Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Jerzy Lisowski' _publ_contact_author_address ; Department of Chemistry University of Wroclaw F. Joliot-Curie 14 Wroclaw 50383 POLAND ; _publ_contact_author_email JUREKL@WCHUWR.CHEM.UNI.WROC.PL _publ_section_title ; Lanthanide complexes of chiral 3+3 macrocycles derived from (1R,2R)-1,2-diaminocyclohexane and 2,6-diformyl-4-methylphenol. ; loop_ _publ_author_name 'Jerzy Lisowski' 'Tadeusz Lis' 'Marta Paluch' data_COMPLEX _database_code_depnum_ccdc_archive 'CCDC 264740' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C45 H67 N10 O15 Eu' _chemical_formula_sum 'C50 H83 Eu N10 O20' _chemical_formula_weight 1296.22 _chemical_absolute_configuration rm loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Eu Eu -8.9294 11.1857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 13.975(3) _cell_length_b 14.692(3) _cell_length_c 14.367(3) _cell_angle_alpha 90.00 _cell_angle_beta 94.54(3) _cell_angle_gamma 90.00 _cell_volume 2940.6(11) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description parralelepiped _exptl_crystal_colour yellow _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.464 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1352 _exptl_absorpt_coefficient_mu 8.322 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.320 _exptl_absorpt_correction_T_max 0.572 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54180 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur PX CrysAlis CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18098 _diffrn_reflns_av_R_equivalents 0.0950 _diffrn_reflns_av_sigmaI/netI 0.0791 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 4.25 _diffrn_reflns_theta_max 68.97 _reflns_number_total 7204 _reflns_number_gt 6322 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1446P)^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 'no refined H' _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00028(18) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.011(4) _refine_ls_number_reflns 7204 _refine_ls_number_parameters 756 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0743 _refine_ls_R_factor_gt 0.0676 _refine_ls_wR_factor_ref 0.1834 _refine_ls_wR_factor_gt 0.1718 _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_restrained_S_all 1.014 _refine_ls_shift/su_max 0.005 _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 