# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_130505d_0m _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H22 N4 O7 Sm' _chemical_formula_weight 748.91 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 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 24.778(12) _cell_length_b 15.194(8) _cell_length_c 15.200(7) _cell_angle_alpha 90.00 _cell_angle_beta 97.601(12) _cell_angle_gamma 90.00 _cell_volume 5672(5) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 150 _cell_measurement_theta_min 2.68 _cell_measurement_theta_max 12.00 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.06 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.754 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2976 _exptl_absorpt_coefficient_mu 2.131 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8828 _exptl_absorpt_correction_T_max 0.9388 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 13848 _diffrn_reflns_av_R_equivalents 0.2037 _diffrn_reflns_av_sigmaI/netI 0.2508 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.66 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5000 _reflns_number_gt 2313 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^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 5000 _refine_ls_number_parameters 421 _refine_ls_number_restraints 14 _refine_ls_R_factor_all 0.1810 _refine_ls_R_factor_gt 0.0736 _refine_ls_wR_factor_ref 0.1421 _refine_ls_wR_factor_gt 0.1048 _refine_ls_goodness_of_fit_ref 0.930 _refine_ls_restrained_S_all 0.928 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sm1 Sm 0.16187(3) 0.76796(4) 1.02260(5) 0.0278(2) Uani 1 1 d . . . O1 O 0.2443(4) 0.6628(6) 0.9973(6) 0.038(2) Uani 1 1 d . . . O2 O 0.1638(4) 0.6091(5) 0.9833(6) 0.046(3) Uani 1 1 d . . . O3 O 0.2707(3) 0.7432(6) 0.8360(5) 0.033(2) Uani 1 1 d . . . O4 O 0.3147(4) 0.6187(6) 0.8627(6) 0.035(2) Uani 1 1 d . . . O5 O 0.1125(3) 0.7056(7) 1.1271(6) 0.049(3) Uani 1 1 d . . . O6 O 0.0612(4) 0.8194(7) 1.1471(8) 0.072(4) Uani 1 1 d . . . O1W O 0.1695(4) 0.7892(7) 0.8673(7) 0.044(3) Uani 1 1 d D . . H1WA H 0.138(3) 0.794(9) 0.837(8) 0.066 Uiso 1 1 d D . . H1WB H 0.199(3) 0.808(9) 0.850(9) 0.066 Uiso 1 1 d D . . N1 N 0.0653(4) 0.7383(7) 0.9338(6) 0.032(3) Uani 1 1 d . . . N2 N 0.1008(4) 0.9036(7) 0.9740(7) 0.028(3) Uani 1 1 d . . . N3 N -0.1030(5) 0.8694(8) 0.7752(8) 0.044(3) Uani 1 1 d . . . N4 N -0.0730(5) 1.0062(8) 0.8078(7) 0.044(3) Uani 1 1 d . . . H4 H -0.0733 1.0627 0.8108 0.052 Uiso 1 1 calc R . . C1 C 0.0472(5) 0.6564(9) 0.9165(9) 0.034(4) Uani 1 1 d . . . H1A H 0.0693 0.6099 0.9390 0.041 Uiso 1 1 calc R . . C2 C -0.0026(6) 0.6363(9) 0.8666(10) 0.044(4) Uani 1 1 d . . . H2A H -0.0132 0.5781 0.8563 0.052 Uiso 1 1 calc R . . C3 C -0.0354(5) 0.7033(9) 0.8335(9) 0.044(4) Uani 1 1 d . . . H3A H -0.0683 0.6917 0.7984 0.053 Uiso 1 1 calc R . . C4 C -0.0188(5) 0.7915(8) 0.8533(8) 0.029(3) Uani 1 1 d . . . C5 C -0.0499(6) 0.8659(10) 0.8232(9) 0.036(4) Uani 1 1 d . . . C6 C -0.1124(6) 0.9544(11) 0.7683(10) 0.053(5) Uani 1 1 d . . . H6A H -0.1445 0.9770 0.7379 0.063 Uiso 1 1 calc R . . C7 C -0.0311(5) 0.9505(8) 0.8430(9) 0.025(3) Uani 1 1 d . . . C8 C 0.0194(5) 0.9690(8) 0.8926(8) 0.026(3) Uani 1 1 d . . . C9 C 0.0391(5) 1.0524(8) 0.9165(10) 0.037(4) Uani 1 1 d . . . H9A H 0.0187 1.1022 0.8986 0.045 Uiso 1 1 calc R . . C10 C 0.0880(5) 1.0601(9) 0.9659(10) 0.038(4) Uani 1 1 d . . . H10A H 0.1025 1.1156 0.9804 0.046 Uiso 1 1 calc R . . C11 C 0.1170(5) 0.9850(8) 0.9951(9) 0.032(4) Uani 1 1 d . . . H11A H 0.1498 0.9922 1.0318 0.039 Uiso 1 1 calc R . . C12 C 0.0512(5) 0.8935(8) 0.9233(9) 0.029(3) Uani 1 1 d . . . C13 C 0.0318(5) 0.8047(8) 0.9048(8) 0.023(3) Uani 1 1 d U . . C14 C 0.2132(6) 0.6008(8) 0.9811(8) 0.025(3) Uani 1 1 d . . . C15 C 0.2353(5) 0.5111(8) 0.9625(9) 0.025(3) Uani 1 1 d U . . C16 C 0.2541(5) 0.4626(8) 1.0362(8) 0.030(4) Uani 1 1 d . . . H16A H 0.2522 0.4857 1.0924 0.036 Uiso 1 1 calc R . . C17 C 0.2763(5) 0.3780(9) 1.0277(9) 0.038(4) Uani 1 1 d . . . H17A H 0.2885 0.3448 1.0778 0.046 Uiso 1 1 calc R . . C18 C 0.2796(5) 0.3451(8) 0.9436(9) 0.034(4) Uani 1 1 d . . . H18A H 0.2949 0.2899 0.9371 0.040 Uiso 1 1 calc R . . C19 C 0.2602(5) 0.3944(8) 0.8683(10) 0.039(4) Uani 1 1 d . . . H19A H 0.2625 0.3723 0.8119 0.047 Uiso 1 1 calc R . . C20 C 0.2371(5) 0.4783(8) 0.8789(9) 0.028(3) Uani 1 1 d . . . C21 C 0.2135(5) 0.5273(8) 0.7962(9) 0.024(3) Uani 1 1 d . . . C22 C 0.1734(6) 0.4847(9) 0.7390(10) 0.041(4) Uani 1 1 d . . . H22A H 0.1646 0.4264 0.7493 0.049 Uiso 1 1 calc R . . C23 C 0.1459(6) 0.5301(10) 0.6652(9) 0.046(4) Uani 1 1 d . . . H23A H 0.1187 0.5016 0.6279 0.056 Uiso 1 1 calc R . . C24 C 0.1585(5) 0.6136(9) 0.6481(9) 0.037(4) Uani 1 1 d . . . H24A H 0.1397 0.6435 0.6001 0.045 Uiso 1 1 calc R . . C25 C 0.2000(6) 0.6544(9) 0.7032(9) 0.035(4) Uani 1 1 d . . . H25A H 0.2094 0.7120 0.6913 0.043 Uiso 1 1 calc R . . C26 C 0.2280(5) 0.6114(8) 0.7759(8) 0.026(3) Uani 1 1 d . . . C27 C 0.2738(6) 0.6614(10) 0.8288(9) 0.034(4) Uani 1 1 d . . . C28 C 0.0824(5) 0.7486(9) 1.1719(10) 0.038(4) Uani 1 1 d . . . C29 C 0.0747(5) 0.7121(7) 1.2617(9) 0.025(3) Uani 1 1 d . . . C30 C 0.0255(5) 0.6820(8) 1.2834(8) 0.025(3) Uani 1 1 d . . . C31 C 0.0248(6) 0.6487(9) 1.3684(9) 0.040(4) Uani 1 1 d . . . H31A H -0.0082 0.6300 1.3850 0.049 Uiso 1 1 calc R . . C32 C 0.0702(7) 0.6426(12) 1.4276(10) 0.069(6) Uani 1 1 d . . . H32A H 0.0688 0.6163 1.4824 0.082 Uiso 1 1 calc R . . C33 C 0.1176(6) 0.6747(11) 1.4071(10) 0.062(5) Uani 1 1 d . . . H33A H 0.1481 0.6749 1.4500 0.075 Uiso 1 1 calc R . . C34 C 0.1218(5) 0.7079(9) 1.3224(9) 0.042(4) Uani 1 1 d . . . H34A H 0.1551 0.7266 1.3072 0.050 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sm1 0.0318(4) 0.0258(4) 0.0253(4) 0.0008(4) 0.0013(3) -0.0007(4) O1 0.044(6) 0.033(7) 0.040(6) -0.007(4) 0.016(5) -0.005(5) O2 0.044(7) 0.024(6) 0.071(8) -0.023(5) 0.017(6) 0.006(5) O3 0.033(5) 0.034(7) 0.033(5) 0.005(4) 0.006(4) -0.005(5) O4 0.030(6) 0.039(6) 0.035(6) -0.002(5) 0.001(5) 0.005(5) O5 0.021(5) 0.088(9) 0.040(7) 0.004(5) 0.005(5) 0.003(5) O6 0.056(8) 0.056(8) 0.097(10) 0.022(7) -0.014(7) 0.006(6) O1W 0.034(6) 0.064(8) 0.036(7) 0.020(5) 0.010(5) 0.014(6) N1 0.030(6) 0.037(7) 0.029(6) 0.001(6) 0.007(5) -0.009(6) N2 0.025(7) 0.034(7) 0.027(7) -0.012(5) 0.006(6) -0.006(5) N3 0.037(8) 0.054(9) 0.041(8) -0.004(7) 0.002(7) -0.001(7) N4 0.044(8) 0.051(8) 0.034(8) -0.004(6) -0.001(7) -0.008(7) C1 0.025(9) 0.036(10) 0.041(10) -0.008(7) 0.001(8) 0.001(7) C2 0.035(10) 0.039(10) 0.054(11) -0.004(8) -0.004(9) -0.005(8) C3 0.013(8) 0.068(13) 0.049(11) -0.004(8) -0.009(8) 0.001(7) C4 0.030(8) 0.027(10) 0.028(8) -0.015(6) -0.001(7) -0.008(6) C5 0.028(9) 0.068(12) 0.013(8) -0.010(7) -0.001(7) 0.004(8) C6 0.049(11) 0.070(13) 0.036(11) -0.009(9) -0.006(9) -0.009(10) C7 0.008(7) 0.030(9) 0.033(9) -0.005(7) -0.005(7) -0.001(6) C8 0.023(8) 0.042(9) 0.011(7) -0.010(6) -0.002(6) 0.001(7) C9 0.017(8) 0.026(9) 0.068(12) -0.004(8) 0.003(8) -0.002(7) C10 0.024(8) 0.025(9) 0.063(11) -0.006(8) -0.003(8) 0.005(7) C11 0.023(8) 0.035(9) 0.045(10) -0.017(7) 0.023(7) -0.001(7) C12 0.013(8) 0.042(9) 0.033(9) -0.001(7) 0.008(7) 0.012(7) C13 0.023(3) 0.024(3) 0.023(3) 0.0002(10) 0.0034(11) -0.0006(10) C14 0.033(9) 0.027(9) 0.015(8) -0.009(6) 0.000(7) -0.012(7) C15 0.025(3) 0.025(3) 0.025(3) 0.0003(10) 0.0032(11) -0.0005(10) C16 0.040(9) 0.035(9) 0.018(8) 0.000(6) 0.010(7) -0.006(7) C17 0.044(10) 0.037(9) 0.035(10) 0.010(7) 0.010(8) -0.001(7) C18 0.043(10) 0.013(8) 0.044(10) -0.003(7) 0.001(8) 0.004(6) C19 0.050(10) 0.014(8) 0.051(11) -0.010(7) -0.006(8) 0.008(7) C20 0.026(8) 0.023(8) 0.039(9) 0.009(7) 0.014(7) -0.008(6) C21 0.021(8) 0.018(8) 0.031(9) 0.002(6) 0.000(7) 0.002(6) C22 0.042(10) 0.043(10) 0.040(10) -0.011(8) 0.013(8) -0.015(8) C23 0.062(12) 0.046(10) 0.026(10) -0.011(7) -0.013(9) 0.004(8) C24 0.022(8) 0.044(10) 0.045(10) 0.007(8) 0.004(8) 0.000(7) C25 0.039(9) 0.039(9) 0.027(9) -0.007(7) -0.001(7) -0.010(7) C26 0.032(8) 0.028(8) 0.018(8) 0.000(6) 0.000(7) 0.002(7) C27 0.049(11) 0.036(10) 0.023(9) -0.011(7) 0.022(8) -0.010(8) C28 0.016(8) 0.040(12) 0.053(11) 0.015(8) -0.010(7) -0.001(7) C29 0.031(8) 0.016(8) 0.031(8) -0.008(6) 0.010(7) 0.004(6) C30 0.024(8) 0.035(8) 0.015(8) -0.016(6) -0.001(6) 0.003(6) C31 0.028(9) 0.074(11) 0.023(9) -0.001(8) 0.017(8) 0.010(8) C32 0.037(11) 0.148(18) 0.022(10) 0.018(10) 0.013(9) 0.006(11) C33 0.029(10) 0.142(16) 0.015(9) 0.006(9) 0.001(8) 0.002(10) C34 0.015(8) 0.077(13) 0.034(9) -0.015(8) 0.002(7) 0.009(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sm1 O5 2.331(9) . ? Sm1 O1W 2.415(10) . ? Sm1 O4 2.465(8) 7_567 ? Sm1 O2 2.489(8) . ? Sm1 O3 2.548(7) 7_567 ? Sm1 N2 2.605(10) . ? Sm1 O1 2.606(10) 7_567 ? Sm1 N1 2.626(9) . ? Sm1 O1 2.661(9) . ? Sm1 C27 2.800(14) 7_567 ? Sm1 C14 2.946(13) . ? O1 C14 1.222(13) . ? O1 Sm1 2.606(10) 7_567 ? O2 C14 1.234(14) . ? O3 C27 1.252(14) . ? O3 Sm1 2.548(7) 7_567 ? O4 C27 1.255(15) . ? O4 Sm1 2.465(8) 7_567 ? O5 