . ? C21 C22 C17 119.1(3) . . ? N3 C23 C21 125.1(4) . . ? N3 C23 H23 117.5 . . ? C21 C23 H23 117.5 . . ? N3 C24 C25 111.4(4) . . ? N3 C24 H24A 109.3 . . ? C25 C24 H24A 109.3 . . ? N3 C24 H24B 109.3 . . ? C25 C24 H24B 109.3 . . ? H24A C24 H24B 108.0 . . ? C26 C25 C24 111.0(4) . . ? C26 C25 H25A 109.4 . . ? C24 C25 H25A 109.4 . . ? C26 C25 H25B 109.4 . . ? C24 C25 H25B 109.4 . . ? H25A C25 H25B 108.0 . . ? N4 C26 C27 122.5(5) . . ? N4 C26 C25 115.6(4) . . ? C27 C26 C25 122.0(5) . . ? C28 C27 C26 118.1(6) . . ? C28 C27 H27 121.0 . . ? C26 C27 H27 121.0 . . ? C29 C28 C27 120.4(6) . . ? C29 C28 H28 119.8 . . ? C27 C28 H28 119.8 . . ? C30 C29 C28 118.0(6) . . ? C30 C29 H29 121.0 . . ? C28 C29 H29 121.0 . . ? N4 C30 C29 124.0(6) . . ? N4 C30 H30 118.0 . . ? C29 C30 H30 118.0 . . ? N8 C31 C32 178.3(11) . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? O4 Cu1 N1 170.78(13) . . ? O4 Cu1 O2 78.79(11) . . ? N1 Cu1 O2 92.04(12) . . ? O4 Cu1 N3 87.43(13) . . ? N1 Cu1 N3 99.58(14) . . ? O2 Cu1 N3 131.81(13) . . ? O4 Cu1 N2 94.34(12) . . ? N1 Cu1 N2 89.45(13) . . ? O2 Cu1 N2 120.39(12) . . ? N3 Cu1 N2 106.43(13) . . ? O4 Cu1 Gd1 38.28(8) . . ? N1 Cu1 Gd1 132.58(10) . . ? O2 Cu1 Gd1 40.56(7) . . ? N3 Cu1 Gd1 111.89(10) . . ? N2 Cu1 Gd1 113.01(9) . . ? O4 Gd1 O2 63.79(9) . . ? O4 Gd1 O12 131.75(12) . . ? O2 Gd1 O12 111.51(13) . . ? O4 Gd1 O6 75.83(14) . . ? O2 Gd1 O6 109.05(14) . . ? O12 Gd1 O6 138.31(16) . . ? O4 Gd1 O5 90.20(13) . . ? O2 Gd1 O5 72.60(12) . . ? O12 Gd1 O5 136.35(14) . . ? O6 Gd1 O5 51.08(13) . . ? O4 Gd1 O9 148.48(12) . . ? O2 Gd1 O9 131.62(11) . . ? O12 Gd1 O9 73.30(14) . . ? O6 Gd1 O9 72.94(15) . . ? O5 Gd1 O9 73.47(15) . . ? O4 Gd1 O11 84.97(12) . . ? O2 Gd1 O11 74.47(13) . . ? O12 Gd1 O11 50.58(12) . . ? O6 Gd1 O11 155.63(16) . . ? O5 Gd1 O11 145.28(15) . . ? O9 Gd1 O11 123.66(13) . . ? O4 Gd1 O8 113.34(13) . . ? O2 Gd1 O8 176.81(14) . . ? O12 Gd1 O8 71.35(18) . . ? O6 Gd1 O8 68.39(19) . . ? O5 Gd1 O8 106.43(16) . . ? O9 Gd1 O8 50.04(14) . . ? O11 Gd1 O8 107.03(18) . . ? O4 Gd1 O1 126.79(9) . . ? O2 Gd1 O1 63.18(9) . . ? O12 Gd1 O1 73.62(13) . . ? O6 Gd1 O1 118.29(11) . . ? O5 Gd1 O1 70.39(11) . . ? O9 Gd1 O1 73.52(11) . . ? O11 Gd1 O1 85.21(15) . . ? O8 Gd1 O1 119.55(12) . . ? O4 Gd1 O3 58.60(9) . . ? O2 Gd1 O3 115.70(9) . . ? O12 Gd1 O3 88.35(13) . . ? O6 Gd1 O3 82.63(12) . . ? O5 Gd1 O3 130.60(11) . . ? O9 Gd1 O3 112.50(12) . . ? O11 Gd1 O3 74.53(15) . . ? O8 Gd1 O3 62.48(13) . . ? O1 Gd1 O3 158.77(11) . . ? O4 Gd1 N5 83.08(12) . . ? O2 Gd1 N5 91.30(12) . . ? O12 Gd1 N5 143.80(13) . . ? O6 Gd1 N5 25.67(12) . . ? O5 Gd1 N5 25.43(12) . . ? O9 Gd1 N5 70.56(14) . . ? O11 Gd1 N5 164.46(13) . . ? O8 Gd1 N5 86.88(17) . . ? O1 Gd1 N5 94.02(11) . . ? O3 Gd1 N5 107.20(12) . . ? O4 Gd1 N7 109.49(12) . . ? O2 Gd1 N7 92.22(12) . . ? O12 Gd1 N7 25.08(12) . . ? O6 Gd1 N7 157.75(15) . . ? O5 Gd1 N7 147.05(13) . . ? O9 Gd1 N7 98.08(13) . . ? O11 Gd1 N7 25.60(12) . . ? O8 Gd1 N7 90.11(17) . . ? O1 Gd1 N7 76.67(13) . . ? O3 Gd1 N7 82.26(13) . . ? N5 Gd1 N7 167.20(13) . . ? C8 N1 C9 115.1(3) . . ? C8 N1 Cu1 123.5(3) . . ? C9 N1 Cu1 121.4(3) . . ? C15 N2 C11 118.7(4) . . ? C15 N2 Cu1 122.1(3) . . ? C11 N2 Cu1 118.7(3) . . ? C23 N3 C24 117.4(4) . . ? C23 N3 Cu1 121.9(3) . . ? C24 N3 Cu1 120.4(3) . . ? C26 N4 C30 117.0(5) . . ? O7 N5 O5 122.2(5) . . ? O7 N5 O6 121.1(5) . . ? O5 N5 O6 116.6(4) . . ? O7 N5 Gd1 175.6(5) . . ? O5 N5 Gd1 58.4(2) . . ? O6 N5 Gd1 58.3(2) . . ? O10 N6 O8 122.7(6) . . ? O10 N6 O9 121.1(6) . . ? O8 N6 O9 116.2(4) . . ? O10 N6 Gd1 175.6(6) . . ? O8 N6 Gd1 59.3(3) . . ? O9 N6 Gd1 57.0(2) . . ? O13 N7 O12 121.5(5) . . ? O13 N7 O11 123.3(5) . . ? O12 N7 O11 115.2(4) . . ? O13 N7 Gd1 175.1(5) . . ? O12 N7 Gd1 56.5(2) . . ? O11 N7 Gd1 59.1(3) . . ? C2 O1 C1 116.4(3) . . ? C2 O1 Gd1 117.3(2) . . ? C1 O1 Gd1 125.2(3) . . ? C7 O2 Cu1 124.8(2) . . ? C7 O2 Gd1 123.6(2) . . ? Cu1 O2 Gd1 106.55(10) . . ? C17 O3 C16 117.2(4) . . ? C17 O3 Gd1 112.1(2) . . ? C16 O3 Gd1 127.6(3) . . ? C22 O4 Cu1 122.0(2) . . ? C22 O4 Gd1 127.0(2) . . ? Cu1 O4 Gd1 110.78(11) . . ? N5 O5 Gd1 96.1(3) . . ? N5 O6 Gd1 96.1(3) . . ? N6 O8 Gd1 95.8(3) . . ? N6 O9 Gd1 97.9(3) . . ? N7 O11 Gd1 95.3(3) . . ? N7 O12 Gd1 98.5(3) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 33.41 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 1.702 _refine_diff_density_min -1.388 _refine_diff_density_rms 0.100 data_shelxl7 _database_code_depnum_ccdc_archive 'CCDC 920460' #TrackingRef 'C8_ms27.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H29 N8 O13 Sm Zn' _chemical_formula_weight 925.33 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 21.9810(8) _cell_length_b 12.7911(3) _cell_length_c 16.9394(7) _cell_angle_alpha 90.00 _cell_angle_beta 130.558(2) _cell_angle_gamma 90.00 _cell_volume 3618.5(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 24991 _cell_measurement_theta_min 3.00 _cell_measurement_theta_max 29.44 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.7 _exptl_crystal_size_mid 0.5 _exptl_crystal_size_min 0.3 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.699 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1844 _exptl_absorpt_coefficient_mu 2.344 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2907 _exptl_absorpt_correction_T_max 0.3698 _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _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 'STOE IPDS II' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29452 _diffrn_reflns_av_R_equivalents 0.0388 _diffrn_reflns_av_sigmaI/netI 0.0211 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 29.44 _reflns_number_total 4996 _reflns_number_gt 4526 _reflns_threshold_expression >2sigma(I) _computing_data_collection X-Area _computing_cell_refinement X-Area _computing_data_reduction X-Area _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0321P)^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 4996 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0232 _refine_ls_R_factor_gt 0.0191 _refine_ls_wR_factor_ref 0.0476 _refine_ls_wR_factor_gt 0.0465 _refine_ls_goodness_of_fit_ref 0.994 _refine_ls_restrained_S_all 0.994 _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 C1 C 0.0744(2) -0.07111(19) 1.0104(2) 0.0880(9) Uani 1 1 d . . . H1A H 0.0352 -0.1224 0.9627 0.132 Uiso 1 1 calc R . . H1B H 0.0636 -0.0464 1.0537 0.132 Uiso 1 1 calc R . . H1C H 0.1268 -0.1021 1.0530 0.132 Uiso 1 1 calc R . . C2 C 0.12383(10) 0.09627(12) 1.01059(13) 0.0433(3) Uani 1 1 d . . . C3 C 0.17783(13) 0.10170(16) 1.11771(15) 0.0574(4) Uani 1 1 d . . . H3 H 0.1816 0.0473 1.1571 0.069 Uiso 1 1 calc R . . C4 C 0.22659(14) 0.1893(2) 1.16627(15) 0.0681(5) Uani 1 1 d . . . H4 H 0.2629 0.1935 1.2384 0.082 Uiso 1 1 calc R . . C5 C 0.22159(13) 0.26896(17) 1.10916(15) 0.0623(5) Uani 1 1 d . . . H5 H 0.2556 0.3261 1.1429 0.075 Uiso 1 1 calc R . . C6 C 0.16555(10) 0.26647(13) 0.99937(13) 0.0458(3) Uani 1 1 d . . . C7 C 0.11563(9) 0.17861(12) 0.94877(11) 0.0384(3) Uani 1 1 d . . . C8 C 0.16323(11) 0.35490(13) 0.94366(15) 0.0491(4) Uani 1 1 d . . . H8 H 0.2086 0.3970 0.9792 0.059 Uiso 1 1 calc R . . C9 C 0.11313(13) 0.46634(13) 0.80182(18) 0.0581(5) Uani 1 1 d . . . H9A H 0.1683 0.4899 0.8481 0.070 Uiso 1 1 calc R . . H9B H 0.0795 0.5244 0.7895 0.070 Uiso 1 1 calc R . . C10 C 0.08945(11) 0.43010(12) 0.70026(15) 0.0494(4) Uani 1 1 d . . . C11 C 0.11675(13) 0.48149(17) 0.65582(19) 0.0634(5) Uani 1 1 d . . . H11 H 0.1488 0.5407 0.6872 0.076 Uiso 1 1 calc R . . C12 C 0.09556(14) 0.4434(2) 0.56517(19) 0.0688(6) Uani 1 1 d . . . H12 H 0.1127 0.4768 0.5339 0.083 Uiso 1 1 calc R . . C13 C 0.04910(15) 0.35583(19) 0.5214(2) 0.0665(5) Uani 1 1 d . . . H13 H 0.0348 0.3281 0.4606 0.080 Uiso 1 1 calc R . . C14 C 0.02375(14) 0.30919(16) 0.56897(19) 0.0616(5) Uani 1 1 d . . . H14 H -0.0081 0.2497 0.5387 0.074 Uiso 1 1 calc R . . C15 C -0.2570(8) -0.2242(8) 0.4372(11) 0.137(4) Uani 0.50 1 d P . . C16 C -0.2685(9) -0.1852(10) 0.3667(12) 0.183(6) Uani 0.50 1 d P . . H16A H -0.3251 -0.1774 0.3110 0.274 Uiso 0.50 1 calc PR . . H16B H -0.2466 -0.2283 0.3442 0.274 Uiso 0.50 1 calc PR . . H16C H -0.2434 -0.1177 0.3867 0.274 Uiso 0.50 1 calc PR . . Sm1 Sm 0.0000 0.013110(7) 0.7500 0.03439(4) Uani 1 2 d S . . N1 N 0.10385(9) 0.37959(10) 0.84969(12) 0.0457(3) Uani 1 1 d . . . N2 N 0.04287(11) 0.34568(10) 0.65695(15) 0.0521(4) Uani 1 1 d . . . N3 N 0.0000 -0.21889(16) 0.7500 0.0651(6) Uani 1 2 d S . . N4 N 0.15946(10) -0.01448(12) 0.81508(13) 0.0504(3) Uani 1 1 d . . . N6 N -0.2500 -0.2500 0.5000 0.355(12) Uani 1 2 d S . . O1 O 0.07113(9) 0.01503(9) 0.95330(10) 0.0491(3) Uani 1 1 d . . . O2 O 0.06096(7) 0.16821(7) 0.84617(8) 0.0397(2) Uani 1 1 d . . . O5 O 0.00816(13) -0.16709(10) 0.69447(14) 0.0730(4) Uani 1 1 d . . . O6 O 0.0000 -0.31362(18) 0.7500 0.1201(12) Uani 1 2 d S . . O7 O 0.14524(9) -0.03997(12) 0.87354(12) 0.0599(3) Uani 1 1 d . . . O8 O 0.22479(10) -0.02915(16) 0.84036(15) 0.0768(5) Uani 1 1 d . . . O9 O 0.10275(9) 0.02807(11) 0.72977(11) 0.0560(3) Uani 1 1 d . . . Zn1 Zn 0.0000 0.294111(17) 0.7500 0.04263(6) Uani 1 2 d S . . 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 C1 0.147(3) 0.0648(13) 0.0754(15) 0.0034(11) 0.0828(19) -0.0214(15) C2 0.0460(9) 0.0447(8) 0.0426(8) 0.0032(6) 0.0303(7) 0.0070(6) C3 0.0599(12) 0.0643(11) 0.0427(9) 0.0094(8) 0.0310(9) 0.0096(9) C4 0.0604(12) 0.0790(13) 0.0363(9) -0.0001(9) 0.0187(9) 0.0046(11) C5 0.0507(10) 0.0637(11) 0.0467(10) -0.0102(8) 0.0203(8) -0.0081(9) C6 0.0403(8) 0.0455(8) 0.0446(8) -0.0046(6) 0.0245(7) -0.0016(6) C7 0.0383(7) 0.0383(6) 0.0378(7) -0.0006(6) 0.0243(6) 0.0044(6) C8 0.0454(9) 0.0415(7) 0.0558(10) -0.0090(7) 0.0309(8) -0.0068(6) C9 0.0651(12) 0.0366(8) 0.0751(13) 0.0013(7) 0.0467(11) -0.0073(7) C10 0.0438(9) 0.0392(7) 0.0652(11) 0.0127(7) 0.0354(8) 0.0032(6) C11 0.0481(10) 0.0614(10) 0.0736(13) 0.0219(10) 0.0364(10) -0.0033(8) C12 0.0543(12) 0.0848(14) 0.0757(14) 0.0303(12) 0.0459(11) 0.0074(10) C13 0.0642(13) 0.0780(13) 0.0750(14) 0.0100(11) 0.0531(12) 0.0093(10) C14 0.0695(13) 0.0546(10) 0.0831(14) -0.0073(10) 0.0595(12) -0.0070(9) C15 0.168(9) 0.077(5) 0.132(9) 0.003(5) 0.082(8) 0.006(5) C16 0.216(14) 0.111(7) 0.203(13) -0.013(9) 0.128(12) 0.051(9) Sm1 0.04189(6) 0.02650(5) 0.04210(6) 0.000 0.03056(5) 0.000 N1 0.0465(8) 0.0352(6) 0.0565(9) -0.0007(5) 0.0340(7) -0.0032(5) N2 0.0579(9) 0.0410(7) 0.0745(10) 0.0001(6) 0.0507(9) -0.0034(6) N3 0.0777(17) 0.0327(9) 0.0768(16) 0.000 0.0466(14) 0.000 N4 0.0457(8) 0.0558(8) 0.0537(8) -0.0120(6) 0.0341(7) -0.0036(6) N6 0.56(3) 0.232(12) 0.238(13) -0.130(10) 0.246(16) -0.261(15) O1 0.0642(8) 0.0424(5) 0.0511(6) 0.0018(5) 0.0422(6) -0.0033(5) O2 0.0449(6) 0.0311(4) 0.0367(5) -0.0004(4) 0.0237(5) 0.0006(4) O5 0.1090(14) 0.0432(7) 0.0860(11) -0.0056(7) 0.0719(11) 0.0040(7) O6 0.178(3) 0.0287(9) 0.167(3) 0.000 0.119(3) 0.000 O7 0.0592(8) 0.0710(8) 0.0582(8) 0.0137(6) 0.0419(7) 0.0188(6) O8 0.0463(8) 0.1066(13) 0.0807(11) -0.0162(10) 0.0427(8) -0.0003(8) O9 0.0541(8) 0.0705(8) 0.0539(7) 0.0022(6) 0.0399(7) 0.0004(6) Zn1 0.04376(14) 0.02870(11) 0.04439(14) 0.000 0.02376(12) 0.000 _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 C1 O1 1.437(2) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 O1 1.379(2) . ? C2 C3 1.380(2) . ? C2 C7 1.412(2) . ? C3 C4 1.391(3) . ? C3 H3 0.9300 . ? C4 C5 1.359(3) . ? C4 H4 0.9300 . ? C5 C6 1.413(3) . ? C5 H5 0.9300 . ? C6 C7 1.407(2) . ? C6 C8 1.453(3) . ? C7 O2 1.3291(18) . ? C8 N1 1.279(2) . ? C8 H8 0.9300 . ? C9 N1 1.465(2) . ? C9 C10 1.510(3) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 N2 1.333(2) . ? C10 C11 1.395(3) . ? C11 C12 1.372(4) . ? C11 H11 0.9300 . ? C12 C13 1.364(4) . ? C12 H12 0.9300 . ? C13 C14 1.378(3) . ? C13 H13 0.9300 . ? C14 N2 1.342(3) . ? C14 H14 0.9300 . ? C15 N6 1.024(14) . ? C15 C16 1.160(16) . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? Sm1 O2 2.3551(10) . ? Sm1 O2 2.3551(10) 2_556 ? Sm1 O9 2.5022(14) 2_556 ? Sm1 O9 2.5022(14) . ? Sm1 O7 2.5189(15) 2_556 ? Sm1 O7 2.5189(15) . ? Sm1 O5 2.5395(13) . ? Sm1 O5 2.5395(13) 2_556 ? Sm1 O1 2.7024(13) 2_556 ? Sm1 O1 2.7024(13) . ? Sm1 N4 2.9327(16) 2_556 ? Sm1 N4 2.9327(16) . ? N1 Zn1 2.0603(14) . ? N2 Zn1 2.3956(16) . ? N3 O6 1.212(3) . ? N3 O5 1.2551(19) 2_556 ? N3 O5 1.2551(19) . ? N4 O8 1.217(2) . ? N4 O7 1.260(2) . ? N4 O9 1.263(2) . ? N6 C15 1.024(14) 7_446 ? O2 Zn1 2.0504(10) . ? Zn1 O2 2.0504(10) 2_556 ? Zn1 N1 2.0603(14) 2_556 ? Zn1 N2 2.3956(16) 2_556 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 H1A 109.5 . . ? O1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C3 125.02(16) . . ? O1 C2 C7 113.36(14) . . ? C3 C2 C7 121.57(16) . . ? C2 C3 C4 119.42(18) . . ? C2 C3 H3 120.3 . . ? C4 C3 H3 120.3 . . ? C5 C4 C3 120.55(18) . . ? C5 C4 H4 119.7 . . ? C3 C4 H4 119.7 . . ? C4 C5 C6 121.17(19) . . ? C4 C5 H5 119.4 . . ? C6 C5 H5 119.4 . . ? C7 C6 C5 119.14(17) . . ? C7 C6 C8 122.84(15) . . ? C5 C6 C8 118.02(16) . . ? O2 C7 C6 124.10(14) . . ? O2 C7 C2 117.79(14) . . ? C6 C7 C2 118.11(14) . . ? N1 C8 C6 125.26(16) . . ? N1 C8 H8 117.4 . . ? C6 C8 H8 117.4 . . ? N1 C9 C10 109.23(14) . . ? N1 C9 H9A 109.8 . . ? C10 C9 H9A 109.8 . . ? N1 C9 H9B 109.8 . . ? C10 C9 H9B 109.8 . . ? H9A C9 H9B 108.3 . . ? N2 C10 C11 122.1(2) . . ? N2 C10 C9 116.62(16) . . ? C11 C10 C9 121.30(18) . . ? C12 C11 C10 119.0(2) . . ? C12 C11 H11 120.5 . . ? C10 C11 H11 120.5 . . ? C13 C12 C11 119.27(19) . . ? C13 C12 H12 120.4 . . ? C11 C12 H12 120.4 . . ? C12 C13 C14 118.9(2) . . ? C12 C13 H13 120.6 . . ? C14 C13 H13 120.6 . . ? N2 C14 C13 123.0(2) . . ? N2 C14 H14 118.5 . . ? C13 C14 H14 118.5 . . ? N6 C15 C16 172.6(13) . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? O2 Sm1 O2 65.21(5) . 2_556 ? O2 Sm1 O9 89.95(4) . 2_556 ? O2 Sm1 O9 82.65(4) 2_556 2_556 ? O2 Sm1 O9 82.65(4) . . ? O2 Sm1 O9 89.95(4) 2_556 . ? O9 Sm1 O9 171.23(7) 2_556 . ? O2 Sm1 O7 130.20(5) . 2_556 ? O2 Sm1 O7 78.97(5) 2_556 2_556 ? O9 Sm1 O7 50.59(5) 2_556 2_556 ? O9 Sm1 O7 132.54(5) . 2_556 ? O2 Sm1 O7 78.97(5) . . ? O2 Sm1 O7 130.20(5) 2_556 . ? O9 Sm1 O7 132.54(5) 2_556 . ? O9 Sm1 O7 50.59(5) . . ? O7 Sm1 O7 148.72(7) 2_556 . ? O2 Sm1 O5 151.08(6) . . ? O2 Sm1 O5 130.83(5) 2_556 . ? O9 Sm1 O5 114.05(6) 2_556 . ? O9 Sm1 O5 74.41(5) . . ? O7 Sm1 O5 78.71(6) 2_556 . ? O7 Sm1 O5 72.93(6) . . ? O2 Sm1 O5 130.83(5) . 2_556 ? O2 Sm1 O5 151.08(6) 2_556 2_556 ? O9 Sm1 O5 74.41(5) 2_556 2_556 ? O9 Sm1 O5 114.05(6) . 2_556 ? O7 Sm1 O5 72.93(6) 2_556 2_556 ? O7 Sm1 O5 78.71(6) . 2_556 ? O5 Sm1 O5 49.64(8) . 2_556 ? O2 Sm1 O1 118.12(4) . 2_556 ? O2 Sm1 O1 60.88(3) 2_556 2_556 ? O9 Sm1 O1 110.36(4) 2_556 2_556 ? O9 Sm1 O1 69.55(4) . 2_556 ? O7 Sm1 O1 64.73(4) 2_556 2_556 ? O7 Sm1 O1 115.58(4) . 2_556 ? O5 Sm1 O1 70.00(5) . 2_556 ? O5 Sm1 O1 111.01(5) 2_556 2_556 ? O2 Sm1 O1 60.88(3) . . ? O2 Sm1 O1 118.12(4) 2_556 . ? O9 Sm1 O1 69.55(5) 2_556 . ? O9 Sm1 O1 110.36(4) . . ? O7 Sm1 O1 115.58(4) 2_556 . ? O7 Sm1 O1 64.73(4) . . ? O5 Sm1 O1 111.01(5) . . ? O5 Sm1 O1 70.00(5) 2_556 . ? O1 Sm1 O1 178.96(5) 2_556 . ? O2 Sm1 N4 111.40(4) . 2_556 ? O2 Sm1 N4 80.67(4) 2_556 2_556 ? O9 Sm1 N4 25.32(5) 2_556 2_556 ? O9 Sm1 N4 157.27(5) . 2_556 ? O7 Sm1 N4 25.29(5) 2_556 2_556 ? O7 Sm1 N4 147.06(4) . 2_556 ? O5 Sm1 N4 96.12(6) . 2_556 ? O5 Sm1 N4 71.04(5) 2_556 2_556 ? O1 Sm1 N4 87.84(4) 2_556 2_556 ? O1 Sm1 N4 92.28(4) . 2_556 ? O2 Sm1 N4 80.67(4) . . ? O2 Sm1 N4 111.40(4) 2_556 . ? O9 Sm1 N4 157.27(5) 2_556 . ? O9 Sm1 N4 25.32(5) . . ? O7 Sm1 N4 147.06(4) 2_556 . ? O7 Sm1 N4 25.29(5) . . ? O5 Sm1 N4 71.04(5) . . ? O5 Sm1 N4 96.12(6) 2_556 . ? O1 Sm1 N4 92.28(4) 2_556 . ? O1 Sm1 N4 87.84(4) . . ? N4 Sm1 N4 166.18(6) 2_556 . ? C8 N1 C9 118.64(16) . . ? C8 N1 Zn1 125.41(12) . . ? C9 N1 Zn1 115.29(12) . . ? C10 N2 C14 117.83(17) . . ? C10 N2 Zn1 110.55(13) . . ? C14 N2 Zn1 131.43(12) . . ? O6 N3 O5 121.87(10) . 2_556 ? O6 N3 O5 121.87(10) . . ? O5 N3 O5 116.3(2) 2_556 . ? O6 N3 Sm1 180.0 . . ? O5 N3 Sm1 58.13(10) 2_556 . ? O5 N3 Sm1 58.13(10) . . ? O8 N4 O7 121.50(19) . . ? O8 N4 O9 122.01(18) . . ? O7 N4 O9 116.49(15) . . ? O8 N4 Sm1 177.80(14) . . ? O7 N4 Sm1 58.66(9) . . ? O9 N4 Sm1 57.92(9) . . ? C15 N6 C15 180.0(18) . 7_446 ? C2 O1 C1 116.90(17) . . ? C2 O1 Sm1 115.40(9) . . ? C1 O1 Sm1 125.82(13) . . ? C7 O2 Zn1 121.90(9) . . ? C7 O2 Sm1 127.80(9) . . ? Zn1 O2 Sm1 109.15(5) . . ? N3 O5 Sm1 97.05(12) . . ? N4 O7 Sm1 96.05(11) . . ? N4 O9 Sm1 96.76(10) . . ? O2 Zn1 O2 76.48(6) 2_556 . ? O2 Zn1 N1 150.63(5) 2_556 . ? O2 Zn1 N1 87.83(5) . . ? O2 Zn1 N1 87.83(5) 2_556 2_556 ? O2 Zn1 N1 150.63(5) . 2_556 ? N1 Zn1 N1 115.90(8) . 2_556 ? O2 Zn1 N2 91.55(5) 2_556 . ? O2 Zn1 N2 113.92(5) . . ? N1 Zn1 N2 72.12(6) . . ? N1 Zn1 N2 90.85(6) 2_556 . ? O2 Zn1 N2 113.92(5) 2_556 2_556 ? O2 Zn1 N2 91.55(5) . 2_556 ? N1 Zn1 N2 90.85(6) . 2_556 ? N1 Zn1 N2 72.12(6) 2_556 2_556 ? N2 Zn1 N2 148.04(7) . 2_556 ? O2 Zn1 Sm1 38.24(3) 2_556 . ? O2 Zn1 Sm1 38.24(3) . . ? N1 Zn1 Sm1 122.05(4) . . ? N1 Zn1 Sm1 122.05(4) 2_556 . ? N2 Zn1 Sm1 105.98(3) . . ? N2 Zn1 Sm1 105.98(3) 2_556 . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 29.44 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.430 _refine_diff_density_min -0.863 _refine_diff_density_rms 0.058 data_shelxl8 _database_code_depnum_ccdc_archive 'CCDC 920461' #TrackingRef 'C9_ms20c.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H29 Gd N8 O13 Zn' _chemical_formula_weight 932.23 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 21.9113(18) _cell_length_b 12.7257(7) _cell_length_c 16.8798(15) _cell_angle_alpha 90.00 _cell_angle_beta 130.47(3) _cell_angle_gamma 90.00 _cell_volume 3580.7(15) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 10912 _cell_measurement_theta_min 3.01 _cell_measurement_theta_max 29.46 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.7 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.729 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1852 _exptl_absorpt_coefficient_mu 2.581 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4324 _exptl_absorpt_correction_T_max 0.7164 _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _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 'STOE IPDS II' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14924 _diffrn_reflns_av_R_equivalents 0.0746 _diffrn_reflns_av_sigmaI/netI 0.0669 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 29.46 _reflns_number_total 4818 _reflns_number_gt 3966 _reflns_threshold_expression >2sigma(I) _computing_data_collection X-Area _computing_cell_refinement X-Area _computing_data_reduction X-Area _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0233P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00399(13) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4818 _refine_ls_number_parameters 254 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0446 _refine_ls_R_factor_gt 0.0319 _refine_ls_wR_factor_ref 0.0635 _refine_ls_wR_factor_gt 0.0611 _refine_ls_goodness_of_fit_ref 0.935 _refine_ls_restrained_S_all 0.935 _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 C1 C 0.0741(4) -0.0727(3) 1.0105(3) 0.0858(16) Uani 1 1 d . . . H1A H 0.0348 -0.1245 0.9631 0.129 Uiso 1 1 calc R . . H1B H 0.0634 -0.0477 1.0541 0.129 Uiso 1 1 calc R . . H1C H 0.1266 -0.1037 1.0531 0.129 Uiso 1 1 calc R . . C2 C 0.1240(2) 0.0949(2) 1.0114(2) 0.0400(6) Uani 1 1 d . . . C3 C 0.1769(2) 0.1006(3) 1.1170(3) 0.0540(8) Uani 1 1 d . . . H3 H 0.1802 0.0460 1.1563 0.065 Uiso 1 1 calc R . . C4 C 0.2260(3) 0.1877(3) 1.1662(3) 0.0631(10) Uani 1 1 d . . . H4 H 0.2623 0.1917 1.2385 0.076 Uiso 1 1 calc R . . C5 C 0.2210(3) 0.2681(3) 1.1082(3) 0.0594(9) Uani 1 1 d . . . H5 H 0.2553 0.3254 1.1418 0.071 Uiso 1 1 calc R . . C6 C 0.16535(19) 0.2657(2) 0.9994(2) 0.0419(6) Uani 1 1 d . . . C7 C 0.11526(18) 0.1774(2) 0.9484(2) 0.0355(6) Uani 1 1 d . . . C8 C 0.1632(2) 0.3543(2) 0.9436(3) 0.0463(7) Uani 1 1 d . . . H8 H 0.2087 0.3963 0.9792 0.056 Uiso 1 1 calc R . . C9 C 0.1131(2) 0.4664(2) 0.8020(3) 0.0557(9) Uani 1 1 d . . . H9A H 0.1684 0.4904 0.8486 0.067 Uiso 1 1 calc R . . H9B H 0.0792 0.5246 0.7894 0.067 Uiso 1 1 calc R . . C10 C 0.0901(2) 0.4302(2) 0.7010(3) 0.0462(7) Uani 1 1 d . . . C11 C 0.1173(2) 0.4818(3) 0.6562(3) 0.0595(9) Uani 1 1 d . . . H11 H 0.1496 0.5411 0.6878 0.071 Uiso 1 1 calc R . . C12 C 0.0959(3) 0.4442(3) 0.5659(3) 0.0653(10) Uani 1 1 d . . . H12 H 0.1133 0.4782 0.5349 0.078 Uiso 1 1 calc R . . C13 C 0.0487(3) 0.3563(3) 0.5204(4) 0.0634(10) Uani 1 1 d . . . H13 H 0.0340 0.3290 0.4591 0.076 Uiso 1 1 calc R . . C14 C 0.0238(2) 0.3103(3) 0.5688(3) 0.0589(9) Uani 1 1 d . . . H14 H -0.0082 0.2506 0.5385 0.071 Uiso 1 1 calc R . . C15 C -0.2577(12) -0.2249(11) 0.4399(15) 0.128(6) Uani 0.50 1 d P . . C16 C -0.2685(12) -0.1885(12) 0.3700(16) 0.161(7) Uani 0.50 1 d P . . H16A H -0.3251 -0.1813 0.3136 0.241 Uiso 0.50 1 calc PR . . H16B H -0.2459 -0.2331 0.3489 0.241 Uiso 0.50 1 calc PR . . H16C H -0.2435 -0.1206 0.3888 0.241 Uiso 0.50 1 calc PR . . Gd1 Gd 0.0000 0.013392(12) 0.7500 0.03112(8) Uani 1 2 d S . . N1 N 0.10377(18) 0.37940(16) 0.8495(2) 0.0424(6) Uani 1 1 d . . . N2 N 0.04290(19) 0.34616(17) 0.6568(2) 0.0489(6) Uani 1 1 d . . . N3 N 0.0000 -0.2175(3) 0.7500 0.0591(11) Uani 1 2 d S . . N4 N 0.15835(18) -0.01388(19) 0.8145(2) 0.0461(6) Uani 1 1 d . . . N6 N -0.2500 -0.2500 0.5000 0.38(2) Uani 1 2 d S . . O1 O 0.07047(15) 0.01377(14) 0.95260(16) 0.0449(5) Uani 1 1 d . . . O2 O 0.06046(13) 0.16699(12) 0.84588(14) 0.0364(4) Uani 1 1 d . . . O5 O 0.0086(2) -0.16526(16) 0.6951(2) 0.0659(7) Uani 1 1 d . . . O6 O 0.0000 -0.3126(3) 0.7500 0.1055(18) Uani 1 2 d S . . O7 O 0.14377(16) -0.04003(17) 0.87257(19) 0.0541(6) Uani 1 1 d . . . O8 O 0.22408(18) -0.0279(2) 0.8400(2) 0.0712(7) Uani 1 1 d . . . O9 O 0.10151(16) 0.02995(17) 0.72950(18) 0.0501(5) Uani 1 1 d . . . Zn1 Zn 0.0000 0.29361(3) 0.7500 0.03998(12) Uani 1 2 d S . . 