Eu Eu 0.24369(3) 0.76487(4) 0.82907(3) 0.01885(18) Uani 1 1 d . . . O1 O 0.2548(4) 0.7911(5) 0.9879(4) 0.0236(13) Uani 1 1 d . . . O2 O 0.3811(4) 0.8501(5) 0.8162(5) 0.0268(14) Uani 1 1 d . . . O3 O 0.0889(3) 0.7714(5) 0.8731(4) 0.0231(14) Uani 1 1 d . . . O71 O 0.1643(5) 0.8887(5) 0.7216(5) 0.0262(15) Uani 1 1 d . . . O72 O 0.1978(4) 0.9402(5) 0.8618(5) 0.0272(14) Uani 1 1 d . . . O73 O 0.1052(6) 1.0183(6) 0.7615(6) 0.043(2) Uani 1 1 d . . . O81 O 0.2331(4) 0.6031(5) 0.8996(5) 0.0276(15) Uani 1 1 d . . . O82 O 0.3748(4) 0.6532(5) 0.8792(5) 0.0314(15) Uani 1 1 d . . . O83 O 0.3576(5) 0.5239(6) 0.9516(6) 0.0405(19) Uani 1 1 d . . . O91 O 0.2250(5) 0.4524(6) 0.6453(6) 0.0406(19) Uani 1 1 d . . . O92 O 0.3389(5) 0.5291(6) 0.7222(5) 0.0404(18) Uani 1 1 d . . . O93 O 0.3589(5) 0.3851(6) 0.6905(6) 0.0407(19) Uani 1 1 d . . . O101 O 0.1640(4) 1.0093(5) 1.0788(5) 0.0278(14) Uani 1 1 d . . . O102 O 0.0258(4) 1.0686(5) 1.0287(5) 0.0274(14) Uani 1 1 d . . . O103 O 0.1579(4) 1.1456(5) 1.0183(5) 0.0292(15) Uani 1 1 d . . . N1 N 0.4090(6) 0.9131(6) 1.0474(7) 0.036(2) Uani 1 1 d . . . H1N H 0.4466 0.9053 1.0017 0.043 Uiso 1 1 calc R . . N2 N 0.3848(5) 1.0330(5) 0.8580(5) 0.0206(15) Uani 1 1 d . . . H2N H 0.3401 1.0054 0.8218 0.025 Uiso 1 1 calc R . . N3 N 0.2913(4) 0.7539(8) 0.6586(4) 0.0216(14) Uani 1 1 d . . . H3N H 0.2678 0.7955 0.6946 0.026 Uiso 1 1 calc R . . N4 N 0.1436(5) 0.6522(6) 0.7221(6) 0.0217(17) Uani 1 1 d . . . H4N H 0.1997 0.6520 0.7546 0.026 Uiso 1 1 calc R . . N5 N 0.0178(5) 0.8780(6) 0.9952(6) 0.0271(17) Uani 1 1 d . . . H5N H 0.0777 0.8966 1.0040 0.032 Uiso 1 1 calc R . . N6 N 0.1015(5) 0.6983(6) 1.0565(5) 0.0220(15) Uani 1 1 d . . . H6N H 0.0830 0.6920 0.9968 0.026 Uiso 1 1 calc R . . N7 N 0.1549(5) 0.9508(6) 0.7813(6) 0.0254(17) Uani 1 1 d . . . N8 N 0.3242(5) 0.5914(6) 0.9102(5) 0.0232(16) Uani 1 1 d . . . N9 N 0.3059(7) 0.4546(8) 0.6866(7) 0.036(2) Uani 1 1 d . . . N10 N 0.1166(5) 1.0753(6) 1.0416(6) 0.0263(17) Uani 1 1 d . . . C1 C 0.2974(6) 0.7799(6) 1.0739(6) 0.023(2) Uani 1 1 d . . . C2 C 0.2674(6) 0.7139(7) 1.1352(6) 0.0212(18) Uani 1 1 d . . . C3 C 0.3151(6) 0.7005(7) 1.2226(6) 0.0231(19) Uani 1 1 d . . . H3 H 0.2932 0.6546 1.2624 0.028 Uiso 1 1 calc R . . C4 C 0.3952(5) 0.7535(10) 1.2534(5) 0.0264(19) Uani 1 1 d . . . C5 C 0.4226(6) 0.8203(7) 1.1954(6) 0.0219(18) Uani 1 1 d . . . H5 H 0.4760 0.8573 1.2158 0.026 Uiso 1 1 