C28 1.257(15) . ? O6 C28 1.234(14) . ? O1W H1WA 0.85(2) . ? O1W H1WB 0.85(2) . ? N1 C1 1.336(14) . ? N1 C13 1.344(14) . ? N2 C11 1.326(14) . ? N2 C12 1.370(14) . ? N3 C6 1.314(16) . ? N3 C5 1.420(16) . ? N4 C6 1.334(15) . ? N4 C7 1.390(14) . ? N4 H4 0.8600 . ? C1 C2 1.395(17) . ? C1 H1A 0.9300 . ? C2 C3 1.357(16) . ? C2 H2A 0.9300 . ? C3 C4 1.423(17) . ? C3 H3A 0.9300 . ? C4 C13 1.401(15) . ? C4 C5 1.410(17) . ? C5 C7 1.386(16) . ? C6 H6A 0.9300 . ? C7 C8 1.401(15) . ? C8 C9 1.389(15) . ? C8 C12 1.435(15) . ? C9 C10 1.345(16) . ? C9 H9A 0.9300 . ? C10 C11 1.390(16) . ? C10 H10A 0.9300 . ? C11 H11A 0.9300 . ? C12 C13 1.446(16) . ? C14 C15 1.509(16) . ? C15 C16 1.371(15) . ? C15 C20 1.371(17) . ? C16 C17 1.411(16) . ? C16 H16A 0.9300 . ? C17 C18 1.385(17) . ? C17 H17A 0.9300 . ? C18 C19 1.399(16) . ? C18 H18A 0.9300 . ? C19 C20 1.416(15) . ? C19 H19A 0.9300 . ? C20 C21 1.510(16) . ? C21 C26 1.373(15) . ? C21 C22 1.391(16) . ? C22 C23 1.412(17) . ? C22 H22A 0.9300 . ? C23 C24 1.339(16) . ? C23 H23A 0.9300 . ? C24 C25 1.384(16) . ? C24 H24A 0.9300 . ? C25 C26 1.387(16) . ? C25 H25A 0.9300 . ? C26 C27 1.508(17) . ? C27 Sm1 2.800(14) 7_567 ? C28 C29 1.509(17) . ? C29 C30 1.383(16) . ? C29 C34 1.390(15) . ? C30 C31 1.389(16) . ? C30 C30 1.51(2) 2_557 ? C31 C32 1.349(18) . ? C31 H31A 0.9300 . ? C32 C33 1.345(19) . ? C32 H32A 0.9300 . ? C33 C34 1.399(18) . ? C33 H33A 0.9300 . ? C34 H34A 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O5 Sm1 O1W 146.8(3) . . ? O5 Sm1 O4 84.1(3) . 7_567 ? O1W Sm1 O4 123.8(3) . 7_567 ? O5 Sm1 O2 78.4(3) . . ? O1W Sm1 O2 83.6(3) . . ? O4 Sm1 O2 146.9(3) 7_567 . ? O5 Sm1 O3 75.1(3) . 7_567 ? O1W Sm1 O3 134.9(3) . 7_567 ? O4 Sm1 O3 51.9(3) 7_567 7_567 ? O2 Sm1 O3 96.1(3) . 7_567 ? O5 Sm1 N2 100.2(3) . . ? O1W Sm1 N2 74.6(3) . . ? O4 Sm1 N2 73.8(3) 7_567 . ? O2 Sm1 N2 136.7(3) . . ? O3 Sm1 N2 125.7(3) 7_567 . ? O5 Sm1 O1 143.2(3) . 7_567 ? O1W Sm1 O1 69.2(3) . 7_567 ? O4 Sm1 O1 70.7(3) 7_567 7_567 ? O2 Sm1 O1 108.5(3) . 7_567 ? O3 Sm1 O1 68.2(3) 7_567 7_567 ? N2 Sm1 O1 98.2(3) . 7_567 ? O5 Sm1 N1 75.9(3) . . ? O1W Sm1 N1 72.8(3) . . ? O4 Sm1 N1 126.6(3) 7_567 . ? O2 Sm1 N1 75.8(3) . . ? O3 Sm1 N1 150.9(3) 7_567 . ? N2 Sm1 N1 62.2(3) . . ? O1 Sm1 N1 140.9(3) 7_567 . ? O5 Sm1 O1 109.7(3) . . ? O1W Sm1 O1 77.2(3) . . ? O4 Sm1 O1 114.1(3) 7_567 . ? O2 Sm1 O1 48.9(3) . . ? O3 Sm1 O1 69.6(3) 7_567 . ? N2 Sm1 O1 149.6(3) . . ? O1 Sm1 O1 60.8(3) 7_567 . ? N1 Sm1 O1 119.2(3) . . ? O5 Sm1 C27 84.3(3) . 7_567 ? O1W Sm1 C27 128.9(4) . 7_567 ? O4 Sm1 C27 26.6(3) 7_567 7_567 ? O2 Sm1 C27 122.6(4) . 7_567 ? O3 Sm1 C27 26.5(3) 7_567 7_567 ? N2 Sm1 C27 100.0(4) . 7_567 ? O1 Sm1 C27 61.2(3) 7_567 7_567 ? N1 Sm1 C27 149.7(4) . 7_567 ? O1 Sm1 C27 88.9(4) . 7_567 ? O5 Sm1 C14 94.4(4) . . ? O1W Sm1 C14 79.3(3) . . ? O4 Sm1 C14 133.3(3) 7_567 . ? O2 Sm1 C14 24.4(3) . . ? O3 Sm1 C14 82.5(3) 7_567 . ? N2 Sm1 C14 150.7(3) . . ? O1 Sm1 C14 84.6(4) 7_567 . ? N1 Sm1 C14 97.6(4) . . ? O1 Sm1 C14 24.5(3) . . ? C27 Sm1 C14 106.7(4) 7_567 . ? C14 O1 Sm1 146.8(9) . 7_567 ? C14 O1 Sm1 90.9(9) . . ? Sm1 O1 Sm1 119.2(3) 7_567 . ? C14 O2 Sm1 99.0(8) . . ? C27 O3 Sm1 88.0(8) . 7_567 ? C27 O4 Sm1 91.8(8) . 7_567 ? C28 O5 Sm1 124.1(9) . . ? Sm1 O1W H1WA 111(10) . . ? Sm1 O1W H1WB 122(10) . . ? H1WA O1W H1WB 124(10) . . ? C1 N1 C13 117.3(10) . . ? C1 N1 Sm1 121.3(8) . . ? C13 N1 Sm1 121.4(8) . . ? C11 N2 C12 117.4(11) . . ? C11 N2 Sm1 121.5(8) . . ? C12 N2 Sm1 121.0(8) . . ? C6 N3 C5 102.8(12) . . ? C6 N4 C7 106.2(13) . . ? C6 N4 H4 126.9 . . ? C7 N4 H4 126.9 . . ? N1 C1 C2 124.0(12) . . ? N1 C1 H1A 118.0 . . ? C2 C1 H1A 118.0 . . ? C3 C2 C1 118.8(14) . . ? C3 C2 H2A 120.6 . . ? C1 C2 H2A 120.6 . . ? C2 C3 C4 119.0(13) . . ? C2 C3 H3A 120.5 . . ? C4 C3 H3A 120.5 . . ? C13 C4 C5 118.5(12) . . ? C13 C4 C3 117.8(12) . . ? C5 C4 C3 123.7(12) . . ? C7 C5 C4 121.3(13) . . ? C7 C5 N3 109.8(12) . . ? C4 C5 N3 128.9(14) . . ? N3 C6 N4 115.6(14) . . ? N3 C6 H6A 122.2 . . ? N4 C6 H6A 122.2 . . ? C5 C7 N4 105.6(11) . . ? C5 C7 C8 123.6(12) . . ? N4 C7 C8 130.7(12) . . ? C9 C8 C7 125.6(12) . . ? C9 C8 C12 119.1(12) . . ? C7 C8 C12 115.3(11) . . ? C10 C9 C8 119.1(12) . . ? C10 C9 H9A 120.5 . . ? C8 C9 H9A 120.5 . . ? C9 C10 C11 119.7(13) . . ? C9 C10 H10A 120.1 . . ? C11 C10 H10A 120.1 . . ? N2 C11 C10 124.2(13) . . ? N2 C11 H11A 117.9 . . ? C10 C11 H11A 117.9 . . ? N2 C12 C8 120.4(12) . . ? N2 C12 C13 117.6(11) . . ? C8 C12 C13 121.9(12) . . ? N1 C13 C4 122.9(11) . . ? N1 C13 C12 117.5(11) . . ? C4 C13 C12 119.5(11) . . ? O1 C14 O2 121.1(13) . . ? O1 C14 C15 120.0(13) . . ? O2 C14 C15 118.8(11) . . ? O1 C14 Sm1 64.6(7) . . ? O2 C14 Sm1 56.6(7) . . ? C15 C14 Sm1 175.0(10) . . ? C16 C15 C20 120.9(12) . . ? C16 C15 C14 115.1(12) . . ? C20 C15 C14 123.9(12) . . ? C15 C16 C17 120.6(12) . . ? C15 C16 H16A 119.7 . . ? C17 C16 H16A 119.7 . . ? C18 C17 C16 119.1(12) . . ? C18 C17 H17A 120.5 . . ? C16 C17 H17A 120.5 . . ? C17 C18 C19 120.3(12) . . ? C17 C18 H18A 119.8 . . ? C19 C18 H18A 119.8 . . ? C18 C19 C20 119.4(13) . . ? C18 C19 H19A 120.3 . . ? C20 C19 H19A 120.3 . . ? C15 C20 C19 119.7(12) . . ? C15 C20 C21 122.4(12) . . ? C19 C20 C21 117.9(12) . . ? C26 C21 C22 118.6(12) . . ? C26 C21 C20 124.2(11) . . ? C22 C21 C20 117.2(12) . . ? C21 C22 C23 119.9(13) . . ? C21 C22 H22A 120.0 . . ? C23 C22 H22A 120.0 . . ? C24 C23 C22 121.1(13) . . ? C24 C23 H23A 119.4 . . ? C22 C23 H23A 119.4 . . ? C23 C24 C25 118.6(13) . . ? C23 C24 H24A 120.7 . . ? C25 C24 H24A 120.7 . . ? C24 C25 C26 121.6(13) . . ? C24 C25 H25A 119.2 . . ? C26 C25 H25A 119.2 . . ? C21 C26 C25 120.0(12) . . ? C21 C26 C27 123.3(12) . . ? C25 C26 C27 116.7(12) . . ? O3 C27 O4 122.3(13) . . ? O3 C27 C26 119.7(13) . . ? O4 C27 C26 118.0(13) . . ? O3 C27 Sm1 65.4(7) . 7_567 ? O4 C27 Sm1 61.6(7) . 7_567 ? C26 C27 Sm1 158.7(9) . 7_567 ? O6 C28 O5 123.1(15) . . ? O6 C28 C29 119.9(14) . . ? O5 C28 C29 117.0(12) . . ? C30 C29 C34 121.1(12) . . ? C30 C29 C28 123.9(12) . . ? C34 C29 C28 115.0(12) . . ? C29 C30 C31 117.5(12) . . ? C29 C30 C30 121.6(14) . 2_557 ? C31 C30 C30 120.8(14) . 2_557 ? C32 C31 C30 122.2(14) . . ? C32 C31 H31A 118.9 . . ? C30 C31 H31A 118.9 . . ? C33 C32 C31 119.9(15) . . ? C33 C32 H32A 120.1 . . ? C31 C32 H32A 120.1 . . ? C32 C33 C34 121.1(14) . . ? C32 C33 H33A 119.4 . . ? C34 C33 H33A 119.4 . . ? C29 C34 C33 117.9(13) . . ? C29 C34 H34A 121.0 . . ? C33 C34 H34A 121.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O5 Sm1 O1 C14 53.9(8) . . . . ? O1W Sm1 O1 C14 -92.2(8) . . . . ? O4 Sm1 O1 C14 146.2(7) 7_567 . . . ? O2 Sm1 O1 C14 0.4(7) . . . . ? O3 Sm1 O1 C14 118.8(8) 7_567 . . . ? N2 Sm1 O1 C14 -114.6(8) . . . . ? O1 Sm1 O1 C14 -165.4(10) 7_567 . . . ? N1 Sm1 O1 C14 -30.5(9) . . . . ? C27 Sm1 O1 C14 137.4(8) 7_567 . . . ? O5 Sm1 O1 Sm1 -140.7(4) . . . 7_567 ? O1W Sm1 O1 Sm1 73.2(4) . . . 7_567 ? O4 Sm1 O1 Sm1 -48.3(5) 7_567 . . 7_567 ? O2 Sm1 O1 Sm1 165.9(6) . . . 7_567 ? O3 Sm1 O1 Sm1 -75.8(4) 7_567 . . 7_567 ? N2 Sm1 O1 Sm1 50.8(8) . . . 7_567 ? O1 Sm1 O1 Sm1 0.0 7_567 . . 7_567 ? N1 Sm1 O1 Sm1 134.9(4) . . . 7_567 ? C27 Sm1 O1 Sm1 -57.2(5) 7_567 . . 7_567 ? C14 Sm1 O1 Sm1 165.4(10) . . . 7_567 ? O5 Sm1 O2 C14 -129.9(9) . . . . ? O1W Sm1 O2 C14 78.1(8) . . . . ? O4 Sm1 O2 C14 -70.3(10) 7_567 . . . ? O3 Sm1 O2 C14 -56.5(8) 7_567 . . . ? N2 Sm1 O2 C14 137.6(8) . . . . ? O1 Sm1 O2 C14 12.6(9) 7_567 . . . ? N1 Sm1 O2 C14 152.0(9) . . . . ? O1 Sm1 O2 C14 -0.4(7) . . . . ? C27 Sm1 O2 C14 -54.5(9) 7_567 . . . ? O1W Sm1 O5 C28 -105.4(11) . . . . ? O4 Sm1 O5 C28 44.5(10) 7_567 . . . ? O2 Sm1 O5 C28 -163.8(10) . . . . ? O3 Sm1 O5 C28 96.6(10) 7_567 . . . ? N2 Sm1 O5 C28 -27.9(10) . . . . ? O1 Sm1 O5 C28 90.8(10) 7_567 . . . ? N1 Sm1 O5 C28 -85.7(10) . . . . ? O1 Sm1 O5 C28 158.0(9) . . . . ? C27 Sm1 O5 C28 71.2(10) 7_567 . . . ? C14 Sm1 O5 C28 177.6(10) . . . . ? O5 Sm1 N1 C1 -68.1(9) . . . . ? O1W Sm1 N1 C1 100.8(10) . . . . ? O4 Sm1 N1 C1 -139.5(9) 7_567 . . . ? O2 Sm1 N1 C1 13.2(9) . . . . ? O3 Sm1 N1 C1 -63.6(12) 7_567 . . . ? N2 Sm1 N1 C1 -177.9(10) . . . . ? O1 Sm1 N1 C1 115.3(9) 7_567 . . . ? O1 Sm1 N1 C1 36.8(10) . . . . ? C27 Sm1 N1 C1 -118.7(11) 7_567 . . . ? C14 Sm1 N1 C1 24.5(10) . . . . ? O5 Sm1 N1 C13 111.2(9) . . . . ? O1W Sm1 N1 C13 -79.9(9) . . . . ? O4 Sm1 N1 C13 39.8(10) 7_567 . . . ? O2 Sm1 N1 C13 -167.5(10) . . . . ? O3 Sm1 N1 C13 115.7(10) 7_567 . . . ? N2 Sm1 N1 C13 1.4(9) . . . . ? O1 Sm1 N1 C13 -65.4(11) 7_567 . . . ? O1 Sm1 N1 C13 -143.9(9) . . . . ? C27 Sm1 N1 C13 60.6(12) 7_567 . . . ? C14 Sm1 N1 C13 -156.2(9) . . . . ? O5 Sm1 N2 C11 110.3(9) . . . . ? O1W Sm1 N2 C11 -103.3(10) . . . . ? O4 Sm1 N2 C11 29.5(9) 7_567 . . . ? O2 Sm1 N2 C11 -165.9(8) . . . . ? O3 Sm1 N2 C11 31.4(10) 7_567 . . . ? O1 Sm1 N2 C11 -37.6(10) 7_567 . . . ? N1 Sm1 N2 C11 178.3(10) . . . . ? O1 Sm1 N2 C11 -80.7(11) . . . . ? C27 Sm1 N2 C11 24.4(10) 7_567 . . . ? C14 Sm1 N2 C11 -131.1(10) . . . . ? O5 Sm1 N2 C12 -71.6(9) . . . . ? O1W Sm1 N2 C12 74.7(9) . . . . ? O4 Sm1 N2 C12 -152.4(10) 7_567 . . . ? O2 Sm1 N2 C12 12.2(11) . . . . ? O3 Sm1 N2 C12 -150.5(8) 7_567 . . . ? O1 Sm1 N2 C12 140.5(9) 7_567 . . . ? N1 Sm1 N2 C12 -3.7(9) . . . . ? O1 Sm1 N2 C12 97.4(10) . . . . ? C27 Sm1 N2 C12 -157.5(9) 7_567 . . . ? C14 Sm1 N2 C12 47.0(13) . . . . ? C13 N1 C1 C2 3.4(19) . . . . ? Sm1 N1 C1 C2 -177.3(11) . . . . ? N1 C1 C2 C3 0(2) . . . . ? C1 C2 C3 C4 -2(2) . . . . ? C2 C3 C4 C13 2(2) . . . . ? C2 C3 C4 C5 -179.4(15) . . . . ? C13 C4 C5 C7 0(2) . . . . ? C3 C4 C5 C7 -178.6(14) . . . . ? C13 C4 C5 N3 -175.9(13) . . . . ? C3 C4 C5 N3 5(2) . . . . ? C6 N3 C5 C7 0.7(15) . . . . ? C6 N3 C5 C4 177.5(14) . . . . ? C5 N3 C6 N4 -1.8(17) . . . . ? C7 N4 C6 N3 2.2(18) . . . . ? C4 C5 C7 N4 -176.5(12) . . . . ? N3 C5 C7 N4 0.5(15) . . . . ? C4 C5 C7 C8 1(2) . . . . ? N3 C5 C7 C8 177.8(12) . . . . ? C6 N4 C7 C5 -1.5(16) . . . . ? C6 N4 C7 C8 -178.5(14) . . . . ? C5 C7 C8 C9 -177.8(13) . . . . ? N4 C7 C8 C9 -1(2) . . . . ? C5 C7 C8 C12 -0.6(19) . . . . ? N4 C7 C8 C12 175.9(13) . . . . ? C7 C8 C9 C10 178.7(14) . . . . ? C12 C8 C9 C10 2(2) . . . . ? C8 C9 C10 C11 -3(2) . . . . ? C12 N2 C11 C10 -2.9(19) . . . . ? Sm1 N2 C11 C10 175.2(10) . . . . ? C9 C10 C11 N2 3(2) . . . . ? C11 N2 C12 C8 1.8(18) . . . . ? Sm1 N2 C12 C8 -176.3(9) . . . . ? C11 N2 C12 C13 -176.2(11) . . . . ? Sm1 N2 C12 C13 5.6(15) . . . . ? C9 C8 C12 N2 -1.3(19) . . . . ? C7 C8 C12 N2 -178.6(12) . . . . ? C9 C8 C12 C13 176.7(12) . . . . ? C7 C8 C12 C13 -0.6(18) . . . . ? C1 N1 C13 C4 -4.1(18) . . . . ? Sm1 N1 C13 C4 176.6(9) . . . . ? C1 N1 C13 C12 -179.9(11) . . . . ? Sm1 N1 C13 C12 0.7(15) . . . . ? C5 C4 C13 N1 -177.4(12) . . . . ? C3 C4 C13 N1 2(2) . . . . ? C5 C4 C13 C12 -1.7(19) . . . . ? C3 C4 C13 C12 177.5(12) . . . . ? N2 C12 C13 N1 -4.1(17) . . . . ? C8 C12 C13 N1 177.8(12) . . . . ? N2 C12 C13 C4 179.9(12) . . . . ? C8 C12 C13 C4 1.8(19) . . . . ? Sm1 O1 C14 O2 -157.2(11) 7_567 . . . ? Sm1 O1 C14 O2 -0.7(13) . . . . ? Sm1 O1 C14 C15 26(2) 7_567 . . . ? Sm1 O1 C14 C15 -177.6(11) . . . . ? Sm1 O1 C14 Sm1 -156.4(16) 7_567 . . . ? Sm1 O2 C14 O1 0.8(14) . . . . ? Sm1 O2 C14 C15 177.7(10) . . . . ? O5 Sm1 C14 O1 -130.3(8) . . . . ? O1W Sm1 C14 O1 82.6(8) . . . . ? O4 Sm1 C14 O1 -44.2(9) 7_567 . . . ? O2 Sm1 C14 O1 -179.2(14) . . . . ? O3 Sm1 C14 O1 -56.0(8) 7_567 . . . ? N2 Sm1 C14 O1 109.8(9) . . . . ? O1 Sm1 C14 O1 12.7(9) 7_567 . . . ? N1 Sm1 C14 O1 153.4(8) . . . . ? C27 Sm1 C14 O1 -45.0(8) 7_567 . . . ? O5 Sm1 C14 O2 48.9(8) . . . . ? O1W Sm1 C14 O2 -98.2(8) . . . . ? O4 Sm1 C14 O2 135.0(8) 7_567 . . . ? O3 Sm1 C14 O2 123.3(8) 7_567 . . . ? N2 Sm1 C14 O2 -71.0(12) . . . . ? O1 Sm1 C14 O2 -168.0(8) 7_567 . . . ? N1 Sm1 C14 O2 -27.3(9) . . . . ? O1 Sm1 C14 O2 179.2(14) . . . . ? C27 Sm1 C14 O2 134.2(8) 7_567 . . . ? O5 Sm1 C14 C15 25(10) . . . . ? O1W Sm1 C14 C15 -122(10) . . . . ? O4 Sm1 C14 C15 111(10) 7_567 . . . ? O2 Sm1 C14 C15 -24(10) . . . . ? O3 Sm1 C14 C15 99(10) 7_567 . . . ? N2 Sm1 C14 C15 -95(10) . . . . ? O1 Sm1 C14 C15 168(10) 7_567 . . . ? N1 Sm1 C14 C15 -51(10) . . . . ? O1 Sm1 C14 C15 155(10) . . . . ? C27 Sm1 C14 C15 110(10) 7_567 . . . ? O1 C14 C15 C16 82.7(16) . . . . ? O2 C14 C15 C16 -94.2(15) . . . . ? Sm1 C14 C15 C16 -71(10) . . . . ? O1 C14 C15 C20 -97.4(16) . . . . ? O2 C14 C15 C20 85.7(17) . . . . ? Sm1 C14 C15 C20 109(10) . . . . ? C20 C15 C16 C17 1(2) . . . . ? C14 C15 C16 C17 -179.3(12) . . . . ? C15 C16 C17 C18 1(2) . . . . ? C16 C17 C18 C19 -1(2) . . . . ? C17 C18 C19 C20 0(2) . . . . ? C16 C15 C20 C19 -2.1(19) . . . . ? C14 C15 C20 C19 178.0(12) . . . . ? C16 C15 C20 C21 176.1(11) . . . . ? C14 C15 C20 C21 -4(2) . . . . ? C18 C19 C20 C15 1.7(19) . . . . ? C18 C19 C20 C21 -176.5(12) . . . . ? C15 C20 C21 C26 56.0(19) . . . . ? C19 C20 C21 C26 -125.9(14) . . . . ? C15 C20 C21 C22 -121.8(14) . . . . ? C19 C20 C21 C22 56.4(16) . . . . ? C26 C21 C22 C23 -4.2(19) . . . . ? C20 C21 C22 C23 173.7(12) . . . . ? C21 C22 C23 C24 1(2) . . . . ? C22 C23 C24 C25 1(2) . . . . ? C23 C24 C25 C26 -1(2) . . . . ? C22 C21 C26 C25 4.6(19) . . . . ? C20 C21 C26 C25 -173.1(12) . . . . ? C22 C21 C26 C27 -175.0(12) . . . . ? C20 C21 C26 C27 7(2) . . . . ? C24 C25 C26 C21 -2(2) . . . . ? C24 C25 C26 C27 177.6(13) . . . . ? Sm1 O3 C27 O4 -24.8(13) 7_567 . . . ? Sm1 O3 C27 C26 156.7(11) 7_567 . . . ? Sm1 O4 C27 O3 25.7(13) 7_567 . . . ? Sm1 O4 C27 C26 -155.8(10) 7_567 . . . ? C21 C26 C27 O3 -147.4(13) . . . . ? C25 C26 C27 O3 32.9(18) . . . . ? C21 C26 C27 O4 34.1(19) . . . . ? C25 C26 C27 O4 -145.6(13) . . . . ? C21 C26 C27 Sm1 -49(3) . . . 7_567 ? C25 C26 C27 Sm1 131(3) . . . 7_567 ? Sm1 O5 C28 O6 25.1(18) . . . . ? Sm1 O5 C28 C29 -152.1(9) . . . . ? O6 C28 C29 C30 68.1(18) . . . . ? O5 C28 C29 C30 -114.7(13) . . . . ? O6 C28 C29 C34 -113.9(13) . . . . ? O5 C28 C29 C34 63.4(16) . . . . ? C34 C29 C30 C31 0.9(17) . . . . ? C28 C29 C30 C31 178.9(12) . . . . ? C34 C29 C30 C30 -176.9(9) . . . 2_557 ? C28 C29 C30 C30 1.0(16) . . . 2_557 ? C29 C30 C31 C32 -2(2) . . . . ? C30 C30 C31 C32 175.7(12) 2_557 . . . ? C30 C31 C32 C33 5(2) . . . . ? C31 C32 C33 C34 -5(3) . . . . ? C30 C29 C34 C33 -1.9(19) . . . . ? C28 C29 C34 C33 179.9(13) . . . . ? C32 C33 C34 C29 4(2) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.961 _refine_diff_density_min -0.879 _refine_diff_density_rms 0.183 _database_code_depnum_ccdc_archive 'CCDC 948899' ####################################################################### # # 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_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H22 Eu N4 O7' _chemical_formula_weight 750.52 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 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 24.8251(13) _cell_length_b 15.1782(8) _cell_length_c 15.1878(9) _cell_angle_alpha 90.00 _cell_angle_beta 97.7670(10) _cell_angle_gamma 90.00 _cell_volume 5670.3(5) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3028 _cell_measurement_theta_min 2.6765 _cell_measurement_theta_max 23.1415 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.758 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2984 _exptl_absorpt_coefficient_mu 2.273 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.5928 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13749 _diffrn_reflns_av_R_equivalents 0.0433 _diffrn_reflns_av_sigmaI/netI 0.0513 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5003 _reflns_number_gt 3889 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0386P)^2^+5.8203P] 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 5003 _refine_ls_number_parameters 421 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0516 _refine_ls_R_factor_gt 0.0351 _refine_ls_wR_factor_ref 0.0843 _refine_ls_wR_factor_gt 0.0769 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _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 Eu1 Eu 0.162131(10) 0.767657(16) 1.022711(15) 0.02583(9) Uani 1 1 d . . . O1 O 0.24620(13) 0.6634(2) 0.9973(2) 0.0374(9) Uani 1 1 d . . . O2 O 0.16423(14) 0.6098(2) 0.9848(3) 0.0443(10) Uani 1 1 d . . . O3 O 0.27045(13) 0.7447(2) 0.8357(2) 0.0327(8) Uani 1 1 d . . . O4 O 0.31503(13) 0.6202(2) 0.8629(2) 0.0326(8) Uani 1 1 d . . . O5 O 0.11211(14) 0.7082(3) 1.1265(2) 0.0469(10) Uani 1 1 d . . . O6 O 0.06010(17) 0.8214(3) 1.1496(3) 0.0630(12) Uani 1 1 d . . . O1W O 0.16878(15) 0.7885(3) 0.8679(2) 0.0432(10) Uani 1 1 d D . . H1WA H 0.147(2) 0.802(4) 0.823(3) 0.065 Uiso 1 1 d D . . H1WB H 0.1995(13) 0.784(4) 0.852(4) 0.065 Uiso 1 1 d D . . N1 N 0.06584(16) 0.7367(3) 0.9341(3) 0.0326(10) Uani 1 1 d . . . N2 N 0.10091(15) 0.9027(3) 0.9747(3) 0.0276(9) Uani 1 1 d . . . N3 N -0.10253(17) 0.8679(3) 0.7740(3) 0.0429(12) Uani 1 1 d . . . N4 N -0.07283(16) 1.0054(3) 0.8085(3) 0.0379(11) Uani 1 1 d . . . H4 H -0.0726 1.0620 0.8114 0.045 Uiso 1 1 calc R . . C1 C 0.0485(2) 0.6545(4) 0.9162(4) 0.0413(13) Uani 1 1 d . . . H1A H 0.0708 0.6080 0.9379 0.050 Uiso 1 1 calc R . . C2 C -0.0012(2) 0.6354(4) 0.8665(4) 0.0434(14) Uani 1 1 d . . . H2A H -0.0116 0.5771 0.8556 0.052 Uiso 1 1 calc R . . C3 C -0.0347(2) 0.7019(4) 0.8339(4) 0.0408(14) Uani 1 1 d . . . H3A H -0.0678 0.6897 0.7995 0.049 Uiso 1 1 calc R . . C4 C -0.0186(2) 0.7892(3) 0.8529(3) 0.0322(12) Uani 1 1 d . . . C5 C -0.0506(2) 0.8649(4) 0.8232(3) 0.0337(12) Uani 1 1 d . . . C6 C -0.1128(2) 0.9528(5) 0.7690(4) 0.0493(16) Uani 1 1 d . . . H6A H -0.1454 0.9751 0.7402 0.059 Uiso 1 1 calc R . . C7 C -0.03219(19) 0.9477(4) 0.8435(3) 0.0323(12) Uani 1 1 d . . . C8 C 0.0200(2) 0.9672(3) 0.8940(3) 0.0319(12) Uani 1 1 d . . . C9 C 0.0398(2) 1.0512(4) 0.9152(3) 0.0381(13) Uani 1 1 d . . . H9A H 0.0198 1.1007 0.8949 0.046 Uiso 1 1 calc R . . C10 C 0.0892(2) 1.0596(4) 0.9665(4) 0.0389(13) Uani 1 1 d . . . H10A H 0.1033 1.1151 0.9815 0.047 Uiso 1 1 calc R . . C11 C 0.11804(19) 0.9841(3) 0.9959(3) 0.0306(12) Uani 1 1 d . . . H11A H 0.1510 0.9909 1.0323 0.037 Uiso 1 1 calc R . . C12 C 0.05149(19) 0.8936(3) 0.9240(3) 0.0276(11) Uani 1 1 d . . . C13 C 0.03266(19) 0.8039(4) 0.9037(3) 0.0298(11) Uani 1 1 d . . . C14 C 0.2132(2) 0.5996(3) 0.9822(3) 0.0259(11) Uani 1 1 d . . . C15 C 0.23560(18) 0.5104(3) 0.9639(3) 0.0246(10) Uani 1 1 d . . . C16 C 0.25545(18) 0.4601(3) 1.0371(3) 0.0300(11) Uani 1 1 d . . . H16A H 0.2543 0.4825 1.0938 0.036 Uiso 1 1 calc R . . C17 C 0.2769(2) 0.3774(3) 1.0277(4) 0.0354(12) Uani 1 1 d . . . H17A H 0.2896 0.3440 1.0775 0.042 Uiso 1 1 calc R . . C18 C 0.2795(2) 0.3450(3) 0.9439(4) 0.0379(13) Uani 1 1 d . . . H18A H 0.2945 0.2897 0.9369 0.046 Uiso 1 1 calc R . . C19 C 0.2596(2) 0.3943(3) 0.8698(4) 0.0365(13) Uani 1 1 d . . . H19A H 0.2610 0.3714 0.8133 0.044 Uiso 1 1 calc R . . C20 C 0.23747(19) 0.4780(3) 0.8786(3) 0.0284(11) Uani 1 1 d . . . C21 C 0.21366(18) 0.5265(3) 0.7968(3) 0.0284(11) Uani 1 1 d . . . C22 C 0.1728(2) 0.4854(4) 0.7385(4) 0.0404(13) Uani 1 1 d . . . H22A H 0.1634 0.4276 0.7499 0.049 Uiso 1 1 calc R . . C23 C 0.1461(2) 0.5272(4) 0.6653(4) 0.0444(14) Uani 1 1 d . . . H23A H 0.1198 0.4975 0.6269 0.053 Uiso 1 1 calc R . . C24 C 0.1586(2) 0.6137(4) 0.6492(3) 0.0423(14) Uani 1 1 d . . . H24A H 0.1396 0.6434 0.6011 0.051 Uiso 1 1 calc R . . C25 C 0.1986(2) 0.6559(4) 0.7036(3) 0.0345(12) Uani 1 1 d . . . H25A H 0.2067 0.7142 0.6920 0.041 Uiso 1 1 calc R . . C26 C 0.22775(18) 0.6130(3) 0.7764(3) 0.0274(11) Uani 1 1 d . . . C27 C 0.27433(19) 0.6617(3) 0.8278(3) 0.0269(11) Uani 1 1 d . . . C28 C 0.0824(2) 0.7502(4) 1.1720(4) 0.0358(13) Uani 1 1 d . . . C29 C 0.07487(19) 0.7119(3) 1.2607(3) 0.0276(11) Uani 1 1 d . . . C30 C 0.02532(18) 0.6819(3) 1.2833(3) 0.0300(11) Uani 1 1 d . . . C31 C 0.0239(2) 0.6468(4) 1.3668(3) 0.0448(15) Uani 1 1 d . . . H31A H -0.0088 0.6256 1.3817 0.054 Uiso 1 1 calc R . . C32 C 0.0701(2) 0.6425(5) 1.4287(4) 0.0615(19) Uani 1 1 d . . . H32A H 0.0682 0.6191 1.4847 0.074 Uiso 1 1 calc R . . C33 C 0.1192(2) 0.6732(5) 1.4071(4) 0.0542(17) Uani 1 1 d . . . H33A H 0.1504 0.6704 1.4485 0.065 Uiso 1 1 calc R . . C34 C 0.1215(2) 0.7078(4) 1.3235(4) 0.0423(14) Uani 1 1 d . . . H34A H 0.1543 0.7287 1.3089 0.051 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Eu1 0.02793(15) 0.02359(15) 0.02532(14) 0.00090(11) 0.00130(10) -0.00062(11) O1 0.045(2) 0.024(2) 0.045(2) -0.0066(16) 0.0143(17) -0.0102(16) O2 0.029(2) 0.036(2) 0.069(3) -0.0074(19) 0.0115(19) 0.0068(16) O3 0.033(2) 0.029(2) 0.035(2) 0.0024(15) 0.0022(15) -0.0012(15) O4 0.028(2) 0.033(2) 0.035(2) -0.0010(15) -0.0005(15) 0.0012(15) O5 0.029(2) 0.080(3) 0.034(2) 0.0052(19) 0.0110(17) -0.0007(19) O6 0.063(3) 0.046(3) 0.075(3) 0.021(2) -0.009(2) 0.002(2) O1W 0.030(2) 0.068(3) 0.033(2) 0.0128(19) 0.0076(17) 0.013(2) N1 0.033(2) 0.032(3) 0.033(2) -0.0036(19) 0.0049(19) -0.006(2) N2 0.025(2) 0.030(2) 0.028(2) -0.0011(18) 0.0037(18) -0.0016(17) N3 0.032(3) 0.057(3) 0.038(3) -0.006(2) -0.001(2) 0.004(2) N4 0.027(2) 0.048(3) 0.037(3) -0.003(2) -0.001(2) 0.007(2) C1 0.042(3) 0.035(3) 0.045(3) 0.001(3) 0.001(3) -0.003(3) C2 0.043(4) 0.035(3) 0.051(4) -0.007(3) 0.004(3) -0.013(3) C3 0.032(3) 0.053(4) 0.037(3) -0.010(3) 0.003(2) -0.015(3) C4 0.025(3) 0.043(4) 0.029(3) -0.005(2) 0.006(2) -0.002(2) C5 0.025(3) 0.048(4) 0.027(3) -0.003(2) 0.001(2) -0.002(2) C6 0.033(3) 0.076(5) 0.035(3) -0.004(3) -0.012(3) 0.008(3) C7 0.027(3) 0.045(3) 0.024(3) -0.004(2) 0.002(2) 0.005(2) C8 0.028(3) 0.044(3) 0.024(3) -0.006(2) 0.003(2) 0.003(2) C9 0.034(3) 0.036(3) 0.043(3) -0.002(2) -0.001(2) 0.007(2) C10 0.035(3) 0.036(3) 0.044(3) -0.006(2) -0.003(3) -0.002(2) C11 0.022(3) 0.034(3) 0.034(3) 0.002(2) -0.003(2) -0.003(2) C12 0.028(3) 0.032(3) 0.024(3) -0.001(2) 0.007(2) -0.001(2) C13 0.024(3) 0.040(3) 0.025(3) -0.001(2) 0.004(2) -0.001(2) C14 0.038(3) 0.019(3) 0.020(2) 0.0031(19) 0.004(2) 0.005(2) C15 0.021(3) 0.021(3) 0.031(3) 0.000(2) 0.004(2) -0.0034(19) C16 0.027(3) 0.030(3) 0.033(3) 0.003(2) 0.006(2) -0.003(2) C17 0.033(3) 0.032(3) 0.042(3) 0.010(2) 0.007(2) -0.001(2) C18 0.042(3) 0.024(3) 0.049(3) -0.001(2) 0.010(3) 0.008(2) C19 0.041(3) 0.030(3) 0.039(3) -0.010(2) 0.005(2) -0.002(2) C20 0.025(3) 0.024(3) 0.035(3) 0.000(2) 0.001(2) -0.003(2) C21 0.025(3) 0.031(3) 0.030(3) -0.005(2) 0.003(2) 0.001(2) C22 0.044(3) 0.037(3) 0.039(3) -0.004(2) 0.001(3) -0.005(3) C23 0.031(3) 0.060(4) 0.040(3) -0.013(3) -0.005(3) -0.007(3) C24 0.034(3) 0.064(4) 0.025(3) 0.000(3) -0.008(2) 0.005(3) C25 0.042(3) 0.036(3) 0.025(3) 0.003(2) 0.004(2) 0.002(2) C26 0.025(3) 0.035(3) 0.022(2) -0.002(2) 0.002(2) 0.000(2) C27 0.034(3) 0.026(3) 0.022(2) 0.001(2) 0.009(2) 0.000(2) C28 0.019(3) 0.048(4) 0.037(3) 0.004(3) -0.007(2) -0.007(2) C29 0.024(3) 0.033(3) 0.026(3) -0.002(2) 0.005(2) 0.003(2) C30 0.026(3) 0.035(3) 0.029(3) -0.001(2) 0.004(2) 0.002(2) C31 0.033(3) 0.074(4) 0.029(3) 0.008(3) 0.010(2) 0.003(3) C32 0.046(4) 0.115(6) 0.024(3) 0.015(3) 0.005(3) 0.011(4) C33 0.034(3) 0.100(6) 0.028(3) -0.004(3) 0.001(3) 0.009(3) C34 0.027(3) 0.065(4) 0.035(3) -0.010(3) 0.006(2) 0.001(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 Eu1 O5 2.317(4) . ? Eu1 O1W 2.401(4) . ? Eu1 O4 2.443(3) 7_567 ? Eu1 O2 2.466(4) . ? Eu1 O3 2.547(3) 7_567 ? Eu1 O1 2.560(3) 7_567 ? Eu1 N2 2.596(4) . ? Eu1 N1 2.622(4) . ? Eu1 O1 2.688(3) . ? Eu1 C27 2.797(5) 7_567 ? Eu1 C14 2.950(5) . ? Eu1 C28 3.217(6) . ? O1 C14 1.268(6) . ? O1 Eu1 2.560(3) 7_567 ? O2 C14 1.232(5) . ? O3 C27 1.270(5) . ? O3 Eu1 2.547(3) 7_567 ? O4 C27 1.247(5) . ? O4 Eu1 2.443(3) 7_567 ? O5 C28 1.253(6) . ? O6 C28 1.241(6) . ? O1W H1WA 0.84(2) . ? O1W H1WB 0.83(2) . ? N1 C1 1.335(6) . ? N1 C13 1.353(6) . ? N2 C11 1.332(6) . ? N2 C12 1.364(6) . ? N3 C6 1.313(7) . ? N3 C5 1.401(6) . ? N4 C6 1.350(7) . ? N4 C7 1.386(6) . ? N4 H4 0.8600 . ? C1 C2 1.388(7) . ? C1 H1A 0.9300 . ? C2 C3 1.357(8) . ? C2 H2A 0.9300 . ? C3 C4 1.404(8) . ? C3 H3A 0.9300 . ? C4 C13 1.415(7) . ? C4 C5 1.433(7) . ? C5 C7 1.359(7) . ? C6 H6A 0.9300 . ? C7 C8 1.444(7) . ? C8 C9 1.388(7) . ? C8 C12 1.403(7) . ? C9 C10 1.367(7) . ? C9 H9A 0.9300 . ? C10 C11 1.393(7) . ? C10 H10A 0.9300 . ? C11 H11A 0.9300 . ? C12 C13 1.459(7) . ? C14 C15 1.504(6) . ? C15 C16 1.383(7) . ? C15 C20 1.392(6) . ? C16 C17 1.378(7) . ? C16 H16A 0.9300 . ? C17 C18 1.375(7) . ? C17 H17A 0.9300 . ? C18 C19 1.386(7) . ? C18 H18A 0.9300 . ? C19 C20 1.398(7) . ? C19 H19A 0.9300 . ? C20 C21 1.496(7) . ? C21 C22 1.400(7) . ? C21 C26 1.404(7) . ? C22 C23 1.371(7) . ? C22 H22A 0.9300 . ? C23 C24 1.379(8) . ? C23 H23A 0.9300 . ? C24 C25 1.365(7) . ? C24 H24A 0.9300 . ? C25 C26 1.397(6) . ? C25 H25A 0.9300 . ? C26 C27 1.499(6) . ? C27 Eu1 2.797(5) 7_567 ? C28 C29 1.502(7) . ? C29 C30 1.397(6) . ? C29 C34 1.397(7) . ? C30 C31 1.381(7) . ? C30 C30 1.503(9) 2_557 ? C31 C32 1.383(7) . ? C31 H31A 0.9300 . ? C32 C33 1.385(8) . ? C32 H32A 0.9300 . ? C33 C34 1.383(8) . ? C33 H33A 0.9300 . ? C34 H34A 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O5 Eu1 O1W 146.27(14) . . ? O5 Eu1 O4 83.23(13) . 7_567 ? O1W Eu1 O4 124.37(13) . 7_567 ? O5 Eu1 O2 79.08(14) . . ? O1W Eu1 O2 83.85(14) . . ? O4 Eu1 O2 146.36(12) 7_567 . ? O5 Eu1 O3 75.43(12) . 7_567 ? O1W Eu1 O3 135.44(12) . 7_567 ? O4 Eu1 O3 52.28(11) 7_567 7_567 ? O2 Eu1 O3 95.36(12) . 7_567 ? O5 Eu1 O1 143.78(12) . 7_567 ? O1W Eu1 O1 69.50(12) . 7_567 ? O4 Eu1 O1 71.04(11) 7_567 7_567 ? O2 Eu1 O1 108.79(11) . 7_567 ? O3 Eu1 O1 68.73(11) 7_567 7_567 ? O5 Eu1 N2 98.70(13) . . ? O1W Eu1 N2 74.69(12) . . ? O4 Eu1 N2 73.78(11) 7_567 . ? O2 Eu1 N2 136.98(12) . . ? O3 Eu1 N2 126.03(11) 7_567 . ? O1 Eu1 N2 98.05(11) 7_567 . ? O5 Eu1 N1 75.16(13) . . ? O1W Eu1 N1 72.52(13) . . ? O4 Eu1 N1 126.69(12) 7_567 . ? O2 Eu1 N1 75.68(13) . . ? O3 Eu1 N1 150.38(12) 7_567 . ? O1 Eu1 N1 140.87(12) 7_567 . ? N2 Eu1 N1 62.54(13) . . ? O5 Eu1 O1 111.47(12) . . ? O1W Eu1 O1 77.27(11) . . ? O4 Eu1 O1 113.70(10) 7_567 . ? O2 Eu1 O1 49.71(11) . . ? O3 Eu1 O1 69.12(10) 7_567 . ? O1 Eu1 O1 60.24(13) 7_567 . ? N2 Eu1 O1 149.39(11) . . ? N1 Eu1 O1 119.51(12) . . ? O5 Eu1 C27 83.83(13) . 7_567 ? O1W Eu1 C27 129.70(14) . 7_567 ? O4 Eu1 C27 26.45(12) 7_567 7_567 ? O2 Eu1 C27 122.31(14) . 7_567 ? O3 Eu1 C27 26.98(12) 7_567 7_567 ? O1 Eu1 C27 61.77(12) 7_567 7_567 ? N2 Eu1 C27 99.78(14) . 7_567 ? N1 Eu1 C27 149.32(13) . 7_567 ? O1 Eu1 C27 88.77(12) . 7_567 ? O5 Eu1 C14 95.18(14) . . ? O1W Eu1 C14 79.70(13) . . ? O4 Eu1 C14 133.27(12) 7_567 . ? O2 Eu1 C14 24.25(11) . . ? O3 Eu1 C14 81.98(12) 7_567 . ? O1 Eu1 C14 85.08(13) 7_567 . ? N2 Eu1 C14 151.11(12) . . ? N1 Eu1 C14 97.23(13) . . ? O1 Eu1 C14 25.45(11) . . ? C27 Eu1 C14 106.83(14) 7_567 . ? O5 Eu1 C28 18.37(14) . . ? O1W Eu1 C28 146.28(13) . . ? O4 Eu1 C28 70.24(12) 7_567 . ? O2 Eu1 C28 96.85(13) . . ? O3 Eu1 C28 78.20(12) 7_567 . ? O1 Eu1 C28 139.40(12) 7_567 . ? N2 Eu1 C28 82.54(13) . . ? N1 Eu1 C28 75.02(13) . . ? O1 Eu1 C28 128.06(12) . . ? C27 Eu1 C28 78.03(13) 7_567 . ? C14 Eu1 C28 113.52(13) . . ? C14 O1 Eu1 148.5(3) . 7_567 ? C14 O1 Eu1 88.9(3) . . ? Eu1 O1 Eu1 119.76(13) 7_567 . ? C14 O2 Eu1 100.5(3) . . ? C27 O3 Eu1 87.5(3) . 7_567 ? C27 O4 Eu1 92.8(3) . 