data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_address ;Department of Chemistry, Faculty of Science Toho University Miyama, Funabashi, Chiba 274-8510, Japan ; _publ_contact_author_address ;Department of Chemistry, Faculty of Science Toho University Miyama, Funabashi, Chiba 274-8510, Japan ; _publ_contact_author_email chihiro.kachi@chem.sci.toho-u.ac.jp _publ_contact_author_name 'Chihiro Kachi-Terajima' _publ_author_name C.Kachi-Terajima data_1_SmMe3L _database_code_depnum_ccdc_archive 'CCDC 789724' #TrackingRef '- 1_SmMe3L.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H40 N13 O14 Sm' _chemical_formula_weight 849.01 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 P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.5310(9) _cell_length_b 15.3647(10) _cell_length_c 15.0069(10) _cell_angle_alpha 90.00 _cell_angle_beta 93.6430(10) _cell_angle_gamma 90.00 _cell_volume 3343.7(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.687 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1724 _exptl_absorpt_coefficient_mu 1.839 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.5121 _exptl_absorpt_correction_T_max 0.6665 _exptl_absorpt_process_details 'SADABS; Sheldrick 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 23460 _diffrn_reflns_av_R_equivalents 0.0225 _diffrn_reflns_av_sigmaI/netI 0.0272 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.89 _diffrn_reflns_theta_max 28.32 _reflns_number_total 8306 _reflns_number_gt 7355 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0310P)^2^+1.3173P] 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 8306 _refine_ls_number_parameters 485 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0293 _refine_ls_R_factor_gt 0.0243 _refine_ls_wR_factor_ref 0.0603 _refine_ls_wR_factor_gt 0.0581 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _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 0.66540(15) 0.17596(14) 0.62634(14) 0.0198(4) Uani 1 1 d . . . H1A H 0.6898 0.2231 0.5895 0.024 Uiso 1 1 calc R . . H1B H 0.6426 0.1292 0.5853 0.024 Uiso 1 1 calc R . . C2 C 0.74430(14) 0.13989(14) 0.68727(15) 0.0196(4) Uani 1 1 d . . . H2A H 0.7252 0.0845 0.7144 0.023 Uiso 1 1 calc R . . H2B H 0.7984 0.1281 0.6521 0.023 Uiso 1 1 calc R . . C3 C 0.85330(15) 0.22280(13) 0.77421(16) 0.0188(4) Uani 1 1 d . . . H3 H 0.9006 0.1938 0.7449 0.023 Uiso 1 1 calc R . . C4 C 0.87554(14) 0.29048(12) 0.83930(15) 0.0168(4) Uani 1 1 d . . . C5 C 0.86082(14) 0.39595(14) 0.93089(15) 0.0195(4) Uani 1 1 d . . . H5 H 0.8345 0.4373 0.9689 0.023 Uiso 1 1 calc R . . C6 C 0.95254(14) 0.38998(14) 0.91670(15) 0.0194(4) Uani 1 1 d . . . H6 H 1.0007 0.4256 0.9424 0.023 Uiso 1 1 calc R . . C7 C 1.04675(16) 0.29316(16) 0.8221(2) 0.0314(6) Uani 1 1 d . . . H7A H 1.0552 0.2309 0.8344 0.047 Uiso 1 1 calc R . . H7B H 1.0989 0.3257 0.8500 0.047 Uiso 1 1 calc R . . H7C H 1.0435 0.3029 0.7574 0.047 Uiso 1 1 calc R . . C8 C 0.51884(14) 0.14095(14) 0.69226(15) 0.0203(4) Uani 1 1 d . . . H8A H 0.4993 0.1114 0.6356 0.024 Uiso 1 1 calc R . . H8B H 0.4635 0.1679 0.7159 0.024 Uiso 1 1 calc R . . C9 C 0.55696(15) 0.07345(14) 0.75851(15) 0.0208(4) Uani 1 1 d . . . H9A H 0.5061 0.0375 0.7796 0.025 Uiso 1 1 calc R . . H9B H 0.6006 0.0346 0.7296 0.025 Uiso 1 1 calc R . . C10 C 0.61652(14) 0.07896(13) 0.90884(14) 0.0172(4) Uani 1 1 d . . . H10 H 0.5969 0.0204 0.9152 0.021 Uiso 1 1 calc R . . C11 C 0.66085(13) 0.12614(13) 0.98257(14) 0.0154(4) Uani 1 1 d . . . C12 C 0.72502(15) 0.23029(14) 1.05994(15) 0.0208(4) Uani 1 1 d . . . H12 H 0.7507 0.2853 1.0764 0.025 Uiso 1 1 calc R . . C13 C 0.71949(15) 0.16084(15) 1.11585(15) 0.0217(5) Uani 1 1 d . . . H13 H 0.7398 0.1585 1.1772 0.026 Uiso 1 1 calc R . . C14 C 0.65744(16) 0.00744(15) 1.09715(17) 0.0259(5) Uani 1 1 d . . . H14A H 0.5904 -0.0008 1.0938 0.039 Uiso 1 1 calc R . . H14B H 0.6819 0.0003 1.1591 0.039 Uiso 1 1 calc R . . H14C H 0.6857 -0.0358 1.0594 0.039 Uiso 1 1 calc R . . C15 C 0.53743(16) 0.27701(14) 0.61486(15) 0.0214(4) Uani 1 1 d . . . H15A H 0.5052 0.2473 0.5633 0.026 Uiso 1 1 calc R . . H15B H 0.5835 0.3171 0.5915 0.026 Uiso 1 1 calc R . . C16 C 0.46782(15) 0.32953(15) 0.66388(15) 0.0220(5) Uani 1 1 d . . . H16A H 0.4423 0.3768 0.6249 0.026 Uiso 1 1 calc R . . H16B H 0.4163 0.2915 0.6797 0.026 Uiso 1 1 calc R . . C17 C 0.48994(14) 0.44151(14) 0.77096(14) 0.0178(4) Uani 1 1 d . . . H17 H 0.4420 0.4734 0.7398 0.021 Uiso 1 1 calc R . . C18 C 0.53936(14) 0.47656(13) 0.85022(14) 0.0157(4) Uani 1 1 d . . . C19 C 0.63832(14) 0.48862(13) 0.96260(14) 0.0173(4) Uani 1 1 d . . . H19 H 0.6878 0.4765 1.0052 0.021 Uiso 1 1 calc R . . C20 C 0.58516(14) 0.56248(13) 0.96115(15) 0.0183(4) Uani 1 1 d . . . H20 H 0.5903 0.6098 1.0020 0.022 Uiso 1 1 calc R . . C21 C 0.45155(15) 0.61734(14) 0.86178(17) 0.0238(5) Uani 1 1 d . . . H21A H 0.4527 0.6282 0.7975 0.036 Uiso 1 1 calc R . . H21B H 0.4627 0.6720 0.8944 0.036 Uiso 1 1 calc R . . H21C H 0.3911 0.5940 0.8750 0.036 Uiso 1 1 calc R . . H22 H 0.755(2) 0.376(2) 0.693(2) 0.040(9) Uiso 1 1 d . . . H23 H 0.684(2) 0.423(2) 0.698(2) 0.041(9) Uiso 1 1 d . . . H24 H 0.493(2) 0.232(2) 0.944(2) 0.039(9) Uiso 1 1 d . . . H25 H 0.451(2) 0.2755(18) 0.884(2) 0.037(9) Uiso 1 1 d . . . H26 H 0.259(2) 0.639(2) 0.745(2) 0.044(10) Uiso 1 1 d . . . H27 H 0.306(2) 0.643(2) 0.680(2) 0.034(9) Uiso 1 1 d . . . H28 H 0.369(3) 0.544(2) 0.560(3) 0.066(12) Uiso 1 1 d . . . H29 H 0.441(2) 0.583(2) 0.600(2) 0.047(10) Uiso 1 1 d . . . H30 H 0.299(2) 0.263(2) 0.832(2) 0.039(9) Uiso 1 1 d . . . H31 H 0.306(2) 0.340(2) 0.839(2) 0.034(9) Uiso 1 1 d . . . N1 N 0.58603(12) 0.21074(11) 0.67347(12) 0.0165(3) Uani 1 1 d . . . N2 N 0.76888(12) 0.20313(11) 0.75723(13) 0.0172(4) Uani 1 1 d . . . N3 N 0.81225(11) 0.33353(11) 0.88224(12) 0.0163(3) Uani 1 1 d . . . N4 N 0.96144(12) 0.32277(11) 0.85833(13) 0.0183(4) Uani 1 1 d . . . N5 N 0.60475(12) 0.11909(11) 0.83457(12) 0.0158(3) Uani 1 1 d . . . N6 N 0.68808(12) 0.20896(10) 0.97646(12) 0.0155(3) Uani 1 1 d . . . N7 N 0.67892(12) 0.09520(11) 1.06605(12) 0.0185(4) Uani 1 1 d . . . N8 N 0.51343(11) 0.36652(11) 0.74505(12) 0.0165(3) Uani 1 1 d . . . N9 N 0.60952(11) 0.43489(11) 0.89350(12) 0.0156(3) Uani 1 1 d . . . N10 N 0.52343(12) 0.55428(11) 0.88924(12) 0.0168(3) Uani 1 1 d . . . N11 N 0.87765(13) 0.04728(13) 0.90935(14) 0.0252(4) Uani 1 1 d . . . N12 N 0.20850(12) 0.49996(12) 0.85291(13) 0.0218(4) Uani 1 1 d . . . N13 N 0.90932(13) 0.33397(11) 0.58849(13) 0.0208(4) Uani 1 1 d . . . O1 O 0.70692(12) 0.37901(11) 0.71472(11) 0.0206(3) Uani 1 1 d . . . O2 O 0.50155(11) 0.26365(11) 0.90517(12) 0.0199(3) Uani 1 1 d . . . O3 O 0.81986(12) 0.00516(13) 0.95005(12) 0.0350(4) Uani 1 1 d . . . O4 O 0.88212(12) 0.03533(10) 0.82708(11) 0.0276(4) Uani 1 1 d . . . O5 O 0.93087(13) 0.10014(12) 0.94933(13) 0.0390(5) Uani 1 1 d . . . O6 O 0.17015(12) 0.45455(12) 0.90784(12) 0.0337(4) Uani 1 1 d . . . O7 O 0.19143(13) 0.57963(11) 0.84571(13) 0.0357(4) Uani 1 1 d . . . O8 O 0.26747(12) 0.46776(11) 0.80495(12) 0.0313(4) Uani 1 1 d . . . O9 O 0.97050(12) 0.36107(12) 0.54074(12) 0.0332(4) Uani 1 1 d . . . O10 O 0.87278(16) 0.26279(12) 0.57263(14) 0.0446(5) Uani 1 1 d . . . O11 O 0.88597(11) 0.37995(10) 0.65259(11) 0.0256(3) Uani 1 1 d . . . O12 O 0.27991(14) 0.66877(12) 0.70930(15) 0.0290(4) Uani 1 1 d . . . O13 O 0.39181(15) 0.56585(14) 0.61056(14) 0.0350(4) Uani 1 1 d . . . O14 O 0.33483(13) 0.30030(14) 0.83831(15) 0.0345(5) Uani 1 1 d . . . Sm1 Sm 0.644248(6) 0.284915(6) 0.828819(7) 0.01202(4) 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 0.0209(10) 0.0234(10) 0.0156(10) -0.0039(8) 0.0051(8) -0.0027(8) C2 0.0161(10) 0.0188(10) 0.0244(11) -0.0080(9) 0.0060(8) -0.0008(8) C3 0.0154(10) 0.0171(10) 0.0244(11) -0.0030(8) 0.0055(8) 0.0005(7) C4 0.0129(9) 0.0165(9) 0.0213(11) 0.0009(8) 0.0032(8) -0.0001(7) C5 0.0182(10) 0.0205(10) 0.0200(11) -0.0032(8) 0.0032(8) -0.0004(8) C6 0.0175(10) 0.0184(10) 0.0222(11) -0.0024(8) 0.0004(8) -0.0029(8) C7 0.0133(10) 0.0330(13) 0.0485(17) -0.0182(11) 0.0065(10) -0.0020(9) C8 0.0186(10) 0.0238(10) 0.0183(11) -0.0029(9) 0.0004(8) -0.0055(8) C9 0.0233(11) 0.0205(10) 0.0188(11) -0.0025(9) 0.0019(8) -0.0078(8) C10 0.0167(10) 0.0131(9) 0.0222(11) 0.0005(8) 0.0049(8) 0.0009(7) C11 0.0133(9) 0.0177(9) 0.0156(10) 0.0020(8) 0.0031(7) 0.0021(7) C12 0.0199(10) 0.0235(10) 0.0183(11) -0.0026(9) -0.0032(8) -0.0002(8) C13 0.0181(10) 0.0310(12) 0.0158(11) 0.0008(9) -0.0016(8) 0.0017(8) C14 0.0267(12) 0.0242(11) 0.0266(12) 0.0117(10) 0.0012(9) -0.0016(9) C15 0.0269(11) 0.0249(11) 0.0122(10) 0.0001(8) -0.0010(8) 0.0009(9) C16 0.0209(11) 0.0262(11) 0.0182(11) -0.0015(9) -0.0040(8) 0.0027(9) C17 0.0133(9) 0.0224(10) 0.0181(10) 0.0043(8) 0.0032(8) 0.0022(8) C18 0.0146(9) 0.0160(9) 0.0170(10) 0.0029(8) 0.0057(7) -0.0001(7) C19 0.0176(10) 0.0195(10) 0.0153(10) 0.0006(8) 0.0042(8) -0.0017(8) C20 0.0194(10) 0.0162(9) 0.0201(11) -0.0004(8) 0.0075(8) -0.0014(8) C21 0.0199(11) 0.0191(10) 0.0328(13) 0.0053(9) 0.0055(9) 0.0051(8) N1 0.0166(8) 0.0201(9) 0.0128(8) 0.0001(7) 0.0012(7) -0.0016(7) N2 0.0161(8) 0.0152(8) 0.0205(9) -0.0019(7) 0.0038(7) -0.0006(6) N3 0.0139(8) 0.0168(8) 0.0186(9) 0.0002(7) 0.0043(7) -0.0004(6) N4 0.0123(8) 0.0181(8) 0.0249(10) -0.0036(7) 0.0031(7) -0.0004(7) N5 0.0177(8) 0.0153(8) 0.0146(9) -0.0024(7) 0.0023(6) 0.0002(6) N6 0.0149(8) 0.0159(8) 0.0155(9) 0.0011(7) -0.0005(7) 0.0016(6) N7 0.0161(8) 0.0214(9) 0.0183(9) 0.0042(7) 0.0034(7) 0.0020(7) N8 0.0146(8) 0.0207(9) 0.0141(9) 0.0023(7) 0.0008(6) 0.0008(7) N9 0.0148(8) 0.0166(8) 0.0157(9) 0.0010(7) 0.0033(6) 0.0014(6) N10 0.0163(8) 0.0144(8) 0.0205(9) 0.0025(7) 0.0069(7) 0.0011(6) N11 0.0236(10) 0.0263(10) 0.0255(11) -0.0067(8) 0.0009(8) 0.0089(8) N12 0.0189(9) 0.0252(9) 0.0210(10) -0.0062(8) -0.0015(7) -0.0022(7) N13 0.0225(9) 0.0170(9) 0.0238(10) 0.0012(7) 0.0081(7) 0.0015(7) O1 0.0200(8) 0.0198(8) 0.0228(9) 0.0057(6) 0.0078(7) 0.0035(6) O2 0.0129(7) 0.0253(8) 0.0220(9) 0.0078(7) 0.0051(6) 0.0021(6) O3 0.0254(9) 0.0505(11) 0.0299(10) -0.0014(9) 0.0077(7) 0.0006(8) O4 0.0364(10) 0.0252(8) 0.0214(9) -0.0041(7) 0.0039(7) 0.0018(7) O5 0.0388(11) 0.0406(11) 0.0371(11) -0.0193(9) -0.0004(8) -0.0047(8) O6 0.0367(10) 0.0338(9) 0.0317(10) -0.0046(8) 0.0110(8) -0.0162(8) O7 0.0389(10) 0.0275(9) 0.0420(11) 0.0005(8) 0.0130(8) 0.0094(8) O8 0.0361(10) 0.0299(9) 0.0290(10) -0.0018(7) 0.0117(7) 0.0083(7) O9 0.0282(9) 0.0380(10) 0.0356(10) -0.0112(8) 0.0200(7) -0.0123(7) O10 0.0640(14) 0.0235(9) 0.0499(13) -0.0137(9) 0.0322(10) -0.0198(9) O11 0.0304(9) 0.0203(8) 0.0278(9) -0.0044(7) 0.0145(7) -0.0006(6) O12 0.0278(10) 0.0245(9) 0.0352(11) 0.0011(9) 0.0070(8) 0.0026(8) O13 0.0288(10) 0.0458(11) 0.0307(11) -0.0010(9) 0.0040(8) 0.0084(9) O14 0.0182(9) 0.0258(10) 0.0585(14) 0.0068(9) -0.0051(8) -0.0012(8) Sm1 0.01115(6) 0.01307(6) 0.01203(6) 0.00016(4) 0.00218(4) 0.00039(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 N1 1.490(3) . ? C1 C2 1.525(3) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N2 1.458(3) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 N2 1.273(3) . ? C3 C4 1.449(3) . ? C3 H3 0.9500 . ? C4 N3 1.332(3) . ? C4 N4 1.357(3) . ? C5 C6 1.366(3) . ? C5 N3 1.373(3) . ? C5 H5 0.9500 . ? C6 N4 1.366(3) . ? C6 H6 0.9500 . ? C7 N4 1.458(3) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 N1 1.489(3) . ? C8 C9 1.517(3) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 N5 1.475(3) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 N5 1.276(3) . ? C10 C11 1.440(3) . ? C10 H10 0.9500 . ? C11 N6 1.338(3) . ? C11 N7 1.350(3) . ? C12 C13 1.363(3) . ? C12 N6 1.371(3) . ? C12 H12 0.9500 . ? C13 N7 1.367(3) . ? C13 H13 0.9500 . ? C14 N7 1.467(3) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 N1 1.493(3) . ? C15 C16 1.520(3) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 N8 1.464(3) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 N8 1.270(3) . ? C17 C18 1.453(3) . ? C17 H17 0.9500 . ? C18 N9 1.337(3) . ? C18 N10 1.356(3) . ? C19 N9 1.370(3) . ? C19 C20 1.372(3) . ? C19 H19 0.9500 . ? C20 N10 1.365(3) . ? C20 H20 0.9500 . ? C21 N10 1.464(3) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? N1 Sm1 2.6831(18) . ? N2 Sm1 2.5021(18) . ? N3 Sm1 2.6290(17) . ? N5 Sm1 2.6143(17) . ? N6 Sm1 2.5489(17) . ? N8 Sm1 2.5420(17) . ? N9 Sm1 2.5630(17) . ? N11 O5 1.248(3) . ? N11 O3 1.250(3) . ? N11 O4 1.254(3) . ? N12 O6 1.239(3) . ? N12 O7 1.252(2) . ? N12 O8 1.255(3) . ? N13 O10 1.232(2) . ? N13 O9 1.248(2) . ? N13 O11 1.257(2) . ? O1 Sm1 2.4596(16) . ? O1 H22 0.79(3) . ? O1 H23 0.79(3) . ? O2 Sm1 2.4539(16) . ? O2 H24 0.77(4) . ? O2 H25 0.80(4) . ? O12 H26 0.78(4) . ? O12 H27 0.71(3) . ? O13 H28 0.88(4) . ? O13 H29 0.78(3) . ? O14 H30 0.78(3) . ? O14 H31 0.74(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 N1 C1 C2 114.90(18) . . ? N1 C1 H1A 108.5 . . ? C2 C1 H1A 108.5 . . ? N1 C1 H1B 108.5 . . ? C2 C1 H1B 108.5 . . ? H1A C1 H1B 107.5 . . ? N2 C2 C1 109.27(17) . . ? N2 C2 H2A 109.8 . . ? C1 C2 H2A 109.8 . . ? N2 C2 H2B 109.8 . . ? C1 C2 H2B 109.8 . . ? H2A C2 H2B 108.3 . . ? N2 C3 C4 118.42(19) . . ? N2 C3 H3 120.8 . . ? C4 C3 H3 120.8 . . ? N3 C4 N4 111.77(18) . . ? N3 C4 C3 123.46(19) . . ? N4 C4 C3 124.55(19) . . ? C6 C5 N3 110.11(19) . . ? C6 C5 H5 124.9 . . ? N3 C5 H5 124.9 . . ? N4 C6 C5 106.49(18) . . ? N4 C6 H6 126.8 . . ? C5 C6 H6 126.8 . . ? N4 C7 H7A 109.5 . . ? N4 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? N4 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N1 C8 C9 113.58(17) . . ? N1 C8 H8A 108.9 . . ? C9 C8 H8A 108.9 . . ? N1 C8 H8B 108.9 . . ? C9 C8 H8B 108.9 . . ? H8A C8 H8B 107.7 . . ? N5 C9 C8 108.45(17) . . ? N5 C9 H9A 110.0 . . ? C8 C9 H9A 110.0 . . ? N5 C9 H9B 110.0 . . ? C8 C9 H9B 110.0 . . ? H9A C9 H9B 108.4 . . ? N5 C10 C11 117.16(18) . . ? N5 C10 H10 121.4 . . ? C11 C10 H10 121.4 . . ? N6 C11 N7 110.97(18) . . ? N6 C11 C10 123.09(18) . . ? N7 C11 C10 125.93(18) . . ? C13 C12 N6 109.90(19) . . ? C13 C12 H12 125.0 . . ? N6 C12 H12 125.0 . . ? C12 C13 N7 106.35(19) . . ? C12 C13 H13 126.8 . . ? N7 C13 H13 126.8 . . ? N7 C14 H14A 109.5 . . ? N7 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N7 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N1 C15 C16 112.42(18) . . ? N1 C15 H15A 109.1 . . ? C16 C15 H15A 109.1 . . ? N1 C15 H15B 109.1 . . ? C16 C15 H15B 109.1 . . ? H15A C15 H15B 107.9 . . ? N8 C16 C15 109.20(17) . . ? N8 C16 H16A 109.8 . . ? C15 C16 H16A 109.8 . . ? N8 C16 H16B 109.8 . . ? C15 C16 H16B 109.8 . . ? H16A C16 H16B 108.3 . . ? N8 C17 C18 117.29(18) . . ? N8 C17 H17 121.4 . . ? C18 C17 H17 121.4 . . ? N9 C18 N10 110.96(18) . . ? N9 C18 C17 122.82(18) . . ? N10 C18 C17 126.20(18) . . ? N9 C19 C20 109.99(18) . . ? N9 C19 H19 125.0 . . ? C20 C19 H19 125.0 . . ? N10 C20 C19 106.10(18) . . ? N10 C20 H20 126.9 . . ? C19 C20 H20 126.9 . . ? N10 C21 H21A 109.5 . . ? N10 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? N10 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C8 N1 C1 111.60(16) . . ? C8 N1 C15 108.14(17) . . ? C1 N1 C15 108.45(17) . . ? C8 N1 Sm1 108.40(12) . . ? C1 N1 Sm1 110.73(12) . . ? C15 N1 Sm1 109.47(12) . . ? C3 N2 C2 119.41(18) . . ? C3 N2 Sm1 120.61(14) . . ? C2 N2 Sm1 119.54(12) . . ? C4 N3 C5 104.88(17) . . ? C4 N3 Sm1 111.57(13) . . ? C5 N3 Sm1 142.80(14) . . ? C4 N4 C6 106.76(17) . . ? C4 N4 C7 126.88(18) . . ? C6 N4 C7 126.35(18) . . ? C10 N5 C9 118.46(17) . . ? C10 N5 Sm1 118.84(14) . . ? C9 N5 Sm1 122.09(13) . . ? C11 N6 C12 105.37(17) . . ? C11 N6 Sm1 115.88(13) . . ? C12 N6 Sm1 138.30(14) . . ? C11 N7 C13 107.41(17) . . ? C11 N7 C14 125.89(19) . . ? C13 N7 C14 126.69(19) . . ? C17 N8 C16 119.39(18) . . ? C17 N8 Sm1 120.22(14) . . ? C16 N8 Sm1 120.31(13) . . ? C18 N9 C19 105.42(17) . . ? C18 N9 Sm1 114.15(13) . . ? C19 N9 Sm1 140.39(13) . . ? C18 N10 C20 107.52(17) . . ? C18 N10 C21 126.81(19) . . ? C20 N10 C21 125.64(18) . . ? O5 N11 O3 121.1(2) . . ? O5 N11 O4 119.9(2) . . ? O3 N11 O4 118.93(19) . . ? O6 N12 O7 120.8(2) . . ? O6 N12 O8 120.79(19) . . ? O7 N12 O8 118.3(2) . . ? O10 N13 O9 119.93(19) . . ? O10 N13 O11 120.83(19) . . ? O9 N13 O11 119.23(18) . . ? Sm1 O1 H22 129(2) . . ? Sm1 O1 H23 124(2) . . ? H22 O1 H23 106(3) . . ? Sm1 O2 H24 128(2) . . ? Sm1 O2 H25 124(2) . . ? H24 O2 H25 105(3) . . ? H26 O12 H27 109(3) . . ? H28 O13 H29 105(3) . . ? H30 O14 H31 104(3) . . ? O2 Sm1 O1 139.87(6) . . ? O2 Sm1 N2 142.17(6) . . ? O1 Sm1 N2 71.71(6) . . ? O2 Sm1 N8 70.68(6) . . ? O1 Sm1 N8 70.37(6) . . ? N2 Sm1 N8 125.05(6) . . ? O2 Sm1 N6 72.85(6) . . ? O1 Sm1 N6 142.29(6) . . ? N2 Sm1 N6 89.75(6) . . ? N8 Sm1 N6 142.50(6) . . ? O2 Sm1 N9 75.54(5) . . ? O1 Sm1 N9 79.96(6) . . ? N2 Sm1 N9 141.21(5) . . ? N8 Sm1 N9 65.47(5) . . ? N6 Sm1 N9 97.28(5) . . ? O2 Sm1 N5 70.18(6) . . ? O1 Sm1 N5 133.44(6) . . ? N2 Sm1 N5 72.01(5) . . ? N8 Sm1 N5 109.77(5) . . ? N6 Sm1 N5 64.43(5) . . ? N9 Sm1 N5 144.57(5) . . ? O2 Sm1 N3 133.73(6) . . ? O1 Sm1 N3 70.58(6) . . ? N2 Sm1 N3 65.81(5) . . ? N8 Sm1 N3 131.40(5) . . ? N6 Sm1 N3 71.89(5) . . ? N9 Sm1 N3 80.23(5) . . ? N5 Sm1 N3 117.93(5) . . ? O2 Sm1 N1 96.90(6) . . ? O1 Sm1 N1 75.82(5) . . ? N2 Sm1 N1 67.07(6) . . ? N8 Sm1 N1 66.12(5) . . ? N6 Sm1 N1 127.47(5) . . ? N9 Sm1 N1 130.70(5) . . ? N5 Sm1 N1 63.71(5) . . ? N3 Sm1 N1 128.39(5) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.32 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.470 _refine_diff_density_min -0.386 _refine_diff_density_rms 0.091 # Attachment '- 2_EuMe3L.cif' data_2_EuMe3L _database_code_depnum_ccdc_archive 'CCDC 789725' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H40 Eu N13 O14' _chemical_formula_weight 850.62 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 P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.540(6) _cell_length_b 15.354(6) _cell_length_c 14.989(6) _cell_angle_alpha 90.00 _cell_angle_beta 93.250(9) _cell_angle_gamma 90.00 _cell_volume 3341(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.691 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1728 _exptl_absorpt_coefficient_mu 1.961 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6196 _exptl_absorpt_correction_T_max 0.7444 _exptl_absorpt_process_details 'SADABS; Sheldrick 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 16441 _diffrn_reflns_av_R_equivalents 0.0531 _diffrn_reflns_av_sigmaI/netI 0.1194 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 28.45 _reflns_number_total 8119 _reflns_number_gt 6334 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+17.8611P] 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 8119 _refine_ls_number_parameters 485 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0913 _refine_ls_R_factor_gt 0.0718 _refine_ls_wR_factor_ref 0.1889 _refine_ls_wR_factor_gt 0.1755 _refine_ls_goodness_of_fit_ref 1.174 _refine_ls_restrained_S_all 1.174 _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 0.6660(5) 0.1753(5) 0.6265(5) 0.0273(15) Uani 1 1 d . . . H1A H 0.6910 0.2227 0.5902 0.033 Uiso 1 1 calc R . . H1B H 0.6441 0.1287 0.5850 0.033 Uiso 1 1 calc R . . C2 C 0.7439(5) 0.1391(5) 0.6880(5) 0.0278(16) Uani 1 1 d . . . H2A H 0.7239 0.0844 0.7158 0.033 Uiso 1 1 calc R . . H2B H 0.7980 0.1261 0.6531 0.033 Uiso 1 1 calc R . . C3 C 0.8519(5) 0.2229(4) 0.7732(6) 0.0275(16) Uani 1 1 d . . . H3 H 0.8991 0.1946 0.7429 0.033 Uiso 1 1 calc R . . C4 C 0.8752(5) 0.2904(4) 0.8393(5) 0.0252(15) Uani 1 1 d . . . C5 C 0.8594(5) 0.3964(5) 0.9296(5) 0.0256(15) Uani 1 1 d . . . H5 H 0.8326 0.4377 0.9675 0.031 Uiso 1 1 calc R . . C6 C 0.9515(5) 0.3906(5) 0.9163(5) 0.0268(15) Uani 1 1 d . . . H6 H 0.9993 0.4263 0.9422 0.032 Uiso 1 1 calc R . . C7 C 1.0470(6) 0.2928(6) 0.8218(8) 0.042(2) Uani 1 1 d . . . H7A H 1.0568 0.2313 0.8368 0.062 Uiso 1 1 calc R . . H7B H 1.0985 0.3274 0.8478 0.062 Uiso 1 1 calc R . . H7C H 1.0435 0.2998 0.7567 0.062 Uiso 1 1 calc R . . C8 C 0.5181(5) 0.1405(5) 0.6925(6) 0.0292(16) Uani 1 1 d . . . H8A H 0.4984 0.1107 0.6360 0.035 Uiso 1 1 calc R . . H8B H 0.4629 0.1680 0.7163 0.035 Uiso 1 1 calc R . . C9 C 0.5561(5) 0.0732(5) 0.7592(5) 0.0256(15) Uani 1 1 d . . . H9A H 0.5050 0.0383 0.7817 0.031 Uiso 1 1 calc R . . H9B H 0.5985 0.0333 0.7299 0.031 Uiso 1 1 calc R . . C10 C 0.6162(5) 0.0793(5) 0.9094(5) 0.0259(15) Uani 1 1 d . . . H10 H 0.5954 0.0213 0.9170 0.031 Uiso 1 1 calc R . . C11 C 0.6609(5) 0.1272(4) 0.9819(5) 0.0248(15) Uani 1 1 d . . . C12 C 0.7252(5) 0.2323(5) 1.0584(6) 0.0292(16) Uani 1 1 d . . . H12 H 0.7511 0.2874 1.0743 0.035 Uiso 1 1 calc R . . C13 C 0.7196(5) 0.1631(5) 1.1144(6) 0.0297(16) Uani 1 1 d . . . H13 H 0.7400 0.1610 1.1757 0.036 Uiso 1 1 calc R . . C14 C 0.6571(6) 0.0097(5) 1.0975(6) 0.0345(18) Uani 1 1 d . . . H14A H 0.5902 0.0012 1.0935 0.052 Uiso 1 1 calc R . . H14B H 0.6804 0.0032 1.1598 0.052 Uiso 1 1 calc R . . H14C H 0.6861 -0.0339 1.0605 0.052 Uiso 1 1 calc R . . C15 C 0.5368(6) 0.2766(5) 0.6147(5) 0.0294(16) Uani 1 1 d . . . H15A H 0.5042 0.2469 0.5635 0.035 Uiso 1 1 calc R . . H15B H 0.5828 0.3165 0.5906 0.035 Uiso 1 1 calc R . . C16 C 0.4681(6) 0.3294(5) 0.6641(6) 0.0307(17) Uani 1 1 d . . . H16A H 0.4431 0.3770 0.6253 0.037 Uiso 1 1 calc R . . H16B H 0.4163 0.2918 0.6802 0.037 Uiso 1 1 calc R . . C17 C 0.4899(5) 0.4419(5) 0.7712(5) 0.0274(16) Uani 1 1 d . . . H17 H 0.4417 0.4738 0.7407 0.033 Uiso 1 1 calc R . . C18 C 0.5401(5) 0.4762(4) 0.8496(5) 0.0242(15) Uani 1 1 d . . . C19 C 0.6380(5) 0.4875(4) 0.9623(5) 0.0262(15) Uani 1 1 d . . . H19 H 0.6871 0.4753 1.0050 0.031 Uiso 1 1 calc R . . C20 C 0.5852(5) 0.5619(5) 0.9611(5) 0.0269(16) Uani 1 1 d . . . H20 H 0.5909 0.6095 1.0015 0.032 Uiso 1 1 calc R . . C21 C 0.4519(6) 0.6172(5) 0.8620(6) 0.0355(19) Uani 1 1 d . . . H21A H 0.4605 0.6353 0.8004 0.053 Uiso 1 1 calc R . . H21B H 0.4566 0.6682 0.9014 0.053 Uiso 1 1 calc R . . H21C H 0.3909 0.5906 0.8655 0.053 Uiso 1 1 calc R . . H22 H 0.765(8) 0.372(8) 0.694(8) 0.06(3) Uiso 1 1 d . . . H23 H 0.685(10) 0.420(10) 0.692(10) 0.09(5) Uiso 1 1 d . . . H24 H 0.503(10) 0.223(9) 0.913(10) 0.08(5) Uiso 1 1 d . . . H25 H 0.451(7) 0.271(6) 0.875(6) 0.02(2) Uiso 1 1 d . . . H26 H 0.261(8) 0.646(7) 0.738(8) 0.04(4) Uiso 1 1 d . . . H27 H 0.316(8) 0.636(8) 0.677(8) 0.05(3) Uiso 1 1 d . . . H28 H 0.366(7) 0.546(7) 0.563(8) 0.04(3) Uiso 1 1 d . . . H29 H 0.440(9) 0.574(9) 0.596(9) 0.07(5) Uiso 1 1 d . . . H30 H 0.299(8) 0.260(8) 0.833(7) 0.05(3) Uiso 1 1 d . . . H31 H 0.311(7) 0.340(7) 0.830(7) 0.04(3) Uiso 1 1 d . . . N1 N 0.5857(5) 0.2098(4) 0.6729(4) 0.0262(13) Uani 1 1 d . . . N2 N 0.7688(5) 0.2024(4) 0.7568(5) 0.0259(13) Uani 1 1 d . . . N3 N 0.8109(4) 0.3340(4) 0.8807(4) 0.0245(13) Uani 1 1 d . . . N4 N 0.9610(4) 0.3227(4) 0.8577(5) 0.0273(14) Uani 1 1 d . . . N5 N 0.6055(4) 0.1187(4) 0.8340(5) 0.0261(14) Uani 1 1 d . . . N6 N 0.6879(4) 0.2102(4) 0.9753(4) 0.0252(13) Uani 1 1 d . . . N7 N 0.6789(4) 0.0974(4) 1.0656(4) 0.0255(13) Uani 1 1 d . . . N8 N 0.5140(4) 0.3659(4) 0.7449(4) 0.0242(13) Uani 1 1 d . . . N9 N 0.6099(4) 0.4337(4) 0.8938(4) 0.0235(13) Uani 1 1 d . . . N10 N 0.5234(4) 0.5535(4) 0.8903(5) 0.0253(13) Uani 1 1 d . . . N11 N 0.8775(5) 0.0476(4) 0.9082(5) 0.0348(16) Uani 1 1 d . . . N12 N 0.2089(5) 0.4993(4) 0.8534(5) 0.0297(14) Uani 1 1 d . . . N13 N 0.9094(5) 0.3338(4) 0.5876(5) 0.0275(14) Uani 1 1 d . . . O1 O 0.7066(4) 0.3782(4) 0.7137(4) 0.0282(12) Uani 1 1 d . . . O2 O 0.5015(4) 0.2640(4) 0.9048(4) 0.0287(13) Uani 1 1 d . . . O3 O 0.8199(4) 0.0054(4) 0.9507(5) 0.0445(16) Uani 1 1 d . . . O4 O 0.8820(4) 0.0353(4) 0.8272(4) 0.0353(13) Uani 1 1 d . . . O5 O 0.9307(5) 0.1006(4) 0.9492(5) 0.0452(16) Uani 1 1 d . . . O6 O 0.1701(5) 0.4533(4) 0.9090(5) 0.0438(16) Uani 1 1 d . . . O7 O 0.1909(5) 0.5790(4) 0.8467(5) 0.0453(16) Uani 1 1 d . . . O8 O 0.2674(5) 0.4669(4) 0.8058(4) 0.0402(14) Uani 1 1 d . . . O9 O 0.9705(4) 0.3610(4) 0.5404(4) 0.0420(15) Uani 1 1 d . . . O10 O 0.8726(5) 0.2620(4) 0.5722(5) 0.0503(19) Uani 1 1 d . . . O11 O 0.8858(4) 0.3798(3) 0.6523(4) 0.0342(13) Uani 1 1 d . . . O12 O 0.2805(5) 0.6679(4) 0.7096(6) 0.0379(16) Uani 1 1 d . . . O13 O 0.3917(6) 0.5659(5) 0.6108(5) 0.0442(16) Uani 1 1 d . . . O14 O 0.3344(5) 0.2992(5) 0.8378(6) 0.0463(18) Uani 1 1 d . . . Eu1 Eu 0.64391(2) 0.28469(2) 0.82774(2) 0.02051(13) 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 0.034(4) 0.023(3) 0.024(4) 0.001(3) 0.004(3) -0.005(3) C2 0.039(4) 0.015(3) 0.031(4) -0.003(3) 0.005(3) -0.001(3) C3 0.033(4) 0.013(3) 0.037(4) -0.001(3) 0.007(3) -0.003(3) C4 0.031(4) 0.014(3) 0.031(4) 0.003(3) 0.000(3) -0.005(3) C5 0.032(4) 0.022(3) 0.023(4) -0.002(3) 0.001(3) 0.001(3) C6 0.032(4) 0.016(3) 0.032(4) -0.003(3) 0.003(3) -0.002(3) C7 0.028(4) 0.030(4) 0.068(7) -0.017(4) 0.010(4) -0.001(3) C8 0.029(4) 0.024(4) 0.034(4) -0.002(3) -0.001(3) -0.007(3) C9 0.030(4) 0.018(3) 0.028(4) -0.001(3) 0.001(3) -0.006(3) C10 0.034(4) 0.015(3) 0.029(4) -0.001(3) 0.005(3) 0.001(3) C11 0.033(4) 0.016(3) 0.026(4) 0.000(3) 0.008(3) 0.006(3) C12 0.032(4) 0.020(3) 0.035(4) -0.001(3) 0.001(3) 0.001(3) C13 0.028(4) 0.027(4) 0.034(5) 0.003(3) 0.001(3) 0.002(3) C14 0.044(5) 0.026(4) 0.034(5) 0.013(3) 0.007(4) -0.003(3) C15 0.040(4) 0.024(3) 0.025(4) 0.002(3) -0.001(3) 0.003(3) C16 0.037(4) 0.024(4) 0.031(4) -0.001(3) -0.003(3) 0.000(3) C17 0.032(4) 0.022(3) 0.028(4) 0.003(3) 0.002(3) -0.001(3) C18 0.036(4) 0.016(3) 0.022(4) 0.003(3) 0.009(3) -0.001(3) C19 0.032(4) 0.014(3) 0.033(4) -0.004(3) 0.007(3) -0.004(3) C20 0.035(4) 0.014(3) 0.032(4) -0.001(3) 0.007(3) -0.001(3) C21 0.044(5) 0.013(3) 0.050(5) 0.010(3) 0.009(4) 0.007(3) N1 0.034(3) 0.017(3) 0.028(3) -0.001(2) 0.002(3) -0.001(2) N2 0.036(3) 0.011(3) 0.031(3) -0.002(2) 0.009(3) -0.005(2) N3 0.033(3) 0.012(3) 0.029(3) -0.001(2) 0.005(3) -0.001(2) N4 0.032(3) 0.013(3) 0.037(4) -0.003(2) 0.007(3) 0.000(2) N5 0.018(3) 0.011(2) 0.050(4) 0.003(3) 0.007(3) -0.002(2) N6 0.032(3) 0.013(3) 0.031(3) -0.001(2) 0.003(3) 0.002(2) N7 0.032(3) 0.017(3) 0.029(3) 0.003(2) 0.005(3) 0.003(2) N8 0.030(3) 0.020(3) 0.023(3) 0.003(2) 0.003(2) 0.001(2) N9 0.034(3) 0.012(3) 0.025(3) -0.001(2) 0.006(3) -0.002(2) N10 0.031(3) 0.009(2) 0.036(4) 0.002(2) 0.012(3) 0.000(2) N11 0.037(4) 0.021(3) 0.046(5) -0.004(3) 0.004(3) 0.007(3) N12 0.035(4) 0.019(3) 0.035(4) -0.005(3) -0.002(3) -0.002(3) N13 0.038(4) 0.014(3) 0.032(4) 0.002(2) 0.009(3) 0.001(2) O1 0.041(3) 0.019(2) 0.026(3) 0.004(2) 0.008(2) 0.005(2) O2 0.029(3) 0.018(3) 0.039(3) 0.007(2) 0.005(3) 0.001(2) O3 0.040(3) 0.044(4) 0.051(4) 0.001(3) 0.011(3) 0.003(3) O4 0.054(4) 0.021(3) 0.031(3) -0.004(2) 0.007(3) 0.001(2) O5 0.058(4) 0.033(3) 0.045(4) -0.017(3) 0.000(3) -0.003(3) O6 0.055(4) 0.029(3) 0.049(4) -0.006(3) 0.014(3) -0.017(3) O7 0.059(4) 0.021(3) 0.057(4) 0.000(3) 0.015(3) 0.008(3) O8 0.054(4) 0.029(3) 0.039(4) 0.000(3) 0.013(3) 0.008(3) O9 0.045(3) 0.035(3) 0.048(4) -0.011(3) 0.021(3) -0.012(3) O10 0.078(5) 0.018(3) 0.058(5) -0.013(3) 0.033(4) -0.016(3) O11 0.045(3) 0.019(2) 0.040(3) -0.006(2) 0.019(3) -0.001(2) O12 0.042(4) 0.020(3) 0.052(5) 0.001(3) 0.004(3) 0.002(3) O13 0.048(4) 0.042(4) 0.043(4) -0.004(3) 0.005(3) 0.010(3) O14 0.036(4) 0.023(3) 0.080(6) 0.007(3) -0.004(3) 0.000(3) Eu1 0.0264(2) 0.00998(16) 0.0254(2) 0.00001(13) 0.00376(13) 0.00035(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.489(10) . ? C1 C2 1.524(11) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N2 1.447(9) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 N2 1.259(10) . ? C3 C4 1.460(10) . ? C3 H3 0.9500 . ? C4 N3 1.333(9) . ? C4 N4 1.357(10) . ? C5 C6 1.369(11) . ? C5 N3 1.375(9) . ? C5 H5 0.9500 . ? C6 N4 1.376(9) . ? C6 H6 0.9500 . ? C7 N4 1.462(10) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 N1 1.489(9) . ? C8 C9 1.520(11) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 N5 1.473(10) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 N5 1.284(10) . ? C10 C11 1.436(11) . ? C10 H10 0.9500 . ? C11 N6 1.338(9) . ? C11 N7 1.348(10) . ? C12 C13 1.360(11) . ? C12 N6 1.372(11) . ? C12 H12 0.9500 . ? C13 N7 1.362(10) . ? C13 H13 0.9500 . ? C14 N7 1.470(9) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 N1 1.501(10) . ? C15 C16 1.512(11) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 N8 1.461(10) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 N8 1.286(9) . ? C17 C18 1.448(11) . ? C17 H17 0.9500 . ? C18 N9 1.349(10) . ? C18 N10 1.362(9) . ? C19 N9 1.362(10) . ? C19 C20 1.376(10) . ? C19 H19 0.9500 . ? C20 N10 1.357(10) . ? C20 H20 0.9500 . ? C21 N10 1.473(9) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? N1 Eu1 2.684(7) . ? N2 Eu1 2.499(6) . ? N3 Eu1 2.623(6) . ? N5 Eu1 2.611(6) . ? N6 Eu1 2.539(7) . ? N8 Eu1 2.530(6) . ? N9 Eu1 2.552(6) . ? N11 O4 1.235(9) . ? N11 O5 1.259(9) . ? N11 O3 1.261(9) . ? N12 O8 1.244(9) . ? N12 O6 1.250(9) . ? N12 O7 1.255(8) . ? N13 O9 1.240(8) . ? N13 O10 1.240(8) . ? N13 O11 1.263(8) . ? O1 Eu1 2.448(6) . ? O1 H22 0.91(12) . ? O1 H23 0.78(15) . ? O2 Eu1 2.448(6) . ? O2 H24 0.64(14) . ? O2 H25 0.85(10) . ? O12 H26 0.62(11) . ? O12 H27 0.87(12) . ? O13 H28 0.84(11) . ? O13 H29 0.77(13) . ? O14 H30 0.80(12) . ? O14 H31 0.72(11) . ? Eu1 H24 2.65(15) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 114.9(6) . . ? N1 C1 H1A 108.5 . . ? C2 C1 H1A 108.5 . . ? N1 C1 H1B 108.5 . . ? C2 C1 H1B 108.5 . . ? H1A C1 H1B 107.5 . . ? N2 C2 C1 109.5(6) . . ? N2 C2 H2A 109.8 . . ? C1 C2 H2A 109.8 . . ? N2 C2 H2B 109.8 . . ? C1 C2 H2B 109.8 . . ? H2A C2 H2B 108.2 . . ? N2 C3 C4 119.6(7) . . ? N2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? N3 C4 N4 112.5(6) . . ? N3 C4 C3 122.1(7) . . ? N4 C4 C3 124.9(7) . . ? C6 C5 N3 110.7(7) . . ? C6 C5 H5 124.6 . . ? N3 C5 H5 124.6 . . ? C5 C6 N4 106.1(7) . . ? C5 C6 H6 127.0 . . ? N4 C6 H6 127.0 . . ? N4 C7 H7A 109.5 . . ? N4 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? N4 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N1 C8 C9 113.3(6) . . ? N1 C8 H8A 108.9 . . ? C9 C8 H8A 108.9 . . ? N1 C8 H8B 108.9 . . ? C9 C8 H8B 108.9 . . ? H8A C8 H8B 107.7 . . ? N5 C9 C8 108.8(6) . . ? N5 C9 H9A 109.9 . . ? C8 C9 H9A 109.9 . . ? N5 C9 H9B 109.9 . . ? C8 C9 H9B 109.9 . . ? H9A C9 H9B 108.3 . . ? N5 C10 C11 116.8(7) . . ? N5 C10 H10 121.6 . . ? C11 C10 H10 121.6 . . ? N6 C11 N7 110.5(7) . . ? N6 C11 C10 123.7(7) . . ? N7 C11 C10 125.8(7) . . ? C13 C12 N6 109.4(7) . . ? C13 C12 H12 125.3 . . ? N6 C12 H12 125.3 . . ? C12 C13 N7 106.7(7) . . ? C12 C13 H13 126.7 . . ? N7 C13 H13 126.7 . . ? N7 C14 H14A 109.5 . . ? N7 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N7 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N1 C15 C16 112.8(7) . . ? N1 C15 H15A 109.0 . . ? C16 C15 H15A 109.0 . . ? N1 C15 H15B 109.0 . . ? C16 C15 H15B 109.0 . . ? H15A C15 H15B 107.8 . . ? N8 C16 C15 109.2(7) . . ? N8 C16 H16A 109.8 . . ? C15 C16 H16A 109.8 . . ? N8 C16 H16B 109.8 . . ? C15 C16 H16B 109.8 . . ? H16A C16 H16B 108.3 . . ? N8 C17 C18 116.4(7) . . ? N8 C17 H17 121.8 . . ? C18 C17 H17 121.8 . . ? N9 C18 N10 110.5(7) . . ? N9 C18 C17 123.6(6) . . ? N10 C18 C17 125.9(7) . . ? N9 C19 C20 110.5(7) . . ? N9 C19 H19 124.7 . . ? C20 C19 H19 124.7 . . ? N10 C20 C19 106.0(7) . . ? N10 C20 H20 127.0 . . ? C19 C20 H20 127.0 . . ? N10 C21 H21A 109.5 . . ? N10 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? N10 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C8 N1 C1 112.5(6) . . ? C8 N1 C15 107.8(6) . . ? C1 N1 C15 109.2(6) . . ? C8 N1 Eu1 108.4(5) . . ? C1 N1 Eu1 109.8(5) . . ? C15 N1 Eu1 109.0(4) . . ? C3 N2 C2 120.4(7) . . ? C3 N2 Eu1 120.2(5) . . ? C2 N2 Eu1 118.9(5) . . ? C4 N3 C5 104.3(6) . . ? C4 N3 Eu1 112.1(5) . . ? C5 N3 Eu1 143.2(5) . . ? C4 N4 C6 106.4(6) . . ? C4 N4 C7 127.4(7) . . ? C6 N4 C7 126.2(7) . . ? C10 N5 C9 118.4(6) . . ? C10 N5 Eu1 118.4(5) . . ? C9 N5 Eu1 122.1(5) . . ? C11 N6 C12 105.7(6) . . ? C11 N6 Eu1 115.6(5) . . ? C12 N6 Eu1 138.3(5) . . ? C11 N7 C13 107.7(6) . . ? C11 N7 C14 125.5(7) . . ? C13 N7 C14 126.8(7) . . ? C17 N8 C16 118.8(7) . . ? C17 N8 Eu1 120.4(5) . . ? C16 N8 Eu1 120.7(5) . . ? C18 N9 C19 105.2(6) . . ? C18 N9 Eu1 113.6(5) . . ? C19 N9 Eu1 141.2(5) . . ? C20 N10 C18 107.8(6) . . ? C20 N10 C21 126.0(6) . . ? C18 N10 C21 126.2(7) . . ? O4 N11 O5 120.9(7) . . ? O4 N11 O3 119.5(7) . . ? O5 N11 O3 119.6(8) . . ? O8 N12 O6 120.4(7) . . ? O8 N12 O7 119.3(7) . . ? O6 N12 O7 120.3(7) . . ? O9 N13 O10 120.6(7) . . ? O9 N13 O11 119.0(6) . . ? O10 N13 O11 120.5(6) . . ? Eu1 O1 H22 124(7) . . ? Eu1 O1 H23 129(10) . . ? H22 O1 H23 107(10) . . ? Eu1 O2 H24 102(10) . . ? Eu1 O2 H25 118(6) . . ? H24 O2 H25 105(10) . . ? H26 O12 H27 113(10) . . ? H28 O13 H29 101(10) . . ? H30 O14 H31 110(10) . . ? O1 Eu1 O2 139.8(2) . . ? O1 Eu1 N2 72.0(2) . . ? O2 Eu1 N2 142.17(19) . . ? O1 Eu1 N8 70.5(2) . . ? O2 Eu1 N8 70.6(2) . . ? N2 Eu1 N8 125.5(2) . . ? O1 Eu1 N6 141.9(2) . . ? O2 Eu1 N6 73.0(2) . . ? N2 Eu1 N6 89.4(2) . . ? N8 Eu1 N6 142.5(2) . . ? O1 Eu1 N9 80.38(19) . . ? O2 Eu1 N9 75.3(2) . . ? N2 Eu1 N9 141.22(19) . . ? N8 Eu1 N9 66.0(2) . . ? N6 Eu1 N9 96.32(19) . . ? O1 Eu1 N5 133.3(2) . . ? O2 Eu1 N5 70.64(19) . . ? N2 Eu1 N5 71.57(19) . . ? N8 Eu1 N5 110.1(2) . . ? N6 Eu1 N5 64.7(2) . . ? N9 Eu1 N5 144.5(2) . . ? O1 Eu1 N3 70.5(2) . . ? O2 Eu1 N3 133.4(2) . . ? N2 Eu1 N3 65.9(2) . . ? N8 Eu1 N3 131.20(19) . . ? N6 Eu1 N3 71.5(2) . . ? N9 Eu1 N3 79.61(19) . . ? N5 Eu1 N3 117.84(19) . . ? O1 Eu1 N1 76.08(19) . . ? O2 Eu1 N1 96.8(2) . . ? N2 Eu1 N1 67.4(2) . . ? N8 Eu1 N1 66.24(19) . . ? N6 Eu1 N1 127.72(19) . . ? N9 Eu1 N1 131.4(2) . . ? N5 Eu1 N1 63.6(2) . . ? N3 Eu1 N1 128.80(19) . . ? O1 Eu1 H24 151(3) . . ? O2 Eu1 H24 14(3) . . ? N2 Eu1 H24 129(3) . . ? N8 Eu1 H24 81(3) . . ? N6 Eu1 H24 65(3) . . ? N9 Eu1 H24 88(3) . . ? N5 Eu1 H24 57(3) . . ? N3 Eu1 H24 133(3) . . ? N1 Eu1 H24 93(3) . . ? _diffrn_measured_fraction_theta_max 0.962 _diffrn_reflns_theta_full 28.45 _diffrn_measured_fraction_theta_full 0.962 _refine_diff_density_max 3.198 _refine_diff_density_min -2.485 _refine_diff_density_rms 0.190 data_3_GdMe3L _database_code_depnum_ccdc_archive 'CCDC 789726' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H40 Gd N13 O14' _chemical_formula_weight 855.91 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' 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 P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.1450(10) _cell_length_b 