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 C1 0.149(5) 0.057(2) 0.071(3) 0.0038(18) 0.080(3) -0.020(2) C2 0.042(2) 0.0390(14) 0.0393(18) 0.0015(11) 0.0268(17) 0.0052(11) C3 0.055(3) 0.0598(19) 0.040(2) 0.0103(14) 0.027(2) 0.0093(16) C4 0.053(3) 0.077(2) 0.0308(19) -0.0003(15) 0.015(2) 0.0029(18) C5 0.052(3) 0.0597(19) 0.043(2) -0.0104(14) 0.020(2) -0.0070(16) C6 0.0346(19) 0.0425(14) 0.0375(17) -0.0026(11) 0.0185(17) 0.0006(11) C7 0.0369(17) 0.0356(12) 0.0325(15) -0.0018(10) 0.0218(15) 0.0030(10) C8 0.044(2) 0.0371(13) 0.053(2) -0.0077(12) 0.0287(19) -0.0058(12) C9 0.067(3) 0.0307(14) 0.072(3) -0.0010(12) 0.046(2) -0.0102(13) C10 0.040(2) 0.0350(13) 0.060(2) 0.0129(12) 0.0312(19) 0.0040(11) C11 0.045(2) 0.0554(18) 0.068(3) 0.0203(16) 0.032(2) -0.0015(15) C12 0.049(3) 0.079(2) 0.073(3) 0.0311(19) 0.042(3) 0.0086(18) C13 0.065(3) 0.070(2) 0.073(3) 0.0117(17) 0.053(3) 0.0105(18) C14 0.068(3) 0.0512(17) 0.080(3) -0.0085(16) 0.058(3) -0.0056(16) C15 0.138(15) 0.070(7) 0.104(14) 0.004(7) 0.046(12) 0.003(8) C16 0.18(2) 0.095(10) 0.168(18) -0.013(10) 0.098(16) 0.043(11) Gd1 0.03804(13) 0.02309(9) 0.03750(12) 0.000 0.02686(11) 0.000 N1 0.0444(19) 0.0313(11) 0.0516(18) 0.0010(9) 0.0312(17) -0.0010(9) N2 0.0532(19) 0.0378(12) 0.070(2) 0.0008(11) 0.0467(18) -0.0016(11) N3 0.070(3) 0.0259(16) 0.065(3) 0.000 0.036(3) 0.000 N4 0.0421(17) 0.0498(13) 0.0481(16) -0.0119(11) 0.0300(16) -0.0030(11) N6 0.65(5) 0.226(16) 0.200(18) -0.123(13) 0.25(2) -0.29(2) O1 0.0563(16) 0.0407(9) 0.0437(12) 0.0012(8) 0.0352(13) -0.0040(9) O2 0.0411(13) 0.0288(9) 0.0308(11) -0.0002(6) 0.0196(11) 0.0003(7) O5 0.095(2) 0.0410(12) 0.0774(18) -0.0061(10) 0.0630(19) 0.0020(12) O6 0.166(6) 0.0308(16) 0.148(5) 0.000 0.114(5) 0.000 O7 0.0514(17) 0.0637(13) 0.0520(15) 0.0124(10) 0.0356(15) 0.0165(10) O8 0.0420(17) 0.0991(19) 0.072(2) -0.0145(14) 0.0368(17) -0.0001(13) O9 0.0483(16) 0.0631(13) 0.0463(14) 0.0018(10) 0.0340(14) -0.0008(10) Zn1 0.0402(3) 0.0257(2) 0.0395(3) 0.000 0.0194(3) 0.000 _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 C1 O1 1.440(4) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.359(5) . ? C2 O1 1.384(4) . ? C2 C7 1.416(4) . ? C3 C4 1.383(6) . ? C3 H3 0.9300 . ? C4 C5 1.371(5) . ? C4 H4 0.9300 . ? C5 C6 1.397(5) . ? C5 H5 0.9300 . ? C6 C7 1.408(4) . ? C6 C8 1.449(4) . ? C7 O2 1.325(3) . ? C8 N1 1.279(4) . ? C8 H8 0.9300 . ? C9 N1 1.457(3) . ? C9 C10 1.503(5) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 N2 1.330(4) . ? C10 C11 1.392(4) . ? C11 C12 1.359(6) . ? C11 H11 0.9300 . ? C12 C13 1.371(6) . ? C12 H12 0.9300 . ? C13 C14 1.373(5) . ? C13 H13 0.9300 . ? C14 N2 1.336(4) . ? C14 H14 0.9300 . ? C15 N6 0.97(2) . ? C15 C16 1.14(2) . ? C15 C15 1.94(4) 7_446 ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? Gd1 O2 2.3264(17) . ? Gd1 O2 2.3264(17) 2_556 ? Gd1 O9 2.472(2) 2_556 ? Gd1 O9 2.472(2) . ? Gd1 O7 2.491(3) 2_556 ? Gd1 O7 2.491(3) . ? Gd1 O5 2.508(2) . ? Gd1 O5 2.508(2) 2_556 ? Gd1 O1 2.688(2) . ? Gd1 O1 2.688(2) 2_556 ? Gd1 N4 2.906(3) 2_556 ? Gd1 N4 2.906(3) . ? N1 Zn1 2.056(3) . ? N2 Zn1 2.393(2) . ? N3 O6 1.211(5) . ? N3 O5 1.250(3) 2_556 ? N3 O5 1.250(3) . ? N4 O8 1.219(4) . ? N4 O7 1.258(3) . ? N4 O9 1.265(4) . ? N6 C15 0.97(2) 7_446 ? O2 Zn1 2.0463(18) . ? Zn1 O2 2.0463(18) 2_556 ? Zn1 N1 2.056(3) 2_556 ? Zn1 N2 2.393(2) 2_556 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 H1A 109.5 . . ? O1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 O1 125.8(3) . . ? C3 C2 C7 122.0(3) . . ? O1 C2 C7 112.1(3) . . ? C2 C3 C4 119.9(3) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C5 C4 C3 119.9(3) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C4 C5 C6 121.3(3) . . ? C4 C5 H5 119.4 . . ? C6 C5 H5 119.4 . . ? C5 C6 C7 119.3(3) . . ? C5 C6 C8 118.0(3) . . ? C7 C6 C8 122.7(3) . . ? O2 C7 C6 124.3(2) . . ? O2 C7 C2 118.2(3) . . ? C6 C7 C2 117.4(3) . . ? N1 C8 C6 125.4(3) . . ? N1 C8 H8 117.3 . . ? C6 C8 H8 117.3 . . ? N1 C9 C10 109.1(2) . . ? N1 C9 H9A 109.9 . . ? C10 C9 H9A 109.9 . . ? N1 C9 H9B 109.9 . . ? C10 C9 H9B 109.9 . . ? H9A C9 H9B 108.3 . . ? N2 C10 C11 121.7(3) . . ? N2 C10 C9 116.7(2) . . ? C11 C10 C9 121.6(3) . . ? C12 C11 C10 119.1(3) . . ? C12 C11 H11 120.5 . . ? C10 C11 H11 120.5 . . ? C11 C12 C13 120.0(3) . . ? C11 C12 H12 120.0 . . ? C13 C12 H12 120.0 . . ? C12 C13 C14 117.5(4) . . ? C12 C13 H13 121.2 . . ? C14 C13 H13 121.2 . . ? N2 C14 C13 123.8(3) . . ? N2 C14 H14 118.1 . . ? C13 C14 H14 118.1 . . ? N6 C15 C16 175.0(19) . . ? N6 C15 C15 0.0(12) . 7_446 ? C16 C15 C15 175.0(19) . 7_446 ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? O2 Gd1 O2 65.67(9) . 2_556 ? O2 Gd1 O9 89.36(7) . 2_556 ? O2 Gd1 O9 82.41(7) 2_556 2_556 ? O2 Gd1 O9 82.41(7) . . ? O2 Gd1 O9 89.36(7) 2_556 . ? O9 Gd1 O9 170.22(10) 2_556 . ? O2 Gd1 O7 130.49(7) . 2_556 ? O2 Gd1 O7 79.01(8) 2_556 2_556 ? O9 Gd1 O7 51.09(8) 2_556 2_556 ? O9 Gd1 O7 132.43(8) . 2_556 ? O2 Gd1 O7 79.01(8) . . ? O2 Gd1 O7 130.49(7) 2_556 . ? O9 Gd1 O7 132.43(7) 2_556 . ? O9 Gd1 O7 51.09(8) . . ? O7 Gd1 O7 148.33(11) 2_556 . ? O2 Gd1 O5 150.85(9) . . ? O2 Gd1 O5 130.54(8) 2_556 . ? O9 Gd1 O5 114.79(8) 2_556 . ? O9 Gd1 O5 74.65(8) . . ? O7 Gd1 O5 78.66(9) 2_556 . ? O7 Gd1 O5 72.65(9) . . ? O2 Gd1 O5 130.54(8) . 2_556 ? O2 Gd1 O5 150.85(9) 2_556 2_556 ? O9 Gd1 O5 74.65(8) 2_556 2_556 ? O9 Gd1 O5 114.79(8) . 2_556 ? O7 Gd1 O5 72.65(10) 2_556 2_556 ? O7 Gd1 O5 78.66(9) . 2_556 ? O5 Gd1 O5 49.95(11) . 2_556 ? O2 Gd1 O1 61.05(6) . . ? O2 Gd1 O1 118.76(6) 2_556 . ? O9 Gd1 O1 69.38(8) 2_556 . ? O9 Gd1 O1 110.60(8) . . ? O7 Gd1 O1 115.45(8) 2_556 . ? O7 Gd1 O1 64.61(8) . . ? O5 Gd1 O1 110.66(7) . . ? O5 Gd1 O1 69.53(7) 2_556 . ? O2 Gd1 O1 118.76(6) . 2_556 ? O2 Gd1 O1 61.05(6) 2_556 2_556 ? O9 Gd1 O1 110.60(8) 2_556 2_556 ? O9 Gd1 O1 69.38(8) . 2_556 ? O7 Gd1 O1 64.61(8) 2_556 2_556 ? O7 Gd1 O1 115.45(8) . 2_556 ? O5 Gd1 O1 69.53(7) . 2_556 ? O5 Gd1 O1 110.66(7) 2_556 2_556 ? O1 Gd1 O1 179.80(8) . 2_556 ? O2 Gd1 N4 111.31(7) . 2_556 ? O2 Gd1 N4 80.64(7) 2_556 2_556 ? O9 Gd1 N4 25.63(7) 2_556 2_556 ? O9 Gd1 N4 157.22(7) . 2_556 ? O7 Gd1 N4 25.50(7) 2_556 2_556 ? O7 Gd1 N4 146.87(7) . 2_556 ? O5 Gd1 N4 96.38(9) . 2_556 ? O5 Gd1 N4 70.87(9) 2_556 2_556 ? O1 Gd1 N4 92.12(8) . 2_556 ? O1 Gd1 N4 87.90(8) 2_556 2_556 ? O2 Gd1 N4 80.64(7) . . ? O2 Gd1 N4 111.31(7) 2_556 . ? O9 Gd1 N4 157.22(7) 2_556 . ? O9 Gd1 N4 25.63(7) . . ? O7 Gd1 N4 146.87(7) 2_556 . ? O7 Gd1 N4 25.50(7) . . ? O5 Gd1 N4 70.87(9) . . ? O5 Gd1 N4 96.38(9) 2_556 . ? O1 Gd1 N4 87.90(8) . . ? O1 Gd1 N4 92.12(8) 2_556 . ? N4 Gd1 N4 166.28(10) 2_556 . ? C8 N1 C9 118.7(3) . . ? C8 N1 Zn1 125.17(19) . . ? C9 N1 Zn1 115.5(2) . . ? C10 N2 C14 117.8(3) . . ? C10 N2 Zn1 110.5(2) . . ? C14 N2 Zn1 131.5(2) . . ? O6 N3 O5 122.10(16) . 2_556 ? O6 N3 O5 122.10(16) . . ? O5 N3 O5 115.8(3) 2_556 . ? O6 N3 Gd1 180.000(1) . . ? O5 N3 Gd1 57.90(16) 2_556 . ? O5 N3 Gd1 57.90(16) . . ? O8 N4 O7 121.7(3) . . ? O8 N4 O9 122.2(3) . . ? O7 N4 O9 116.1(3) . . ? O8 N4 Gd1 178.2(2) . . ? O7 N4 Gd1 58.50(17) . . ? O9 N4 Gd1 57.66(14) . . ? C15 N6 C15 180.000(6) 7_446 . ? C2 O1 C1 115.8(3) . . ? C2 O1 Gd1 115.66(15) . . ? C1 O1 Gd1 126.6(2) . . ? C7 O2 Zn1 121.78(15) . . ? C7 O2 Gd1 128.07(14) . . ? Zn1 O2 Gd1 109.11(9) . . ? N3 O5 Gd1 97.13(18) . . ? N4 O7 Gd1 96.00(19) . . ? N4 O9 Gd1 96.71(15) . . ? O2 Zn1 O2 76.11(11) 2_556 . ? O2 Zn1 N1 150.39(9) 2_556 . ? O2 Zn1 N1 88.11(9) . . ? O2 Zn1 N1 88.11(9) 2_556 2_556 ? O2 Zn1 N1 150.39(9) . 2_556 ? N1 Zn1 N1 115.84(14) . 2_556 ? O2 Zn1 N2 114.27(8) 2_556 2_556 ? O2 Zn1 N2 91.67(8) . 2_556 ? N1 Zn1 N2 90.73(10) . 2_556 ? N1 Zn1 N2 71.96(10) 2_556 2_556 ? O2 Zn1 N2 91.67(8) 2_556 . ? O2 Zn1 N2 114.27(8) . . ? N1 Zn1 N2 71.96(10) . . ? N1 Zn1 N2 90.73(10) 2_556 . ? N2 Zn1 N2 147.54(11) 2_556 . ? O2 Zn1 Gd1 38.06(5) 2_556 . ? O2 Zn1 Gd1 38.06(5) . . ? N1 Zn1 Gd1 122.08(7) . . ? N1 Zn1 Gd1 122.08(7) 2_556 . ? N2 Zn1 Gd1 106.23(5) 2_556 . ? N2 Zn1 Gd1 106.23(5) . . ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 29.46 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 1.876 _refine_diff_density_min -1.797 _refine_diff_density_rms 0.092 data_shelxl9 _database_code_depnum_ccdc_archive 'CCDC 920462' #TrackingRef 'C10_ms28.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H29 N8 O13 Tb Zn' _chemical_formula_weight 933.90 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 21.9564(15) _cell_length_b 12.7382(5) _cell_length_c 16.9246(13) _cell_angle_alpha 90.00 _cell_angle_beta 130.408(5) _cell_angle_gamma 90.00 _cell_volume 3604.4(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 16821 _cell_measurement_theta_min 3.01 _cell_measurement_theta_max 29.46 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.7 _exptl_crystal_size_mid 0.5 _exptl_crystal_size_min 0.3 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.721 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1856 _exptl_absorpt_coefficient_mu 2.686 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1915 _exptl_absorpt_correction_T_max 0.3059 _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _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 'STOE IPDS II' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22917 _diffrn_reflns_av_R_equivalents 0.0610 _diffrn_reflns_av_sigmaI/netI 0.0437 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 29.46 _reflns_number_total 4989 _reflns_number_gt 4235 _reflns_threshold_expression >2sigma(I) _computing_data_collection X-Area _computing_cell_refinement X-Area _computing_data_reduction X-Area _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0275P)^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 4989 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0362 _refine_ls_R_factor_gt 0.0264 _refine_ls_wR_factor_ref 0.0568 _refine_ls_wR_factor_gt 0.0549 _refine_ls_goodness_of_fit_ref 0.939 _refine_ls_restrained_S_all 0.939 _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 C1 C 0.0736(3) -0.0733(3) 1.0104(3) 0.0836(12) Uani 1 1 d . . . H1A H 0.0344 -0.1250 0.9631 0.125 Uiso 1 1 calc R . . H1B H 0.0629 -0.0484 1.0539 0.125 Uiso 1 1 calc R . . H1C H 0.1259 -0.1042 1.0527 0.125 Uiso 1 1 calc R . . C2 C 0.12306(14) 0.09476(19) 1.01025(19) 0.0392(5) Uani 1 1 d . . . C3 C 0.17683(17) 0.1002(2) 1.1171(2) 0.0539(7) Uani 1 1 d . . . H3 H 0.1806 0.0455 1.1564 0.065 Uiso 1 1 calc R . . C4 C 0.22522(18) 0.1880(3) 1.1653(2) 0.0645(8) Uani 1 1 d . . . H4 H 0.2610 0.1926 1.2373 0.077 Uiso 1 1 calc R . . C5 C 0.22090(17) 0.2676(3) 1.1081(2) 0.0572(7) Uani 1 1 d . . . H5 H 0.2554 0.3245 1.1417 0.069 Uiso 1 1 calc R . . C6 C 0.16480(14) 0.2652(2) 0.99855(19) 0.0415(5) Uani 1 1 d . . . C7 C 0.11515(12) 0.17700(18) 0.94853(17) 0.0341(4) Uani 1 1 d . . . C8 C 0.16268(15) 0.3540(2) 0.9430(2) 0.0450(6) Uani 1 1 d . . . H8 H 0.2080 0.3961 0.9787 0.054 Uiso 1 1 calc R . . C9 C 0.11349(18) 0.4664(2) 0.8021(3) 0.0538(7) Uani 1 1 d . . . H9A H 0.1687 0.4898 0.8483 0.065 Uiso 1 1 calc R . . H9B H 0.0801 0.5248 0.7901 0.065 Uiso 1 1 calc R . . C10 C 0.08980(15) 0.4305(2) 0.7003(2) 0.0456(6) Uani 1 1 d . . . C11 C 0.11732(17) 0.4819(3) 0.6564(3) 0.0608(8) Uani 1 1 d . . . H11 H 0.1495 0.5412 0.6881 0.073 Uiso 1 1 calc R . . C12 C 0.09646(18) 0.4442(3) 0.5656(3) 0.0643(9) Uani 1 1 d . . . H12 H 0.1144 0.4775 0.5351 0.077 Uiso 1 1 calc R . . C13 C 0.0493(2) 0.3574(3) 0.5210(3) 0.0624(8) Uani 1 1 d . . . H13 H 0.0345 0.3305 0.4596 0.075 Uiso 1 1 calc R . . C14 C 0.02395(19) 0.3103(3) 0.5686(3) 0.0593(7) Uani 1 1 d . . . H14 H -0.0078 0.2506 0.5382 0.071 Uiso 1 1 calc R . . C15 C -0.2578(10) -0.2239(11) 0.4348(14) 0.132(6) Uani 0.50 1 d P . . C16 C -0.2707(11) -0.1845(12) 0.3657(14) 0.166(7) Uani 0.50 1 d P . . H16A H -0.3275 -0.1770 0.3115 0.249 Uiso 0.50 1 calc PR . . H16B H -0.2497 -0.2265 0.3411 0.249 Uiso 0.50 1 calc PR . . H16C H -0.2460 -0.1164 0.3855 0.249 Uiso 0.50 1 calc PR . . Tb1 Tb 0.0000 0.013788(11) 0.7500 0.03076(5) Uani 1 2 d S . . N1 N 0.10393(13) 0.37897(16) 0.84951(18) 0.0417(5) Uani 1 1 d . . . N2 N 0.04265(14) 0.34620(16) 0.6561(2) 0.0487(5) Uani 1 1 d . . . N3 N 0.0000 -0.2156(2) 0.7500 0.0641(10) Uani 1 2 d S . . N4 N 0.15738(12) -0.01328(18) 0.81452(18) 0.0467(5) Uani 1 1 d . . . N6 N -0.2500 -0.2500 0.5000 0.346(15) Uani 1 2 d S . . O1 O 0.06989(11) 0.01319(13) 0.95258(14) 0.0454(4) Uani 1 1 d . . . O2 O 0.06033(9) 0.16630(12) 0.84566(12) 0.0365(3) Uani 1 1 d . . . O5 O 0.00840(15) -0.16381(15) 0.69475(19) 0.0658(6) Uani 1 1 d . . . O6 O 0.0000 -0.3113(3) 0.7500 0.1315(19) Uani 1 2 d S . . O7 O 0.14253(12) -0.04021(16) 0.87177(16) 0.0538(5) Uani 1 1 d . . . O8 O 0.22282(12) -0.0277(2) 0.8395(2) 0.0715(7) Uani 1 1 d . . . O9 O 0.10088(11) 0.03154(16) 0.72973(15) 0.0499(4) Uani 1 1 d . . . Zn1 Zn 0.0000 0.29322(3) 0.7500 0.03968(10) Uani 1 2 d S . . 