calc R . . C6 C 0.3753(6) 0.8373(7) 1.1064(6) 0.0222(18) Uani 1 1 d . . . C7 C 0.4510(7) 0.7329(9) 1.3466(7) 0.040(3) Uani 1 1 d . . . H7A H 0.4675 0.7901 1.3791 0.059 Uiso 1 1 calc R . . H7B H 0.5100 0.6999 1.3355 0.059 Uiso 1 1 calc R . . H7C H 0.4115 0.6956 1.3850 0.059 Uiso 1 1 calc R . . C8 C 0.3707(5) 1.0051(6) 1.0754(5) 0.0162(16) Uani 1 1 d . . . H8A H 0.2998 1.0034 1.0657 0.019 Uiso 1 1 calc R . . H8B H 0.3874 1.0134 1.1432 0.019 Uiso 1 1 calc R . . C9 C 0.4056(6) 1.0881(6) 1.0252(6) 0.0202(18) Uani 1 1 d . . . H9 H 0.4763 1.0813 1.0206 0.024 Uiso 1 1 calc R . . C10 C 0.3898(6) 1.1700(7) 1.0882(7) 0.027(2) Uani 1 1 d . . . H10A H 0.3216 1.1709 1.1024 0.033 Uiso 1 1 calc R . . H10B H 0.4292 1.1616 1.1480 0.033 Uiso 1 1 calc R . . C11 C 0.4145(6) 1.2621(10) 1.0470(6) 0.0304(18) Uani 1 1 d . . . H11A H 0.3966 1.3117 1.0888 0.036 Uiso 1 1 calc R . . H11B H 0.4844 1.2659 1.0406 0.036 Uiso 1 1 calc R . . C12 C 0.3602(6) 1.2721(8) 0.9524(6) 0.027(2) Uani 1 1 d . . . H12A H 0.2904 1.2727 0.9599 0.032 Uiso 1 1 calc R . . H12B H 0.3773 1.3309 0.9243 0.032 Uiso 1 1 calc R . . C13 C 0.3829(7) 1.1958(7) 0.8882(7) 0.028(2) Uani 1 1 d . . . H13A H 0.4520 1.1978 0.8777 0.033 Uiso 1 1 calc R . . H13B H 0.3460 1.2045 0.8271 0.033 Uiso 1 1 calc R . . C14 C 0.3587(6) 1.1017(6) 0.9274(6) 0.0212(18) Uani 1 1 d . . . H14 H 0.2876 1.0989 0.9310 0.025 Uiso 1 1 calc R . . C15 C 0.4901(6) 1.0113(7) 0.8507(7) 0.027(2) Uani 1 1 d . . . H15A H 0.5267 1.0682 0.8436 0.033 Uiso 1 1 calc R . . H15B H 0.5166 0.9802 0.9082 0.033 Uiso 1 1 calc R . . C16 C 0.4995(6) 0.9502(7) 0.7667(6) 0.024(2) Uani 1 1 d . . . C17 C 0.5652(6) 0.9745(8) 0.7015(7) 0.029(2) Uani 1 1 d . . . H17 H 0.6039 1.0271 0.7129 0.035 Uiso 1 1 calc R . . C18 C 0.5752(6) 0.9241(8) 0.6210(7) 0.030(2) Uani 1 1 d . . . C19 C 0.5184(6) 0.8451(7) 0.6092(6) 0.0224(19) Uani 1 1 d . . . H19 H 0.5240 0.8079 0.5558 0.027 Uiso 1 1 calc R . . C20 C 0.4545(6) 0.8202(7) 0.6738(6) 0.0221(19) Uani 1 1 d . . . C21 C 0.4441(6) 0.8724(7) 0.7543(6) 0.025(2) Uani 1 1 d . . . C22 C 0.6460(8) 0.9507(8) 0.5497(8) 0.040(3) Uani 1 1 d . . . H22A H 0.6399 1.0158 0.5360 0.060 Uiso 1 1 calc R . . H22B H 0.6318 0.9158 0.4921 0.060 Uiso 1 1 calc R . . H22C H 0.7116 0.9374 0.5752 0.060 Uiso 1 1 calc R . . C23 C 0.3964(5) 0.7341(8) 0.6567(7) 0.034(3) Uani 1 1 d . . . H23A H 0.4091 0.7081 0.5953 0.041 Uiso 1 1 calc R . . H23B H 0.4160 