21.166(2) _cell_length_c 16.3695(17) _cell_angle_alpha 90.00 _cell_angle_beta 106.850(2) _cell_angle_gamma 90.00 _cell_volume 3364.1(6) _cell_formula_units_Z 4 _cell_measurement_temperature 93(2) _cell_measurement_reflns_used 5966 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 30.58 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.690 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1732 _exptl_absorpt_coefficient_mu 2.054 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.3720 _exptl_absorpt_correction_T_max 0.5777 _exptl_absorpt_process_details 'SADABS; Sheldrick 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 93(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.333 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 24121 _diffrn_reflns_av_R_equivalents 0.0385 _diffrn_reflns_av_sigmaI/netI 0.0568 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 29.80 _reflns_number_total 9473 _reflns_number_gt 7579 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0548P)^2^+0.9973P] 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 9473 _refine_ls_number_parameters 453 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0487 _refine_ls_R_factor_gt 0.0378 _refine_ls_wR_factor_ref 0.1074 _refine_ls_wR_factor_gt 0.1028 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.043 _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 0.3556(4) 0.69058(19) 0.2736(3) 0.0324(8) Uani 1 1 d . . . H1A H 0.4374 0.6806 0.3220 0.039 Uiso 1 1 calc R . . H1B H 0.3580 0.6627 0.2255 0.039 Uiso 1 1 calc R . . C2 C 0.2268(4) 0.6753(2) 0.2999(3) 0.0352(9) Uani 1 1 d . . . H2A H 0.2172 0.6290 0.3040 0.042 Uiso 1 1 calc R . . H2B H 0.2343 0.6940 0.3565 0.042 Uiso 1 1 calc R . . C3 C -0.0087(4) 0.6715(2) 0.2201(2) 0.0310(8) Uani 1 1 d . . . H3 H -0.0172 0.6335 0.2490 0.037 Uiso 1 1 calc R . . C4 C -0.1252(4) 0.69878(18) 0.1558(2) 0.0279(7) Uani 1 1 d . . . C5 C -0.2436(3) 0.75925(19) 0.0569(2) 0.0281(7) Uani 1 1 d . . . H5 H -0.2687 0.7927 0.0167 0.034 Uiso 1 1 calc R . . C6 C -0.3312(4) 0.7140(2) 0.0696(2) 0.0312(8) Uani 1 1 d . . . H6 H -0.4264 0.7101 0.0402 0.037 Uiso 1 1 calc R . . C7 C -0.3081(4) 0.6211(2) 0.1702(3) 0.0453(11) Uani 1 1 d . . . H7A H -0.2575 0.5830 0.1633 0.068 Uiso 1 1 calc R . . H7B H -0.4064 0.6152 0.1414 0.068 Uiso 1 1 calc R . . H7C H -0.2945 0.6291 0.2310 0.068 Uiso 1 1 calc R . . C8 C 0.4325(4) 0.79910(19) 0.3215(2) 0.0306(8) Uani 1 1 d . . . H8A H 0.4495 0.8411 0.3001 0.037 Uiso 1 1 calc R . . H8B H 0.5228 0.7809 0.3532 0.037 Uiso 1 1 calc R . . C9 C 0.3458(4) 0.8070(2) 0.3820(2) 0.0342(9) Uani 1 1 d . . . H9A H 0.3497 0.7681 0.4160 0.041 Uiso 1 1 calc R . . H9B H 0.3820 0.8424 0.4218 0.041 Uiso 1 1 calc R . . C10 C 0.1255(4) 0.8498(2) 0.3684(2) 0.0303(8) Uani 1 1 d . . . H10 H 0.1568 0.8604 0.4273 0.036 Uiso 1 1 calc R . . C11 C -0.0125(4) 0.86694(19) 0.3161(2) 0.0285(7) Uani 1 1 d . . . C12 C -0.1861(4) 0.8791(2) 0.2053(2) 0.0331(8) Uani 1 1 d . . . H12 H -0.2444 0.8776 0.1483 0.040 Uiso 1 1 calc R . . C13 C -0.2201(4) 0.9060(2) 0.2720(3) 0.0374(9) Uani 1 1 d . . . H13 H -0.3043 0.9264 0.2700 0.045 Uiso 1 1 calc R . . C14 C -0.0979(5) 0.9204(2) 0.4285(3) 0.0464(11) Uani 1 1 d . . . H14A H -0.1244 0.8866 0.4614 0.070 Uiso 1 1 calc R . . H14B H -0.1591 0.9568 0.4251 0.070 Uiso 1 1 calc R . . H14C H -0.0026 0.9332 0.4566 0.070 Uiso 1 1 calc R . . C15 C 0.4543(3) 0.75708(19) 0.1886(2) 0.0287(8) Uani 1 1 d . . . H15A H 0.4211 0.7238 0.1449 0.034 Uiso 1 1 calc R . . H15B H 0.5501 0.7467 0.2214 0.034 Uiso 1 1 calc R . . C16 C 0.4522(3) 0.82042(18) 0.1446(2) 0.0287(8) Uani 1 1 d . . . H16A H 0.4993 0.8527 0.1867 0.034 Uiso 1 1 calc R . . H16B H 0.5013 0.8170 0.1005 0.034 Uiso 1 1 calc R . . C17 C 0.2786(3) 0.87465(18) 0.0389(2) 0.0249(7) Uani 1 1 d . . . H17 H 0.3475 0.8886 0.0142 0.030 Uiso 1 1 calc R . . C18 C 0.1348(3) 0.89307(16) 0.00331(19) 0.0222(6) Uani 1 1 d . . . C19 C -0.0819(3) 0.90329(17) -0.0152(2) 0.0264(7) Uani 1 1 d . . . H19 H -0.1714 0.8987 -0.0086 0.032 Uiso 1 1 calc R . . C20 C -0.0503(4) 0.94127(18) -0.0742(2) 0.0293(8) Uani 1 1 d . . . H20 H -0.1120 0.9671 -0.1155 0.035 Uiso 1 1 calc R . . C21 C 0.1706(4) 0.9668(2) -0.1098(3) 0.0394(9) Uani 1 1 d . . . H21A H 0.2452 0.9905 -0.0702 0.059 Uiso 1 1 calc R . . H21B H 0.1115 0.9959 -0.1510 0.059 Uiso 1 1 calc R . . H21C H 0.2098 0.9354 -0.1402 0.059 Uiso 1 1 calc R . . Gd1 Gd 0.120628(14) 0.806126(9) 0.167915(8) 0.01997(6) Uani 1 1 d . . . H1W H 0.147(6) 0.930(3) 0.236(4) 0.066(18) Uiso 1 1 d . . . H2W H 0.259(5) 0.932(2) 0.206(3) 0.045(15) Uiso 1 1 d . . . N1 N 0.3661(3) 0.75747(15) 0.24757(17) 0.0247(6) Uani 1 1 d . . . N2 N 0.1054(3) 0.70117(15) 0.23592(19) 0.0284(7) Uani 1 1 d . . . N3 N -0.1133(3) 0.74932(15) 0.11109(17) 0.0246(6) Uani 1 1 d . . . N4 N -0.2564(3) 0.67571(16) 0.1320(2) 0.0297(7) Uani 1 1 d . . . N5 N 0.2024(3) 0.82012(15) 0.33229(18) 0.0286(7) Uani 1 1 d . . . N6 N -0.0549(3) 0.85458(16) 0.23235(18) 0.0278(6) Uani 1 1 d . . . N7 N -0.1089(3) 0.89770(18) 0.34256(19) 0.0339(7) Uani 1 1 d . . . N8 N 0.3081(3) 0.83904(16) 0.10466(17) 0.0252(6) Uani 1 1 d . . . N9 N 0.0338(3) 0.87261(14) 0.03345(16) 0.0232(6) Uani 1 1 d . . . N10 N 0.0891(3) 0.93459(14) -0.06190(17) 0.0250(6) Uani 1 1 d . . . N11 N 0.0370(4) 0.50104(18) 0.3188(3) 0.0515(10) Uani 1 1 d . . . N12 N 0.3513(5) 0.5288(2) 0.1506(3) 0.0638(13) Uani 1 1 d . . . N13 N 0.3309(3) 0.76816(17) 0.9082(2) 0.0349(7) Uani 1 1 d . . . O1 O 0.1899(4) 0.91529(15) 0.20663(18) 0.0369(7) Uani 1 1 d . . . O2 O 0.1434(3) 0.72925(14) 0.06179(16) 0.0321(6) Uani 1 1 d . . . O3 O -0.0646(3) 0.53498(16) 0.3069(2) 0.0560(9) Uani 1 1 d . . . O4 O 0.1350(4) 0.5059(2) 0.3862(3) 0.0823(14) Uani 1 1 d . . . O5 O 0.0456(4) 0.46195(19) 0.2635(3) 0.0792(13) Uani 1 1 d . . . O6 O 0.4321(6) 0.5081(3) 0.2103(3) 0.124(2) Uani 1 1 d . . . O7 O 0.2751(8) 0.4816(3) 0.1101(6) 0.178(4) Uani 1 1 d . . . O8 O 0.3566(4) 0.5733(2) 0.1078(2) 0.0659(11) Uani 1 1 d . . . O9 O 0.3237(3) 0.72794(17) 0.9627(2) 0.0466(8) Uani 1 1 d . . . O10 O 0.4434(4) 0.7743(2) 0.8919(3) 0.0681(11) Uani 1 1 d . . . O11 O 0.2293(4) 0.80103(16) 0.8730(2) 0.0570(10) Uani 1 1 d . . . O12 O 0.0719(4) 0.61403(19) 0.4758(2) 0.0622(10) Uani 1 1 d . . . O13 O 0.0668(5) 0.6036(2) 0.0397(3) 0.1018(19) Uani 1 1 d . . . O14 O 0.9123(8) 0.5112(5) 0.0868(4) 0.180(4) 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 0.0226(17) 0.033(2) 0.0395(19) 0.0140(16) 0.0058(14) 0.0052(16) C2 0.0231(18) 0.041(2) 0.0383(19) 0.0160(17) 0.0033(14) 0.0020(16) C3 0.0236(17) 0.035(2) 0.0346(18) 0.0111(15) 0.0092(14) -0.0019(15) C4 0.0208(16) 0.034(2) 0.0299(16) 0.0021(14) 0.0079(13) -0.0012(15) C5 0.0226(16) 0.037(2) 0.0234(14) -0.0005(14) 0.0044(12) 0.0059(15) C6 0.0183(16) 0.044(2) 0.0297(16) -0.0055(15) 0.0044(13) 0.0007(15) C7 0.029(2) 0.046(3) 0.061(3) 0.013(2) 0.0122(18) -0.0096(19) C8 0.0191(16) 0.042(2) 0.0280(16) -0.0012(15) 0.0023(13) -0.0024(15) C9 0.0261(18) 0.050(2) 0.0231(16) -0.0007(16) 0.0016(13) 0.0061(17) C10 0.0300(18) 0.038(2) 0.0223(15) 0.0033(14) 0.0069(13) 0.0005(16) C11 0.0289(18) 0.031(2) 0.0280(16) 0.0040(14) 0.0124(13) 0.0041(15) C12 0.0246(17) 0.036(2) 0.0384(18) 0.0050(16) 0.0091(14) 0.0047(16) C13 0.0294(19) 0.041(2) 0.045(2) 0.0043(18) 0.0156(15) 0.0109(18) C14 0.053(3) 0.052(3) 0.040(2) -0.002(2) 0.0214(18) 0.016(2) C15 0.0171(15) 0.041(2) 0.0285(16) 0.0054(15) 0.0067(12) 0.0057(15) C16 0.0156(15) 0.038(2) 0.0328(17) 0.0074(14) 0.0079(13) 0.0036(14) C17 0.0214(16) 0.0291(19) 0.0273(15) 0.0029(13) 0.0117(12) -0.0015(14) C18 0.0260(16) 0.0215(17) 0.0200(13) 0.0021(12) 0.0083(11) 0.0005(13) C19 0.0205(15) 0.0283(19) 0.0283(15) -0.0004(13) 0.0038(12) 0.0024(14) C20 0.0267(17) 0.0270(19) 0.0284(16) 0.0010(14) -0.0010(13) 0.0011(15) C21 0.042(2) 0.040(2) 0.039(2) 0.0142(17) 0.0172(16) -0.0032(19) Gd1 0.01542(9) 0.02628(10) 0.01850(8) 0.00392(6) 0.00538(5) 0.00111(6) N1 0.0178(13) 0.0298(17) 0.0257(13) 0.0048(11) 0.0048(10) 0.0021(12) N2 0.0219(14) 0.0348(18) 0.0274(14) 0.0107(12) 0.0056(11) 0.0004(13) N3 0.0190(13) 0.0302(16) 0.0237(12) 0.0028(11) 0.0048(10) 0.0016(12) N4 0.0191(14) 0.0348(18) 0.0352(15) -0.0007(13) 0.0078(11) -0.0041(13) N5 0.0225(14) 0.0398(19) 0.0223(13) 0.0033(12) 0.0048(11) 0.0026(13) N6 0.0250(14) 0.0333(18) 0.0264(13) 0.0013(12) 0.0095(11) 0.0007(13) N7 0.0368(18) 0.0338(19) 0.0355(16) 0.0019(13) 0.0173(13) 0.0081(14) N8 0.0168(13) 0.0321(17) 0.0277(13) 0.0028(12) 0.0079(10) 0.0020(12) N9 0.0206(13) 0.0250(15) 0.0237(12) 0.0028(11) 0.0057(10) 0.0018(12) N10 0.0278(15) 0.0225(15) 0.0259(13) 0.0028(11) 0.0096(11) 0.0006(12) N11 0.033(2) 0.025(2) 0.099(3) 0.006(2) 0.023(2) -0.0009(16) N12 0.049(3) 0.045(3) 0.090(3) 0.025(2) 0.009(2) -0.011(2) N13 0.0351(18) 0.0359(19) 0.0346(16) -0.0072(14) 0.0115(13) -0.0018(15) O1 0.0411(17) 0.0361(17) 0.0382(14) -0.0065(12) 0.0191(13) -0.0097(14) O2 0.0301(13) 0.0358(16) 0.0340(13) -0.0034(11) 0.0149(10) 0.0000(12) O3 0.0446(18) 0.0350(18) 0.090(3) 0.0008(17) 0.0224(17) 0.0092(16) O4 0.049(2) 0.063(3) 0.117(4) 0.000(3) -0.005(2) 0.000(2) O5 0.062(3) 0.047(2) 0.132(4) -0.031(3) 0.035(2) 0.001(2) O6 0.116(4) 0.147(5) 0.085(3) 0.053(4) -0.011(3) -0.004(4) O7 0.141(6) 0.104(6) 0.267(11) -0.018(6) 0.025(6) -0.014(5) O8 0.064(2) 0.069(3) 0.062(2) 0.0231(19) 0.0144(18) -0.012(2) O9 0.0505(19) 0.050(2) 0.0455(17) 0.0090(15) 0.0241(14) 0.0082(16) O10 0.059(2) 0.077(3) 0.086(3) 0.007(2) 0.049(2) 0.003(2) O11 0.054(2) 0.050(2) 0.056(2) 0.0033(16) -0.0011(16) 0.0107(17) O12 0.0456(19) 0.070(3) 0.074(2) -0.025(2) 0.0228(17) -0.0115(18) O13 0.083(3) 0.068(3) 0.121(4) 0.030(3) -0.023(3) 0.002(3) O14 0.157(6) 0.289(10) 0.120(5) -0.090(6) 0.079(4) -0.139(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 C1 N1 1.491(5) . ? C1 C2 1.524(5) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N2 1.471(4) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 N2 1.276(5) . ? C3 C4 1.455(5) . ? C3 H3 0.9500 . ? C4 N3 1.321(5) . ? C4 N4 1.364(4) . ? C5 C6 1.362(5) . ? C5 N3 1.378(4) . ? C5 H5 0.9500 . ? C6 N4 1.351(5) . ? C6 H6 0.9500 . ? C7 N4 1.480(5) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 N1 1.491(4) . ? C8 C9 1.512(5) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 N5 1.473(4) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 N5 1.273(5) . ? C10 C11 1.460(5) . ? C10 H10 0.9500 . ? C11 N6 1.338(4) . ? C11 N7 1.347(5) . ? C12 C13 1.360(6) . ? C12 N6 1.376(5) . ? C12 H12 0.9500 . ? C13 N7 1.372(5) . ? C13 H13 0.9500 . ? C14 N7 1.460(5) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 N1 1.494(4) . ? C15 C16 1.520(5) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 N8 1.472(4) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 N8 1.277(4) . ? C17 C18 1.458(5) . ? C17 H17 0.9500 . ? C18 N9 1.333(4) . ? C18 N10 1.356(4) . ? C19 C20 1.365(5) . ? C19 N9 1.375(4) . ? C19 H19 0.9500 . ? C20 N10 1.376(5) . ? C20 H20 0.9500 . ? C21 N10 1.462(5) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? Gd1 O2 2.439(3) . ? Gd1 O1 2.445(3) . ? Gd1 N2 2.509(3) . ? Gd1 N8 2.513(3) . ? Gd1 N6 2.535(3) . ? Gd1 N9 2.545(3) . ? Gd1 N3 2.581(3) . ? Gd1 N5 2.593(3) . ? Gd1 N1 2.661(3) . ? N11 O3 1.225(5) . ? N11 O5 1.248(6) . ? N11 O4 1.256(6) . ? N12 O6 1.163(6) . ? N12 O8 1.185(5) . ? N12 O7 1.318(8) . ? N13 O11 1.239(5) . ? N13 O10 1.250(5) . ? N13 O9 1.251(5) . ? O1 H1W 0.80(6) . ? O1 H2W 0.79(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 N1 C1 C2 114.8(3) . . ? N1 C1 H1A 108.6 . . ? C2 C1 H1A 108.6 . . ? N1 C1 H1B 108.6 . . ? C2 C1 H1B 108.6 . . ? H1A C1 H1B 107.5 . . ? N2 C2 C1 109.3(3) . . ? N2 C2 H2A 109.8 . . ? C1 C2 H2A 109.8 . . ? N2 C2 H2B 109.8 . . ? C1 C2 H2B 109.8 . . ? H2A C2 H2B 108.3 . . ? N2 C3 C4 116.8(3) . . ? N2 C3 H3 121.6 . . ? C4 C3 H3 121.6 . . ? N3 C4 N4 111.7(3) . . ? N3 C4 C3 122.5(3) . . ? N4 C4 C3 125.8(3) . . ? C6 C5 N3 109.9(3) . . ? C6 C5 H5 125.0 . . ? N3 C5 H5 125.0 . . ? N4 C6 C5 106.8(3) . . ? N4 C6 H6 126.6 . . ? C5 C6 H6 126.6 . . ? N4 C7 H7A 109.5 . . ? N4 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? N4 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N1 C8 C9 112.7(3) . . ? N1 C8 H8A 109.1 . . ? C9 C8 H8A 109.1 . . ? N1 C8 H8B 109.1 . . ? C9 C8 H8B 109.1 . . ? H8A C8 H8B 107.8 . . ? N5 C9 C8 109.2(3) . . ? N5 C9 H9A 109.9 . . ? C8 C9 H9A 109.9 . . ? N5 C9 H9B 109.9 . . ? C8 C9 H9B 109.9 . . ? H9A C9 H9B 108.3 . . ? N5 C10 C11 117.6(3) . . ? N5 C10 H10 121.2 . . ? C11 C10 H10 121.2 . . ? N6 C11 N7 112.1(3) . . ? N6 C11 C10 121.5(3) . . ? N7 C11 C10 126.4(3) . . ? C13 C12 N6 110.3(3) . . ? C13 C12 H12 124.9 . . ? N6 C12 H12 124.9 . . ? C12 C13 N7 106.5(3) . . ? C12 C13 H13 126.7 . . ? N7 C13 H13 126.7 . . ? N7 C14 H14A 109.5 . . ? N7 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N7 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N1 C15 C16 111.9(3) . . ? N1 C15 H15A 109.2 . . ? C16 C15 H15A 109.2 . . ? N1 C15 H15B 109.2 . . ? C16 C15 H15B 109.2 . . ? H15A C15 H15B 107.9 . . ? N8 C16 C15 108.8(3) . . ? N8 C16 H16A 109.9 . . ? C15 C16 H16A 109.9 . . ? N8 C16 H16B 109.9 . . ? C15 C16 H16B 109.9 . . ? H16A C16 H16B 108.3 . . ? N8 C17 C18 117.2(3) . . ? N8 C17 H17 121.4 . . ? C18 C17 H17 121.4 . . ? N9 C18 N10 112.2(3) . . ? N9 C18 C17 123.6(3) . . ? N10 C18 C17 124.2(3) . . ? C20 C19 N9 110.6(3) . . ? C20 C19 H19 124.7 . . ? N9 C19 H19 124.7 . . ? C19 C20 N10 106.1(3) . . ? C19 C20 H20 126.9 . . ? N10 C20 H20 126.9 . . ? N10 C21 H21A 109.5 . . ? N10 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? N10 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? O2 Gd1 O1 137.36(10) . . ? O2 Gd1 N2 75.89(9) . . ? O1 Gd1 N2 140.51(10) . . ? O2 Gd1 N8 69.65(10) . . ? O1 Gd1 N8 69.50(11) . . ? N2 Gd1 N8 125.41(10) . . ? O2 Gd1 N6 142.10(9) . . ? O1 Gd1 N6 72.16(11) . . ? N2 Gd1 N6 91.86(11) . . ? N8 Gd1 N6 140.01(11) . . ? O2 Gd1 N9 80.41(9) . . ? O1 Gd1 N9 72.72(9) . . ? N2 Gd1 N9 145.36(9) . . ? N8 Gd1 N9 66.67(9) . . ? N6 Gd1 N9 91.56(9) . . ? O2 Gd1 N3 72.52(9) . . ? O1 Gd1 N3 134.33(11) . . ? N2 Gd1 N3 65.11(9) . . ? N8 Gd1 N3 135.00(9) . . ? N6 Gd1 N3 69.81(10) . . ? N9 Gd1 N3 83.93(9) . . ? O2 Gd1 N5 138.36(10) . . ? O1 Gd1 N5 68.99(10) . . ? N2 Gd1 N5 71.53(10) . . ? N8 Gd1 N5 110.07(9) . . ? N6 Gd1 N5 64.79(9) . . ? N9 Gd1 N5 139.53(10) . . ? N3 Gd1 N5 114.30(9) . . ? O2 Gd1 N1 79.78(9) . . ? O1 Gd1 N1 94.64(10) . . ? N2 Gd1 N1 66.99(10) . . ? N8 Gd1 N1 66.22(9) . . ? N6 Gd1 N1 128.56(9) . . ? N9 Gd1 N1 132.70(9) . . ? N3 Gd1 N1 128.93(10) . . ? N5 Gd1 N1 64.09(9) . . ? C8 N1 C1 112.4(3) . . ? C8 N1 C15 108.3(3) . . ? C1 N1 C15 106.6(3) . . ? C8 N1 Gd1 107.9(2) . . ? C1 N1 Gd1 111.9(2) . . ? C15 N1 Gd1 109.63(18) . . ? C3 N2 C2 119.0(3) . . ? C3 N2 Gd1 120.9(2) . . ? C2 N2 Gd1 119.9(2) . . ? C4 N3 C5 104.8(3) . . ? C4 N3 Gd1 113.5(2) . . ? C5 N3 Gd1 140.5(2) . . ? C6 N4 C4 106.8(3) . . ? C6 N4 C7 126.7(3) . . ? C4 N4 C7 126.5(3) . . ? C10 N5 C9 118.4(3) . . ? C10 N5 Gd1 118.9(2) . . ? C9 N5 Gd1 121.3(2) . . ? C11 N6 C12 104.4(3) . . ? C11 N6 Gd1 116.7(2) . . ? C12 N6 Gd1 138.5(2) . . ? C11 N7 C13 106.7(3) . . ? C11 N7 C14 127.5(3) . . ? C13 N7 C14 125.8(4) . . ? C17 N8 C16 119.5(3) . . ? C17 N8 Gd1 119.4(2) . . ? C16 N8 Gd1 121.1(2) . . ? C18 N9 C19 104.6(3) . . ? C18 N9 Gd1 112.9(2) . . ? C19 N9 Gd1 141.7(2) . . ? C18 N10 C20 106.5(3) . . ? C18 N10 C21 127.3(3) . . ? C20 N10 C21 126.2(3) . . ? O3 N11 O5 120.4(5) . . ? O3 N11 O4 120.5(5) . . ? O5 N11 O4 119.1(4) . . ? O6 N12 O8 130.9(5) . . ? O6 N12 O7 107.8(6) . . ? O8 N12 O7 115.1(6) . . ? O11 N13 O10 122.0(4) . . ? O11 N13 O9 120.0(4) . . ? O10 N13 O9 118.0(4) . . ? Gd1 O1 H1W 111(4) . . ? Gd1 O1 H2W 128(4) . . ? H1W O1 H2W 118(6) . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 29.80 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 2.452 _refine_diff_density_min -1.394 _refine_diff_density_rms 0.122 # Attachment '- 4_TbMe3L.cif' data_4_TbMe3L _database_code_depnum_ccdc_archive 'CCDC 789727' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H40 N13 O14 Tb' _chemical_formula_weight 857.58 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.4831(7) _cell_length_b 15.3207(7) _cell_length_c 14.9738(7) _cell_angle_alpha 90.00 _cell_angle_beta 93.3460(10) _cell_angle_gamma 90.00 _cell_volume 3316.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.717 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1736 _exptl_absorpt_coefficient_mu 2.216 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6073 _exptl_absorpt_correction_T_max 0.6656 _exptl_absorpt_process_details 'SADABS; Sheldrick 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 24004 _diffrn_reflns_av_R_equivalents 0.0274 _diffrn_reflns_av_sigmaI/netI 0.0318 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 28.26 _reflns_number_total 8130 _reflns_number_gt 7865 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0210P)^2^+16.1681P] 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 8130 _refine_ls_number_parameters 461 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0533 _refine_ls_R_factor_gt 0.0513 _refine_ls_wR_factor_ref 0.1027 _refine_ls_wR_factor_gt 0.1019 _refine_ls_goodness_of_fit_ref 1.343 _refine_ls_restrained_S_all 1.343 _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 0.6648(3) 0.1746(3) 0.6259(3) 0.0187(9) Uani 1 1 d . . . H1A H 0.6901 0.2213 0.5887 0.022 Uiso 1 1 calc R . . H1B H 0.6419 0.1275 0.5851 0.022 Uiso 1 1 calc R . . C2 C 0.7435(3) 0.1382(3) 0.6879(3) 0.0197(10) Uani 1 1 d . . . H2A H 0.7236 0.0832 0.7158 0.024 Uiso 1 1 calc R . . H2B H 0.7980 0.1254 0.6531 0.024 Uiso 1 1 calc R . . C3 C 0.8518(3) 0.2225(3) 0.7748(3) 0.0178(9) Uani 1 1 d . . . H3 H 0.8996 0.1922 0.7469 0.021 Uiso 1 1 calc R . . C4 C 0.8735(3) 0.2912(3) 0.8380(3) 0.0162(9) Uani 1 1 d . . . C5 C 0.8581(3) 0.3987(3) 0.9269(3) 0.0197(10) Uani 1 1 d . . . H5 H 0.8312 0.4413 0.9635 0.024 Uiso 1 1 calc R . . C6 C 0.9505(3) 0.3915(3) 0.9142(3) 0.0191(9) Uani 1 1 d . . . H6 H 0.9986 0.4274 0.9396 0.023 Uiso 1 1 calc R . . C7 C 1.0462(3) 0.2917(4) 0.8235(4) 0.0310(13) Uani 1 1 d . . . H7A H 1.0540 0.2295 0.8370 0.046 Uiso 1 1 calc R . . H7B H 1.0981 0.3246 0.8518 0.046 Uiso 1 1 calc R . . H7C H 1.0444 0.3005 0.7586 0.046 Uiso 1 1 calc R . . C8 C 0.5175(3) 0.1409(3) 0.6918(3) 0.0211(10) Uani 1 1 d . . . H8A H 0.4985 0.1107 0.6352 0.025 Uiso 1 1 calc R . . H8B H 0.4618 0.1682 0.7149 0.025 Uiso 1 1 calc R . . C9 C 0.5552(3) 0.0746(3) 0.7586(3) 0.0208(10) Uani 1 1 d . . . H9A H 0.5040 0.0396 0.7810 0.025 Uiso 1 1 calc R . . H9B H 0.5982 0.0346 0.7299 0.025 Uiso 1 1 calc R . . C10 C 0.6159(3) 0.0812(3) 0.9079(3) 0.0169(9) Uani 1 1 d . . . H10 H 0.5959 0.0227 0.9149 0.020 Uiso 1 1 calc R . . C11 C 0.6610(3) 0.1295(3) 0.9811(3) 0.0160(9) Uani 1 1 d . . . C12 C 0.7246(3) 0.2368(3) 1.0554(3) 0.0201(10) Uani 1 1 d . . . H12 H 0.7499 0.2925 1.0702 0.024 Uiso 1 1 calc R . . C13 C 0.7200(3) 0.1683(3) 1.1129(3) 0.0218(10) Uani 1 1 d . . . H13 H 0.7409 0.1675 1.1742 0.026 Uiso 1 1 calc R . . C14 C 0.6585(4) 0.0137(4) 1.0982(4) 0.0280(12) Uani 1 1 d . . . H14A H 0.5913 0.0060 1.0978 0.042 Uiso 1 1 calc R . . H14B H 0.6854 0.0068 1.1594 0.042 Uiso 1 1 calc R . . H14C H 0.6847 -0.0302 1.0594 0.042 Uiso 1 1 calc R . . C15 C 0.5377(4) 0.2762(3) 0.6135(3) 0.0223(10) Uani 1 1 d . . . H15A H 0.5054 0.2460 0.5622 0.027 Uiso 1 1 calc R . . H15B H 0.5843 0.3158 0.5895 0.027 Uiso 1 1 calc R . . C16 C 0.4679(3) 0.3299(4) 0.6622(3) 0.0227(10) Uani 1 1 d . . . H16A H 0.4438 0.3780 0.6233 0.027 Uiso 1 1 calc R . . H16B H 0.4153 0.2927 0.6775 0.027 Uiso 1 1 calc R . . C17 C 0.4906(3) 0.4408(3) 0.7706(3) 0.0175(9) Uani 1 1 d . . . H17 H 0.4428 0.4733 0.7398 0.021 Uiso 1 1 calc R . . C18 C 0.5402(3) 0.4752(3) 0.8503(3) 0.0157(9) Uani 1 1 d . . . C19 C 0.6390(3) 0.4848(3) 0.9622(3) 0.0162(9) Uani 1 1 d . . . H19 H 0.6880 0.4715 1.0049 0.019 Uiso 1 1 calc R . . C20 C 0.5872(3) 0.5594(3) 0.9617(3) 0.0177(9) Uani 1 1 d . . . H20 H 0.5933 0.6066 1.0028 0.021 Uiso 1 1 calc R . . C21 C 0.4536(3) 0.6163(3) 0.8630(4) 0.0235(10) Uani 1 1 d . . . H21A H 0.4603 0.6333 0.8006 0.035 Uiso 1 1 calc R . . H21B H 0.4602 0.6680 0.9014 0.035 Uiso 1 1 calc R . . H21C H 0.3923 0.5905 0.8688 0.035 Uiso 1 1 calc R . . H26 H 0.255(4) 0.636(4) 0.744(4) 0.024(17) Uiso 1 1 d . . . H27 H 0.312(5) 0.636(4) 0.681(4) 0.030(18) Uiso 1 1 d . . . H28 H 0.367(4) 0.537(4) 0.562(5) 0.033(18) Uiso 1 1 d . . . H29 H 0.439(5) 0.582(4) 0.599(4) 0.028(19) Uiso 1 1 d . . . N1 N 0.5852(3) 0.2106(3) 0.6727(3) 0.0177(8) Uani 1 1 d . . . N2 N 0.7675(3) 0.2029(3) 0.7569(3) 0.0160(8) Uani 1 1 d . . . N3 N 0.8096(3) 0.3355(3) 0.8790(3) 0.0157(8) Uani 1 1 d . . . N4 N 0.9598(3) 0.3225(3) 0.8579(3) 0.0180(8) Uani 1 1 d . . . N5 N 0.6044(3) 0.1214(3) 0.8336(3) 0.0153(8) Uani 1 1 d . . . N6 N 0.6870(3) 0.2128(3) 0.9725(2) 0.0153(7) Uani 1 1 d . . . N7 N 0.6794(3) 0.1010(3) 1.0654(3) 0.0186(8) Uani 1 1 d . . . N8 N 0.5138(3) 0.3658(3) 0.7439(3) 0.0168(8) Uani 1 1 d . . . N9 N 0.6102(3) 0.4320(2) 0.8925(2) 0.0139(7) Uani 1 1 d . . . N10 N 0.5250(3) 0.5525(3) 0.8901(3) 0.0166(8) Uani 1 1 d . . . N11 N 0.8771(3) 0.0473(3) 0.9087(3) 0.0248(9) Uani 1 1 d . . . N12 N 0.2087(3) 0.4969(3) 0.8547(3) 0.0217(9) Uani 1 1 d . . . N13 N 0.9089(3) 0.3334(3) 0.5864(3) 0.0197(8) Uani 1 1 d . . . O1 O 0.7057(2) 0.3773(2) 0.7126(2) 0.0208(7) Uani 1 1 d . . . O2 O 0.5016(2) 0.2643(2) 0.9026(2) 0.0185(7) Uani 1 1 d . . . O3 O 0.8189(3) 0.0055(3) 0.9502(3) 0.0368(10) Uani 1 1 d . . . O4 O 0.8809(3) 0.0351(2) 0.8267(2) 0.0276(8) Uani 1 1 d . . . O5 O 0.9295(3) 0.1009(3) 0.9484(3) 0.0401(11) Uani 1 1 d . . . O6 O 0.1714(3) 0.4507(3) 0.9103(3) 0.0344(10) Uani 1 1 d . . . O7 O 0.1912(3) 0.5766(3) 0.8484(3) 0.0375(10) Uani 1 1 d . . . O8 O 0.2680(3) 0.4650(3) 0.8062(3) 0.0338(9) Uani 1 1 d . . . O9 O 0.9691(3) 0.3614(3) 0.5375(3) 0.0360(10) Uani 1 1 d . . . O10 O 0.8739(3) 0.2612(3) 0.5727(3) 0.0431(12) Uani 1 1 d . . . O11 O 0.8854(3) 0.3800(2) 0.6505(2) 0.0260(8) Uani 1 1 d . . . O12 O 0.2802(3) 0.6660(3) 0.7112(3) 0.0303(9) Uani 1 1 d . . . O13 O 0.3923(3) 0.5647(3) 0.6104(3) 0.0355(10) Uani 1 1 d . . . O14 O 0.3339(3) 0.2982(3) 0.8352(3) 0.0338(9) Uani 1 1 d . . . Tb1 Tb 0.643346(14) 0.284904(13) 0.825983(13) 0.01153(7) 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 0.018(2) 0.022(2) 0.017(2) -0.0061(18) 0.0051(17) -0.0072(18) C2 0.017(2) 0.019(2) 0.024(2) -0.0091(19) 0.0064(18) -0.0029(18) C3 0.014(2) 0.016(2) 0.025(2) -0.0035(19) 0.0056(17) 0.0022(17) C4 0.013(2) 0.017(2) 0.019(2) 0.0005(18) 0.0014(16) -0.0007(17) C5 0.019(2) 0.020(2) 0.020(2) -0.0015(19) 0.0038(18) 0.0007(19) C6 0.020(2) 0.017(2) 0.020(2) -0.0025(18) -0.0008(18) -0.0018(18) C7 0.012(2) 0.030(3) 0.052(4) -0.018(3) 0.005(2) -0.002(2) C8 0.019(2) 0.026(3) 0.018(2) -0.005(2) 0.0012(18) -0.008(2) C9 0.023(2) 0.022(2) 0.018(2) -0.0042(19) 0.0057(18) -0.008(2) C10 0.015(2) 0.014(2) 0.021(2) 0.0006(18) 0.0057(17) -0.0010(17) C11 0.017(2) 0.017(2) 0.014(2) 0.0038(17) 0.0021(17) 0.0018(17) C12 0.016(2) 0.026(3) 0.018(2) -0.0032(19) -0.0030(17) 0.0006(19) C13 0.018(2) 0.030(3) 0.017(2) -0.001(2) -0.0013(18) 0.001(2) C14 0.027(3) 0.030(3) 0.028(3) 0.014(2) 0.002(2) -0.003(2) C15 0.026(2) 0.028(3) 0.013(2) -0.0006(19) -0.0012(18) 0.001(2) C16 0.021(2) 0.028(3) 0.018(2) 0.000(2) -0.0045(19) 0.004(2) C17 0.011(2) 0.023(2) 0.018(2) 0.0049(18) 0.0016(17) 0.0023(18) C18 0.013(2) 0.016(2) 0.019(2) 0.0033(17) 0.0058(17) 0.0022(17) C19 0.015(2) 0.019(2) 0.015(2) 0.0017(17) 0.0035(16) 0.0004(17) C20 0.019(2) 0.017(2) 0.018(2) 0.0010(18) 0.0052(17) -0.0016(18) C21 0.019(2) 0.016(2) 0.036(3) 0.005(2) 0.006(2) 0.0060(19) N1 0.0161(18) 0.022(2) 0.0146(18) -0.0017(16) 0.0004(14) -0.0025(16) N2 0.0178(19) 0.0151(19) 0.0156(18) -0.0017(15) 0.0041(14) 0.0014(15) N3 0.0108(17) 0.0165(19) 0.0198(19) -0.0012(15) 0.0007(14) -0.0013(14) N4 0.0124(18) 0.018(2) 0.024(2) -0.0021(16) 0.0023(15) 0.0005(15) N5 0.0130(17) 0.0165(19) 0.0165(18) -0.0020(15) 0.0023(14) -0.0035(15) N6 0.0158(18) 0.0146(18) 0.0153(18) 0.0005(15) -0.0011(14) -0.0004(15) N7 0.0151(18) 0.021(2) 0.0196(19) 0.0039(16) 0.0029(15) 0.0015(16) N8 0.0142(18) 0.022(2) 0.0147(18) 0.0029(16) 0.0004(14) 0.0010(16) N9 0.0156(18) 0.0143(18) 0.0121(17) -0.0002(14) 0.0035(14) 0.0035(14) N10 0.0150(18) 0.0146(19) 0.0209(19) 0.0030(15) 0.0078(15) 0.0021(15) N11 0.022(2) 0.024(2) 0.028(2) -0.0047(18) 0.0014(18) 0.0092(18) N12 0.017(2) 0.024(2) 0.024(2) -0.0080(18) -0.0022(16) -0.0031(17) N13 0.020(2) 0.016(2) 0.024(2) -0.0001(16) 0.0057(16) 0.0007(16) O1 0.0228(17) 0.0194(17) 0.0207(17) 0.0055(14) 0.0063(14) -0.0004(14) O2 0.0122(15) 0.0227(18) 0.0209(16) 0.0038(13) 0.0046(12) 0.0013(13) O3 0.027(2) 0.051(3) 0.033(2) -0.002(2) 0.0070(17) 0.0016(19) O4 0.037(2) 0.0235(19) 0.0228(18) -0.0045(15) 0.0027(16) 0.0010(16) O5 0.042(2) 0.040(3) 0.038(2) -0.021(2) -0.0038(19) -0.004(2) O6 0.035(2) 0.036(2) 0.033(2) -0.0060(18) 0.0097(18) -0.0194(18) O7 0.042(2) 0.028(2) 0.044(2) -0.0023(19) 0.011(2) 0.0097(19) O8 0.039(2) 0.031(2) 0.033(2) 0.0005(17) 0.0127(18) 0.0091(18) O9 0.032(2) 0.039(2) 0.039(2) -0.0130(19) 0.0214(18) -0.0162(18) O10 0.059(3) 0.022(2) 0.052(3) -0.0129(19) 0.034(2) -0.017(2) O11 0.031(2) 0.0215(19) 0.0274(19) -0.0039(15) 0.0146(16) -0.0010(15) O12 0.027(2) 0.025(2) 0.039(2) 0.0026(19) 0.0068(18) 0.0026(17) O13 0.029(2) 0.046(3) 0.032(2) -0.001(2) 0.0033(19) 0.005(2) O14 0.0181(18) 0.030(2) 0.052(3) 0.0070(19) -0.0057(17) -0.0021(16) Tb1 0.01019(10) 0.01271(10) 0.01178(10) -0.00004(8) 0.00147(7) 0.00054(8) _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 N1 1.489(6) . ? C1 C2 1.532(7) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N2 1.460(6) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 N2 1.270(6) . ? C3 C4 1.439(6) . ? C3 H3 0.9500 . ? C4 N3 1.327(6) . ? C4 N4 1.355(6) . ? C5 C6 1.367(7) . ? C5 N3 1.373(6) . ? C5 H5 0.9500 . ? C6 N4 1.365(6) . ? C6 H6 0.9500 . ? C7 N4 1.458(6) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 N1 1.489(6) . ? C8 C9 1.506(7) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 N5 1.480(6) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 N5 1.273(6) . ? C10 C11 1.446(6) . ? C10 H10 0.9500 . ? C11 N6 1.338(6) . ? C11 N7 1.348(6) . ? C12 C13 1.361(7) . ? C12 N6 1.376(6) . ? C12 H12 0.9500 . ? C13 N7 1.365(6) . ? C13 H13 0.9500 . ? C14 N7 1.463(6) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 N1 1.482(6) . ? C15 C16 1.522(7) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 N8 1.464(6) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 N8 1.270(6) . ? C17 C18 1.454(7) . ? C17 H17 0.9500 . ? C18 N9 1.338(6) . ? C18 N10 1.349(6) . ? C19 N9 1.366(6) . ? C19 C20 1.368(7) . ? C19 H19 0.9500 . ? C20 N10 1.364(6) . ? C20 H20 0.9500 . ? C21 N10 1.464(6) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? N1 Tb1 2.655(4) . ? N2 Tb1 2.470(4) . ? N3 Tb1 2.608(4) . ? N5 Tb1 2.573(4) . ? N6 Tb1 2.504(4) . ? N8 Tb1 2.509(4) . ? N9 Tb1 2.522(4) . ? N11 O5 1.244(6) . ? N11 O4 1.247(6) . ? N11 O3 1.252(6) . ? N12 O6 1.239(6) . ? N12 O7 1.249(6) . ? N12 O8 1.257(6) . ? N13 O10 1.230(6) . ? N13 O9 1.247(5) . ? N13 O11 1.259(5) . ? O1 Tb1 2.425(3) . ? O2 Tb1 2.430(3) . ? O12 H26 0.78(7) . ? O12 H27 0.82(7) . ? O13 H28 0.90(7) . ? O13 H29 0.75(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 N1 C1 C2 114.8(4) . . ? N1 C1 H1A 108.6 . . ? C2 C1 H1A 108.6 . . ? N1 C1 H1B 108.6 . . ? C2 C1 H1B 108.6 . . ? H1A C1 H1B 107.6 . . ? N2 C2 C1 108.6(4) . . ? N2 C2 H2A 110.0 . . ? C1 C2 H2A 110.0 . . ? N2 C2 H2B 110.0 . . ? C1 C2 H2B 110.0 . . ? H2A C2 H2B 108.3 . . ? N2 C3 C4 118.8(4) . . ? N2 C3 H3 120.6 . . ? C4 C3 H3 120.6 . . ? N3 C4 N4 112.2(4) . . ? N3 C4 C3 123.1(4) . . ? N4 C4 C3 124.5(4) . . ? C6 C5 N3 110.3(4) . . ? C6 C5 H5 124.9 . . ? N3 C5 H5 124.9 . . ? N4 C6 C5 106.3(4) . . ? N4 C6 H6 126.8 . . ? C5 C6 H6 126.8 . . ? N4 C7 H7A 109.5 . . ? N4 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? N4 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N1 C8 C9 113.3(4) . . ? N1 C8 H8A 108.9 . . ? C9 C8 H8A 108.9 . . ? N1 C8 H8B 108.9 . . ? C9 C8 H8B 108.9 . . ? H8A C8 H8B 107.7 . . ? N5 C9 C8 108.5(4) . . ? N5 C9 H9A 110.0 . . ? C8 C9 H9A 110.0 . . ? N5 C9 H9B 110.0 . . ? C8 C9 H9B 110.0 . . ? H9A C9 H9B 108.4 . . ? N5 C10 C11 116.4(4) . . ? N5 C10 H10 121.8 . . ? C11 C10 H10 121.8 . . ? N6 C11 N7 111.0(4) . . ? N6 C11 C10 122.1(4) . . ? N7 C11 C10 126.9(4) . . ? C13 C12 N6 109.4(4) . . ? C13 C12 H12 125.3 . . ? N6 C12 H12 125.3 . . ? C12 C13 N7 106.8(4) . . ? C12 C13 H13 126.6 . . ? N7 C13 H13 126.6 . . ? N7 C14 H14A 109.5 . . ? N7 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N7 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N1 C15 C16 112.2(4) . . ? N1 C15 H15A 109.2 . . ? C16 C15 H15A 109.2 . . ? N1 C15 H15B 109.2 . . ? C16 C15 H15B 109.2 . . ? H15A C15 H15B 107.9 . . ? N8 C16 C15 108.8(4) . . ? N8 C16 H16A 109.9 . . ? C15 C16 H16A 109.9 . . ? N8 C16 H16B 109.9 . . ? C15 C16 H16B 109.9 . . ? H16A C16 H16B 108.3 . . ? N8 C17 C18 117.4(4) . . ? N8 C17 H17 121.3 . . ? C18 C17 H17 121.3 . . ? N9 C18 N10 111.3(4) . . ? N9 C18 C17 122.2(4) . . ? N10 C18 C17 126.5(4) . . ? N9 C19 C20 110.3(4) . . ? N9 C19 H19 124.8 . . ? C20 C19 H19 124.8 . . ? N10 C20 C19 106.0(4) . . ? N10 C20 H20 127.0 . . ? C19 C20 H20 127.0 . . ? N10 C21 H21A 109.5 . . ? N10 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? N10 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C15 N1 C8 108.2(4) . . ? C15 N1 C1 108.4(4) . . ? C8 N1 C1 111.2(4) . . ? C15 N1 Tb1 109.8(3) . . ? C8 N1 Tb1 108.7(3) . . ? C1 N1 Tb1 110.5(3) . . ? C3 N2 C2 119.8(4) . . ? C3 N2 Tb1 120.4(3) . . ? C2 N2 Tb1 119.5(3) . . ? C4 N3 C5 104.6(4) . . ? C4 N3 Tb1 111.4(3) . . ? C5 N3 Tb1 143.5(3) . . ? C4 N4 C6 106.6(4) . . ? C4 N4 C7 127.4(4) . . ? C6 N4 C7 125.9(4) . . ? C10 N5 C9 117.5(4) . . ? C10 N5 Tb1 119.4(3) . . ? C9 N5 Tb1 122.3(3) . . ? C11 N6 C12 105.5(4) . . ? C11 N6 Tb1 116.5(3) . . ? C12 N6 Tb1 137.6(3) . . ? C11 N7 C13 107.3(4) . . ? C11 N7 C14 125.2(4) . . ? C13 N7 C14 127.4(4) . . ? C17 N8 C16 119.2(4) . . ? C17 N8 Tb1 119.8(3) . . ? C16 N8 Tb1 120.9(3) . . ? C18 N9 C19 104.9(4) . . ? C18 N9 Tb1 114.3(3) . . ? C19 N9 Tb1 140.7(3) . . ? C18 N10 C20 107.4(4) . . ? C18 N10 C21 126.5(4) . . ? C20 N10 C21 126.1(4) . . ? O5 N11 O4 120.5(5) . . ? O5 N11 O3 120.7(5) . . ? O4 N11 O3 118.7(5) . . ? O6 N12 O7 121.0(4) . . ? O6 N12 O8 120.4(5) . . ? O7 N12 O8 118.6(4) . . ? O10 N13 O9 120.4(4) . . ? O10 N13 O11 120.8(4) . . ? O9 N13 O11 118.8(4) . . ? H26 O12 H27 109(6) . . ? H28 O13 H29 108(6) . . ? O1 Tb1 O2 139.96(11) . . ? O1 Tb1 N2 72.17(12) . . ? O2 Tb1 N2 141.94(12) . . ? O1 Tb1 N6 141.80(12) . . ? O2 Tb1 N6 72.91(12) . . ? N2 Tb1 N6 89.41(13) . . ? O1 Tb1 N8 70.53(12) . . ? O2 Tb1 N8 70.58(12) . . ? N2 Tb1 N8 126.01(13) . . ? N6 Tb1 N8 142.21(12) . . ? O1 Tb1 N9 80.92(12) . . ? O2 Tb1 N9 75.18(12) . . ? N2 Tb1 N9 141.29(12) . . ? N6 Tb1 N9 95.30(12) . . ? N8 Tb1 N9 66.29(13) . . ? O1 Tb1 N5 133.72(12) . . ? O2 Tb1 N5 70.05(12) . . ? N2 Tb1 N5 71.94(12) . . ? N6 Tb1 N5 64.92(12) . . ? N8 Tb1 N5 110.07(13) . . ? N9 Tb1 N5 143.68(12) . . ? O1 Tb1 N3 70.43(12) . . ? O2 Tb1 N3 133.25(12) . . ? N2 Tb1 N3 66.23(12) . . ? N6 Tb1 N3 71.54(12) . . ? N8 Tb1 N3 130.73(13) . . ? N9 Tb1 N3 78.92(12) . . ? N5 Tb1 N3 118.49(12) . . ? O1 Tb1 N1 75.91(12) . . ? O2 Tb1 N1 96.80(12) . . ? N2 Tb1 N1 67.78(12) . . ? N6 Tb1 N1 128.29(13) . . ? N8 Tb1 N1 66.28(13) . . ? N9 Tb1 N1 131.80(12) . . ? N5 Tb1 N1 64.01(12) . . ? N3 Tb1 N1 129.13(12) . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 28.26 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.551 _refine_diff_density_min -1.770 _refine_diff_density_rms 0.141 # Attachment '- 5_DyMe3L.cif' data_5_DyMe3L _database_code_depnum_ccdc_archive 'CCDC 789728' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H40 Dy N13 O14' _chemical_formula_weight 861.16 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Dy Dy -0.1892 4.4098 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.4882(7) _cell_length_b 15.3415(7) _cell_length_c 14.9839(7) _cell_angle_alpha 90.00 _cell_angle_beta 93.2490(10) _cell_angle_gamma 90.00 _cell_volume 3325.