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 C1 0.144(4) 0.062(2) 0.071(2) 0.0001(17) 0.082(3) -0.024(2) C2 0.0429(12) 0.0403(13) 0.0381(13) 0.0018(10) 0.0279(11) 0.0061(10) C3 0.0576(16) 0.0614(18) 0.0385(15) 0.0099(12) 0.0293(13) 0.0099(13) C4 0.0574(17) 0.077(2) 0.0317(14) -0.0001(14) 0.0165(13) 0.0040(15) C5 0.0470(15) 0.0614(17) 0.0406(15) -0.0097(13) 0.0182(12) -0.0079(13) C6 0.0367(12) 0.0431(13) 0.0393(13) -0.0037(10) 0.0222(10) 0.0003(9) C7 0.0329(10) 0.0373(11) 0.0327(11) -0.0020(9) 0.0215(9) 0.0032(8) C8 0.0396(12) 0.0408(13) 0.0514(15) -0.0095(11) 0.0281(12) -0.0067(10) C9 0.0627(17) 0.0319(13) 0.071(2) 0.0016(12) 0.0453(15) -0.0064(11) C10 0.0410(13) 0.0362(12) 0.0610(17) 0.0125(11) 0.0337(12) 0.0043(9) C11 0.0463(14) 0.0597(17) 0.070(2) 0.0229(15) 0.0350(14) -0.0023(13) C12 0.0522(16) 0.081(2) 0.070(2) 0.0300(17) 0.0444(16) 0.0094(15) C13 0.0639(19) 0.073(2) 0.070(2) 0.0123(16) 0.0518(18) 0.0120(15) C14 0.0674(18) 0.0511(16) 0.082(2) -0.0095(15) 0.0584(17) -0.0071(14) C15 0.145(10) 0.070(7) 0.122(13) 0.009(7) 0.060(10) 0.012(7) C16 0.212(16) 0.098(9) 0.176(16) 0.001(10) 0.120(14) 0.047(11) Tb1 0.03945(8) 0.02350(7) 0.03796(8) 0.000 0.02895(7) 0.000 N1 0.0440(11) 0.0324(10) 0.0513(14) 0.0001(8) 0.0321(11) -0.0019(8) N2 0.0555(13) 0.0384(12) 0.0694(16) -0.0013(10) 0.0481(12) -0.0034(9) N3 0.082(2) 0.0248(16) 0.077(3) 0.000 0.047(2) 0.000 N4 0.0443(11) 0.0510(12) 0.0507(12) -0.0129(10) 0.0333(10) -0.0044(9) N6 0.53(3) 0.208(15) 0.235(19) -0.119(13) 0.22(2) -0.243(18) O1 0.0622(10) 0.0386(9) 0.0477(10) 0.0013(7) 0.0411(9) -0.0044(8) O2 0.0446(8) 0.0284(8) 0.0328(8) 0.0001(6) 0.0235(7) 0.0017(6) O5 0.0990(16) 0.0394(12) 0.0769(15) -0.0031(10) 0.0650(14) 0.0039(10) O6 0.207(5) 0.0208(15) 0.198(5) 0.000 0.146(5) 0.000 O7 0.0577(11) 0.0622(12) 0.0528(11) 0.0129(9) 0.0409(10) 0.0176(9) O8 0.0441(10) 0.0963(18) 0.0789(16) -0.0160(13) 0.0420(11) -0.0003(11) O9 0.0494(10) 0.0630(12) 0.0444(10) 0.0031(9) 0.0336(9) -0.0001(8) Zn1 0.0420(2) 0.02629(19) 0.0397(2) 0.000 0.02156(17) 0.000 _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 C1 O1 1.440(4) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.378(4) . ? C2 O1 1.385(3) . ? C2 C7 1.408(3) . ? C3 C4 1.386(5) . ? C3 H3 0.9300 . ? C4 C5 1.362(5) . ? C4 H4 0.9300 . ? C5 C6 1.413(4) . ? C5 H5 0.9300 . ? C6 C7 1.404(3) . ? C6 C8 1.452(4) . ? C7 O2 1.335(3) . ? C8 N1 1.274(3) . ? C8 H8 0.9300 . ? C9 N1 1.465(3) . ? C9 C10 1.512(4) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 N2 1.334(3) . ? C10 C11 1.388(4) . ? C11 C12 1.374(5) . ? C11 H11 0.9300 . ? C12 C13 1.360(5) . ? C12 H12 0.9300 . ? C13 C14 1.379(4) . ? C13 H13 0.9300 . ? C14 N2 1.335(4) . ? C14 H14 0.9300 . ? C15 N6 1.05(2) . ? C15 C16 1.13(2) . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? Tb1 O2 2.3172(15) . ? Tb1 O2 2.3172(15) 2_556 ? Tb1 O9 2.4616(18) . ? Tb1 O9 2.4616(18) 2_556 ? Tb1 O7 2.4804(19) 2_556 ? Tb1 O7 2.4804(19) . ? Tb1 O5 2.500(2) . ? Tb1 O5 2.500(2) 2_556 ? Tb1 O1 2.6998(18) 2_556 ? Tb1 O1 2.6999(18) . ? Tb1 N4 2.891(2) 2_556 ? Tb1 N4 2.891(2) . ? N1 Zn1 2.063(2) . ? N2 Zn1 2.406(2) . ? N3 O6 1.219(5) . ? N3 O5 1.252(3) . ? N3 O5 1.252(3) 2_556 ? N4 O8 1.220(3) . ? N4 O7 1.254(3) . ? N4 O9 1.271(3) . ? N6 C15 1.05(2) 7_446 ? O2 Zn1 2.0517(15) . ? Zn1 O2 2.0517(15) 2_556 ? Zn1 N1 2.063(2) 2_556 ? Zn1 N2 2.406(2) 2_556 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 H1A 109.5 . . ? O1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 O1 125.2(2) . . ? C3 C2 C7 121.6(2) . . ? O1 C2 C7 113.1(2) . . ? C2 C3 C4 119.4(3) . . ? C2 C3 H3 120.3 . . ? C4 C3 H3 120.3 . . ? C5 C4 C3 120.6(3) . . ? C5 C4 H4 119.7 . . ? C3 C4 H4 119.7 . . ? C4 C5 C6 121.1(3) . . ? C4 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C7 C6 C5 119.0(2) . . ? C7 C6 C8 123.1(2) . . ? C5 C6 C8 117.9(2) . . ? O2 C7 C6 124.0(2) . . ? O2 C7 C2 117.7(2) . . ? C6 C7 C2 118.3(2) . . ? N1 C8 C6 125.5(2) . . ? N1 C8 H8 117.3 . . ? C6 C8 H8 117.3 . . ? N1 C9 C10 109.2(2) . . ? N1 C9 H9A 109.8 . . ? C10 C9 H9A 109.8 . . ? N1 C9 H9B 109.8 . . ? C10 C9 H9B 109.8 . . ? H9A C9 H9B 108.3 . . ? N2 C10 C11 121.9(3) . . ? N2 C10 C9 116.8(2) . . ? C11 C10 C9 121.3(3) . . ? C12 C11 C10 119.2(3) . . ? C12 C11 H11 120.4 . . ? C10 C11 H11 120.4 . . ? C13 C12 C11 119.2(3) . . ? C13 C12 H12 120.4 . . ? C11 C12 H12 120.4 . . ? C12 C13 C14 118.7(3) . . ? C12 C13 H13 120.7 . . ? C14 C13 H13 120.7 . . ? N2 C14 C13 123.3(3) . . ? N2 C14 H14 118.4 . . ? C13 C14 H14 118.4 . . ? N6 C15 C16 170.8(19) . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? O2 Tb1 O2 66.06(8) . 2_556 ? O2 Tb1 O9 82.06(6) . . ? O2 Tb1 O9 89.09(6) 2_556 . ? O2 Tb1 O9 89.09(6) . 2_556 ? O2 Tb1 O9 82.06(6) 2_556 2_556 ? O9 Tb1 O9 169.46(9) . 2_556 ? O2 Tb1 O7 130.91(6) . 2_556 ? O2 Tb1 O7 79.05(6) 2_556 2_556 ? O9 Tb1 O7 132.40(7) . 2_556 ? O9 Tb1 O7 51.44(7) 2_556 2_556 ? O2 Tb1 O7 79.05(6) . . ? O2 Tb1 O7 130.91(6) 2_556 . ? O9 Tb1 O7 51.44(6) . . ? O9 Tb1 O7 132.40(7) 2_556 . ? O7 Tb1 O7 147.80(10) 2_556 . ? O2 Tb1 O5 150.77(7) . . ? O2 Tb1 O5 130.14(7) 2_556 . ? O9 Tb1 O5 74.92(7) . . ? O9 Tb1 O5 115.24(7) 2_556 . ? O7 Tb1 O5 78.32(7) 2_556 . ? O7 Tb1 O5 72.58(8) . . ? O2 Tb1 O5 130.14(7) . 2_556 ? O2 Tb1 O5 150.77(7) 2_556 2_556 ? O9 Tb1 O5 115.24(7) . 2_556 ? O9 Tb1 O5 74.92(7) 2_556 2_556 ? O7 Tb1 O5 72.58(8) 2_556 2_556 ? O7 Tb1 O5 78.32(7) . 2_556 ? O5 Tb1 O5 50.37(11) . 2_556 ? O2 Tb1 O1 119.11(6) . 2_556 ? O2 Tb1 O1 61.20(5) 2_556 2_556 ? O9 Tb1 O1 69.23(6) . 2_556 ? O9 Tb1 O1 110.80(6) 2_556 2_556 ? O7 Tb1 O1 64.64(6) 2_556 2_556 ? O7 Tb1 O1 115.26(6) . 2_556 ? O5 Tb1 O1 68.99(7) . 2_556 ? O5 Tb1 O1 110.69(7) 2_556 2_556 ? O2 Tb1 O1 61.20(5) . . ? O2 Tb1 O1 119.11(6) 2_556 . ? O9 Tb1 O1 110.80(6) . . ? O9 Tb1 O1 69.23(6) 2_556 . ? O7 Tb1 O1 115.26(6) 2_556 . ? O7 Tb1 O1 64.64(6) . . ? O5 Tb1 O1 110.69(7) . . ? O5 Tb1 O1 68.99(7) 2_556 . ? O1 Tb1 O1 179.67(8) 2_556 . ? O2 Tb1 N4 111.46(6) . 2_556 ? O2 Tb1 N4 80.45(6) 2_556 2_556 ? O9 Tb1 N4 157.12(6) . 2_556 ? O9 Tb1 N4 25.92(7) 2_556 2_556 ? O7 Tb1 N4 25.56(6) 2_556 2_556 ? O7 Tb1 N4 146.72(6) . 2_556 ? O5 Tb1 N4 96.35(8) . 2_556 ? O5 Tb1 N4 70.94(7) 2_556 2_556 ? O1 Tb1 N4 87.92(6) 2_556 2_556 ? O1 Tb1 N4 92.04(6) . 2_556 ? O2 Tb1 N4 80.45(6) . . ? O2 Tb1 N4 111.46(6) 2_556 . ? O9 Tb1 N4 25.92(7) . . ? O9 Tb1 N4 157.12(6) 2_556 . ? O7 Tb1 N4 146.72(6) 2_556 . ? O7 Tb1 N4 25.56(6) . . ? O5 Tb1 N4 70.94(7) . . ? O5 Tb1 N4 96.35(8) 2_556 . ? O1 Tb1 N4 92.04(6) 2_556 . ? O1 Tb1 N4 87.92(6) . . ? N4 Tb1 N4 166.30(9) 2_556 . ? C8 N1 C9 118.8(2) . . ? C8 N1 Zn1 125.13(18) . . ? C9 N1 Zn1 115.51(18) . . ? C10 N2 C14 117.8(2) . . ? C10 N2 Zn1 110.38(19) . . ? C14 N2 Zn1 131.70(18) . . ? O6 N3 O5 121.81(16) . . ? O6 N3 O5 121.81(16) . 2_556 ? O5 N3 O5 116.4(3) . 2_556 ? O6 N3 Tb1 180.000(1) . . ? O5 N3 Tb1 58.19(16) . . ? O5 N3 Tb1 58.19(16) 2_556 . ? O8 N4 O7 121.9(2) . . ? O8 N4 O9 121.8(2) . . ? O7 N4 O9 116.3(2) . . ? O8 N4 Tb1 177.76(19) . . ? O7 N4 Tb1 58.58(12) . . ? O9 N4 Tb1 57.81(11) . . ? C15 N6 C15 180(2) . 7_446 ? C2 O1 C1 116.4(2) . . ? C2 O1 Tb1 114.73(14) . . ? C1 O1 Tb1 126.87(18) . . ? C7 O2 Zn1 121.59(13) . . ? C7 O2 Tb1 128.37(14) . . ? Zn1 O2 Tb1 108.97(7) . . ? N3 O5 Tb1 96.63(18) . . ? N4 O7 Tb1 95.86(14) . . ? N4 O9 Tb1 96.28(14) . . ? O2 Zn1 O2 75.99(9) 2_556 . ? O2 Zn1 N1 150.26(8) 2_556 . ? O2 Zn1 N1 88.07(7) . . ? O2 Zn1 N1 88.07(7) 2_556 2_556 ? O2 Zn1 N1 150.26(8) . 2_556 ? N1 Zn1 N1 116.05(12) . 2_556 ? O2 Zn1 N2 91.63(7) 2_556 . ? O2 Zn1 N2 114.43(7) . . ? N1 Zn1 N2 72.09(9) . . ? N1 Zn1 N2 90.60(8) 2_556 . ? O2 Zn1 N2 114.43(7) 2_556 2_556 ? O2 Zn1 N2 91.63(7) . 2_556 ? N1 Zn1 N2 90.60(8) . 2_556 ? N1 Zn1 N2 72.09(9) 2_556 2_556 ? N2 Zn1 N2 147.42(10) . 2_556 ? O2 Zn1 Tb1 38.00(4) 2_556 . ? O2 Zn1 Tb1 38.00(4) . . ? N1 Zn1 Tb1 121.98(6) . . ? N1 Zn1 Tb1 121.98(6) 2_556 . ? N2 Zn1 Tb1 106.29(5) . . ? N2 Zn1 Tb1 106.29(5) 2_556 . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 29.46 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.764 _refine_diff_density_min -1.078 _refine_diff_density_rms 0.079 data_shelxl10 _database_code_depnum_ccdc_archive 'CCDC 920463' #TrackingRef 'C12_ms35.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H29 Eu N8 O13 Zn' _chemical_formula_weight 926.94 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 21.795(2) _cell_length_b 12.7388(14) _cell_length_c 16.8446(19) _cell_angle_alpha 90.00 _cell_angle_beta 130.612(6) _cell_angle_gamma 90.00 _cell_volume 3550.3(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 9181 _cell_measurement_theta_min 3.02 _cell_measurement_theta_max 26.64 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.734 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1848 _exptl_absorpt_coefficient_mu 2.501 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2470 _exptl_absorpt_correction_T_max 0.4155 _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _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 'STOE IPDS II' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12463 _diffrn_reflns_av_R_equivalents 0.0697 _diffrn_reflns_av_sigmaI/netI 0.0565 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 26.64 _reflns_number_total 3705 _reflns_number_gt 3051 _reflns_threshold_expression >2sigma(I) _computing_data_collection X-Area _computing_cell_refinement X-Area _computing_data_reduction X-Area _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0446P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3705 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0449 _refine_ls_R_factor_gt 0.0339 _refine_ls_wR_factor_ref 0.0793 _refine_ls_wR_factor_gt 0.0762 _refine_ls_goodness_of_fit_ref 0.922 _refine_ls_restrained_S_all 0.922 _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 C1 C 0.0735(4) -0.0711(4) 1.0113(4) 0.0618(15) Uani 1 1 d . . . H1A H 0.0340 -0.1228 0.9633 0.093 Uiso 1 1 calc R . . H1B H 0.0625 -0.0464 1.0547 0.093 Uiso 1 1 calc R . . H1C H 0.1264 -0.1020 1.0543 0.093 Uiso 1 1 calc R . . C2 C 0.1244(2) 0.0959(3) 1.0123(3) 0.0329(8) Uani 1 1 d . . . C3 C 0.1789(2) 0.1012(4) 1.1199(3) 0.0398(9) Uani 1 1 d . . . H3 H 0.1824 0.0463 1.1591 0.048 Uiso 1 1 calc R . . C4 C 0.2285(2) 0.1884(4) 1.1699(3) 0.0450(10) Uani 1 1 d . . . H4 H 0.2649 0.1921 1.2425 0.054 Uiso 1 1 calc R . . C5 C 0.2241(2) 0.2695(4) 1.1122(3) 0.0420(10) Uani 1 1 d . . . H5 H 0.2589 0.3264 1.1465 0.050 Uiso 1 1 calc R . . C6 C 0.1674(2) 0.2676(3) 1.0016(3) 0.0330(8) Uani 1 1 d . . . C7 C 0.1174(2) 0.1791(3) 0.9506(3) 0.0303(8) Uani 1 1 d . . . C8 C 0.1655(2) 0.3564(3) 0.9455(3) 0.0351(9) Uani 1 1 d . . . H8 H 0.2118 0.3976 0.9810 0.042 Uiso 1 1 calc R . . C9 C 0.1148(3) 0.4693(3) 0.8029(3) 0.0398(9) Uani 1 1 d . . . H9A H 0.1707 0.4924 0.8492 0.048 Uiso 1 1 calc R . . H9B H 0.0813 0.5281 0.7906 0.048 Uiso 1 1 calc R . . C10 C 0.0901(2) 0.4320(3) 0.7002(3) 0.0361(9) Uani 1 1 d . . . C11 C 0.1169(2) 0.4843(4) 0.6546(3) 0.0435(10) Uani 1 1 d . . . H11 H 0.1487 0.5443 0.6854 0.052 Uiso 1 1 calc R . . C12 C 0.0952(2) 0.4452(4) 0.5633(4) 0.0471(11) Uani 1 1 d . . . H12 H 0.1120 0.4788 0.5314 0.056 Uiso 1 1 calc R . . C13 C 0.0483(3) 0.3560(4) 0.5192(4) 0.0444(11) Uani 1 1 d . . . H13 H 0.0336 0.3278 0.4580 0.053 Uiso 1 1 calc R . . C14 C 0.0237(3) 0.3094(4) 0.5690(3) 0.0415(9) Uani 1 1 d . . . H14 H -0.0080 0.2492 0.5395 0.050 Uiso 1 1 calc R . . C15 C -0.2552(10) -0.2221(12) 0.4351(14) 0.084(5) Uani 0.50 1 d P . . C16 C -0.2693(10) -0.1856(12) 0.3646(12) 0.092(5) Uani 0.50 1 d P . . H16A H -0.3114 -0.1345 0.3355 0.138 Uiso 0.50 1 calc PR . . H16B H -0.2867 -0.2389 0.3135 0.138 Uiso 0.50 1 calc PR . . H16C H -0.2217 -0.1519 0.3841 0.138 Uiso 0.50 1 calc PR . . Eu1 Eu 0.0000 0.01386(2) 0.7500 0.02768(9) Uani 1 2 d S . . N1 N 0.1052(2) 0.3822(3) 0.8515(3) 0.0333(7) Uani 1 1 d . . . N2 N 0.0432(2) 0.3466(3) 0.6574(3) 0.0366(7) Uani 1 1 d . . . N3 N 0.0000 -0.2186(4) 0.7500 0.0431(12) Uani 1 2 d S . . N4 N 0.16080(18) -0.0173(3) 0.8183(2) 0.0354(7) Uani 1 1 d . . . N6 N -0.2500 -0.2500 0.5000 0.284(15) Uani 1 2 d S . . O1 O 0.06996(16) 0.0157(2) 0.9534(2) 0.0352(6) Uani 1 1 d . . . O2 O 0.06184(15) 0.1688(2) 0.84619(19) 0.0325(6) Uani 1 1 d . . . O5 O 0.0095(2) -0.1664(2) 0.6949(2) 0.0459(7) Uani 1 1 d . . . O6 O 0.0000 -0.3153(4) 0.7500 0.0705(15) Uani 1 2 d S . . O7 O 0.14488(17) -0.0423(2) 0.8759(2) 0.0406(7) Uani 1 1 d . . . O8 O 0.22721(17) -0.0331(3) 0.8449(2) 0.0497(8) Uani 1 1 d . . . O9 O 0.10417(16) 0.0279(2) 0.7317(2) 0.0392(6) Uani 1 1 d . . . Zn1 Zn 0.0000 0.29624(5) 0.7500 0.03156(15) Uani 1 2 d S . . 