0.6886 0.7054 0.041 Uiso 1 1 calc R . . C24 C 0.2297(6) 0.6942(8) 0.5913(6) 0.0252(19) Uani 1 1 d . . . H24 H 0.2589 0.6322 0.5889 0.030 Uiso 1 1 calc R . . C25 C 0.2252(7) 0.7378(7) 0.4939(6) 0.033(3) Uani 1 1 d . . . H25A H 0.1982 0.7999 0.4963 0.040 Uiso 1 1 calc R . . H25B H 0.2907 0.7422 0.4724 0.040 Uiso 1 1 calc R . . C26 C 0.1621(7) 0.6791(9) 0.4264(7) 0.034(2) Uani 1 1 d . . . H26A H 0.1570 0.7081 0.3640 0.041 Uiso 1 1 calc R . . H26B H 0.1926 0.6188 0.4204 0.041 Uiso 1 1 calc R . . C27 C 0.0618(6) 0.6665(8) 0.4592(7) 0.031(2) Uani 1 1 d . . . H27A H 0.0285 0.7259 0.4589 0.037 Uiso 1 1 calc R . . H27B H 0.0242 0.6252 0.4158 0.037 Uiso 1 1 calc R . . C28 C 0.0677(7) 0.6269(8) 0.5567(7) 0.031(2) Uani 1 1 d . . . H28A H 0.0959 0.5651 0.5557 0.037 Uiso 1 1 calc R . . H28B H 0.0022 0.6214 0.5778 0.037 Uiso 1 1 calc R . . C29 C 0.1293(6) 0.6868(6) 0.6260(6) 0.0195(17) Uani 1 1 d . . . H29 H 0.1003 0.7490 0.6271 0.023 Uiso 1 1 calc R . . C30 C 0.0526(6) 0.6173(6) 0.7593(6) 0.0214(18) Uani 1 1 d . . . H30A H 0.0252 0.5696 0.7165 0.026 Uiso 1 1 calc R . . H30B H 0.0692 0.5884 0.8207 0.026 Uiso 1 1 calc R . . C31 C -0.0220(6) 0.6874(7) 0.7705(6) 0.0236(19) Uani 1 1 d . . . C32 C -0.1153(6) 0.6790(7) 0.7303(7) 0.028(2) Uani 1 1 d . . . H32 H -0.1309 0.6286 0.6905 0.033 Uiso 1 1 calc R . . C33 C -0.1870(6) 0.7419(10) 0.7463(6) 0.035(3) Uani 1 1 d . . . C34 C -0.1644(6) 0.8121(8) 0.8049(8) 0.033(2) Uani 1 1 d . . . H34 H -0.2139 0.8534 0.8180 0.039 Uiso 1 1 calc R . . C35 C -0.0717(6) 0.8275(7) 0.8475(7) 0.027(2) Uani 1 1 d . . . C36 C -0.0004(5) 0.7616(9) 0.8295(5) 0.0205(15) Uani 1 1 d . . . C37 C -0.2884(7) 0.7260(10) 0.7016(8) 0.049(4) Uani 1 1 d . . . H37A H -0.3330 0.7677 0.7292 0.074 Uiso 1 1 calc R . . H37B H -0.3076 0.6631 0.7127 0.074 Uiso 1 1 calc R . . H37C H -0.2896 0.7371 0.6343 0.074 Uiso 1 1 calc R . . C38 C -0.0490(7) 0.9051(7) 0.9126(7) 0.032(2) Uani 1 1 d . . . H38A H -0.1094 0.9288 0.9350 0.038 Uiso 1 1 calc R . . H38B H -0.0192 0.9547 0.8783 0.038 Uiso 1 1 calc R . . C39 C -0.0286(6) 0.8165(7) 1.0600(7) 0.027(2) Uani 1 1 d . . . H39 H -0.0725 0.7738 1.0231 0.032 Uiso 1 1 calc R . . C40 C -0.0852(8) 0.8715(9) 1.1234(8) 0.040(3) Uani 1 1 d . . . H40A H -0.1347 0.9066 1.0855 0.048 Uiso 1 1 calc R . . H40B H -0.0421 0.9156 1.1578 0.048 Uiso 1 1 calc R . . C41 C -0.1342(8) 0.8126(10) 1.1935(8) 0.045(3) Uani 1 1 d . . . H41A H -0.1804 0.7709 1.1595 0.055 Uiso 1 1 calc R . . H41B H -0.1703 0.8521 1.2342 0.055 Uiso 1 1 calc R . . C42 C -0.0599(6) 0.7568(11) 1.2539(5) 0.033(2) Uani 1 1 d . . . H42A H -0.0932 0.7152 1.2949 0.039 Uiso 1 1 calc R . . H42B H -0.0186 0.7981 1.2939 0.039 Uiso 1 1 calc R . . C43 C 0.0027(6) 0.7008(8) 1.1901(6) 0.030(2) Uani 1 1 d . . . H43A H 0.0529 0.6681 1.2294 0.036 Uiso 1 1 calc R . . H43B H -0.0381 0.6548 1.1558 0.036 Uiso 1 1 calc R . . C44 C 0.0502(5) 0.7597(10) 1.1205(5) 0.0236(16) Uani 1 1 d . . . H44 H 0.0972 0.8018 1.1542 0.028 Uiso 1 1 calc R . . C45 C 0.1866(6) 0.6489(7) 1.1025(7) 0.0235(19) Uani 1 1 d . . . H45A H 0.2106 0.6047 1.0578 0.028 Uiso 1 1 calc R . . H45B H 0.1663 0.6143 1.1567 0.028 Uiso 1 1 calc R . . C46 C 0.5597(10) 0.5073(11) 0.6547(9) 0.053(3) Uani 1 1 d . . . H46A H 0.5445 0.5580 0.6118 0.080 Uiso 1 1 calc R . . H46B H 0.5229 0.4534 0.6332 0.080 Uiso 1 1 calc R . . H46C H 0.6285 0.4938 0.6563 0.080 Uiso 1 1 calc R . . O46 O 0.5358(6) 0.5310(6) 0.7444(5) 0.0386(18) Uani 1 1 d . . . H46 H 0.4780 0.5180 0.7500 0.058 Uiso 1 1 calc R . . C47 C 0.1927(7) 0.2530(13) 0.5410(7) 0.048(3) Uani 1 1 d . . . H47A H 0.1444 0.2868 0.5730 0.072 Uiso 1 1 calc R . . H47B H 0.1663 0.1938 0.5208 0.072 Uiso 1 1 calc R . . H47C H 0.2098 0.2876 0.4864 0.072 Uiso 1 1 calc R . . O47 O 0.2746(7) 0.2400(7) 0.6022(8) 0.071(3) Uani 1 1 d . . . H47 H 0.2762 0.2795 0.6445 0.106 Uiso 1 1 calc R . . C48 C 0.3223(10) 0.0289(9) 0.5935(8) 0.047(3) Uani 1 1 d . . . H48A H 0.3218 0.0709 0.5405 0.071 Uiso 1 1 calc R . . H48B H 0.2682 -0.0134 0.5840 0.071 Uiso 1 1 calc R . . H48C H 0.3827 -0.0054 0.5983 0.071 Uiso 1 1 calc R . . O48 O 0.3140(6) 0.0797(7) 0.6781(6) 0.044(2) Uani 1 1 d . . . H48 H 0.3563 0.1204 0.6828 0.066 Uiso 1 1 calc R . . C51 C -0.0413(10) 0.9164(12) 0.5804(11) 0.064(4) Uani 1 1 d . . . H51A H -0.0392 0.8908 0.6436 0.096 Uiso 1 1 calc R . . H51B H -0.0769 0.8751 0.5367 0.096 Uiso 1 1 calc R . . H51C H -0.0734 0.9757 0.5796 0.096 Uiso 1 1 calc R . . O51 O 0.0553(6) 0.9274(8) 0.5531(6) 0.052(2) Uani 1 1 d . . . H51 H 0.0535 0.9391 0.4958 0.079 Uiso 1 1 calc R . . C49 C 0.0835(12) -0.0639(15) 0.3583(12) 0.076(5) Uani 0.62(3) 1 d P A 1 H49A H 0.0858 -0.0641 0.4267 0.114 Uiso 0.62(3) 1 calc PR A 1 H49B H 0.0465 -0.1164 0.3337 0.114 Uiso 0.62(3) 1 calc PR A 1 H49C H 0.0529 -0.0076 0.3344 0.114 Uiso 0.62(3) 1 calc PR A 1 O49 O 0.1709(14) -0.0684(12) 