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.720 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1740 _exptl_absorpt_coefficient_mu 2.331 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.5934 _exptl_absorpt_correction_T_max 0.6528 _exptl_absorpt_process_details 'SADABS; Sheldrick 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 24461 _diffrn_reflns_av_R_equivalents 0.0269 _diffrn_reflns_av_sigmaI/netI 0.0304 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 28.42 _reflns_number_total 8276 _reflns_number_gt 7828 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0247P)^2^+11.6636P] 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 8276 _refine_ls_number_parameters 485 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0436 _refine_ls_R_factor_gt 0.0409 _refine_ls_wR_factor_ref 0.0871 _refine_ls_wR_factor_gt 0.0859 _refine_ls_goodness_of_fit_ref 1.206 _refine_ls_restrained_S_all 1.206 _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 0.6649(3) 0.1744(3) 0.6259(3) 0.0194(7) Uani 1 1 d . . . H1A H 0.6902 0.2210 0.5888 0.023 Uiso 1 1 calc R . . H1B H 0.6421 0.1273 0.5851 0.023 Uiso 1 1 calc R . . C2 C 0.7431(3) 0.1381(3) 0.6879(3) 0.0201(8) Uani 1 1 d . . . H2A H 0.7232 0.0832 0.7157 0.024 Uiso 1 1 calc R . . H2B H 0.7978 0.1254 0.6534 0.024 Uiso 1 1 calc R . . C3 C 0.8513(3) 0.2221(2) 0.7745(3) 0.0197(7) Uani 1 1 d . . . H3 H 0.8991 0.1920 0.7463 0.024 Uiso 1 1 calc R . . C4 C 0.8732(3) 0.2909(2) 0.8383(3) 0.0181(7) Uani 1 1 d . . . C5 C 0.8572(3) 0.3994(3) 0.9259(3) 0.0199(7) Uani 1 1 d . . . H5 H 0.8302 0.4420 0.9623 0.024 Uiso 1 1 calc R . . C6 C 0.9499(3) 0.3922(3) 0.9136(3) 0.0204(8) Uani 1 1 d . . . H6 H 0.9979 0.4282 0.9388 0.025 Uiso 1 1 calc R . . C7 C 1.0456(3) 0.2907(3) 0.8236(4) 0.0327(10) Uani 1 1 d . . . H7A H 1.0518 0.2281 0.8354 0.049 Uiso 1 1 calc R . . H7B H 1.0979 0.3217 0.8533 0.049 Uiso 1 1 calc R . . H7C H 1.0450 0.3011 0.7590 0.049 Uiso 1 1 calc R . . C8 C 0.5172(3) 0.1411(3) 0.6918(3) 0.0216(8) Uani 1 1 d . . . H8A H 0.4982 0.1109 0.6353 0.026 Uiso 1 1 calc R . . H8B H 0.4615 0.1686 0.7148 0.026 Uiso 1 1 calc R . . C9 C 0.5545(3) 0.0744(3) 0.7590(3) 0.0211(8) Uani 1 1 d . . . H9A H 0.5031 0.0397 0.7816 0.025 Uiso 1 1 calc R . . H9B H 0.5975 0.0342 0.7305 0.025 Uiso 1 1 calc R . . C10 C 0.6161(2) 0.0819(2) 0.9077(2) 0.0169(7) Uani 1 1 d . . . H10 H 0.5969 0.0232 0.9149 0.020 Uiso 1 1 calc R . . C11 C 0.6610(2) 0.1305(2) 0.9805(2) 0.0160(7) Uani 1 1 d . . . C12 C 0.7241(3) 0.2380(3) 1.0539(2) 0.0193(7) Uani 1 1 d . . . H12 H 0.7491 0.2938 1.0684 0.023 Uiso 1 1 calc R . . C13 C 0.7196(3) 0.1696(3) 1.1123(3) 0.0225(8) Uani 1 1 d . . . H13 H 0.7402 0.1691 1.1736 0.027 Uiso 1 1 calc R . . C14 C 0.6585(3) 0.0150(3) 1.0984(3) 0.0282(9) Uani 1 1 d . . . H14A H 0.5914 0.0074 1.0983 0.042 Uiso 1 1 calc R . . H14B H 0.6856 0.0085 1.1595 0.042 Uiso 1 1 calc R . . H14C H 0.6847 -0.0291 1.0598 0.042 Uiso 1 1 calc R . . C15 C 0.5375(3) 0.2762(3) 0.6130(3) 0.0218(8) Uani 1 1 d . . . H15A H 0.5051 0.2461 0.5619 0.026 Uiso 1 1 calc R . . H15B H 0.5842 0.3156 0.5890 0.026 Uiso 1 1 calc R . . C16 C 0.4680(3) 0.3300(3) 0.6620(3) 0.0233(8) Uani 1 1 d . . . H16A H 0.4440 0.3781 0.6233 0.028 Uiso 1 1 calc R . . H16B H 0.4153 0.2930 0.6774 0.028 Uiso 1 1 calc R . . C17 C 0.4908(3) 0.4406(3) 0.7704(2) 0.0181(7) Uani 1 1 d . . . H17 H 0.4430 0.4731 0.7399 0.022 Uiso 1 1 calc R . . C18 C 0.5410(2) 0.4743(2) 0.8502(2) 0.0158(7) Uani 1 1 d . . . C19 C 0.6394(3) 0.4833(2) 0.9626(2) 0.0167(7) Uani 1 1 d . . . H19 H 0.6882 0.4695 1.0054 0.020 Uiso 1 1 calc R . . C20 C 0.5882(3) 0.5582(2) 0.9621(3) 0.0187(7) Uani 1 1 d . . . H20 H 0.5946 0.6052 1.0033 0.022 Uiso 1 1 calc R . . C21 C 0.4550(3) 0.6162(3) 0.8632(3) 0.0251(9) Uani 1 1 d . . . H21A H 0.4616 0.6325 0.8007 0.038 Uiso 1 1 calc R . . H21B H 0.4626 0.6680 0.9012 0.038 Uiso 1 1 calc R . . H21C H 0.3936 0.5911 0.8697 0.038 Uiso 1 1 calc R . . H22 H 0.752(4) 0.366(4) 0.692(4) 0.034(15) Uiso 1 1 d . . . H23 H 0.686(3) 0.420(3) 0.699(3) 0.011(11) Uiso 1 1 d . . . H24 H 0.498(4) 0.231(3) 0.941(4) 0.030(14) Uiso 1 1 d . . . H25 H 0.454(4) 0.276(3) 0.878(4) 0.029(14) Uiso 1 1 d . . . H26 H 0.256(4) 0.639(4) 0.744(4) 0.032(16) Uiso 1 1 d . . . H27 H 0.310(4) 0.633(4) 0.685(4) 0.030(15) Uiso 1 1 d . . . H28 H 0.369(4) 0.542(3) 0.566(4) 0.029(14) Uiso 1 1 d . . . H29 H 0.440(4) 0.581(4) 0.598(4) 0.043(19) Uiso 1 1 d . . . H30 H 0.297(4) 0.260(4) 0.830(4) 0.034(15) Uiso 1 1 d . . . H31 H 0.308(4) 0.338(4) 0.834(4) 0.037(17) Uiso 1 1 d . . . N1 N 0.5850(2) 0.2103(2) 0.6725(2) 0.0172(6) Uani 1 1 d . . . N2 N 0.7667(2) 0.2026(2) 0.7569(2) 0.0164(6) Uani 1 1 d . . . N3 N 0.8088(2) 0.3363(2) 0.8780(2) 0.0160(6) Uani 1 1 d . . . N4 N 0.9593(2) 0.3224(2) 0.8578(2) 0.0187(6) Uani 1 1 d . . . N5 N 0.6035(2) 0.1217(2) 0.8334(2) 0.0161(6) Uani 1 1 d . . . N6 N 0.6870(2) 0.2140(2) 0.9716(2) 0.0164(6) Uani 1 1 d . . . N7 N 0.6796(2) 0.1022(2) 1.0649(2) 0.0186(6) Uani 1 1 d . . . N8 N 0.5142(2) 0.3656(2) 0.7437(2) 0.0167(6) Uani 1 1 d . . . N9 N 0.6102(2) 0.43112(19) 0.8923(2) 0.0146(6) Uani 1 1 d . . . N10 N 0.5257(2) 0.5518(2) 0.8903(2) 0.0174(6) Uani 1 1 d . . . N11 N 0.8765(2) 0.0472(2) 0.9088(2) 0.0248(7) Uani 1 1 d . . . N12 N 0.2090(2) 0.4960(2) 0.8553(2) 0.0230(7) Uani 1 1 d . . . N13 N 0.9084(2) 0.3331(2) 0.5864(2) 0.0205(7) Uani 1 1 d . . . O1 O 0.7050(2) 0.3758(2) 0.71275(19) 0.0209(6) Uani 1 1 d . . . O2 O 0.5024(2) 0.2648(2) 0.9014(2) 0.0201(6) Uani 1 1 d . . . O3 O 0.8185(2) 0.0051(2) 0.9505(2) 0.0357(8) Uani 1 1 d . . . O4 O 0.8805(2) 0.0349(2) 0.8264(2) 0.0284(7) Uani 1 1 d . . . O5 O 0.9289(2) 0.1009(2) 0.9482(2) 0.0392(8) Uani 1 1 d . . . O6 O 0.1716(2) 0.4498(2) 0.9108(2) 0.0356(8) Uani 1 1 d . . . O7 O 0.1915(2) 0.5757(2) 0.8492(2) 0.0382(8) Uani 1 1 d . . . O8 O 0.2682(2) 0.4647(2) 0.8062(2) 0.0356(8) Uani 1 1 d . . . O9 O 0.9686(2) 0.3613(2) 0.5365(2) 0.0348(8) Uani 1 1 d . . . O10 O 0.8740(3) 0.2606(2) 0.5730(2) 0.0417(9) Uani 1 1 d . . . O11 O 0.8850(2) 0.37980(19) 0.6503(2) 0.0266(6) Uani 1 1 d . . . O12 O 0.2802(2) 0.6656(2) 0.7119(3) 0.0310(7) Uani 1 1 d . . . O13 O 0.3926(3) 0.5645(3) 0.6109(2) 0.0351(8) Uani 1 1 d . . . O14 O 0.3346(2) 0.2973(3) 0.8347(3) 0.0357(8) Uani 1 1 d . . . Dy1 Dy 0.642992(11) 0.284693(10) 0.825250(10) 0.01228(5) 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 0.0171(18) 0.0225(18) 0.0192(18) -0.0056(15) 0.0056(14) -0.0030(15) C2 0.0184(18) 0.0191(17) 0.0235(19) -0.0069(15) 0.0066(15) -0.0015(14) C3 0.0147(17) 0.0182(17) 0.027(2) -0.0038(15) 0.0060(14) 0.0005(14) C4 0.0142(17) 0.0185(17) 0.0217(18) 0.0028(14) 0.0020(14) 0.0014(14) C5 0.0173(18) 0.0214(18) 0.0213(18) -0.0029(15) 0.0037(14) 0.0011(15) C6 0.0192(18) 0.0201(18) 0.0220(19) -0.0031(15) 0.0007(15) -0.0001(15) C7 0.0138(18) 0.033(2) 0.052(3) -0.020(2) 0.0072(18) -0.0013(17) C8 0.0188(18) 0.0267(19) 0.0193(18) -0.0038(16) 0.0012(14) -0.0057(16) C9 0.0213(19) 0.0225(18) 0.0196(18) -0.0027(15) 0.0032(15) -0.0076(15) C10 0.0145(17) 0.0154(16) 0.0214(18) 0.0001(14) 0.0054(14) -0.0023(13) C11 0.0153(17) 0.0178(17) 0.0153(16) 0.0038(13) 0.0041(13) 0.0023(13) C12 0.0160(17) 0.0261(19) 0.0154(17) -0.0023(15) -0.0021(14) 0.0014(15) C13 0.0164(18) 0.032(2) 0.0187(18) 0.0001(16) -0.0008(14) -0.0002(16) C14 0.028(2) 0.031(2) 0.026(2) 0.0132(18) 0.0025(17) -0.0020(18) C15 0.0232(19) 0.027(2) 0.0148(17) 0.0007(15) -0.0017(14) 0.0014(16) C16 0.0214(19) 0.030(2) 0.0179(18) -0.0026(16) -0.0050(15) 0.0038(16) C17 0.0129(17) 0.0232(18) 0.0183(17) 0.0050(15) 0.0007(13) 0.0027(14) C18 0.0122(16) 0.0184(17) 0.0174(17) 0.0027(14) 0.0061(13) 0.0020(13) C19 0.0142(17) 0.0200(17) 0.0162(17) 0.0019(14) 0.0027(13) -0.0004(14) C20 0.0196(18) 0.0177(17) 0.0193(18) -0.0010(14) 0.0064(14) -0.0020(14) C21 0.022(2) 0.0188(18) 0.035(2) 0.0068(17) 0.0054(17) 0.0081(15) N1 0.0163(15) 0.0208(15) 0.0147(14) -0.0002(12) 0.0013(11) -0.0006(12) N2 0.0152(15) 0.0175(15) 0.0170(15) -0.0021(12) 0.0048(12) -0.0003(12) N3 0.0126(14) 0.0172(14) 0.0185(15) 0.0005(12) 0.0036(11) -0.0016(11) N4 0.0128(15) 0.0182(15) 0.0253(17) -0.0036(13) 0.0022(12) -0.0007(12) N5 0.0136(14) 0.0188(15) 0.0161(14) -0.0026(12) 0.0026(11) -0.0017(12) N6 0.0156(14) 0.0177(14) 0.0157(14) 0.0012(12) -0.0005(11) 0.0017(12) N7 0.0149(15) 0.0232(16) 0.0178(15) 0.0050(13) 0.0021(12) 0.0028(12) N8 0.0127(14) 0.0218(15) 0.0157(14) 0.0022(12) 0.0004(11) 0.0026(12) N9 0.0145(14) 0.0148(14) 0.0149(14) -0.0003(11) 0.0035(11) 0.0018(11) N10 0.0148(15) 0.0168(14) 0.0212(16) 0.0028(12) 0.0076(12) 0.0021(12) N11 0.0235(18) 0.0259(17) 0.0248(17) -0.0052(14) -0.0001(14) 0.0090(14) N12 0.0184(16) 0.0258(17) 0.0243(17) -0.0062(14) -0.0034(13) -0.0011(14) N13 0.0203(16) 0.0166(15) 0.0251(17) 0.0000(13) 0.0074(13) 0.0010(12) O1 0.0205(15) 0.0196(14) 0.0233(14) 0.0071(12) 0.0081(12) 0.0044(12) O2 0.0116(13) 0.0267(15) 0.0221(14) 0.0071(12) 0.0021(11) 0.0023(11) O3 0.0260(16) 0.050(2) 0.0314(17) -0.0020(15) 0.0075(13) 0.0012(15) O4 0.0344(17) 0.0270(15) 0.0239(15) -0.0051(12) 0.0040(13) 0.0005(13) O5 0.0387(19) 0.0414(19) 0.0372(19) -0.0189(16) -0.0014(15) -0.0058(16) O6 0.0371(18) 0.0370(18) 0.0338(17) -0.0053(14) 0.0106(14) -0.0201(15) O7 0.042(2) 0.0304(17) 0.044(2) -0.0002(15) 0.0126(16) 0.0108(15) O8 0.0416(19) 0.0323(17) 0.0345(17) 0.0013(14) 0.0154(15) 0.0116(15) O9 0.0310(17) 0.0382(18) 0.0373(18) -0.0109(15) 0.0205(14) -0.0149(14) O10 0.056(2) 0.0248(16) 0.048(2) -0.0107(15) 0.0316(18) -0.0149(15) O11 0.0299(16) 0.0233(14) 0.0281(15) -0.0040(12) 0.0147(13) -0.0004(12) O12 0.0272(17) 0.0263(17) 0.040(2) 0.0026(15) 0.0074(15) 0.0034(14) O13 0.0290(19) 0.046(2) 0.0301(18) -0.0011(16) 0.0029(15) 0.0077(16) O14 0.0152(15) 0.0279(18) 0.063(2) 0.0070(17) -0.0060(15) -0.0019(14) Dy1 0.01006(8) 0.01432(8) 0.01262(8) 0.00032(6) 0.00205(5) 0.00060(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 N1 1.491(5) . ? C1 C2 1.529(6) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N2 1.458(5) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 N2 1.275(5) . ? C3 C4 1.448(5) . ? C3 H3 0.9500 . ? C4 N3 1.332(5) . ? C4 N4 1.354(5) . ? C5 C6 1.370(5) . ? C5 N3 1.373(5) . ? C5 H5 0.9500 . ? C6 N4 1.369(5) . ? C6 H6 0.9500 . ? C7 N4 1.462(5) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 N1 1.486(5) . ? C8 C9 1.513(6) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 N5 1.479(5) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 N5 1.274(5) . ? C10 C11 1.445(5) . ? C10 H10 0.9500 . ? C11 N6 1.344(5) . ? C11 N7 1.349(5) . ? C12 N6 1.367(5) . ? C12 C13 1.371(6) . ? C12 H12 0.9500 . ? C13 N7 1.364(5) . ? C13 H13 0.9500 . ? C14 N7 1.467(5) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 N1 1.491(5) . ? C15 C16 1.522(6) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 N8 1.467(5) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 N8 1.270(5) . ? C17 C18 1.458(5) . ? C17 H17 0.9500 . ? C18 N9 1.331(5) . ? C18 N10 1.357(5) . ? C19 C20 1.368(5) . ? C19 N9 1.370(5) . ? C19 H19 0.9500 . ? C20 N10 1.370(5) . ? C20 H20 0.9500 . ? C21 N10 1.463(5) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? N1 Dy1 2.651(3) . ? N2 Dy1 2.461(3) . ? N3 Dy1 2.609(3) . ? N5 Dy1 2.569(3) . ? N6 Dy1 2.497(3) . ? N8 Dy1 2.501(3) . ? N9 Dy1 2.517(3) . ? N11 O5 1.246(5) . ? N11 O3 1.253(5) . ? N11 O4 1.254(4) . ? N12 O6 1.241(5) . ? N12 O7 1.251(5) . ? N12 O8 1.256(5) . ? N13 O10 1.232(4) . ? N13 O9 1.256(4) . ? N13 O11 1.258(4) . ? O1 Dy1 2.403(3) . ? O1 H22 0.78(6) . ? O1 H23 0.75(5) . ? O2 Dy1 2.409(3) . ? O2 H24 0.80(6) . ? O2 H25 0.78(6) . ? O12 H26 0.73(6) . ? O12 H27 0.78(6) . ? O13 H28 0.81(6) . ? O13 H29 0.76(6) . ? O14 H30 0.79(6) . ? O14 H31 0.74(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 114.7(3) . . ? N1 C1 H1A 108.6 . . ? C2 C1 H1A 108.6 . . ? N1 C1 H1B 108.6 . . ? C2 C1 H1B 108.6 . . ? H1A C1 H1B 107.6 . . ? N2 C2 C1 108.6(3) . . ? N2 C2 H2A 110.0 . . ? C1 C2 H2A 110.0 . . ? N2 C2 H2B 110.0 . . ? C1 C2 H2B 110.0 . . ? H2A C2 H2B 108.3 . . ? N2 C3 C4 118.6(3) . . ? N2 C3 H3 120.7 . . ? C4 C3 H3 120.7 . . ? N3 C4 N4 112.1(3) . . ? N3 C4 C3 123.0(3) . . ? N4 C4 C3 124.6(3) . . ? C6 C5 N3 110.4(3) . . ? C6 C5 H5 124.8 . . ? N3 C5 H5 124.8 . . ? N4 C6 C5 106.1(3) . . ? N4 C6 H6 127.0 . . ? C5 C6 H6 127.0 . . ? N4 C7 H7A 109.5 . . ? N4 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? N4 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N1 C8 C9 113.4(3) . . ? N1 C8 H8A 108.9 . . ? C9 C8 H8A 108.9 . . ? N1 C8 H8B 108.9 . . ? C9 C8 H8B 108.9 . . ? H8A C8 H8B 107.7 . . ? N5 C9 C8 108.0(3) . . ? N5 C9 H9A 110.1 . . ? C8 C9 H9A 110.1 . . ? N5 C9 H9B 110.1 . . ? C8 C9 H9B 110.1 . . ? H9A C9 H9B 108.4 . . ? N5 C10 C11 116.6(3) . . ? N5 C10 H10 121.7 . . ? C11 C10 H10 121.7 . . ? N6 C11 N7 110.9(3) . . ? N6 C11 C10 122.2(3) . . ? N7 C11 C10 126.8(3) . . ? N6 C12 C13 109.8(4) . . ? N6 C12 H12 125.1 . . ? C13 C12 H12 125.1 . . ? N7 C13 C12 106.4(3) . . ? N7 C13 H13 126.8 . . ? C12 C13 H13 126.8 . . ? N7 C14 H14A 109.5 . . ? N7 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N7 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N1 C15 C16 112.0(3) . . ? N1 C15 H15A 109.2 . . ? C16 C15 H15A 109.2 . . ? N1 C15 H15B 109.2 . . ? C16 C15 H15B 109.2 . . ? H15A C15 H15B 107.9 . . ? N8 C16 C15 108.7(3) . . ? N8 C16 H16A 109.9 . . ? C15 C16 H16A 109.9 . . ? N8 C16 H16B 109.9 . . ? C15 C16 H16B 109.9 . . ? H16A C16 H16B 108.3 . . ? N8 C17 C18 116.7(3) . . ? N8 C17 H17 121.7 . . ? C18 C17 H17 121.7 . . ? N9 C18 N10 111.3(3) . . ? N9 C18 C17 122.7(3) . . ? N10 C18 C17 126.0(3) . . ? C20 C19 N9 110.0(3) . . ? C20 C19 H19 125.0 . . ? N9 C19 H19 125.0 . . ? C19 C20 N10 106.2(3) . . ? C19 C20 H20 126.9 . . ? N10 C20 H20 126.9 . . ? N10 C21 H21A 109.5 . . ? N10 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? N10 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C8 N1 C15 108.2(3) . . ? C8 N1 C1 111.5(3) . . ? C15 N1 C1 108.4(3) . . ? C8 N1 Dy1 108.7(2) . . ? C15 N1 Dy1 109.7(2) . . ? C1 N1 Dy1 110.3(2) . . ? C3 N2 C2 119.3(3) . . ? C3 N2 Dy1 120.6(3) . . ? C2 N2 Dy1 119.7(2) . . ? C4 N3 C5 104.6(3) . . ? C4 N3 Dy1 111.2(2) . . ? C5 N3 Dy1 143.8(2) . . ? C4 N4 C6 106.8(3) . . ? C4 N4 C7 126.9(3) . . ? C6 N4 C7 126.2(3) . . ? C10 N5 C9 117.6(3) . . ? C10 N5 Dy1 119.2(2) . . ? C9 N5 Dy1 122.7(2) . . ? C11 N6 C12 105.4(3) . . ? C11 N6 Dy1 116.2(2) . . ? C12 N6 Dy1 138.0(3) . . ? C11 N7 C13 107.5(3) . . ? C11 N7 C14 125.4(3) . . ? C13 N7 C14 127.1(3) . . ? C17 N8 C16 118.8(3) . . ? C17 N8 Dy1 120.1(3) . . ? C16 N8 Dy1 121.0(2) . . ? C18 N9 C19 105.4(3) . . ? C18 N9 Dy1 114.1(2) . . ? C19 N9 Dy1 140.5(2) . . ? C18 N10 C20 107.0(3) . . ? C18 N10 C21 126.8(3) . . ? C20 N10 C21 126.2(3) . . ? O5 N11 O3 120.8(4) . . ? O5 N11 O4 120.3(4) . . ? O3 N11 O4 118.9(4) . . ? O6 N12 O7 120.9(4) . . ? O6 N12 O8 120.8(4) . . ? O7 N12 O8 118.3(4) . . ? O10 N13 O9 120.2(3) . . ? O10 N13 O11 120.9(3) . . ? O9 N13 O11 118.9(3) . . ? Dy1 O1 H22 122(4) . . ? Dy1 O1 H23 124(3) . . ? H22 O1 H23 113(5) . . ? Dy1 O2 H24 123(4) . . ? Dy1 O2 H25 121(4) . . ? H24 O2 H25 111(5) . . ? H26 O12 H27 106(6) . . ? H28 O13 H29 106(6) . . ? H30 O14 H31 105(6) . . ? O1 Dy1 O2 139.94(11) . . ? O1 Dy1 N2 72.28(10) . . ? O2 Dy1 N2 141.95(10) . . ? O1 Dy1 N6 141.42(10) . . ? O2 Dy1 N6 73.13(10) . . ? N2 Dy1 N6 89.29(10) . . ? O1 Dy1 N8 70.55(10) . . ? O2 Dy1 N8 70.53(10) . . ? N2 Dy1 N8 126.27(10) . . ? N6 Dy1 N8 142.26(10) . . ? O1 Dy1 N9 81.22(10) . . ? O2 Dy1 N9 74.94(10) . . ? N2 Dy1 N9 141.37(10) . . ? N6 Dy1 N9 94.66(10) . . ? N8 Dy1 N9 66.41(10) . . ? O1 Dy1 N5 133.85(10) . . ? O2 Dy1 N5 69.99(10) . . ? N2 Dy1 N5 72.02(10) . . ? N6 Dy1 N5 65.29(10) . . ? N8 Dy1 N5 110.14(10) . . ? N9 Dy1 N5 143.30(9) . . ? O1 Dy1 N3 70.22(10) . . ? O2 Dy1 N3 133.11(10) . . ? N2 Dy1 N3 66.52(10) . . ? N6 Dy1 N3 71.38(10) . . ? N8 Dy1 N3 130.23(10) . . ? N9 Dy1 N3 78.42(10) . . ? N5 Dy1 N3 118.98(10) . . ? O1 Dy1 N1 75.98(10) . . ? O2 Dy1 N1 96.85(10) . . ? N2 Dy1 N1 67.85(10) . . ? N6 Dy1 N1 128.61(10) . . ? N8 Dy1 N1 66.49(10) . . ? N9 Dy1 N1 132.17(10) . . ? N5 Dy1 N1 64.01(10) . . ? N3 Dy1 N1 129.31(9) . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 28.42 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.823 _refine_diff_density_min -1.063 _refine_diff_density_rms 0.128 # Attachment '- 6_SmH3L.cif' data_6_SmH3L _database_code_depnum_ccdc_archive 'CCDC 789729' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H28 N13 O10 Sm' _chemical_formula_weight 748.89 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.0955(13) _cell_length_b 16.3259(19) _cell_length_c 17.628(2) _cell_angle_alpha 103.252(2) _cell_angle_beta 107.393(2) _cell_angle_gamma 103.955(2) _cell_volume 2796.4(6) _cell_formula_units_Z 4 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 6718 _cell_measurement_theta_min 0.00 _cell_measurement_theta_max 0.00 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.31 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.779 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1500 _exptl_absorpt_coefficient_mu 2.176 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.3551 _exptl_absorpt_correction_T_max 0.5518 _exptl_absorpt_process_details 'SADABS; Sheldrick 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.333 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 18351 _diffrn_reflns_av_R_equivalents 0.0402 _diffrn_reflns_av_sigmaI/netI 0.0976 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.04 _diffrn_reflns_theta_max 28.28 _reflns_number_total 13501 _reflns_number_gt 9690 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1860P)^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 13501 _refine_ls_number_parameters 779 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1131 _refine_ls_R_factor_gt 0.0901 _refine_ls_wR_factor_ref 0.2640 _refine_ls_wR_factor_gt 0.2449 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _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 0.7127(10) 0.1882(6) 0.1062(6) 0.023(2) Uani 1 1 d . . . H19A H 0.7268 0.1917 0.0540 0.027 Uiso 1 1 calc R . . H19B H 0.6633 0.1252 0.0967 0.027 Uiso 1 1 calc R . . C2 C 0.6299(10) 0.2451(6) 0.1248(6) 0.023(2) Uani 1 1 d . . . H20A H 0.5420 0.2238 0.0778 0.027 Uiso 1 1 calc R . . H20B H 0.6143 0.2419 0.1767 0.027 Uiso 1 1 calc R . . C3 C 0.6506(9) 0.3790(6) 0.0890(6) 0.0177(19) Uani 1 1 d . . . H21 H 0.5605 0.3521 0.0502 0.021 Uiso 1 1 calc R . . C4 C 0.7303(9) 0.4678(6) 0.0971(5) 0.0162(18) Uani 1 1 d . . . C5 C 0.6988(11) 0.5273(6) 0.0583(6) 0.025(2) Uani 1 1 d . . . H23 H 0.6157 0.5189 0.0163 0.030 Uiso 1 1 calc R . . C6 C 0.9043(9) 0.5859(6) 0.1494(6) 0.0198(19) Uani 1 1 d . . . H24 H 0.9908 0.6284 0.1826 0.024 Uiso 1 1 calc R . . C7 C 0.9372(9) 0.1822(6) 0.1437(5) 0.0175(18) Uani 1 1 d . . . H25A H 0.9391 0.2007 0.0943 0.021 Uiso 1 1 calc R . . H25B H 0.9026 0.1161 0.1249 0.021 Uiso 1 1 calc R . . C8 C 1.0799(10) 0.2156(6) 0.2097(6) 0.0197(19) Uani 1 1 d . . . H26A H 1.0832 0.1854 0.2527 0.024 Uiso 1 1 calc R . . H26B H 1.1423 0.2019 0.1827 0.024 Uiso 1 1 calc R . . C9 C 1.2434(9) 0.3543(6) 0.3011(5) 0.0176(19) Uani 1 1 d . . . H27 H 1.3086 0.3252 0.3064 0.021 Uiso 1 1 calc R . . C10 C 1.2787(10) 0.4457(6) 0.3497(6) 0.020(2) Uani 1 1 d . . . C11 C 1.4011(10) 0.5039(6) 0.4082(6) 0.021(2) Uani 1 1 d . . . H29 H 1.4848 0.4942 0.4220 0.025 Uiso 1 1 calc R . . C12 C 1.2440(9) 0.5666(6) 0.4050(5) 0.0176(19) Uani 1 1 d . . . H30 H 1.2024 0.6096 0.4178 0.021 Uiso 1 1 calc R . . C13 C 0.8288(10) 0.1862(6) 0.2468(6) 0.021(2) Uani 1 1 d . . . H31A H 0.8474 0.1293 0.2416 0.025 Uiso 1 1 calc R . . H31B H 0.7339 0.1739 0.2408 0.025 Uiso 1 1 calc R . . C14 C 0.9169(10) 0.2513(6) 0.3340(5) 0.0183(19) Uani 1 1 d . . . H32A H 0.8876 0.2314 0.3765 0.022 Uiso 1 1 calc R . . H32B H 1.0110 0.2539 0.3463 0.022 Uiso 1 1 calc R . . C15 C 0.8690(9) 0.3807(6) 0.3914(5) 0.0163(18) Uani 1 1 d . . . H33 H 0.8502 0.3561 0.4322 0.020 Uiso 1 1 calc R . . C16 C 0.8560(10) 0.4664(6) 0.3886(5) 0.021(2) Uani 1 1 d . . . C17 C 0.8180(10) 0.5268(6) 0.4373(6) 0.021(2) Uani 1 1 d . . . H35 H 0.7950 0.5224 0.4844 0.025 Uiso 1 1 calc R . . C18 C 0.8587(9) 0.5745(6) 0.3374(5) 0.0171(18) Uani 1 1 d . . . H36 H 0.8672 0.6109 0.3031 0.021 Uiso 1 1 calc R . . C19 C 0.6887(9) 0.3418(6) 0.8747(6) 0.0186(19) Uani 1 1 d . . . H7A H 0.7228 0.4060 0.8815 0.022 Uiso 1 1 calc R . . H7B H 0.6713 0.3368 0.9256 0.022 Uiso 1 1 calc R . . C20 C 0.7921(9) 0.3002(6) 0.8660(6) 0.0171(19) Uani 1 1 d . . . H8A H 0.8104 0.3049 0.8153 0.021 Uiso 1 1 calc R . . H8B H 0.8766 0.3312 0.9158 0.021 Uiso 1 1 calc R . . C21 C 0.8170(9) 0.1715(6) 0.9009(5) 0.0166(18) Uani 1 1 d . . . H9 H 0.9084 0.2045 0.9346 0.020 Uiso 1 1 calc R . . C22 C 0.7580(9) 0.0788(6) 0.8944(6) 0.0166(18) Uani 1 1 d . . . C23 C 0.8154(10) 0.0205(7) 0.9251(6) 0.024(2) Uani 1 1 d . . . H11 H 0.9071 0.0322 0.9568 0.029 Uiso 1 1 calc R . . C24 C 0.6002(10) -0.0459(7) 0.8556(6) 0.024(2) Uani 1 1 d . . . H12 H 0.5148 -0.0913 0.8305 0.029 Uiso 1 1 calc R . . C25 C 0.4494(10) 0.3169(6) 0.8206(6) 0.020(2) Uani 1 1 d . . . H1A H 0.4653 0.3818 0.8344 0.024 Uiso 1 1 calc R . . H1B H 0.4487 0.3007 0.8713 0.024 Uiso 1 1 calc R . . C26 C 0.3128(9) 0.2664(6) 0.7494(6) 0.0174(18) Uani 1 1 d . . . H2A H 0.2403 0.2700 0.7705 0.021 Uiso 1 1 calc R . . H2B H 0.3032 0.2930 0.7037 0.021 Uiso 1 1 calc R . . C27 C 0.1925(10) 0.1171(6) 0.6618(6) 0.021(2) Uani 1 1 d . . . H3 H 0.1154 0.1346 0.6458 0.026 Uiso 1 1 calc R . . C28 C 0.1878(10) 0.0261(6) 0.6234(6) 0.022(2) Uani 1 1 d . . . C29 C 0.0817(10) -0.0475(6) 0.5654(6) 0.023(2) Uani 1 1 d . . . H5 H -0.0093 -0.0514 0.5416 0.027 Uiso 1 1 calc R . . C30 C 0.2685(10) -0.0805(6) 0.5970(5) 0.0182(19) Uani 1 1 d . . . H6 H 0.3283 -0.1135 0.5976 0.022 Uiso 1 1 calc R . . C31 C 0.5742(10) 0.3280(6) 0.7275(5) 0.020(2) Uani 1 1 d . . . H13A H 0.6707 0.3523 0.7383 0.024 Uiso 1 1 calc R . . H13B H 0.5370 0.3772 0.7259 0.024 Uiso 1 1 calc R . . C32 C 0.5048(9) 0.2553(6) 0.6417(6) 0.0162(18) Uani 1 1 d . . . H14A H 0.4066 0.2415 0.6230 0.019 Uiso 1 1 calc R . . H14B H 0.5347 0.2762 0.5997 0.019 Uiso 1 1 calc R . . C33 C 0.5909(9) 0.1404(6) 0.6013(5) 0.0161(18) Uani 1 1 d . . . H15 H 0.6049 0.1634 0.5586 0.019 Uiso 1 1 calc R . . C34 C 0.6290(9) 0.0638(6) 0.6142(5) 0.0166(18) Uani 1 1 d . . . C35 C 0.6851(11) 0.0123(7) 0.5737(6) 0.023(2) Uani 1 1 d . . . H17 H 0.7104 0.0186 0.5278 0.028 Uiso 1 1 calc R . . C36 C 0.6493(10) -0.0352(6) 0.6746(6) 0.022(2) Uani 1 1 d . . . H18A H 0.6469 -0.0694 0.7115 0.026 Uiso 1 1 calc R . . C37 C 0.4894(12) 0.4423(7) 0.2071(7) 0.032(3) Uani 1 1 d . . . H37A H 0.5781 0.4884 0.2352 0.049 Uiso 1 1 calc R . . H37B H 0.4985 0.3836 0.2048 0.049 Uiso 1 1 calc R . . H37C H 0.4325 0.4539 0.2385 0.049 Uiso 1 1 calc R . . C38 C 0.9741(13) 0.8840(8) 0.1957(8) 0.042(3) Uani 1 1 d . . . H38A H 0.9180 0.9019 0.2255 0.062 Uiso 1 1 calc R . . H38B H 0.9412 0.8874 0.1387 0.062 Uiso 1 1 calc R . . H38C H 1.0669 0.9242 0.2260 0.062 Uiso 1 1 calc R . . N1 N 0.8467(8) 0.2173(5) 0.1770(5) 0.0169(16) Uani 1 1 d . . . N2 N 0.7053(8) 0.3380(5) 0.1357(5) 0.0225(19) Uani 1 1 d . . . N3 N 0.8632(8) 0.5043(5) 0.1551(5) 0.0160(16) Uani 1 1 d . . . N4 N 0.8108(8) 0.6012(5) 0.0920(5) 0.0214(17) Uani 1 1 d . . . H15A H 0.8198 0.6502 0.0782 0.026 Uiso 1 1 calc R . . N5 N 1.1191(8) 0.3115(5) 0.2490(5) 0.0172(16) Uani 1 1 d . . . N6 N 1.1803(8) 0.4863(5) 0.3483(5) 0.0180(16) Uani 1 1 d . . . N7 N 1.3750(9) 0.5796(5) 0.4424(5) 0.0231(19) Uani 1 1 d . . . H18 H 1.4345 0.6283 0.4822 0.028 Uiso 1 1 calc R . . N8 N 0.9065(8) 0.3398(5) 0.3375(5) 0.0156(15) Uani 1 1 d . . . N9 N 0.8828(8) 0.4974(5) 0.3266(5) 0.0160(15) Uani 1 1 d . . . N10 N 0.8207(8) 0.5940(5) 0.4031(5) 0.0190(16) Uani 1 1 d . . . H39 H 0.8010 0.6421 0.4211 0.023 Uiso 1 1 calc R . . N11 N 1.0525(8) 0.4222(5) 0.0939(5) 0.0191(17) Uani 1 1 d . . . N12 N 0.5595(8) 0.2969(5) 0.7986(4) 0.0145(15) Uani 1 1 d . . . N13 N 0.7404(8) 0.2068(5) 0.8592(4) 0.0174(16) Uani 1 1 d . . . N14 N 0.6217(8) 0.0355(5) 0.8505(4) 0.0169(16) Uani 1 1 d . . . N15 N 0.7120(8) -0.0572(6) 0.8999(5) 0.0236(18) Uani 1 1 d . . . H7 H 0.7179 -0.1063 0.9110 0.028 Uiso 1 1 calc R . . N16 N 0.3039(7) 0.1721(5) 0.7175(5) 0.0159(15) Uani 1 1 d . . . N17 N 0.3033(7) 0.0040(5) 0.6426(4) 0.0163(16) Uani 1 1 d . . . N18 N 0.1356(8) -0.1135(5) 0.5494(4) 0.0187(17) Uani 1 1 d . . . H4 H 0.0915 -0.1681 0.5141 0.022 Uiso 1 1 calc R . . N19 N 0.5390(8) 0.1751(5) 0.6486(4) 0.0161(16) Uani 1 1 d . . . N20 N 0.6069(8) 0.0327(5) 0.6768(5) 0.0184(16) Uani 1 1 d . . . N21 N 0.6976(9) -0.0505(5) 0.6124(5) 0.0230(18) Uani 1 1 d . . . H10 H 0.7308 -0.0931 0.5993 0.028 Uiso 1 1 calc R . . N22 N 0.3931(9) 0.0944(6) 0.8943(5) 0.026(2) Uani 1 1 d . . . N23 N 0.4440(8) 0.7416(6) 0.6235(5) 0.0225(18) Uani 1 1 d . . . N24 N 0.7959(9) 0.7742(5) 0.9577(5) 0.0240(18) Uani 1 1 d . . . N25 N 0.7808(9) 0.7557(6) 0.5319(5) 0.029(2) Uani 1 1 d . . . N26 N 0.1027(8) 0.7389(6) 0.3749(5) 0.0220(18) Uani 1 1 d . . . O1 O 1.1210(7) 0.4693(4) 0.1714(4) 0.0198(14) Uani 1 1 d . . . O2 O 0.9505(7) 0.3557(4) 0.0802(4) 0.0198(14) Uani 1 1 d . . . O3 O 1.0797(8) 0.4418(5) 0.0370(4) 0.0294(18) Uani 1 1 d . . . O4 O 0.3427(7) 0.0390(4) 0.8199(4) 0.0206(15) Uani 1 1 d . . . O5 O 0.4843(7) 0.1665(4) 0.9063(4) 0.0216(15) Uani 1 1 d . . . O6 O 0.3576(9) 0.0796(6) 0.9502(5) 0.046(3) Uani 1 1 d . . . O7 O 0.4489(10) 0.7585(5) 0.5588(5) 0.046(2) Uani 1 1 d . . . O8 O 0.4266(9) 0.7958(5) 0.6779(5) 0.037(2) Uani 1 1 d . . . O9 O 0.4542(9) 0.6693(5) 0.6315(5) 0.041(2) Uani 1 1 d . . . O10 O 0.8917(7) 0.8441(5) 0.9836(5) 0.0334(18) Uani 1 1 d . . . O11 O 0.6867(7) 0.7668(5) 0.9045(6) 0.037(2) Uani 1 1 d . . . O12 O 0.8105(10) 0.7072(5) 0.9789(5) 0.047(2) Uani 1 1 d . . . O13 O 0.8178(8) 0.7691(5) 0.4730(4) 0.0288(17) Uani 1 1 d . . . O14 O 0.7130(10) 0.6795(5) 0.5236(6) 0.043(2) Uani 1 1 d . . . O15 O 0.8131(10) 0.8197(6) 0.5974(5) 0.048(2) Uani 1 1 d . . . O16 O 0.1288(8) 0.7285(5) 0.4461(4) 0.0297(17) Uani 1 1 d . . . O17 O 0.0317(8) 0.7858(6) 0.3563(5) 0.0365(19) Uani 1 1 d . . . O18 O 0.1489(8) 0.7048(5) 0.3240(5) 0.0301(17) Uani 1 1 d . . . O19 O 0.4302(8) 0.4436(5) 0.1239(5) 0.0329(18) Uani 1 1 d . . . H19 H 0.3606 0.3988 0.0970 0.049 Uiso 1 1 calc R . . O20 O 0.9684(9) 0.7953(5) 0.1912(6) 0.041(2) Uani 1 1 d . . . H20 H 0.8887 0.7610 0.1657 0.062 Uiso 1 1 calc R . . Sm1 Sm 0.95492(4) 0.39934(3) 0.22568(3) 0.01314(15) Uani 1 1 d . . . Sm2 Sm 0.50286(4) 0.11960(3) 0.76633(2) 0.01213(15) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.016(5) 0.020(5) 0.018(5) 0.002(4) 0.000(4) -0.005(4) C2 0.018(5) 0.024(5) 0.013(4) 0.006(4) -0.001(3) -0.008(4) C3 0.011(4) 0.017(4) 0.014(4) -0.001(3) -0.001(3) -0.004(3) C4 0.007(4) 0.026(5) 0.011(4) 0.006(4) 0.000(3) 0.001(3) C5 0.024(6) 0.021(5) 0.018(5) 0.005(4) 0.000(4) -0.004(4) C6 0.009(5) 0.030(5) 0.018(4) 0.011(4) 0.005(3) 0.001(4) C7 0.016(5) 0.016(4) 0.012(4) 0.000(3) 0.002(3) 0.000(3) C8 0.017(5) 0.021(4) 0.016(4) 0.005(4) 0.004(4) 0.001(4) C9 0.008(4) 0.026(5) 0.014(4) 0.010(4) -0.004(3) 0.003(3) C10 0.015(5) 0.023(5) 0.011(4) 0.008(4) -0.004(3) -0.004(4) C11 0.014(5) 0.023(5) 0.014(4) 0.007(4) -0.005(3) 0.001(4) C12 0.015(5) 0.017(4) 0.012(4) 0.005(3) -0.002(3) -0.004(3) C13 0.023(5) 0.019(4) 0.014(4) 0.007(4) 0.004(4) -0.003(4) C14 0.018(5) 0.019(4) 0.013(4) 0.008(4) 0.001(3) 0.001(3) C15 0.015(5) 0.018(4) 0.008(4) 0.003(3) 0.000(3) -0.002(3) C16 0.024(5) 0.020(4) 0.005(4) 0.002(3) 0.001(3) -0.007(4) C17 0.022(5) 0.026(5) 0.014(4) 0.010(4) 0.006(4) 0.004(4) C18 0.012(5) 0.022(4) 0.009(4) 0.006(3) -0.003(3) 0.000(3) C19 0.013(5) 0.013(4) 0.018(4) 0.004(3) -0.003(3) -0.003(3) C20 0.011(4) 0.020(4) 0.011(4) 0.005(3) -0.002(3) -0.002(3) C21 0.011(4) 0.020(4) 0.007(4) 0.000(3) -0.003(3) -0.003(3) C22 0.009(4) 0.022(4) 0.016(4) 0.007(4) 0.000(3) 0.005(3) C23 0.016(5) 0.034(5) 0.020(5) 0.013(4) 0.002(4) 0.005(4) C24 0.017(5) 0.029(5) 0.024(5) 0.017(4) 0.003(4) 0.000(4) C25 0.027(5) 0.012(4) 0.013(4) 0.002(3) 0.003(4) 0.001(4) C26 0.012(5) 0.015(4) 0.016(4) 0.002(3) -0.001(3) 0.000(3) C27 0.019(5) 0.023(5) 0.016(5) 0.007(4) 0.001(4) 0.001(4) C28 0.018(5) 0.024(5) 0.012(4) 0.008(4) -0.004(3) -0.007(4) C29 0.013(5) 0.025(5) 0.016(4) 0.006(4) -0.007(3) -0.004(4) C30 0.020(5) 0.017(4) 0.009(4) 0.004(3) 0.001(3) -0.004(3) C31 0.024(5) 0.019(4) 0.012(4) 0.008(4) 0.003(4) -0.001(4) C32 0.017(5) 0.015(4) 0.017(4) 0.010(3) 0.003(3) 0.006(3) C33 0.015(5) 0.015(4) 0.008(4) 0.002(3) -0.001(3) -0.004(3) C34 0.014(5) 0.016(4) 0.009(4) -0.001(3) 0.000(3) -0.003(3) C35 0.027(6) 0.023(5) 0.016(5) 0.007(4) 0.005(4) 0.004(4) C36 0.027(6) 0.018(4) 0.013(4) 0.002(4) 0.005(4) 0.002(4) C37 0.038(7) 0.028(5) 0.026(6) 0.007(5) 0.011(5) 0.006(5) C38 0.042(8) 0.048(7) 0.045(8) 0.025(6) 0.022(6) 0.015(6) N1 0.016(4) 0.020(4) 0.010(3) 0.005(3) 0.003(3) 0.001(3) N2 0.016(4) 0.021(4) 0.014(4) 0.000(3) 0.001(3) -0.013(3) N3 0.012(4) 0.018(4) 0.012(4) 0.007(3) 0.002(3) -0.004(3) N4 0.019(4) 0.018(4) 0.023(4) 0.011(3) 0.003(3) 0.001(3) N5 0.010(4) 0.020(4) 0.016(4) 0.003(3) 0.003(3) 0.000(3) N6 0.018(4) 0.020(4) 0.014(4) 0.007(3) 0.004(3) 0.004(3) N7 0.025(5) 0.021(4) 0.010(4) 0.005(3) -0.002(3) -0.005(3) N8 0.016(4) 0.014(3) 0.011(3) 0.006(3) 0.000(3) 0.000(3) N9 0.018(4) 0.017(4) 0.011(3) 0.006(3) 0.004(3) 0.002(3) N10 0.021(4) 0.015(4) 0.013(4) 0.000(3) 0.001(3) 0.004(3) N11 0.016(4) 0.022(4) 0.013(4) 0.006(3) 0.002(3) -0.002(3) N12 0.016(4) 0.014(3) 0.008(3) 0.002(3) 0.002(3) 0.001(3) N13 0.021(4) 0.016(4) 0.007(3) -0.001(3) 0.005(3) -0.002(3) N14 0.015(4) 0.022(4) 0.007(3) 0.004(3) 0.000(3) -0.002(3) N15 0.019(5) 0.029(4) 0.022(4) 0.015(4) 0.006(3) 0.005(3) N16 0.009(4) 0.019(4) 0.021(4) 0.009(3) 0.004(3) 0.008(3) N17 0.008(4) 0.024(4) 0.010(3) 0.009(3) -0.003(3) 0.000(3) N18 0.020(4) 0.017(4) 0.008(3) 0.002(3) -0.003(3) 0.000(3) N19 0.013(4) 0.018(4) 0.007(3) 0.004(3) -0.004(3) -0.002(3) N20 0.014(4) 0.021(4) 0.014(4) 0.008(3) 0.001(3) -0.002(3) N21 0.023(5) 0.020(4) 0.019(4) 0.003(3) 0.001(3) 0.007(3) N22 0.026(5) 0.023(4) 0.016(4) 0.003(3) 0.006(3) -0.008(3) N23 0.011(4) 0.030(5) 0.017(4) 0.007(3) 0.000(3) -0.001(3) N24 0.024(5) 0.023(4) 0.021(4) 0.010(3) 0.004(3) 0.006(3) N25 0.029(5) 0.034(5) 0.019(4) 0.004(4) -0.001(3) 0.021(4) N26 0.011(4) 0.025(4) 0.021(4) 0.010(3) -0.001(3) -0.002(3) O1 0.018(4) 0.020(3) 0.008(3) 0.005(2) -0.001(2) -0.009(3) O2 0.017(3) 0.022(3) 0.006(3) 0.000(2) 0.001(2) -0.010(3) O3 0.029(4) 0.034(4) 0.014(3) 0.008(3) 0.006(3) -0.008(3) O4 0.020(4) 0.016(3) 0.014(3) 0.003(3) 0.003(3) -0.007(3) O5 0.024(4) 0.019(3) 0.010(3) 0.005(3) 0.002(3) -0.008(3) O6 0.053(6) 0.048(5) 0.019(4) 0.006(4) 0.018(4) -0.019(4) O7 0.066(7) 0.034(4) 0.015(4) 0.003(3) 0.009(4) -0.009(4) O8 0.050(6) 0.026(4) 0.029(4) 0.000(3) 0.022(4) 0.001(4) O9 0.039(5) 0.027(4) 0.039(5) 0.008(4) -0.005(4) 0.005(4) O10 0.020(4) 0.030(4) 0.034(4) 0.010(3) -0.003(3) -0.002(3) O11 0.016(4) 0.024(4) 0.062(6) 0.019(4) -0.002(4) 0.006(3) O12 0.058(6) 0.031(4) 0.035(5) 0.016(4) -0.005(4) 0.010(4) O13 0.031(4) 0.025(4) 0.016(3) 0.007(3) -0.002(3) -0.001(3) O14 0.063(7) 0.030(4) 0.042(5) 0.014(4) 0.030(5) 0.011(4) O15 0.063(6) 0.046(5) 0.015(4) -0.011(3) -0.008(4) 0.034(5) O16 0.036(5) 0.030(4) 0.017(4) 0.006(3) 0.006(3) 0.006(3) O17 0.029(5) 0.051(5) 0.026(4) 0.010(4) 0.002(3) 0.021(4) O18 0.024(4) 0.043(4) 0.023(4) 0.008(3) 0.010(3) 0.011(3) O19 0.027(4) 0.028(4) 0.033(4) 0.011(3) 0.004(3) -0.001(3) O20 0.035(5) 0.033(4) 0.040(5) 0.010(4) 0.005(4) -0.003(4) Sm1 0.0095(3) 0.0146(2) 0.0075(2) 0.00321(17) -0.00117(16) -0.00360(17) Sm2 0.0082(2) 0.0126(2) 0.0077(2) 0.00351(17) -0.00241(16) -0.00343(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.506(15) . ? C1 N1 1.507(12) . ? C1 H19A 0.9900 . ? C1 H19B 0.9900 . ? C2 N2 1.483(11) . ? C2 H20A 0.9900 . ? C2 H20B 0.9900 . ? C3 N2 1.281(13) . ? C3 C4 1.454(12) . ? C3 H21 0.9500 . ? C4 C5 1.363(13) . ? C4 N3 1.404(11) . ? C5 N4 1.364(12) . ? C5 H23 0.9500 . ? C6 N4 1.332(12) . ? C6 N3 1.339(11) . ? C6 H24 0.9500 . ? C7 N1 1.468(12) . ? C7 C8 1.533(12) . ? C7 H25A 0.9900 . ? C7 H25B 0.9900 . ? C8 N5 1.455(11) . ? C8 H26A 0.9900 . ? C8 H26B 0.9900 . ? C9 N5 1.311(11) . ? C9 C10 1.430(13) . ? C9 H27 0.9500 . ? C10 C11 1.379(12) . ? C10 N6 1.404(13) . ? C11 N7 1.381(13) . ? C11 H29 0.9500 . ? C12 N6 1.322(11) . ? C12 N7 1.345(12) . ? C12 H30 0.9500 . ? C13 N1 1.483(11) . ? C13 C14 1.516(12) . ? C13 H31A 0.9900 . ? C13 H31B 0.9900 . ? C14 N8 1.466(11) . ? C14 H32A 0.9900 . ? C14 H32B 0.9900 . ? C15 N8 1.265(12) . ? C15 C16 1.453(14) . ? C15 H33 0.9500 . ? C16 N9 1.382(11) . ? C16 C17 1.384(14) . ? C17 N10 1.366(12) . ? C17 H35 0.9500 . ? C18 N9 1.332(12) . ? C18 N10 1.345(12) . ? C18 H36 0.9500 . ? C19 C20 1.494(14) . ? C19 N12 1.511(11) . ? C19 H7A 0.9900 . ? C19 H7B 0.9900 . ? C20 N13 1.457(11) . ? C20 H8A 0.9900 . ? C20 H8B 0.9900 . ? C21 N13 1.285(13) . ? C21 C22 1.460(12) . ? C21 H9 0.9500 . ? C22 N14 1.385(11) . ? C22 C23 1.388(13) . ? C23 N15 1.362(12) . ? C23 H11 0.9500 . ? C24 N14 1.321(12) . ? C24 N15 1.334(13) . ? C24 H12 0.9500 . ? C25 N12 1.473(13) . ? C25 C26 1.529(12) . ? C25 H1A 0.9900 . ? C25 H1B 0.9900 . ? C26 N16 1.481(11) . ? C26 H2A 0.9900 . ? C26 H2B 0.9900 . ? C27 N16 1.278(12) . ? C27 C28 1.465(14) . ? C27 H3 0.9500 . ? C28 N17 1.380(13) . ? C28 C29 1.382(12) . ? C29 N18 1.368(14) . ? C29 H5 0.9500 . ? C30 N17 1.322(12) . ? C30 N18 1.356(12) . ? C30 H6 0.9500 . ? C31 N12 1.493(11) . ? C31 C32 1.526(12) . ? C31 H13A 0.9900 . ? C31 H13B 0.9900 . ? C32 N19 1.470(11) . ? C32 H14A 0.9900 . ? C32 H14B 0.9900 . ? C33 N19 1.255(12) . ? C33 C34 1.457(13) . ? C33 H15 0.9500 . ? C34 C35 1.360(14) . ? C34 N20 1.377(11) . ? C35 N21 1.367(13) . ? C35 H17 0.9500 . ? C36 N20 1.302(13) . ? C36 N21 1.357(13) . ? C36 H18A 0.9500 . ? C37 O19 1.424(13) . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 O20 1.417(14) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? N1 Sm1 2.739(7) . ? N2 Sm1 2.549(8) . ? N3 Sm1 2.565(8) . ? N4 H15A 0.8800 . ? N5 Sm1 2.573(8) . ? N6 Sm1 2.567(8) . ? N7 H18 0.8800 . ? N8 Sm1 2.525(7) . ? N9 Sm1 2.556(8) . ? N10 H39 0.8800 . ? N11 O3 1.217(10) . ? N11 O2 1.281(9) . ? N11 O1 1.286(9) . ? N11 Sm1 2.902(8) . ? N12 Sm2 2.693(7) . ? N13 Sm2 2.489(8) . ? N14 Sm2 2.543(8) . ? N15 H7 0.8800 . ? N16 Sm2 2.543(7) . ? N17 Sm2 2.536(7) . ? N18 H4 0.8800 . ? N19 Sm2 2.544(7) . ? N20 Sm2 2.586(9) . ? N21 H10 0.8800 . ? N22 O6 1.217(11) . ? N22 O4 1.274(10) . ? N22 O5 1.280(10) . ? N22 Sm2 2.927(8) . ? N23 O8 1.242(12) . ? N23 O7 1.247(11) . ? N23 O9 1.248(12) . ? N24 O10 1.236(10) . ? N24 O11 1.249(11) . ? N24 O12 1.264(11) . ? N25 O14 1.239(11) . ? N25 O15 1.255(11) . ? N25 O13 1.267(11) . ? N26 O18 1.250(11) . ? N26 O17 1.251(12) . ? N26 O16 1.261(10) . ? O1 Sm1 2.481(6) . ? O2 Sm1 2.481(6) . ? O4 Sm2 2.496(6) . ? O5 Sm2 2.496(6) . ? O19 H19 0.8400 . ? O20 H20 0.8400 . ? 