7_567 ? C28 O5 Eu1 126.0(4) . . ? Eu1 O1W H1WA 135(4) . . ? Eu1 O1W H1WB 117(5) . . ? H1WA O1W H1WB 108(6) . . ? C1 N1 C13 118.1(5) . . ? C1 N1 Eu1 121.2(4) . . ? C13 N1 Eu1 120.7(3) . . ? C11 N2 C12 117.6(4) . . ? C11 N2 Eu1 120.6(3) . . ? C12 N2 Eu1 121.8(3) . . ? C6 N3 C5 102.8(5) . . ? C6 N4 C7 104.5(5) . . ? C6 N4 H4 127.8 . . ? C7 N4 H4 127.8 . . ? N1 C1 C2 123.0(5) . . ? N1 C1 H1A 118.5 . . ? C2 C1 H1A 118.5 . . ? C3 C2 C1 119.9(5) . . ? C3 C2 H2A 120.0 . . ? C1 C2 H2A 120.0 . . ? C2 C3 C4 119.0(5) . . ? C2 C3 H3A 120.5 . . ? C4 C3 H3A 120.5 . . ? C3 C4 C13 118.1(5) . . ? C3 C4 C5 124.2(5) . . ? C13 C4 C5 117.7(5) . . ? C7 C5 N3 110.3(5) . . ? C7 C5 C4 121.0(5) . . ? N3 C5 C4 128.7(5) . . ? N3 C6 N4 115.4(5) . . ? N3 C6 H6A 122.3 . . ? N4 C6 H6A 122.3 . . ? C5 C7 N4 107.0(4) . . ? C5 C7 C8 124.0(5) . . ? N4 C7 C8 129.0(5) . . ? C9 C8 C12 119.4(5) . . ? C9 C8 C7 125.1(5) . . ? C12 C8 C7 115.5(5) . . ? C10 C9 C8 118.7(5) . . ? C10 C9 H9A 120.7 . . ? C8 C9 H9A 120.7 . . ? C9 C10 C11 119.3(5) . . ? C9 C10 H10A 120.4 . . ? C11 C10 H10A 120.4 . . ? N2 C11 C10 123.5(5) . . ? N2 C11 H11A 118.2 . . ? C10 C11 H11A 118.2 . . ? N2 C12 C8 121.5(4) . . ? N2 C12 C13 116.8(4) . . ? C8 C12 C13 121.7(4) . . ? N1 C13 C4 121.9(5) . . ? N1 C13 C12 117.9(4) . . ? C4 C13 C12 120.1(5) . . ? O2 C14 O1 120.9(4) . . ? O2 C14 C15 120.6(4) . . ? O1 C14 C15 118.4(4) . . ? O2 C14 Eu1 55.3(2) . . ? O1 C14 Eu1 65.6(2) . . ? C15 C14 Eu1 175.5(3) . . ? C16 C15 C20 120.0(4) . . ? C16 C15 C14 116.7(4) . . ? C20 C15 C14 123.3(4) . . ? C17 C16 C15 121.3(5) . . ? C17 C16 H16A 119.3 . . ? C15 C16 H16A 119.3 . . ? C18 C17 C16 119.3(5) . . ? C18 C17 H17A 120.4 . . ? C16 C17 H17A 120.4 . . ? C17 C18 C19 120.2(5) . . ? C17 C18 H18A 119.9 . . ? C19 C18 H18A 119.9 . . ? C18 C19 C20 120.9(5) . . ? C18 C19 H19A 119.5 . . ? C20 C19 H19A 119.5 . . ? C15 C20 C19 118.2(4) . . ? C15 C20 C21 122.8(4) . . ? C19 C20 C21 118.9(4) . . ? C22 C21 C26 117.3(4) . . ? C22 C21 C20 118.5(4) . . ? C26 C21 C20 124.1(4) . . ? C23 C22 C21 122.4(5) . . ? C23 C22 H22A 118.8 . . ? C21 C22 H22A 118.8 . . ? C22 C23 C24 119.3(5) . . ? C22 C23 H23A 120.4 . . ? C24 C23 H23A 120.4 . . ? C25 C24 C23 120.2(5) . . ? C25 C24 H24A 119.9 . . ? C23 C24 H24A 119.9 . . ? C24 C25 C26 121.2(5) . . ? C24 C25 H25A 119.4 . . ? C26 C25 H25A 119.4 . . ? C25 C26 C21 119.5(4) . . ? C25 C26 C27 117.5(4) . . ? C21 C26 C27 122.9(4) . . ? O4 C27 O3 121.8(4) . . ? O4 C27 C26 119.8(4) . . ? O3 C27 C26 118.4(4) . . ? O4 C27 Eu1 60.7(2) . 7_567 ? O3 C27 Eu1 65.5(2) . 7_567 ? C26 C27 Eu1 157.2(3) . 7_567 ? O6 C28 O5 124.5(5) . . ? O6 C28 C29 118.6(5) . . ? O5 C28 C29 116.9(5) . . ? O6 C28 Eu1 91.7(3) . . ? O5 C28 Eu1 35.7(3) . . ? C29 C28 Eu1 145.8(3) . . ? C30 C29 C34 119.6(5) . . ? C30 C29 C28 124.5(4) . . ? C34 C29 C28 116.0(4) . . ? C31 C30 C29 118.9(4) . . ? C31 C30 C30 119.6(5) . 2_557 ? C29 C30 C30 121.3(5) . 2_557 ? C30 C31 C32 121.4(5) . . ? C30 C31 H31A 119.3 . . ? C32 C31 H31A 119.3 . . ? C31 C32 C33 120.0(5) . . ? C31 C32 H32A 120.0 . . ? C33 C32 H32A 120.0 . . ? C34 C33 C32 119.3(5) . . ? C34 C33 H33A 120.3 . . ? C32 C33 H33A 120.3 . . ? C33 C34 C29 120.8(5) . . ? C33 C34 H34A 119.6 . . ? C29 C34 H34A 119.6 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O5 Eu1 O1 C14 53.1(3) . . . . ? O1W Eu1 O1 C14 -92.7(3) . . . . ? O4 Eu1 O1 C14 145.0(3) 7_567 . . . ? O2 Eu1 O1 C14 0.0(2) . . . . ? O3 Eu1 O1 C14 117.0(3) 7_567 . . . ? O1 Eu1 O1 C14 -166.2(3) 7_567 . . . ? N2 Eu1 O1 C14 -116.7(3) . . . . ? N1 Eu1 O1 C14 -31.5(3) . . . . ? C27 Eu1 O1 C14 136.0(3) 7_567 . . . ? C28 Eu1 O1 C14 62.2(3) . . . . ? O5 Eu1 O1 Eu1 -140.69(15) . . . 7_567 ? O1W Eu1 O1 Eu1 73.48(16) . . . 7_567 ? O4 Eu1 O1 Eu1 -48.73(17) 7_567 . . 7_567 ? O2 Eu1 O1 Eu1 166.2(2) . . . 7_567 ? O3 Eu1 O1 Eu1 -76.76(14) 7_567 . . 7_567 ? O1 Eu1 O1 Eu1 0.0 7_567 . . 7_567 ? N2 Eu1 O1 Eu1 49.5(3) . . . 7_567 ? N1 Eu1 O1 Eu1 134.69(15) . . . 7_567 ? C27 Eu1 O1 Eu1 -57.81(16) 7_567 . . 7_567 ? C14 Eu1 O1 Eu1 166.2(3) . . . 7_567 ? C28 Eu1 O1 Eu1 -131.54(15) . . . 7_567 ? O5 Eu1 O2 C14 -130.7(3) . . . . ? O1W Eu1 O2 C14 78.5(3) . . . . ? O4 Eu1 O2 C14 -71.1(4) 7_567 . . . ? O3 Eu1 O2 C14 -56.7(3) 7_567 . . . ? O1 Eu1 O2 C14 12.7(3) 7_567 . . . ? N2 Eu1 O2 C14 138.2(3) . . . . ? N1 Eu1 O2 C14 152.0(3) . . . . ? O1 Eu1 O2 C14 0.0(3) . . . . ? C27 Eu1 O2 C14 -55.3(3) 7_567 . . . ? C28 Eu1 O2 C14 -135.4(3) . . . . ? O1W Eu1 O5 C28 -104.1(4) . . . . ? O4 Eu1 O5 C28 43.7(4) 7_567 . . . ? O2 Eu1 O5 C28 -165.0(4) . . . . ? O3 Eu1 O5 C28 96.5(4) 7_567 . . . ? O1 Eu1 O5 C28 88.0(4) 7_567 . . . ? N2 Eu1 O5 C28 -28.6(4) . . . . ? N1 Eu1 O5 C28 -87.1(4) . . . . ? O1 Eu1 O5 C28 156.6(4) . . . . ? C27 Eu1 O5 C28 70.4(4) 7_567 . . . ? C14 Eu1 O5 C28 176.8(4) . . . . ? O5 Eu1 N1 C1 -70.2(4) . . . . ? O1W Eu1 N1 C1 100.0(4) . . . . ? O4 Eu1 N1 C1 -139.8(4) 7_567 . . . ? O2 Eu1 N1 C1 12.0(4) . . . . ? O3 Eu1 N1 C1 -63.3(5) 7_567 . . . ? O1 Eu1 N1 C1 114.3(4) 7_567 . . . ? N2 Eu1 N1 C1 -178.5(4) . . . . ? O1 Eu1 N1 C1 36.3(4) . . . . ? C27 Eu1 N1 C1 -118.6(4) 7_567 . . . ? C14 Eu1 N1 C1 23.2(4) . . . . ? C28 Eu1 N1 C1 -89.3(4) . . . . ? O5 Eu1 N1 C13 111.2(4) . . . . ? O1W Eu1 N1 C13 -78.6(4) . . . . ? O4 Eu1 N1 C13 41.6(4) 7_567 . . . ? O2 Eu1 N1 C13 -166.6(4) . . . . ? O3 Eu1 N1 C13 118.1(4) 7_567 . . . ? O1 Eu1 N1 C13 -64.3(4) 7_567 . . . ? N2 Eu1 N1 C13 2.9(3) . . . . ? O1 Eu1 N1 C13 -142.3(3) . . . . ? C27 Eu1 N1 C13 62.8(5) 7_567 . . . ? C14 Eu1 N1 C13 -155.4(3) . . . . ? C28 Eu1 N1 C13 92.1(4) . . . . ? O5 Eu1 N2 C11 110.9(4) . . . . ? O1W Eu1 N2 C11 -103.0(4) . . . . ? O4 Eu1 N2 C11 30.6(3) 7_567 . . . ? O2 Eu1 N2 C11 -165.8(3) . . . . ? O3 Eu1 N2 C11 32.6(4) 7_567 . . . ? O1 Eu1 N2 C11 -36.9(4) 7_567 . . . ? N1 Eu1 N2 C11 179.1(4) . . . . ? O1 Eu1 N2 C11 -78.7(4) . . . . ? C27 Eu1 N2 C11 25.7(4) 7_567 . . . ? C14 Eu1 N2 C11 -131.3(4) . . . . ? C28 Eu1 N2 C11 102.1(4) . . . . ? O5 Eu1 N2 C12 -72.1(3) . . . . ? O1W Eu1 N2 C12 74.1(3) . . . . ? O4 Eu1 N2 C12 -152.3(4) 7_567 . . . ? O2 Eu1 N2 C12 11.2(4) . . . . ? O3 Eu1 N2 C12 -150.3(3) 7_567 . . . ? O1 Eu1 N2 C12 140.2(3) 7_567 . . . ? N1 Eu1 N2 C12 -3.9(3) . . . . ? O1 Eu1 N2 C12 98.4(4) . . . . ? C27 Eu1 N2 C12 -157.2(3) 7_567 . . . ? C14 Eu1 N2 C12 45.8(5) . . . . ? C28 Eu1 N2 C12 -80.8(3) . . . . ? C13 N1 C1 C2 1.3(8) . . . . ? Eu1 N1 C1 C2 -177.4(4) . . . . ? N1 C1 C2 C3 0.0(9) . . . . ? C1 C2 C3 C4 -1.4(8) . . . . ? C2 C3 C4 C13 1.6(7) . . . . ? C2 C3 C4 C5 -179.3(5) . . . . ? C6 N3 C5 C7 -1.2(6) . . . . ? C6 N3 C5 C4 177.5(5) . . . . ? C3 C4 C5 C7 -179.4(5) . . . . ? C13 C4 C5 C7 -0.2(7) . . . . ? C3 C4 C5 N3 2.1(8) . . . . ? C13 C4 C5 N3 -178.7(5) . . . . ? C5 N3 C6 N4 0.9(6) . . . . ? C7 N4 C6 N3 -0.4(6) . . . . ? N3 C5 C7 N4 1.0(6) . . . . ? C4 C5 C7 N4 -177.8(4) . . . . ? N3 C5 C7 C8 179.8(4) . . . . ? C4 C5 C7 C8 1.1(8) . . . . ? C6 N4 C7 C5 -0.4(6) . . . . ? C6 N4 C7 C8 -179.2(5) . . . . ? C5 C7 C8 C9 179.7(5) . . . . ? N4 C7 C8 C9 -1.7(8) . . . . ? C5 C7 C8 C12 -1.5(7) . . . . ? N4 C7 C8 C12 177.1(5) . . . . ? C12 C8 C9 C10 -1.2(8) . . . . ? C7 C8 C9 C10 177.5(5) . . . . ? C8 C9 C10 C11 -0.1(8) . . . . ? C12 N2 C11 C10 -2.4(7) . . . . ? Eu1 N2 C11 C10 174.8(4) . . . . ? C9 C10 C11 N2 2.0(8) . . . . ? C11 N2 C12 C8 0.9(7) . . . . ? Eu1 N2 C12 C8 -176.2(3) . . . . ? C11 N2 C12 C13 -178.2(4) . . . . ? Eu1 N2 C12 C13 4.6(5) . . . . ? C9 C8 C12 N2 0.8(7) . . . . ? C7 C8 C12 N2 -178.0(4) . . . . ? C9 C8 C12 C13 180.0(4) . . . . ? C7 C8 C12 C13 1.1(7) . . . . ? C1 N1 C13 C4 -1.0(7) . . . . ? Eu1 N1 C13 C4 177.6(3) . . . . ? C1 N1 C13 C12 179.5(4) . . . . ? Eu1 N1 C13 C12 -1.9(6) . . . . ? C3 C4 C13 N1 -0.3(7) . . . . ? C5 C4 C13 N1 -179.6(4) . . . . ? C3 C4 C13 C12 179.1(4) . . . . ? C5 C4 C13 C12 -0.1(7) . . . . ? N2 C12 C13 N1 -1.7(6) . . . . ? C8 C12 C13 N1 179.1(4) . . . . ? N2 C12 C13 C4 178.8(4) . . . . ? C8 C12 C13 C4 -0.4(7) . . . . ? Eu1 O2 C14 O1 0.0(5) . . . . ? Eu1 O2 C14 C15 177.9(3) . . . . ? Eu1 O1 C14 O2 -156.7(4) 7_567 . . . ? Eu1 O1 C14 O2 0.0(4) . . . . ? Eu1 O1 C14 C15 25.4(8) 7_567 . . . ? Eu1 O1 C14 C15 -177.9(4) . . . . ? Eu1 O1 C14 Eu1 -156.7(6) 7_567 . . . ? O5 Eu1 C14 O2 48.4(3) . . . . ? O1W Eu1 C14 O2 -98.0(3) . . . . ? O4 Eu1 C14 O2 133.9(3) 7_567 . . . ? O3 Eu1 C14 O2 122.8(3) 7_567 . . . ? O1 Eu1 C14 O2 -168.0(3) 7_567 . . . ? N2 Eu1 C14 O2 -70.2(4) . . . . ? N1 Eu1 C14 O2 -27.3(3) . . . . ? O1 Eu1 C14 O2 -180.0(5) . . . . ? C27 Eu1 C14 O2 133.5(3) 7_567 . . . ? C28 Eu1 C14 O2 49.5(3) . . . . ? O5 Eu1 C14 O1 -131.7(3) . . . . ? O1W Eu1 C14 O1 82.0(3) . . . . ? O4 Eu1 C14 O1 -46.1(3) 7_567 . . . ? O2 Eu1 C14 O1 180.0(5) . . . . ? O3 Eu1 C14 O1 -57.2(3) 7_567 . . . ? O1 Eu1 C14 O1 12.0(3) 7_567 . . . ? N2 Eu1 C14 O1 109.7(3) . . . . ? N1 Eu1 C14 O1 152.7(3) . . . . ? C27 Eu1 C14 O1 -46.6(3) 7_567 . . . ? C28 Eu1 C14 O1 -130.6(3) . . . . ? O5 Eu1 C14 C15 24(4) . . . . ? O1W Eu1 C14 C15 -122(4) . . . . ? O4 Eu1 C14 C15 110(4) 7_567 . . . ? O2 Eu1 C14 C15 -24(4) . . . . ? O3 Eu1 C14 C15 99(4) 7_567 . . . ? O1 Eu1 C14 C15 168(4) 7_567 . . . ? N2 Eu1 C14 C15 -95(4) . . . . ? N1 Eu1 C14 C15 -52(4) . . . . ? O1 Eu1 C14 C15 156(4) . . . . ? C27 Eu1 C14 C15 109(4) 7_567 . . . ? C28 Eu1 C14 C15 25(4) . . . . ? O2 C14 C15 C16 -94.5(6) . . . . ? O1 C14 C15 C16 83.4(5) . . . . ? Eu1 C14 C15 C16 -71(4) . . . . ? O2 C14 C15 C20 86.2(6) . . . . ? O1 C14 C15 C20 -95.8(6) . . . . ? Eu1 C14 C15 C20 109(4) . . . . ? C20 C15 C16 C17 -0.5(7) . . . . ? C14 C15 C16 C17 -179.8(4) . . . . ? C15 C16 C17 C18 1.0(7) . . . . ? C16 C17 C18 C19 -1.2(8) . . . . ? C17 C18 C19 C20 0.9(8) . . . . ? C16 C15 C20 C19 0.2(7) . . . . ? C14 C15 C20 C19 179.5(4) . . . . ? C16 C15 C20 C21 176.1(4) . . . . ? C14 C15 C20 C21 -4.6(7) . . . . ? C18 C19 C20 C15 -0.4(7) . . . . ? C18 C19 C20 C21 -176.5(5) . . . . ? C15 C20 C21 C22 -120.5(5) . . . . ? C19 C20 C21 C22 55.5(6) . . . . ? C15 C20 C21 C26 56.2(7) . . . . ? C19 C20 C21 C26 -127.9(5) . . . . ? C26 C21 C22 C23 -1.6(8) . . . . ? C20 C21 C22 C23 175.3(5) . . . . ? C21 C22 C23 C24 -1.8(9) . . . . ? C22 C23 C24 C25 2.7(8) . . . . ? C23 C24 C25 C26 -0.1(8) . . . . ? C24 C25 C26 C21 -3.4(7) . . . . ? C24 C25 C26 C27 174.7(5) . . . . ? C22 C21 C26 C25 4.1(7) . . . . ? C20 C21 C26 C25 -172.6(4) . . . . ? C22 C21 C26 C27 -173.9(5) . . . . ? C20 C21 C26 C27 9.4(7) . . . . ? Eu1 O4 C27 O3 24.7(4) 7_567 . . . ? Eu1 O4 C27 C26 -153.7(4) 7_567 . . . ? Eu1 O3 C27 O4 -23.7(4) 7_567 . . . ? Eu1 O3 C27 C26 154.8(4) 7_567 . . . ? C25 C26 C27 O4 -147.1(5) . . . . ? C21 C26 C27 O4 30.9(7) . . . . ? C25 C26 C27 O3 34.4(6) . . . . ? C21 C26 C27 O3 -147.7(4) . . . . ? C25 C26 C27 Eu1 128.2(8) . . . 7_567 ? C21 C26 C27 Eu1 -53.9(11) . . . 7_567 ? Eu1 O5 C28 O6 26.1(7) . . . . ? Eu1 O5 C28 C29 -152.1(3) . . . . ? O5 Eu1 C28 O6 -158.7(6) . . . . ? O1W Eu1 C28 O6 -54.7(4) . . . . ? O4 Eu1 C28 O6 68.1(3) 7_567 . . . ? O2 Eu1 C28 O6 -143.9(3) . . . . ? O3 Eu1 C28 O6 122.0(3) 7_567 . . . ? O1 Eu1 C28 O6 86.4(4) 7_567 . . . ? N2 Eu1 C28 O6 -7.3(3) . . . . ? N1 Eu1 C28 O6 -70.7(3) . . . . ? O1 Eu1 C28 O6 173.3(3) . . . . ? C27 Eu1 C28 O6 94.5(3) 7_567 . . . ? C14 Eu1 C28 O6 -162.2(3) . . . . ? O1W Eu1 C28 O5 104.0(4) . . . . ? O4 Eu1 C28 O5 -133.2(4) 7_567 . . . ? O2 Eu1 C28 O5 14.8(4) . . . . ? O3 Eu1 C28 O5 -79.3(4) 7_567 . . . ? O1 Eu1 C28 O5 -114.9(4) 7_567 . . . ? N2 Eu1 C28 O5 151.5(4) . . . . ? N1 Eu1 C28 O5 88.0(4) . . . . ? O1 Eu1 C28 O5 -28.0(4) . . . . ? C27 Eu1 C28 O5 -106.8(4) 7_567 . . . ? C14 Eu1 C28 O5 -3.5(4) . . . . ? O5 Eu1 C28 C29 47.9(6) . . . . ? O1W Eu1 C28 C29 151.9(5) . . . . ? O4 Eu1 C28 C29 -85.3(6) 7_567 . . . ? O2 Eu1 C28 C29 62.7(6) . . . . ? O3 Eu1 C28 C29 -31.4(6) 7_567 . . . ? O1 Eu1 C28 C29 -67.0(7) 7_567 . . . ? N2 Eu1 C28 C29 -160.6(6) . . . . ? N1 Eu1 C28 C29 135.9(6) . . . . ? O1 Eu1 C28 C29 19.9(7) . . . . ? C27 Eu1 C28 C29 -58.9(6) 7_567 . . . ? C14 Eu1 C28 C29 44.4(6) . . . . ? O6 C28 C29 C30 66.0(7) . . . . ? O5 C28 C29 C30 -115.6(6) . . . . ? Eu1 C28 C29 C30 -144.6(5) . . . . ? O6 C28 C29 C34 -113.4(6) . . . . ? O5 C28 C29 C34 65.0(6) . . . . ? Eu1 C28 C29 C34 36.0(8) . . . . ? C34 C29 C30 C31 -1.6(7) . . . . ? C28 C29 C30 C31 179.1(5) . . . . ? C34 C29 C30 C30 -177.7(4) . . . 2_557 ? C28 C29 C30 C30 3.0(6) . . . 2_557 ? C29 C30 C31 C32 1.4(9) . . . . ? C30 C30 C31 C32 177.5(5) 2_557 . . . ? C30 C31 C32 C33 -0.6(10) . . . . ? C31 C32 C33 C34 0.0(10) . . . . ? C32 C33 C34 C29 -0.3(9) . . . . ? C30 C29 C34 C33 1.1(8) . . . . ? C28 C29 C34 C33 -179.5(5) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 2.047 _refine_diff_density_min -0.842 _refine_diff_density_rms 0.103 _database_code_depnum_ccdc_archive 'CCDC 948900' ####################################################################### # # 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_130519c_0m _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H22 Gd N4 O7' _chemical_formula_weight 755.81 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' 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 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 24.833(6) _cell_length_b 15.143(3) _cell_length_c 15.160(3) _cell_angle_alpha 90.00 _cell_angle_beta 97.889(6) _cell_angle_gamma 90.00 _cell_volume 5647(2) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 277 _cell_measurement_theta_min 3.308 _cell_measurement_theta_max 13.495 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.778 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2992 _exptl_absorpt_coefficient_mu 2.410 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.6014 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 13689 _diffrn_reflns_av_R_equivalents 0.1634 _diffrn_reflns_av_sigmaI/netI 0.2036 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.58 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4974 _reflns_number_gt 2554 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0397P)^2^+2.6547P] 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 4974 _refine_ls_number_parameters 415 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1569 _refine_ls_R_factor_gt 0.0678 _refine_ls_wR_factor_ref 0.1512 _refine_ls_wR_factor_gt 0.1143 _refine_ls_goodness_of_fit_ref 0.943 _refine_ls_restrained_S_all 0.943 _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 Gd1 Gd 0.16237(2) 0.76765(3) 1.02296(3) 0.02684(13) Uani 1 1 d . . . O1 O 0.2464(3) 0.6638(4) 0.9963(5) 0.038(2) Uani 1 1 d . . . O2 O 0.1651(3) 0.6107(4) 0.9879(5) 0.043(2) Uani 1 1 d . . . O3 O 0.2697(3) 0.7448(4) 0.8349(4) 0.0316(18) Uani 1 1 d . . . O4 O 0.3149(3) 0.6212(4) 0.8631(4) 0.0328(19) Uani 1 1 d . . . O5 O 0.1119(3) 0.7110(5) 1.1262(4) 0.047(2) Uani 1 1 d . . . O6 O 0.0593(3) 0.8229(5) 1.1497(6) 0.061(3) Uani 1 1 d . . . O1W O 0.1688(3) 0.7884(5) 0.8687(5) 0.048(2) Uani 1 1 d . . . N1 N 0.0668(3) 0.7360(5) 0.9351(5) 0.029(2) Uani 1 1 d . . . N2 N 0.1011(3) 0.9018(5) 0.9757(5) 0.028(2) Uani 1 1 d . . . N3 N -0.1015(3) 0.8656(6) 0.7733(6) 0.046(3) Uani 1 1 d . . . N4 N -0.0722(3) 1.0023(6) 0.8091(6) 0.040(3) Uani 1 1 d . . . H4 H -0.0724 1.0590 0.8114 0.048 Uiso 1 1 calc R . . C1 C 0.0510(5) 0.6529(7) 0.9170(7) 0.043(3) Uani 1 1 d . . . H1A H 0.0741 0.6069 0.9381 0.052 Uiso 1 1 calc R . . C2 C 0.0008(5) 0.6331(7) 0.8673(7) 0.040(3) Uani 1 1 d . . . H2A H -0.0096 0.5747 0.8562 0.048 Uiso 1 1 calc R . . C3 C -0.0324(4) 0.6998(7) 0.8355(6) 0.036(3) Uani 1 1 d . . . H3A H -0.0656 0.6866 0.8016 0.043 Uiso 1 1 calc R . . C4 C -0.0184(4) 0.7886(6) 0.8523(6) 0.034(3) Uani 1 1 d . . . C5 C -0.0503(4) 0.8625(7) 0.8230(6) 0.033(3) Uani 1 1 d . . . C6 C -0.1117(5) 0.9502(8) 0.7703(7) 0.052(4) Uani 1 1 d . . . H6A H -0.1446 0.9728 0.7427 0.062 Uiso 1 1 calc R . . C7 C -0.0312(4) 0.9471(7) 0.8446(7) 0.030(3) Uani 1 1 d . . . C8 C 0.0202(4) 0.9645(6) 0.8965(7) 0.032(3) Uani 1 1 d . . . C9 C 0.0399(4) 1.0492(7) 0.9166(7) 0.037(3) Uani 1 1 d . . . H9A H 0.0193 1.0984 0.8967 0.044 Uiso 1 1 calc R . . C10 C 0.0896(4) 1.0589(7) 0.9656(7) 0.040(3) Uani 1 1 d . . . H10A H 0.1039 1.1147 0.9793 0.049 Uiso 1 1 calc R . . C11 C 0.1184(4) 0.9840(7) 0.9947(6) 0.032(3) Uani 1 1 d . . . H11A H 0.1520 0.9912 1.0296 0.039 Uiso 1 1 calc R . . C12 C 0.0523(4) 0.8929(7) 0.9230(6) 0.027(3) Uani 1 1 d . . . C13 C 0.0342(4) 0.8024(7) 0.9046(6) 0.030(3) Uani 1 1 d . . . C14 C 0.2152(5) 0.5998(6) 0.9842(7) 0.032(3) Uani 1 1 d . . . C15 C 0.2362(4) 0.5107(6) 0.9643(7) 0.023(3) Uani 1 1 d . . . C16 C 0.2564(4) 0.4609(6) 1.0379(7) 0.028(3) Uani 1 1 d . . . H16A H 0.2562 0.4841 1.0946 0.034 Uiso 1 1 calc R . . C17 C 0.2772(4) 0.3763(7) 1.0283(7) 0.041(3) Uani 1 1 d . . . H17A H 0.2893 0.3422 1.0781 0.050 Uiso 1 1 calc R . . C18 C 0.2796(4) 0.3444(6) 0.9446(7) 0.037(3) Uani 1 1 d . . . H18A H 0.2946 0.2890 0.9377 0.045 Uiso 1 1 calc R . . C19 C 0.2601(4) 0.3932(6) 0.8703(8) 0.038(3) Uani 1 1 d . . . H19A H 0.2621 0.3704 0.8139 0.046 Uiso 1 1 calc R . . C20 C 0.2373(4) 0.4763(6) 0.8786(6) 0.024(3) Uani 1 1 d . . . C21 C 0.2134(4) 0.5275(6) 0.7979(6) 0.027(3) Uani 1 1 d . . . C22 C 0.1736(5) 0.4845(7) 0.7394(8) 0.045(3) Uani 1 1 d . . . H22A H 0.1651 0.4259 0.7495 0.054 Uiso 1 1 calc R . . C23 C 0.1473(4) 0.5281(7) 0.6678(7) 0.042(3) Uani 1 1 d . . . H23A H 0.1208 0.4978 0.6302 0.050 Uiso 1 1 calc R . . C24 C 0.1576(5) 0.6141(7) 0.6480(7) 0.046(3) Uani 1 1 d . . . H24A H 0.1384 0.6423 0.5990 0.055 Uiso 1 1 calc R . . C25 C 0.1984(5) 0.6577(7) 0.7048(7) 0.040(3) Uani 1 1 d . . . H25A H 0.2058 0.7168 0.6948 0.048 Uiso 1 1 calc R . . C26 C 0.2272(4) 0.6143(6) 0.7742(6) 0.024(3) Uani 1 1 d . . . C27 C 0.2739(4) 0.6619(7) 0.8281(6) 0.032(3) Uani 1 1 d . . . C28 C 0.0828(4) 0.7541(7) 1.1719(7) 0.036(3) Uani 1 1 d . . . C29 C 0.0742(4) 0.7127(6) 1.2609(6) 0.023(3) Uani 1 1 d . . . C30 C 0.0257(3) 0.6841(6) 1.2821(6) 0.025(3) Uani 1 1 d . . . C31 C 0.0238(5) 0.6470(8) 1.3680(7) 0.050(4) Uani 1 1 d . . . H31A H -0.0089 0.6257 1.3830 0.060 Uiso 1 1 calc R . . C32 C 0.0700(5) 0.6425(9) 1.4284(7) 