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 C1 0.096(4) 0.047(3) 0.053(3) 0.000(2) 0.054(3) -0.018(3) C2 0.0306(18) 0.034(2) 0.0330(19) 0.0019(16) 0.0201(16) 0.0047(16) C3 0.038(2) 0.044(3) 0.035(2) 0.0055(18) 0.0224(18) 0.0052(19) C4 0.037(2) 0.049(3) 0.030(2) 0.0018(18) 0.0139(17) 0.0039(19) C5 0.031(2) 0.042(2) 0.038(2) -0.0051(18) 0.0155(17) -0.0039(18) C6 0.0269(17) 0.032(2) 0.0329(19) -0.0006(15) 0.0164(16) 0.0001(15) C7 0.0285(17) 0.032(2) 0.0295(17) -0.0011(15) 0.0185(15) 0.0037(15) C8 0.0286(18) 0.030(2) 0.041(2) -0.0073(16) 0.0201(17) -0.0037(15) C9 0.040(2) 0.024(2) 0.051(2) 0.0002(17) 0.0275(19) -0.0030(16) C10 0.0275(18) 0.033(2) 0.047(2) 0.0096(17) 0.0233(18) 0.0064(16) C11 0.0310(18) 0.043(3) 0.048(2) 0.012(2) 0.0218(17) 0.0002(18) C12 0.030(2) 0.056(3) 0.052(3) 0.020(2) 0.026(2) 0.0076(19) C13 0.037(2) 0.056(3) 0.045(2) 0.007(2) 0.029(2) 0.009(2) C14 0.040(2) 0.038(2) 0.052(2) -0.0044(19) 0.033(2) -0.0029(19) C15 0.084(9) 0.039(7) 0.085(11) 0.003(7) 0.036(8) 0.017(7) C16 0.124(13) 0.052(8) 0.090(10) 0.014(8) 0.065(10) 0.035(8) Eu1 0.02774(13) 0.02264(15) 0.03268(14) 0.000 0.01967(11) 0.000 N1 0.0310(16) 0.0262(17) 0.0386(18) 0.0008(13) 0.0209(15) -0.0004(13) N2 0.0335(17) 0.0310(18) 0.0491(19) 0.0003(15) 0.0286(15) -0.0007(15) N3 0.050(3) 0.029(3) 0.045(3) 0.000 0.028(2) 0.000 N4 0.0290(15) 0.0358(18) 0.0363(16) -0.0059(14) 0.0191(13) 0.0000(14) N6 0.42(4) 0.174(19) 0.26(3) -0.135(18) 0.23(3) -0.21(2) O1 0.0415(14) 0.0286(14) 0.0386(13) -0.0003(12) 0.0273(12) -0.0035(12) O2 0.0283(12) 0.0301(16) 0.0306(13) 0.0021(11) 0.0155(11) 0.0013(11) O5 0.0603(19) 0.0313(17) 0.0545(18) 0.0011(14) 0.0411(16) 0.0060(14) O6 0.095(4) 0.028(3) 0.088(4) 0.000 0.059(3) 0.000 O7 0.0390(15) 0.0472(19) 0.0366(14) 0.0079(12) 0.0249(13) 0.0099(13) O8 0.0315(15) 0.062(2) 0.0537(18) -0.0085(15) 0.0269(14) -0.0007(14) O9 0.0362(14) 0.0441(17) 0.0387(14) 0.0034(13) 0.0250(12) -0.0001(12) Zn1 0.0284(3) 0.0235(3) 0.0337(3) 0.000 0.0162(3) 0.000 _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 C1 O1 1.442(5) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.378(6) . ? C2 O1 1.379(5) . ? C2 C7 1.421(6) . ? C3 C4 1.389(7) . ? C3 H3 0.9300 . ? C4 C5 1.377(7) . ? C4 H4 0.9300 . ? C5 C6 1.415(5) . ? C5 H5 0.9300 . ? C6 C7 1.406(6) . ? C6 C8 1.457(6) . ? C7 O2 1.343(4) . ? C8 N1 1.279(5) . ? C8 H8 0.9300 . ? C9 N1 1.472(5) . ? C9 C10 1.515(6) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 N2 1.337(5) . ? C10 C11 1.400(6) . ? C11 C12 1.375(7) . ? C11 H11 0.9300 . ? C12 C13 1.378(7) . ? C12 H12 0.9300 . ? C13 C14 1.390(6) . ? C13 H13 0.9300 . ? C14 N2 1.340(6) . ? C14 H14 0.9300 . ? C15 N6 1.08(2) . ? C15 C16 1.12(2) . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? Eu1 O2 2.345(3) . ? Eu1 O2 2.345(3) 2_556 ? Eu1 O9 2.489(3) . ? Eu1 O9 2.489(3) 2_556 ? Eu1 O7 2.502(3) 2_556 ? Eu1 O7 2.502(3) . ? Eu1 O5 2.536(3) . ? Eu1 O5 2.536(3) 2_556 ? Eu1 O1 2.695(3) . ? Eu1 O1 2.695(3) 2_556 ? Eu1 N4 2.918(3) . ? Eu1 N4 2.918(3) 2_556 ? N1 Zn1 2.068(3) . ? N2 Zn1 2.376(3) . ? N3 O6 1.233(7) . ? N3 O5 1.263(4) 2_556 ? N3 O5 1.263(4) . ? N4 O8 1.222(4) . ? N4 O7 1.265(4) . ? N4 O9 1.281(4) . ? N6 C15 1.08(2) 7_446 ? O2 Zn1 2.057(3) . ? Zn1 O2 2.057(3) 2_556 ? Zn1 N1 2.068(3) 2_556 ? Zn1 N2 2.376(3) 2_556 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 H1A 109.5 . . ? O1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 O1 125.7(4) . . ? C3 C2 C7 121.0(4) . . ? O1 C2 C7 113.2(3) . . ? C2 C3 C4 120.1(4) . . ? C2 C3 H3 119.9 . . ? C4 C3 H3 119.9 . . ? C5 C4 C3 120.2(4) . . ? C5 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? C4 C5 C6 121.1(4) . . ? C4 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C7 C6 C5 118.9(4) . . ? C7 C6 C8 122.9(3) . . ? C5 C6 C8 118.2(4) . . ? O2 C7 C6 123.8(4) . . ? O2 C7 C2 117.5(4) . . ? C6 C7 C2 118.7(3) . . ? N1 C8 C6 125.1(4) . . ? N1 C8 H8 117.4 . . ? C6 C8 H8 117.4 . . ? N1 C9 C10 109.0(3) . . ? N1 C9 H9A 109.9 . . ? C10 C9 H9A 109.9 . . ? N1 C9 H9B 109.9 . . ? C10 C9 H9B 109.9 . . ? H9A C9 H9B 108.3 . . ? N2 C10 C11 122.5(4) . . ? N2 C10 C9 116.7(3) . . ? C11 C10 C9 120.8(4) . . ? C12 C11 C10 118.6(4) . . ? C12 C11 H11 120.7 . . ? C10 C11 H11 120.7 . . ? C11 C12 C13 119.8(4) . . ? C11 C12 H12 120.1 . . ? C13 C12 H12 120.1 . . ? C12 C13 C14 118.0(4) . . ? C12 C13 H13 121.0 . . ? C14 C13 H13 121.0 . . ? N2 C14 C13 123.4(4) . . ? N2 C14 H14 118.3 . . ? C13 C14 H14 118.3 . . ? N6 C15 C16 170.5(18) . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? O2 Eu1 O2 65.28(12) . 2_556 ? O2 Eu1 O9 82.22(9) . . ? O2 Eu1 O9 90.80(9) 2_556 . ? O2 Eu1 O9 90.80(9) . 2_556 ? O2 Eu1 O9 82.22(9) 2_556 2_556 ? O9 Eu1 O9 171.73(14) . 2_556 ? O2 Eu1 O7 131.83(9) . 2_556 ? O2 Eu1 O7 79.29(10) 2_556 2_556 ? O9 Eu1 O7 131.69(9) . 2_556 ? O9 Eu1 O7 51.40(9) 2_556 2_556 ? O2 Eu1 O7 79.29(10) . . ? O2 Eu1 O7 131.83(9) 2_556 . ? O9 Eu1 O7 51.40(9) . . ? O9 Eu1 O7 131.69(9) 2_556 . ? O7 Eu1 O7 146.80(15) 2_556 . ? O2 Eu1 O5 150.28(10) . . ? O2 Eu1 O5 131.07(10) 2_556 . ? O9 Eu1 O5 73.81(10) . . ? O9 Eu1 O5 114.16(10) 2_556 . ? O7 Eu1 O5 77.87(10) 2_556 . ? O7 Eu1 O5 72.10(10) . . ? O2 Eu1 O5 131.07(9) . 2_556 ? O2 Eu1 O5 150.28(10) 2_556 2_556 ? O9 Eu1 O5 114.16(10) . 2_556 ? O9 Eu1 O5 73.81(10) 2_556 2_556 ? O7 Eu1 O5 72.10(10) 2_556 2_556 ? O7 Eu1 O5 77.87(10) . 2_556 ? O5 Eu1 O5 50.16(14) . 2_556 ? O2 Eu1 O1 61.26(9) . . ? O2 Eu1 O1 117.80(9) 2_556 . ? O9 Eu1 O1 110.50(9) . . ? O9 Eu1 O1 69.42(9) 2_556 . ? O7 Eu1 O1 115.95(9) 2_556 . ? O7 Eu1 O1 64.36(9) . . ? O5 Eu1 O1 111.08(9) . . ? O5 Eu1 O1 69.87(9) 2_556 . ? O2 Eu1 O1 117.80(9) . 2_556 ? O2 Eu1 O1 61.26(9) 2_556 2_556 ? O9 Eu1 O1 69.42(9) . 2_556 ? O9 Eu1 O1 110.50(9) 2_556 2_556 ? O7 Eu1 O1 64.36(9) 2_556 2_556 ? O7 Eu1 O1 115.95(9) . 2_556 ? O5 Eu1 O1 69.87(9) . 2_556 ? O5 Eu1 O1 111.08(9) 2_556 2_556 ? O1 Eu1 O1 179.02(12) . 2_556 ? O2 Eu1 N4 80.75(9) . . ? O2 Eu1 N4 112.93(10) 2_556 . ? O9 Eu1 N4 25.88(9) . . ? O9 Eu1 N4 156.82(9) 2_556 . ? O7 Eu1 N4 145.54(9) 2_556 . ? O7 Eu1 N4 25.56(9) . . ? O5 Eu1 N4 69.99(10) . . ? O5 Eu1 N4 95.51(10) 2_556 . ? O1 Eu1 N4 87.67(9) . . ? O1 Eu1 N4 92.46(9) 2_556 . ? O2 Eu1 N4 112.93(10) . 2_556 ? O2 Eu1 N4 80.75(9) 2_556 2_556 ? O9 Eu1 N4 156.82(9) . 2_556 ? O9 Eu1 N4 25.88(9) 2_556 2_556 ? O7 Eu1 N4 25.56(9) 2_556 2_556 ? O7 Eu1 N4 145.54(9) . 2_556 ? O5 Eu1 N4 95.51(10) . 2_556 ? O5 Eu1 N4 69.99(10) 2_556 2_556 ? O1 Eu1 N4 92.46(9) . 2_556 ? O1 Eu1 N4 87.67(9) 2_556 2_556 ? N4 Eu1 N4 164.38(14) . 2_556 ? C8 N1 C9 118.6(3) . . ? C8 N1 Zn1 125.5(3) . . ? C9 N1 Zn1 115.0(2) . . ? C10 N2 C14 117.7(4) . . ? C10 N2 Zn1 110.9(3) . . ? C14 N2 Zn1 131.2(3) . . ? O6 N3 O5 121.7(2) . 2_556 ? O6 N3 O5 121.7(2) . . ? O5 N3 O5 116.6(5) 2_556 . ? O6 N3 Eu1 180.000(1) . . ? O5 N3 Eu1 58.3(2) 2_556 . ? O5 N3 Eu1 58.3(2) . . ? O8 N4 O7 121.9(3) . . ? O8 N4 O9 121.6(3) . . ? O7 N4 O9 116.4(3) . . ? O8 N4 Eu1 177.9(3) . . ? O7 N4 Eu1 58.55(17) . . ? O9 N4 Eu1 58.02(17) . . ? C15 N6 C15 180.0(19) 7_446 . ? C2 O1 C1 116.1(3) . . ? C2 O1 Eu1 115.5(2) . . ? C1 O1 Eu1 126.1(3) . . ? C7 O2 Zn1 121.6(2) . . ? C7 O2 Eu1 127.5(2) . . ? Zn1 O2 Eu1 109.44(10) . . ? N3 O5 Eu1 96.6(3) . . ? N4 O7 Eu1 95.9(2) . . ? N4 O9 Eu1 96.1(2) . . ? O2 Zn1 O2 75.85(14) 2_556 . ? O2 Zn1 N1 150.96(12) 2_556 . ? O2 Zn1 N1 87.79(12) . . ? O2 Zn1 N1 87.79(12) 2_556 2_556 ? O2 Zn1 N1 150.96(12) . 2_556 ? N1 Zn1 N1 116.03(19) . 2_556 ? O2 Zn1 N2 113.18(11) 2_556 2_556 ? O2 Zn1 N2 91.85(11) . 2_556 ? N1 Zn1 N2 90.83(13) . 2_556 ? N1 Zn1 N2 72.51(13) 2_556 2_556 ? O2 Zn1 N2 91.85(11) 2_556 . ? O2 Zn1 N2 113.18(11) . . ? N1 Zn1 N2 72.51(13) . . ? N1 Zn1 N2 90.83(13) 2_556 . ? N2 Zn1 N2 148.68(17) 2_556 . ? O2 Zn1 Eu1 37.92(7) 2_556 . ? O2 Zn1 Eu1 37.92(7) . . ? N1 Zn1 Eu1 121.98(9) . . ? N1 Zn1 Eu1 121.98(9) 2_556 . ? N2 Zn1 Eu1 105.66(9) 2_556 . ? N2 Zn1 Eu1 105.66(9) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 26.64 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 2.176 _refine_diff_density_min -1.151 _refine_diff_density_rms 0.107 data_shelxl11 _database_code_depnum_ccdc_archive 'CCDC 920464' #TrackingRef 'C14_ms31.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H34 N7 Ni O17 Sm' _chemical_formula_weight 949.68 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x, -y+1/2, z-1/2' _cell_length_a 14.4975(8) _cell_length_b 23.6838(16) _cell_length_c 23.5318(16) _cell_angle_alpha 90.00 _cell_angle_beta 104.979(6) _cell_angle_gamma 90.00 _cell_volume 7805.2(9) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 32544 _cell_measurement_theta_min 2.17 _cell_measurement_theta_max 27.12 _exptl_crystal_description prism _exptl_crystal_colour brown _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.616 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3816 _exptl_absorpt_coefficient_mu 2.050 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5738 _exptl_absorpt_correction_T_max 0.9695 _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _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 'Stoe IPDS II' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 57503 _diffrn_reflns_av_R_equivalents 0.0897 _diffrn_reflns_av_sigmaI/netI 0.0680 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -30 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 2.17 _diffrn_reflns_theta_max 27.12 _reflns_number_total 8595 _reflns_number_gt 5652 _reflns_threshold_expression >2sigma(I) _computing_data_collection X-Area _computing_cell_refinement X-Area _computing_data_reduction X-Area _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0192P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8595 _refine_ls_number_parameters 505 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0661 _refine_ls_R_factor_gt 0.0308 _refine_ls_wR_factor_ref 0.0562 _refine_ls_wR_factor_gt 0.0505 _refine_ls_goodness_of_fit_ref 0.810 _refine_ls_restrained_S_all 0.810 _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 C1 C 0.8729(4) -0.02149(19) 0.5864(2) 0.0892(15) Uani 1 1 d . . . H1A H 0.9291 -0.0397 0.5808 0.134 Uiso 1 1 calc R . . H1B H 0.8294 -0.0495 0.5936 0.134 Uiso 1 1 calc R . . H1C H 0.8903 0.0036 0.6194 0.134 Uiso 1 1 calc R . . C2 C 0.8804(3) 0.05210(14) 0.51751(17) 0.0554(10) Uani 1 1 d . . . C3 C 0.9783(3) 0.05664(17) 0.5359(2) 0.0700(12) Uani 1 1 d . . . H3 H 1.0138 0.0310 0.5628 0.084 Uiso 1 1 calc R . . C4 C 1.0236(3) 0.10009(18) 0.5139(2) 0.0723(12) Uani 1 1 d . . . H4 H 1.0897 0.1033 0.5262 0.087 Uiso 1 1 calc R . . C5 C 0.9727(3) 0.13788(16) 0.47459(18) 0.0600(10) Uani 1 1 d . . . H5 H 1.0041 0.1670 