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 C2 C1 N1 111.9(8) . . ? C2 C1 H19A 109.2 . . ? N1 C1 H19A 109.2 . . ? C2 C1 H19B 109.2 . . ? N1 C1 H19B 109.2 . . ? H19A C1 H19B 107.9 . . ? N2 C2 C1 107.5(8) . . ? N2 C2 H20A 110.2 . . ? C1 C2 H20A 110.2 . . ? N2 C2 H20B 110.2 . . ? C1 C2 H20B 110.2 . . ? H20A C2 H20B 108.5 . . ? N2 C3 C4 118.2(8) . . ? N2 C3 H21 120.9 . . ? C4 C3 H21 120.9 . . ? C5 C4 N3 110.1(8) . . ? C5 C4 C3 131.3(8) . . ? N3 C4 C3 118.6(8) . . ? C4 C5 N4 106.1(9) . . ? C4 C5 H23 126.9 . . ? N4 C5 H23 126.9 . . ? N4 C6 N3 112.8(8) . . ? N4 C6 H24 123.6 . . ? N3 C6 H24 123.6 . . ? N1 C7 C8 111.8(7) . . ? N1 C7 H25A 109.3 . . ? C8 C7 H25A 109.3 . . ? N1 C7 H25B 109.3 . . ? C8 C7 H25B 109.3 . . ? H25A C7 H25B 107.9 . . ? N5 C8 C7 108.6(8) . . ? N5 C8 H26A 110.0 . . ? C7 C8 H26A 110.0 . . ? N5 C8 H26B 110.0 . . ? C7 C8 H26B 110.0 . . ? H26A C8 H26B 108.4 . . ? N5 C9 C10 118.5(9) . . ? N5 C9 H27 120.8 . . ? C10 C9 H27 120.8 . . ? C11 C10 N6 109.6(9) . . ? C11 C10 C9 129.2(10) . . ? N6 C10 C9 120.9(8) . . ? C10 C11 N7 104.8(9) . . ? C10 C11 H29 127.6 . . ? N7 C11 H29 127.6 . . ? N6 C12 N7 111.3(9) . . ? N6 C12 H30 124.3 . . ? N7 C12 H30 124.3 . . ? N1 C13 C14 114.7(7) . . ? N1 C13 H31A 108.6 . . ? C14 C13 H31A 108.6 . . ? N1 C13 H31B 108.6 . . ? C14 C13 H31B 108.6 . . ? H31A C13 H31B 107.6 . . ? N8 C14 C13 108.8(7) . . ? N8 C14 H32A 109.9 . . ? C13 C14 H32A 109.9 . . ? N8 C14 H32B 109.9 . . ? C13 C14 H32B 109.9 . . ? H32A C14 H32B 108.3 . . ? N8 C15 C16 117.5(8) . . ? N8 C15 H33 121.3 . . ? C16 C15 H33 121.3 . . ? N9 C16 C17 109.9(8) . . ? N9 C16 C15 118.2(9) . . ? C17 C16 C15 131.8(9) . . ? N10 C17 C16 105.0(8) . . ? N10 C17 H35 127.5 . . ? C16 C17 H35 127.5 . . ? N9 C18 N10 111.3(8) . . ? N9 C18 H36 124.4 . . ? N10 C18 H36 124.4 . . ? C20 C19 N12 111.1(8) . . ? C20 C19 H7A 109.4 . . ? N12 C19 H7A 109.4 . . ? C20 C19 H7B 109.4 . . ? N12 C19 H7B 109.4 . . ? H7A C19 H7B 108.0 . . ? N13 C20 C19 107.9(7) . . ? N13 C20 H8A 110.1 . . ? C19 C20 H8A 110.1 . . ? N13 C20 H8B 110.1 . . ? C19 C20 H8B 110.1 . . ? H8A C20 H8B 108.4 . . ? N13 C21 C22 117.4(8) . . ? N13 C21 H9 121.3 . . ? C22 C21 H9 121.3 . . ? N14 C22 C23 109.3(8) . . ? N14 C22 C21 119.5(8) . . ? C23 C22 C21 131.2(9) . . ? N15 C23 C22 105.3(9) . . ? N15 C23 H11 127.4 . . ? C22 C23 H11 127.4 . . ? N14 C24 N15 112.3(9) . . ? N14 C24 H12 123.8 . . ? N15 C24 H12 123.8 . . ? N12 C25 C26 112.3(8) . . ? N12 C25 H1A 109.1 . . ? C26 C25 H1A 109.1 . . ? N12 C25 H1B 109.1 . . ? C26 C25 H1B 109.1 . . ? H1A C25 H1B 107.9 . . ? N16 C26 C25 108.1(7) . . ? N16 C26 H2A 110.1 . . ? C25 C26 H2A 110.1 . . ? N16 C26 H2B 110.1 . . ? C25 C26 H2B 110.1 . . ? H2A C26 H2B 108.4 . . ? N16 C27 C28 117.7(9) . . ? N16 C27 H3 121.1 . . ? C28 C27 H3 121.1 . . ? N17 C28 C29 109.4(9) . . ? N17 C28 C27 120.2(8) . . ? C29 C28 C27 130.4(10) . . ? N18 C29 C28 105.4(9) . . ? N18 C29 H5 127.3 . . ? C28 C29 H5 127.3 . . ? N17 C30 N18 110.6(9) . . ? N17 C30 H6 124.7 . . ? N18 C30 H6 124.7 . . ? N12 C31 C32 114.1(7) . . ? N12 C31 H13A 108.7 . . ? C32 C31 H13A 108.7 . . ? N12 C31 H13B 108.7 . . ? C32 C31 H13B 108.7 . . ? H13A C31 H13B 107.6 . . ? N19 C32 C31 108.8(7) . . ? N19 C32 H14A 109.9 . . ? C31 C32 H14A 109.9 . . ? N19 C32 H14B 109.9 . . ? C31 C32 H14B 109.9 . . ? H14A C32 H14B 108.3 . . ? N19 C33 C34 117.6(8) . . ? N19 C33 H15 121.2 . . ? C34 C33 H15 121.2 . . ? C35 C34 N20 109.2(8) . . ? C35 C34 C33 131.4(9) . . ? N20 C34 C33 119.3(9) . . ? C34 C35 N21 105.9(9) . . ? C34 C35 H17 127.1 . . ? N21 C35 H17 127.1 . . ? N20 C36 N21 110.6(9) . . ? N20 C36 H18A 124.7 . . ? N21 C36 H18A 124.7 . . ? O19 C37 H37A 109.5 . . ? O19 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? O19 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? O20 C38 H38A 109.5 . . ? O20 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? O20 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C7 N1 C13 112.9(8) . . ? C7 N1 C1 108.3(7) . . ? C13 N1 C1 109.3(7) . . ? C7 N1 Sm1 105.8(5) . . ? C13 N1 Sm1 112.1(5) . . ? C1 N1 Sm1 108.3(5) . . ? C3 N2 C2 119.5(8) . . ? C3 N2 Sm1 121.4(6) . . ? C2 N2 Sm1 118.0(6) . . ? C6 N3 C4 103.2(7) . . ? C6 N3 Sm1 140.4(6) . . ? C4 N3 Sm1 116.2(5) . . ? C6 N4 C5 107.8(8) . . ? C6 N4 H15A 126.1 . . ? C5 N4 H15A 126.1 . . ? C9 N5 C8 117.8(8) . . ? C9 N5 Sm1 118.9(6) . . ? C8 N5 Sm1 123.3(6) . . ? C12 N6 C10 105.4(8) . . ? C12 N6 Sm1 139.4(7) . . ? C10 N6 Sm1 114.0(6) . . ? C12 N7 C11 108.9(8) . . ? C12 N7 H18 125.6 . . ? C11 N7 H18 125.6 . . ? C15 N8 C14 120.8(8) . . ? C15 N8 Sm1 123.2(6) . . ? C14 N8 Sm1 116.0(6) . . ? C18 N9 C16 105.1(8) . . ? C18 N9 Sm1 137.7(6) . . ? C16 N9 Sm1 117.2(6) . . ? C18 N10 C17 108.6(8) . . ? C18 N10 H39 125.7 . . ? C17 N10 H39 125.7 . . ? O3 N11 O2 122.2(7) . . ? O3 N11 O1 122.0(7) . . ? O2 N11 O1 115.7(7) . . ? O3 N11 Sm1 168.2(7) . . ? O2 N11 Sm1 58.3(4) . . ? O1 N11 Sm1 58.3(4) . . ? C25 N12 C31 111.7(7) . . ? C25 N12 C19 109.1(7) . . ? C31 N12 C19 109.5(7) . . ? C25 N12 Sm2 105.1(5) . . ? C31 N12 Sm2 114.1(5) . . ? C19 N12 Sm2 107.0(5) . . ? C21 N13 C20 119.9(8) . . ? C21 N13 Sm2 121.7(6) . . ? C20 N13 Sm2 118.4(6) . . ? C24 N14 C22 104.9(8) . . ? C24 N14 Sm2 139.0(6) . . ? C22 N14 Sm2 114.7(5) . . ? C24 N15 C23 108.2(8) . . ? C24 N15 H7 125.9 . . ? C23 N15 H7 125.9 . . ? C27 N16 C26 117.7(8) . . ? C27 N16 Sm2 120.1(7) . . ? C26 N16 Sm2 122.2(5) . . ? C30 N17 C28 106.3(8) . . ? C30 N17 Sm2 137.6(6) . . ? C28 N17 Sm2 115.0(6) . . ? C30 N18 C29 108.4(8) . . ? C30 N18 H4 125.8 . . ? C29 N18 H4 125.8 . . ? C33 N19 C32 120.3(8) . . ? C33 N19 Sm2 123.0(6) . . ? C32 N19 Sm2 116.5(6) . . ? C36 N20 C34 106.6(8) . . ? C36 N20 Sm2 137.2(6) . . ? C34 N20 Sm2 116.1(6) . . ? C36 N21 C35 107.6(9) . . ? C36 N21 H10 126.2 . . ? C35 N21 H10 126.2 . . ? O6 N22 O4 122.4(8) . . ? O6 N22 O5 122.2(8) . . ? O4 N22 O5 115.4(8) . . ? O6 N22 Sm2 173.0(9) . . ? O4 N22 Sm2 57.9(4) . . ? O5 N22 Sm2 58.0(4) . . ? O8 N23 O7 119.8(9) . . ? O8 N23 O9 121.3(9) . . ? O7 N23 O9 119.0(10) . . ? O10 N24 O11 119.9(8) . . ? O10 N24 O12 120.6(9) . . ? O11 N24 O12 119.3(8) . . ? O14 N25 O15 121.0(10) . . ? O14 N25 O13 119.4(9) . . ? O15 N25 O13 119.6(9) . . ? O18 N26 O17 120.0(8) . . ? O18 N26 O16 121.0(9) . . ? O17 N26 O16 119.0(9) . . ? N11 O1 Sm1 95.5(5) . . ? N11 O2 Sm1 95.6(5) . . ? N22 O4 Sm2 96.5(5) . . ? N22 O5 Sm2 96.3(5) . . ? C37 O19 H19 109.5 . . ? C38 O20 H20 109.5 . . ? O1 Sm1 O2 51.97(19) . . ? O1 Sm1 N8 149.1(2) . . ? O2 Sm1 N8 144.0(2) . . ? O1 Sm1 N2 120.9(2) . . ? O2 Sm1 N2 76.9(2) . . ? N8 Sm1 N2 89.7(2) . . ? O1 Sm1 N9 119.9(2) . . ? O2 Sm1 N9 144.1(2) . . ? N8 Sm1 N9 64.0(2) . . ? N2 Sm1 N9 83.4(3) . . ? O1 Sm1 N3 72.8(2) . . ? O2 Sm1 N3 72.9(2) . . ? N8 Sm1 N3 130.9(3) . . ? N2 Sm1 N3 64.6(2) . . ? N9 Sm1 N3 71.6(2) . . ? O1 Sm1 N6 70.6(2) . . ? O2 Sm1 N6 119.0(2) . . ? N8 Sm1 N6 81.0(2) . . ? N2 Sm1 N6 162.4(3) . . ? N9 Sm1 N6 79.1(3) . . ? N3 Sm1 N6 110.8(2) . . ? O1 Sm1 N5 78.0(2) . . ? O2 Sm1 N5 82.8(2) . . ? N8 Sm1 N5 79.4(3) . . ? N2 Sm1 N5 127.6(3) . . ? N9 Sm1 N5 132.4(2) . . ? N3 Sm1 N5 149.6(2) . . ? N6 Sm1 N5 65.5(2) . . ? O1 Sm1 N1 120.3(2) . . ? O2 Sm1 N1 78.8(2) . . ? N8 Sm1 N1 65.3(2) . . ? N2 Sm1 N1 66.1(3) . . ? N9 Sm1 N1 119.8(2) . . ? N3 Sm1 N1 127.3(2) . . ? N6 Sm1 N1 121.8(2) . . ? N5 Sm1 N1 62.8(2) . . ? O1 Sm1 N11 26.2(2) . . ? O2 Sm1 N11 26.1(2) . . ? N8 Sm1 N11 160.8(3) . . ? N2 Sm1 N11 97.7(2) . . ? N9 Sm1 N11 134.3(2) . . ? N3 Sm1 N11 68.0(2) . . ? N6 Sm1 N11 95.9(2) . . ? N5 Sm1 N11 82.1(2) . . ? N1 Sm1 N11 101.6(2) . . ? N13 Sm2 O4 121.6(2) . . ? N13 Sm2 O5 78.5(2) . . ? O4 Sm2 O5 51.2(2) . . ? N13 Sm2 N17 159.5(3) . . ? O4 Sm2 N17 71.0(2) . . ? O5 Sm2 N17 119.4(2) . . ? N13 Sm2 N16 130.1(3) . . ? O4 Sm2 N16 77.5(2) . . ? O5 Sm2 N16 83.9(2) . . ? N17 Sm2 N16 65.7(3) . . ? N13 Sm2 N14 65.9(2) . . ? O4 Sm2 N14 73.0(2) . . ? O5 Sm2 N14 74.8(2) . . ? N17 Sm2 N14 107.2(2) . . ? N16 Sm2 N14 150.3(2) . . ? N13 Sm2 N19 89.9(2) . . ? O4 Sm2 N19 148.0(2) . . ? O5 Sm2 N19 143.6(2) . . ? N17 Sm2 N19 80.7(2) . . ? N16 Sm2 N19 77.5(3) . . ? N14 Sm2 N19 131.3(3) . . ? N13 Sm2 N20 84.0(2) . . ? O4 Sm2 N20 120.2(2) . . ? O5 Sm2 N20 146.3(2) . . ? N17 Sm2 N20 75.5(3) . . ? N16 Sm2 N20 128.7(2) . . ? N14 Sm2 N20 71.8(2) . . ? N19 Sm2 N20 63.9(2) . . ? N13 Sm2 N12 67.0(2) . . ? O4 Sm2 N12 119.2(2) . . ? O5 Sm2 N12 78.4(2) . . ? N17 Sm2 N12 123.6(2) . . ? N16 Sm2 N12 63.9(2) . . ? N14 Sm2 N12 129.2(2) . . ? N19 Sm2 N12 65.3(2) . . ? N20 Sm2 N12 120.5(2) . . ? N13 Sm2 N22 99.4(2) . . ? O4 Sm2 N22 25.6(2) . . ? O5 Sm2 N22 25.8(2) . . ? N17 Sm2 N22 95.8(2) . . ? N16 Sm2 N22 81.7(3) . . ? N14 Sm2 N22 70.1(3) . . ? N19 Sm2 N22 158.5(3) . . ? N20 Sm2 N22 136.1(2) . . ? N12 Sm2 N22 100.4(2) . . ? _diffrn_measured_fraction_theta_max 0.972 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.972 _refine_diff_density_max 8.691 _refine_diff_density_min -9.665 _refine_diff_density_rms 0.381 # Attachment '- 7_EuH3L.cif' data_7_EuH3L _database_code_depnum_ccdc_archive 'CCDC 789730' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H28 Eu N13 O10' _chemical_formula_weight 750.50 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.126(4) _cell_length_b 16.104(6) _cell_length_c 17.585(7) _cell_angle_alpha 102.599(6) _cell_angle_beta 107.322(6) _cell_angle_gamma 104.235(6) _cell_volume 2767.4(19) _cell_formula_units_Z 4 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 2773 _cell_measurement_theta_min 0.00 _cell_measurement_theta_max 0.00 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.801 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1504 _exptl_absorpt_coefficient_mu 2.344 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.4253 _exptl_absorpt_correction_T_max 0.5809 _exptl_absorpt_process_details 'SADABS; Sheldrick 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 10528 _diffrn_reflns_av_R_equivalents 0.0448 _diffrn_reflns_av_sigmaI/netI 0.0820 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.28 _diffrn_reflns_theta_max 21.82 _reflns_number_total 6529 _reflns_number_gt 4775 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1149P)^2^+30.7706P] 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 6529 _refine_ls_number_parameters 743 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1034 _refine_ls_R_factor_gt 0.0769 _refine_ls_wR_factor_ref 0.2068 _refine_ls_wR_factor_gt 0.1876 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.059 _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 0.7113(17) 0.1837(11) 0.1092(10) 0.039(5) Uani 1 1 d . . . H19A H 0.6635 0.1208 0.1035 0.047 Uiso 1 1 calc R . . H19B H 0.7220 0.1845 0.0554 0.047 Uiso 1 1 calc R . . C2 C 0.6291(16) 0.2438(11) 0.1282(10) 0.034(4) Uani 1 1 d . . . H20A H 0.5409 0.2227 0.0820 0.041 Uiso 1 1 calc R . . H20B H 0.6148 0.2417 0.1808 0.041 Uiso 1 1 calc R . . C3 C 0.6522(17) 0.3802(12) 0.0899(10) 0.034(3) Uani 1 1 d . . . H21 H 0.5632 0.3530 0.0501 0.041 Uiso 1 1 calc R . . C4 C 0.7293(16) 0.4700(11) 0.0988(10) 0.031(4) Uani 1 1 d . . . C5 C 0.6978(17) 0.5274(12) 0.0591(10) 0.034(4) Uani 1 1 d . . . H23 H 0.6146 0.5168 0.0164 0.041 Uiso 1 1 calc R . . C6 C 0.9008(18) 0.5857(13) 0.1481(10) 0.039(5) Uani 1 1 d . . . H24 H 0.9879 0.6276 0.1809 0.047 Uiso 1 1 calc R . . C7 C 0.9380(16) 0.1818(12) 0.1461(10) 0.037(4) Uani 1 1 d . . . H25A H 0.9392 0.1996 0.0958 0.045 Uiso 1 1 calc R . . H25B H 0.9049 0.1150 0.1288 0.045 Uiso 1 1 calc R . . C8 C 1.0782(17) 0.2159(12) 0.2097(10) 0.039(5) Uani 1 1 d . . . H26A H 1.1404 0.2034 0.1822 0.047 Uiso 1 1 calc R . . H26B H 1.0835 0.1854 0.2531 0.047 Uiso 1 1 calc R . . C9 C 1.2351(16) 0.3552(12) 0.3016(10) 0.034(3) Uani 1 1 d . . . H27 H 1.2987 0.3248 0.3084 0.041 Uiso 1 1 calc R . . C10 C 1.2692(18) 0.4511(13) 0.3515(10) 0.040(5) Uani 1 1 d . . . C11 C 1.3862(18) 0.5051(14) 0.4098(11) 0.044(5) Uani 1 1 d . . . H29 H 1.4683 0.4935 0.4250 0.053 Uiso 1 1 calc R . . C12 C 1.2294(17) 0.5686(11) 0.4038(9) 0.032(4) Uani 1 1 d . . . H30 H 1.1853 0.6107 0.4150 0.039 Uiso 1 1 calc R . . C13 C 0.8276(17) 0.1837(11) 0.2494(10) 0.035(4) Uani 1 1 d . . . H31A H 0.8456 0.1259 0.2444 0.042 Uiso 1 1 calc R . . H31B H 0.7337 0.1719 0.2448 0.042 Uiso 1 1 calc R . . C14 C 0.9185(17) 0.2502(10) 0.3354(10) 0.035(4) Uani 1 1 d . . . H32A H 0.8919 0.2310 0.3794 0.042 Uiso 1 1 calc R . . H32B H 1.0121 0.2527 0.3461 0.042 Uiso 1 1 calc R . . C15 C 0.8714(15) 0.3805(11) 0.3909(10) 0.032(3) Uani 1 1 d . . . H33 H 0.8555 0.3560 0.4329 0.038 Uiso 1 1 calc R . . C16 C 0.8551(16) 0.4653(11) 0.3884(10) 0.032(3) Uani 1 1 d . . . C17 C 0.8216(16) 0.5262(11) 0.4363(11) 0.038(4) Uani 1 1 d . . . H35 H 0.8003 0.5221 0.4841 0.045 Uiso 1 1 calc R . . C18 C 0.8605(15) 0.5754(11) 0.3369(9) 0.029(4) Uani 1 1 d . . . H36 H 0.8716 0.6131 0.3030 0.035 Uiso 1 1 calc R . . C19 C 0.6818(18) 0.3479(11) 0.8721(10) 0.041(3) Uani 1 1 d . . . H7A H 0.6676 0.3444 0.9244 0.049 Uiso 1 1 calc R . . H7B H 0.7117 0.4125 0.8760 0.049 Uiso 1 1 calc R . . C20 C 0.7888(16) 0.3095(11) 0.8649(10) 0.040(5) Uani 1 1 d . . . H8A H 0.8079 0.3162 0.8147 0.048 Uiso 1 1 calc R . . H8B H 0.8718 0.3424 0.9150 0.048 Uiso 1 1 calc R . . C21 C 0.8210(16) 0.1786(13) 0.9008(10) 0.035(3) Uani 1 1 d . . . H9 H 0.9119 0.2128 0.9342 0.041 Uiso 1 1 calc R . . C22 C 0.7657(17) 0.0864(12) 0.8969(9) 0.031(4) Uani 1 1 d . . . C23 C 0.820(2) 0.0262(17) 0.9289(11) 0.058(6) Uani 1 1 d . . . H11 H 0.9113 0.0379 0.9614 0.070 Uiso 1 1 calc R . . C24 C 0.611(2) -0.0372(16) 0.8624(11) 0.051(6) Uani 1 1 d . . . H12 H 0.5253 -0.0823 0.8407 0.062 Uiso 1 1 calc R . . C25 C 0.4442(18) 0.3187(11) 0.8223(10) 0.041(3) Uani 1 1 d . . . H1A H 0.4582 0.3842 0.8355 0.049 Uiso 1 1 calc R . . H1B H 0.4444 0.3020 0.8733 0.049 Uiso 1 1 calc R . . C26 C 0.3115(17) 0.2675(10) 0.7530(10) 0.037(4) Uani 1 1 d . . . H2A H 0.2386 0.2691 0.7741 0.044 Uiso 1 1 calc R . . H2B H 0.3004 0.2948 0.7072 0.044 Uiso 1 1 calc R . . C27 C 0.1993(16) 0.1161(12) 0.6640(10) 0.035(3) Uani 1 1 d . . . H3 H 0.1222 0.1331 0.6459 0.041 Uiso 1 1 calc R . . C28 C 0.1956(15) 0.0261(9) 0.6267(10) 0.028(4) Uani 1 1 d . . . C29 C 0.0953(16) -0.0456(12) 0.5668(11) 0.038(5) Uani 1 1 d . . . H5 H 0.0044 -0.0508 0.5413 0.046 Uiso 1 1 calc R . . C30 C 0.2842(17) -0.0774(11) 0.6003(9) 0.030(4) Uani 1 1 d . . . H6 H 0.3451 -0.1097 0.6008 0.037 Uiso 1 1 calc R . . C31 C 0.5672(17) 0.3322(11) 0.7278(10) 0.036(4) Uani 1 1 d . . . H13A H 0.6633 0.3580 0.7382 0.043 Uiso 1 1 calc R . . H13B H 0.5283 0.3811 0.7255 0.043 Uiso 1 1 calc R . . C32 C 0.4998(16) 0.2588(11) 0.6439(9) 0.034(4) Uani 1 1 d . . . H14A H 0.4017 0.2434 0.6256 0.041 Uiso 1 1 calc R . . H14B H 0.5283 0.2800 0.6012 0.041 Uiso 1 1 calc R . . C33 C 0.5874(15) 0.1440(11) 0.6023(10) 0.031(4) Uani 1 1 d . . . H15 H 0.5983 0.1668 0.5585 0.037 Uiso 1 1 calc R . . C34 C 0.6268(15) 0.0679(10) 0.6152(9) 0.026(4) Uani 1 1 d . . . C35 C 0.6796(16) 0.0150(11) 0.5741(10) 0.032(4) Uani 1 1 d . . . H17 H 0.7004 0.0198 0.5263 0.038 Uiso 1 1 calc R . . C36 C 0.6554(15) -0.0283(12) 0.6778(10) 0.031(4) Uani 1 1 d . . . H18A H 0.6576 -0.0615 0.7164 0.037 Uiso 1 1 calc R . . C37 C 0.491(2) 0.4354(14) 0.2175(15) 0.067(7) Uani 1 1 d . . . H37A H 0.5850 0.4732 0.2430 0.100 Uiso 1 1 calc R . . H37B H 0.4833 0.3723 0.2122 0.100 Uiso 1 1 calc R . . H37C H 0.4433 0.4553 0.2529 0.100 Uiso 1 1 calc R . . C38 C 0.965(2) 0.8937(15) 0.1931(17) 0.077(7) Uani 1 1 d . . . H38A H 0.8977 0.9048 0.2156 0.115 Uiso 1 1 calc R . . H38B H 0.9443 0.9020 0.1376 0.115 Uiso 1 1 calc R . . H38C H 1.0534 0.9363 0.2309 0.115 Uiso 1 1 calc R . . Eu1 Eu 0.94970(7) 0.39851(5) 0.22473(5) 0.0243(3) Uani 1 1 d D . . Eu2 Eu 0.50698(7) 0.12394(5) 0.76935(4) 0.0205(3) Uani 1 1 d . . . N1 N 0.8446(13) 0.2161(8) 0.1772(8) 0.032(3) Uani 1 1 d . . . N2 N 0.7050(15) 0.3366(10) 0.1369(8) 0.045(3) Uani 1 1 d . . . N3 N 0.8561(12) 0.5029(9) 0.1524(8) 0.032(3) Uani 1 1 d . . . N4 N 0.8036(15) 0.6025(10) 0.0896(9) 0.040(4) Uani 1 1 d . . . H15A H 0.8101 0.6521 0.0755 0.048 Uiso 1 1 calc R . . N5 N 1.1157(12) 0.3168(9) 0.2495(8) 0.045(3) Uani 1 1 d D . . N6 N 1.1735(13) 0.4886(8) 0.3478(7) 0.029(3) Uani 1 1 d . . . N7 N 1.3613(14) 0.5820(10) 0.4435(9) 0.042(4) Uani 1 1 d . . . H18 H 1.4201 0.6309 0.4835 0.050 Uiso 1 1 calc R . . N8 N 0.9071(12) 0.3382(8) 0.3369(8) 0.026(3) Uani 1 1 d . . . N9 N 0.8792(12) 0.4961(8) 0.3250(7) 0.024(3) Uani 1 1 d . . . N10 N 0.8243(13) 0.5955(9) 0.4023(8) 0.035(3) Uani 1 1 d . . . H39 H 0.8056 0.6443 0.4205 0.043 Uiso 1 1 calc R . . N11 N 1.0460(13) 0.4213(10) 0.0942(8) 0.034(3) Uani 1 1 d . . . N12 N 0.5540(12) 0.3004(8) 0.8001(8) 0.028(3) Uani 1 1 d . . . N13 N 0.7443(13) 0.2135(9) 0.8582(8) 0.034(3) Uani 1 1 d . . . N14 N 0.6293(13) 0.0421(10) 0.8525(8) 0.029(3) Uani 1 1 d . . . N15 N 0.7210(18) -0.0500(13) 0.9052(11) 0.054(5) Uani 1 1 d . . . H7 H 0.7268 -0.1001 0.9158 0.064 Uiso 1 1 calc R . . N16 N 0.3064(12) 0.1726(9) 0.7214(8) 0.028(3) Uani 1 1 d . . . N17 N 0.3124(13) 0.0060(8) 0.6475(7) 0.029(3) Uani 1 1 d . . . N18 N 0.1537(14) -0.1083(10) 0.5513(8) 0.037(4) Uani 1 1 d . . . H4 H 0.1119 -0.1624 0.5140 0.044 Uiso 1 1 calc R . . N19 N 0.5367(13) 0.1802(8) 0.6523(7) 0.027(3) Uani 1 1 d . . . N20 N 0.6103(12) 0.0404(8) 0.6818(7) 0.025(3) Uani 1 1 d . . . N21 N 0.6971(13) -0.0469(9) 0.6151(9) 0.038(4) Uani 1 1 d . . . H10 H 0.7296 -0.0903 0.6023 0.045 Uiso 1 1 calc R . . N22 N 0.4040(13) 0.0954(9) 0.8983(8) 0.031(3) Uani 1 1 d . . . N23 N 0.4492(14) 0.7427(11) 0.6267(11) 0.041(4) Uani 1 1 d . . . N24 N 0.789(2) 0.7761(15) 0.9615(14) 0.080(6) Uani 1 1 d . . . N25 N 0.7900(17) 0.7631(13) 0.5304(10) 0.052(4) Uani 1 1 d . . . N26 N 0.0998(15) 0.7460(11) 0.3702(11) 0.052(5) Uani 1 1 d . . . O1 O 1.1149(10) 0.4698(7) 0.1695(6) 0.033(3) Uani 1 1 d . . . O2 O 0.9448(10) 0.3548(7) 0.0807(6) 0.032(3) Uani 1 1 d . . . O3 O 1.0797(12) 0.4360(9) 0.0379(7) 0.060(4) Uani 1 1 d . . . O4 O 0.3533(10) 0.0407(7) 0.8247(6) 0.030(3) Uani 1 1 d . . . O5 O 0.4894(10) 0.1698(7) 0.9095(6) 0.031(3) Uani 1 1 d . . . O6 O 0.3722(14) 0.0804(9) 0.9545(7) 0.065(4) Uani 1 1 d . . . O7 O 0.4315(16) 0.7617(9) 0.5630(8) 0.072(5) Uani 1 1 d . . . O8 O 0.4501(16) 0.7974(10) 0.6883(9) 0.073(4) Uani 1 1 d . . . O9 O 0.4655(14) 0.6708(10) 0.6319(9) 0.068(4) Uani 1 1 d . . . O10 O 0.877(2) 0.8448(12) 0.9828(11) 0.104(7) Uani 1 1 d . . . O11 O 0.686(2) 0.7670(12) 0.9034(15) 0.118(5) Uani 1 1 d . . . O12 O 0.8096(18) 0.7050(12) 0.9746(14) 0.118(5) Uani 1 1 d . . . O13 O 0.8252(12) 0.7740(8) 0.4740(8) 0.050(3) Uani 1 1 d . . . O14 O 0.7276(17) 0.6873(12) 0.5290(9) 0.075(4) Uani 1 1 d . . . O15 O 0.8198(16) 0.8296(11) 0.5948(9) 0.092(6) Uani 1 1 d . . . O16 O 0.1264(14) 0.7328(9) 0.4388(8) 0.056(4) Uani 1 1 d . . . O17 O 0.0348(14) 0.7961(10) 0.3518(9) 0.064(4) Uani 1 1 d . . . O18 O 0.1410(14) 0.7098(9) 0.3166(8) 0.064(4) Uani 1 1 d . . . O19 O 0.4304(18) 0.4434(9) 0.1329(11) 0.079(5) Uani 1 1 d . . . H19 H 0.3886 0.3917 0.0978 0.119 Uiso 1 1 calc R . . O20 O 0.9643(18) 0.8044(11) 0.1860(13) 0.105(6) Uani 1 1 d . . . H20 H 0.9021 0.7687 0.1417 0.157 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 C1 0.048(11) 0.031(10) 0.021(9) 0.001(8) 0.011(9) -0.007(9) C2 0.031(9) 0.044(11) 0.033(10) 0.009(8) 0.022(8) 0.013(8) C3 0.035(7) 0.053(8) 0.025(6) 0.010(6) 0.018(6) 0.029(6) C4 0.039(11) 0.026(10) 0.031(10) -0.002(8) 0.021(9) 0.015(9) C5 0.039(10) 0.038(11) 0.032(10) 0.011(9) 0.020(8) 0.015(10) C6 0.037(10) 0.057(13) 0.025(10) 0.006(9) 0.017(9) 0.018(10) C7 0.039(10) 0.045(11) 0.038(10) 0.014(9) 0.018(9) 0.024(9) C8 0.058(12) 0.055(12) 0.040(11) 0.024(9) 0.042(10) 0.042(10) C9 0.035(7) 0.053(8) 0.025(6) 0.010(6) 0.018(6) 0.029(6) C10 0.036(11) 0.063(13) 0.029(10) 0.020(10) 0.014(9) 0.025(10) C11 0.033(11) 0.081(15) 0.037(11) 0.036(11) 0.020(10) 0.025(11) C12 0.049(12) 0.032(10) 0.014(9) 0.006(8) 0.021(8) -0.001(9) C13 0.041(10) 0.031(10) 0.041(11) 0.014(8) 0.025(9) 0.012(8) C14 0.048(11) 0.028(10) 0.030(10) 0.011(8) 0.017(9) 0.008(8) C15 0.033(7) 0.040(7) 0.027(7) 0.007(6) 0.020(6) 0.013(6) C16 0.033(7) 0.040(7) 0.027(7) 0.007(6) 0.020(6) 0.013(6) C17 0.039(10) 0.030(10) 0.046(11) 0.013(9) 0.018(9) 0.013(8) C18 0.038(10) 0.035(11) 0.027(9) 0.014(8) 0.028(8) 0.012(8) C19 0.066(9) 0.024(7) 0.037(8) -0.001(6) 0.036(7) 0.009(7) C20 0.031(10) 0.045(11) 0.017(9) 0.000(8) -0.001(8) -0.012(9) C21 0.029(7) 0.064(9) 0.027(7) 0.020(7) 0.020(6) 0.026(7) C22 0.043(11) 0.049(11) 0.017(9) 0.017(8) 0.019(8) 0.028(9) C23 0.067(15) 0.11(2) 0.029(11) 0.025(12) 0.021(11) 0.068(16) C24 0.065(14) 0.096(18) 0.034(11) 0.038(11) 0.040(11) 0.054(13) C25 0.066(9) 0.024(7) 0.037(8) -0.001(6) 0.036(7) 0.009(7) C26 0.058(12) 0.028(10) 0.041(11) 0.012(8) 0.031(10) 0.026(9) C27 0.029(7) 0.064(9) 0.027(7) 0.020(7) 0.020(6) 0.026(7) C28 0.025(9) 0.009(8) 0.039(10) 0.005(8) 0.009(8) -0.009(8) C29 0.021(9) 0.040(11) 0.053(12) 0.030(10) 0.010(9) 0.001(9) C30 0.048(12) 0.031(10) 0.026(9) 0.009(8) 0.032(9) 0.012(9) C31 0.045(11) 0.030(10) 0.039(11) 0.020(8) 0.019(9) 0.012(8) C32 0.037(10) 0.040(11) 0.027(9) 0.015(8) 0.017(8) 0.008(8) C33 0.035(10) 0.039(11) 0.026(9) 0.012(8) 0.022(8) 0.011(8) C34 0.029(9) 0.020(9) 0.017(9) -0.002(7) 0.012(7) -0.007(8) C35 0.042(10) 0.028(10) 0.021(9) -0.006(8) 0.020(8) 0.005(8) C36 0.024(9) 0.047(11) 0.030(10) 0.013(8) 0.023(8) 0.010(8) C37 0.069(14) 0.054(14) 0.104(19) 0.014(13) 0.063(15) 0.038(12) C38 0.058(14) 0.064(16) 0.12(2) 0.035(15) 0.052(15) 0.015(12) Eu1 0.0279(5) 0.0275(5) 0.0211(5) 0.0062(4) 0.0179(4) 0.0059(4) Eu2 0.0226(5) 0.0227(5) 0.0185(5) 0.0061(3) 0.0132(4) 0.0049(4) N1 0.043(8) 0.023(7) 0.037(8) 0.008(6) 0.032(7) 0.003(7) N2 0.054(7) 0.047(7) 0.017(5) 0.002(5) 0.015(5) -0.005(6) N3 0.022(8) 0.037(9) 0.043(9) 0.022(7) 0.014(7) 0.010(7) N4 0.056(10) 0.035(9) 0.056(10) 0.023(8) 0.038(9) 0.028(9) N5 0.054(7) 0.047(7) 0.017(5) 0.002(5) 0.015(5) -0.005(6) N6 0.038(8) 0.024(8) 0.013(7) -0.008(6) 0.016(6) -0.008(7) N7 0.040(10) 0.054(10) 0.028(8) 0.016(7) 0.014(8) 0.006(8) N8 0.036(8) 0.012(7) 0.027(7) -0.001(6) 0.015(7) 0.003(6) N9 0.030(7) 0.027(8) 0.021(7) 0.009(6) 0.015(6) 0.013(6) N10 0.043(9) 0.036(9) 0.034(8) 0.010(7) 0.023(7) 0.012(7) N11 0.030(8) 0.051(10) 0.023(9) 0.011(8) 0.019(7) 0.005(8) N12 0.033(8) 0.020(7) 0.035(8) 0.004(6) 0.023(7) 0.008(6) N13 0.039(8) 0.034(8) 0.024(8) 0.005(7) 0.020(7) -0.003(7) N14 0.036(9) 0.045(9) 0.024(8) 0.024(7) 0.021(7) 0.019(7) N15 0.058(11) 0.077(13) 0.066(12) 0.043(11) 0.046(10) 0.043(11) N16 0.018(7) 0.044(9) 0.026(7) 0.010(7) 0.010(6) 0.016(7) N17 0.033(8) 0.028(8) 0.016(7) -0.006(6) 0.010(6) 0.004(6) N18 0.034(9) 0.036(9) 0.024(8) 0.014(7) 0.003(7) -0.010(7) N19 0.037(8) 0.024(8) 0.020(7) 0.012(6) 0.013(6) 0.005(6) N20 0.025(7) 0.027(8) 0.028(8) 0.013(6) 0.017(6) 0.004(6) N21 0.037(8) 0.039(9) 0.043(9) 0.010(8) 0.019(8) 0.020(7) N22 0.037(8) 0.032(9) 0.027(9) 0.005(7) 0.025(7) 0.005(7) N23 0.034(9) 0.042(10) 0.061(12) 0.033(10) 0.020(8) 0.020(8) N24 0.097(16) 0.052(13) 0.097(16) 0.022(12) 0.021(14) 0.054(12) N25 0.064(12) 0.062(13) 0.045(11) 0.010(10) 0.030(10) 0.044(10) N26 0.031(9) 0.049(11) 0.056(13) -0.010(10) 0.019(9) -0.001(8) O1 0.034(6) 0.036(7) 0.018(7) 0.002(5) 0.016(5) -0.008(5) O2 0.022(6) 0.038(7) 0.032(6) 0.003(5) 0.021(5) -0.002(6) O3 0.047(8) 0.083(10) 0.031(7) 0.014(7) 0.025(6) -0.019(7) O4 0.035(6) 0.026(6) 0.026(7) -0.002(5) 0.021(5) 0.000(5) O5 0.029(6) 0.024(6) 0.038(7) 0.010(5) 0.019(5) -0.004(5) O6 0.084(10) 0.062(9) 0.024(7) -0.001(6) 0.032(7) -0.022(8) O7 0.125(14) 0.039(8) 0.030(8) 0.013(7) 0.013(8) 0.011(8) O8 0.104(12) 0.063(10) 0.055(9) 0.008(8) 0.045(9) 0.022(9) O9 0.071(10) 0.055(10) 0.068(10) 0.029(8) 0.009(8) 0.017(8) O10 0.134(17) 0.053(11) 0.087(13) 0.008(10) 0.016(12) 0.012(12) O11 0.094(10) 0.066(9) 0.161(14) 0.037(9) 0.009(10) 0.021(8) O12 0.094(10) 0.066(9) 0.161(14) 0.037(9) 0.009(10) 0.021(8) O13 0.044(8) 0.046(8) 0.034(8) 0.001(6) -0.001(7) -0.002(6) O14 0.106(13) 0.076(12) 0.061(10) 0.023(9) 0.049(9) 0.040(10) O15 0.093(12) 0.109(13) 0.057(10) -0.023(9) 0.004(9) 0.079(11) O16 0.080(10) 0.062(9) 0.025(8) 0.002(7) 0.020(7) 0.029(8) O17 0.055(9) 0.083(11) 0.069(10) 0.022(9) 0.032(8) 0.040(9) O18 0.071(10) 0.068(10) 0.053(9) 0.008(7) 0.033(8) 0.023(8) O19 0.110(14) 0.045(9) 0.094(13) 0.017(9) 0.055(11) 0.027(9) O20 0.099(14) 0.069(12) 0.147(18) 0.005(11) 0.072(13) 0.022(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 N1 1.48(2) . ? C1 C2 1.54(2) . ? C1 H19A 0.9900 . ? C1 H19B 0.9900 . ? C2 N2 1.47(2) . ? C2 H20A 0.9900 . ? C2 H20B 0.9900 . ? C3 N2 1.30(2) . ? C3 C4 1.44(2) . ? C3 H21 0.9500 . ? C4 C5 1.33(2) . ? C4 N3 1.33(2) . ? C5 N4 1.33(2) . ? C5 H23 0.9500 . ? C6 N3 1.33(2) . ? C6 N4 1.38(2) . ? C6 H24 0.9500 . ? C7 N1 1.47(2) . ? C7 C8 1.50(2) . ? C7 H25A 0.9900 . ? C7 H25B 0.9900 . ? C8 N5 1.52(2) . ? C8 H26A 0.9900 . ? C8 H26B 0.9900 . ? C9 N5 1.269(19) . ? C9 C10 1.49(2) . ? C9 H27 0.9500 . ? C10 C11 1.33(2) . ? C10 N6 1.34(2) . ? C11 N7 1.38(2) . ? C11 H29 0.9500 . ? C12 N6 1.306(19) . ? C12 N7 1.36(2) . ? C12 H30 0.9500 . ? C13 N1 1.52(2) . ? C13 C14 1.52(2) . ? C13 H31A 0.9900 . ? C13 H31B 0.9900 . ? C14 N8 1.45(2) . ? C14 H32A 0.9900 . ? C14 H32B 0.9900 . ? C15 N8 1.263(19) . ? C15 C16 1.43(2) . ? C15 H33 0.9500 . ? C16 C17 1.35(2) . ? C16 N9 1.39(2) . ? C17 N10 1.37(2) . ? C17 H35 0.9500 . ? C18 N9 1.325(19) . ? C18 N10 1.330(19) . ? C18 H36 0.9500 . ? C19 N12 1.48(2) . ? C19 C20 1.50(2) . ? C19 H7A 0.9900 . ? C19 H7B 0.9900 . ? C20 N13 1.47(2) . ? C20 H8A 0.9900 . ? C20 H8B 0.9900 . ? C21 N13 1.28(2) . ? C21 C22 1.44(2) . ? C21 H9 0.9500 . ? C22 N14 1.39(2) . ? C22 C23 1.39(2) . ? C23 N15 1.32(3) . ? C23 H11 0.9500 . ? C24 N14 1.30(2) . ? C24 N15 1.32(2) . ? C24 H12 0.9500 . ? C25 N12 1.46(2) . ? C25 C26 1.50(2) . ? C25 H1A 0.9900 . ? C25 H1B 0.9900 . ? C26 N16 1.49(2) . ? C26 H2A 0.9900 . ? C26 H2B 0.9900 . ? C27 N16 1.272(19) . ? C27 C28 1.44(2) . ? C27 H3 0.9500 . ? C28 C29 1.35(2) . ? C28 N17 1.38(2) . ? C29 N18 1.35(2) . ? C29 H5 0.9500 . ? C30 N17 1.321(19) . ? C30 N18 1.35(2) . ? C30 H6 0.9500 . ? C31 N12 1.50(2) . ? C31 C32 1.51(2) . ? C31 H13A 0.9900 . ? C31 H13B 0.9900 . ? C32 N19 1.45(2) . ? C32 H14A 0.9900 . ? C32 H14B 0.9900 . ? C33 N19 1.289(19) . ? C33 C34 1.44(2) . ? C33 H15 0.9500 . ? C34 C35 1.35(2) . ? C34 N20 1.384(19) . ? C35 N21 1.37(2) . ? C35 H17 0.9500 . ? C36 N20 1.32(2) . ? C36 N21 1.32(2) . ? C36 H18A 0.9500 . ? C37 O19 1.49(3) . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 O20 1.41(3) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? Eu1 O2 2.457(10) . ? Eu1 O1 2.480(10) . ? Eu1 N8 2.496(13) . ? Eu1 N2 2.507(15) . ? Eu1 N5 2.510(9) . ? Eu1 N9 2.533(12) . ? Eu1 N3 2.556(13) . ? Eu1 N6 2.575(12) . ? Eu1 N1 2.712(12) . ? Eu1 N11 2.863(13) . ? Eu2 O4 2.470(10) . ? Eu2 N13 2.486(13) . ? Eu2 O5 2.495(10) . ? Eu2 N19 2.498(12) . ? Eu2 N14 2.503(13) . ? Eu2 N17 2.515(12) . ? Eu2 N16 2.517(12) . ? Eu2 N20 2.533(13) . ? Eu2 N12 2.659(12) . ? Eu2 N22 2.899(13) . ? N4 H15A 0.8800 . ? N7 H18 0.8800 . ? N10 H39 0.8800 . ? N11 O3 1.205(17) . ? N11 O1 1.266(15) . ? N11 O2 1.269(16) . ? N15 H7 0.8800 . ? N18 H4 0.8800 . ? N21 H10 0.8800 . ? N22 O6 1.197(17) . ? N22 O4 1.263(15) . ? N22 O5 1.265(16) . ? N23 O7 1.199(19) . ? N23 O9 1.233(18) . ? N23 O8 1.233(19) . ? N24 O10 1.18(2) . ? N24 O11 1.24(2) . ? N24 O12 1.27(2) . ? N25 O13 1.20(2) . ? N25 O14 1.24(2) . ? N25 O15 1.269(19) . ? N26 O16 1.23(2) . ? N26 O17 1.24(2) . ? N26 O18 1.259(19) . ? O19 H19 0.8400 . ? O20 H20 0.8400 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 110.6(12) . . ? N1 C1 H19A 109.5 . . ? C2 C1 H19A 109.5 . . ? N1 C1 H19B 109.5 . . ? C2 C1 H19B 109.5 . . ? H19A C1 H19B 108.1 . . ? N2 C2 C1 107.4(13) . . ? N2 C2 H20A 110.2 . . ? C1 C2 H20A 110.2 . . ? N2 C2 H20B 110.2 . . ? C1 C2 H20B 110.2 . . ? H20A C2 H20B 108.5 . . ? N2 C3 C4 119.5(16) . . ? N2 C3 H21 120.3 . . ? C4 C3 H21 120.3 . . ? C5 C4 N3 111.7(15) . . ? C5 C4 C3 130.6(16) . . ? N3 C4 C3 117.7(15) . . ? C4 C5 N4 107.9(16) . . ? C4 C5 H23 126.1 . . ? N4 C5 H23 126.1 . . ? N3 C6 N4 110.8(15) . . ? N3 C6 H24 124.6 . . ? N4 C6 H24 124.6 . . ? N1 C7 C8 113.5(13) . . ? N1 C7 H25A 108.9 . . ? C8 C7 H25A 108.9 . . ? N1 C7 H25B 108.9 . . ? C8 C7 H25B 108.9 . . ? H25A C7 H25B 107.7 . . ? C7 C8 N5 108.0(13) . . ? C7 C8 H26A 110.1 . . ? N5 C8 H26A 110.1 . . ? C7 C8 H26B 110.1 . . ? N5 C8 H26B 110.1 . . ? H26A C8 H26B 108.4 . . ? N5 C9 C10 115.8(14) . . ? N5 C9 H27 122.1 . . ? C10 C9 H27 122.1 . . ? C11 C10 N6 112.0(16) . . ? C11 C10 C9 127.1(17) . . ? N6 C10 C9 120.4(15) . . ? C10 C11 N7 104.3(15) . . ? C10 C11 H29 127.8 . . ? N7 C11 H29 127.8 . . ? N6 C12 N7 109.0(16) . . ? N6 C12 H30 125.5 . . ? N7 C12 H30 125.5 . . ? N1 C13 C14 113.7(13) . . ? N1 C13 H31A 108.8 . . ? C14 C13 H31A 108.8 . . ? N1 C13 H31B 108.8 . . ? C14 C13 H31B 108.8 . . ? H31A C13 H31B 107.7 . . ? N8 C14 C13 108.2(13) . . ? N8 C14 H32A 110.1 . . ? C13 C14 H32A 110.1 . . ? N8 C14 H32B 110.1 . . ? C13 C14 H32B 110.1 . . ? H32A C14 H32B 108.4 . . ? N8 C15 C16 119.7(15) . . ? N8 C15 H33 120.1 . . ? C16 C15 H33 120.1 . . ? C17 C16 N9 109.2(15) . . ? C17 C16 C15 134.1(16) . . ? N9 C16 C15 116.7(14) . . ? C16 C17 N10 106.5(16) . . ? C16 C17 H35 126.8 . . ? N10 C17 H35 126.8 . . ? N9 C18 N10 111.3(14) . . ? N9 C18 H36 124.3 . . ? N10 C18 H36 124.3 . . ? N12 C19 C20 112.6(12) . . ? N12 C19 H7A 109.1 . . ? C20 C19 H7A 109.1 . . ? N12 C19 H7B 109.1 . . ? C20 C19 H7B 109.1 . . ? H7A C19 H7B 107.8 . . ? N13 C20 C19 109.3(14) . . ? N13 C20 H8A 109.8 . . ? C19 C20 H8A 109.8 . . ? N13 C20 H8B 109.8 . . ? C19 C20 H8B 109.8 . . ? H8A C20 H8B 108.3 . . ? N13 C21 C22 118.3(15) . . ? N13 C21 H9 120.9 . . ? C22 C21 H9 120.9 . . ? N14 C22 C23 108.2(17) . . ? N14 C22 C21 118.1(14) . . ? C23 C22 C21 133.7(18) . . ? N15 C23 C22 106.7(18) . . ? N15 C23 H11 126.7 . . ? C22 C23 H11 126.7 . . ? N14 C24 N15 115(2) . . ? N14 C24 H12 122.7 . . ? N15 C24 H12 122.7 . . ? N12 C25 C26 112.0(12) . . ? N12 C25 H1A 109.2 . . ? C26 C25 H1A 109.2 . . ? N12 C25 H1B 109.2 . . ? C26 C25 H1B 109.2 . . ? H1A C25 H1B 107.9 . . ? N16 C26 C25 107.9(13) . . ? N16 C26 H2A 110.1 . . ? C25 C26 H2A 110.1 . . ? N16 C26 H2B 110.1 . . ? C25 C26 H2B 110.1 . . ? H2A C26 H2B 108.4 . . ? N16 C27 C28 119.5(14) . . ? N16 C27 H3 120.2 . . ? C28 C27 H3 120.2 . . ? C29 C28 N17 109.9(14) . . ? C29 C28 C27 130.9(16) . . ? N17 C28 C27 119.0(13) . . ? N18 C29 C28 104.2(14) . . ? N18 C29 H5 127.9 . . ? C28 C29 H5 127.9 . . ? N17 C30 N18 107.7(15) . . ? N17 C30 H6 126.2 . . ? N18 C30 H6 126.2 . . ? N12 C31 C32 113.7(13) . . ? N12 C31 H13A 108.8 . . ? C32 C31 H13A 108.8 . . ? N12 C31 H13B 108.8 . . ? C32 C31 H13B 108.8 . . ? H13A C31 H13B 107.7 . . ? N19 C32 C31 108.7(13) . . ? N19 C32 H14A 109.9 . . ? C31 C32 H14A 109.9 . . ? N19 C32 H14B 109.9 . . ? C31 C32 H14B 109.9 . . ? H14A C32 H14B 108.3 . . ? N19 C33 C34 117.8(14) . . ? N19 C33 H15 121.1 . . ? C34 C33 H15 121.1 . . ? C35 C34 N20 110.2(15) . . ? C35 C34 C33 132.4(15) . . ? N20 C34 C33 117.3(13) . . ? C34 C35 N21 106.4(14) . . ? C34 C35 H17 126.8 . . ? N21 C35 H17 126.8 . . ? N20 C36 N21 113.9(15) . . ? N20 C36 H18A 123.0 . . ? N21 C36 H18A 123.0 . . ? O19 C37 H37A 109.5 . . ? O19 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? O19 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? O20 C38 H38A 109.5 . . ? O20 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? O20 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? O2 Eu1 O1 52.1(3) . . ? O2 Eu1 N8 143.7(4) . . ? O1 Eu1 N8 148.0(4) . . ? O2 Eu1 N2 76.8(4) . . ? O1 Eu1 N2 121.0(4) . . ? N8 Eu1 N2 90.6(4) . . ? O2 Eu1 N5 82.9(4) . . ? O1 Eu1 N5 76.6(4) . . ? N8 Eu1 N5 79.1(4) . . ? N2 Eu1 N5 129.1(5) . . ? O2 Eu1 N9 144.5(4) . . ? O1 Eu1 N9 120.0(4) . . ? N8 Eu1 N9 64.4(4) . . ? N2 Eu1 N9 83.8(4) . . ? N5 Eu1 N9 131.7(4) . . ? O2 Eu1 N3 72.7(4) . . ? O1 Eu1 N3 73.0(4) . . ? N8 Eu1 N3 131.9(4) . . ? N2 Eu1 N3 64.4(5) . . ? N5 Eu1 N3 148.7(4) . . ? N9 Eu1 N3 72.1(4) . . ? O2 Eu1 N6 119.8(4) . . ? O1 Eu1 N6 71.0(4) . . ? N8 Eu1 N6 80.0(4) . . ? N2 Eu1 N6 161.7(4) . . ? N5 Eu1 N6 64.8(4) . . ? N9 Eu1 N6 78.0(4) . . ? N3 Eu1 N6 110.8(4) . . ? O2 Eu1 N1 78.2(4) . . ? O1 Eu1 N1 119.8(4) . . ? N8 Eu1 N1 65.6(4) . . ? N2 Eu1 N1 66.0(5) . . ? N5 Eu1 N1 64.3(4) . . ? N9 Eu1 N1 120.2(4) . . ? N3 Eu1 N1 126.7(4) . . ? N6 Eu1 N1 122.4(4) . . ? O2 Eu1 N11 26.2(3) . . ? O1 Eu1 N11 26.2(3) . . ? N8 Eu1 N11 159.6(4) . . ? N2 Eu1 N11 97.8(4) . . ? N5 Eu1 N11 81.2(4) . . ? N9 Eu1 N11 134.8(4) . . ? N3 Eu1 N11 68.3(4) . . ? N6 Eu1 N11 96.3(4) . . ? N1 Eu1 N11 100.9(4) . . ? O4 Eu2 N13 122.2(4) . . ? O4 Eu2 O5 51.2(3) . . ? N13 Eu2 O5 79.6(4) . . ? O4 Eu2 N19 148.0(4) . . ? N13 Eu2 N19 89.5(4) . . ? O5 Eu2 N19 143.4(4) . . ? O4 Eu2 N14 72.9(4) . . ? N13 Eu2 N14 65.7(5) . . ? O5 Eu2 N14 75.0(4) . . ? N19 Eu2 N14 131.5(4) . . ? O4 Eu2 N17 71.6(4) . . ? N13 Eu2 N17 157.8(4) . . ? O5 Eu2 N17 119.9(4) . . ? N19 Eu2 N17 80.2(4) . . ? N14 Eu2 N17 107.0(4) . . ? O4 Eu2 N16 77.6(4) . . ? N13 Eu2 N16 130.9(5) . . ? O5 Eu2 N16 83.8(4) . . ? N19 Eu2 N16 77.4(4) . . ? N14 Eu2 N16 150.2(4) . . ? N17 Eu2 N16 66.0(4) . . ? O4 Eu2 N20 120.0(4) . . ? N13 Eu2 N20 82.9(4) . . ? O5 Eu2 N20 146.2(4) . . ? N19 Eu2 N20 64.3(4) . . ? N14 Eu2 N20 71.4(4) . . ? N17 Eu2 N20 74.9(4) . . ? N16 Eu2 N20 128.9(4) . . ? O4 Eu2 N12 118.5(4) . . ? N13 Eu2 N12 67.9(4) . . ? O5 Eu2 N12 77.8(4) . . ? N19 Eu2 N12 65.8(4) . . ? N14 Eu2 N12 129.4(4) . . ? N17 Eu2 N12 123.5(4) . . ? N16 Eu2 N12 63.5(4) . . ? N20 Eu2 N12 121.5(4) . . ? O4 Eu2 N22 25.6(3) . . ? N13 Eu2 N22 99.9(4) . . ? O5 Eu2 N22 25.8(3) . . ? N19 Eu2 N22 158.7(4) . . ? N14 Eu2 N22 69.6(4) . . ? N17 Eu2 N22 96.5(4) . . ? N16 Eu2 N22 82.1(4) . . ? N20 Eu2 N22 135.4(4) . . ? N12 Eu2 N22 100.0(4) . . ? C7 N1 C1 109.9(12) . . ? C7 N1 C13 111.7(13) . . ? C1 N1 C13 107.6(12) . . ? C7 N1 Eu1 105.5(9) . . ? C1 N1 Eu1 110.3(10) . . ? C13 N1 Eu1 111.7(9) . . ? C3 N2 C2 120.7(15) . . ? C3 N2 Eu1 119.8(12) . . ? C2 N2 Eu1 118.6(11) . . ? C6 N3 C4 104.2(14) . . ? C6 N3 Eu1 137.7(11) . . ? C4 N3 Eu1 117.9(11) . . ? C5 N4 C6 105.2(15) . . ? C5 N4 H15A 127.4 . . ? C6 N4 H15A 127.4 . . ? C9 N5 C8 114.5(12) . . ? C9 N5 Eu1 122.6(10) . . ? C8 N5 Eu1 122.7(9) . . ? C12 N6 C10 106.9(14) . . ? C12 N6 Eu1 137.7(12) . . ? C10 N6 Eu1 114.6(10) . . ? C12 N7 C11 107.8(15) . . ? C12 N7 H18 126.1 . . ? C11 N7 H18 126.1 . . ? C15 N8 C14 121.0(14) . . ? C15 N8 Eu1 121.7(11) . . ? C14 N8 Eu1 117.2(9) . . ? C18 N9 C16 105.4(12) . . ? C18 N9 Eu1 137.1(10) . . ? C16 N9 Eu1 117.4(10) . . ? C18 N10 C17 107.6(14) . . ? C18 N10 H39 126.2 . . ? C17 N10 H39 126.2 . . ? O3 N11 O1 120.7(13) . . ? O3 N11 O2 121.5(13) . . ? O1 N11 O2 117.7(12) . . ? O3 N11 Eu1 174.0(12) . . ? O1 N11 Eu1 59.8(7) . . ? O2 N11 Eu1 58.8(7) . . ? C25 N12 C19 110.1(12) . . ? C25 N12 C31 112.0(13) . . ? C19 N12 C31 107.3(12) . . ? C25 N12 Eu2 106.2(9) . . ? C19 N12 Eu2 108.0(9) . . ? C31 N12 Eu2 113.3(9) . . ? C21 N13 C20 121.8(14) . . ? C21 N13 Eu2 121.1(12) . . ? C20 N13 Eu2 116.9(10) . . ? C24 N14 C22 103.2(14) . . ? C24 N14 Eu2 140.0(13) . . ? C22 N14 Eu2 116.2(10) . . ? C23 N15 C24 107.3(18) . . ? C23 N15 H7 126.4 . . ? C24 N15 H7 126.4 . . ? C27 N16 C26 118.3(13) . . ? C27 N16 Eu2 119.2(11) . . ? C26 N16 Eu2 122.3(9) . . ? C30 N17 C28 107.0(13) . . ? C30 N17 Eu2 137.3(11) . . ? C28 N17 Eu2 115.3(9) . . ? C30 N18 C29 111.2(14) . . ? C30 N18 H4 124.4 . . ? C29 N18 H4 124.4 . . ? C33 N19 C32 120.0(13) . . ? C33 N19 Eu2 122.6(11) . . ? C32 N19 Eu2 117.4(9) . . ? C36 N20 C34 103.3(12) . . ? C36 N20 Eu2 138.8(10) . . ? C34 N20 Eu2 117.9(10) . . ? C36 N21 C35 106.2(14) . . ? C36 N21 H10 126.9 . . ? C35 N21 H10 126.9 . . ? O6 N22 O4 123.1(13) . . ? O6 N22 O5 120.9(13) . . ? O4 N22 O5 116.0(12) . . ? O6 N22 Eu2 173.2(13) . . ? O4 N22 Eu2 57.8(7) . . ? O5 N22 Eu2 59.0(7) . . ? O7 N23 O9 122.1(18) . . ? O7 N23 O8 118.0(16) . . ? O9 N23 O8 119.9(17) . . ? O10 N24 O11 116(2) . . ? O10 N24 O12 122(2) . . ? O11 N24 O12 118(2) . . ? O13 N25 O14 121.6(16) . . ? O13 N25 O15 120(2) . . ? O14 N25 O15 118.1(19) . . ? O16 N26 O17 122.0(16) . . ? O16 N26 O18 120.3(18) . . ? O17 N26 O18 117.7(19) . . ? N11 O1 Eu1 94.1(8) . . ? N11 O2 Eu1 95.0(8) . . ? N22 O4 Eu2 96.6(8) . . ? N22 O5 Eu2 95.3(8) . . ? C37 O19 H19 109.5 . . ? C38 O20 H20 109.5 . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 21.82 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 7.737 _refine_diff_density_min -1.449 _refine_diff_density_rms 0.233 # Attachment '- 8_GdH3L.cif' data_8_GdH3L _database_code_depnum_ccdc_archive 'CCDC 789731' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H28 Gd N13 O10' _chemical_formula_weight 755.79 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.145(4) _cell_length_b 16.089(7) _cell_length_c 17.548(7) _cell_angle_alpha 102.336(6) _cell_angle_beta 107.675(6) _cell_angle_gamma 104.145(6) _cell_volume 2762.4(19) _cell_formula_units_Z 4 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 2901 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 22.79 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.817 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1508 _exptl_absorpt_coefficient_mu 2.478 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.4951 _exptl_absorpt_correction_T_max 0.6116 _exptl_absorpt_process_details 'SADABS; Sheldrick 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.333 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 12358 _diffrn_reflns_av_R_equivalents 0.0577 _diffrn_reflns_av_sigmaI/netI 0.1186 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 1.28 _diffrn_reflns_theta_max 23.53 _reflns_number_total 8075 _reflns_number_gt 5757 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0432P)^2^+66.3552P] 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 8075 _refine_ls_number_parameters 743 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1298 _refine_ls_R_factor_gt 0.0929 _refine_ls_wR_factor_ref 0.1954 _refine_ls_wR_factor_gt 0.1798 _refine_ls_goodness_of_fit_ref 1.117 _refine_ls_restrained_S_all 1.117 _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 0.7129(18) 0.1875(12) 0.1103(12) 0.033(5) Uani 1 1 d . . . H19A H 0.6651 0.1241 0.1031 0.040 Uiso 1 1 calc R . . H19B H 0.7247 0.1894 0.0570 0.040 Uiso 1 1 calc R . . C2 C 0.6270(17) 0.2436(11) 0.1255(11) 0.033(5) Uani 1 1 d . . . H20A H 0.5403 0.2215 0.0775 0.039 Uiso 1 1 calc R . . H20B H 0.6099 0.2409 0.1773 0.039 Uiso 1 1 calc R . . C3 C 0.6517(18) 0.3808(12) 0.0904(11) 0.028(2) Uani 1 1 d . . . H21 H 0.5615 0.3550 0.0519 0.034 Uiso 1 1 calc R . . C4 C 0.7276(18) 0.4681(11) 0.0978(10) 0.024(4) Uani 1 1 d . . . C5 C 0.6992(18) 0.5289(13) 0.0590(11) 0.033(5) Uani 1 1 d . . . H23 H 0.6163 0.5209 0.0169 0.039 Uiso 1 1 calc R . . C6 C 0.8994(18) 0.5833(14) 0.1473(11) 0.036(5) Uani 1 1 d . . . H24 H 0.9869 0.6246 0.1798 0.043 Uiso 1 1 calc R . . C7 C 0.9400(19) 0.1808(12) 0.1468(12) 0.037(5) Uani 1 1 d . . . H25A H 0.9084 0.1141 0.1312 0.044 Uiso 1 1 calc R . . H25B H 0.9412 0.1970 0.0956 0.044 Uiso 1 1 calc R . . C8 C 1.0771(18) 0.2167(13) 0.2107(11) 0.040(5) Uani 1 1 d . . . H26A H 1.1409 0.2069 0.1838 0.047 Uiso 1 1 calc R . . H26B H 1.0837 0.1848 0.2535 0.047 Uiso 1 1 calc R . . C9 C 1.2360(18) 0.3562(12) 0.3044(11) 0.028(2) Uani 1 1 d . . . H27 H 1.3000 0.3260 0.3107 0.034 Uiso 1 1 calc R . . C10 C 1.2678(17) 0.4474(13) 0.3503(10) 0.029(4) Uani 1 1 d . . . C11 C 1.381(2) 0.5064(16) 0.4106(13) 0.049(6) Uani 1 1 d . . . H29 H 1.4650 0.4968 0.4273 0.059 Uiso 1 1 calc R . . C12 C 1.2302(17) 0.5666(12) 0.4034(11) 0.031(4) Uani 1 1 d . . . H30 H 1.1857 0.6085 0.4144 0.037 Uiso 1 1 calc R . . C13 C 0.8295(19) 0.1837(12) 0.2488(11) 0.037(5) Uani 1 1 d . . . H31A H 0.8496 0.1266 0.2437 0.044 Uiso 1 1 calc R . . H31B H 0.7354 0.1702 0.2437 0.044 Uiso 1 1 calc R . . C14 C 0.9175(18) 0.2486(12) 0.3351(11) 0.032(4) Uani 1 1 d . . . H32A H 0.8883 0.2290 0.3783 0.038 Uiso 1 1 calc R . . H32B H 1.0113 0.2510 0.3477 0.038 Uiso 1 1 calc R . . C15 C 0.8694(17) 0.3778(12) 0.3895(11) 0.028(2) Uani 1 1 d . . . H33 H 0.8507 0.3518 0.4302 0.034 Uiso 1 1 calc R . . C16 C 0.8565(17) 0.4635(12) 0.3884(10) 0.027(4) Uani 1 1 d . . . C17 C 0.823(2) 0.5267(12) 0.4368(11) 0.037(5) Uani 1 1 d . . . H35 H 0.8014 0.5233 0.4846 0.044 Uiso 1 1 calc R . . C18 C 0.8638(16) 0.5751(12) 0.3365(11) 0.031(4) Uani 1 1 d . . . H36 H 0.8769 0.6137 0.3035 0.037 Uiso 1 1 calc R . . C19 C 0.6829(17) 0.3473(13) 0.8742(11) 0.041(5) Uani 1 1 d . . . H7A H 0.6670 0.3425 0.9258 0.049 Uiso 1 1 calc R . . H7B H 0.7137 0.4121 0.8792 0.049 Uiso 1 1 calc R . . C20 C 0.7916(18) 0.3080(13) 0.8677(11) 0.037(5) Uani 1 1 d . . . H8A H 0.8124 0.3155 0.8181 0.045 Uiso 1 1 calc R . . H8B H 0.8739 0.3395 0.9187 0.045 Uiso 1 1 calc R . . C21 C 0.8183(18) 0.1764(13) 0.9017(11) 0.031(3) Uani 1 1 d . . . H9 H 0.9093 0.2098 0.9355 0.037 Uiso 1 1 calc R . . C22 C 0.764(2) 0.0850(12) 0.8976(12) 0.038(5) Uani 1 1 d . . . C23 C 0.815(2) 0.0263(17) 0.9292(12) 0.050(6) Uani 1 1 d . . . H11 H 0.9053 0.0391 0.9635 0.060 Uiso 1 1 calc R . . C24 C 0.610(2) -0.0364(16) 0.8627(13) 0.051(6) Uani 1 1 d . . . H12 H 0.5240 -0.0811 0.8404 0.062 Uiso 1 1 calc R . . C25 C 0.4428(18) 0.3183(11) 0.8226(12) 0.037(5) Uani 1 1 d . . . H1A H 0.4451 0.3026 0.8745 0.044 Uiso 1 1 calc R . . H1B H 0.4548 0.3835 0.8345 0.044 Uiso 1 1 calc R . . C26 C 0.3102(16) 0.2653(11) 0.7539(11) 0.031(4) Uani 1 1 d . . . H2A H 0.2382 0.2658 0.7758 0.038 Uiso 1 1 calc R . . H2B H 0.2961 0.2927 0.7079 0.038 Uiso 1 1 calc R . . C27 C 0.1996(17) 0.1159(12) 0.6653(10) 0.031(3) Uani 1 1 d . . . H3 H 0.1211 0.1320 0.6492 0.037 Uiso 1 1 calc R . . C28 C 0.1967(15) 0.0273(10) 0.6251(10) 0.020(4) Uani 1 1 d . . . C29 C 0.098(2) -0.0456(11) 0.5670(12) 0.037(5) Uani 1 1 d . . . H5 H 0.0068 -0.0510 0.5422 0.044 Uiso 1 1 calc R . . C30 C 0.282(2) -0.0786(13) 0.6000(11) 0.037(5) Uani 1 1 d . . . H6 H 0.3417 -0.1117 0.6016 0.044 Uiso 1 1 calc R . . C31 C 0.5633(18) 0.3318(11) 0.7270(11) 0.035(5) Uani 1 1 d . . . H13A H 0.6585 0.3602 0.7372 0.041 Uiso 1 1 calc R . . H13B H 0.5203 0.3787 0.7239 0.041 Uiso 1 1 calc R . . C32 C 0.4982(17) 0.2575(11) 0.6422(11) 0.032(4) Uani 1 1 d . . . H14A H 0.3998 0.2411 0.6225 0.038 Uiso 1 1 calc R . . H14B H 0.5275 0.2790 0.5999 0.038 Uiso 1 1 calc R . . C33 C 0.5858(16) 0.1446(13) 0.6028(12) 0.036(5) Uani 1 1 d . . . H15 H 0.5959 0.1662 0.5580 0.043 Uiso 1 1 calc R . . C34 C 0.6265(17) 0.0690(12) 0.6177(11) 0.032(5) Uani 1 1 d . . . C35 C 0.6772(16) 0.0138(11) 0.5757(12) 0.030(5) Uani 1 1 d . . . H17 H 0.6955 0.0170 0.5267 0.035 Uiso 1 1 calc R . . C36 C 0.6562(17) -0.0294(13) 0.6793(12) 0.036(5) Uani 1 1 d . . . H18A H 0.6594 -0.0634 0.7176 0.043 Uiso 1 1 calc R . . C37 C 0.487(2) 0.4358(13) 0.2121(12) 0.043(5) Uani 1 1 d . . . H37A H 0.5776 0.4796 0.2389 0.064 Uiso 1 1 calc R . . H37B H 0.4910 0.3747 0.2063 0.064 Uiso 1 1 calc R . . H37C H 0.4353 0.4483 0.2468 0.064 Uiso 1 1 calc R . . C38 C 0.963(3) 0.8907(18) 0.1902(16) 0.086(9) Uani 1 1 d . . . H38A H 0.8957 0.9022 0.2118 0.129 Uiso 1 1 calc R . . H38B H 0.9429 0.8976 0.1340 0.129 Uiso 1 1 calc R . . H38C H 1.0515 0.9338 0.2280 0.129 Uiso 1 1 calc R . . Gd1 Gd 0.94951(8) 0.39800(5) 0.22491(5) 0.0226(3) Uani 1 1 d . . . Gd2 Gd 0.50673(8) 0.12453(5) 0.76960(5) 0.0199(3) Uani 1 1 d . . . N1 N 0.8433(14) 0.2159(10) 0.1764(8) 0.032(4) Uani 1 1 d . . . N2 N 0.7029(13) 0.3361(8) 0.1347(8) 0.021(3) Uani 1 1 d . . . N3 N 0.8582(14) 0.5046(9) 0.1543(9) 0.028(4) Uani 1 1 d . . . N4 N 0.8081(15) 0.6021(10) 0.0902(9) 0.036(4) Uani 1 1 d . . . H15A H 0.8178 0.6520 0.0762 0.044 Uiso 1 1 calc R . . N5 N 1.1111(19) 0.3163(9) 0.2523(10) 0.050(5) Uani 1 1 d . . . N6 N 1.1701(14) 0.4874(9) 0.3461(8) 0.024(3) Uani 1 1 d . . . N7 N 1.3577(16) 0.5829(12) 0.4444(9) 0.043(4) Uani 1 1 d . . . H18 H 1.4152 0.6321 0.4847 0.052 Uiso 1 1 calc R . . N8 N 0.9062(13) 0.3370(9) 0.3355(9) 0.025(3) Uani 1 1 d . . . N9 N 0.8788(13) 0.4944(9) 0.3241(8) 0.024(3) Uani 1 1 d . . . N10 N 0.8276(14) 0.5940(10) 0.4025(9) 0.032(4) Uani 1 1 d . . . H39 H 0.8095 0.6430 0.4208 0.039 Uiso 1 1 calc R . . N11 N 1.0454(14) 0.4216(10) 0.0963(9) 0.029(4) Uani 1 1 d . . . N12 N 0.5547(13) 0.3005(10) 0.7999(9) 0.032(4) Uani 1 1 d . . . N13 N 0.7442(15) 0.2142(9) 0.8596(8) 0.027(4) Uani 1 1 d . . . N14 N 0.6269(14) 0.0424(9) 0.8534(8) 0.0254(19) Uani 1 1 d . . . N15 N 0.7182(18) -0.0523(12) 0.9050(10) 0.041(4) Uani 1 1 d . . . H7 H 0.7246 -0.1028 0.9147 0.050 Uiso 1 1 calc R . . N16 N 0.3062(12) 0.1724(9) 0.7218(8) 0.022(3) Uani 1 1 d . . . N17 N 0.3123(13) 0.0070(9) 0.6469(8) 0.0254(19) Uani 1 1 d . . . N18 N 0.1523(16) -0.1089(10) 0.5508(9) 0.037(4) Uani 1 1 d . . . H4 H 0.1095 -0.1628 0.5133 0.044 Uiso 1 1 calc R . . N19 N 0.5356(13) 0.1818(9) 0.6517(8) 0.024(3) Uani 1 1 d . . . N20 N 0.6109(13) 0.0402(9) 0.6828(8) 0.0254(19) Uani 1 1 d . . . N21 N 0.6956(13) -0.0446(10) 0.6163(9) 0.031(4) Uani 1 1 d . . . H10 H 0.7292 -0.0872 0.6032 0.037 Uiso 1 1 calc R . . N22 N 0.4050(15) 0.0945(10) 0.8958(11) 0.041(4) Uani 1 1 d . . . N23 N 0.4512(16) 0.7447(10) 0.6294(11) 0.036(4) Uani 1 1 d . . . N24 N 0.7927(18) 0.7765(12) 0.9610(13) 0.051(5) Uani 1 1 d . . . N25 N 0.7932(17) 0.7644(14) 0.5310(11) 0.053(5) Uani 1 1 d . . . N26 N 0.1040(14) 0.7491(10) 0.3731(12) 0.038(4) Uani 1 1 d . . . O1 O 1.1134(11) 0.4700(7) 0.1724(7) 0.028(3) Uani 1 1 d . . . O2 O 0.9432(11) 0.3548(8) 0.0813(7) 0.032(3) Uani 1 1 d . . . O3 O 1.0786(13) 0.4388(9) 0.0385(8) 0.054(3) Uani 1 1 d . . . O4 O 0.3514(11) 0.0402(8) 0.8234(7) 0.031(3) Uani 1 1 d . . . O5 O 0.4906(11) 0.1687(8) 0.9084(7) 0.034(3) Uani 1 1 d . . . O6 O 0.3737(13) 0.0786(10) 0.9541(8) 0.054(3) Uani 1 1 d . . . O7 O 0.4339(18) 0.7596(10) 0.5630(9) 0.073(5) Uani 1 1 d . . . O8 O 0.4504(18) 0.7991(10) 0.6884(10) 0.073(5) Uani 1 1 d . . . O9 O 0.4677(16) 0.6718(11) 0.6337(11) 0.075(5) Uani 1 1 d . . . O10 O 0.879(2) 0.8437(11) 0.9803(11) 0.080(5) Uani 1 1 d . . . O11 O 0.6866(16) 0.7673(11) 0.9115(18) 0.125(10) Uani 1 1 d . . . O12 O 0.8142(19) 0.7060(11) 0.9742(11) 0.096(7) Uani 1 1 d . . . O13 O 0.8269(12) 0.7726(9) 0.4714(9) 0.045(4) Uani 1 1 d . . . O14 O 0.7242(18) 0.6877(12) 0.5267(10) 0.073(5) Uani 1 1 d . . . O15 O 0.8206(16) 0.8323(11) 0.5919(10) 0.079(6) Uani 1 1 d . . . O16 O 0.1282(15) 0.7340(10) 0.4408(9) 0.054(4) Uani 1 1 d . . . O17 O 0.0382(14) 0.7985(11) 0.3546(8) 0.055(4) Uani 1 1 d . . . O18 O 0.1392(14) 0.7104(10) 0.3167(10) 0.062(4) Uani 1 1 d . . . O19 O 0.4241(16) 0.4429(9) 0.1307(9) 0.057(4) Uani 1 1 d . . . H19 H 0.4414 0.4091 0.0949 0.085 Uiso 1 1 calc R . . O20 O 0.9637(18) 0.8029(11) 0.1855(11) 0.080(5) Uani 1 1 d . . . H20 H 0.9258 0.7699 0.1351 0.120 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 C1 0.043(11) 0.024(10) 0.035(11) 0.018(9) 0.019(10) 0.004(9) C2 0.034(10) 0.026(10) 0.030(11) -0.007(8) 0.016(9) 0.004(9) C3 0.039(6) 0.034(6) 0.023(6) 0.009(5) 0.020(5) 0.021(5) C4 0.045(11) 0.017(9) 0.023(10) 0.005(8) 0.025(9) 0.018(9) C5 0.028(10) 0.047(12) 0.029(11) 0.011(10) 0.019(9) 0.015(10) C6 0.025(10) 0.067(15) 0.022(10) 0.023(10) 0.011(9) 0.016(10) C7 0.060(13) 0.029(11) 0.034(11) 0.011(9) 0.030(11) 0.019(10) C8 0.041(12) 0.059(14) 0.028(11) 0.013(10) 0.025(10) 0.018(10) C9 0.039(6) 0.034(6) 0.023(6) 0.009(5) 0.020(5) 0.021(5) C10 0.028(10) 0.057(13) 0.009(9) 0.009(9) 0.012(8) 0.021(10) C11 0.051(14) 0.075(17) 0.040(13) 0.032(13) 0.025(12) 0.029(13) C12 0.031(11) 0.027(11) 0.024(10) 0.011(9) 0.011(9) -0.010(9) C13 0.051(12) 0.025(10) 0.025(10) 0.002(8) 0.011(10) 0.006(9) C14 0.035(10) 0.042(11) 0.028(10) 0.018(9) 0.014(9) 0.020(9) C15 0.039(6) 0.034(6) 0.023(6) 0.009(5) 0.020(5) 0.021(5) C16 0.033(10) 0.047(12) 0.010(9) 0.009(8) 0.013(8) 0.022(9) C17 0.067(14) 0.033(11) 0.019(10) 0.009(9) 0.026(10) 0.021(10) C18 0.024(10) 0.046(12) 0.028(11) 0.013(9) 0.014(9) 0.013(9) C19 0.030(10) 0.045(12) 0.028(11) -0.001(9) 0.011(9) -0.009(9) C20 0.031(10) 0.060(14) 0.019(10) 0.016(10) 0.011(9) 0.005(10) C21 0.031(7) 0.050(9) 0.018(7) 0.011(6) 0.012(6) 0.020(7) C22 0.072(14) 0.032(11) 0.038(12) 0.017(9) 0.044(11) 0.029(11) C23 0.062(15) 0.084(18) 0.018(11) 0.020(12) 0.012(11) 0.049(15) C24 0.071(15) 0.085(17) 0.060(15) 0.051(13) 0.060(13) 0.061(14) C25 0.056(12) 0.012(9) 0.046(12) -0.003(8) 0.041(11) 0.002(9) C26 0.030(10) 0.031(10) 0.040(11) 0.007(9) 0.026(9) 0.007(8) C27 0.031(7) 0.050(9) 0.018(7) 0.011(6) 0.012(6) 0.020(7) C28 0.015(8) 0.022(9) 0.018(9) -0.001(8) 0.008(7) 0.000(7) C29 0.055(13) 0.015(10) 0.040(12) 0.018(9) 0.018(11) 0.002(10) C30 0.072(15) 0.040(12) 0.023(11) 0.020(9) 0.033(11) 0.032(11) C31 0.037(11) 0.024(10) 0.039(12) 0.011(9) 0.016(10) 0.001(9) C32 0.028(10) 0.036(11) 0.029(11) 0.008(9) 0.015(9) 0.002(9) C33 0.022(10) 0.052(13) 0.030(11) 0.016(10) 0.013(9) -0.003(9) C34 0.028(10) 0.035(11) 0.031(11) 0.019(9) 0.012(9) 0.000(9) C35 0.027(10) 0.023(10) 0.031(11) -0.001(9) 0.015(9) -0.001(8) C36 0.038(11) 0.046(12) 0.040(12) 0.015(10) 0.029(10) 0.022(10) C37 0.066(14) 0.037(12) 0.038(12) 0.006(10) 0.030(11) 0.029(11) C38 0.085(19) 0.09(2) 0.060(18) -0.006(15) 0.045(16) -0.009(17) Gd1 0.0271(5) 0.0241(5) 0.0184(5) 0.0046(4) 0.0152(4) 0.0048(4) Gd2 0.0202(5) 0.0236(5) 0.0175(5) 0.0056(4) 0.0111(4) 0.0057(4) N1 0.041(9) 0.043(9) 0.014(8) 0.003(7) 0.019(7) 0.011(8) N2 0.026(7) 0.016(7) 0.019(8) 0.001(6) 0.012(6) 0.003(6) N3 0.032(9) 0.024(8) 0.033(9) 0.008(7) 0.024(8) 0.002(7) N4 0.041(9) 0.039(10) 0.037(10) 0.010(8) 0.030(8) 0.006(8) N5 0.098(14) 0.015(8) 0.032(10) 0.005(7) 0.037(10) -0.004(9) N6 0.039(9) 0.021(8) 0.014(7) 0.007(6) 0.013(7) 0.006(7) N7 0.040(10) 0.060(12) 0.013(8) 0.013(8) 0.001(8) -0.001(9) N8 0.022(7) 0.023(8) 0.033(9) 0.011(7) 0.007(7) 0.013(6) N9 0.022(7) 0.023(8) 0.019(8) 0.001(6) 0.002(6) 0.008(6) N10 0.037(9) 0.043(10) 0.026(9) 0.009(7) 0.019(8) 0.021(8) N11 0.033(9) 0.039(9) 0.026(9) 0.007(8) 0.022(8) 0.016(8) N12 0.024(8) 0.036(9) 0.039(9) 0.008(7) 0.021(7) 0.004(7) N13 0.046(9) 0.030(9) 0.013(8) 0.012(7) 0.018(7) 0.010(8) N14 0.030(5) 0.029(5) 0.020(5) 0.006(4) 0.017(4) 0.009(4) N15 0.063(12) 0.055(12) 0.034(10) 0.037(9) 0.023(9) 0.042(11) N16 0.017(7) 0.024(8) 0.022(8) 0.005(6) 0.005(6) 0.009(6) N17 0.030(5) 0.029(5) 0.020(5) 0.006(4) 0.017(4) 0.009(4) N18 0.049(10) 0.027(9) 0.016(8) 0.011(7) 0.003(8) -0.009(8) N19 0.028(8) 0.027(8) 0.012(7) 0.002(6) 0.007(7) 0.008(7) N20 0.030(5) 0.029(5) 0.020(5) 0.006(4) 0.017(4) 0.009(4) N21 0.024(8) 0.046(10) 0.033(9) 0.014(8) 0.016(7) 0.019(7) N22 0.039(9) 0.025(9) 0.048(11) 0.002(8) 0.025(9) -0.008(8) N23 0.046(10) 0.020(9) 0.051(12) 0.020(9) 0.019(9) 0.018(8) N24 0.035(11) 0.029(11) 0.087(15) 0.015(10) 0.022(11) 0.014(9) N25 0.049(11) 0.076(15) 0.035(11) -0.006(10) 0.023(9) 0.035(11) N26 0.010(8) 0.023(9) 0.066(14) 0.004(9) 0.011(9) -0.007(7) O1 0.030(6) 0.030(7) 0.020(7) 0.001(6) 0.018(6) -0.003(6) O2 0.026(6) 0.029(7) 0.027(7) -0.003(6) 0.014(6) -0.010(6) O3 0.055(6) 0.063(7) 0.030(5) 0.008(5) 0.025(5) -0.010(5) O4 0.031(7) 0.028(7) 0.033(8) 0.003(6) 0.021(6) 0.001(6) O5 0.027(6) 0.038(8) 0.032(7) 0.018(6) 0.013(6) -0.004(6) O6 0.055(6) 0.063(7) 0.030(5) 0.008(5) 0.025(5) -0.010(5) O7 0.115(14) 0.053(10) 0.018(8) 0.007(7) 0.004(9) 0.003(10) O8 0.121(15) 0.049(10) 0.053(10) 0.010(8) 0.048(11) 0.019(10) O9 0.067(11) 0.062(11) 0.073(12) 0.014(9) -0.004(9) 0.025(9) O10 0.116(15) 0.044(10) 0.067(12) 0.006(9) 0.036(11) 0.012(11) O11 0.030(10) 0.061(12) 0.27(3) 0.040(15) 0.039(14) 0.022(9) O12 0.114(16) 0.051(11) 0.077(13) 0.023(10) -0.013(12) 0.007(11) O13 0.039(8) 0.042(8) 0.038(9) 0.013(7) 0.002(7) 0.000(7) O14 0.104(14) 0.060(11) 0.059(11) 0.024(9) 0.043(10) 0.015(11) O15 0.075(11) 0.093(13) 0.048(10) -0.013(10) -0.002(9) 0.054(10) O16 0.075(11) 0.061(10) 0.035(9) 0.017(8) 0.024(8) 0.032(9) O17 0.058(9) 0.084(12) 0.036(9) 0.025(8) 0.012(8) 0.044(9) O18 0.064(10) 0.055(10) 0.069(11) 0.006(8) 0.041(9) 0.013(8) O19 0.080(11) 0.040(9) 0.049(10) 0.017(7) 0.015(9) 0.028(8) O20 0.081(13) 0.058(11) 0.087(13) 0.000(10) 0.044(11) 0.000(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 N1 1.45(2) . ? C1 C2 1.51(2) . ? C1 H19A 0.9900 . ? C1 H19B 0.9900 . ? C2 N2 1.47(2) . ? C2 H20A 0.9900 . ? C2 H20B 0.9900 . ? C3 N2 1.27(2) . ? C3 C4 1.41(2) . ? C3 H21 0.9500 . ? C4 C5 1.35(2) . ? C4 N3 1.38(2) . ? C5 N4 1.34(2) . ? C5 H23 0.9500 . ? C6 N3 1.28(2) . ? C6 N4 1.34(2) . ? C6 H24 0.9500 . ? C7 C8 1.48(2) . ? C7 N1 1.50(2) . ? C7 H25A 0.9900 . ? C7 H25B 0.9900 . ? C8 N5 1.51(2) . ? C8 H26A 0.9900 . ? C8 H26B 0.9900 . ? C9 N5 1.31(2) . ? C9 C10 1.41(2) . ? C9 H27 0.9500 . ? C10 C11 1.34(3) . ? C10 N6 1.39(2) . ? C11 N7 1.37(3) . ? C11 H29 0.9500 . ? C12 N6 1.31(2) . ? C12 N7 1.31(2) . ? C12 H30 0.9500 . ? C13 N1 1.50(2) . ? C13 C14 1.51(2) . ? C13 H31A 0.9900 . ? C13 H31B 0.9900 . ? C14 N8 1.46(2) . ? C14 H32A 0.9900 . ? C14 H32B 0.9900 . ? C15 N8 1.27(2) . ? C15 C16 1.42(2) . ? C15 H33 0.9500 . ? C16 C17 1.38(2) . ? C16 N9 1.39(2) . ? C17 N10 1.34(2) . ? C17 H35 0.9500 . ? C18 N9 1.33(2) . ? C18 N10 1.34(2) . ? C18 H36 0.9500 . ? C19 N12 1.49(2) . ? C19 C20 1.52(2) . ? C19 H7A 0.9900 . ? C19 H7B 0.9900 . ? C20 N13 1.43(2) . ? C20 H8A 0.9900 . ? C20 H8B 0.9900 . ? C21 N13 1.29(2) . ? C21 C22 1.42(3) . ? C21 H9 0.9500 . ? C22 C23 1.34(3) . ? C22 N14 1.40(2) . ? C23 N15 1.33(3) . ? C23 H11 0.9500 . ? C24 N14 1.29(2) . ? C24 N15 1.33(2) . ? C24 H12 0.9500 . ? C25 C26 1.49(2) . ? C25 N12 1.49(2) . ? C25 H1A 0.9900 . ? C25 H1B 0.9900 . ? C26 N16 1.46(2) . ? C26 H2A 0.9900 . ? C26 H2B 0.9900 . ? C27 N16 1.26(2) . ? C27 C28 1.44(2) . ? C27 H3 0.9500 . ? C28 C29 1.34(2) . ? C28 N17 1.37(2) . ? C29 N18 1.33(2) . ? C29 H5 0.9500 . ? C30 N18 1.33(2) . ? C30 N17 1.34(2) . ? C30 H6 0.9500 . ? C31 N12 1.49(2) . ? C31 C32 1.53(2) . ? C31 H13A 0.9900 . ? C31 H13B 0.9900 . ? C32 N19 1.41(2) . ? C32 H14A 0.9900 . ? C32 H14B 0.9900 . ? C33 N19 1.28(2) . ? C33 C34 1.44(3) . ? C33 H15 0.9500 . ? C34 N20 1.36(2) . ? C34 C35 1.37(2) . ? C35 N21 1.31(2) . ? C35 H17 0.9500 . ? C36 N21 1.31(2) . ? C36 N20 1.33(2) . ? C36 H18A 0.9500 . ? C37 O19 1.43(2) . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 O20 1.40(3) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? Gd1 O2 2.441(11) . ? Gd1 O1 2.443(10) . ? Gd1 N5 2.471(19) . ? Gd1 N8 2.472(14) . ? Gd1 N9 2.517(13) . ? Gd1 N2 2.530(13) . ? Gd1 N6 2.535(14) . ? Gd1 N3 2.551(15) . ? Gd1 N1 2.709(15) . ? Gd1 N11 2.832(14) . ? Gd2 O5 2.461(12) . ? Gd2 O4 2.474(11) . ? Gd2 N14 2.490(15) . ? Gd2 N13 2.490(15) . ? Gd2 N16 2.504(12) . ? Gd2 N19 2.511(14) . ? Gd2 N17 2.516(13) . ? Gd2 N20 2.544(13) . ? Gd2 N12 2.652(15) . ? Gd2 N22 2.853(16) . ? N4 H15A 0.8800 . ? N7 H18 0.8800 . ? N10 H39 0.8800 . ? N11 O3 1.240(18) . ? N11 O1 1.272(17) . ? N11 O2 1.274(17) . ? N15 H7 0.8800 . ? N18 H4 0.8800 . ? N21 H10 0.8800 . ? N22 O6 1.232(19) . ? N22 O4 1.243(18) . ? N22 O5 1.260(17) . ? N23 O7 1.21(2) . ? N23 O8 1.21(2) . ? N23 O9 1.245(19) . ? N24 O10 1.16(2) . ? N24 O11 1.19(2) . ? N24 O12 1.27(2) . ? N25 O13 1.24(2) . ? N25 O15 1.252(19) . ? N25 O14 1.26(2) . ? N26 O16 1.23(2) . ? N26 O17 1.234(19) . ? N26 O18 1.27(2) . ? O19 H19 0.8400 . ? O20 H20 0.8400 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 114.8(15) . . ? N1 C1 H19A 108.6 . . ? C2 C1 H19A 108.6 . . ? N1 C1 H19B 108.6 . . ? C2 C1 H19B 108.6 . . ? H19A C1 H19B 107.6 . . ? N2 C2 C1 105.7(13) . . ? N2 C2 H20A 110.6 . . ? C1 C2 H20A 110.6 . . ? N2 C2 H20B 110.6 . . ? C1 C2 H20B 110.6 . . ? H20A C2 H20B 108.7 . . ? N2 C3 C4 120.5(17) . . ? N2 C3 H21 119.7 . . ? C4 C3 H21 119.7 . . ? C5 C4 N3 108.4(15) . . ? C5 C4 C3 132.6(18) . . ? N3 C4 C3 118.9(16) . . ? N4 C5 C4 108.0(17) . . ? N4 C5 H23 126.0 . . ? C4 C5 H23 126.0 . . ? N3 C6 N4 114.1(17) . . ? N3 C6 H24 123.0 . . ? N4 C6 H24 123.0 . . ? C8 C7 N1 113.0(14) . . ? C8 C7 H25A 109.0 . . ? N1 C7 H25A 109.0 . . ? C8 C7 H25B 109.0 . . ? N1 C7 H25B 109.0 . . ? H25A C7 H25B 107.8 . . ? C7 C8 N5 109.1(16) . . ? C7 C8 H26A 109.9 . . ? N5 C8 H26A 109.9 . . ? C7 C8 H26B 109.9 . . ? N5 C8 H26B 109.9 . . ? H26A C8 H26B 108.3 . . ? N5 C9 C10 114.9(16) . . ? N5 C9 H27 122.5 . . ? C10 C9 H27 122.5 . . ? C11 C10 N6 107.0(16) . . ? C11 C10 C9 131.0(18) . . ? N6 C10 C9 121.4(15) . . ? C10 C11 N7 109.1(18) . . ? C10 C11 H29 125.4 . . ? N7 C11 H29 125.4 . . ? N6 C12 N7 113.8(18) . . ? N6 C12 H30 123.1 . . ? N7 C12 H30 123.1 . . ? N1 C13 C14 115.5(15) . . ? N1 C13 H31A 108.4 . . ? C14 C13 H31A 108.4 . . ? N1 C13 H31B 108.4 . . ? C14 C13 H31B 108.4 . . ? H31A C13 H31B 107.5 . . ? N8 C14 C13 107.4(14) . . ? N8 C14 H32A 110.2 . . ? C13 C14 H32A 110.2 . . ? N8 C14 H32B 110.2 . . ? C13 C14 H32B 110.2 . . ? H32A C14 H32B 108.5 . . ? N8 C15 C16 118.8(17) . . ? N8 C15 H33 120.6 . . ? C16 C15 H33 120.6 . . ? C17 C16 N9 108.2(16) . . ? C17 C16 C15 135.0(17) . . ? N9 C16 C15 116.8(14) . . ? N10 C17 C16 106.0(15) . . ? N10 C17 H35 127.0 . . ? C16 C17 H35 127.0 . . ? N9 C18 N10 109.8(17) . . ? N9 C18 H36 125.1 . . ? N10 C18 H36 125.1 . . ? N12 C19 C20 112.5(14) . . ? N12 C19 H7A 109.1 . . ? C20 C19 H7A 109.1 . . ? N12 C19 H7B 109.1 . . ? C20 C19 H7B 109.1 . . ? H7A C19 H7B 107.8 . . ? N13 C20 C19 108.0(14) . . ? N13 C20 H8A 110.1 . . ? C19 C20 H8A 110.1 . . ? N13 C20 H8B 110.1 . . ? C19 C20 H8B 110.1 . . ? H8A C20 H8B 108.4 . . ? N13 C21 C22 120.4(18) . . ? N13 C21 H9 119.8 . . ? C22 C21 H9 119.8 . . ? C23 C22 N14 108.2(18) . . ? C23 C22 C21 135(2) . . ? N14 C22 C21 116.9(17) . . ? N15 C23 C22 109.6(19) . . ? N15 C23 H11 125.2 . . ? C22 C23 H11 125.2 . . ? N14 C24 N15 117(2) . . ? N14 C24 H12 121.6 . . ? N15 C24 H12 121.6 . . ? C26 C25 N12 111.9(13) . . ? C26 C25 H1A 109.2 . . ? N12 C25 H1A 109.2 . . ? C26 C25 H1B 109.2 . . ? N12 C25 H1B 109.2 . . ? H1A C25 H1B 107.9 . . ? N16 C26 C25 109.1(14) . . ? N16 C26 H2A 109.9 . . ? C25 C26 H2A 109.9 . . ? N16 C26 H2B 109.9 . . ? C25 C26 H2B 109.9 . . ? H2A C26 H2B 108.3 . . ? N16 C27 C28 120.0(15) . . ? N16 C27 H3 120.0 . . ? C28 C27 H3 120.0 . . ? C29 C28 N17 108.8(15) . . ? C29 C28 C27 132.4(16) . . ? N17 C28 C27 118.8(14) . . ? N18 C29 C28 106.9(18) . . ? N18 C29 H5 126.6 . . ? C28 C29 H5 126.6 . . ? N18 C30 N17 108.2(16) . . ? N18 C30 H6 125.9 . . ? N17 C30 H6 125.9 . . ? N12 C31 C32 114.5(14) . . ? N12 C31 H13A 108.6 . . ? C32 C31 H13A 108.6 . . ? N12 C31 H13B 108.6 . . ? C32 C31 H13B 108.6 . . ? H13A C31 H13B 107.6 . . ? N19 C32 C31 108.8(15) . . ? N19 C32 H14A 109.9 . . ? C31 C32 H14A 109.9 . . ? N19 C32 H14B 109.9 . . ? C31 C32 H14B 109.9 . . ? H14A C32 H14B 108.3 . . ? N19 C33 C34 118.2(17) . . ? N19 C33 H15 120.9 . . ? C34 C33 H15 120.9 . . ? N20 C34 C35 108.5(17) . . ? N20 C34 C33 119.3(16) . . ? C35 C34 C33 132.1(18) . . ? N21 C35 C34 106.5(17) . . ? N21 C35 H17 126.7 . . ? C34 C35 H17 126.7 . . ? N21 C36 N20 110.9(17) . . ? N21 C36 H18A 124.5 . . ? N20 C36 H18A 124.5 . . ? O19 C37 H37A 109.5 . . ? O19 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? O19 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? O20 C38 H38A 109.5 . . ? O20 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? O20 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? O2 Gd1 O1 53.1(3) . . ? O2 Gd1 N5 84.2(4) . . ? O1 Gd1 N5 77.9(5) . . ? O2 Gd1 N8 143.3(4) . . ? O1 Gd1 N8 147.9(4) . . ? N5 Gd1 N8 77.9(5) . . ? O2 Gd1 N9 144.3(4) . . ? O1 Gd1 N9 119.5(4) . . ? N5 Gd1 N9 130.9(5) . . ? N8 Gd1 N9 64.6(4) . . ? O2 Gd1 N2 76.1(4) . . ? O1 Gd1 N2 121.1(4) . . ? N5 Gd1 N2 128.8(5) . . ? N8 Gd1 N2 90.7(4) . . ? N9 Gd1 N2 83.8(4) . . ? O2 Gd1 N6 119.8(4) . . ? O1 Gd1 N6 70.0(4) . . ? N5 Gd1 N6 65.0(5) . . ? N8 Gd1 N6 80.8(4) . . ? N9 Gd1 N6 78.2(4) . . ? N2 Gd1 N6 161.9(4) . . ? O2 Gd1 N3 73.3(4) . . ? O1 Gd1 N3 72.8(4) . . ? N5 Gd1 N3 150.1(5) . . ? N8 Gd1 N3 131.6(4) . . ? N9 Gd1 N3 71.5(4) . . ? N2 Gd1 N3 64.8(4) . . ? N6 Gd1 N3 109.5(4) . . ? O2 Gd1 N1 77.9(4) . . ? O1 Gd1 N1 120.5(4) . . ? N5 Gd1 N1 64.1(5) . . ? N8 Gd1 N1 65.5(4) . . ? N9 Gd1 N1 120.1(4) . . ? N2 Gd1 N1 65.8(4) . . ? N6 Gd1 N1 123.2(4) . . ? N3 Gd1 N1 127.1(4) . . ? O2 Gd1 N11 26.7(4) . . ? O1 Gd1 N11 26.6(4) . . ? N5 Gd1 N11 82.4(4) . . ? N8 Gd1 N11 159.6(4) . . ? N9 Gd1 N11 134.7(4) . . ? N2 Gd1 N11 97.6(4) . . ? N6 Gd1 N11 95.7(4) . . ? N3 Gd1 N11 68.6(4) . . ? N1 Gd1 N11 101.0(4) . . ? O5 Gd2 O4 51.6(4) . . ? O5 Gd2 N14 74.2(4) . . ? O4 Gd2 N14 72.7(4) . . ? O5 Gd2 N13 79.3(4) . . ? O4 Gd2 N13 122.6(4) . . ? N14 Gd2 N13 66.1(5) . . ? O5 Gd2 N16 83.8(4) . . ? O4 Gd2 N16 76.7(4) . . ? N14 Gd2 N16 149.2(4) . . ? N13 Gd2 N16 131.0(4) . . ? O5 Gd2 N19 143.6(4) . . ? O4 Gd2 N19 147.3(4) . . ? N14 Gd2 N19 132.2(4) . . ? N13 Gd2 N19 89.6(4) . . ? N16 Gd2 N19 77.6(4) . . ? O5 Gd2 N17 120.2(4) . . ? O4 Gd2 N17 71.1(4) . . ? N14 Gd2 N17 106.9(5) . . ? N13 Gd2 N17 157.9(4) . . ? N16 Gd2 N17 65.9(4) . . ? N19 Gd2 N17 80.1(4) . . ? O5 Gd2 N20 145.3(4) . . ? O4 Gd2 N20 119.5(4) . . ? N14 Gd2 N20 71.3(4) . . ? N13 Gd2 N20 83.0(4) . . ? N16 Gd2 N20 129.5(4) . . ? N19 Gd2 N20 65.0(4) . . ? N17 Gd2 N20 74.9(4) . . ? O5 Gd2 N12 78.3(4) . . ? O4 Gd2 N12 119.0(4) . . ? N14 Gd2 N12 129.4(5) . . ? N13 Gd2 N12 67.6(5) . . ? N16 Gd2 N12 64.1(4) . . ? N19 Gd2 N12 65.4(4) . . ? N17 Gd2 N12 123.6(5) . . ? N20 Gd2 N12 121.5(4) . . ? O5 Gd2 N22 26.1(4) . . ? O4 Gd2 N22 25.7(4) . . ? N14 Gd2 N22 69.0(4) . . ? N13 Gd2 N22 100.1(4) . . ? N16 Gd2 N22 81.8(5) . . ? N19 Gd2 N22 158.7(5) . . ? N17 Gd2 N22 96.3(4) . . ? N20 Gd2 N22 134.6(5) . . ? N12 Gd2 N22 100.8(4) . . ? C1 N1 C13 109.1(14) . . ? C1 N1 C7 112.3(13) . . ? C13 N1 C7 109.7(14) . . ? C1 N1 Gd1 108.9(11) . . ? C13 N1 Gd1 111.2(9) . . ? C7 N1 Gd1 105.5(10) . . ? C3 N2 C2 121.4(15) . . ? C3 N2 Gd1 119.4(11) . . ? C2 N2 Gd1 118.6(10) . . ? C6 N3 C4 104.3(15) . . ? C6 N3 Gd1 139.7(12) . . ? C4 N3 Gd1 115.6(10) . . ? C5 N4 C6 105.2(16) . . ? C5 N4 H15A 127.4 . . ? C6 N4 H15A 127.4 . . ? C9 N5 C8 113.5(17) . . ? C9 N5 Gd1 122.7(11) . . ? C8 N5 Gd1 123.8(13) . . ? C12 N6 C10 105.4(15) . . ? C12 N6 Gd1 140.2(12) . . ? C10 N6 Gd1 113.9(10) . . ? C12 N7 C11 104.7(17) . . ? C12 N7 H18 127.6 . . ? C11 N7 H18 127.6 . . ? C15 N8 C14 119.3(16) . . ? C15 N8 Gd1 122.5(12) . . ? C14 N8 Gd1 118.1(10) . . ? C18 N9 C16 106.2(14) . . ? C18 N9 Gd1 136.4(12) . . ? C16 N9 Gd1 117.2(10) . . ? C18 N10 C17 109.7(15) . . ? C18 N10 H39 125.2 . . ? C17 N10 H39 125.2 . . ? O3 N11 O1 120.8(14) . . ? O3 N11 O2 121.2(14) . . ? O1 N11 O2 118.0(13) . . ? O3 N11 Gd1 172.3(12) . . ? O1 N11 Gd1 59.4(7) . . ? O2 N11 Gd1 59.3(7) . . ? C31 N12 C25 111.1(15) . . ? C31 N12 C19 110.1(13) . . ? C25 N12 C19 109.4(13) . . ? C31 N12 Gd2 113.5(10) . . ? C25 N12 Gd2 105.3(9) . . ? C19 N12 Gd2 107.4(11) . . ? C21 N13 C20 121.9(16) . . ? C21 N13 Gd2 119.1(12) . . ? C20 N13 Gd2 118.8(11) . . ? C24 N14 C22 101.8(16) . . ? C24 N14 Gd2 140.6(14) . . ? C22 N14 Gd2 116.7(11) . . ? C24 N15 C23 103.4(18) . . ? C24 N15 H7 128.3 . . ? C23 N15 H7 128.3 . . ? C27 N16 C26 118.5(14) . . ? C27 N16 Gd2 119.2(11) . . ? C26 N16 Gd2 122.2(10) . . ? C30 N17 C28 106.3(14) . . ? C30 N17 Gd2 137.6(13) . . ? C28 N17 Gd2 115.4(10) . . ? C29 N18 C30 109.7(16) . . ? C29 N18 H4 125.1 . . ? C30 N18 H4 125.1 . . ? C33 N19 C32 120.9(16) . . ? C33 N19 Gd2 121.1(13) . . ? C32 N19 Gd2 118.0(10) . . ? C36 N20 C34 104.7(14) . . ? C36 N20 Gd2 138.9(12) . . ? C34 N20 Gd2 116.4(12) . . ? C36 N21 C35 109.3(15) . . ? C36 N21 H10 125.4 . . ? C35 N21 H10 125.4 . . ? O6 N22 O4 121.8(14) . . ? O6 N22 O5 119.8(15) . . ? O4 N22 O5 118.3(15) . . ? O6 N22 Gd2 172.6(14) . . ? O4 N22 Gd2 59.8(8) . . ? O5 N22 Gd2 59.3(8) . . ? O7 N23 O8 120.0(17) . . ? O7 N23 O9 117.7(18) . . ? O8 N23 O9 122.3(19) . . ? O10 N24 O11 119(2) . . ? O10 N24 O12 122(2) . . ? O11 N24 O12 117(2) . . ? O13 N25 O15 120(2) . . ? O13 N25 O14 118.6(16) . . ? O15 N25 O14 121(2) . . ? O16 N26 O17 121.9(17) . . ? O16 N26 O18 121.2(17) . . ? O17 N26 O18 116.8(19) . . ? N11 O1 Gd1 94.0(8) . . ? N11 O2 Gd1 94.0(8) . . ? N22 O4 Gd2 94.4(9) . . ? N22 O5 Gd2 94.6(10) . . ? C37 O19 H19 109.5 . . ? C38 O20 H20 109.5 . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 23.53 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 3.016 _refine_diff_density_min -2.265 _refine_diff_density_rms 0.206 # Attachment '- 9_TbH3L.cif' data_9_TbH3L _database_code_depnum_ccdc_archive 'CCDC 789732' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H28 N13 O10 Tb' _chemical_formula_weight 757.46 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.172(3) _cell_length_b 16.142(5) _cell_length_c 17.528(5) _cell_angle_alpha 101.836(5) _cell_angle_beta 108.106(4) _cell_angle_gamma 104.166(5) _cell_volume 2774.1(14) _cell_formula_units_Z 4 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 3509 _cell_measurement_theta_min 2.54 _cell_measurement_theta_max 24.72 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.814 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1512 _exptl_absorpt_coefficient_mu 2.627 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.4965 _exptl_absorpt_correction_T_max 0.6492 _exptl_absorpt_process_details 'SADABS; Sheldrick 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.333 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 14266 _diffrn_reflns_av_R_equivalents 0.0424 _diffrn_reflns_av_sigmaI/netI 0.0963 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.28 _diffrn_reflns_theta_max 25.16 _reflns_number_total 9779 _reflns_number_gt 7093 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0157P)^2^+59.6627P] 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 9779 _refine_ls_number_parameters 761 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1073 _refine_ls_R_factor_gt 0.0760 _refine_ls_wR_factor_ref 0.1579 _refine_ls_wR_factor_gt 0.1464 _refine_ls_goodness_of_fit_ref 1.090 _refine_ls_restrained_S_all 1.090 _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 0.7137(14) 0.1874(9) 0.1100(8) 0.034(3) Uani 1 1 d . . . H19A H 0.6665 0.1242 0.1031 0.041 Uiso 1 1 calc R . . H19B H 0.7254 0.1898 0.0567 0.041 Uiso 1 1 calc R . . C2 C 0.6298(13) 0.2445(8) 0.1272(8) 0.030(3) Uani 1 1 d . . . H20A H 0.5425 0.2235 0.0795 0.036 Uiso 1 1 calc R . . H20B H 0.6137 0.2403 0.1789 0.036 Uiso 1 1 calc R . . C3 C 0.6511(12) 0.3804(8) 0.0913(7) 0.020(3) Uani 1 1 d . . . H21 H 0.5613 0.3535 0.0522 0.024 Uiso 1 1 calc R . . C4 C 0.7254(12) 0.4680(8) 0.0977(7) 0.021(3) Uani 1 1 d . . . C5 C 0.6949(12) 0.5279(8) 0.0562(7) 0.025(3) Uani 1 1 d . . . H23 H 0.6122 0.5195 0.0133 0.030 Uiso 1 1 calc R . . C6 C 0.9024(13) 0.5843(9) 0.1461(8) 0.027(3) Uani 1 1 d . . . H24 H 0.9909 0.6247 0.1768 0.033 Uiso 1 1 calc R . . C7 C 0.9420(14) 0.1840(9) 0.1485(9) 0.034(3) Uani 1 1 d . . . H25A H 0.9113 0.1177 0.1331 0.041 Uiso 1 1 calc R . . H25B H 0.9420 0.2006 0.0971 0.041 Uiso 1 1 calc R . . C8 C 1.0807(15) 0.2205(10) 0.2128(9) 0.041(4) Uani 1 1 d . . . H26A H 1.1437 0.2099 0.1859 0.050 Uiso 1 1 calc R . . H26B H 1.0879 0.1895 0.2565 0.050 Uiso 1 1 calc R . . C9 C 1.2380(15) 0.3615(10) 0.3063(8) 0.037(3) Uani 1 1 d . . . H27 H 1.3047 0.3336 0.3139 0.045 Uiso 1 1 calc R . . C10 C 1.2670(13) 0.4531(10) 0.3535(8) 0.029(3) Uani 1 1 d . . . C11 C 1.3862(15) 0.5133(11) 0.4144(9) 0.044(4) Uani 1 1 d . . . H29 H 1.4715 0.5060 0.4314 0.052 Uiso 1 1 calc R . . C12 C 1.2220(13) 0.5700(9) 0.4035(7) 0.033(3) Uani 1 1 d . . . H30 H 1.1767 0.6111 0.4140 0.039 Uiso 1 1 calc R . . C13 C 0.8303(14) 0.1846(9) 0.2494(8) 0.032(3) Uani 1 1 d . . . H31A H 0.8528 0.1286 0.2451 0.038 Uiso 1 1 calc R . . H31B H 0.7357 0.1696 0.2431 0.038 Uiso 1 1 calc R . . C14 C 0.9180(14) 0.2514(8) 0.3374(7) 0.028(3) Uani 1 1 d . . . H32A H 0.8880 0.2317 0.3803 0.033 Uiso 1 1 calc R . . H32B H 1.0121 0.2541 0.3514 0.033 Uiso 1 1 calc R . . C15 C 0.8661(13) 0.3796(8) 0.3906(7) 0.026(3) Uani 1 1 d . . . H33 H 0.8451 0.3538 0.4308 0.032 Uiso 1 1 calc R . . C16 C 0.8537(12) 0.4651(8) 0.3863(7) 0.021(3) Uani 1 1 d . . . C17 C 0.8213(13) 0.5278(8) 0.4361(8) 0.030(3) Uani 1 1 d . . . H35 H 0.8010 0.5243 0.4844 0.036 Uiso 1 1 calc R . . C18 C 0.8593(11) 0.5746(8) 0.3347(7) 0.020(3) Uani 1 1 d . . . H36 H 0.8686 0.6118 0.2998 0.024 Uiso 1 1 calc R . . C19 C 0.6836(11) 0.3469(8) 0.8761(7) 0.023(3) Uani 1 1 d . . . H7A H 0.6690 0.3401 0.9277 0.027 Uiso 1 1 calc R . . H7B H 0.7138 0.4117 0.8822 0.027 Uiso 1 1 calc R . . C20 C 0.7901(12) 0.3078(9) 0.8664(8) 0.030(3) Uani 1 1 d . . . H8A H 0.8057 0.3143 0.8151 0.036 Uiso 1 1 calc R . . H8B H 0.8750 0.3393 0.9158 0.036 Uiso 1 1 calc R . . C21 C 0.8185(12) 0.1777(9) 0.9021(8) 0.027(2) Uani 1 1 d . . . H9 H 0.9095 0.2116 0.9356 0.033 Uiso 1 1 calc R . . C22 C 0.7622(13) 0.0834(9) 0.8976(8) 0.029(3) Uani 1 1 d . . . C23 C 0.8154(16) 0.0254(12) 0.9307(9) 0.043(4) Uani 1 1 d . . . H11 H 0.9065 0.0376 0.9643 0.051 Uiso 1 1 calc R . . C24 C 0.6075(16) -0.0381(10) 0.8649(9) 0.040(4) Uani 1 1 d . . . H12 H 0.5217 -0.0827 0.8425 0.048 Uiso 1 1 calc R . . C25 C 0.4438(12) 0.3179(8) 0.8248(7) 0.023(3) Uani 1 1 d . . . H1A H 0.4557 0.3827 0.8369 0.028 Uiso 1 1 calc R . . H1B H 0.4468 0.3015 0.8766 0.028 Uiso 1 1 calc R . . C26 C 0.3091(12) 0.2645(8) 0.7546(8) 0.028(3) Uani 1 1 d . . . H2A H 0.2370 0.2658 0.7759 0.033 Uiso 1 1 calc R . . H2B H 0.2958 0.2914 0.7079 0.033 Uiso 1 1 calc R . . C27 C 0.1960(12) 0.1148(9) 0.6639(8) 0.027(2) Uani 1 1 d . . . H3 H 0.1179 0.1306 0.6441 0.033 Uiso 1 1 calc R . . C28 C 0.1983(12) 0.0273(8) 0.6285(7) 0.019(3) Uani 1 1 d . . . C29 C 0.0971(13) -0.0459(8) 0.5651(8) 0.031(3) Uani 1 1 d . . . H5 H 0.0066 -0.0510 0.5374 0.037 Uiso 1 1 calc R . . C30 C 0.2862(14) -0.0750(8) 0.6025(7) 0.029(3) Uani 1 1 d . . . H6 H 0.3472 -0.1071 0.6035 0.035 Uiso 1 1 calc R . . C31 C 0.5632(12) 0.3327(8) 0.7282(7) 0.025(3) Uani 1 1 d . . . H13A H 0.6583 0.3594 0.7375 0.030 Uiso 1 1 calc R . . H13B H 0.5223 0.3806 0.7260 0.030 Uiso 1 1 calc R . . C32 C 0.4938(12) 0.2590(8) 0.6438(7) 0.024(3) Uani 1 1 d . . . H14A H 0.3958 0.2431 0.6260 0.029 Uiso 1 1 calc R . . H14B H 0.5199 0.2800 0.6002 0.029 Uiso 1 1 calc R . . C33 C 0.5830(11) 0.1455(8) 0.6032(7) 0.024(3) Uani 1 1 d . . . H15 H 0.5925 0.1679 0.5585 0.028 Uiso 1 1 calc R . . C34 C 0.6232(11) 0.0698(8) 0.6182(7) 0.021(3) Uani 1 