0.067(4) Uani 1 1 d . . . H32A H 0.0683 0.6185 1.4844 0.080 Uiso 1 1 calc R . . C33 C 0.1190(5) 0.6731(8) 1.4074(7) 0.054(4) Uani 1 1 d . . . H33A H 0.1501 0.6710 1.4493 0.065 Uiso 1 1 calc R . . C34 C 0.1213(4) 0.7069(7) 1.3239(6) 0.036(3) Uani 1 1 d . . . H34A H 0.1544 0.7261 1.3087 0.044 Uiso 1 1 calc R . . H1WA H 0.1521 0.8064 0.8343 0.044 Uiso 1 1 d R . . H1WB H 0.1995 0.7828 0.8497 0.044 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Gd1 0.0277(3) 0.0263(2) 0.0262(3) 0.0013(3) 0.00233(19) 0.0002(3) O1 0.050(4) 0.026(5) 0.043(4) -0.018(3) 0.021(4) -0.015(3) O2 0.050(5) 0.033(4) 0.047(5) -0.006(4) 0.014(4) 0.005(4) O3 0.037(4) 0.023(4) 0.034(4) 0.007(3) 0.003(3) -0.004(3) O4 0.034(4) 0.031(4) 0.032(4) 0.002(3) 0.001(3) -0.001(3) O5 0.037(4) 0.071(6) 0.035(4) -0.002(4) 0.014(4) -0.001(4) O6 0.060(6) 0.043(5) 0.075(6) 0.021(5) -0.008(5) 0.005(4) O1W 0.028(4) 0.076(6) 0.044(4) 0.020(4) 0.011(3) 0.017(4) N1 0.022(4) 0.028(4) 0.037(5) 0.005(4) 0.002(4) -0.006(4) N2 0.029(5) 0.028(5) 0.030(5) -0.001(4) 0.010(4) -0.008(4) N3 0.021(5) 0.060(6) 0.055(7) -0.009(5) -0.003(5) 0.007(5) N4 0.030(5) 0.047(5) 0.040(6) 0.007(5) -0.001(4) 0.020(5) C1 0.040(8) 0.029(7) 0.057(8) -0.009(6) -0.004(6) -0.008(6) C2 0.043(7) 0.048(7) 0.028(7) -0.003(6) -0.002(6) -0.009(6) C3 0.037(7) 0.046(7) 0.024(6) -0.008(5) -0.001(5) -0.010(6) C4 0.039(6) 0.041(7) 0.025(6) -0.009(5) 0.012(5) -0.003(5) C5 0.019(6) 0.061(7) 0.021(6) -0.013(5) 0.007(5) -0.003(6) C6 0.028(7) 0.081(9) 0.045(8) -0.015(7) -0.001(6) -0.002(7) C7 0.018(6) 0.042(6) 0.033(6) -0.020(5) 0.008(5) -0.003(5) C8 0.029(6) 0.040(6) 0.028(6) -0.011(5) 0.007(5) 0.006(5) C9 0.046(7) 0.033(6) 0.029(6) 0.003(5) -0.001(5) 0.017(6) C10 0.040(7) 0.030(6) 0.048(7) 0.006(6) -0.007(6) 0.003(6) C11 0.019(6) 0.049(7) 0.027(6) 0.003(5) -0.005(5) -0.007(5) C12 0.017(6) 0.043(7) 0.019(6) 0.004(5) -0.002(5) 0.004(5) C13 0.029(6) 0.040(6) 0.020(6) 0.005(5) 0.001(5) -0.007(5) C14 0.047(7) 0.028(6) 0.025(6) 0.001(5) 0.015(5) 0.000(6) C15 0.023(6) 0.007(5) 0.040(6) -0.002(5) 0.003(5) -0.003(4) C16 0.031(6) 0.029(6) 0.022(6) 0.000(5) -0.002(5) -0.002(5) C17 0.040(7) 0.049(7) 0.038(7) 0.009(6) 0.015(6) 0.013(6) C18 0.053(8) 0.025(6) 0.034(7) 0.006(5) 0.005(6) 0.008(5) C19 0.034(7) 0.033(6) 0.049(7) -0.015(6) 0.011(6) 0.006(5) C20 0.019(5) 0.027(6) 0.029(6) 0.005(5) 0.010(5) -0.011(5) C21 0.030(6) 0.031(6) 0.022(6) -0.005(5) 0.006(5) 0.002(5) C22 0.047(8) 0.027(6) 0.057(8) 0.005(6) -0.006(6) 0.001(6) C23 0.030(7) 0.058(8) 0.034(7) -0.019(6) -0.008(5) -0.004(6) C24 0.047(8) 0.054(8) 0.035(7) -0.011(6) -0.003(6) 0.012(6) C25 0.042(7) 0.039(7) 0.037(7) 0.015(6) 0.002(6) 0.016(6) C26 0.014(5) 0.030(6) 0.027(6) 0.006(5) 0.003(4) 0.003(5) C27 0.034(7) 0.046(7) 0.017(6) 0.002(5) 0.010(5) 0.013(5) C28 0.027(6) 0.040(8) 0.040(6) -0.003(6) 0.002(5) -0.018(5) C29 0.029(5) 0.025(6) 0.017(5) 0.004(4) 0.010(4) 0.016(4) C30 0.009(5) 0.032(6) 0.034(6) 0.001(5) 0.002(4) 0.002(4) C31 0.041(8) 0.090(9) 0.016(6) 0.015(6) -0.001(6) 0.014(7) C32 0.066(10) 0.120(11) 0.017(6) 0.029(7) 0.011(6) 0.002(8) C33 0.038(7) 0.106(10) 0.018(6) -0.003(7) 0.002(5) -0.007(7) C34 0.023(6) 0.056(8) 0.030(6) 0.007(6) 0.003(5) 0.000(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 Gd1 O5 2.301(7) . ? Gd1 O1W 2.386(7) . ? Gd1 O4 2.423(6) 7_567 ? Gd1 O2 2.439(6) . ? Gd1 O3 2.555(6) 7_567 ? Gd1 O1 2.545(7) 7_567 ? Gd1 N2 2.580(8) . ? Gd1 N1 2.602(7) . ? Gd1 O1 2.688(7) . ? Gd1 C27 2.785(10) 7_567 ? Gd1 C14 2.956(10) . ? O1 C14 1.237(11) . ? O1 Gd1 2.545(7) 7_567 ? O2 C14 1.265(12) . ? O3 C27 1.265(11) . ? O3 Gd1 2.555(6) 7_567 ? O4 C27 1.243(11) . ? O4 Gd1 2.423(6) 7_567 ? O5 C28 1.252(12) . ? O6 C28 1.219(12) . ? O1W H1WA 0.6772 . ? O1W H1WB 0.8559 . ? N1 C1 1.335(12) . ? N1 C13 1.333(12) . ? N2 C11 1.336(11) . ? N2 C12 1.364(12) . ? N3 C6 1.306(14) . ? N3 C5 1.387(12) . ? N4 C6 1.330(13) . ? N4 C7 1.370(12) . ? N4 H4 0.8600 . ? C1 C2 1.399(14) . ? C1 H1A 0.9300 . ? C2 C3 1.351(14) . ? C2 H2A 0.9300 . ? C3 C4 1.403(13) . ? C3 H3A 0.9300 . ? C4 C13 1.447(14) . ? C4 C5 1.408(14) . ? C5 C7 1.389(13) . ? C6 H6A 0.9300 . ? C7 C8 1.429(13) . ? C8 C9 1.392(13) . ? C8 C12 1.372(13) . ? C9 C10 1.360(14) . ? C9 H9A 0.9300 . ? C10 C11 1.380(13) . ? C10 H10A 0.9300 . ? C11 H11A 0.9300 . ? C12 C13 1.457(13) . ? C14 C15 1.492(13) . ? C15 C16 1.382(12) . ? C15 C20 1.405(13) . ? C16 C17 1.397(13) . ? C16 H16A 0.9300 . ? C17 C18 1.366(14) . ? C17 H17A 0.9300 . ? C18 C19 1.379(14) . ? C18 H18A 0.9300 . ? C19 C20 1.392(12) . ? C19 H19A 0.9300 . ? C20 C21 1.501(13) . ? C21 C22 1.394(14) . ? C21 C26 1.416(12) . ? C22 C23 1.359(14) . ? C22 H22A 0.9300 . ? C23 C24 1.369(14) . ? C23 H23A 0.9300 . ? C24 C25 1.401(15) . ? C24 H24A 0.9300 . ? C25 C26 1.359(13) . ? C25 H25A 0.9300 . ? C26 C27 1.508(13) . ? C27 Gd1 2.785(10) 7_567 ? C28 C29 1.529(13) . ? C29 C34 1.407(13) . ? C29 C30 1.358(12) . ? C30 C31 1.426(13) . ? C30 C30 1.494(18) 2_557 ? C31 C32 1.368(16) . ? C31 H31A 0.9300 . ? C32 C33 1.380(16) . ? C32 H32A 0.9300 . ? C33 C34 1.374(14) . ? C33 H33A 0.9300 . ? C34 H34A 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O5 Gd1 O1W 146.2(2) . . ? O5 Gd1 O4 82.5(2) . 7_567 ? O1W Gd1 O4 124.6(2) . 7_567 ? O5 Gd1 O2 79.6(2) . . ? O1W Gd1 O2 84.7(2) . . ? O4 Gd1 O2 145.3(2) 7_567 . ? O5 Gd1 O3 75.9(2) . 7_567 ? O1W Gd1 O3 135.3(2) . 7_567 ? O4 Gd1 O3 52.2(2) 7_567 7_567 ? O2 Gd1 O3 94.4(2) . 7_567 ? O5 Gd1 O1 143.8(2) . 7_567 ? O1W Gd1 O1 69.8(2) . 7_567 ? O4 Gd1 O1 71.0(2) 7_567 7_567 ? O2 Gd1 O1 108.7(2) . 7_567 ? O3 Gd1 O1 68.4(2) 7_567 7_567 ? O5 Gd1 N2 97.3(2) . . ? O1W Gd1 N2 75.0(2) . . ? O4 Gd1 N2 73.9(2) 7_567 . ? O2 Gd1 N2 137.7(2) . . ? O3 Gd1 N2 126.0(2) 7_567 . ? O1 Gd1 N2 98.5(2) 7_567 . ? O5 Gd1 N1 74.7(2) . . ? O1W Gd1 N1 72.6(2) . . ? O4 Gd1 N1 126.9(2) 7_567 . ? O2 Gd1 N1 76.1(2) . . ? O3 Gd1 N1 150.3(2) 7_567 . ? O1 Gd1 N1 141.3(2) 7_567 . ? N2 Gd1 N1 62.7(2) . . ? O5 Gd1 O1 113.0(2) . . ? O1W Gd1 O1 76.8(2) . . ? O4 Gd1 O1 113.8(2) 7_567 . ? O2 Gd1 O1 49.6(2) . . ? O3 Gd1 O1 69.3(2) 7_567 . ? O1 Gd1 O1 60.0(2) 7_567 . ? N2 Gd1 O1 149.3(2) . . ? N1 Gd1 O1 119.2(2) . . ? O5 Gd1 C27 83.9(3) . 7_567 ? O1W Gd1 C27 129.6(3) . 7_567 ? O4 Gd1 C27 26.5(2) 7_567 7_567 ? O2 Gd1 C27 121.4(3) . 7_567 ? O3 Gd1 C27 27.0(2) 7_567 7_567 ? O1 Gd1 C27 61.4(3) 7_567 7_567 ? N2 Gd1 C27 99.9(3) . 7_567 ? N1 Gd1 C27 149.6(3) . 7_567 ? O1 Gd1 C27 88.8(3) . 7_567 ? O5 Gd1 C14 96.5(3) . . ? O1W Gd1 C14 80.1(3) . . ? O4 Gd1 C14 132.2(3) 7_567 . ? O2 Gd1 C14 24.8(3) . . ? O3 Gd1 C14 81.0(2) 7_567 . ? O1 Gd1 C14 84.3(3) 7_567 . ? N2 Gd1 C14 152.0(3) . . ? N1 Gd1 C14 98.0(3) . . ? O1 Gd1 C14 24.7(2) . . ? C27 Gd1 C14 105.8(3) 7_567 . ? C14 O1 Gd1 148.3(7) . 7_567 ? C14 O1 Gd1 89.9(6) . . ? Gd1 O1 Gd1 120.0(2) 7_567 . ? C14 O2 Gd1 101.1(6) . . ? C27 O3 Gd1 86.7(6) . 7_567 ? C27 O4 Gd1 93.3(6) . 7_567 ? C28 O5 Gd1 126.3(7) . . ? Gd1 O1W H1WA 133.9 . . ? Gd1 O1W H1WB 120.0 . . ? H1WA O1W H1WB 104.9 . . ? C1 N1 C13 119.5(8) . . ? C1 N1 Gd1 120.0(7) . . ? C13 N1 Gd1 120.4(6) . . ? C11 N2 C12 116.9(8) . . ? C11 N2 Gd1 120.9(6) . . ? C12 N2 Gd1 121.9(6) . . ? C6 N3 C5 102.1(9) . . ? C6 N4 C7 106.0(9) . . ? C6 N4 H4 127.0 . . ? C7 N4 H4 127.0 . . ? N1 C1 C2 121.8(10) . . ? N1 C1 H1A 119.1 . . ? C2 C1 H1A 119.1 . . ? C3 C2 C1 119.2(10) . . ? C3 C2 H2A 120.4 . . ? C1 C2 H2A 120.4 . . ? C2 C3 C4 121.8(10) . . ? C2 C3 H3A 119.1 . . ? C4 C3 H3A 119.1 . . ? C3 C4 C13 114.9(9) . . ? C3 C4 C5 126.1(10) . . ? C13 C4 C5 119.0(9) . . ? C7 C5 N3 110.8(9) . . ? C7 C5 C4 119.9(9) . . ? N3 C5 C4 129.3(10) . . ? N3 C6 N4 116.1(11) . . ? N3 C6 H6A 122.0 . . ? N4 C6 H6A 122.0 . . ? C5 C7 N4 105.0(9) . . ? C5 C7 C8 123.4(10) . . ? N4 C7 C8 131.6(9) . . ? C9 C8 C12 119.5(10) . . ? C9 C8 C7 123.3(9) . . ? C12 C8 C7 117.0(9) . . ? C10 C9 C8 118.9(10) . . ? C10 C9 H9A 120.5 . . ? C8 C9 H9A 120.5 . . ? C9 C10 C11 118.6(10) . . ? C9 C10 H10A 120.7 . . ? C11 C10 H10A 120.7 . . ? N2 C11 C10 124.0(9) . . ? N2 C11 H11A 118.0 . . ? C10 C11 H11A 118.0 . . ? N2 C12 C8 121.8(9) . . ? N2 C12 C13 115.5(9) . . ? C8 C12 C13 122.4(9) . . ? N1 C13 C4 122.7(9) . . ? N1 C13 C12 119.1(9) . . ? C4 C13 C12 118.2(9) . . ? O2 C14 O1 119.4(9) . . ? O2 C14 C15 119.9(9) . . ? O1 C14 C15 120.6(10) . . ? O2 C14 Gd1 54.1(5) . . ? O1 C14 Gd1 65.4(5) . . ? C15 C14 Gd1 174.0(7) . . ? C16 C15 C20 119.5(8) . . ? C16 C15 C14 115.4(9) . . ? C20 C15 C14 125.1(9) . . ? C17 C16 C15 121.0(9) . . ? C17 C16 H16A 119.5 . . ? C15 C16 H16A 119.5 . . ? C18 C17 C16 119.0(10) . . ? C18 C17 H17A 120.5 . . ? C16 C17 H17A 120.5 . . ? C17 C18 C19 120.9(10) . . ? C17 C18 H18A 119.5 . . ? C19 C18 H18A 119.5 . . ? C18 C19 C20 120.8(10) . . ? C18 C19 H19A 119.6 . . ? C20 C19 H19A 119.6 . . ? C15 C20 C19 118.6(9) . . ? C15 C20 C21 120.4(8) . . ? C19 C20 C21 120.9(9) . . ? C22 C21 C26 116.6(9) . . ? C22 C21 C20 116.3(8) . . ? C26 C21 C20 127.1(9) . . ? C23 C22 C21 120.2(10) . . ? C23 C22 H22A 119.9 . . ? C21 C22 H22A 119.9 . . ? C22 C23 C24 123.5(10) . . ? C22 C23 H23A 118.3 . . ? C24 C23 H23A 118.3 . . ? C25 C24 C23 117.2(10) . . ? C25 C24 H24A 121.4 . . ? C23 C24 H24A 121.4 . . ? C24 C25 C26 120.4(10) . . ? C24 C25 H25A 119.8 . . ? C26 C25 H25A 119.8 . . ? C25 C26 C21 121.7(9) . . ? C25 C26 C27 118.2(9) . . ? C21 C26 C27 120.1(9) . . ? O4 C27 O3 122.0(10) . . ? O4 C27 C26 121.2(9) . . ? O3 C27 C26 116.8(9) . . ? O4 C27 Gd1 60.3(5) . 