0.4608 0.072 Uiso 1 1 calc R . . C6 C 0.8730(2) 0.13326(14) 0.45467(15) 0.0478(8) Uani 1 1 d . . . C7 C 0.8244(3) 0.09105(13) 0.47807(15) 0.0455(8) Uani 1 1 d . . . C8 C 0.8214(3) 0.17330(13) 0.41119(16) 0.0480(9) Uani 1 1 d . . . H8 H 0.8520 0.2067 0.4061 0.058 Uiso 1 1 calc R . . C9 C 0.6910(3) 0.20857(13) 0.33825(17) 0.0544(9) Uani 1 1 d . . . H9A H 0.7389 0.2296 0.3249 0.065 Uiso 1 1 calc R . . H9B H 0.6574 0.2348 0.3575 0.065 Uiso 1 1 calc R . . C10 C 0.6219(3) 0.18242(13) 0.28647(16) 0.0493(9) Uani 1 1 d . . . C11 C 0.5861(3) 0.21217(16) 0.23508(19) 0.0663(11) Uani 1 1 d . . . H11 H 0.6073 0.2487 0.2313 0.080 Uiso 1 1 calc R . . C12 C 0.5196(3) 0.1879(2) 0.1898(2) 0.0764(13) Uani 1 1 d . . . H12 H 0.4952 0.2076 0.1550 0.092 Uiso 1 1 calc R . . C13 C 0.4892(3) 0.1339(2) 0.19660(18) 0.0692(10) Uani 1 1 d . . . H13 H 0.4444 0.1163 0.1663 0.083 Uiso 1 1 calc R . . C14 C 0.5266(3) 0.10648(16) 0.24902(18) 0.0569(10) Uani 1 1 d . . . H14 H 0.5049 0.0703 0.2537 0.068 Uiso 1 1 calc R . . C15 C 0.3899(4) 0.2760(2) 0.3742(3) 0.143(3) Uani 1 1 d . . . H15A H 0.3635 0.2800 0.3326 0.214 Uiso 1 1 calc R . . H15B H 0.4293 0.3081 0.3889 0.214 Uiso 1 1 calc R . . H15C H 0.3391 0.2738 0.3934 0.214 Uiso 1 1 calc R . . C16 C 0.4023(3) 0.17531(16) 0.36741(18) 0.0604(10) Uani 1 1 d . . . C17 C 0.3080(3) 0.1692(2) 0.3385(2) 0.0771(12) Uani 1 1 d . . . H17 H 0.2687 0.2008 0.3301 0.093 Uiso 1 1 calc R . . C18 C 0.2706(3) 0.1157(2) 0.3217(2) 0.0862(14) Uani 1 1 d . . . H18 H 0.2061 0.1119 0.3028 0.103 Uiso 1 1 calc R . . C19 C 0.3269(3) 0.0694(2) 0.3325(2) 0.0728(12) Uani 1 1 d . . . H19 H 0.3011 0.0340 0.3211 0.087 Uiso 1 1 calc R . . C20 C 0.4250(3) 0.07470(15) 0.36116(16) 0.0527(9) Uani 1 1 d . . . C21 C 0.4631(2) 0.12815(15) 0.38082(15) 0.0493(8) Uani 1 1 d . . . C22 C 0.4836(3) 0.02492(14) 0.36828(17) 0.0556(10) Uani 1 1 d . . . H22 H 0.4538 -0.0100 0.3663 0.067 Uiso 1 1 calc R . . C23 C 0.6284(3) -0.02664(13) 0.3836(2) 0.0648(11) Uani 1 1 d . . . H23A H 0.5878 -0.0570 0.3637 0.078 Uiso 1 1 calc R . . H23B H 0.6507 -0.0363 0.4249 0.078 Uiso 1 1 calc R . . C24 C 0.7119(3) -0.02009(13) 0.35784(17) 0.0542(9) Uani 1 1 d . . . C25 C 0.7601(3) -0.06629(15) 0.3438(2) 0.0700(12) Uani 1 1 d . . . H25 H 0.7404 -0.1027 0.3497 0.084 Uiso 1 1 calc R . . C26 C 0.8368(3) -0.05806(17) 0.3211(2) 0.0781(13) Uani 1 1 d . . . H26 H 0.8696 -0.0888 0.3114 0.094 Uiso 1 1 calc R . . C27 C 0.8648(3) -0.00375(16) 0.3129(2) 0.0679(11) Uani 1 1 d . . . H27 H 0.9166 0.0030 0.2973 0.081 Uiso 1 1 calc R . . C28 C 0.8146(3) 0.03996(15) 0.32827(17) 0.0573(10) Uani 1 1 d . . . H28 H 0.8341 0.0766 0.3232 0.069 Uiso 1 1 calc R . . N1 N 0.59292(18) 0.12948(11) 0.29385(12) 0.0458(6) Uani 1 1 d . . . N2 N 0.7372(2) 0.16546(10) 0.37986(12) 0.0429(6) Uani 1 1 d . . . N3 N 0.7390(2) 0.03303(10) 0.35018(13) 0.0474(7) Uani 1 1 d . . . N4 N 0.5738(2) 0.02587(10) 0.37714(13) 0.0518(8) Uani 1 1 d . . . N5 N 0.4079(3) 0.11691(13) 0.49926(14) 0.0638(9) Uani 1 1 d . . . N6 N 0.8165(3) 0.15577(13) 0.59215(16) 0.0615(9) Uani 1 1 d . . . N7 N 0.5887(3) 0.15400(13) 0.63616(17) 0.0868(13) Uani 1 1 d . . . Ni1 Ni 0.65540(3) 0.095492(15) 0.377968(19) 0.04190(11) Uani 1 1 d . . . O1 O 0.8285(2) 0.00956(10) 0.53521(12) 0.0664(7) Uani 1 1 d . . . O2 O 0.72890(16) 0.08785(8) 0.46524(10) 0.0447(5) Uani 1 1 d . . . O3 O 0.55329(15) 0.13470(9) 0.41237(10) 0.0453(5) Uani 1 1 d . . . O4 O 0.4457(2) 0.22624(11) 0.38571(14) 0.0747(8) Uani 1 1 d . . . O5 O 0.4494(2) 0.16444(10) 0.50757(13) 0.0670(7) Uani 1 1 d . . . O6 O 0.4622(2) 0.07477(10) 0.49823(12) 0.0626(7) Uani 1 1 d . . . O7 O 0.3227(2) 0.11096(13) 0.49362(16) 0.0893(10) Uani 1 1 d . . . O8 O 0.77388(19) 0.18772(9) 0.54992(12) 0.0591(7) Uani 1 1 d . . . O9 O 0.7729(2) 0.11179(10) 0.59994(12) 0.0658(7) Uani 1 1 d . . . O10 O 0.8955(2) 0.16762(12) 0.62319(16) 0.0882(10) Uani 1 1 d . . . O11 O 0.5733(2) 0.10682(10) 0.61169(12) 0.0746(9) Uani 1 1 d . . . O12 O 0.6183(2) 0.19257(10) 0.60836(13) 0.0778(9) Uani 1 1 d . . . O13 O 0.5775(5) 0.16166(16) 0.6846(2) 0.185(3) Uani 1 1 d . . . O14W O 0.6392(2) 0.02743(9) 0.53575(12) 0.0588(7) Uani 1 1 d D . . O15W O 0.6047(2) 0.22873(10) 0.48262(13) 0.0610(7) Uani 1 1 d D . . O16W O 1.0576(8) -0.0698(4) 0.2702(3) 0.335(6) Uani 1 1 d . . . O17W O 0.3410(11) 0.2319(8) 0.0561(8) 0.512(11) Uani 1 1 d . . . Sm1 Sm 0.620069(14) 0.129466(6) 0.516848(8) 0.04482(6) Uani 1 1 d . . . H1W H 0.6998(11) 0.0211(17) 0.535(2) 0.088(16) Uiso 1 1 d D . . H2W H 0.606(3) -0.0047(13) 0.528(3) 0.14(2) Uiso 1 1 d D . . H3W H 0.558(2) 0.2316(16) 0.4492(10) 0.072(14) Uiso 1 1 d D . . H4W H 0.648(2) 0.2552(11) 0.4795(18) 0.073(13) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.105(4) 0.083(3) 0.082(4) 0.035(3) 0.029(3) 0.016(3) C2 0.065(3) 0.0459(18) 0.055(3) 0.0022(16) 0.015(2) 0.0017(17) C3 0.068(3) 0.066(2) 0.069(3) 0.005(2) 0.005(2) 0.011(2) C4 0.050(3) 0.080(3) 0.082(3) -0.007(2) 0.008(2) 0.000(2) C5 0.054(2) 0.059(2) 0.067(3) -0.0048(19) 0.014(2) -0.0110(18) C6 0.052(2) 0.0423(16) 0.050(2) -0.0067(16) 0.0154(17) -0.0121(16) C7 0.055(2) 0.0401(16) 0.042(2) -0.0071(14) 0.0132(17) -0.0036(15) C8 0.059(2) 0.0370(16) 0.052(2) -0.0057(15) 0.022(2) -0.0160(16) C9 0.066(3) 0.0382(17) 0.057(2) 0.0051(16) 0.012(2) -0.0145(16) C10 0.054(2) 0.0447(17) 0.053(2) 0.0036(16) 0.0204(19) -0.0033(16) C11 0.075(3) 0.060(2) 0.063(3) 0.015(2) 0.015(2) -0.002(2) C12 0.081(3) 0.091(3) 0.054(3) 0.015(2) 0.012(3) 0.009(3) C13 0.062(2) 0.091(3) 0.052(3) -0.015(2) 0.009(2) -0.005(2) C14 0.055(2) 0.064(2) 0.056(3) -0.0141(19) 0.023(2) -0.0155(18) C15 0.110(5) 0.075(3) 0.216(8) 0.003(4) -0.007(5) 0.029(3) C16 0.054(3) 0.066(2) 0.061(3) 0.0039(19) 0.015(2) -0.0019(19) C17 0.056(3) 0.097(3) 0.076(3) 0.000(3) 0.011(2) 0.005(2) C18 0.053(3) 0.125(4) 0.078(4) -0.011(3) 0.012(2) -0.018(3) C19 0.064(3) 0.093(3) 0.064(3) -0.014(2) 0.023(2) -0.027(3) C20 0.053(2) 0.059(2) 0.048(2) -0.0048(17) 0.0177(19) -0.0178(18) C21 0.047(2) 0.0585(19) 0.045(2) -0.0006(18) 0.0169(17) -0.0140(19) C22 0.067(3) 0.051(2) 0.054(2) -0.0083(16) 0.026(2) -0.0298(19) C23 0.083(3) 0.0349(17) 0.085(3) 0.0012(17) 0.038(3) -0.0127(18) C24 0.074(3) 0.0384(17) 0.051(2) 0.0007(15) 0.018(2) -0.0056(17) C25 0.089(3) 0.0417(19) 0.083(3) 0.0009(19) 0.028(3) 0.0026(19) C26 0.082(3) 0.061(2) 0.092(4) -0.005(2) 0.025(3) 0.015(2) C27 0.066(3) 0.067(2) 0.077(3) 0.002(2) 0.030(2) 0.006(2) C28 0.065(3) 0.052(2) 0.056(3) 0.0023(17) 0.019(2) -0.0052(18) N1 0.0523(16) 0.0449(13) 0.0444(16) -0.0044(14) 0.0200(14) -0.0102(14) N2 0.0502(18) 0.0342(13) 0.0435(17) 0.0025(11) 0.0105(14) -0.0115(12) N3 0.0569(19) 0.0369(13) 0.0521(19) -0.0013(12) 0.0207(16) -0.0083(12) N4 0.066(2) 0.0389(14) 0.056(2) -0.0032(12) 0.0267(17) -0.0175(14) N5 0.074(3) 0.063(2) 0.061(2) 0.0060(15) 0.0288(19) -0.0190(18) N6 0.074(3) 0.0458(17) 0.066(2) -0.0142(16) 0.019(2) -0.0143(17) N7 0.153(4) 0.0474(18) 0.078(3) -0.0211(17) 0.061(3) -0.033(2) Ni1 0.0518(3) 0.03239(19) 0.0435(3) -0.00224(17) 0.0160(2) -0.01289(18) O1 0.080(2) 0.0493(13) 0.069(2) 0.0178(13) 0.0173(16) 0.0019(13) O2 0.0496(15) 0.0404(11) 0.0456(14) 0.0023(10) 0.0151(12) -0.0072(10) O3 0.0442(13) 0.0429(11) 0.0499(14) -0.0045(10) 0.0143(11) -0.0094(10) O4 0.0701(19) 0.0561(15) 0.091(2) 0.0056(14) 0.0083(17) 0.0062(14) O5 0.081(2) 0.0452(13) 0.084(2) -0.0046(13) 0.0376(16) -0.0136(13) O6 0.0751(19) 0.0443(13) 0.074(2) -0.0056(12) 0.0292(16) -0.0198(13) O7 0.0604(19) 0.091(2) 0.121(3) 0.0149(18) 0.0313(19) -0.0140(16) O8 0.0713(18) 0.0429(12) 0.0624(18) -0.0006(12) 0.0159(15) -0.0176(12) O9 0.090(2) 0.0442(13) 0.0616(18) 0.0000(11) 0.0160(15) -0.0159(13) O10 0.072(2) 0.0756(19) 0.097(3) -0.0153(17) -0.0128(19) -0.0125(17) O11 0.125(3) 0.0416(12) 0.069(2) -0.0139(12) 0.0469(18) -0.0317(14) O12 0.120(3) 0.0437(13) 0.079(2) -0.0085(13) 0.0435(19) -0.0314(15) O13 0.405(8) 0.091(2) 0.118(4) -0.051(2) 0.172(5) -0.077(4) O14W 0.068(2) 0.0362(12) 0.077(2) 0.0010(11) 0.0266(16) -0.0154(13) O15W 0.076(2) 0.0397(12) 0.063(2) 0.0053(12) 0.0102(17) -0.0192(13) O16W 0.446(13) 0.408(12) 0.164(7) 0.025(7) 0.102(8) 0.278(11) O17W 0.442(19) 0.58(3) 0.56(3) 0.18(2) 0.21(2) 0.089(17) Sm1 0.06241(11) 0.03052(7) 0.04499(10) -0.00419(8) 0.02015(8) -0.01652(9) _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 C1 O1 1.416(5) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.377(5) . ? C2 O1 1.385(4) . ? C2 C7 1.408(5) . ? C3 C4 1.391(6) . ? C3 H3 0.9300 . ? C4 C5 1.359(6) . ? C4 H4 0.9300 . ? C5 C6 1.404(5) . ? C5 H5 0.9300 . ? C6 C7 1.414(4) . ? C6 C8 1.453(5) . ? C7 O2 1.340(4) . ? C8 N2 1.266(4) . ? C8 H8 0.9300 . ? C9 N2 1.453(4) . ? C9 C10 1.497(5) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 N1 1.348(4) . ? C10 C11 1.380(5) . ? C11 C12 1.365(6) . ? C11 H11 0.9300 . ? C12 C13 1.377(6) . ? C12 H12 0.9300 . ? C13 C14 1.375(6) . ? C13 H13 0.9300 . ? C14 N1 1.346(4) . ? C14 H14 0.9300 . ? C15 O4 1.416(5) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C17 1.369(6) . ? C16 O4 1.377(5) . ? C16 C21 1.407(5) . ? C17 C18 1.394(6) . ? C17 H17 0.9300 . ? C18 C19 1.352(6) . ? C18 H18 0.9300 . ? C19 C20 1.413(6) . ? C19 H19 0.9300 . ? C20 C21 1.410(5) . ? C20 C22 1.438(5) . ? C21 O3 1.335(4) . ? C22 N4 1.269(4) . ? C22 H22 0.9300 . ? C23 N4 1.461(4) . ? C23 C24 1.495(5) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 N3 1.344(4) . ? C24 C25 1.383(5) . ? C25 C26 1.365(6) . ? C25 H25 0.9300 . ? C26 C27 1.378(5) . ? C26 H26 0.9300 . ? C27 C28 1.367(5) . ? C27 H27 0.9300 . ? C28 N3 1.336(4) . ? C28 H28 0.9300 . ? N1 Ni1 2.112(3) . ? N2 Ni1 2.032(2) . ? N3 Ni1 2.120(3) . ? N4 Ni1 2.026(3) . ? N5 O7 1.216(4) . ? N5 O5 1.268(4) . ? N5 O6 1.276(4) . ? N6 O10 1.221(4) . ? N6 O9 1.256(4) . ? N6 O8 1.275(4) . ? N7 O13 1.205(4) . ? N7 O11 1.250(4) . ? N7 O12 1.262(4) . ? Ni1 O2 2.063(2) . ? Ni1 O3 2.081(2) . ? Ni1 Sm1 3.5293(5) . ? O2 Sm1 2.434(2) . ? O3 Sm1 2.401(2) . ? O5 Sm1 2.564(3) . ? O6 Sm1 2.567(2) . ? O8 Sm1 2.566(2) . ? O9 Sm1 2.582(3) . ? O11 Sm1 2.551(3) . ? O12 Sm1 2.627(3) . ? O14W Sm1 2.460(2) . ? O14W H1W 0.899(5) . ? O14W H2W 0.898(5) . ? O15W Sm1 2.476(2) . ? O15W H3W 0.899(5) . ? O15W H4W 0.899(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 H1A 109.5 . . ? O1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 O1 123.9(3) . . ? C3 C2 C7 121.9(3) . . ? O1 C2 C7 114.1(3) . . ? C2 C3 C4 119.1(4) . . ? C2 C3 H3 120.4 . . ? C4 C3 H3 120.4 . . ? C5 C4 C3 121.0(4) . . ? C5 C4 H4 119.5 . . ? C3 C4 H4 119.5 . . ? C4 C5 C6 120.5(4) . . ? C4 C5 H5 119.8 . . ? C6 C5 H5 119.8 . . ? C5 C6 C7 119.9(3) . . ? C5 C6 C8 118.9(3) . . ? C7 C6 C8 121.2(3) . . ? O2 C7 C2 119.9(3) . . ? O2 C7 C6 122.8(3) . . ? C2 C7 C6 117.3(3) . . ? N2 C8 C6 123.9(3) . . ? N2 C8 H8 118.0 . . ? C6 C8 H8 118.0 . . ? N2 C9 C10 110.7(3) . . ? N2 C9 H9A 109.5 . . ? C10 C9 H9A 109.5 . . ? N2 C9 H9B 109.5 . . ? C10 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? N1 C10 C11 121.9(4) . . ? N1 C10 C9 116.4(3) . . ? C11 C10 C9 121.5(3) . . ? C12 C11 C10 119.9(4) . . ? C12 C11 H11 120.0 . . ? C10 C11 H11 120.0 . . ? C11 C12 C13 118.9(4) . . ? C11 C12 H12 120.5 . . ? C13 C12 H12 120.5 . . ? C14 C13 C12 118.6(4) . . ? C14 C13 H13 120.7 . . ? C12 C13 H13 120.7 . . ? N1 C14 C13 123.2(4) . . ? N1 C14 H14 118.4 . . ? C13 C14 H14 118.4 . . ? O4 C15 H15A 109.5 . . ? O4 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? O4 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C17 C16 O4 124.4(4) . . ? C17 C16 C21 121.0(4) . . ? O4 C16 C21 114.6(3) . . ? C16 C17 C18 120.1(4) . . ? C16 C17 H17 120.0 . . ? C18 C17 H17 120.0 . . ? C19 