1 d . . . C35 C 0.6755(13) 0.0167(9) 0.5769(8) 0.030(3) Uani 1 1 d . . . H17 H 0.6941 0.0212 0.5284 0.036 Uiso 1 1 calc R . . C36 C 0.6551(13) -0.0269(9) 0.6829(8) 0.031(3) Uani 1 1 d . . . H18A H 0.6581 -0.0607 0.7216 0.037 Uiso 1 1 calc R . . C37 C 0.4852(15) 0.4339(10) 0.2109(8) 0.039(4) Uani 1 1 d . . . H37A H 0.5789 0.4727 0.2362 0.059 Uiso 1 1 calc R . . H37B H 0.4804 0.3713 0.2040 0.059 Uiso 1 1 calc R . . H37C H 0.4390 0.4509 0.2477 0.059 Uiso 1 1 calc R . . C38 C 0.9580(18) 0.8924(13) 0.1831(11) 0.070(6) Uani 1 1 d . . . H38A H 0.8815 0.8983 0.1971 0.104 Uiso 1 1 calc R . . H38B H 0.9473 0.9017 0.1282 0.104 Uiso 1 1 calc R . . H38C H 1.0402 0.9372 0.2264 0.104 Uiso 1 1 calc R . . N1 N 0.8453(11) 0.2183(7) 0.1787(6) 0.028(2) Uani 1 1 d . . . N2 N 0.7037(9) 0.3371(6) 0.1377(6) 0.018(2) Uani 1 1 d . . . N3 N 0.8571(10) 0.5050(7) 0.1536(6) 0.026(2) Uani 1 1 d . . . N4 N 0.8051(10) 0.6010(7) 0.0881(6) 0.024(2) Uani 1 1 d . . . H15A H 0.8130 0.6507 0.0740 0.029 Uiso 1 1 calc R . . N5 N 1.1156(13) 0.3187(8) 0.2525(8) 0.040(3) Uani 1 1 d . . . N6 N 1.1650(10) 0.4898(7) 0.3467(6) 0.026(2) Uani 1 1 d . . . N7 N 1.3528(12) 0.5856(9) 0.4441(7) 0.042(3) Uani 1 1 d . . . H18 H 1.4086 0.6351 0.4841 0.051 Uiso 1 1 calc R . . N8 N 0.9070(11) 0.3391(7) 0.3374(6) 0.028(3) Uani 1 1 d . . . N9 N 0.8787(10) 0.4961(7) 0.3235(6) 0.020(2) Uani 1 1 d . . . N10 N 0.8252(10) 0.5950(7) 0.4006(6) 0.025(2) Uani 1 1 d . . . H39 H 0.8080 0.6442 0.4184 0.030 Uiso 1 1 calc R . . N11 N 1.0457(10) 0.4233(7) 0.0966(6) 0.027(2) Uani 1 1 d . . . N12 N 0.5551(9) 0.3002(6) 0.8010(6) 0.021(2) Uani 1 1 d . . . N13 N 0.7416(10) 0.2118(7) 0.8600(6) 0.025(2) Uani 1 1 d . . . N14 N 0.6254(10) 0.0410(7) 0.8553(6) 0.028(3) Uani 1 1 d . . . N15 N 0.7155(13) -0.0524(10) 0.9074(8) 0.044(3) Uani 1 1 d . . . H7 H 0.7216 -0.1023 0.9183 0.052 Uiso 1 1 calc R . . N16 N 0.3044(9) 0.1718(7) 0.7240(6) 0.021(2) Uani 1 1 d . . . N17 N 0.3161(10) 0.0070(6) 0.6499(6) 0.019(2) Uani 1 1 d . . . N18 N 0.1556(11) -0.1069(7) 0.5521(6) 0.032(3) Uani 1 1 d . . . H4 H 0.1146 -0.1609 0.5155 0.039 Uiso 1 1 calc R . . N19 N 0.5334(9) 0.1813(6) 0.6537(5) 0.016(2) Uani 1 1 d . . . N20 N 0.6111(10) 0.0414(7) 0.6859(6) 0.022(2) Uani 1 1 d . . . N21 N 0.6956(10) -0.0433(7) 0.6182(6) 0.029(3) Uani 1 1 d . . . H10 H 0.7292 -0.0857 0.6053 0.035 Uiso 1 1 calc R . . N22 N 0.4086(11) 0.0948(7) 0.8993(6) 0.031(3) Uani 1 1 d . . . N23 N 0.4532(11) 0.7432(8) 0.6326(8) 0.038(2) Uani 1 1 d . . . N24 N 0.7963(12) 0.7726(8) 0.9626(7) 0.038(2) Uani 1 1 d . . . N25 N 0.7922(12) 0.7659(10) 0.5291(7) 0.045(3) Uani 1 1 d . . . N26 N 0.1018(11) 0.7511(9) 0.3670(10) 0.051(4) Uani 1 1 d . . . O1 O 1.1126(8) 0.4706(6) 0.1730(5) 0.025(2) Uani 1 1 d . . . O2 O 0.9433(8) 0.3565(6) 0.0827(5) 0.026(2) Uani 1 1 d . . . O3 O 1.0754(8) 0.4413(6) 0.0390(5) 0.034(2) Uani 1 1 d . . . O4 O 0.3526(8) 0.0399(5) 0.8244(5) 0.026(2) Uani 1 1 d . . . O5 O 0.4944(8) 0.1687(6) 0.9105(5) 0.026(2) Uani 1 1 d . . . O6 O 0.3800(12) 0.0748(7) 0.9565(6) 0.063(4) Uani 1 1 d . . . O7 O 0.4323(12) 0.7618(7) 0.5644(6) 0.062(4) Uani 1 1 d . . . O8 O 0.4517(14) 0.7983(8) 0.6925(8) 0.071(4) Uani 1 1 d . . . O9 O 0.4680(11) 0.6715(7) 0.6373(7) 0.054(3) Uani 1 1 d . . . O10 O 0.8829(14) 0.8430(8) 0.9744(12) 0.104(4) Uani 1 1 d . . . O11 O 0.6897(14) 0.7709(8) 0.9250(12) 0.104(4) Uani 1 1 d . . . O12 O 0.8222(10) 0.7042(7) 0.9699(7) 0.055(3) Uani 1 1 d . . . O13 O 0.8311(9) 0.7729(6) 0.4706(6) 0.036(2) Uani 1 1 d . . . O14 O 0.7274(13) 0.6898(8) 0.5283(7) 0.058(3) Uani 1 1 d . . . O15 O 0.8198(11) 0.8346(9) 0.5881(8) 0.079(5) Uani 1 1 d . . . O16 O 0.1229(11) 0.7372(7) 0.4368(7) 0.054(3) Uani 1 1 d . . . O17 O 0.0412(12) 0.8036(9) 0.3514(7) 0.067(4) Uani 1 1 d . . . O18 O 0.1397(10) 0.7126(7) 0.3145(6) 0.053(3) Uani 1 1 d . . . O19 O 0.4230(10) 0.4441(6) 0.1306(6) 0.039(2) Uani 1 1 d . . . H19 H 0.4150 0.3996 0.0924 0.059 Uiso 1 1 calc R . . O20 O 0.9650(11) 0.8049(8) 0.1797(8) 0.071(4) Uani 1 1 d . . . H20 H 0.8968 0.7666 0.1405 0.106 Uiso 1 1 calc R . . Tb1 Tb 0.94825(6) 0.39908(4) 0.22536(3) 0.01995(17) Uani 1 1 d . . . Tb2 Tb 0.50742(5) 0.12465(4) 0.77117(3) 0.01636(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 0.046(9) 0.022(7) 0.032(8) 0.008(6) 0.015(7) 0.007(6) C2 0.040(8) 0.027(7) 0.023(7) 0.004(6) 0.015(6) 0.009(6) C3 0.019(6) 0.034(7) 0.010(6) 0.004(5) 0.007(5) 0.013(6) C4 0.026(7) 0.020(6) 0.017(6) -0.004(5) 0.015(5) 0.008(5) C5 0.024(7) 0.032(7) 0.020(6) 0.009(6) 0.009(5) 0.011(6) C6 0.022(7) 0.036(8) 0.022(7) 0.009(6) 0.008(6) 0.007(6) C7 0.051(9) 0.022(7) 0.041(8) 0.011(6) 0.026(7) 0.022(7) C8 0.052(10) 0.048(9) 0.028(8) 0.017(7) 0.013(7) 0.022(8) C9 0.041(9) 0.054(10) 0.020(7) 0.022(7) 0.011(7) 0.012(8) C10 0.021(7) 0.048(9) 0.030(7) 0.025(7) 0.010(6) 0.017(6) C11 0.033(9) 0.061(11) 0.027(8) 0.021(8) 0.003(7) 0.004(8) C12 0.030(8) 0.041(8) 0.016(6) 0.004(6) 0.011(6) -0.002(7) C13 0.046(9) 0.025(7) 0.027(7) 0.007(6) 0.015(6) 0.016(6) C14 0.047(9) 0.028(7) 0.017(6) 0.014(6) 0.015(6) 0.018(6) C15 0.042(8) 0.030(7) 0.012(6) 0.008(6) 0.016(6) 0.010(6) C16 0.027(7) 0.020(6) 0.018(6) 0.005(5) 0.009(5) 0.011(5) C17 0.045(9) 0.024(7) 0.026(7) 0.006(6) 0.018(6) 0.015(6) C18 0.017(6) 0.022(7) 0.021(6) 0.010(5) 0.008(5) 0.004(5) C19 0.019(6) 0.026(7) 0.011(6) -0.001(5) 0.004(5) -0.007(5) C20 0.013(6) 0.053(9) 0.014(6) 0.006(6) 0.002(5) 0.000(6) C21 0.011(4) 0.045(6) 0.026(5) 0.007(4) 0.006(4) 0.011(4) C22 0.029(8) 0.045(8) 0.034(7) 0.024(7) 0.022(6) 0.028(7) C23 0.046(10) 0.081(12) 0.030(8) 0.028(8) 0.023(7) 0.050(10) C24 0.066(11) 0.048(9) 0.039(8) 0.032(7) 0.030(8) 0.045(9) C25 0.026(7) 0.019(6) 0.026(7) 0.000(5) 0.012(6) 0.009(5) C26 0.023(7) 0.026(7) 0.027(7) 0.008(6) 0.004(6) 0.002(6) C27 0.011(4) 0.045(6) 0.026(5) 0.007(4) 0.006(4) 0.011(4) C28 0.023(7) 0.016(6) 0.016(6) 0.007(5) 0.004(5) 0.005(5) C29 0.029(8) 0.023(7) 0.032(7) 0.016(6) 0.001(6) 0.001(6) C30 0.043(9) 0.024(7) 0.020(7) 0.005(6) 0.013(6) 0.011(6) C31 0.022(7) 0.025(7) 0.026(7) 0.017(6) 0.007(5) 0.002(5) C32 0.025(7) 0.031(7) 0.012(6) 0.008(5) 0.001(5) 0.006(6) C33 0.012(6) 0.035(8) 0.020(6) 0.009(6) 0.007(5) -0.002(5) C34 0.012(6) 0.026(7) 0.019(6) 0.010(5) 0.003(5) -0.003(5) C35 0.026(7) 0.035(8) 0.022(7) 0.001(6) 0.012(6) -0.001(6) C36 0.028(8) 0.044(9) 0.022(7) 0.013(6) 0.011(6) 0.013(7) C37 0.051(9) 0.045(9) 0.027(7) 0.009(7) 0.022(7) 0.019(8) C38 0.065(13) 0.076(14) 0.062(12) -0.005(10) 0.043(10) 0.011(11) N1 0.041(7) 0.027(6) 0.025(6) 0.014(5) 0.020(5) 0.013(5) N2 0.015(5) 0.017(5) 0.017(5) 0.001(4) 0.005(4) 0.004(4) N3 0.025(6) 0.034(6) 0.016(5) 0.007(5) 0.011(5) 0.002(5) N4 0.027(6) 0.021(6) 0.032(6) 0.010(5) 0.017(5) 0.011(5) N5 0.056(9) 0.034(7) 0.045(7) 0.007(6) 0.037(7) 0.020(6) N6 0.027(6) 0.035(6) 0.018(5) 0.010(5) 0.013(5) 0.006(5) N7 0.040(8) 0.047(8) 0.030(7) 0.018(6) 0.008(6) -0.002(6) N8 0.044(7) 0.024(6) 0.018(5) 0.003(5) 0.012(5) 0.016(5) N9 0.027(6) 0.023(6) 0.012(5) 0.003(4) 0.009(4) 0.009(5) N10 0.030(6) 0.024(6) 0.022(5) 0.001(5) 0.015(5) 0.009(5) N11 0.029(6) 0.031(6) 0.027(6) 0.014(5) 0.019(5) 0.007(5) N12 0.014(5) 0.025(5) 0.012(5) 0.006(4) 0.000(4) -0.005(4) N13 0.018(6) 0.046(7) 0.012(5) 0.011(5) 0.008(4) 0.011(5) N14 0.028(6) 0.039(7) 0.024(6) 0.011(5) 0.014(5) 0.018(5) N15 0.056(9) 0.071(10) 0.047(8) 0.048(7) 0.036(7) 0.050(8) N16 0.014(5) 0.028(6) 0.021(5) 0.006(5) 0.009(4) 0.006(4) N17 0.023(6) 0.020(6) 0.020(5) 0.008(4) 0.011(4) 0.010(4) N18 0.032(7) 0.029(6) 0.017(5) 0.013(5) -0.007(5) -0.004(5) N19 0.011(5) 0.024(5) 0.009(5) 0.007(4) -0.001(4) 0.002(4) N20 0.025(6) 0.030(6) 0.012(5) 0.004(4) 0.006(4) 0.017(5) N21 0.023(6) 0.036(7) 0.029(6) 0.004(5) 0.010(5) 0.015(5) N22 0.040(7) 0.027(6) 0.022(6) 0.004(5) 0.017(5) 0.001(5) N23 0.022(5) 0.045(5) 0.040(5) 0.014(4) -0.003(4) 0.019(4) N24 0.022(5) 0.045(5) 0.040(5) 0.014(4) -0.003(4) 0.019(4) N25 0.042(8) 0.061(9) 0.025(6) -0.008(6) 0.004(6) 0.033(7) N26 0.011(6) 0.046(8) 0.068(10) -0.026(8) 0.017(7) -0.006(6) O1 0.018(4) 0.038(5) 0.007(4) 0.000(4) 0.001(3) 0.000(4) O2 0.027(5) 0.030(5) 0.014(4) 0.002(4) 0.006(4) 0.000(4) O3 0.024(5) 0.049(6) 0.026(5) 0.017(4) 0.011(4) 0.001(4) O4 0.032(5) 0.023(5) 0.018(4) 0.000(4) 0.012(4) 0.003(4) O5 0.028(5) 0.029(5) 0.027(5) 0.008(4) 0.019(4) 0.007(4) O6 0.096(9) 0.051(7) 0.030(6) 0.004(5) 0.044(6) -0.014(6) O7 0.087(9) 0.049(7) 0.021(5) 0.012(5) -0.004(6) 0.001(6) O8 0.116(11) 0.047(7) 0.067(8) 0.006(6) 0.066(8) 0.024(7) O9 0.051(7) 0.045(7) 0.071(8) 0.021(6) 0.017(6) 0.030(6) O10 0.066(7) 0.043(6) 0.202(13) 0.044(7) 0.046(8) 0.015(5) O11 0.066(7) 0.043(6) 0.202(13) 0.044(7) 0.046(8) 0.015(5) O12 0.044(7) 0.035(6) 0.081(8) 0.035(6) 0.008(6) 0.012(5) O13 0.030(5) 0.039(6) 0.026(5) 0.009(4) -0.003(4) 0.011(4) O14 0.079(9) 0.062(8) 0.060(8) 0.034(6) 0.043(7) 0.032(7) O15 0.046(7) 0.099(10) 0.067(8) -0.031(7) 0.009(6) 0.045(7) O16 0.048(7) 0.053(7) 0.037(6) -0.011(6) 0.011(5) 0.006(6) O17 0.060(8) 0.101(10) 0.052(7) 0.016(7) 0.021(6) 0.056(8) O18 0.044(6) 0.052(7) 0.045(6) -0.012(5) 0.025(5) 0.001(5) O19 0.039(6) 0.038(6) 0.040(6) 0.021(5) 0.010(5) 0.011(5) O20 0.046(7) 0.068(9) 0.066(8) -0.023(7) 0.019(6) 0.002(6) Tb1 0.0212(3) 0.0247(3) 0.0131(3) 0.0070(3) 0.0064(3) 0.0053(3) Tb2 0.0134(3) 0.0218(3) 0.0160(3) 0.0068(2) 0.0056(2) 0.0085(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.468(16) . ? C1 C2 1.518(18) . ? C1 H19A 0.9900 . ? C1 H19B 0.9900 . ? C2 N2 1.462(15) . ? C2 H20A 0.9900 . ? C2 H20B 0.9900 . ? C3 N2 1.278(14) . ? C3 C4 1.416(17) . ? C3 H21 0.9500 . ? C4 C5 1.369(17) . ? C4 N3 1.384(15) . ? C5 N4 1.345(15) . ? C5 H23 0.9500 . ? C6 N3 1.306(16) . ? C6 N4 1.362(15) . ? C6 H24 0.9500 . ? C7 C8 1.488(19) . ? C7 N1 1.511(16) . ? C7 H25A 0.9900 . ? C7 H25B 0.9900 . ? C8 N5 1.492(17) . ? C8 H26A 0.9900 . ? C8 H26B 0.9900 . ? C9 N5 1.306(17) . ? C9 C10 1.44(2) . ? C9 H27 0.9500 . ? C10 C11 1.384(19) . ? C10 N6 1.392(15) . ? C11 N7 1.363(19) . ? C11 H29 0.9500 . ? C12 N6 1.322(16) . ? C12 N7 1.344(17) . ? C12 H30 0.9500 . ? C13 N1 1.489(16) . ? C13 C14 1.537(17) . ? C13 H31A 0.9900 . ? C13 H31B 0.9900 . ? C14 N8 1.452(15) . ? C14 H32A 0.9900 . ? C14 H32B 0.9900 . ? C15 N8 1.291(15) . ? C15 C16 1.436(17) . ? C15 H33 0.9500 . ? C16 N9 1.374(15) . ? C16 C17 1.389(16) . ? C17 N10 1.356(16) . ? C17 H35 0.9500 . ? C18 N9 1.323(14) . ? C18 N10 1.331(14) . ? C18 H36 0.9500 . ? C19 N12 1.500(14) . ? C19 C20 1.514(17) . ? C19 H7A 0.9900 . ? C19 H7B 0.9900 . ? C20 N13 1.478(17) . ? C20 H8A 0.9900 . ? C20 H8B 0.9900 . ? C21 N13 1.261(15) . ? C21 C22 1.473(19) . ? C21 H9 0.9500 . ? C22 C23 1.359(18) . ? C22 N14 1.388(16) . ? C23 N15 1.34(2) . ? C23 H11 0.9500 . ? C24 N14 1.297(17) . ? C24 N15 1.308(17) . ? C24 H12 0.9500 . ? C25 N12 1.500(15) . ? C25 C26 1.516(16) . ? C25 H1A 0.9900 . ? C25 H1B 0.9900 . ? C26 N16 1.464(15) . ? C26 H2A 0.9900 . ? C26 H2B 0.9900 . ? C27 N16 1.300(15) . ? C27 C28 1.431(17) . ? C27 H3 0.9500 . ? C28 N17 1.391(14) . ? C28 C29 1.391(16) . ? C29 N18 1.328(16) . ? C29 H5 0.9500 . ? C30 N17 1.308(15) . ? C30 N18 1.349(16) . ? C30 H6 0.9500 . ? C31 N12 1.495(14) . ? C31 C32 1.523(16) . ? C31 H13A 0.9900 . ? C31 H13B 0.9900 . ? C32 N19 1.453(15) . ? C32 H14A 0.9900 . ? C32 H14B 0.9900 . ? C33 N19 1.294(15) . ? C33 C34 1.447(17) . ? C33 H15 0.9500 . ? C34 C35 1.360(17) . ? C34 N20 1.388(15) . ? C35 N21 1.344(17) . ? C35 H17 0.9500 . ? C36 N20 1.311(16) . ? C36 N21 1.348(16) . ? C36 H18A 0.9500 . ? C37 O19 1.425(15) . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 O20 1.42(2) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? N1 Tb1 2.703(10) . ? N2 Tb1 2.500(9) . ? N3 Tb1 2.545(11) . ? N4 H15A 0.8800 . ? N5 Tb1 2.508(12) . ? N6 Tb1 2.514(10) . ? N7 H18 0.8800 . ? N8 Tb1 2.475(10) . ? N9 Tb1 2.517(9) . ? N10 H39 0.8800 . ? N11 O3 1.224(12) . ? N11 O1 1.270(12) . ? N11 O2 1.282(12) . ? N11 Tb1 2.847(10) . ? N12 Tb2 2.659(10) . ? N13 Tb2 2.452(10) . ? N14 Tb2 2.494(10) . ? N15 H7 0.8800 . ? N16 Tb2 2.519(9) . ? N17 Tb2 2.496(9) . ? N18 H4 0.8800 . ? N19 Tb2 2.486(9) . ? N20 Tb2 2.529(9) . ? N21 H10 0.8800 . ? N22 O6 1.222(13) . ? N22 O5 1.268(13) . ? N22 O4 1.280(12) . ? N22 Tb2 2.867(10) . ? N23 O9 1.224(14) . ? N23 O8 1.237(15) . ? N23 O7 1.256(15) . ? N24 O11 1.159(16) . ? N24 O10 1.228(16) . ? N24 O12 1.229(14) . ? N25 O13 1.246(15) . ? N25 O15 1.249(14) . ? N25 O14 1.259(17) . ? N26 O17 1.231(17) . ? N26 O18 1.245(15) . ? N26 O16 1.249(18) . ? O1 Tb1 2.448(8) . ? O2 Tb1 2.433(8) . ? O4 Tb2 2.471(8) . ? O5 Tb2 2.460(8) . ? O19 H19 0.8400 . ? O20 H20 0.8400 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 111.5(10) . . ? N1 C1 H19A 109.3 . . ? C2 C1 H19A 109.3 . . ? N1 C1 H19B 109.3 . . ? C2 C1 H19B 109.3 . . ? H19A C1 H19B 108.0 . . ? N2 C2 C1 107.5(10) . . ? N2 C2 H20A 110.2 . . ? C1 C2 H20A 110.2 . . ? N2 C2 H20B 110.2 . . ? C1 C2 H20B 110.2 . . ? H20A C2 H20B 108.5 . . ? N2 C3 C4 120.7(11) . . ? N2 C3 H21 119.7 . . ? C4 C3 H21 119.7 . . ? C5 C4 N3 108.6(11) . . ? C5 C4 C3 132.7(12) . . ? N3 C4 C3 118.7(11) . . ? N4 C5 C4 106.5(11) . . ? N4 C5 H23 126.7 . . ? C4 C5 H23 126.7 . . ? N3 C6 N4 110.6(11) . . ? N3 C6 H24 124.7 . . ? N4 C6 H24 124.7 . . ? C8 C7 N1 112.9(11) . . ? C8 C7 H25A 109.0 . . ? N1 C7 H25A 109.0 . . ? C8 C7 H25B 109.0 . . ? N1 C7 H25B 109.0 . . ? H25A C7 H25B 107.8 . . ? C7 C8 N5 109.5(11) . . ? C7 C8 H26A 109.8 . . ? N5 C8 H26A 109.8 . . ? C7 C8 H26B 109.8 . . ? N5 C8 H26B 109.8 . . ? H26A C8 H26B 108.2 . . ? N5 C9 C10 116.7(13) . . ? N5 C9 H27 121.7 . . ? C10 C9 H27 121.7 . . ? C11 C10 N6 110.3(13) . . ? C11 C10 C9 129.0(13) . . ? N6 C10 C9 120.4(12) . . ? N7 C11 C10 103.8(13) . . ? N7 C11 H29 128.1 . . ? C10 C11 H29 128.1 . . ? N6 C12 N7 110.7(13) . . ? N6 C12 H30 124.6 . . ? N7 C12 H30 124.6 . . ? N1 C13 C14 114.2(11) . . ? N1 C13 H31A 108.7 . . ? C14 C13 H31A 108.7 . . ? N1 C13 H31B 108.7 . . ? C14 C13 H31B 108.7 . . ? H31A C13 H31B 107.6 . . ? N8 C14 C13 108.5(10) . . ? N8 C14 H32A 110.0 . . ? C13 C14 H32A 110.0 . . ? N8 C14 H32B 110.0 . . ? C13 C14 H32B 110.0 . . ? H32A C14 H32B 108.4 . . ? N8 C15 C16 117.2(11) . . ? N8 C15 H33 121.4 . . ? C16 C15 H33 121.4 . . ? N9 C16 C17 109.7(10) . . ? N9 C16 C15 118.2(10) . . ? C17 C16 C15 132.1(12) . . ? N10 C17 C16 104.7(11) . . ? N10 C17 H35 127.7 . . ? C16 C17 H35 127.7 . . ? N9 C18 N10 111.7(10) . . ? N9 C18 H36 124.2 . . ? N10 C18 H36 124.2 . . ? N12 C19 C20 110.5(9) . . ? N12 C19 H7A 109.5 . . ? C20 C19 H7A 109.5 . . ? N12 C19 H7B 109.5 . . ? C20 C19 H7B 109.5 . . ? H7A C19 H7B 108.1 . . ? N13 C20 C19 107.2(10) . . ? N13 C20 H8A 110.3 . . ? C19 C20 H8A 110.3 . . ? N13 C20 H8B 110.3 . . ? C19 C20 H8B 110.3 . . ? H8A C20 H8B 108.5 . . ? N13 C21 C22 117.6(12) . . ? N13 C21 H9 121.2 . . ? C22 C21 H9 121.2 . . ? C23 C22 N14 108.4(13) . . ? C23 C22 C21 133.4(14) . . ? N14 C22 C21 118.1(11) . . ? N15 C23 C22 107.5(13) . . ? N15 C23 H11 126.3 . . ? C22 C23 H11 126.3 . . ? N14 C24 N15 115.4(15) . . ? N14 C24 H12 122.3 . . ? N15 C24 H12 122.3 . . ? N12 C25 C26 111.1(9) . . ? N12 C25 H1A 109.4 . . ? C26 C25 H1A 109.4 . . ? N12 C25 H1B 109.4 . . ? C26 C25 H1B 109.4 . . ? H1A C25 H1B 108.0 . . ? N16 C26 C25 109.0(10) . . ? N16 C26 H2A 109.9 . . ? C25 C26 H2A 109.9 . . ? N16 C26 H2B 109.9 . . ? C25 C26 H2B 109.9 . . ? H2A C26 H2B 108.3 . . ? N16 C27 C28 117.6(11) . . ? N16 C27 H3 121.2 . . ? C28 C27 H3 121.2 . . ? N17 C28 C29 108.8(11) . . ? N17 C28 C27 121.5(10) . . ? C29 C28 C27 129.4(12) . . ? N18 C29 C28 104.4(11) . . ? N18 C29 H5 127.8 . . ? C28 C29 H5 127.8 . . ? N17 C30 N18 109.6(12) . . ? N17 C30 H6 125.2 . . ? N18 C30 H6 125.2 . . ? N12 C31 C32 113.3(10) . . ? N12 C31 H13A 108.9 . . ? C32 C31 H13A 108.9 . . ? N12 C31 H13B 108.9 . . ? C32 C31 H13B 108.9 . . ? H13A C31 H13B 107.7 . . ? N19 C32 C31 108.2(9) . . ? N19 C32 H14A 110.1 . . ? C31 C32 H14A 110.1 . . ? N19 C32 H14B 110.1 . . ? C31 C32 H14B 110.1 . . ? H14A C32 H14B 108.4 . . ? N19 C33 C34 116.6(11) . . ? N19 C33 H15 121.7 . . ? C34 C33 H15 121.7 . . ? C35 C34 N20 108.9(11) . . ? C35 C34 C33 131.6(12) . . ? N20 C34 C33 119.5(11) . . ? N21 C35 C34 106.8(11) . . ? N21 C35 H17 126.6 . . ? C34 C35 H17 126.6 . . ? N20 C36 N21 111.5(12) . . ? N20 C36 H18A 124.2 . . ? N21 C36 H18A 124.2 . . ? O19 C37 H37A 109.5 . . ? O19 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? O19 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? O20 C38 H38A 109.5 . . ? O20 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? O20 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C1 N1 C13 108.6(10) . . ? C1 N1 C7 110.3(10) . . ? C13 N1 C7 110.2(10) . . ? C1 N1 Tb1 109.6(7) . . ? C13 N1 Tb1 112.5(7) . . ? C7 N1 Tb1 105.5(7) . . ? C3 N2 C2 120.5(10) . . ? C3 N2 Tb1 119.3(8) . . ? C2 N2 Tb1 119.0(8) . . ? C6 N3 C4 106.3(11) . . ? C6 N3 Tb1 138.2(9) . . ? C4 N3 Tb1 114.9(8) . . ? C5 N4 C6 107.9(11) . . ? C5 N4 H15A 126.1 . . ? C6 N4 H15A 126.1 . . ? C9 N5 C8 116.6(12) . . ? C9 N5 Tb1 120.5(10) . . ? C8 N5 Tb1 122.9(9) . . ? C12 N6 C10 105.1(11) . . ? C12 N6 Tb1 139.4(9) . . ? C10 N6 Tb1 114.8(8) . . ? C12 N7 C11 110.0(13) . . ? C12 N7 H18 125.0 . . ? C11 N7 H18 125.0 . . ? C15 N8 C14 119.5(11) . . ? C15 N8 Tb1 122.4(9) . . ? C14 N8 Tb1 117.9(7) . . ? C18 N9 C16 105.0(9) . . ? C18 N9 Tb1 137.8(8) . . ? C16 N9 Tb1 117.2(7) . . ? C18 N10 C17 108.9(10) . . ? C18 N10 H39 125.5 . . ? C17 N10 H39 125.5 . . ? O3 N11 O1 121.9(10) . . ? O3 N11 O2 121.5(10) . . ? O1 N11 O2 116.6(9) . . ? O3 N11 Tb1 170.4(8) . . ? O1 N11 Tb1 59.0(5) . . ? O2 N11 Tb1 58.3(5) . . ? C31 N12 C25 111.3(9) . . ? C31 N12 C19 110.1(9) . . ? C25 N12 C19 108.4(9) . . ? C31 N12 Tb2 114.0(7) . . ? C25 N12 Tb2 105.3(7) . . ? C19 N12 Tb2 107.4(7) . . ? C21 N13 C20 120.0(11) . . ? C21 N13 Tb2 121.7(9) . . ? C20 N13 Tb2 118.2(7) . . ? C24 N14 C22 103.1(11) . . ? C24 N14 Tb2 140.9(10) . . ? C22 N14 Tb2 114.9(8) . . ? C24 N15 C23 105.5(13) . . ? C24 N15 H7 127.2 . . ? C23 N15 H7 127.2 . . ? C27 N16 C26 118.5(10) . . ? C27 N16 Tb2 119.0(8) . . ? C26 N16 Tb2 122.1(7) . . ? C30 N17 C28 106.2(10) . . ? C30 N17 Tb2 139.2(9) . . ? C28 N17 Tb2 114.2(7) . . ? C29 N18 C30 110.9(11) . . ? C29 N18 H4 124.5 . . ? C30 N18 H4 124.5 . . ? C33 N19 C32 119.8(10) . . ? C33 N19 Tb2 122.5(8) . . ? C32 N19 Tb2 117.7(7) . . ? C36 N20 C34 105.2(10) . . ? C36 N20 Tb2 138.9(8) . . ? C34 N20 Tb2 115.9(8) . . ? C35 N21 C36 107.6(11) . . ? C35 N21 H10 126.2 . . ? C36 N21 H10 126.2 . . ? O6 N22 O5 122.7(10) . . ? O6 N22 O4 120.2(11) . . ? O5 N22 O4 117.1(10) . . ? O6 N22 Tb2 170.0(10) . . ? O5 N22 Tb2 58.7(5) . . ? O4 N22 Tb2 59.3(6) . . ? O9 N23 O8 122.1(13) . . ? O9 N23 O7 120.6(13) . . ? O8 N23 O7 117.2(13) . . ? O11 N24 O10 112.9(14) . . ? O11 N24 O12 122.3(14) . . ? O10 N24 O12 122.3(12) . . ? O13 N25 O15 119.2(16) . . ? O13 N25 O14 119.6(12) . . ? O15 N25 O14 121.1(15) . . ? O17 N26 O18 120.8(17) . . ? O17 N26 O16 117.8(12) . . ? O18 N26 O16 121.4(15) . . ? N11 O1 Tb1 94.6(6) . . ? N11 O2 Tb1 95.0(6) . . ? N22 O4 Tb2 94.3(6) . . ? N22 O5 Tb2 95.1(6) . . ? C37 O19 H19 109.5 . . ? C38 O20 H20 109.5 . . ? O2 Tb1 O1 52.8(3) . . ? O2 Tb1 N8 143.7(3) . . ? O1 Tb1 N8 147.3(3) . . ? O2 Tb1 N2 77.4(3) . . ? O1 Tb1 N2 122.3(3) . . ? N8 Tb1 N2 90.1(3) . . ? O2 Tb1 N5 82.9(3) . . ? O1 Tb1 N5 76.3(3) . . ? N8 Tb1 N5 79.1(4) . . ? N2 Tb1 N5 129.2(4) . . ? O2 Tb1 N6 120.1(3) . . ? O1 Tb1 N6 70.1(3) . . ? N8 Tb1 N6 80.3(3) . . ? N2 Tb1 N6 160.4(3) . . ? N5 Tb1 N6 66.0(4) . . ? O2 Tb1 N9 144.3(3) . . ? O1 Tb1 N9 119.1(3) . . ? N8 Tb1 N9 64.9(3) . . ? N2 Tb1 N9 83.6(3) . . ? N5 Tb1 N9 131.8(3) . . ? N6 Tb1 N9 76.8(3) . . ? O2 Tb1 N3 73.5(3) . . ? O1 Tb1 N3 73.0(3) . . ? N8 Tb1 N3 131.8(3) . . ? N2 Tb1 N3 65.6(3) . . ? N5 Tb1 N3 148.6(3) . . ? N6 Tb1 N3 108.6(3) . . ? N9 Tb1 N3 71.2(3) . . ? O2 Tb1 N1 78.0(3) . . ? O1 Tb1 N1 120.0(3) . . ? N8 Tb1 N1 65.8(3) . . ? N2 Tb1 N1 65.9(3) . . ? N5 Tb1 N1 64.4(4) . . ? N6 Tb1 N1 123.6(3) . . ? N9 Tb1 N1 120.8(3) . . ? N3 Tb1 N1 127.7(3) . . ? O2 Tb1 N11 26.7(3) . . ? O1 Tb1 N11 26.4(3) . . ? N8 Tb1 N11 159.4(3) . . ? N2 Tb1 N11 98.9(3) . . ? N5 Tb1 N11 80.9(3) . . ? N6 Tb1 N11 95.8(3) . . ? N9 Tb1 N11 134.2(3) . . ? N3 Tb1 N11 68.6(3) . . ? N1 Tb1 N11 101.0(3) . . ? N13 Tb2 O5 78.8(3) . . ? N13 Tb2 O4 122.7(3) . . ? O5 Tb2 O4 52.3(3) . . ? N13 Tb2 N19 90.1(3) . . ? O5 Tb2 N19 143.4(3) . . ? O4 Tb2 N19 146.8(3) . . ? N13 Tb2 N14 66.6(4) . . ? O5 Tb2 N14 73.9(3) . . ? O4 Tb2 N14 72.1(3) . . ? N19 Tb2 N14 133.0(3) . . ? N13 Tb2 N17 157.1(3) . . ? O5 Tb2 N17 120.8(3) . . ? O4 Tb2 N17 70.7(3) . . ? N19 Tb2 N17 80.2(3) . . ? N14 Tb2 N17 105.3(3) . . ? N13 Tb2 N16 131.5(3) . . ? O5 Tb2 N16 83.5(3) . . ? O4 Tb2 N16 76.0(3) . . ? N19 Tb2 N16 78.1(3) . . ? N14 Tb2 N16 147.8(3) . . ? N17 Tb2 N16 66.9(3) . . ? N13 Tb2 N20 82.7(3) . . ? O5 Tb2 N20 144.7(3) . . ? O4 Tb2 N20 119.2(3) . . ? N19 Tb2 N20 65.4(3) . . ? N14 Tb2 N20 71.3(3) . . ? N17 Tb2 N20 74.4(3) . . ? N16 Tb2 N20 130.4(3) . . ? N13 Tb2 N12 67.8(3) . . ? O5 Tb2 N12 78.1(3) . . ? O4 Tb2 N12 119.2(3) . . ? N19 Tb2 N12 65.5(3) . . ? N14 Tb2 N12 130.0(3) . . ? N17 Tb2 N12 124.6(3) . . ? N16 Tb2 N12 64.4(3) . . ? N20 Tb2 N12 121.6(3) . . ? N13 Tb2 N22 99.5(3) . . ? O5 Tb2 N22 26.1(3) . . ? O4 Tb2 N22 26.4(3) . . ? N19 Tb2 N22 158.7(3) . . ? N14 Tb2 N22 68.2(3) . . ? N17 Tb2 N22 96.7(3) . . ? N16 Tb2 N22 81.3(3) . . ? N20 Tb2 N22 134.3(3) . . ? N12 Tb2 N22 100.6(3) . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 25.16 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 4.694 _refine_diff_density_min -2.021 _refine_diff_density_rms 0.203 # Attachment '- 10_DyH3L.cif' data_10_DyH3L _database_code_depnum_ccdc_archive 'CCDC 789733' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H28 Dy N13 O10' _chemical_formula_weight 761.04 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Dy Dy -0.1892 4.4098 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.205(3) _cell_length_b 16.115(5) _cell_length_c 17.472(5) _cell_angle_alpha 100.834(5) _cell_angle_beta 108.384(4) _cell_angle_gamma 104.729(5) _cell_volume 2769.1(13) _cell_formula_units_Z 4 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 1595 _cell_measurement_theta_min 0.00 _cell_measurement_theta_max 0.00 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.825 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1516 _exptl_absorpt_coefficient_mu 2.776 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.5322 _exptl_absorpt_correction_T_max 0.7883 _exptl_absorpt_process_details 'SADABS; Sheldrick 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.333 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 10769 _diffrn_reflns_av_R_equivalents 0.0542 _diffrn_reflns_av_sigmaI/netI 0.0987 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.28 _diffrn_reflns_theta_max 21.85 _reflns_number_total 6577 _reflns_number_gt 4750 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0831P)^2^+22.4126P] 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 6577 _refine_ls_number_parameters 719 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0949 _refine_ls_R_factor_gt 0.0677 _refine_ls_wR_factor_ref 0.1789 _refine_ls_wR_factor_gt 0.1598 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _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 0.7135(16) 0.1898(10) 0.1119(10) 0.033(4) Uani 1 1 d . . . H19A H 0.6675 0.1257 0.1038 0.039 Uiso 1 1 calc R . . H19B H 0.7259 0.1954 0.0592 0.039 Uiso 1 1 calc R . . C2 C 0.6286(15) 0.2449(10) 0.1309(10) 0.029(4) Uani 1 1 d . . . H20A H 0.5397 0.2230 0.0844 0.035 Uiso 1 1 calc R . . H20B H 0.6163 0.2401 0.1837 0.035 Uiso 1 1 calc R . . C3 C 0.6433(15) 0.3789(10) 0.0915(9) 0.021(3) Uani 1 1 d . . . H21 H 0.5529 0.3509 0.0533 0.025 Uiso 1 1 calc R . . C4 C 0.7195(15) 0.4688(10) 0.0966(9) 0.025(3) Uani 1 1 d . . . C5 C 0.6904(16) 0.5277(11) 0.0513(10) 0.032(4) Uani 1 1 d . . . H23 H 0.6083 0.5186 0.0072 0.038 Uiso 1 1 calc R . . C6 C 0.8959(15) 0.5866(10) 0.1418(9) 0.024(4) Uani 1 1 d . . . H24 H 0.9833 0.6287 0.1727 0.029 Uiso 1 1 calc R . . C7 C 0.9422(17) 0.1907(11) 0.1539(10) 0.035(4) Uani 1 1 d . . . H25A H 0.9413 0.2075 0.1021 0.042 Uiso 1 1 calc R . . H25B H 0.9132 0.1245 0.1392 0.042 Uiso 1 1 calc R . . C8 C 1.0865(17) 0.2296(11) 0.2199(10) 0.036(4) Uani 1 1 d . . . H26A H 1.0970 0.1982 0.2639 0.043 Uiso 1 1 calc R . . H26B H 1.1502 0.2226 0.1928 0.043 Uiso 1 1 calc R . . C9 C 1.2334(17) 0.3690(13) 0.3123(10) 0.041(5) Uani 1 1 d . . . H27 H 1.3020 0.3430 0.3222 0.049 Uiso 1 1 calc R . . C10 C 1.2587(15) 0.4596(11) 0.3572(9) 0.025(3) Uani 1 1 d . . . C11 C 1.3716(15) 0.5229(13) 0.4203(10) 0.035(5) Uani 1 1 d . . . H29 H 1.4573 0.5170 0.4411 0.042 Uiso 1 1 calc R . . C12 C 1.2087(16) 0.5765(11) 0.4023(9) 0.027(4) Uani 1 1 d . . . H30 H 1.1610 0.6167 0.4085 0.032 Uiso 1 1 calc R . . C13 C 0.8285(16) 0.1863(10) 0.2525(10) 0.030(4) Uani 1 1 d . . . H31A H 0.8513 0.1306 0.2485 0.036 Uiso 1 1 calc R . . H31B H 0.7336 0.1705 0.2458 0.036 Uiso 1 1 calc R . . C14 C 0.9154(18) 0.2522(11) 0.3405(10) 0.038(4) Uani 1 1 d . . . H32A H 0.8857 0.2314 0.3834 0.046 Uiso 1 1 calc R . . H32B H 1.0100 0.2564 0.3547 0.046 Uiso 1 1 calc R . . C15 C 0.8641(14) 0.3822(10) 0.3910(9) 0.021(3) Uani 1 1 d . . . H33 H 0.8460 0.3575 0.4331 0.025 Uiso 1 1 calc R . . C16 C 0.8497(15) 0.4665(9) 0.3871(9) 0.020(4) Uani 1 1 d . . . C17 C 0.8221(15) 0.5288(11) 0.4364(10) 0.030(4) Uani 1 1 d . . . H35 H 0.8038 0.5254 0.4854 0.035 Uiso 1 1 calc R . . C18 C 0.8563(14) 0.5764(10) 0.3347(9) 0.024(4) Uani 1 1 d . . . H36 H 0.8657 0.6141 0.2996 0.028 Uiso 1 1 calc R . . C19 C 0.6808(15) 0.3511(11) 0.8763(9) 0.029(4) Uani 1 1 d . . . H7A H 0.6696 0.3463 0.9295 0.034 Uiso 1 1 calc R . . H7B H 0.7081 0.4154 0.8789 0.034 Uiso 1 1 calc R . . C20 C 0.7866(14) 0.3132(10) 0.8667(10) 0.027(2) Uani 1 1 d . . . H8A H 0.8009 0.3207 0.8149 0.032 Uiso 1 1 calc R . . H8B H 0.8719 0.3458 0.9155 0.032 Uiso 1 1 calc R . . C21 C 0.8223(15) 0.1817(14) 0.9053(10) 0.039(5) Uani 1 1 d . . . H9 H 0.9132 0.2160 0.9390 0.047 Uiso 1 1 calc R . . C22 C 0.7680(16) 0.0894(13) 0.9016(10) 0.037(5) Uani 1 1 d . . . C23 C 0.827(2) 0.0358(16) 0.9389(11) 0.051(6) Uani 1 1 d . . . H11 H 0.9183 0.0506 0.9737 0.061 Uiso 1 1 calc R . . C24 C 0.6152(18) -0.0338(13) 0.8709(10) 0.035(5) Uani 1 1 d . . . H12 H 0.5300 -0.0791 0.8497 0.042 Uiso 1 1 calc R . . C25 C 0.4408(14) 0.3159(11) 0.8271(9) 0.028(4) Uani 1 1 d . . . H1A H 0.4499 0.3802 0.8372 0.033 Uiso 1 1 calc R . . H1B H 0.4470 0.3006 0.8802 0.033 Uiso 1 1 calc R . . C26 C 0.3019(14) 0.2578(10) 0.7565(10) 0.027(2) Uani 1 1 d . . . H2A H 0.2308 0.2543 0.7791 0.032 Uiso 1 1 calc R . . H2B H 0.2825 0.2849 0.7096 0.032 Uiso 1 1 calc R . . C27 C 0.1999(14) 0.1108(10) 0.6684(9) 0.024(4) Uani 1 1 d . . . H3 H 0.1185 0.1229 0.6503 0.029 Uiso 1 1 calc R . . C28 C 0.2050(15) 0.0266(10) 0.6312(10) 0.024(4) Uani 1 1 d . . . C29 C 0.1071(15) -0.0482(11) 0.5652(9) 0.026(4) Uani 1 1 d . . . H5 H 0.0162 -0.0550 0.5361 0.031 Uiso 1 1 calc R . . C30 C 0.2957(15) -0.0746(10) 0.6058(9) 0.021(4) Uani 1 1 d . . . H6 H 0.3579 -0.1056 0.6085 0.025 Uiso 1 1 calc R . . C31 C 0.5577(15) 0.3366(11) 0.7290(10) 0.032(4) Uani 1 1 d . . . H13A H 0.5139 0.3828 0.7264 0.039 Uiso 1 1 calc R . . H13B H 0.6523 0.3655 0.7381 0.039 Uiso 1 1 calc R . . C32 C 0.4895(14) 0.2621(9) 0.6461(9) 0.020(4) Uani 1 1 d . . . H14A H 0.3914 0.2450 0.6284 0.024 Uiso 1 1 calc R . . H14B H 0.5142 0.2834 0.6018 0.024 Uiso 1 1 calc R . . C33 C 0.5750(14) 0.1478(10) 0.6042(10) 0.027(2) Uani 1 1 d . . . H15 H 0.5765 0.1680 0.5568 0.032 Uiso 1 1 calc R . . C34 C 0.6225(14) 0.0746(12) 0.6207(10) 0.029(4) Uani 1 1 d . . . C35 C 0.6709(15) 0.0206(11) 0.5780(10) 0.030(4) Uani 1 1 d . . . H17 H 0.6855 0.0240 0.5278 0.036 Uiso 1 1 calc R . . C36 C 0.6586(15) -0.0196(12) 0.6870(10) 0.033(4) Uani 1 1 d . . . H18A H 0.6652 -0.0518 0.7277 0.040 Uiso 1 1 calc R . . C37 C 0.4751(17) 0.4266(12) 0.2117(10) 0.039(5) Uani 1 1 d . . . H37A H 0.5727 0.4526 0.2345 0.058 Uiso 1 1 calc R . . H37B H 0.4486 0.3614 0.2015 0.058 Uiso 1 1 calc R . . H37C H 0.4409 0.4523 0.2522 0.058 Uiso 1 1 calc R . . C38 C 0.9491(19) 0.9030(14) 0.1771(11) 0.050(5) Uani 1 1 d . . . H38A H 0.9324 0.9222 0.2283 0.074 Uiso 1 1 calc R . . H38B H 0.8740 0.9000 0.1278 0.074 Uiso 1 1 calc R . . H38C H 1.0314 0.9460 0.1805 0.074 Uiso 1 1 calc R . . Dy1 Dy 0.94228(7) 0.40150(5) 0.22658(4) 0.0212(3) Uani 1 1 d . . . Dy2 Dy 0.50974(7) 0.12657(5) 0.77433(4) 0.0203(3) Uani 1 1 d . . . N1 N 0.8437(12) 0.2214(8) 0.1817(7) 0.025(3) Uani 1 1 d . . . N2 N 0.7003(12) 0.3386(8) 0.1394(7) 0.0231(18) Uani 1 1 d . . . N3 N 0.8528(11) 0.5063(8) 0.1527(7) 0.018(3) Uani 1 1 d . . . N4 N 0.8012(12) 0.6005(8) 0.0820(8) 0.026(3) Uani 1 1 d . . . H15A H 0.8097 0.6492 0.0655 0.032 Uiso 1 1 calc R . . N5 N 1.1106(13) 0.3225(8) 0.2561(7) 0.0231(18) Uani 1 1 d . . . N6 N 1.1540(11) 0.4945(8) 0.3476(7) 0.022(3) Uani 1 1 d . . . N7 N 1.3384(13) 0.5955(10) 0.4474(8) 0.036(4) Uani 1 1 d . . . H18 H 1.3923 0.6455 0.4871 0.043 Uiso 1 1 calc R . . N8 N 0.9012(12) 0.3391(8) 0.3389(7) 0.0231(18) Uani 1 1 d . . . N9 N 0.8719(11) 0.4976(8) 0.3229(7) 0.017(3) Uani 1 1 d . . . N10 N 0.8262(12) 0.5966(9) 0.4012(8) 0.030(3) Uani 1 1 d . . . H39 H 0.8111 0.6461 0.4197 0.036 Uiso 1 1 calc R . . N11 N 1.0413(12) 0.4277(9) 0.0982(8) 0.026(3) Uani 1 1 d . . . N12 N 0.5511(11) 0.3004(8) 0.8028(8) 0.026(3) Uani 1 1 d . . . N13 N 0.7439(11) 0.2166(8) 0.8613(7) 0.0218(18) Uani 1 1 d . . . N14 N 0.6333(12) 0.0462(9) 0.8580(8) 0.029(3) Uani 1 1 d . . . N15 N 0.7253(18) -0.0449(14) 0.9153(9) 0.052(5) Uani 1 1 d . . . H7 H 0.7330 -0.0942 0.9277 0.063 Uiso 1 1 calc R . . N16 N 0.3064(11) 0.1719(8) 0.7276(7) 0.0218(18) Uani 1 1 d . . . N17 N 0.3233(11) 0.0075(8) 0.6550(7) 0.018(3) Uani 1 1 d . . . N18 N 0.1683(12) -0.1070(8) 0.5523(7) 0.023(3) Uani 1 1 d . . . H4 H 0.1301 -0.1597 0.5140 0.027 Uiso 1 1 calc R . . N19 N 0.5309(11) 0.1841(8) 0.6565(7) 0.0218(18) Uani 1 1 d . . . N20 N 0.6138(12) 0.0472(9) 0.6903(8) 0.026(3) Uani 1 1 d . . . N21 N 0.6943(12) -0.0394(9) 0.6219(8) 0.033(4) Uani 1 1 d . . . H10 H 0.7264 -0.0824 0.6095 0.040 Uiso 1 1 calc R . . N22 N 0.4142(13) 0.0896(9) 0.9016(8) 0.028(3) Uani 1 1 d . . . N23 N 0.4603(13) 0.7478(10) 0.6364(9) 0.033(3) Uani 1 1 d . . . N24 N 0.8025(15) 0.7727(16) 0.9636(10) 0.069(6) Uani 1 1 d . . . N25 N 0.7974(14) 0.7739(11) 0.5255(10) 0.038(4) Uani 1 1 d . . . N26 N 0.0977(13) 0.7596(10) 0.3596(10) 0.035(4) Uani 1 1 d . . . O1 O 1.1074(10) 0.4750(7) 0.1742(6) 0.027(3) Uani 1 1 d . . . O2 O 0.9380(10) 0.3603(7) 0.0850(6) 0.027(3) Uani 1 1 d . . . O3 O 1.0740(10) 0.4440(7) 0.0418(6) 0.028(3) Uani 1 1 d . . . O4 O 0.3615(10) 0.0383(7) 0.8284(6) 0.024(2) Uani 1 1 d . . . O5 O 0.4980(10) 0.1683(7) 0.9130(6) 0.028(3) Uani 1 1 d . . . O6 O 0.3924(12) 0.0688(8) 0.9605(7) 0.046(3) Uani 1 1 d . . . O7 O 0.4243(13) 0.7627(8) 0.5663(7) 0.049(3) Uani 1 1 d . . . O8 O 0.4690(14) 0.8004(10) 0.7000(8) 0.064(4) Uani 1 1 d . . . O9 O 0.4763(12) 0.6746(9) 0.6360(8) 0.051(3) Uani 1 1 d . . . O10 O 0.8745(17) 0.8408(10) 0.9619(12) 0.088(3) Uani 1 1 d . . . O11 O 0.6946(16) 0.7684(9) 0.9726(11) 0.088(3) Uani 1 1 d . . . O12 O 0.8275(16) 0.6992(9) 0.9612(11) 0.088(3) Uani 1 1 d . . . O13 O 0.8400(11) 0.7750(7) 0.4683(7) 0.035(3) Uani 1 1 d . . . O14 O 0.7385(13) 0.7035(10) 0.5317(8) 0.051(3) Uani 1 1 d . . . O15 O 0.8215(13) 0.8439(10) 0.5782(10) 0.086(6) Uani 1 1 d . . . O16 O 0.1191(12) 0.7441(8) 0.4288(7) 0.047(3) Uani 1 1 d . . . O17 O 0.0455(14) 0.8180(11) 0.3467(9) 0.068(4) Uani 1 1 d . . . O18 O 0.1336(12) 0.7208(8) 0.3085(7) 0.049(3) Uani 1 1 d . . . O19 O 0.4214(11) 0.4462(8) 0.1347(7) 0.040(3) Uani 1 1 d . . . H19 H 0.3498 0.4047 0.1030 0.060 Uiso 1 1 calc R . . O20 O 0.9629(14) 0.8154(10) 0.1695(8) 0.061(4) Uani 1 1 d . . . H20 H 0.9977 0.8103 0.2178 0.091 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 C1 0.050(11) 0.018(9) 0.037(11) 0.013(8) 0.019(9) 0.017(9) C2 0.032(9) 0.015(9) 0.027(10) -0.007(7) -0.001(8) 0.009(8) C3 0.030(6) 0.026(7) 0.009(6) 0.009(5) 0.009(5) 0.010(6) C4 0.032(7) 0.028(7) 0.011(6) 0.005(5) 0.008(5) 0.005(6) C5 0.026(9) 0.043(11) 0.035(10) 0.017(9) 0.018(8) 0.013(9) C6 0.028(9) 0.026(10) 0.017(9) 0.008(7) 0.005(8) 0.013(8) C7 0.060(12) 0.027(10) 0.024(10) 0.010(8) 0.017(9) 0.022(10) C8 0.057(12) 0.043(11) 0.034(10) 0.030(9) 0.024(9) 0.035(10) C9 0.036(10) 0.077(15) 0.025(10) 0.031(10) 0.017(9) 0.024(11) C10 0.032(7) 0.028(7) 0.011(6) 0.005(5) 0.008(5) 0.005(6) C11 0.025(9) 0.077(14) 0.024(10) 0.025(10) 0.015(8) 0.035(10) C12 0.044(11) 0.022(10) 0.014(9) 0.003(8) 0.017(8) 0.004(9) C13 0.045(10) 0.013(9) 0.034(10) 0.011(8) 0.009(8) 0.018(8) C14 0.058(12) 0.041(11) 0.028(10) 0.019(9) 0.021(9) 0.025(10) C15 0.030(6) 0.026(7) 0.009(6) 0.009(5) 0.009(5) 0.010(6) C16 0.036(9) 0.014(9) 0.008(8) 0.003(7) 0.006(7) 0.009(8) C17 0.037(10) 0.037(11) 0.026(10) 0.015(9) 0.014(8) 0.024(9) C18 0.029(9) 0.017(9) 0.016(9) -0.007(7) 0.003(7) 0.009(8) C19 0.038(10) 0.026(10) 0.019(9) 0.004(8) 0.011(8) 0.007(8) C20 0.021(5) 0.027(6) 0.028(6) 0.006(4) 0.007(4) 0.007(4) C21 0.014(9) 0.080(16) 0.025(10) 0.009(10) 0.003(8) 0.026(10) C22 0.027(10) 0.052(13) 0.034(11) 0.015(9) 0.000(8) 0.030(10) C23 0.066(14) 0.095(18) 0.023(11) 0.026(11) 0.016(10) 0.071(15) C24 0.046(11) 0.061(14) 0.024(10) 0.016(9) 0.022(9) 0.044(11) C25 0.030(9) 0.037(10) 0.025(9) 0.009(8) 0.012(8) 0.024(8) C26 0.021(5) 0.027(6) 0.028(6) 0.006(4) 0.007(4) 0.007(4) C27 0.013(8) 0.036(11) 0.027(9) 0.012(8) 0.009(7) 0.011(8) C28 0.026(9) 0.020(10) 0.037(10) 0.018(8) 0.020(8) 0.010(8) C29 0.025(9) 0.037(11) 0.023(9) 0.021(8) 0.007(8) 0.013(9) C30 0.032(10) 0.021(10) 0.018(9) 0.010(8) 0.013(8) 0.013(8) C31 0.017(8) 0.032(10) 0.038(11) 0.007(9) 0.006(8) 0.001(8) C32 0.016(8) 0.020(9) 0.019(9) 0.006(7) 0.001(7) 0.005(7) C33 0.021(5) 0.027(6) 0.028(6) 0.006(4) 0.007(4) 0.007(4) C34 0.008(8) 0.049(12) 0.030(10) 0.011(9) 0.009(7) 0.008(8) C35 0.035(10) 0.040(11) 0.016(9) 0.009(8) 0.014(8) 0.008(9) C36 0.024(9) 0.059(13) 0.029(10) 0.025(9) 0.010(8) 0.024(9) C37 0.043(11) 0.040(11) 0.030(11) 0.008(9) 0.005(9) 0.022(9) C38 0.054(12) 0.074(15) 0.031(11) 0.011(10) 0.025(10) 0.031(12) Dy1 0.0272(5) 0.0239(5) 0.0149(4) 0.0071(3) 0.0075(3) 0.0119(4) Dy2 0.0195(4) 0.0265(5) 0.0142(4) 0.0055(3) 0.0031(3) 0.0112(4) N1 0.031(7) 0.035(8) 0.011(7) 0.008(6) 0.003(6) 0.020(7) N2 0.040(5) 0.028(5) 0.014(4) 0.012(4) 0.016(4) 0.019(4) N3 0.026(7) 0.015(7) 0.015(7) 0.003(6) 0.010(6) 0.010(6) N4 0.032(8) 0.014(7) 0.043(9) 0.016(6) 0.020(7) 0.011(7) N5 0.040(5) 0.028(5) 0.014(4) 0.012(4) 0.016(4) 0.019(4) N6 0.023(7) 0.030(8) 0.022(7) 0.006(7) 0.010(6) 0.019(7) N7 0.030(9) 0.047(10) 0.018(8) 0.006(7) 0.007(7) -0.004(8) N8 0.040(5) 0.028(5) 0.014(4) 0.012(4) 0.016(4) 0.019(4) N9 0.018(7) 0.018(7) 0.018(7) 0.000(6) 0.006(6) 0.015(6) N10 0.039(8) 0.022(8) 0.033(9) 0.005(7) 0.018(7) 0.013(7) N11 0.013(7) 0.028(9) 0.024(9) 0.000(7) -0.003(7) 0.003(7) N12 0.018(7) 0.024(8) 0.023(8) -0.002(6) 0.001(6) 0.001(6) N13 0.020(4) 0.029(5) 0.014(4) 0.000(3) 0.007(3) 0.010(4) N14 0.028(8) 0.042(9) 0.029(8) 0.018(7) 0.009(7) 0.027(7) N15 0.072(12) 0.096(15) 0.037(10) 0.043(10) 0.033(9) 0.072(12) N16 0.020(4) 0.029(5) 0.014(4) 0.000(3) 0.007(3) 0.010(4) N17 0.016(7) 0.022(8) 0.023(7) 0.008(6) 0.014(6) 0.006(6) N18 0.038(8) 0.018(7) 0.015(7) 0.007(6) 0.008(7) 0.014(7) N19 0.020(4) 0.029(5) 0.014(4) 0.000(3) 0.007(3) 0.010(4) N20 0.020(7) 0.032(8) 0.024(8) 0.008(6) 0.001(6) 0.013(7) N21 0.026(8) 0.044(9) 0.035(9) 0.009(8) 0.024(7) 0.010(7) N22 0.040(8) 0.029(9) 0.018(9) 0.003(7) 0.014(7) 0.016(8) N23 0.032(8) 0.028(9) 0.035(10) 0.011(8) 0.004(7) 0.012(7) N24 0.014(8) 0.117(18) 0.037(10) -0.024(11) -0.008(7) 0.012(10) N25 0.022(8) 0.028(10) 0.042(10) -0.012(9) -0.007(8) 0.013(7) N26 0.022(8) 0.036(9) 0.039(10) -0.004(8) 0.015(7) 0.007(7) O1 0.029(6) 0.038(7) 0.011(6) 0.015(5) 0.002(5) 0.006(6) O2 0.031(6) 0.029(7) 0.020(6) 0.006(5) 0.012(5) 0.007(6) O3 0.026(6) 0.043(7) 0.022(6) 0.018(6) 0.013(5) 0.012(5) O4 0.031(6) 0.021(6) 0.022(7) 0.004(5) 0.012(5) 0.010(5) O5 0.035(6) 0.037(7) 0.014(6) 0.010(5) 0.008(5) 0.016(6) O6 0.062(8) 0.049(8) 0.031(8) 0.010(6) 0.029(7) 0.011(7) O7 0.078(9) 0.043(8) 0.026(7) 0.012(6) 0.006(7) 0.035(7) O8 0.094(11) 0.064(10) 0.034(8) 0.005(8) 0.026(8) 0.029(9) O9 0.057(8) 0.049(9) 0.048(8) 0.019(7) 0.005(7) 0.033(7) O10 0.080(7) 0.030(5) 0.133(9) 0.005(5) 0.028(6) 0.017(5) O11 0.080(7) 0.030(5) 0.133(9) 0.005(5) 0.028(6) 0.017(5) O12 0.080(7) 0.030(5) 0.133(9) 0.005(5) 0.028(6) 0.017(5) O13 0.038(7) 0.042(8) 0.023(7) 0.004(6) 0.008(6) 0.016(6) O14 0.056(8) 0.064(10) 0.043(8) 0.020(8) 0.022(7) 0.031(8) O15 0.047(9) 0.063(10) 0.102(13) -0.046(10) 0.007(8) 0.022(8) O16 0.065(9) 0.052(9) 0.020(7) 0.003(6) 0.017(6) 0.016(7) O17 0.070(10) 0.117(13) 0.062(10) 0.049(9) 0.045(8) 0.063(10) O18 0.056(8) 0.042(8) 0.034(8) -0.001(6) 0.019(7) -0.002(7) O19 0.039(7) 0.035(7) 0.038(8) -0.001(6) 0.019(6) 0.004(6) O20 0.060(9) 0.087(11) 0.042(8) 0.027(8) 0.022(7) 0.027(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 N1 1.463(19) . ? C1 C2 1.52(2) . ? C1 H19A 0.9900 . ? C1 H19B 0.9900 . ? C2 N2 1.474(19) . ? C2 H20A 0.9900 . ? C2 H20B 0.9900 . ? C3 N2 1.268(18) . ? C3 C4 1.45(2) . ? C3 H21 0.9500 . ? C4 C5 1.38(2) . ? C4 N3 1.396(18) . ? C5 N4 1.344(19) . ? C5 H23 0.9500 . ? C6 N4 1.332(18) . ? C6 N3 1.334(18) . ? C6 H24 0.9500 . ? C7 N1 1.491(19) . ? C7 C8 1.54(2) . ? C7 H25A 0.9900 . ? C7 H25B 0.9900 . ? C8 N5 1.43(2) . ? C8 H26A 0.9900 . ? C8 H26B 0.9900 . ? C9 N5 1.33(2) . ? C9 C10 1.43(2) . ? C9 H27 0.9500 . ? C10 C11 1.38(2) . ? C10 N6 1.403(19) . ? C11 N7 1.36(2) . ? C11 H29 0.9500 . ? C12 N6 1.334(19) . ? C12 N7 1.34(2) . ? C12 H30 0.9500 . ? C13 N1 1.491(19) . ? C13 C14 1.53(2) . ? C13 H31A 0.9900 . ? C13 H31B 0.9900 . ? C14 N8 1.45(2) . ? C14 H32A 0.9900 . ? C14 H32B 0.9900 . ? C15 N8 1.278(17) . ? C15 C16 1.42(2) . ? C15 H33 0.9500 . ? C16 C17 1.36(2) . ? C16 N9 1.375(18) . ? C17 N10 1.35(2) . ? C17 H35 0.9500 . ? C18 N9 1.313(18) . ? C18 N10 1.317(19) . ? C18 H36 0.9500 . ? C19 N12 1.501(18) . ? C19 C20 1.51(2) . ? C19 H7A 0.9900 . ? C19 H7B 0.9900 . ? C20 N13 1.482(19) . ? C20 H8A 0.9900 . ? C20 H8B 0.9900 . ? C21 N13 1.29(2) . ? C21 C22 1.44(2) . ? C21 H9 0.9500 . ? C22 C23 1.36(2) . ? C22 N14 1.37(2) . ? C23 N15 1.38(2) . ? C23 H11 0.9500 . ? C24 N15 1.31(2) . ? C24 N14 1.33(2) . ? C24 H12 0.9500 . ? C25 N12 1.489(18) . ? C25 C26 1.56(2) . ? C25 H1A 0.9900 . ? C25 H1B 0.9900 . ? C26 N16 1.401(19) . ? C26 H2A 0.9900 . ? C26 H2B 0.9900 . ? C27 N16 1.305(18) . ? C27 C28 1.41(2) . ? C27 H3 0.9500 . ? C28 N17 1.390(18) . ? C28 C29 1.41(2) . ? C29 N18 1.329(18) . ? C29 H5 0.9500 . ? C30 N18 1.334(18) . ? C30 N17 1.336(18) . ? C30 H6 0.9500 . ? C31 C32 1.52(2) . ? C31 N12 1.53(2) . ? C31 H13A 0.9900 . ? C31 H13B 0.9900 . ? C32 N19 1.470(18) . ? C32 H14A 0.9900 . ? C32 H14B 0.9900 . ? C33 N19 1.285(18) . ? C33 C34 1.45(2) . ? C33 H15 0.9500 . ? C34 C35 1.36(2) . ? C34 N20 1.39(2) . ? C35 N21 1.37(2) . ? C35 H17 0.9500 . ? C36 N20 1.30(2) . ? C36 N21 1.33(2) . ? C36 H18A 0.9500 . ? C37 O19 1.420(19) . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 O20 1.44(2) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? Dy1 O2 2.419(9) . ? Dy1 O1 2.454(10) . ? Dy1 N2 2.473(12) . ? Dy1 N8 2.481(12) . ? Dy1 N6 2.486(12) . ? Dy1 N5 2.509(12) . ? Dy1 N9 2.517(11) . ? Dy1 N3 2.527(12) . ? Dy1 N1 2.688(13) . ? Dy1 N11 2.851(14) . ? Dy2 O4 2.443(10) . ? Dy2 O5 2.444(9) . ? Dy2 N13 2.453(12) . ? Dy2 N19 2.463(12) . ? Dy2 N14 2.465(13) . ? Dy2 N17 2.470(12) . ? Dy2 N20 2.507(13) . ? Dy2 N16 2.507(12) . ? Dy2 N12 2.641(13) . ? Dy2 N22 2.850(14) . ? N4 H15A 0.8800 . ? N7 H18 0.8800 . ? N10 H39 0.8800 . ? N11 O3 1.205(15) . ? N11 O1 1.267(15) . ? N11 O2 1.293(15) . ? N15 H7 0.8800 . ? N18 H4 0.8800 . ? N21 H10 0.8800 . ? N22 O6 1.216(16) . ? N22 O4 1.243(15) . ? N22 O5 1.309(16) . ? N23 O8 1.223(17) . ? N23 O9 1.236(17) . ? N23 O7 1.253(17) . ? N24 O10 1.20(2) . ? N24 O11 1.25(2) . ? N24 O12 1.28(2) . ? N25 O14 1.202(18) . ? N25 O15 1.222(17) . ? N25 O13 1.239(18) . ? N26 O18 1.223(17) . ? N26 O16 1.242(18) . ? N26 O17 1.246(19) . ? O19 H19 0.8400 . ? O20 H20 0.8400 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 109.9(12) . . ? N1 C1 H19A 109.7 . . ? C2 C1 H19A 109.7 . . ? N1 C1 H19B 109.7 . . ? C2 C1 H19B 109.7 . . ? H19A C1 H19B 108.2 . . ? N2 C2 C1 106.9(12) . . ? N2 C2 H20A 110.3 . . ? C1 C2 H20A 110.3 . . ? N2 C2 H20B 110.3 . . ? C1 C2 H20B 110.3 . . ? H20A C2 H20B 108.6 . . ? N2 C3 C4 118.4(14) . . ? N2 C3 H21 120.8 . . ? C4 C3 H21 120.8 . . ? C5 C4 N3 108.5(13) . . ? C5 C4 C3 132.7(14) . . ? N3 C4 C3 118.6(13) . . ? N4 C5 C4 106.4(14) . . ? N4 C5 H23 126.8 . . ? C4 C5 H23 126.8 . . ? N4 C6 N3 111.7(13) . . ? N4 C6 H24 124.2 . . ? N3 C6 H24 124.2 . . ? N1 C7 C8 114.5(13) . . ? N1 C7 H25A 108.6 . . ? C8 C7 H25A 108.6 . . ? N1 C7 H25B 108.6 . . ? C8 C7 H25B 108.6 . . ? H25A C7 H25B 107.6 . . ? N5 C8 C7 106.4(13) . . ? N5 C8 H26A 110.4 . . ? C7 C8 H26A 110.4 . . ? N5 C8 H26B 110.4 . . ? C7 C8 H26B 110.4 . . ? H26A C8 H26B 108.6 . . ? N5 C9 C10 117.6(15) . . ? N5 C9 H27 121.2 . . ? C10 C9 H27 121.2 . . ? C11 C10 N6 107.5(13) . . ? C11 C10 C9 131.5(16) . . ? N6 C10 C9 120.6(14) . . ? N7 C11 C10 107.8(14) . . ? N7 C11 H29 126.1 . . ? C10 C11 H29 126.1 . . ? N6 C12 N7 112.0(15) . . ? N6 C12 H30 124.0 . . ? N7 C12 H30 124.0 . . ? N1 C13 C14 114.3(13) . . ? N1 C13 H31A 108.7 . . ? C14 C13 H31A 108.7 . . ? N1 C13 H31B 108.7 . . ? C14 C13 H31B 108.7 . . ? H31A C13 H31B 107.6 . . ? N8 C14 C13 107.5(13) . . ? N8 C14 H32A 110.2 . . ? C13 C14 H32A 110.2 . . ? N8 C14 H32B 110.2 . . ? C13 C14 H32B 110.2 . . ? H32A C14 H32B 108.5 . . ? N8 C15 C16 121.0(14) . . ? N8 C15 H33 119.5 . . ? C16 C15 H33 119.5 . . ? C17 C16 N9 109.0(13) . . ? C17 C16 C15 133.7(14) . . ? N9 C16 C15 117.2(12) . . ? N10 C17 C16 105.7(14) . . ? N10 C17 H35 127.2 . . ? C16 C17 H35 127.2 . . ? N9 C18 N10 111.3(15) . . ? N9 C18 H36 124.3 . . ? N10 C18 H36 124.3 . . ? N12 C19 C20 109.6(12) . . ? N12 C19 H7A 109.8 . . ? C20 C19 H7A 109.8 . . ? N12 C19 H7B 109.8 . . ? C20 C19 H7B 109.8 . . ? H7A C19 H7B 108.2 . . ? N13 C20 C19 109.5(12) . . ? N13 C20 H8A 109.8 . . ? C19 C20 H8A 109.8 . . ? N13 C20 H8B 109.8 . . ? C19 C20 H8B 109.8 . . ? H8A C20 H8B 108.2 . . ? N13 C21 C22 118.0(14) . . ? N13 C21 H9 121.0 . . ? C22 C21 H9 121.0 . . ? C23 C22 N14 111.4(19) . . ? C23 C22 C21 130.6(18) . . ? N14 C22 C21 117.9(14) . . ? C22 C23 N15 104.9(17) . . ? C22 C23 H11 127.5 . . ? N15 C23 H11 127.5 . . ? N15 C24 N14 114.1(18) . . ? N15 C24 H12 123.0 . . ? N14 C24 H12 123.0 . . ? N12 C25 C26 110.9(12) . . ? N12 C25 H1A 109.5 . . ? C26 C25 H1A 109.5 . . ? N12 C25 H1B 109.5 . . ? C26 C25 H1B 109.5 . . ? H1A C25 H1B 108.0 . . ? N16 C26 C25 107.8(12) . . ? N16 C26 H2A 110.1 . . ? C25 C26 H2A 110.1 . . ? N16 C26 H2B 110.1 . . ? C25 C26 H2B 110.1 . . ? H2A C26 H2B 108.5 . . ? N16 C27 C28 120.4(14) . . ? N16 C27 H3 119.8 . . ? C28 C27 H3 119.8 . . ? N17 C28 C29 107.5(13) . . ? N17 C28 C27 121.1(14) . . ? C29 C28 C27 131.3(14) . . ? N18 C29 C28 105.8(13) . . ? N18 C29 H5 127.1 . . ? C28 C29 H5 127.1 . . ? N18 C30 N17 110.3(13) . . ? N18 C30 H6 124.8 . . ? N17 C30 H6 124.8 . . ? C32 C31 N12 111.2(12) . . ? C32 C31 H13A 109.4 . . ? N12 C31 H13A 109.4 . . ? C32 C31 H13B 109.4 . . ? N12 C31 H13B 109.4 . . ? H13A C31 H13B 108.0 . . ? N19 C32 C31 109.5(12) . . ? N19 C32 H14A 109.8 . . ? C31 C32 H14A 109.8 . . ? N19 C32 H14B 109.8 . . ? C31 C32 H14B 109.8 . . ? H14A C32 H14B 108.2 . . ? N19 C33 C34 117.3(15) . . ? N19 C33 H15 121.4 . . ? C34 C33 H15 121.4 . . ? C35 C34 N20 109.5(15) . . ? C35 C34 C33 132.5(16) . . ? N20 C34 C33 118.0(14) . . ? C34 C35 N21 106.3(14) . . ? C34 C35 H17 126.9 . . ? N21 C35 H17 126.9 . . ? N20 C36 N21 114.3(15) . . ? N20 C36 H18A 122.8 . . ? N21 C36 H18A 122.8 . . ? O19 C37 H37A 109.5 . . ? O19 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? O19 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? O20 C38 H38A 109.5 . . ? O20 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? O20 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? O2 Dy1 O1 52.9(3) . . ? O2 Dy1 N2 77.4(4) . . ? O1 Dy1 N2 122.5(3) . . ? O2 Dy1 N8 143.2(4) . . ? O1 Dy1 N8 147.2(4) . . ? N2 Dy1 N8 89.9(4) . . ? O2 Dy1 N6 120.8(4) . . ? O1 Dy1 N6 70.4(4) . . ? N2 Dy1 N6 159.2(4) . . ? N8 Dy1 N6 80.5(4) . . ? O2 Dy1 N5 83.1(4) . . ? O1 Dy1 N5 76.4(4) . . ? N2 Dy1 N5 129.2(4) . . ? N8 Dy1 N5 78.6(4) . . ? N6 Dy1 N5 67.2(4) . . ? O2 Dy1 N9 144.1(4) . . ? O1 Dy1 N9 118.8(4) . . ? N2 Dy1 N9 83.6(4) . . ? N8 Dy1 N9 65.7(4) . . ? N6 Dy1 N9 75.6(4) . . ? N5 Dy1 N9 131.8(4) . . ? O2 Dy1 N3 73.0(3) . . ? O1 Dy1 N3 72.4(3) . . ? N2 Dy1 N3 66.1(4) . . ? N8 Dy1 N3 132.9(4) . . ? N6 Dy1 N3 107.5(4) . . ? N5 Dy1 N3 148.1(4) . . ? N9 Dy1 N3 71.5(4) . . ? O2 Dy1 N1 77.8(4) . . ? O1 Dy1 N1 119.5(4) . . ? N2 Dy1 N1 66.4(4) . . ? N8 Dy1 N1 65.5(4) . . ? N6 Dy1 N1 124.2(4) . . ? N5 Dy1 N1 63.8(4) . . ? N9 Dy1 N1 121.7(4) . . ? N3 Dy1 N1 128.2(4) . . ? O2 Dy1 N11 26.8(3) . . ? O1 Dy1 N11 26.3(3) . . ? N2 Dy1 N11 99.3(4) . . ? N8 Dy1 N11 158.9(4) . . ? N6 Dy1 N11 96.1(4) . . ? N5 Dy1 N11 80.9(4) . . ? N9 Dy1 N11 133.9(4) . . ? N3 Dy1 N11 68.2(4) . . ? N1 Dy1 N11 100.7(4) . . ? O4 Dy2 O5 52.6(3) . . ? O4 Dy2 N13 122.9(4) . . ? O5 Dy2 N13 79.2(4) . . ? O4 Dy2 N19 147.0(4) . . ? O5 Dy2 N19 143.4(4) . . ? N13 Dy2 N19 89.8(4) . . ? O4 Dy2 N14 72.1(4) . . ? O5 Dy2 N14 74.4(4) . . ? N13 Dy2 N14 66.4(4) . . ? N19 Dy2 N14 132.4(4) . . ? O4 Dy2 N17 70.9(3) . . ? O5 Dy2 N17 121.2(4) . . ? N13 Dy2 N17 156.1(4) . . ? N19 Dy2 N17 80.1(4) . . ? N14 Dy2 N17 105.0(4) . . ? O4 Dy2 N20 118.3(4) . . ? O5 Dy2 N20 144.7(4) . . ? N13 Dy2 N20 82.4(4) . . ? N19 Dy2 N20 65.6(4) . . ? N14 Dy2 N20 70.6(4) . . ? N17 Dy2 N20 73.7(4) . . ? O4 Dy2 N16 77.2(4) . . ? O5 Dy2 N16 83.4(3) . . ? N13 Dy2 N16 130.8(4) . . ? N19 Dy2 N16 77.7(4) . . ? N14 Dy2 N16 148.9(4) . . ? N17 Dy2 N16 68.3(4) . . ? N20 Dy2 N16 130.7(4) . . ? O4 Dy2 N12 119.5(3) . . ? O5 Dy2 N12 77.7(4) . . ? N13 Dy2 N12 68.0(4) . . ? N19 Dy2 N12 65.8(4) . . ? N14 Dy2 N12 129.8(4) . . ? N17 Dy2 N12 125.1(4) . . ? N20 Dy2 N12 122.2(4) . . ? N16 Dy2 N12 63.5(4) . . ? O4 Dy2 N22 25.7(3) . . ? O5 Dy2 N22 27.3(3) . . ? N13 Dy2 N22 100.4(4) . . ? N19 Dy2 N22 159.5(4) . . ? N14 Dy2 N22 68.0(4) . . ? N17 Dy2 N22 96.2(4) . . ? N20 Dy2 N22 132.9(4) . . ? N16 Dy2 N22 82.3(4) . . ? N12 Dy2 N22 101.5(4) . . ? C1 N1 C13 109.0(12) . . ? C1 N1 C7 110.5(11) . . ? C13 N1 C7 110.1(12) . . ? C1 N1 Dy1 109.3(9) . . ? C13 N1 Dy1 112.8(8) . . ? C7 N1 Dy1 105.0(9) . . ? C3 N2 C2 119.4(13) . . ? C3 N2 Dy1 121.4(10) . . ? C2 N2 Dy1 118.1(9) . . ? C6 N3 C4 104.7(12) . . ? C6 N3 Dy1 140.0(10) . . ? C4 N3 Dy1 114.8(9) . . ? C6 N4 C5 108.7(13) . . ? C6 N4 H15A 125.7 . . ? C5 N4 H15A 125.7 . . ? C9 N5 C8 115.4(14) . . ? C9 N5 Dy1 118.4(11) . . ? C8 N5 Dy1 126.1(10) . . ? C12 N6 C10 105.5(12) . . ? C12 N6 Dy1 139.1(10) . . ? C10 N6 Dy1 114.7(9) . . ? C12 N7 C11 107.2(14) . . ? C12 N7 H18 126.4 . . ? C11 N7 H18 126.4 . . ? C15 N8 C14 122.5(13) . . ? C15 N8 Dy1 119.5(10) . . ? C14 N8 Dy1 118.0(9) . . ? C18 N9 C16 105.3(12) . . ? C18 N9 Dy1 138.0(11) . . ? C16 N9 Dy1 116.6(9) . . ? C18 N10 C17 108.7(13) . . ? C18 N10 H39 125.7 . . ? C17 N10 H39 125.7 . . ? O3 N11 O1 121.8(12) . . ? O3 N11 O2 122.1(12) . . ? O1 N11 O2 116.1(13) . . ? O3 N11 Dy1 172.8(10) . . ? O1 N11 Dy1 59.1(7) . . ? O2 N11 Dy1 57.6(7) . . ? C25 N12 C19 108.3(11) . . ? C25 N12 C31 110.9(12) . . ? C19 N12 C31 107.3(11) . . ? C25 N12 Dy2 105.9(9) . . ? C19 N12 Dy2 109.2(9) . . ? C31 N12 Dy2 115.1(9) . . ? C21 N13 C20 122.2(14) . . ? C21 N13 Dy2 120.4(12) . . ? C20 N13 Dy2 117.2(9) . . ? C24 N14 C22 102.8(14) . . ? C24 N14 Dy2 140.1(11) . . ? C22 N14 Dy2 116.7(11) . . ? C24 N15 C23 106.7(17) . . ? C24 N15 H7 126.6 . . ? C23 N15 H7 126.6 . . ? C27 N16 C26 118.8(13) . . ? C27 N16 Dy2 116.0(10) . . ? C26 N16 Dy2 125.1(9) . . ? C30 N17 C28 106.1(12) . . ? C30 N17 Dy2 140.0(10) . . ? C28 N17 Dy2 113.9(9) . . ? C29 N18 C30 110.3(13) . . ? C29 N18 H4 124.9 . . ? C30 N18 H4 124.9 . . ? C33 N19 C32 119.7(13) . . ? C33 N19 Dy2 122.4(11) . . ? C32 N19 Dy2 117.9(8) . . ? C36 N20 C34 103.9(13) . . ? C36 N20 Dy2 139.4(11) . . ? C34 N20 Dy2 116.5(10) . . ? C36 N21 C35 106.0(14) . . ? C36 N21 H10 127.0 . . ? C35 N21 H10 127.0 . . ? O6 N22 O4 123.1(14) . . ? O6 N22 O5 120.7(12) . . ? O4 N22 O5 116.2(12) . . ? O6 N22 Dy2 168.6(11) . . ? O4 N22 Dy2 58.5(7) . . ? O5 N22 Dy2 58.8(6) . . ? O8 N23 O9 122.6(15) . . ? O8 N23 O7 121.1(15) . . ? O9 N23 O7 116.1(14) . . ? O10 N24 O11 122(2) . . ? O10 N24 O12 125.6(17) . . ? O11 N24 O12 113(2) . . ? O14 N25 O15 120.1(19) . . ? O14 N25 O13 119.9(14) . . ? O15 N25 O13 119.8(18) . . ? O18 N26 O16 119.5(16) . . ? O18 N26 O17 122.5(17) . . ? O16 N26 O17 117.9(14) . . ? N11 O1 Dy1 94.6(8) . . ? N11 O2 Dy1 95.5(8) . . ? N22 O4 Dy2 95.7(8) . . ? N22 O5 Dy2 93.9(8) . . ? C37 O19 H19 109.5 . . ? C38 O20 H20 109.5 . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 21.85 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 3.846 _refine_diff_density_min -1.857 _refine_diff_density_rms 0.212 # Attachment '- 11_SmH2L.cif' data_11_SmH2L _database_code_depnum_ccdc_archive 'CCDC 789734' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H25 N10 O11 Sm' _chemical_formula_weight 659.79 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 8.1731(15) _cell_length_b 15.354(3) _cell_length_c 39.204(7) _cell_angle_alpha 90.00 _cell_angle_beta 94.183(3) _cell_angle_gamma 90.00 _cell_volume 4906.5(15) _cell_formula_units_Z 8 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 4669 _cell_measurement_theta_min 2.70 _cell_measurement_theta_max 29.13 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.786 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2632 _exptl_absorpt_coefficient_mu 2.467 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.4622 _exptl_absorpt_correction_T_max 0.6382 _exptl_absorpt_process_details 'SADABS; Sheldrick 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.333 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 16361 _diffrn_reflns_av_R_equivalents 0.0398 _diffrn_reflns_av_sigmaI/netI 0.0495 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 52 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 28.28 _reflns_number_total 6096 _reflns_number_gt 5101 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0198P)^2^+5.2048P] 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 6096 _refine_ls_number_parameters 332 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0440 _refine_ls_R_factor_gt 0.0335 _refine_ls_wR_factor_ref 0.0638 _refine_ls_wR_factor_gt 0.0605 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _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 -0.1299(4) 0.3566(2) 0.08420(8) 0.0166(7) Uani 1 1 d . . . H15 H -0.1946 0.3195 0.0692 0.020 Uiso 1 1 calc R . . C2 C 0.0017(4) 0.4725(2) 0.10425(9) 0.0191(7) Uani 1 1 d . . . H2 H 0.0464 0.5295 0.1065 0.023 Uiso 1 1 calc R . . C3 C 0.0184(4) 0.4068(2) 0.12783(9) 0.0164(7) Uani 1 1 d . . . C4 C 0.1011(4) 0.4044(2) 0.16159(9) 0.0190(7) Uani 1 1 d . . . H4B H 0.1600 0.4538 0.1704 0.023 Uiso 1 1 calc R . . C5 C 0.1825(4) 0.3330(2) 0.21366(9) 0.0212(8) Uani 1 1 d . . . H5A H 0.1040 0.3241 0.2314 0.025 Uiso 1 1 calc R . . H5B H 0.2407 0.3888 0.2184 0.025 Uiso 1 1 calc R . . C6 C 0.3046(4) 0.2583(2) 0.21419(9) 0.0232(8) Uani 1 1 d . . . H6A H 0.3933 0.2720 0.1991 0.028 Uiso 1 1 calc R . . H6B H 0.3545 0.2496 0.2377 0.028 Uiso 1 1 calc R . . C7 C 0.3308(4) 0.1063(2) 0.19540(9) 0.0222(8) Uani 1 1 d . . . H7A H 0.4065 0.0955 0.2158 0.027 Uiso 1 1 calc R . . H7B H 0.3968 0.1215 0.1761 0.027 Uiso 1 1 calc R . . C8 C 0.2283(4) 0.0260(2) 0.18685(9) 0.0208(7) Uani 1 1 d . . . H8A H 0.2997 -0.0226 0.1805 0.025 Uiso 1 1 calc R . . H8B H 0.1699 0.0080 0.2069 0.025 Uiso 1 1 calc R . . C9 C 0.0957(4) -0.0047(2) 0.13250(8) 0.0176(7) Uani 1 1 d . . . H9A H 0.1582 -0.0569 0.1325 0.021 Uiso 1 1 calc R . . C10 C -0.0164(4) 0.0170(2) 0.10345(8) 0.0150(7) Uani 1 1 d . . . C11 C -0.0656(4) -0.0285(2) 0.07466(9) 0.0199(7) Uani 1 1 d . . . H11 H -0.0321 -0.0854 0.0687 0.024 Uiso 1 1 calc R . . C12 C -0.1855(4) 0.0993(2) 0.07363(8) 0.0157(7) Uani 1 1 d . . . H12 H -0.2522 0.1470 0.0659 0.019 Uiso 1 1 calc R . . C13 C 0.2302(5) 0.2113(3) 0.08573(10) 0.0372(11) Uani 1 1 d . . . H13A H 0.1904 0.1557 0.0761 0.056 Uiso 1 1 calc R . . H13B H 0.3459 0.2188 0.0814 0.056 Uiso 1 1 calc R . . H13C H 0.1657 0.2590 0.0750 0.056 Uiso 1 1 calc R . . C14 C 0.5659(5) 0.3262(2) 0.00399(9) 0.0302(9) Uani 1 1 d . . . H14A H 0.4542 0.3458 -0.0029 0.045 Uiso 1 1 calc R . . H14B H 0.6018 0.2847 -0.0130 0.045 Uiso 1 1 calc R . . H14C H 0.6401 0.3764 0.0054 0.045 Uiso 1 1 calc R . . H16 H 0.278(5) 0.237(2) 0.1309(10) 0.020(12) Uiso 1 1 d . . . N1 N -0.0916(3) 0.44025(17) 0.07689(7) 0.0187(6) Uani 1 1 d . . . H1 H -0.1216 0.4685 0.0579 0.022 Uiso 1 1 calc R . . N2 N -0.0655(3) 0.33334(16) 0.11483(7) 0.0135(6) Uani 1 1 d . . . N3 N 0.0948(3) 0.33537(18) 0.17961(7) 0.0171(6) Uani 1 1 d . . . N4 N 0.2176(3) 0.17801(17) 0.20208(7) 0.0168(6) Uani 1 1 d . . . H4A H 0.1667 0.1591 0.2212 0.020 Uiso 1 1 calc R . . N5 N 0.1098(3) 0.04696(17) 0.15814(7) 0.0172(6) Uani 1 1 d . . . N6 N -0.0932(3) 0.09796(16) 0.10278(6) 0.0135(5) Uani 1 1 d . . . N7 N -0.1726(3) 0.02420(17) 0.05623(7) 0.0180(6) Uani 1 1 d . . . H7 H -0.2244 0.0115 0.0364 0.022 Uiso 1 1 calc R . . N8 N -0.2098(3) 0.10598(18) 0.20798(7) 0.0179(6) Uani 1 1 d . . . N9 N -0.3775(3) 0.27047(18) 0.14680(7) 0.0172(6) Uani 1 1 d . . . N10 N 0.3851(3) 0.08670(17) 0.00998(7) 0.0164(6) Uani 1 1 d . . . O1 O 0.2134(3) 0.21204(16) 0.12207(7) 0.0209(6) Uani 1 1 d . . . O2 O -0.2355(3) 0.09186(15) 0.17595(6) 0.0237(6) Uani 1 1 d . . . O3 O -0.1138(3) 0.16816(16) 0.21667(6) 0.0249(6) Uani 1 1 d . . . O4 O -0.2766(3) 0.06186(16) 0.22906(6) 0.0278(6) Uani 1 1 d . . . O5 O -0.2730(3) 0.29168(14) 0.17085(6) 0.0195(5) Uani 1 1 d . . . O6 O -0.3373(3) 0.21424(14) 0.12574(6) 0.0212(5) Uani 1 1 d . . . O7 O -0.5151(3) 0.30601(16) 0.14405(7) 0.0289(6) Uani 1 1 d . . . O8 O 0.5681(3) 0.28509(14) 0.03636(6) 0.0226(6) Uani 1 1 d . . . H8 H 0.5255 0.2354 0.0341 0.034 Uiso 1 1 calc R . . O9 O 0.4700(3) 0.11054(14) 0.03653(6) 0.0205(5) Uani 1 1 d . . . O10 O 0.3135(3) 0.01286(14) 0.01059(6) 0.0190(5) Uani 1 1 d . . . O11 O 0.3711(3) 0.13191(15) -0.01604(6) 0.0260(6) Uani 1 1 d . . . Sm1 Sm -0.033742(19) 0.197650(10) 0.154149(4) 0.01074(5) 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 0.0179(17) 0.0159(17) 0.0161(16) -0.0013(14) 0.0029(14) -0.0002(13) C2 0.0204(18) 0.0147(17) 0.0229(18) -0.0003(14) 0.0070(15) -0.0035(13) C3 0.0145(16) 0.0130(16) 0.0224(17) -0.0016(14) 0.0064(14) -0.0040(13) C4 0.0175(17) 0.0171(17) 0.0222(18) -0.0057(15) 0.0003(14) -0.0055(14) C5 0.0248(19) 0.0192(17) 0.0186(17) -0.0034(15) -0.0047(15) -0.0078(15) C6 0.0215(19) 0.026(2) 0.0208(18) -0.0009(16) -0.0064(15) -0.0060(15) C7 0.0145(17) 0.035(2) 0.0167(17) 0.0012(16) -0.0013(14) 0.0095(15) C8 0.0216(18) 0.0238(19) 0.0165(17) 0.0016(15) -0.0026(14) 0.0097(15) C9 0.0198(17) 0.0131(16) 0.0202(17) 0.0000(14) 0.0036(14) -0.0003(13) C10 0.0170(16) 0.0107(15) 0.0175(16) 0.0017(13) 0.0030(13) 0.0000(12) C11 0.0254(19) 0.0161(17) 0.0186(17) -0.0036(14) 0.0034(15) -0.0018(14) C12 0.0155(16) 0.0163(16) 0.0150(16) 0.0004(14) -0.0003(13) -0.0041(13) C13 0.035(2) 0.054(3) 0.025(2) -0.009(2) 0.0153(18) -0.013(2) C14 0.041(2) 0.026(2) 0.023(2) 0.0018(17) 0.0038(18) -0.0069(17) N1 0.0227(15) 0.0164(14) 0.0173(14) 0.0036(12) 0.0031(12) -0.0002(12) N2 0.0137(14) 0.0120(13) 0.0146(13) -0.0019(11) 0.0009(11) -0.0031(11) N3 0.0147(14) 0.0187(14) 0.0175(14) -0.0033(12) -0.0009(12) -0.0030(11) N4 0.0127(13) 0.0199(15) 0.0172(14) -0.0007(12) -0.0027(11) 0.0010(11) N5 0.0193(15) 0.0171(14) 0.0147(14) 0.0016(12) -0.0027(12) 0.0027(12) N6 0.0160(14) 0.0132(13) 0.0113(13) 0.0002(11) 0.0020(11) -0.0013(11) N7 0.0210(15) 0.0192(15) 0.0137(14) -0.0048(12) 0.0005(12) -0.0052(12) N8 0.0146(14) 0.0220(16) 0.0172(14) 0.0049(12) 0.0024(12) 0.0051(12) N9 0.0119(14) 0.0152(14) 0.0246(16) 0.0085(12) 0.0031(12) -0.0022(11) N10 0.0192(15) 0.0132(14) 0.0168(14) -0.0028(12) 0.0008(12) 0.0021(11) O1 0.0171(13) 0.0256(15) 0.0204(13) -0.0016(11) 0.0046(11) -0.0051(11) O2 0.0335(15) 0.0208(13) 0.0178(12) -0.0038(11) 0.0077(11) -0.0088(11) O3 0.0192(13) 0.0381(15) 0.0171(12) -0.0002(11) -0.0011(10) -0.0128(11) O4 0.0267(14) 0.0347(15) 0.0229(13) 0.0144(12) 0.0079(11) -0.0066(11) O5 0.0160(12) 0.0198(13) 0.0228(13) -0.0032(10) 0.0021(10) 0.0008(10) O6 0.0181(12) 0.0222(13) 0.0231(13) -0.0019(11) 0.0009(10) -0.0003(10) O7 0.0125(12) 0.0226(13) 0.0518(17) 0.0088(13) 0.0039(12) 0.0030(10) O8 0.0313(15) 0.0185(13) 0.0177(12) 0.0022(10) 0.0002(11) -0.0134(11) O9 0.0246(13) 0.0186(12) 0.0176(12) -0.0035(10) -0.0041(10) -0.0043(10) O10 0.0259(13) 0.0117(11) 0.0191(12) -0.0005(10) -0.0011(10) -0.0075(10) O11 0.0392(16) 0.0182(13) 0.0196(13) 0.0073(11) -0.0050(12) -0.0036(11) Sm1 0.00956(8) 0.01173(8) 0.01078(8) -0.00085(7) -0.00025(5) -0.00123(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 C1 N2 1.325(4) . ? C1 N1 1.357(4) . ? C1 H15 0.9500 . ? C2 N1 1.363(4) . ? C2 C3 1.369(5) . ? C2 H2 0.9500 . ? C3 N2 1.397(4) . ? C3 C4 1.442(5) . ? C4 N3 1.277(4) . ? C4 H4B 0.9500 . ? C5 N3 1.469(4) . ? C5 C6 1.520(5) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 N4 1.484(4) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 N4 1.474(4) . ? C7 C8 1.515(5) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 N5 1.466(4) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 N5 1.279(4) . ? C9 C10 1.447(5) . ? C9 H9A 0.9500 . ? C10 C11 1.363(5) . ? C10 N6 1.392(4) . ? C11 N7 1.360(4) . ? C11 H11 0.9500 . ? C12 N6 1.323(4) . ? C12 N7 1.347(4) . ? C12 H12 0.9500 . ? C13 O1 1.441(4) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 O8 1.416(4) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? N1 H1 0.8800 . ? N2 Sm1 2.593(3) . ? N3 Sm1 2.533(3) . ? N4 Sm1 2.698(3) . ? N4 H4A 0.9300 . ? N5 Sm1 2.594(3) . ? N6 Sm1 2.548(3) . ? N7 H7 0.8800 . ? N8 O4 1.227(3) . ? N8 O3 1.266(4) . ? N8 O2 1.277(3) . ? N8 Sm1 2.991(3) . ? N9 O7 1.248(3) . ? N9 O6 1.255(3) . ? N9 O5 1.268(4) . ? N10 O11 1.232(3) . ? N10 O9 1.263(3) . ? N10 O10 1.277(3) . ? O1 Sm1 2.466(2) . ? O1 H16 0.72(4) . ? O2 Sm1 2.508(2) . ? O3 Sm1 2.622(2) . ? O5 Sm1 2.554(2) . ? O6 Sm1 2.657(2) . ? O8 H8 0.8400 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 C1 N1 111.4(3) . . ? N2 C1 H15 124.3 . . ? N1 C1 H15 124.3 . . ? N1 C2 C3 106.6(3) . . ? N1 C2 H2 126.7 . . ? C3 C2 H2 126.7 . . ? C2 C3 N2 109.1(3) . . ? C2 C3 C4 131.0(3) . . ? N2 C3 C4 119.9(3) . . ? N3 C4 C3 119.6(3) . . ? N3 C4 H4B 120.2 . . ? C3 C4 H4B 120.2 . . ? N3 C5 C6 107.9(3) . . ? N3 C5 H5A 110.1 . . ? C6 C5 H5A 110.1 . . ? N3 C5 H5B 110.1 . . ? C6 C5 H5B 110.1 . . ? H5A C5 H5B 108.4 . . ? N4 C6 C5 108.9(3) . . ? N4 C6 H6A 109.9 . . ? C5 C6 H6A 109.9 . . ? N4 C6 H6B 109.9 . . ? C5 C6 H6B 109.9 . . ? H6A C6 H6B 108.3 . . ? N4 C7 C8 107.6(3) . . ? N4 C7 H7A 110.2 . . ? C8 C7 H7A 110.2 . . ? N4 C7 H7B 110.2 . . ? C8 C7 H7B 110.2 . . ? H7A C7 H7B 108.5 . . ? N5 C8 C7 108.4(3) . . ? N5 C8 H8A 110.0 . . ? C7 C8 H8A 110.0 . . ? N5 C8 H8B 110.0 . . ? C7 C8 H8B 110.0 . . ? H8A C8 H8B 108.4 . . ? N5 C9 C10 119.4(3) . . ? N5 C9 H9A 120.3 . . ? C10 C9 H9A 120.3 . . ? C11 C10 N6 109.7(3) . . ? C11 C10 C9 131.7(3) . . ? N6 C10 C9 118.7(3) . . ? N7 C11 C10 105.9(3) . . ? N7 C11 H11 127.0 . . ? C10 C11 H11 127.0 . . ? N6 C12 N7 111.3(3) . . ? N6 C12 H12 124.3 . . ? N7 C12 H12 124.3 . . ? O1 C13 H13A 109.5 . . ? O1 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? O1 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? O8 C14 H14A 109.5 . . ? O8 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? O8 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C1 N1 C2 107.6(3) . . ? C1 N1 H1 126.2 . . ? C2 N1 H1 126.2 . . ? C1 N2 C3 105.4(3) . . ? C1 N2 Sm1 140.5(2) . . ? C3 N2 Sm1 114.0(2) . . ? C4 N3 C5 119.1(3) . . ? C4 N3 Sm1 120.5(2) . . ? C5 N3 Sm1 119.9(2) . . ? C7 N4 C6 112.6(3) . . ? C7 N4 Sm1 114.58(19) . . ? C6 N4 Sm1 116.9(2) . . ? C7 N4 H4A 103.5 . . ? C6 N4 H4A 103.5 . . ? Sm1 N4 H4A 103.5 . . ? C9 N5 C8 118.9(3) . . ? C9 N5 Sm1 119.5(2) . . ? C8 N5 Sm1 120.8(2) . . ? C12 N6 C10 104.9(3) . . ? C12 N6 Sm1 137.5(2) . . ? C10 N6 Sm1 117.5(2) . . ? C12 N7 C11 108.1(3) . . ? C12 N7 H7 125.9 . . ? C11 N7 H7 125.9 . . ? O4 N8 O3 122.1(3) . . ? O4 N8 O2 121.3(3) . . ? O3 N8 O2 116.5(3) . . ? O4 N8 Sm1 174.5(2) . . ? O3 N8 Sm1 60.98(15) . . ? O2 N8 Sm1 55.86(15) . . ? O7 N9 O6 121.4(3) . . ? O7 N9 O5 120.4(3) . . ? O6 N9 O5 118.1(3) . . ? O11 N10 O9 122.1(3) . . ? O11 N10 O10 120.0(3) . . ? O9 N10 O10 117.8(3) . . ? C13 O1 Sm1 130.1(2) . . ? C13 O1 H16 111(3) . . ? Sm1 O1 H16 113(3) . . ? N8 O2 Sm1 99.22(18) . . ? N8 O3 Sm1 94.05(18) . . ? N9 O5 Sm1 98.69(18) . . ? N9 O6 Sm1 94.10(18) . . ? C14 O8 H8 109.5 . . ? O1 Sm1 O2 144.58(8) . . ? O1 Sm1 N3 78.15(9) . . ? O2 Sm1 N3 132.08(8) . . ? O1 Sm1 N6 76.51(9) . . ? O2 Sm1 N6 77.77(8) . . ? N3 Sm1 N6 149.60(8) . . ? O1 Sm1 O5 138.68(8) . . ? O2 Sm1 O5 75.17(8) . . ? N3 Sm1 O5 74.36(8) . . ? N6 Sm1 O5 115.90(8) . . ? O1 Sm1 N2 71.04(8) . . ? O2 Sm1 N2 133.07(8) . . ? N3 Sm1 N2 65.44(9) . . ? N6 Sm1 N2 90.44(8) . . ? O5 Sm1 N2 69.69(8) . . ? O1 Sm1 N5 74.16(8) . . ? O2 Sm1 N5 72.99(8) . . ? N3 Sm1 N5 123.23(9) . . ? N6 Sm1 N5 64.60(9) . . ? O5 Sm1 N5 147.15(8) . . ? N2 Sm1 N5 141.05(8) . . ? O1 Sm1 O3 139.63(8) . . ? O2 Sm1 O3 49.80(7) . . ? N3 Sm1 O3 84.28(8) . . ? N6 Sm1 O3 126.08(8) . . ? O5 Sm1 O3 67.04(8) . . ? N2 Sm1 O3 132.32(8) . . ? N5 Sm1 O3 86.11(8) . . ? O1 Sm1 O6 123.52(8) . . ? O2 Sm1 O6 65.67(8) . . ? N3 Sm1 O6 115.65(8) . . ? N6 Sm1 O6 66.91(8) . . ? O5 Sm1 O6 49.02(7) . . ? N2 Sm1 O6 67.90(8) . . ? N5 Sm1 O6 121.01(8) . . ? O3 Sm1 O6 96.85(7) . . ? O1 Sm1 N4 75.82(9) . . ? O2 Sm1 N4 100.15(8) . . ? N3 Sm1 N4 63.00(9) . . ? N6 Sm1 N4 125.10(8) . . ? O5 Sm1 N4 116.29(8) . . ? N2 Sm1 N4 122.82(8) . . ? N5 Sm1 N4 62.63(8) . . ? O3 Sm1 N4 63.82(8) . . ? O6 Sm1 N4 160.57(8) . . ? O1 Sm1 N8 148.87(8) . . ? O2 Sm1 N8 24.91(7) . . ? N3 Sm1 N8 108.76(8) . . ? N6 Sm1 N8 101.61(8) . . ? O5 Sm1 N8 70.64(7) . . ? N2 Sm1 N8 139.90(8) . . ? N5 Sm1 N8 77.08(8) . . ? O3 Sm1 N8 24.98(7) . . ? O6 Sm1 N8 81.86(7) . . ? N4 Sm1 N8 80.61(8) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.109 _refine_diff_density_min -1.147 _refine_diff_density_rms 0.119 # Attachment '- 12_EuH2L.cif' data_12_EuH2L _database_code_depnum_ccdc_archive 'CCDC 789735' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H25 Eu N10 O11' _chemical_formula_weight 661.40 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 8.1695(14) _cell_length_b 15.333(3) _cell_length_c 39.165(7) _cell_angle_alpha 90.00 _cell_angle_beta 94.318(3) _cell_angle_gamma 90.00 _cell_volume 4892.0(14) _cell_formula_units_Z 8 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 4537 _cell_measurement_theta_min 2.66 _cell_measurement_theta_max 29.18 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.796 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2640 _exptl_absorpt_coefficient_mu 2.638 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.4587 _exptl_absorpt_correction_T_max 0.5471 _exptl_absorpt_process_details 'SADABS; Sheldrick 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.333 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 16325 _diffrn_reflns_av_R_equivalents 0.0445 _diffrn_reflns_av_sigmaI/netI 0.0555 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -52 _diffrn_reflns_limit_l_max 49 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 28.28 _reflns_number_total 6074 _reflns_number_gt 5070 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0241P)^2^+5.9846P] 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 6074 _refine_ls_number_parameters 332 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0444 _refine_ls_R_factor_gt 0.0341 _refine_ls_wR_factor_ref 0.0737 _refine_ls_wR_factor_gt 0.0696 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _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 -0.1294(4) 0.3552(2) 0.08416(8) 0.0156(7) Uani 1 1 d . . . H15 H -0.1935 0.3178 0.0692 0.019 Uiso 1 1 calc R . . C2 C 0.0016(4) 0.4720(3) 0.10417(9) 0.0193(8) Uani 1 1 d . . . H2 H 0.0459 0.5292 0.1064 0.023 Uiso 1 1 calc R . . C3 C 0.0183(4) 0.4060(2) 0.12765(9) 0.0174(7) Uani 1 1 d . . . C4 C 0.1009(4) 0.4041(2) 0.16172(9) 0.0190(8) Uani 1 1 d . . . H4B H 0.1591 0.4538 0.1705 0.023 Uiso 1 1 calc R . . C5 C 0.1832(5) 0.3326(3) 0.21382(9) 0.0221(8) Uani 1 1 d . . . H5A H 0.1047 0.3237 0.2316 0.026 Uiso 1 1 calc R . . H5B H 0.2416 0.3884 0.2186 0.026 Uiso 1 1 calc R . . C6 C 0.3045(5) 0.2583(3) 0.21443(10) 0.0241(9) Uani 1 1 d . . . H6A H 0.3932 0.2719 0.1994 0.029 Uiso 1 1 calc R . . H6B H 0.3546 0.2497 0.2380 0.029 Uiso 1 1 calc R . . C7 C 0.3316(4) 0.1058(3) 0.19554(9) 0.0218(8) Uani 1 1 d . . . H7A H 0.4071 0.0944 0.2160 0.026 Uiso 1 1 calc R . . H7B H 0.3979 0.1214 0.1763 0.026 Uiso 1 1 calc R . . C8 C 0.2290(5) 0.0257(3) 0.18659(9) 0.0205(8) Uani 1 1 d . . . H8A H 0.3003 -0.0227 0.1799 0.025 Uiso 1 1 calc R . . H8B H 0.1712 0.0068 0.2067 0.025 Uiso 1 1 calc R . . C9 C 0.0965(4) -0.0050(2) 0.13254(9) 0.0170(7) Uani 1 1 d . . . H9A H 0.1581 -0.0576 0.1326 0.020 Uiso 1 1 calc R . . C10 C -0.0160(4) 0.0185(2) 0.10345(9) 0.0156(7) Uani 1 1 d . . . C11 C -0.0663(4) -0.0278(3) 0.07455(9) 0.0187(8) Uani 1 1 d . . . H11 H -0.0337 -0.0849 0.0686 0.022 Uiso 1 1 calc R . . C12 C -0.1858(4) 0.1010(2) 0.07383(8) 0.0155(7) Uani 1 1 d . . . H12 H -0.2527 0.1489 0.0663 0.019 Uiso 1 1 calc R . . C13 C 0.2331(5) 0.2116(3) 0.08636(11) 0.0388(12) Uani 1 1 d . . . H13A H 0.1969 0.1552 0.0768 0.058 Uiso 1 1 calc R . . H13B H 0.3488 0.2209 0.0824 0.058 Uiso 1 1 calc R . . H13C H 0.1666 0.2583 0.0753 0.058 Uiso 1 1 calc R . . C14 C 0.5650(6) 0.3261(3) 0.00386(10) 0.0301(10) Uani 1 1 d . . . H14A H 0.4522 0.3418 -0.0041 0.045 Uiso 1 1 calc R . . H14B H 0.6096 0.2860 -0.0125 0.045 Uiso 1 1 calc R . . H14C H 0.6327 0.3790 0.0057 0.045 Uiso 1 1 calc R . . Eu1 Eu -0.032641(19) 0.197469(11) 0.154284(4) 0.01052(6) Uani 1 1 d . . . H16 H 0.286(5) 0.231(3) 0.1308(11) 0.017(13) Uiso 1 1 d . . . N1 N -0.0917(4) 0.4389(2) 0.07688(7) 0.0184(7) Uani 1 1 d . . . H1 H -0.1222 0.4670 0.0579 0.022 Uiso 1 1 calc R . . N2 N -0.0655(3) 0.33244(19) 0.11485(7) 0.0138(6) Uani 1 1 d . . . N3 N 0.0948(3) 0.3354(2) 0.17965(7) 0.0164(6) Uani 1 1 d . . . N4 N 0.2182(4) 0.1775(2) 0.20240(8) 0.0186(7) Uani 1 1 d . . . H4A H 0.1674 0.1584 0.2215 0.022 Uiso 1 1 calc R . . N5 N 0.1102(4) 0.0474(2) 0.15820(7) 0.0182(7) Uani 1 1 d . . . N6 N -0.0930(3) 0.09919(19) 0.10289(7) 0.0139(6) Uani 1 1 d . . . N7 N -0.1733(4) 0.0257(2) 0.05619(7) 0.0173(6) Uani 1 1 d . . . H7 H -0.2253 0.0134 0.0363 0.021 Uiso 1 1 calc R . . N8 N -0.2090(3) 0.1058(2) 0.20770(7) 0.0182(7) Uani 1 1 d . . . N9 N -0.3772(4) 0.2702(2) 0.14708(8) 0.0175(6) Uani 1 1 d . . . N10 N 0.3842(4) 0.0854(2) 0.01003(7) 0.0154(6) Uani 1 1 d . . . O1 O 0.2137(3) 0.21239(19) 0.12275(7) 0.0205(6) Uani 1 1 d . . . O2 O -0.2334(3) 0.09171(18) 0.17572(6) 0.0239(6) Uani 1 1 d . . . O3 O -0.1130(3) 0.16825(19) 0.21627(6) 0.0244(6) Uani 1 1 d . . . O4 O -0.2756(3) 0.06144(19) 0.22891(7) 0.0273(6) Uani 1 1 d . . . O5 O -0.2714(3) 0.29131(17) 0.17099(7) 0.0206(6) Uani 1 1 d . . . O6 O -0.3381(3) 0.21414(17) 0.12596(7) 0.0220(6) Uani 1 1 d . . . O7 O -0.5140(3) 0.30620(18) 0.14484(8) 0.0289(7) Uani 1 1 d . . . O8 O 0.5659(3) 0.28517(17) 0.03641(6) 0.0228(6) Uani 1 1 d . . . H8 H 0.5309 0.2339 0.0340 0.034 Uiso 1 1 calc R . . O9 O 0.4680(3) 0.11018(17) 0.03651(6) 0.0215(6) Uani 1 1 d . . . O10 O 0.3135(3) 0.01169(16) 0.01061(6) 0.0193(6) Uani 1 1 d . . . O11 O 0.3692(3) 0.13138(18) -0.01600(6) 0.0259(6) 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 0.0164(17) 0.018(2) 0.0124(17) -0.0026(14) 0.0000(14) -0.0009(14) C2 0.0186(18) 0.018(2) 0.0212(19) 0.0005(15) 0.0032(15) -0.0033(15) C3 0.0151(17) 0.0152(19) 0.0216(19) -0.0036(15) -0.0007(14) -0.0050(14) C4 0.0166(18) 0.018(2) 0.0222(19) -0.0045(15) -0.0028(15) -0.0080(15) C5 0.025(2) 0.023(2) 0.0170(18) -0.0014(15) -0.0075(15) -0.0083(16) C6 0.0189(19) 0.034(2) 0.0179(19) 0.0001(17) -0.0064(15) -0.0093(17) C7 0.0139(17) 0.033(2) 0.0180(18) 0.0044(16) -0.0032(14) 0.0074(16) C8 0.0238(19) 0.025(2) 0.0123(17) 0.0029(15) -0.0002(15) 0.0092(16) C9 0.0184(17) 0.0153(19) 