7_567 ? O3 C27 Gd1 66.3(5) . 7_567 ? C26 C27 Gd1 158.7(7) . 7_567 ? O6 C28 O5 125.7(10) . . ? O6 C28 C29 118.3(9) . . ? O5 C28 C29 115.9(9) . . ? C34 C29 C30 120.0(8) . . ? C34 C29 C28 114.8(8) . . ? C30 C29 C28 125.1(8) . . ? C31 C30 C29 118.9(9) . . ? C31 C30 C30 117.5(10) . 2_557 ? C29 C30 C30 123.5(10) . 2_557 ? C30 C31 C32 120.0(11) . . ? C30 C31 H31A 120.0 . . ? C32 C31 H31A 120.0 . . ? C31 C32 C33 121.0(11) . . ? C31 C32 H32A 119.5 . . ? C33 C32 H32A 119.5 . . ? C34 C33 C32 119.1(11) . . ? C34 C33 H33A 120.5 . . ? C32 C33 H33A 120.5 . . ? C33 C34 C29 120.9(10) . . ? C33 C34 H34A 119.6 . . ? C29 C34 H34A 119.6 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O5 Gd1 O1 C14 51.1(6) . . . . ? O1W Gd1 O1 C14 -94.8(6) . . . . ? O4 Gd1 O1 C14 143.0(6) 7_567 . . . ? O2 Gd1 O1 C14 -0.6(6) . . . . ? O3 Gd1 O1 C14 114.9(6) 7_567 . . . ? O1 Gd1 O1 C14 -168.8(8) 7_567 . . . ? N2 Gd1 O1 C14 -118.5(6) . . . . ? N1 Gd1 O1 C14 -33.6(6) . . . . ? C27 Gd1 O1 C14 134.0(6) 7_567 . . . ? O5 Gd1 O1 Gd1 -140.1(3) . . . 7_567 ? O1W Gd1 O1 Gd1 74.0(3) . . . 7_567 ? O4 Gd1 O1 Gd1 -48.2(4) 7_567 . . 7_567 ? O2 Gd1 O1 Gd1 168.2(5) . . . 7_567 ? O3 Gd1 O1 Gd1 -76.3(3) 7_567 . . 7_567 ? O1 Gd1 O1 Gd1 0.0 7_567 . . 7_567 ? N2 Gd1 O1 Gd1 50.3(6) . . . 7_567 ? N1 Gd1 O1 Gd1 135.2(3) . . . 7_567 ? C27 Gd1 O1 Gd1 -57.2(3) 7_567 . . 7_567 ? C14 Gd1 O1 Gd1 168.8(8) . . . 7_567 ? O5 Gd1 O2 C14 -132.2(6) . . . . ? O1W Gd1 O2 C14 77.8(6) . . . . ? O4 Gd1 O2 C14 -72.1(7) 7_567 . . . ? O3 Gd1 O2 C14 -57.4(6) 7_567 . . . ? O1 Gd1 O2 C14 11.3(6) 7_567 . . . ? N2 Gd1 O2 C14 138.4(6) . . . . ? N1 Gd1 O2 C14 151.2(6) . . . . ? O1 Gd1 O2 C14 0.6(6) . . . . ? C27 Gd1 O2 C14 -56.0(7) 7_567 . . . ? O1W Gd1 O5 C28 -103.3(9) . . . . ? O4 Gd1 O5 C28 43.1(8) 7_567 . . . ? O2 Gd1 O5 C28 -166.8(8) . . . . ? O3 Gd1 O5 C28 95.9(8) 7_567 . . . ? O1 Gd1 O5 C28 85.7(9) 7_567 . . . ? N2 Gd1 O5 C28 -29.5(8) . . . . ? N1 Gd1 O5 C28 -88.5(8) . . . . ? O1 Gd1 O5 C28 155.8(8) . . . . ? C27 Gd1 O5 C28 69.7(8) 7_567 . . . ? C14 Gd1 O5 C28 175.0(8) . . . . ? O5 Gd1 N1 C1 -72.4(8) . . . . ? O1W Gd1 N1 C1 99.0(8) . . . . ? O4 Gd1 N1 C1 -140.5(7) 7_567 . . . ? O2 Gd1 N1 C1 10.3(7) . . . . ? O3 Gd1 N1 C1 -63.8(9) 7_567 . . . ? O1 Gd1 N1 C1 113.0(8) 7_567 . . . ? N2 Gd1 N1 C1 -179.3(8) . . . . ? O1 Gd1 N1 C1 35.7(8) . . . . ? C27 Gd1 N1 C1 -119.3(8) 7_567 . . . ? C14 Gd1 N1 C1 22.1(8) . . . . ? O5 Gd1 N1 C13 110.3(7) . . . . ? O1W Gd1 N1 C13 -78.3(7) . . . . ? O4 Gd1 N1 C13 42.3(8) 7_567 . . . ? O2 Gd1 N1 C13 -166.9(7) . . . . ? O3 Gd1 N1 C13 119.0(7) 7_567 . . . ? O1 Gd1 N1 C13 -64.3(8) 7_567 . . . ? N2 Gd1 N1 C13 3.5(6) . . . . ? O1 Gd1 N1 C13 -141.6(7) . . . . ? C27 Gd1 N1 C13 63.5(9) 7_567 . . . ? C14 Gd1 N1 C13 -155.1(7) . . . . ? O5 Gd1 N2 C11 112.5(7) . . . . ? O1W Gd1 N2 C11 -101.1(7) . . . . ? O4 Gd1 N2 C11 32.5(7) 7_567 . . . ? O2 Gd1 N2 C11 -165.0(6) . . . . ? O3 Gd1 N2 C11 34.6(8) 7_567 . . . ? O1 Gd1 N2 C11 -34.8(7) 7_567 . . . ? N1 Gd1 N2 C11 -178.9(8) . . . . ? O1 Gd1 N2 C11 -77.1(8) . . . . ? C27 Gd1 N2 C11 27.5(7) 7_567 . . . ? C14 Gd1 N2 C11 -128.7(8) . . . . ? O5 Gd1 N2 C12 -74.3(7) . . . . ? O1W Gd1 N2 C12 72.2(7) . . . . ? O4 Gd1 N2 C12 -154.2(7) 7_567 . . . ? O2 Gd1 N2 C12 8.2(9) . . . . ? O3 Gd1 N2 C12 -152.1(6) 7_567 . . . ? O1 Gd1 N2 C12 138.5(7) 7_567 . . . ? N1 Gd1 N2 C12 -5.7(7) . . . . ? O1 Gd1 N2 C12 96.1(8) . . . . ? C27 Gd1 N2 C12 -159.3(7) 7_567 . . . ? C14 Gd1 N2 C12 44.6(10) . . . . ? C13 N1 C1 C2 -0.4(15) . . . . ? Gd1 N1 C1 C2 -177.7(8) . . . . ? N1 C1 C2 C3 0.9(17) . . . . ? C1 C2 C3 C4 -1.1(16) . . . . ? C2 C3 C4 C13 0.8(15) . . . . ? C2 C3 C4 C5 -179.4(10) . . . . ? C6 N3 C5 C7 -2.3(12) . . . . ? C6 N3 C5 C4 176.9(10) . . . . ? C3 C4 C5 C7 180.0(10) . . . . ? C13 C4 C5 C7 -0.2(14) . . . . ? C3 C4 C5 N3 0.8(17) . . . . ? C13 C4 C5 N3 -179.3(10) . . . . ? C5 N3 C6 N4 2.5(13) . . . . ? C7 N4 C6 N3 -1.8(13) . . . . ? N3 C5 C7 N4 1.3(11) . . . . ? C4 C5 C7 N4 -178.0(9) . . . . ? N3 C5 C7 C8 179.2(9) . . . . ? C4 C5 C7 C8 -0.2(15) . . . . ? C6 N4 C7 C5 0.2(11) . . . . ? C6 N4 C7 C8 -177.4(11) . . . . ? C5 C7 C8 C9 178.5(10) . . . . ? N4 C7 C8 C9 -4.3(18) . . . . ? C5 C7 C8 C12 2.1(15) . . . . ? N4 C7 C8 C12 179.3(10) . . . . ? C12 C8 C9 C10 -2.9(15) . . . . ? C7 C8 C9 C10 -179.3(10) . . . . ? C8 C9 C10 C11 -0.8(16) . . . . ? C12 N2 C11 C10 1.2(15) . . . . ? Gd1 N2 C11 C10 174.8(8) . . . . ? C9 C10 C11 N2 1.7(17) . . . . ? C11 N2 C12 C8 -5.2(14) . . . . ? Gd1 N2 C12 C8 -178.7(7) . . . . ? C11 N2 C12 C13 -179.2(8) . . . . ? Gd1 N2 C12 C13 7.3(11) . . . . ? C9 C8 C12 N2 6.1(15) . . . . ? C7 C8 C12 N2 -177.3(9) . . . . ? C9 C8 C12 C13 179.7(9) . . . . ? C7 C8 C12 C13 -3.7(15) . . . . ? C1 N1 C13 C4 0.1(14) . . . . ? Gd1 N1 C13 C4 177.4(7) . . . . ? C1 N1 C13 C12 -178.6(9) . . . . ? Gd1 N1 C13 C12 -1.4(12) . . . . ? C3 C4 C13 N1 -0.2(14) . . . . ? C5 C4 C13 N1 179.9(9) . . . . ? C3 C4 C13 C12 178.5(9) . . . . ? C5 C4 C13 C12 -1.4(14) . . . . ? N2 C12 C13 N1 -3.8(13) . . . . ? C8 C12 C13 N1 -177.8(9) . . . . ? N2 C12 C13 C4 177.4(9) . . . . ? C8 C12 C13 C4 3.5(14) . . . . ? Gd1 O2 C14 O1 -1.1(10) . . . . ? Gd1 O2 C14 C15 179.7(8) . . . . ? Gd1 O1 C14 O2 -160.4(8) 7_567 . . . ? Gd1 O1 C14 O2 1.0(9) . . . . ? Gd1 O1 C14 C15 18.8(19) 7_567 . . . ? Gd1 O1 C14 C15 -179.8(8) . . . . ? Gd1 O1 C14 Gd1 -161.4(13) 7_567 . . . ? O5 Gd1 C14 O2 47.2(6) . . . . ? O1W Gd1 C14 O2 -98.9(6) . . . . ? O4 Gd1 C14 O2 132.9(6) 7_567 . . . ? O3 Gd1 C14 O2 121.8(6) 7_567 . . . ? O1 Gd1 C14 O2 -169.2(6) 7_567 . . . ? N2 Gd1 C14 O2 -71.8(8) . . . . ? N1 Gd1 C14 O2 -28.2(6) . . . . ? O1 Gd1 C14 O2 -179.0(10) . . . . ? C27 Gd1 C14 O2 132.6(6) 7_567 . . . ? O5 Gd1 C14 O1 -133.8(6) . . . . ? O1W Gd1 C14 O1 80.1(6) . . . . ? O4 Gd1 C14 O1 -48.1(7) 7_567 . . . ? O2 Gd1 C14 O1 179.0(10) . . . . ? O3 Gd1 C14 O1 -59.2(6) 7_567 . . . ? O1 Gd1 C14 O1 9.7(7) 7_567 . . . ? N2 Gd1 C14 O1 107.1(7) . . . . ? N1 Gd1 C14 O1 150.8(6) . . . . ? C27 Gd1 C14 O1 -48.4(6) 7_567 . . . ? O5 Gd1 C14 C15 45(7) . . . . ? O1W Gd1 C14 C15 -102(7) . . . . ? O4 Gd1 C14 C15 130(7) 7_567 . . . ? O2 Gd1 C14 C15 -3(6) . . . . ? O3 Gd1 C14 C15 119(7) 7_567 . . . ? O1 Gd1 C14 C15 -172(7) 7_567 . . . ? N2 Gd1 C14 C15 -75(7) . . . . ? N1 Gd1 C14 C15 -31(7) . . . . ? O1 Gd1 C14 C15 178(100) . . . . ? C27 Gd1 C14 C15 130(7) 7_567 . . . ? O2 C14 C15 C16 -95.3(11) . . . . ? O1 C14 C15 C16 85.5(12) . . . . ? Gd1 C14 C15 C16 -93(7) . . . . ? O2 C14 C15 C20 85.6(12) . . . . ? O1 C14 C15 C20 -93.6(13) . . . . ? Gd1 C14 C15 C20 88(7) . . . . ? C20 C15 C16 C17 -0.9(14) . . . . ? C14 C15 C16 C17 179.9(9) . . . . ? C15 C16 C17 C18 2.9(15) . . . . ? C16 C17 C18 C19 -2.3(16) . . . . ? C17 C18 C19 C20 -0.1(16) . . . . ? C16 C15 C20 C19 -1.5(13) . . . . ? C14 C15 C20 C19 177.5(9) . . . . ? C16 C15 C20 C21 177.3(8) . . . . ? C14 C15 C20 C21 -3.7(14) . . . . ? C18 C19 C20 C15 2.1(14) . . . . ? C18 C19 C20 C21 -176.7(9) . . . . ? C15 C20 C21 C22 -124.3(10) . . . . ? C19 C20 C21 C22 54.5(13) . . . . ? C15 C20 C21 C26 56.4(14) . . . . ? C19 C20 C21 C26 -124.8(11) . . . . ? C26 C21 C22 C23 -5.0(15) . . . . ? C20 C21 C22 C23 175.7(10) . . . . ? C21 C22 C23 C24 0.4(18) . . . . ? C22 C23 C24 C25 1.2(17) . . . . ? C23 C24 C25 C26 2.2(16) . . . . ? C24 C25 C26 C21 -7.1(16) . . . . ? C24 C25 C26 C27 174.5(10) . . . . ? C22 C21 C26 C25 8.3(15) . . . . ? C20 C21 C26 C25 -172.4(10) . . . . ? C22 C21 C26 C27 -173.3(9) . . . . ? C20 C21 C26 C27 6.0(15) . . . . ? Gd1 O4 C27 O3 25.7(10) 7_567 . . . ? Gd1 O4 C27 C26 -155.3(8) 7_567 . . . ? Gd1 O3 C27 O4 -24.2(9) 7_567 . . . ? Gd1 O3 C27 C26 156.6(8) 7_567 . . . ? C25 C26 C27 O4 -147.7(10) . . . . ? C21 C26 C27 O4 33.8(14) . . . . ? C25 C26 C27 O3 31.4(13) . . . . ? C21 C26 C27 O3 -147.1(9) . . . . ? C25 C26 C27 Gd1 124.7(18) . . . 7_567 ? C21 C26 C27 Gd1 -54(2) . . . 7_567 ? Gd1 O5 C28 O6 29.8(15) . . . . ? Gd1 O5 C28 C29 -153.7(6) . . . . ? O6 C28 C29 C34 -117.1(10) . . . . ? O5 C28 C29 C34 66.1(12) . . . . ? O6 C28 C29 C30 61.7(14) . . . . ? O5 C28 C29 C30 -115.1(11) . . . . ? C34 C29 C30 C31 -1.1(14) . . . . ? C28 C29 C30 C31 -179.9(9) . . . . ? C34 C29 C30 C30 -177.1(7) . . . 2_557 ? C28 C29 C30 C30 4.1(12) . . . 2_557 ? C29 C30 C31 C32 1.6(16) . . . . ? C30 C30 C31 C32 177.8(10) 2_557 . . . ? C30 C31 C32 C33 -0.4(19) . . . . ? C31 C32 C33 C34 -1(2) . . . . ? C32 C33 C34 C29 1.8(17) . . . . ? C30 C29 C34 C33 -0.6(15) . . . . ? C28 C29 C34 C33 178.3(10) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.388 _refine_diff_density_min -1.039 _refine_diff_density_rms 0.191 _database_code_depnum_ccdc_archive 'CCDC 948901'