C18 C17 120.8(4) . . ? C19 C18 H18 119.6 . . ? C17 C18 H18 119.6 . . ? C18 C19 C20 120.2(4) . . ? C18 C19 H19 119.9 . . ? C20 C19 H19 119.9 . . ? C21 C20 C19 119.7(4) . . ? C21 C20 C22 121.9(3) . . ? C19 C20 C22 118.3(3) . . ? O3 C21 C16 119.9(3) . . ? O3 C21 C20 122.0(3) . . ? C16 C21 C20 118.0(3) . . ? N4 C22 C20 123.8(3) . . ? N4 C22 H22 118.1 . . ? C20 C22 H22 118.1 . . ? N4 C23 C24 110.1(3) . . ? N4 C23 H23A 109.6 . . ? C24 C23 H23A 109.6 . . ? N4 C23 H23B 109.6 . . ? C24 C23 H23B 109.6 . . ? H23A C23 H23B 108.2 . . ? N3 C24 C25 121.7(4) . . ? N3 C24 C23 116.6(3) . . ? C25 C24 C23 121.8(3) . . ? C26 C25 C24 119.5(4) . . ? C26 C25 H25 120.2 . . ? C24 C25 H25 120.2 . . ? C25 C26 C27 119.2(4) . . ? C25 C26 H26 120.4 . . ? C27 C26 H26 120.4 . . ? C28 C27 C26 118.2(4) . . ? C28 C27 H27 120.9 . . ? C26 C27 H27 120.9 . . ? N3 C28 C27 123.7(3) . . ? N3 C28 H28 118.1 . . ? C27 C28 H28 118.1 . . ? C14 N1 C10 117.3(3) . . ? C14 N1 Ni1 128.8(2) . . ? C10 N1 Ni1 113.8(2) . . ? C8 N2 C9 119.8(3) . . ? C8 N2 Ni1 127.0(2) . . ? C9 N2 Ni1 113.2(2) . . ? C28 N3 C24 117.7(3) . . ? C28 N3 Ni1 128.7(2) . . ? C24 N3 Ni1 113.6(2) . . ? C22 N4 C23 120.6(3) . . ? C22 N4 Ni1 126.1(2) . . ? C23 N4 Ni1 113.1(2) . . ? O7 N5 O5 123.3(3) . . ? O7 N5 O6 121.5(3) . . ? O5 N5 O6 115.2(3) . . ? O10 N6 O9 122.2(4) . . ? O10 N6 O8 121.4(3) . . ? O9 N6 O8 116.4(3) . . ? O13 N7 O11 121.2(3) . . ? O13 N7 O12 121.9(3) . . ? O11 N7 O12 116.9(3) . . ? N4 Ni1 N2 179.29(11) . . ? N4 Ni1 O2 95.06(11) . . ? N2 Ni1 O2 84.34(10) . . ? N4 Ni1 O3 83.95(10) . . ? N2 Ni1 O3 95.60(9) . . ? O2 Ni1 O3 83.58(9) . . ? N4 Ni1 N1 101.14(11) . . ? N2 Ni1 N1 79.41(11) . . ? O2 Ni1 N1 162.31(9) . . ? O3 Ni1 N1 91.07(9) . . ? N4 Ni1 N3 78.95(11) . . ? N2 Ni1 N3 101.46(10) . . ? O2 Ni1 N3 93.23(10) . . ? O3 Ni1 N3 162.27(9) . . ? N1 Ni1 N3 96.77(11) . . ? N4 Ni1 Sm1 88.30(8) . . ? N2 Ni1 Sm1 91.00(8) . . ? O2 Ni1 Sm1 42.21(6) . . ? O3 Ni1 Sm1 41.39(6) . . ? N1 Ni1 Sm1 130.64(7) . . ? N3 Ni1 Sm1 132.54(8) . . ? C2 O1 C1 118.1(3) . . ? C7 O2 Ni1 117.19(19) . . ? C7 O2 Sm1 129.00(19) . . ? Ni1 O2 Sm1 103.09(9) . . ? C21 O3 Ni1 115.1(2) . . ? C21 O3 Sm1 129.87(18) . . ? Ni1 O3 Sm1 103.66(9) . . ? C16 O4 C15 118.6(4) . . ? N5 O5 Sm1 97.8(2) . . ? N5 O6 Sm1 97.47(19) . . ? N6 O8 Sm1 97.20(19) . . ? N6 O9 Sm1 96.9(2) . . ? N7 O11 Sm1 99.2(2) . . ? N7 O12 Sm1 95.2(2) . . ? Sm1 O14W H1W 103(3) . . ? Sm1 O14W H2W 140(4) . . ? H1W O14W H2W 110(4) . . ? Sm1 O15W H3W 110(3) . . ? Sm1 O15W H4W 133(2) . . ? H3W O15W H4W 105(4) . . ? O3 Sm1 O2 69.63(7) . . ? O3 Sm1 O14W 103.45(8) . . ? O2 Sm1 O14W 68.60(8) . . ? O3 Sm1 O15W 68.87(8) . . ? O2 Sm1 O15W 103.73(8) . . ? O14W Sm1 O15W 171.08(9) . . ? O3 Sm1 O11 141.12(9) . . ? O2 Sm1 O11 134.76(8) . . ? O14W Sm1 O11 71.23(8) . . ? O15W Sm1 O11 117.54(9) . . ? O3 Sm1 O5 76.78(8) . . ? O2 Sm1 O5 145.47(8) . . ? O14W Sm1 O5 113.19(8) . . ? O15W Sm1 O5 70.26(9) . . ? O11 Sm1 O5 70.97(10) . . ? O3 Sm1 O8 111.81(8) . . ? O2 Sm1 O8 75.20(8) . . ? O14W Sm1 O8 115.15(9) . . ? O15W Sm1 O8 65.55(9) . . ? O11 Sm1 O8 104.72(9) . . ? O5 Sm1 O8 126.57(8) . . ? O3 Sm1 O6 75.26(8) . . ? O2 Sm1 O6 112.00(8) . . ? O14W Sm1 O6 65.72(9) . . ? O15W Sm1 O6 115.00(9) . . ? O11 Sm1 O6 67.46(9) . . ? O5 Sm1 O6 49.50(8) . . ? O8 Sm1 O6 171.74(8) . . ? O3 Sm1 O9 145.45(8) . . ? O2 Sm1 O9 76.84(8) . . ? O14W Sm1 O9 70.69(8) . . ? O15W Sm1 O9 112.80(9) . . ? O11 Sm1 O9 70.93(9) . . ? O5 Sm1 O9 137.47(9) . . ? O8 Sm1 O9 49.40(8) . . ? O6 Sm1 O9 126.87(8) . . ? O3 Sm1 O12 136.32(8) . . ? O2 Sm1 O12 141.64(9) . . ? O14W Sm1 O12 115.80(9) . . ? O15W Sm1 O12 72.99(9) . . ? O11 Sm1 O12 48.82(7) . . ? O5 Sm1 O12 70.89(10) . . ? O8 Sm1 O12 68.72(9) . . ? O6 Sm1 O12 103.30(9) . . ? O9 Sm1 O12 70.09(9) . . ? O3 Sm1 Ni1 34.95(5) . . ? O2 Sm1 Ni1 34.70(6) . . ? O14W Sm1 Ni1 84.66(7) . . ? O15W Sm1 Ni1 86.42(7) . . ? O11 Sm1 Ni1 153.77(5) . . ? O5 Sm1 Ni1 111.26(7) . . ? O8 Sm1 Ni1 94.63(6) . . ? O6 Sm1 Ni1 93.63(6) . . ? O9 Sm1 Ni1 111.27(6) . . ? O12 Sm1 Ni1 157.41(5) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.12 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.653 _refine_diff_density_min -0.388 _refine_diff_density_rms 0.060 data_shelxl12 _database_code_depnum_ccdc_archive 'CCDC 920465' #TrackingRef 'C15_ms36.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H34 Eu N9 Ni O14' _chemical_formula_weight 979.35 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.966(2) _cell_length_b 13.261(2) _cell_length_c 13.785(2) _cell_angle_alpha 71.469(13) _cell_angle_beta 67.302(13) _cell_angle_gamma 77.851(13) _cell_volume 2062.8(6) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 8931 _cell_measurement_theta_min 2.61 _cell_measurement_theta_max 25.04 _exptl_crystal_description prism _exptl_crystal_colour brown _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.577 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 984 _exptl_absorpt_coefficient_mu 2.035 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4708 _exptl_absorpt_correction_T_max 0.5290 _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _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 'STOE IPDS II' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11964 _diffrn_reflns_av_R_equivalents 0.1105 _diffrn_reflns_av_sigmaI/netI 0.2197 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.61 _diffrn_reflns_theta_max 25.04 _reflns_number_total 6628 _reflns_number_gt 3664 _reflns_threshold_expression >2sigma(I) _computing_data_collection X-Area _computing_cell_refinement X-Area _computing_data_reduction X-Area _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0022P)^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 6628 _refine_ls_number_parameters 516 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1327 _refine_ls_R_factor_gt 0.0651 _refine_ls_wR_factor_ref 0.1123 _refine_ls_wR_factor_gt 0.0954 _refine_ls_goodness_of_fit_ref 0.858 _refine_ls_restrained_S_all 0.858 _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 C1 C 0.7237(11) 0.4717(12) 0.3259(13) 0.065(5) Uani 1 1 d . . . H1A H 0.7618 0.5059 0.2509 0.098 Uiso 1 1 calc R . . H1B H 0.7738 0.4156 0.3529 0.098 Uiso 1 1 calc R . . H1C H 0.6999 0.5233 0.3678 0.098 Uiso 1 1 calc R . . C2 C 0.5620(10) 0.3741(10) 0.4343(10) 0.038(3) Uani 1 1 d . . . C3 C 0.5681(12) 0.3777(13) 0.5342(11) 0.058(4) Uani 1 1 d . . . H3 H 0.6206 0.4161 0.5339 0.069 Uiso 1 1 calc R . . C4 C 0.4945(12) 0.3230(11) 0.6323(11) 0.053(4) Uani 1 1 d . . . H4 H 0.4985 0.3262 0.6972 0.064 Uiso 1 1 calc R . . C5 C 0.4170(12) 0.2651(11) 0.6368(10) 0.051(4) Uani 1 1 d . . . H5 H 0.3704 0.2282 0.7039 0.061 Uiso 1 1 calc R . . C6 C 0.4067(10) 0.2609(10) 0.5354(8) 0.034(3) Uani 1 1 d . . . C7 C 0.4802(10) 0.3149(11) 0.4379(9) 0.036(3) Uani 1 1 d . . . C8 C 0.3206(10) 0.2020(10) 0.5434(8) 0.036(3) Uani 1 1 d . . . H8 H 0.2848 0.1565 0.6103 0.043 Uiso 1 1 calc R . . C9 C 0.2060(10) 0.1444(10) 0.4739(9) 0.043(3) Uani 1 1 d . . . H9A H 0.1580 0.1247 0.5497 0.051 Uiso 1 1 calc R . . H9B H 0.2427 0.0793 0.4524 0.051 Uiso 1 1 calc R . . C10 C 0.1358(10) 0.2051(10) 0.4049(9) 0.039(3) Uani 1 1 d . . . C11 C 0.0290(10) 0.1731(12) 0.4231(11) 0.054(4) Uani 1 1 d . . . H11 H -0.0004 0.1145 0.4794 0.065 Uiso 1 1 calc R . . C12 C -0.0270(11) 0.2312(14) 0.3553(13) 0.069(5) Uani 1 1 d . . . H12 H -0.0963 0.2125 0.3653 0.082 Uiso 1 1 calc R . . C13 C 0.0186(10) 0.3216(13) 0.2678(12) 0.060(4) Uani 1 1 d . . . H13 H -0.0205 0.3614 0.2216 0.072 Uiso 1 1 calc R . . C14 C 0.1204(10) 0.3476(12) 0.2543(10) 0.046(4) Uani 1 1 d . . . H14 H 0.1507 0.4060 0.1982 0.056 Uiso 1 1 calc R . . C15 C 0.3667(11) -0.0742(10) 0.1976(11) 0.054(4) Uani 1 1 d . . . H15A H 0.3794 -0.1300 0.2575 0.081 Uiso 1 1 calc R . . H15B H 0.4158 -0.0899 0.1302 0.081 Uiso 1 1 calc R . . H15C H 0.2900 -0.0696 0.2026 0.081 Uiso 1 1 calc R . . C16 C 0.3763(10) 0.1172(10) 0.1234(9) 0.035(3) Uani 1 1 d . . . C17 C 0.3480(11) 0.1195(11) 0.0350(9) 0.047(4) Uani 1 1 d . . . H17 H 0.3393 0.0560 0.0251 0.056 Uiso 1 1 calc R . . C18 C 0.3320(11) 0.2205(12) -0.0418(10) 0.054(4) Uani 1 1 d . . . H18 H 0.3088 0.2238 -0.0988 0.064 Uiso 1 1 calc R . . C19 C 0.3529(11) 0.3118(12) -0.0268(9) 0.054(4) Uani 1 1 d . . . H19 H 0.3482 0.3768 -0.0776 0.065 Uiso 1 1 calc R . . C20 C 0.3806(9) 0.3088(9) 0.0623(8) 0.031(3) Uani 1 1 d . . . C21 C 0.3963(10) 0.2115(10) 0.1368(8) 0.034(3) Uani 1 1 d . . . C22 C 0.3912(9) 0.4113(10) 0.0763(8) 0.035(3) Uani 1 1 d . . . H22 H 0.4059 0.4694 0.0152 0.042 Uiso 1 1 calc R . . C23 C 0.3929(10) 0.5312(9) 0.1758(9) 0.036(3) Uani 1 1 d . . . H23A H 0.3858 0.5869 0.1124 0.044 Uiso 1 1 calc R . . H23B H 0.4659 0.5312 0.1800 0.044 Uiso 1 1 calc R . . C24 C 0.3013(10) 0.5508(10) 0.2772(9) 0.038(3) Uani 1 1 d . . . C25 C 0.2512(10) 0.6541(10) 0.2866(10) 0.043(3) Uani 1 1 d . . . H25 H 0.2742 0.7134 0.2284 0.052 Uiso 1 1 calc R . . C26 C 0.1687(11) 0.6667(12) 0.3814(12) 0.057(4) Uani 1 1 d . . . H26 H 0.1359 0.7346 0.3888 0.068 Uiso 1 1 calc R . . C27 C 0.1336(11) 0.5746(14) 0.4689(10) 0.056(4) Uani 1 1 d . . . H27 H 0.0787 0.5810 0.5349 0.067 Uiso 1 1 calc R . . C28 C 0.1833(9) 0.4752(10) 0.4533(9) 0.035(3) Uani 1 1 d . . . H28 H 0.1584 0.4146 0.5089 0.042 Uiso 1 1 calc R . . C29 C 0.9609(14) -0.0195(15) 0.7706(13) 0.073(5) Uani 1 1 d . . . C30 C 0.9784(16) -0.1059(15) 0.8582(13) 0.109(8) Uani 1 1 d . . . H30A H 1.0576 -0.1257 0.8431 0.163 Uiso 1 1 calc R . . H30B H 0.9432 -0.1661 0.8655 0.163 Uiso 1 1 calc R . . H30C H 0.9463 -0.0840 0.9247 0.163 Uiso 1 1 calc R . . C31 C 0.0178(19) 0.311(2) 0.7843(16) 0.112(8) Uani 1 1 d . . . C32 C -0.0302(19) 0.2169(19) 0.8633(18) 0.130(9) Uani 1 1 d . . . H32A H 0.0270 0.1693 0.8878 0.195 Uiso 1 1 calc R . . H32B H -0.0602 0.1817 0.8305 0.195 Uiso 1 1 calc R . . H32C H -0.0892 0.2368 0.9243 0.195 Uiso 1 1 calc R . . N1 N 0.2912(8) 0.2096(8) 0.4615(7) 0.036(2) Uani 1 1 d . . . N2 N 0.1795(7) 0.2890(7) 0.3220(6) 0.027(2) Uani 1 1 d . . . N3 N 0.3815(7) 0.4253(7) 0.1672(6) 0.030(2) Uani 1 1 d . . . N4 N 0.2675(7) 0.4627(7) 0.3594(7) 0.029(2) Uani 1 1 d . . . N5 N 0.7327(9) 0.3310(10) 0.0585(10) 0.064(4) Uani 1 1 d . . . N6 N 0.6824(7) 0.1329(7) 0.4371(7) 0.032(2) Uani 1 1 d . . . N7 N 0.7472(11) 0.0242(13) 0.1295(12) 0.073(4) Uani 1 1 d . . . N8 N 0.9516(13) 0.0541(13) 0.7019(12) 0.102(5) Uani 1 1 d . . . N9 N 0.0574(16) 0.389(2) 0.7215(15) 0.151(9) Uani 1 1 d . . . O1 O 0.6273(7) 0.4275(7) 0.3351(7) 0.045(2) Uani 1 1 d . . . O2 O 0.4872(6) 0.3061(6) 0.3378(6) 0.032(2) Uani 1 1 d . . . O3 O 0.3889(7) 0.0247(6) 0.2013(6) 0.047(2) Uani 1 1 d . . . O4 O 0.4243(6) 0.2046(6) 0.2238(5) 0.0318(19) Uani 1 1 d . . . O5 O 0.7782(7) 0.2565(8) 0.1232(8) 0.071(3) Uani 1 1 d . . . O6 O 0.6267(7) 0.3313(9) 0.0842(8) 0.080(4) Uani 1 1 d . . . O7 O 0.7879(9) 0.3930(10) -0.0269(10) 0.116(5) Uani 1 1 d . . . O8 O 0.5996(6) 0.0851(6) 0.4449(6) 0.035(2) Uani 1 1 d . . . O9 O 0.7272(6) 0.1941(7) 0.3462(6) 0.037(2) Uani 1 1 d . . . O10 O 0.7100(7) 0.1168(7) 0.5158(6) 0.049(2) Uani 1 1 d . . . O11 O 0.7580(7) 0.0290(7) 0.2206(7) 0.053(2) Uani 1 1 d . . . O12 O 0.6685(7) 0.0862(8) 0.0978(7) 0.054(3) Uani 1 1 d . . . O13 O 0.8081(12) -0.0444(14) 0.0828(13) 0.135(6) Uani 1 1 d . . . O14W O 0.5115(6) 0.0118(6) 0.3322(5) 0.038(2) Uani 1 1 d . . . Ni1 Ni 0.33591(11) 0.31801(11) 0.31421(10) 0.0271(4) Uani 1 1 d . . . Eu1 Eu 0.60011(5) 0.17633(5) 0.25046(5) 0.02529(16) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.048(8) 0.051(10) 0.112(12) -0.019(9) -0.048(9) -0.002(8) C2 0.047(8) 0.028(8) 0.045(7) -0.021(6) -0.020(6) 0.010(6) C3 