0.0176(18) 0.0012(14) 0.0027(14) -0.0003(14) C10 0.0161(17) 0.0139(19) 0.0167(17) 0.0008(14) 0.0007(14) -0.0009(14) C11 0.0203(18) 0.017(2) 0.0189(18) -0.0035(14) 0.0022(15) 0.0000(15) C12 0.0187(17) 0.0169(19) 0.0108(16) 0.0014(13) 0.0018(13) -0.0028(14) C13 0.031(2) 0.061(4) 0.026(2) -0.010(2) 0.0165(19) -0.012(2) C14 0.047(3) 0.023(2) 0.020(2) 0.0022(16) 0.0032(19) -0.0073(19) Eu1 0.00966(9) 0.01301(9) 0.00873(9) -0.00071(7) -0.00030(6) -0.00125(7) N1 0.0238(16) 0.0184(17) 0.0133(15) 0.0037(12) 0.0039(13) 0.0003(13) N2 0.0133(14) 0.0138(15) 0.0146(14) -0.0006(11) 0.0024(12) -0.0016(11) N3 0.0152(14) 0.0204(17) 0.0132(14) -0.0016(12) -0.0015(12) -0.0027(12) N4 0.0134(14) 0.0260(19) 0.0156(15) -0.0016(13) -0.0037(12) -0.0005(12) N5 0.0208(16) 0.0194(18) 0.0137(15) 0.0013(12) -0.0033(12) 0.0018(13) N6 0.0157(14) 0.0158(16) 0.0105(14) -0.0006(11) 0.0017(11) -0.0042(12) N7 0.0223(16) 0.0200(17) 0.0089(14) -0.0038(12) -0.0026(12) -0.0053(13) N8 0.0136(14) 0.0246(19) 0.0166(15) 0.0049(13) 0.0020(12) 0.0020(13) N9 0.0124(15) 0.0182(17) 0.0221(16) 0.0055(13) 0.0020(12) -0.0033(12) N10 0.0193(15) 0.0149(16) 0.0115(14) -0.0004(12) -0.0013(12) 0.0010(12) O1 0.0148(14) 0.0291(17) 0.0185(14) -0.0012(11) 0.0064(11) -0.0033(12) O2 0.0350(15) 0.0217(15) 0.0160(13) -0.0044(11) 0.0088(12) -0.0118(12) O3 0.0192(14) 0.0390(18) 0.0140(13) 0.0008(11) -0.0040(11) -0.0123(12) O4 0.0245(14) 0.0377(18) 0.0205(14) 0.0126(12) 0.0068(12) -0.0062(12) O5 0.0166(13) 0.0222(16) 0.0232(14) -0.0038(11) 0.0033(11) 0.0004(10) O6 0.0153(13) 0.0267(17) 0.0237(14) 0.0000(11) 0.0000(11) -0.0021(11) O7 0.0136(13) 0.0244(17) 0.0486(18) 0.0094(13) 0.0025(12) 0.0045(11) O8 0.0303(15) 0.0202(16) 0.0178(13) 0.0002(10) 0.0007(11) -0.0110(12) O9 0.0276(14) 0.0218(15) 0.0140(13) -0.0059(10) -0.0056(11) -0.0057(11) O10 0.0267(14) 0.0145(14) 0.0159(13) 0.0004(10) -0.0031(11) -0.0069(11) O11 0.0418(17) 0.0185(15) 0.0164(13) 0.0078(11) -0.0034(12) -0.0046(12) _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 N2 1.321(4) . ? C1 N1 1.355(4) . ? C1 H15 0.9500 . ? C2 N1 1.363(5) . ? C2 C3 1.367(5) . ? C2 H2 0.9500 . ? C3 N2 1.393(4) . ? C3 C4 1.449(5) . ? C4 N3 1.268(5) . ? C4 H4B 0.9500 . ? C5 N3 1.473(4) . ? C5 C6 1.510(6) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 N4 1.484(5) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 N4 1.476(5) . ? C7 C8 1.513(5) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 N5 1.458(4) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 N5 1.285(4) . ? C9 C10 1.455(5) . ? C9 H9A 0.9500 . ? C10 C11 1.373(5) . ? C10 N6 1.387(4) . ? C11 N7 1.363(5) . ? C11 H11 0.9500 . ? C12 N6 1.319(4) . ? C12 N7 1.353(4) . ? C12 H12 0.9500 . ? C13 O1 1.446(5) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 O8 1.421(4) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? Eu1 O1 2.450(3) . ? Eu1 O2 2.496(3) . ? Eu1 N3 2.528(3) . ? Eu1 N6 2.533(3) . ? Eu1 O5 2.549(2) . ? Eu1 N5 2.579(3) . ? Eu1 N2 2.584(3) . ? Eu1 O3 2.601(3) . ? Eu1 O6 2.666(2) . ? Eu1 N4 2.695(3) . ? Eu1 N8 2.980(3) . ? Eu1 N9 3.021(3) . ? N1 H1 0.8800 . ? N4 H4A 0.9300 . ? N7 H7 0.8800 . ? N8 O4 1.232(4) . ? N8 O3 1.266(4) . ? N8 O2 1.272(4) . ? N9 O7 1.244(4) . ? N9 O6 1.251(4) . ? N9 O5 1.268(4) . ? N10 O11 1.238(4) . ? N10 O9 1.257(3) . ? N10 O10 1.270(4) . ? O1 H16 0.71(4) . ? O8 H8 0.8400 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 C1 N1 111.2(3) . . ? N2 C1 H15 124.4 . . ? N1 C1 H15 124.4 . . ? N1 C2 C3 105.9(3) . . ? N1 C2 H2 127.1 . . ? C3 C2 H2 127.1 . . ? C2 C3 N2 109.6(3) . . ? C2 C3 C4 130.6(3) . . ? N2 C3 C4 119.8(3) . . ? N3 C4 C3 119.5(3) . . ? N3 C4 H4B 120.3 . . ? C3 C4 H4B 120.3 . . ? N3 C5 C6 108.2(3) . . ? N3 C5 H5A 110.1 . . ? C6 C5 H5A 110.1 . . ? N3 C5 H5B 110.1 . . ? C6 C5 H5B 110.1 . . ? H5A C5 H5B 108.4 . . ? N4 C6 C5 109.2(3) . . ? N4 C6 H6A 109.8 . . ? C5 C6 H6A 109.8 . . ? N4 C6 H6B 109.8 . . ? C5 C6 H6B 109.8 . . ? H6A C6 H6B 108.3 . . ? N4 C7 C8 107.6(3) . . ? N4 C7 H7A 110.2 . . ? C8 C7 H7A 110.2 . . ? N4 C7 H7B 110.2 . . ? C8 C7 H7B 110.2 . . ? H7A C7 H7B 108.5 . . ? N5 C8 C7 108.4(3) . . ? N5 C8 H8A 110.0 . . ? C7 C8 H8A 110.0 . . ? N5 C8 H8B 110.0 . . ? C7 C8 H8B 110.0 . . ? H8A C8 H8B 108.4 . . ? N5 C9 C10 118.0(3) . . ? N5 C9 H9A 121.0 . . ? C10 C9 H9A 121.0 . . ? C11 C10 N6 109.9(3) . . ? C11 C10 C9 130.6(3) . . ? N6 C10 C9 119.5(3) . . ? N7 C11 C10 105.3(3) . . ? N7 C11 H11 127.4 . . ? C10 C11 H11 127.4 . . ? N6 C12 N7 111.2(3) . . ? N6 C12 H12 124.4 . . ? N7 C12 H12 124.4 . . ? O1 C13 H13A 109.5 . . ? O1 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? O1 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? O8 C14 H14A 109.5 . . ? O8 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? O8 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? O1 Eu1 O2 144.65(9) . . ? O1 Eu1 N3 77.89(9) . . ? O2 Eu1 N3 132.30(9) . . ? O1 Eu1 N6 76.89(9) . . ? O2 Eu1 N6 77.72(8) . . ? N3 Eu1 N6 149.30(9) . . ? O1 Eu1 O5 138.62(9) . . ? O2 Eu1 O5 75.25(9) . . ? N3 Eu1 O5 74.17(9) . . ? N6 Eu1 O5 115.65(9) . . ? O1 Eu1 N5 74.22(9) . . ? O2 Eu1 N5 72.93(9) . . ? N3 Eu1 N5 123.50(10) . . ? N6 Eu1 N5 64.96(9) . . ? O5 Eu1 N5 147.14(9) . . ? O1 Eu1 N2 71.11(9) . . ? O2 Eu1 N2 132.84(9) . . ? N3 Eu1 N2 65.53(9) . . ? N6 Eu1 N2 89.78(9) . . ? O5 Eu1 N2 69.78(9) . . ? N5 Eu1 N2 140.90(9) . . ? O1 Eu1 O3 139.57(9) . . ? O2 Eu1 O3 49.89(8) . . ? N3 Eu1 O3 84.43(9) . . ? N6 Eu1 O3 126.26(9) . . ? O5 Eu1 O3 66.79(9) . . ? N5 Eu1 O3 86.31(9) . . ? N2 Eu1 O3 132.35(9) . . ? O1 Eu1 O6 124.06(9) . . ? O2 Eu1 O6 65.42(9) . . ? N3 Eu1 O6 115.35(9) . . ? N6 Eu1 O6 66.81(9) . . ? O5 Eu1 O6 48.86(8) . . ? N5 Eu1 O6 121.04(9) . . ? N2 Eu1 O6 67.83(8) . . ? O3 Eu1 O6 96.36(8) . . ? O1 Eu1 N4 75.69(10) . . ? O2 Eu1 N4 100.10(9) . . ? N3 Eu1 N4 63.34(9) . . ? N6 Eu1 N4 125.48(9) . . ? O5 Eu1 N4 116.17(9) . . ? N5 Eu1 N4 62.62(9) . . ? N2 Eu1 N4 123.24(9) . . ? O3 Eu1 N4 63.89(9) . . ? O6 Eu1 N4 160.15(9) . . ? O1 Eu1 N8 148.96(9) . . ? O2 Eu1 N8 24.91(8) . . ? N3 Eu1 N8 108.98(9) . . ? N6 Eu1 N8 101.65(9) . . ? O5 Eu1 N8 70.49(8) . . ? N5 Eu1 N8 77.19(9) . . ? N2 Eu1 N8 139.75(8) . . ? O3 Eu1 N8 25.06(8) . . ? O6 Eu1 N8 81.40(8) . . ? N4 Eu1 N8 80.67(9) . . ? O1 Eu1 N9 135.52(9) . . ? O2 Eu1 N9 68.89(9) . . ? N3 Eu1 N9 94.66(9) . . ? N6 Eu1 N9 91.20(9) . . ? O5 Eu1 N9 24.48(8) . . ? N5 Eu1 N9 138.50(9) . . ? N2 Eu1 N9 66.09(8) . . ? O3 Eu1 N9 81.48(8) . . ? O6 Eu1 N9 24.39(8) . . ? N4 Eu1 N9 139.59(9) . . ? N8 Eu1 N9 75.12(8) . . ? C1 N1 C2 108.1(3) . . ? C1 N1 H1 126.0 . . ? C2 N1 H1 126.0 . . ? C1 N2 C3 105.3(3) . . ? C1 N2 Eu1 140.5(2) . . ? C3 N2 Eu1 114.0(2) . . ? C4 N3 C5 119.4(3) . . ? C4 N3 Eu1 120.6(2) . . ? C5 N3 Eu1 119.5(2) . . ? C7 N4 C6 112.9(3) . . ? C7 N4 Eu1 114.3(2) . . ? C6 N4 Eu1 116.5(2) . . ? C7 N4 H4A 103.7 . . ? C6 N4 H4A 103.7 . . ? Eu1 N4 H4A 103.7 . . ? C9 N5 C8 117.8(3) . . ? C9 N5 Eu1 119.9(2) . . ? C8 N5 Eu1 121.5(2) . . ? C12 N6 C10 105.2(3) . . ? C12 N6 Eu1 137.6(2) . . ? C10 N6 Eu1 117.2(2) . . ? C12 N7 C11 108.3(3) . . ? C12 N7 H7 125.8 . . ? C11 N7 H7 125.8 . . ? O4 N8 O3 122.4(3) . . ? O4 N8 O2 121.7(3) . . ? O3 N8 O2 116.0(3) . . ? O4 N8 Eu1 174.5(3) . . ? O3 N8 Eu1 60.48(16) . . ? O2 N8 Eu1 55.75(16) . . ? O7 N9 O6 122.1(3) . . ? O7 N9 O5 119.8(3) . . ? O6 N9 O5 118.0(3) . . ? O7 N9 Eu1 175.1(3) . . ? O6 N9 Eu1 61.68(16) . . ? O5 N9 Eu1 56.40(16) . . ? O11 N10 O9 121.4(3) . . ? O11 N10 O10 120.3(3) . . ? O9 N10 O10 118.3(3) . . ? C13 O1 Eu1 130.6(2) . . ? C13 O1 H16 107(3) . . ? Eu1 O1 H16 120(3) . . ? N8 O2 Eu1 99.34(19) . . ? N8 O3 Eu1 94.46(19) . . ? N9 O5 Eu1 99.12(19) . . ? N9 O6 Eu1 93.93(19) . . ? C14 O8 H8 109.5 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.264 _refine_diff_density_min -1.213 _refine_diff_density_rms 0.132 # Attachment '- 13_GdH2L.cif' data_13_GdH2L _database_code_depnum_ccdc_archive 'CCDC 789736' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H25 Gd N10 O11' _chemical_formula_weight 666.69 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 8.1523(10) _cell_length_b 15.2716(17) _cell_length_c 39.174(4) _cell_angle_alpha 90.00 _cell_angle_beta 94.396(2) _cell_angle_gamma 90.00 _cell_volume 4862.8(10) _cell_formula_units_Z 8 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 2502 _cell_measurement_theta_min 2.67 _cell_measurement_theta_max 23.98 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.821 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2648 _exptl_absorpt_coefficient_mu 2.802 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.4583 _exptl_absorpt_correction_T_max 0.6042 _exptl_absorpt_process_details 'SADABS; Sheldrick 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.333 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 15564 _diffrn_reflns_av_R_equivalents 0.0554 _diffrn_reflns_av_sigmaI/netI 0.0700 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -38 _diffrn_reflns_limit_l_max 51 _diffrn_reflns_theta_min 1.04 _diffrn_reflns_theta_max 27.68 _reflns_number_total 5673 _reflns_number_gt 4339 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+29.6309P] 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 5673 _refine_ls_number_parameters 332 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0547 _refine_ls_R_factor_gt 0.0361 _refine_ls_wR_factor_ref 0.0765 _refine_ls_wR_factor_gt 0.0602 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.1293(6) 0.3541(3) 0.08388(13) 0.0186(11) Uani 1 1 d . . . H15 H -0.1929 0.3164 0.0688 0.022 Uiso 1 1 calc R . . C2 C 0.0001(7) 0.4712(3) 0.10390(13) 0.0206(11) Uani 1 1 d . . . H2 H 0.0440 0.5288 0.1061 0.025 Uiso 1 1 calc R . . C3 C 0.0166(6) 0.4059(3) 0.12736(12) 0.0156(10) Uani 1 1 d . . . C4 C 0.1032(6) 0.4044(3) 0.16138(13) 0.0192(11) Uani 1 1 d . . . H4B H 0.1648 0.4536 0.1699 0.023 Uiso 1 1 calc R . . C5 C 0.1835(7) 0.3329(3) 0.21372(12) 0.0223(12) Uani 1 1 d . . . H5A H 0.1051 0.3243 0.2315 0.027 Uiso 1 1 calc R . . H5B H 0.2423 0.3889 0.2183 0.027 Uiso 1 1 calc R . . C6 C 0.3045(7) 0.2583(4) 0.21446(14) 0.0258(13) Uani 1 1 d . . . H6A H 0.3939 0.2720 0.1996 0.031 Uiso 1 1 calc R . . H6B H 0.3540 0.2496 0.2381 0.031 Uiso 1 1 calc R . . C7 C 0.3324(6) 0.1051(3) 0.19562(13) 0.0215(12) Uani 1 1 d . . . H7A H 0.4076 0.0938 0.2162 0.026 Uiso 1 1 calc R . . H7B H 0.3994 0.1206 0.1765 0.026 Uiso 1 1 calc R . . C8 C 0.2302(7) 0.0249(4) 0.18664(13) 0.0225(12) Uani 1 1 d . . . H8A H 0.3018 -0.0235 0.1800 0.027 Uiso 1 1 calc R . . H8B H 0.1722 0.0059 0.2067 0.027 Uiso 1 1 calc R . . C9 C 0.0973(6) -0.0041(3) 0.13233(12) 0.0166(11) Uani 1 1 d . . . H9A H 0.1608 -0.0563 0.1322 0.020 Uiso 1 1 calc R . . C10 C -0.0155(6) 0.0182(3) 0.10323(12) 0.0166(11) Uani 1 1 d . . . C11 C -0.0677(7) -0.0267(3) 0.07429(13) 0.0216(12) Uani 1 1 d . . . H11 H -0.0357 -0.0840 0.0681 0.026 Uiso 1 1 calc R . . C12 C -0.1852(6) 0.1019(3) 0.07380(12) 0.0152(10) Uani 1 1 d . . . H12 H -0.2514 0.1504 0.0662 0.018 Uiso 1 1 calc R . . C13 C 0.2349(7) 0.2104(4) 0.08674(13) 0.0357(15) Uani 1 1 d . . . H13A H 0.1934 0.1548 0.0770 0.053 Uiso 1 1 calc R . . H13B H 0.3519 0.2163 0.0831 0.053 Uiso 1 1 calc R . . H13C H 0.1736 0.2590 0.0755 0.053 Uiso 1 1 calc R . . C14 C 0.5659(8) 0.3260(4) 0.00371(13) 0.0295(14) Uani 1 1 d . . . H14A H 0.4524 0.3331 -0.0061 0.044 Uiso 1 1 calc R . . H14B H 0.6270 0.2894 -0.0115 0.044 Uiso 1 1 calc R . . H14C H 0.6186 0.3836 0.0062 0.044 Uiso 1 1 calc R . . Gd1 Gd -0.03145(3) 0.197386(15) 0.154383(6) 0.01133(7) Uani 1 1 d . . . H16 H 0.283(7) 0.235(4) 0.1276(15) 0.02(2) Uiso 1 1 d . . . N1 N -0.0916(5) 0.4377(3) 0.07679(10) 0.0186(9) Uani 1 1 d . . . H1 H -0.1217 0.4658 0.0577 0.022 Uiso 1 1 calc R . . N2 N -0.0655(5) 0.3317(3) 0.11473(10) 0.0147(9) Uani 1 1 d . . . N3 N 0.0940(5) 0.3353(3) 0.17938(10) 0.0165(9) Uani 1 1 d . . . N4 N 0.2182(5) 0.1779(3) 0.20230(10) 0.0182(9) Uani 1 1 d . . . H4A H 0.1669 0.1589 0.2214 0.022 Uiso 1 1 calc R . . N5 N 0.1103(5) 0.0471(3) 0.15801(10) 0.0171(9) Uani 1 1 d . . . N6 N -0.0918(5) 0.0997(3) 0.10304(9) 0.0131(8) Uani 1 1 d . . . N7 N -0.1742(5) 0.0270(3) 0.05628(10) 0.0177(9) Uani 1 1 d . . . H7 H -0.2273 0.0148 0.0364 0.021 Uiso 1 1 calc R . . N8 N -0.2061(5) 0.1067(3) 0.20772(11) 0.0190(9) Uani 1 1 d . . . N9 N -0.3766(6) 0.2705(3) 0.14720(11) 0.0194(10) Uani 1 1 d . . . N10 N 0.3835(5) 0.0853(3) 0.00993(10) 0.0158(9) Uani 1 1 d . . . O1 O 0.2139(5) 0.2120(3) 0.12313(9) 0.0207(9) Uani 1 1 d . . . O2 O -0.2315(5) 0.0919(2) 0.17560(9) 0.0268(9) Uani 1 1 d . . . O3 O -0.1120(5) 0.1694(2) 0.21616(9) 0.0262(9) Uani 1 1 d . . . O4 O -0.2748(5) 0.0626(2) 0.22872(9) 0.0283(9) Uani 1 1 d . . . O5 O -0.2692(4) 0.2911(2) 0.17085(8) 0.0203(8) Uani 1 1 d . . . O6 O -0.3387(4) 0.2138(2) 0.12609(9) 0.0219(8) Uani 1 1 d . . . O7 O -0.5138(4) 0.3064(2) 0.14513(10) 0.0283(9) Uani 1 1 d . . . O8 O 0.5657(5) 0.2853(2) 0.03645(8) 0.0238(9) Uani 1 1 d . . . H8 H 0.5318 0.2335 0.0341 0.036 Uiso 1 1 calc R . . O9 O 0.4674(5) 0.1099(2) 0.03653(8) 0.0216(8) Uani 1 1 d . . . O10 O 0.3139(4) 0.0106(2) 0.01055(8) 0.0191(8) Uani 1 1 d . . . O11 O 0.3689(5) 0.1312(2) -0.01621(9) 0.0271(9) 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 0.020(3) 0.019(3) 0.018(3) 0.000(2) 0.005(2) -0.003(2) C2 0.024(3) 0.018(3) 0.020(3) -0.001(2) 0.005(2) -0.003(2) C3 0.020(3) 0.013(2) 0.014(2) 0.000(2) 0.0044(19) -0.004(2) C4 0.014(3) 0.020(3) 0.024(3) -0.003(2) 0.000(2) -0.004(2) C5 0.025(3) 0.027(3) 0.015(3) -0.004(2) -0.002(2) -0.011(2) C6 0.020(3) 0.034(3) 0.022(3) -0.001(2) -0.006(2) -0.005(3) C7 0.017(3) 0.031(3) 0.016(3) 0.001(2) -0.003(2) 0.010(2) C8 0.020(3) 0.030(3) 0.016(3) 0.000(2) -0.006(2) 0.011(2) C9 0.023(3) 0.013(2) 0.014(3) 0.001(2) 0.002(2) 0.000(2) C10 0.020(3) 0.014(2) 0.016(3) 0.002(2) 0.005(2) 0.000(2) C11 0.026(3) 0.019(3) 0.020(3) 0.000(2) 0.002(2) 0.000(2) C12 0.016(3) 0.016(2) 0.013(2) 0.000(2) 0.0009(19) -0.004(2) C13 0.031(4) 0.059(4) 0.019(3) -0.006(3) 0.013(2) -0.008(3) C14 0.043(4) 0.027(3) 0.019(3) 0.005(2) 0.003(2) -0.005(3) Gd1 0.01059(11) 0.01371(12) 0.00947(11) -0.00071(11) -0.00057(7) -0.00131(11) N1 0.023(3) 0.018(2) 0.015(2) 0.0039(18) 0.0027(17) -0.0006(19) N2 0.015(2) 0.016(2) 0.013(2) -0.0014(17) 0.0023(16) -0.0027(17) N3 0.015(2) 0.021(2) 0.013(2) -0.0043(18) -0.0011(16) -0.0043(18) N4 0.012(2) 0.023(2) 0.019(2) 0.0012(18) -0.0038(16) -0.0012(18) N5 0.017(2) 0.019(2) 0.016(2) 0.0041(18) -0.0022(17) 0.0033(18) N6 0.013(2) 0.016(2) 0.010(2) 0.0015(17) -0.0006(15) -0.0003(17) N7 0.024(3) 0.020(2) 0.008(2) -0.0075(17) -0.0030(17) -0.0022(19) N8 0.016(2) 0.022(2) 0.020(2) 0.0061(19) 0.0020(17) 0.0055(19) N9 0.017(2) 0.018(2) 0.023(2) 0.0071(19) 0.0004(18) -0.0039(19) N10 0.016(2) 0.017(2) 0.014(2) -0.0028(18) -0.0001(16) 0.0020(18) O1 0.017(2) 0.026(2) 0.019(2) 0.0021(16) 0.0044(15) -0.0048(19) O2 0.037(3) 0.026(2) 0.019(2) -0.0061(17) 0.0096(17) -0.0089(19) O3 0.021(2) 0.039(2) 0.0178(19) 0.0014(17) -0.0036(15) -0.0155(18) O4 0.025(2) 0.036(2) 0.024(2) 0.0157(18) 0.0048(16) -0.0073(19) O5 0.0140(19) 0.024(2) 0.0230(19) -0.0020(16) 0.0005(14) -0.0003(16) O6 0.018(2) 0.027(2) 0.0209(19) -0.0030(16) 0.0022(14) -0.0032(16) O7 0.012(2) 0.0215(19) 0.052(3) 0.0083(19) 0.0018(16) 0.0041(17) O8 0.034(2) 0.022(2) 0.0149(18) 0.0007(15) -0.0003(15) -0.0099(18) O9 0.028(2) 0.022(2) 0.0135(18) -0.0033(15) -0.0062(15) -0.0060(17) O10 0.023(2) 0.0143(17) 0.0196(19) 0.0000(15) -0.0001(14) -0.0061(16) O11 0.045(3) 0.020(2) 0.0155(19) 0.0081(16) -0.0033(17) -0.0012(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N2 1.324(6) . ? C1 N1 1.347(6) . ? C1 H15 0.9500 . ? C2 N1 1.352(6) . ? C2 C3 1.356(7) . ? C2 H2 0.9500 . ? C3 N2 1.388(6) . ? C3 C4 1.459(7) . ? C4 N3 1.275(6) . ? C4 H4B 0.9500 . ? C5 N3 1.481(6) . ? C5 C6 1.506(7) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 N4 1.476(6) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 N4 1.486(6) . ? C7 C8 1.508(7) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 N5 1.469(6) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 N5 1.272(6) . ? C9 C10 1.449(7) . ? C9 H9A 0.9500 . ? C10 C11 1.365(7) . ? C10 N6 1.392(6) . ? C11 N7 1.353(6) . ? C11 H11 0.9500 . ? C12 N6 1.326(6) . ? C12 N7 1.341(6) . ? C12 H12 0.9500 . ? C13 O1 1.449(6) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 O8 1.426(6) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? Gd1 O1 2.434(4) . ? Gd1 O2 2.481(4) . ? Gd1 N3 2.507(4) . ? Gd1 N6 2.522(4) . ? Gd1 O5 2.532(3) . ? Gd1 N5 2.569(4) . ? Gd1 N2 2.575(4) . ? Gd1 O3 2.591(3) . ? Gd1 O6 2.672(4) . ? Gd1 N4 2.677(4) . ? Gd1 N8 2.961(4) . ? N1 H1 0.8800 . ? N4 H4A 0.9300 . ? N7 H7 0.8800 . ? N8 O4 1.230(5) . ? N8 O3 1.256(5) . ? N8 O2 1.280(5) . ? N9 O7 1.242(5) . ? N9 O6 1.252(5) . ? N9 O5 1.265(5) . ? N10 O11 1.239(5) . ? N10 O9 1.259(5) . ? N10 O10 1.276(5) . ? O1 H16 0.68(6) . ? O8 H8 0.8400 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 C1 N1 110.7(5) . . ? N2 C1 H15 124.7 . . ? N1 C1 H15 124.7 . . ? N1 C2 C3 105.9(4) . . ? N1 C2 H2 127.0 . . ? C3 C2 H2 127.0 . . ? C2 C3 N2 109.8(4) . . ? C2 C3 C4 130.3(5) . . ? N2 C3 C4 119.9(4) . . ? N3 C4 C3 118.3(5) . . ? N3 C4 H4B 120.9 . . ? C3 C4 H4B 120.9 . . ? N3 C5 C6 108.2(4) . . ? N3 C5 H5A 110.1 . . ? C6 C5 H5A 110.1 . . ? N3 C5 H5B 110.1 . . ? C6 C5 H5B 110.1 . . ? H5A C5 H5B 108.4 . . ? N4 C6 C5 109.1(4) . . ? N4 C6 H6A 109.9 . . ? C5 C6 H6A 109.9 . . ? N4 C6 H6B 109.9 . . ? C5 C6 H6B 109.9 . . ? H6A C6 H6B 108.3 . . ? N4 C7 C8 107.8(4) . . ? N4 C7 H7A 110.1 . . ? C8 C7 H7A 110.1 . . ? N4 C7 H7B 110.1 . . ? C8 C7 H7B 110.1 . . ? H7A C7 H7B 108.5 . . ? N5 C8 C7 108.3(4) . . ? N5 C8 H8A 110.0 . . ? C7 C8 H8A 110.0 . . ? N5 C8 H8B 110.0 . . ? C7 C8 H8B 110.0 . . ? H8A C8 H8B 108.4 . . ? N5 C9 C10 119.2(5) . . ? N5 C9 H9A 120.4 . . ? C10 C9 H9A 120.4 . . ? C11 C10 N6 109.5(4) . . ? C11 C10 C9 132.4(5) . . ? N6 C10 C9 118.1(4) . . ? N7 C11 C10 106.0(4) . . ? N7 C11 H11 127.0 . . ? C10 C11 H11 127.0 . . ? N6 C12 N7 111.4(5) . . ? N6 C12 H12 124.3 . . ? N7 C12 H12 124.3 . . ? O1 C13 H13A 109.5 . . ? O1 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? O1 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? O8 C14 H14A 109.5 . . ? O8 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? O8 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? O1 Gd1 O2 144.57(13) . . ? O1 Gd1 N3 78.06(13) . . ? O2 Gd1 N3 132.34(12) . . ? O1 Gd1 N6 76.75(13) . . ? O2 Gd1 N6 77.88(12) . . ? N3 Gd1 N6 148.99(13) . . ? O1 Gd1 O5 138.66(12) . . ? O2 Gd1 O5 75.28(12) . . ? N3 Gd1 O5 73.92(12) . . ? N6 Gd1 O5 115.53(12) . . ? O1 Gd1 N5 74.11(13) . . ? O2 Gd1 N5 72.89(13) . . ? N3 Gd1 N5 124.09(14) . . ? N6 Gd1 N5 64.87(13) . . ? O5 Gd1 N5 147.22(12) . . ? O1 Gd1 N2 71.24(13) . . ? O2 Gd1 N2 132.54(13) . . ? N3 Gd1 N2 65.69(13) . . ? N6 Gd1 N2 89.12(12) . . ? O5 Gd1 N2 69.77(12) . . ? N5 Gd1 N2 140.57(13) . . ? O1 Gd1 O3 139.62(12) . . ? O2 Gd1 O3 50.20(11) . . ? N3 Gd1 O3 84.19(12) . . ? N6 Gd1 O3 126.83(12) . . ? O5 Gd1 O3 66.52(12) . . ? N5 Gd1 O3 86.91(12) . . ? N2 Gd1 O3 132.17(12) . . ? O1 Gd1 O6 124.26(12) . . ? O2 Gd1 O6 65.20(12) . . ? N3 Gd1 O6 115.11(12) . . ? N6 Gd1 O6 66.75(12) . . ? O5 Gd1 O6 48.79(10) . . ? N5 Gd1 O6 120.69(12) . . ? N2 Gd1 O6 67.70(12) . . ? O3 Gd1 O6 96.10(11) . . ? O1 Gd1 N4 75.71(13) . . ? O2 Gd1 N4 100.20(13) . . ? N3 Gd1 N4 63.51(13) . . ? N6 Gd1 N4 125.80(13) . . ? O5 Gd1 N4 116.08(12) . . ? N5 Gd1 N4 63.09(13) . . ? N2 Gd1 N4 123.52(13) . . ? O3 Gd1 N4 63.91(12) . . ? O6 Gd1 N4 159.93(12) . . ? O1 Gd1 N8 148.87(12) . . ? O2 Gd1 N8 25.28(11) . . ? N3 Gd1 N8 108.73(12) . . ? N6 Gd1 N8 102.19(12) . . ? O5 Gd1 N8 70.47(11) . . ? N5 Gd1 N8 77.39(12) . . ? N2 Gd1 N8 139.71(12) . . ? O3 Gd1 N8 25.02(11) . . ? O6 Gd1 N8 81.40(11) . . ? N4 Gd1 N8 80.45(12) . . ? C1 N1 C2 108.6(4) . . ? C1 N1 H1 125.7 . . ? C2 N1 H1 125.7 . . ? C1 N2 C3 105.1(4) . . ? C1 N2 Gd1 140.6(3) . . ? C3 N2 Gd1 114.1(3) . . ? C4 N3 C5 118.5(4) . . ? C4 N3 Gd1 121.3(3) . . ? C5 N3 Gd1 119.5(3) . . ? C6 N4 C7 112.9(4) . . ? C6 N4 Gd1 116.9(3) . . ? C7 N4 Gd1 114.4(3) . . ? C6 N4 H4A 103.5 . . ? C7 N4 H4A 103.5 . . ? Gd1 N4 H4A 103.5 . . ? C9 N5 C8 118.2(4) . . ? C9 N5 Gd1 119.7(3) . . ? C8 N5 Gd1 121.2(3) . . ? C12 N6 C10 104.7(4) . . ? C12 N6 Gd1 137.6(3) . . ? C10 N6 Gd1 117.7(3) . . ? C12 N7 C11 108.4(4) . . ? C12 N7 H7 125.8 . . ? C11 N7 H7 125.8 . . ? O4 N8 O3 122.8(4) . . ? O4 N8 O2 120.9(4) . . ? O3 N8 O2 116.3(4) . . ? O4 N8 Gd1 174.7(3) . . ? O3 N8 Gd1 60.8(2) . . ? O2 N8 Gd1 55.9(2) . . ? O7 N9 O6 121.9(4) . . ? O7 N9 O5 120.5(4) . . ? O6 N9 O5 117.6(4) . . ? O11 N10 O9 121.8(4) . . ? O11 N10 O10 120.5(4) . . ? O9 N10 O10 117.8(4) . . ? C13 O1 Gd1 131.1(3) . . ? C13 O1 H16 96(5) . . ? Gd1 O1 H16 128(5) . . ? N8 O2 Gd1 98.9(3) . . ? N8 O3 Gd1 94.2(3) . . ? N9 O5 Gd1 100.0(3) . . ? N9 O6 Gd1 93.6(3) . . ? C14 O8 H8 109.5 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.68 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.726 _refine_diff_density_min -0.765 _refine_diff_density_rms 0.177 # Attachment '- 14_TbH2L.cif' data_14_TbH2L _database_code_depnum_ccdc_archive 'CCDC 789737' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H25 N10 O11 Tb' _chemical_formula_weight 668.36 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 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 8.1574(19) _cell_length_b 15.206(4) _cell_length_c 39.097(9) _cell_angle_alpha 90.00 _cell_angle_beta 94.717(3) _cell_angle_gamma 90.00 _cell_volume 4833(2) _cell_formula_units_Z 8 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 6644 _cell_measurement_theta_min 2.68 _cell_measurement_theta_max 30.58 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.837 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2656 _exptl_absorpt_coefficient_mu 3.001 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.3654 _exptl_absorpt_correction_T_max 0.5581 _exptl_absorpt_process_details 'SADABS; Sheldrick 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.333 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 15928 _diffrn_reflns_av_R_equivalents 0.0383 _diffrn_reflns_av_sigmaI/netI 0.0470 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -52 _diffrn_reflns_limit_l_max 46 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 28.28 _reflns_number_total 5963 _reflns_number_gt 5253 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0152P)^2^+27.8250P] 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 5963 _refine_ls_number_parameters 328 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0464 _refine_ls_R_factor_gt 0.0386 _refine_ls_wR_factor_ref 0.0776 _refine_ls_wR_factor_gt 0.0750 _refine_ls_goodness_of_fit_ref 1.109 _refine_ls_restrained_S_all 1.109 _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 -0.1259(5) 0.3515(3) 0.08409(10) 0.0183(8) Uani 1 1 d . . . H15 H -0.1899 0.3134 0.0691 0.022 Uiso 1 1 calc R . . C2 C 0.0035(5) 0.4697(3) 0.10366(11) 0.0221(9) Uani 1 1 d . . . H2 H 0.0476 0.5274 0.1057 0.027 Uiso 1 1 calc R . . C3 C 0.0217(5) 0.4042(3) 0.12763(11) 0.0187(8) Uani 1 1 d . . . C4 C 0.1038(6) 0.4032(3) 0.16173(11) 0.0237(9) Uani 1 1 d . . . H4B H 0.1616 0.4536 0.1706 0.028 Uiso 1 1 calc R . . C5 C 0.1841(6) 0.3323(3) 0.21417(12) 0.0307(11) Uani 1 1 d . . . H5A H 0.1044 0.3236 0.2317 0.037 Uiso 1 1 calc R . . H5B H 0.2422 0.3886 0.2190 0.037 Uiso 1 1 calc R . . C6 C 0.3057(6) 0.2574(3) 0.21552(14) 0.0360(12) Uani 1 1 d . . . H6A H 0.3964 0.2713 0.2011 0.043 Uiso 1 1 calc R . . H6B H 0.3533 0.2487 0.2394 0.043 Uiso 1 1 calc R . . C7 C 0.3363(5) 0.1048(3) 0.19627(12) 0.0280(10) Uani 1 1 d . . . H7A H 0.4104 0.0930 0.2171 0.034 Uiso 1 1 calc R . . H7B H 0.4042 0.1217 0.1775 0.034 Uiso 1 1 calc R . . C8 C 0.2361(5) 0.0238(3) 0.18634(11) 0.0239(10) Uani 1 1 d . . . H8A H 0.3091 -0.0241 0.1796 0.029 Uiso 1 1 calc R . . H8B H 0.1772 0.0033 0.2060 0.029 Uiso 1 1 calc R . . C9 C 0.1005(5) -0.0050(3) 0.13193(10) 0.0181(8) Uani 1 1 d . . . H9A H 0.1607 -0.0585 0.1318 0.022 Uiso 1 1 calc R . . C10 C -0.0124(5) 0.0192(3) 0.10336(10) 0.0158(8) Uani 1 1 d . . . C11 C -0.0658(5) -0.0256(3) 0.07424(10) 0.0188(8) Uani 1 1 d . . . H11 H -0.0333 -0.0828 0.0678 0.023 Uiso 1 1 calc R . . C12 C -0.1855(5) 0.1037(3) 0.07455(10) 0.0161(8) Uani 1 1 d . . . H12 H -0.2533 0.1523 0.0675 0.019 Uiso 1 1 calc R . . C13 C 0.2402(7) 0.2110(4) 0.08811(13) 0.0421(14) Uani 1 1 d . . . H13A H 0.1890 0.1576 0.0781 0.063 Uiso 1 1 calc R . . H13B H 0.3576 0.2112 0.0844 0.063 Uiso 1 1 calc R . . H13C H 0.1873 0.2628 0.0771 0.063 Uiso 1 1 calc R . . C14 C 0.5614(7) 0.3263(3) 0.00369(12) 0.0314(11) Uani 1 1 d . . . H14A H 0.4495 0.3244 -0.0075 0.047 Uiso 1 1 calc R . . H14B H 0.6363 0.2954 -0.0106 0.047 Uiso 1 1 calc R . . H14C H 0.5966 0.3876 0.0067 0.047 Uiso 1 1 calc R . . N1 N -0.0893(4) 0.4360(2) 0.07660(9) 0.0203(8) Uani 1 1 d . . . H1 H -0.1205 0.4640 0.0575 0.024 Uiso 1 1 calc R . . N2 N -0.0612(4) 0.3291(2) 0.11497(8) 0.0151(7) Uani 1 1 d . . . N3 N 0.0977(4) 0.3342(2) 0.17973(9) 0.0197(7) Uani 1 1 d . . . N4 N 0.2206(5) 0.1763(3) 0.20292(10) 0.0262(9) Uani 1 1 d . . . H4A H 0.1691 0.1564 0.2218 0.031 Uiso 1 1 calc R . . N5 N 0.1179(4) 0.0470(2) 0.15749(9) 0.0204(8) Uani 1 1 d . . . N6 N -0.0891(4) 0.1009(2) 0.10333(8) 0.0141(7) Uani 1 1 d . . . N7 N -0.1751(4) 0.0283(2) 0.05643(8) 0.0185(7) Uani 1 1 d . . . H7 H -0.2296 0.0163 0.0366 0.022 Uiso 1 1 calc R . . N8 N -0.1979(4) 0.1051(2) 0.20789(9) 0.0234(8) Uani 1 1 d . . . N9 N -0.3686(4) 0.2698(2) 0.14891(10) 0.0214(8) Uani 1 1 d . . . N10 N 0.3833(4) 0.0848(2) 0.01015(8) 0.0166(7) Uani 1 1 d . . . O1 O 0.2206(4) 0.2129(2) 0.12419(8) 0.0228(7) Uani 1 1 d . . . O2 O -0.2174(5) 0.0892(2) 0.17616(9) 0.0479(11) Uani 1 1 d . . . O3 O -0.1100(5) 0.1700(3) 0.21604(8) 0.0481(11) Uani 1 1 d . . . O4 O -0.2695(4) 0.0616(2) 0.22888(9) 0.0350(8) Uani 1 1 d . . . O5 O -0.2589(4) 0.2927(2) 0.17139(9) 0.0293(8) Uani 1 1 d . . . O6 O -0.3349(4) 0.2125(2) 0.12823(9) 0.0339(8) Uani 1 1 d . . . O7 O -0.5068(4) 0.3045(2) 0.14683(12) 0.0466(11) Uani 1 1 d . . . O8 O 0.5641(4) 0.28458(19) 0.03641(8) 0.0256(7) Uani 1 1 d . . . H8 H 0.5213 0.2345 0.0342 0.038 Uiso 1 1 calc R . . O9 O 0.4647(4) 0.10987(19) 0.03694(7) 0.0215(7) Uani 1 1 d . . . O10 O 0.3146(4) 0.00937(18) 0.01048(7) 0.0201(6) Uani 1 1 d . . . O11 O 0.3663(4) 0.1308(2) -0.01579(8) 0.0264(7) Uani 1 1 d . . . Tb1 Tb -0.02513(2) 0.196173(12) 0.154737(4) 0.01215(6) 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 0.022(2) 0.018(2) 0.0149(19) -0.0012(16) 0.0033(16) -0.0047(17) C2 0.022(2) 0.021(2) 0.024(2) -0.0027(17) 0.0062(17) -0.0083(18) C3 0.012(2) 0.020(2) 0.024(2) -0.0039(17) 0.0060(16) -0.0068(16) C4 0.029(2) 0.021(2) 0.021(2) -0.0079(17) 0.0018(18) -0.0107(19) C5 0.032(3) 0.033(3) 0.025(2) -0.006(2) -0.012(2) -0.007(2) C6 0.028(3) 0.040(3) 0.037(3) -0.006(2) -0.021(2) -0.004(2) C7 0.015(2) 0.043(3) 0.025(2) 0.000(2) -0.0075(17) 0.008(2) C8 0.021(2) 0.033(2) 0.018(2) 0.0033(18) -0.0015(17) 0.0115(19) C9 0.017(2) 0.0152(19) 0.022(2) 0.0033(16) 0.0014(16) 0.0010(16) C10 0.019(2) 0.0128(18) 0.0159(19) 0.0012(15) 0.0011(15) -0.0007(16) C11 0.025(2) 0.0147(19) 0.017(2) -0.0003(15) 0.0031(16) -0.0027(17) C12 0.018(2) 0.0152(19) 0.0150(18) 0.0009(15) 0.0006(15) -0.0031(16) C13 0.039(3) 0.057(4) 0.035(3) -0.015(3) 0.025(2) -0.018(3) C14 0.044(3) 0.027(2) 0.023(2) 0.0011(19) 0.004(2) -0.011(2) N1 0.026(2) 0.0175(17) 0.0174(17) 0.0039(14) 0.0043(14) -0.0033(15) N2 0.0137(16) 0.0153(16) 0.0167(16) -0.0008(13) 0.0035(13) -0.0058(13) N3 0.0146(17) 0.0286(19) 0.0157(17) -0.0059(14) 0.0001(13) -0.0043(15) N4 0.0164(18) 0.033(2) 0.028(2) -0.0066(16) -0.0082(15) 0.0014(16) N5 0.0214(19) 0.0230(18) 0.0162(17) 0.0023(14) -0.0019(14) 0.0046(15) N6 0.0141(17) 0.0142(16) 0.0137(16) -0.0004(12) -0.0007(12) -0.0020(13) N7 0.0218(19) 0.0195(17) 0.0136(16) -0.0028(13) -0.0026(14) -0.0055(15) N8 0.0158(18) 0.028(2) 0.026(2) 0.0142(16) 0.0017(15) -0.0008(16) N9 0.0141(18) 0.0148(17) 0.036(2) 0.0080(15) 0.0069(15) -0.0011(14) N10 0.0182(18) 0.0126(16) 0.0188(17) -0.0017(13) 0.0000(13) 0.0008(14) O1 0.0162(15) 0.0269(17) 0.0267(16) 0.0002(13) 0.0094(12) -0.0008(13) O2 0.077(3) 0.033(2) 0.040(2) -0.0179(17) 0.042(2) -0.026(2) O3 0.047(2) 0.078(3) 0.0185(17) 0.0008(18) -0.0027(16) -0.049(2) O4 0.0269(18) 0.044(2) 0.0342(19) 0.0229(16) 0.0057(15) -0.0039(16) O5 0.0171(16) 0.0349(19) 0.0362(19) -0.0147(15) 0.0035(14) -0.0068(14) O6 0.0186(17) 0.039(2) 0.045(2) -0.0159(16) 0.0080(15) -0.0067(15) O7 0.0122(16) 0.0225(17) 0.105(3) 0.010(2) 0.0024(18) 0.0007(15) O8 0.0365(19) 0.0175(15) 0.0227(16) -0.0010(12) 0.0027(13) -0.0095(14) O9 0.0289(17) 0.0175(15) 0.0169(14) -0.0051(11) -0.0056(12) -0.0055(13) O10 0.0276(17) 0.0133(14) 0.0193(15) -0.0013(11) 0.0005(12) -0.0075(12) O11 0.040(2) 0.0188(15) 0.0195(15) 0.0057(12) -0.0044(14) 0.0000(14) Tb1 0.00973(9) 0.01548(9) 0.01111(9) -0.00221(7) 0.00011(6) -0.00242(8) _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 N2 1.322(5) . ? C1 N1 1.357(5) . ? C1 H15 0.9500 . ? C2 N1 1.350(5) . ? C2 C3 1.367(6) . ? C2 H2 0.9500 . ? C3 N2 1.397(5) . ? C3 C4 1.442(6) . ? C4 N3 1.267(6) . ? C4 H4B 0.9500 . ? C5 N3 1.468(5) . ? C5 C6 1.508(7) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 N4 1.480(6) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 N4 1.476(6) . ? C7 C8 1.511(7) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 N5 1.465(5) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 N5 1.273(5) . ? C9 C10 1.436(5) . ? C9 H9A 0.9500 . ? C10 C11 1.367(5) . ? C10 N6 1.391(5) . ? C11 N7 1.360(5) . ? C11 H11 0.9500 . ? C12 N6 1.319(5) . ? C12 N7 1.354(5) . ? C12 H12 0.9500 . ? C13 O1 1.433(6) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 O8 1.426(5) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? N1 H1 0.8800 . ? N2 Tb1 2.552(3) . ? N3 Tb1 2.490(4) . ? N4 Tb1 2.653(4) . ? N4 H4A 0.9300 . ? N5 Tb1 2.549(4) . ? N6 Tb1 2.498(3) . ? N7 H7 0.8800 . ? N8 O4 1.237(5) . ? N8 O3 1.245(5) . ? N8 O2 1.261(5) . ? N8 Tb1 2.950(4) . ? N9 O6 1.235(5) . ? N9 O7 1.240(5) . ? N9 O5 1.251(5) . ? N10 O11 1.230(4) . ? N10 O9 1.253(4) . ? N10 O10 1.277(4) . ? O1 Tb1 2.430(3) . ? O2 Tb1 2.454(3) . ? O3 Tb1 2.580(3) . ? O5 Tb1 2.534(3) . ? O6 Tb1 2.663(3) . ? O8 H8 0.8400 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 C1 N1 111.3(4) . . ? N2 C1 H15 124.4 . . ? N1 C1 H15 124.4 . . ? N1 C2 C3 106.5(4) . . ? N1 C2 H2 126.8 . . ? C3 C2 H2 126.8 . . ? C2 C3 N2 109.3(4) . . ? C2 C3 C4 131.1(4) . . ? N2 C3 C4 119.6(4) . . ? N3 C4 C3 119.1(4) . . ? N3 C4 H4B 120.5 . . ? C3 C4 H4B 120.5 . . ? N3 C5 C6 108.2(4) . . ? N3 C5 H5A 110.1 . . ? C6 C5 H5A 110.1 . . ? N3 C5 H5B 110.1 . . ? C6 C5 H5B 110.1 . . ? H5A C5 H5B 108.4 . . ? N4 C6 C5 109.2(4) . . ? N4 C6 H6A 109.8 . . ? C5 C6 H6A 109.8 . . ? N4 C6 H6B 109.8 . . ? C5 C6 H6B 109.8 . . ? H6A C6 H6B 108.3 . . ? N4 C7 C8 107.8(4) . . ? N4 C7 H7A 110.1 . . ? C8 C7 H7A 110.1 . . ? N4 C7 H7B 110.1 . . ? C8 C7 H7B 110.1 . . ? H7A C7 H7B 108.5 . . ? N5 C8 C7 108.0(4) . . ? N5 C8 H8A 110.1 . . ? C7 C8 H8A 110.1 . . ? N5 C8 H8B 110.1 . . ? C7 C8 H8B 110.1 . . ? H8A C8 H8B 108.4 . . ? N5 C9 C10 118.3(4) . . ? N5 C9 H9A 120.8 . . ? C10 C9 H9A 120.8 . . ? C11 C10 N6 109.4(3) . . ? C11 C10 C9 131.3(4) . . ? N6 C10 C9 119.3(3) . . ? N7 C11 C10 106.1(4) . . ? N7 C11 H11 127.0 . . ? C10 C11 H11 127.0 . . ? N6 C12 N7 111.1(4) . . ? N6 C12 H12 124.4 . . ? N7 C12 H12 124.4 . . ? O1 C13 H13A 109.5 . . ? O1 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? O1 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? O8 C14 H14A 109.5 . . ? O8 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? O8 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C2 N1 C1 108.0(4) . . ? C2 N1 H1 126.0 . . ? C1 N1 H1 126.0 . . ? C1 N2 C3 104.9(3) . . ? C1 N2 Tb1 141.1(3) . . ? C3 N2 Tb1 113.8(3) . . ? C4 N3 C5 119.2(4) . . ? C4 N3 Tb1 120.9(3) . . ? C5 N3 Tb1 119.4(3) . . ? C7 N4 C6 112.5(4) . . ? C7 N4 Tb1 114.5(3) . . ? C6 N4 Tb1 116.6(3) . . ? C7 N4 H4A 103.7 . . ? C6 N4 H4A 103.7 . . ? Tb1 N4 H4A 103.7 . . ? C9 N5 C8 118.6(4) . . ? C9 N5 Tb1 119.9(3) . . ? C8 N5 Tb1 121.1(3) . . ? C12 N6 C10 105.5(3) . . ? C12 N6 Tb1 137.5(3) . . ? C10 N6 Tb1 116.9(2) . . ? C12 N7 C11 108.0(3) . . ? C12 N7 H7 126.0 . . ? C11 N7 H7 126.0 . . ? O4 N8 O3 123.2(4) . . ? O4 N8 O2 121.4(4) . . ? O3 N8 O2 115.3(3) . . ? O4 N8 Tb1 175.5(3) . . ? O3 N8 Tb1 60.7(2) . . ? O2 N8 Tb1 55.0(2) . . ? O6 N9 O7 120.5(4) . . ? O6 N9 O5 118.1(4) . . ? O7 N9 O5 121.4(4) . . ? O11 N10 O9 122.2(3) . . ? O11 N10 O10 119.9(3) . . ? O9 N10 O10 117.9(3) . . ? C13 O1 Tb1 130.2(3) . . ? N8 O2 Tb1 100.1(3) . . ? N8 O3 Tb1 94.4(2) . . ? N9 O5 Tb1 99.7(2) . . ? N9 O6 Tb1 93.8(2) . . ? C14 O8 H8 109.5 . . ? O1 Tb1 O2 144.42(11) . . ? O1 Tb1 N3 77.48(11) . . ? O2 Tb1 N3 132.25(11) . . ? O1 Tb1 N6 77.97(10) . . ? O2 Tb1 N6 78.05(11) . . ? N3 Tb1 N6 148.80(11) . . ? O1 Tb1 O5 137.25(11) . . ? O2 Tb1 O5 77.35(12) . . ? N3 Tb1 O5 72.40(11) . . ? N6 Tb1 O5 115.53(10) . . ? O1 Tb1 N5 73.78(11) . . ? O2 Tb1 N5 72.46(13) . . ? N3 Tb1 N5 124.44(12) . . ? N6 Tb1 N5 65.31(11) . . ? O5 Tb1 N5 148.91(11) . . ? O1 Tb1 N2 71.09(10) . . ? O2 Tb1 N2 133.48(13) . . ? N3 Tb1 N2 66.05(11) . . ? N6 Tb1 N2 87.89(10) . . ? O5 Tb1 N2 69.28(11) . . ? N5 Tb1 N2 139.45(11) . . ? O1 Tb1 O3 140.18(11) . . ? O2 Tb1 O3 49.67(11) . . ? N3 Tb1 O3 84.01(11) . . ? N6 Tb1 O3 127.13(11) . . ? O5 Tb1 O3 65.53(13) . . ? N5 Tb1 O3 88.86(13) . . ? N2 Tb1 O3 131.46(13) . . ? O1 Tb1 N4 75.83(12) . . ? O2 Tb1 N4 98.56(14) . . ? N3 Tb1 N4 63.99(12) . . ? N6 Tb1 N4 126.94(11) . . ? O5 Tb1 N4 115.11(11) . . ? N5 Tb1 N4 63.39(11) . . ? N2 Tb1 N4 124.43(12) . . ? O3 Tb1 N4 64.37(13) . . ? O1 Tb1 O6 126.42(11) . . ? O2 Tb1 O6 65.31(14) . . ? N3 Tb1 O6 114.34(11) . . ? N6 Tb1 O6 67.18(10) . . ? O5 Tb1 O6 48.38(10) . . ? N5 Tb1 O6 121.06(11) . . ? N2 Tb1 O6 68.33(11) . . ? O3 Tb1 O6 93.30(12) . . ? N4 Tb1 O6 157.60(12) . . ? O1 Tb1 N8 148.93(10) . . ? O2 Tb1 N8 24.89(11) . . ? N3 Tb1 N8 108.61(11) . . ? N6 Tb1 N8 102.37(11) . . ? O5 Tb1 N8 71.21(11) . . ? N5 Tb1 N8 78.22(11) . . ? N2 Tb1 N8 139.74(10) . . ? O3 Tb1 N8 24.89(10) . . ? N4 Tb1 N8 79.81(12) . . ? O6 Tb1 N8 79.93(11) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.540 _refine_diff_density_min -2.191 _refine_diff_density_rms 0.135