0.065(10) 0.070(12) 0.055(9) -0.034(8) -0.037(8) 0.017(8) C4 0.077(10) 0.049(9) 0.060(9) -0.029(7) -0.055(8) 0.024(8) C5 0.074(9) 0.047(9) 0.040(7) -0.013(6) -0.033(7) 0.004(8) C6 0.050(7) 0.034(8) 0.029(6) -0.017(5) -0.018(6) -0.002(6) C7 0.035(7) 0.051(9) 0.037(7) -0.031(6) -0.021(6) 0.012(7) C8 0.049(7) 0.040(8) 0.015(5) -0.004(5) -0.012(5) 0.002(6) C9 0.058(8) 0.025(7) 0.037(7) 0.011(6) -0.019(6) -0.013(7) C10 0.041(7) 0.031(8) 0.043(7) -0.026(6) -0.004(6) -0.002(6) C11 0.047(8) 0.073(11) 0.062(8) -0.028(8) -0.030(7) -0.011(8) C12 0.040(8) 0.088(13) 0.097(12) -0.055(10) -0.017(9) -0.011(9) C13 0.024(7) 0.093(13) 0.074(10) -0.032(9) -0.025(7) 0.005(8) C14 0.047(8) 0.053(10) 0.046(8) -0.015(7) -0.025(7) -0.002(7) C15 0.076(9) 0.038(9) 0.071(9) -0.022(7) -0.049(8) 0.006(8) C16 0.045(7) 0.036(8) 0.032(6) -0.008(6) -0.021(6) -0.009(7) C17 0.074(9) 0.040(9) 0.041(7) -0.015(6) -0.030(7) -0.011(8) C18 0.060(9) 0.068(11) 0.046(7) -0.024(7) -0.021(7) -0.013(8) C19 0.086(10) 0.062(10) 0.023(6) -0.009(6) -0.023(6) -0.022(9) C20 0.037(7) 0.034(8) 0.026(6) -0.010(5) -0.010(5) -0.008(6) C21 0.041(7) 0.039(8) 0.027(6) -0.013(6) -0.015(5) -0.002(6) C22 0.031(6) 0.045(8) 0.027(6) -0.006(6) -0.004(5) -0.016(6) C23 0.058(8) 0.018(7) 0.041(7) -0.011(6) -0.021(6) -0.008(6) C24 0.052(8) 0.032(8) 0.036(6) -0.003(6) -0.021(6) -0.013(7) C25 0.051(8) 0.029(8) 0.045(7) 0.001(6) -0.020(6) -0.006(7) C26 0.058(9) 0.044(10) 0.076(10) -0.029(8) -0.026(8) 0.005(8) C27 0.049(8) 0.092(13) 0.040(7) -0.036(8) -0.020(6) 0.003(9) C28 0.038(7) 0.029(8) 0.038(7) -0.015(6) -0.014(6) 0.006(6) C29 0.074(11) 0.069(13) 0.060(10) -0.006(9) -0.020(9) 0.002(10) C30 0.123(15) 0.100(16) 0.060(10) 0.016(11) -0.037(11) 0.032(13) C31 0.109(17) 0.18(3) 0.048(11) -0.020(13) -0.018(11) -0.042(17) C32 0.16(2) 0.13(2) 0.125(18) -0.022(16) -0.100(17) 0.013(17) N1 0.043(6) 0.034(6) 0.027(5) -0.005(4) -0.005(4) -0.012(5) N2 0.032(5) 0.033(6) 0.019(4) -0.010(4) -0.010(4) -0.004(5) N3 0.041(6) 0.025(6) 0.018(4) -0.007(4) -0.002(4) -0.005(5) N4 0.024(5) 0.030(6) 0.030(5) -0.010(4) -0.007(4) -0.002(5) N5 0.032(6) 0.060(9) 0.079(9) -0.015(7) -0.001(6) -0.001(6) N6 0.032(5) 0.024(6) 0.037(5) -0.003(5) -0.016(5) 0.003(5) N7 0.054(9) 0.070(12) 0.089(11) -0.039(9) -0.005(8) -0.001(8) N8 0.101(11) 0.086(12) 0.089(11) -0.006(9) -0.026(9) 0.009(10) N9 0.132(16) 0.21(3) 0.094(13) -0.043(15) 0.005(12) -0.070(17) O1 0.044(5) 0.044(6) 0.066(6) -0.019(5) -0.037(5) -0.004(5) O2 0.031(4) 0.036(5) 0.028(4) -0.009(4) -0.011(4) 0.001(4) O3 0.070(6) 0.026(5) 0.055(5) -0.010(4) -0.035(5) -0.001(5) O4 0.042(5) 0.034(5) 0.025(4) -0.008(4) -0.016(4) -0.006(4) O5 0.049(6) 0.075(8) 0.079(7) 0.020(6) -0.048(5) 0.002(5) O6 0.040(6) 0.102(9) 0.063(6) 0.034(6) -0.018(5) -0.020(6) O7 0.083(8) 0.088(10) 0.100(9) 0.058(8) -0.010(7) -0.024(7) O8 0.032(4) 0.032(5) 0.044(5) -0.003(4) -0.018(4) -0.012(4) O9 0.036(5) 0.041(5) 0.037(4) -0.004(4) -0.019(4) -0.006(4) O10 0.071(6) 0.044(6) 0.041(5) 0.000(4) -0.043(5) 0.002(5) O11 0.063(6) 0.050(6) 0.053(5) -0.018(5) -0.028(5) 0.002(5) O12 0.050(5) 0.069(7) 0.056(6) -0.037(5) -0.029(5) 0.023(5) O13 0.113(10) 0.177(17) 0.185(14) -0.159(13) -0.084(10) 0.079(11) O14W 0.045(5) 0.045(5) 0.029(4) -0.007(4) -0.018(4) -0.008(4) Ni1 0.0311(8) 0.0273(9) 0.0234(7) -0.0046(7) -0.0116(6) -0.0026(7) Eu1 0.0280(3) 0.0244(3) 0.0225(3) -0.0034(2) -0.0110(2) -0.0007(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.435(13) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 O1 1.353(12) . ? C2 C7 1.424(16) . ? C2 C3 1.426(17) . ? C3 C4 1.391(17) . ? C3 H3 0.9300 . ? C4 C5 1.360(16) . ? C4 H4 0.9300 . ? C5 C6 1.474(15) . ? C5 H5 0.9300 . ? C6 C7 1.383(15) . ? C6 C8 1.444(15) . ? C7 O2 1.388(13) . ? C8 N1 1.293(13) . ? C8 H8 0.9300 . ? C9 N1 1.470(13) . ? C9 C10 1.501(16) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 N2 1.350(13) . ? C10 C11 1.440(15) . ? C11 C12 1.351(18) . ? C11 H11 0.9300 . ? C12 C13 1.438(19) . ? C12 H12 0.9300 . ? C13 C14 1.363(16) . ? C13 H13 0.9300 . ? C14 N2 1.379(14) . ? C14 H14 0.9300 . ? C15 O3 1.421(14) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 O3 1.378(13) . ? C16 C17 1.391(15) . ? C16 C21 1.409(16) . ? C17 C18 1.452(17) . ? C17 H17 0.9300 . ? C18 C19 1.387(18) . ? C18 H18 0.9300 . ? C19 C20 1.395(15) . ? C19 H19 0.9300 . ? C20 C21 1.404(15) . ? C20 C22 1.472(16) . ? C21 O4 1.354(12) . ? C22 N3 1.280(13) . ? C22 H22 0.9300 . ? C23 N3 1.490(14) . ? C23 C24 1.500(16) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 N4 1.354(12) . ? C24 C25 1.411(18) . ? C25 C26 1.366(18) . ? C25 H25 0.9300 . ? C26 C27 1.424(18) . ? C26 H26 0.9300 . ? C27 C28 1.384(19) . ? C27 H27 0.9300 . ? C28 N4 1.366(14) . ? C28 H28 0.9300 . ? C29 N8 1.146(18) . ? C29 C30 1.43(2) . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C31 N9 1.18(2) . ? C31 C32 1.44(3) . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? N1 Ni1 2.029(8) . ? N2 Ni1 2.099(8) . ? N3 Ni1 2.019(8) . ? N4 Ni1 2.114(10) . ? N5 O7 1.247(12) . ? N5 O6 1.279(12) . ? N5 O5 1.311(13) . ? N5 Eu1 2.948(11) . ? N6 O10 1.214(11) . ? N6 O9 1.248(10) . ? N6 O8 1.311(10) . ? N6 Eu1 3.001(9) . ? N7 O13 1.242(17) . ? N7 O12 1.292(16) . ? N7 O11 1.339(16) . ? N7 Eu1 2.925(17) . ? O2 Ni1 2.076(7) . ? O2 Eu1 2.335(8) . ? O4 Ni1 2.119(8) . ? O4 Eu1 2.381(7) . ? O5 Eu1 2.502(8) . ? O6 Eu1 2.508(8) . ? O8 Eu1 2.564(7) . ? O9 Eu1 2.559(7) . ? O11 Eu1 2.520(10) . ? O12 Eu1 2.521(9) . ? O14W Eu1 2.418(7) . ? Ni1 Eu1 3.4719(18) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 H1A 109.5 . . ? O1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C7 117.6(10) . . ? O1 C2 C3 123.5(11) . . ? C7 C2 C3 118.9(11) . . ? C4 C3 C2 119.2(13) . . ? C4 C3 H3 120.4 . . ? C2 C3 H3 120.4 . . ? C5 C4 C3 122.5(12) . . ? C5 C4 H4 118.8 . . ? C3 C4 H4 118.8 . . ? C4 C5 C6 120.0(11) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C7 C6 C8 124.0(10) . . ? C7 C6 C5 117.5(10) . . ? C8 C6 C5 118.5(10) . . ? C6 C7 O2 122.4(10) . . ? C6 C7 C2 122.0(10) . . ? O2 C7 C2 115.3(10) . . ? N1 C8 C6 123.0(9) . . ? N1 C8 H8 118.5 . . ? C6 C8 H8 118.5 . . ? N1 C9 C10 110.6(9) . . ? N1 C9 H9A 109.5 . . ? C10 C9 H9A 109.5 . . ? N1 C9 H9B 109.5 . . ? C10 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? N2 C10 C11 121.3(11) . . ? N2 C10 C9 116.8(9) . . ? C11 C10 C9 121.8(10) . . ? C12 C11 C10 117.6(12) . . ? C12 C11 H11 121.2 . . ? C10 C11 H11 121.2 . . ? C11 C12 C13 121.2(12) . . ? C11 C12 H12 119.4 . . ? C13 C12 H12 119.4 . . ? C14 C13 C12 118.5(13) . . ? C14 C13 H13 120.7 . . ? C12 C13 H13 120.7 . . ? C13 C14 N2 121.4(12) . . ? C13 C14 H14 119.3 . . ? N2 C14 H14 119.3 . . ? O3 C15 H15A 109.5 . . ? O3 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? O3 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? O3 C16 C17 123.3(11) . . ? O3 C16 C21 115.7(9) . . ? C17 C16 C21 120.9(11) . . ? C16 C17 C18 120.4(12) . . ? C16 C17 H17 119.8 . . ? C18 C17 H17 119.8 . . ? C19 C18 C17 117.3(11) . . ? C19 C18 H18 121.4 . . ? C17 C18 H18 121.4 . . ? C18 C19 C20 121.9(12) . . ? C18 C19 H19 119.1 . . ? C20 C19 H19 119.1 . . ? C19 C20 C21 120.9(11) . . ? C19 C20 C22 117.7(11) . . ? C21 C20 C22 121.4(10) . . ? O4 C21 C20 123.0(11) . . ? O4 C21 C16 118.5(10) . . ? C20 C21 C16 118.4(10) . . ? N3 C22 C20 124.0(10) . . ? N3 C22 H22 118.0 . . ? C20 C22 H22 118.0 . . ? N3 C23 C24 107.4(8) . . ? N3 C23 H23A 110.2 . . ? C24 C23 H23A 110.2 . . ? N3 C23 H23B 110.2 . . ? C24 C23 H23B 110.2 . . ? H23A C23 H23B 108.5 . . ? N4 C24 C25 121.5(11) . . ? N4 C24 C23 115.9(11) . . ? C25 C24 C23 122.6(10) . . ? C26 C25 C24 119.8(11) . . ? C26 C25 H25 120.1 . . ? C24 C25 H25 120.1 . . ? C25 C26 C27 119.1(14) . . ? C25 C26 H26 120.4 . . ? C27 C26 H26 120.4 . . ? C28 C27 C26 118.2(12) . . ? C28 C27 H27 120.9 . . ? C26 C27 H27 120.9 . . ? N4 C28 C27 122.6(11) . . ? N4 C28 H28 118.7 . . ? C27 C28 H28 118.7 . . ? N8 C29 C30 175(2) . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? N9 C31 C32 179(2) . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C8 N1 C9 120.4(9) . . ? C8 N1 Ni1 126.9(8) . . ? C9 N1 Ni1 112.2(7) . . ? C10 N2 C14 120.0(9) . . ? C10 N2 Ni1 113.4(7) . . ? C14 N2 Ni1 126.6(7) . . ? C22 N3 C23 121.4(9) . . ? C22 N3 Ni1 126.4(8) . . ? C23 N3 Ni1 112.0(6) . . ? C24 N4 C28 118.7(11) . . ? C24 N4 Ni1 113.5(8) . . ? C28 N4 Ni1 127.0(8) . . ? O7 N5 O6 120.9(12) . . ? O7 N5 O5 123.6(11) . . ? O6 N5 O5 115.2(10) . . ? O7 N5 Eu1 175.9(11) . . ? O6 N5 Eu1 57.7(6) . . ? O5 N5 Eu1 57.6(5) . . ? O10 N6 O9 124.4(9) . . ? O10 N6 O8 119.9(8) . . ? O9 N6 O8 115.7(8) . . ? O10 N6 Eu1 176.6(8) . . ? O9 N6 Eu1 57.6(5) . . ? O8 N6 Eu1 58.2(5) . . ? O13 N7 O12 122.5(16) . . ? O13 N7 O11 118.8(15) . . ? O12 N7 O11 118.5(14) . . ? O13 N7 Eu1 176.8(14) . . ? O12 N7 Eu1 59.2(8) . . ? O11 N7 Eu1 59.3(8) . . ? C2 O1 C1 119.4(10) . . ? C7 O2 Ni1 116.4(7) . . ? C7 O2 Eu1 126.0(7) . . ? Ni1 O2 Eu1 103.7(3) . . ? C16 O3 C15 120.3(9) . . ? C21 O4 Ni1 116.1(7) . . ? C21 O4 Eu1 132.6(7) . . ? Ni1 O4 Eu1 100.8(3) . . ? N5 O5 Eu1 96.2(6) . . ? N5 O6 Eu1 96.8(7) . . ? N6 O8 Eu1 96.1(5) . . ? N6 O9 Eu1 98.1(6) . . ? N7 O11 Eu1 93.5(9) . . ? N7 O12 Eu1 94.7(9) . . ? N3 Ni1 N1 179.6(5) . . ? N3 Ni1 O2 95.0(3) . . ? N1 Ni1 O2 84.7(3) . . ? N3 Ni1 N2 99.7(3) . . ? N1 Ni1 N2 80.6(3) . . ? O2 Ni1 N2 164.2(3) . . ? N3 Ni1 N4 79.2(4) . . ? N1 Ni1 N4 101.1(4) . . ? O2 Ni1 N4 96.4(3) . . ? N2 Ni1 N4 92.0(3) . . ? N3 Ni1 O4 84.0(3) . . ? N1 Ni1 O4 95.6(4) . . ? O2 Ni1 O4 83.1(3) . . ? N2 Ni1 O4 92.7(3) . . ? N4 Ni1 O4 163.2(3) . . ? N3 Ni1 Eu1 91.2(3) . . ? N1 Ni1 Eu1 88.4(3) . . ? O2 Ni1 Eu1 40.8(2) . . ? N2 Ni1 Eu1 132.5(3) . . ? N4 Ni1 Eu1 135.5(2) . . ? O4 Ni1 Eu1 42.35(19) . . ? O2 Eu1 O4 72.3(3) . . ? O2 Eu1 O14W 109.1(3) . . ? O4 Eu1 O14W 70.7(2) . . ? O2 Eu1 O5 106.3(3) . . ? O4 Eu1 O5 128.0(2) . . ? O14W Eu1 O5 143.9(3) . . ? O2 Eu1 O6 82.6(3) . . ? O4 Eu1 O6 77.2(3) . . ? O14W Eu1 O6 139.7(3) . . ? O5 Eu1 O6 51.8(3) . . ? O2 Eu1 O11 154.2(3) . . ? O4 Eu1 O11 130.5(3) . . ? O14W Eu1 O11 74.4(3) . . ? O5 Eu1 O11 70.8(3) . . ? O6 Eu1 O11 111.6(3) . . ? O2 Eu1 O12 152.2(3) . . ? O4 Eu1 O12 84.6(3) . . ? O14W Eu1 O12 76.2(3) . . ? O5 Eu1 O12 75.6(3) . . ? O6 Eu1 O12 77.2(4) . . ? O11 Eu1 O12 53.3(3) . . ? O2 Eu1 O9 80.9(3) . . ? O4 Eu1 O9 152.4(3) . . ? O14W Eu1 O9 113.2(2) . . ? O5 Eu1 O9 66.1(3) . . ? O6 Eu1 O9 106.6(3) . . ? O11 Eu1 O9 74.5(3) . . ? O12 Eu1 O9 123.0(3) . . ? O2 Eu1 O8 80.3(3) . . ? O4 Eu1 O8 116.7(2) . . ? O14W Eu1 O8 66.4(2) . . ? O5 Eu1 O8 114.1(2) . . ? O6 Eu1 O8 152.9(3) . . ? O11 Eu1 O8 78.0(3) . . ? O12 Eu1 O8 125.0(3) . . ? O9 Eu1 O8 50.0(2) . . ? O2 Eu1 N7 176.5(3) . . ? O4 Eu1 N7 107.9(3) . . ? O14W Eu1 N7 74.0(3) . . ? O5 Eu1 N7 70.8(4) . . ? O6 Eu1 N7 94.0(4) . . ? O11 Eu1 N7 27.2(3) . . ? O12 Eu1 N7 26.1(3) . . ? O9 Eu1 N7 99.2(4) . . ? O8 Eu1 N7 102.5(4) . . ? O2 Eu1 N5 94.6(3) . . ? O4 Eu1 N5 102.3(3) . . ? O14W Eu1 N5 150.9(3) . . ? O5 Eu1 N5 26.3(3) . . ? O6 Eu1 N5 25.5(3) . . ? O11 Eu1 N5 91.6(3) . . ? O12 Eu1 N5 75.0(3) . . ? O9 Eu1 N5 86.4(3) . . ? O8 Eu1 N5 136.4(3) . . ? N7 Eu1 N5 82.0(4) . . ? O2 Eu1 N6 79.0(3) . . ? O4 Eu1 N6 137.5(2) . . ? O14W Eu1 N6 90.7(2) . . ? O5 Eu1 N6 89.6(3) . . ? O6 Eu1 N6 129.6(3) . . ? O11 Eu1 N6 75.4(3) . . ? O12 Eu1 N6 128.7(3) . . ? O9 Eu1 N6 24.3(2) . . ? O8 Eu1 N6 25.7(2) . . ? N7 Eu1 N6 102.6(4) . . ? N5 Eu1 N6 110.7(3) . . ? _diffrn_measured_fraction_theta_max 0.906 _diffrn_reflns_theta_full 25.04 _diffrn_measured_fraction_theta_full 0.906 _refine_diff_density_max 1.074 _refine_diff_density_min -1.015 _refine_diff_density_rms 0.141