0.3319(14) 0.072(7) Uani 0.62(3) 1 d P A 1 H49 H 0.1821 -0.1218 0.3147 0.108 Uiso 0.62(3) 1 calc PR A 1 C50 C 0.0835(12) -0.0639(15) 0.3583(12) 0.076(5) Uani 0.38(3) 1 d P A 2 H50A H 0.0513 -0.0999 0.4040 0.114 Uiso 0.38(3) 1 calc PR A 2 H50B H 0.1118 -0.1048 0.3141 0.114 Uiso 0.38(3) 1 calc PR A 2 H50C H 0.0368 -0.0238 0.3244 0.114 Uiso 0.38(3) 1 calc PR A 2 O50 O 0.159(2) -0.009(2) 0.4067(19) 0.065(10) Uani 0.38(3) 1 d P A 2 H50 H 0.2041 -0.0018 0.3719 0.097 Uiso 0.38(3) 1 calc PR A 2 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 Eu 0.0157(2) 0.0235(3) 0.0172(3) -0.0006(3) 0.00008(14) -0.0019(3) O1 0.029(3) 0.029(3) 0.013(3) -0.004(2) -0.002(2) -0.001(2) O2 0.023(3) 0.032(4) 0.027(3) -0.006(3) 0.005(2) -0.005(3) O3 0.011(2) 0.030(4) 0.029(3) -0.004(3) 0.000(2) 0.000(3) O71 0.033(3) 0.023(4) 0.023(3) -0.001(3) 0.003(3) 0.004(3) O72 0.027(3) 0.030(4) 0.024(3) 0.002(3) 0.003(3) -0.007(3) O73 0.044(4) 0.031(4) 0.053(5) 0.017(4) 0.004(3) 0.018(4) O81 0.017(3) 0.031(4) 0.034(4) 0.001(3) -0.001(2) -0.001(3) O82 0.023(3) 0.030(4) 0.041(4) 0.004(3) 0.001(3) -0.003(3) O83 0.025(3) 0.038(4) 0.055(5) 0.010(4) -0.016(3) 0.003(3) O91 0.027(3) 0.045(5) 0.049(5) 0.010(4) -0.005(3) 0.004(3) O92 0.042(4) 0.042(5) 0.036(4) -0.012(4) -0.001(3) 0.000(4) O93 0.027(3) 0.036(4) 0.058(5) 0.005(4) -0.003(3) 0.003(3) O101 0.024(3) 0.029(4) 0.030(4) 0.002(3) -0.003(3) 0.003(3) O102 0.017(3) 0.031(4) 0.034(4) -0.007(3) -0.002(2) 0.001(3) O103 0.025(3) 0.023(4) 0.039(4) 0.001(3) 0.003(3) -0.003(3) N1 0.038(4) 0.029(5) 0.042(5) 0.003(4) 0.013(4) -0.001(4) N2 0.013(3) 0.026(4) 0.022(4) -0.006(3) -0.001(3) -0.001(3) N3 0.010(3) 0.040(4) 0.015(3) -0.004(4) 0.002(2) 0.004(4) N4 0.009(3) 0.024(4) 0.031(4) -0.005(4) -0.005(3) -0.007(3) N5 0.020(3) 0.031(5) 0.029(4) 0.003(4) 0.003(3) 0.003(3) N6 0.022(3) 0.028(4) 0.016(3) 0.001(3) 0.002(3) -0.003(3) N7 0.019(3) 0.029(4) 0.029(4) 0.003(4) 0.003(3) -0.002(3) N8 0.019(3) 0.035(5) 0.014(3) 0.000(3) -0.009(3) -0.001(3) N9 0.034(5) 0.043(6) 0.030(5) 0.012(4) -0.001(4) 0.008(4) N10 0.020(4) 0.030(5) 0.029(4) 0.004(4) 0.002(3) -0.002(3) C1 0.023(4) 0.024(6) 0.022(4) 0.000(3) 0.012(3) 0.004(3) C2 0.015(4) 0.024(5) 0.024(4) 0.000(4) -0.001(3) 0.002(3) C3 0.017(4) 0.037(5) 0.016(4) 0.002(4) 0.004(3) 0.005(4) C4 0.018(3) 0.044(6) 0.017(4) 0.010(6) 0.002(3) 0.012(5) C5 0.024(4) 0.026(5) 0.016(4) 0.001(4) 0.001(3) -0.001(4) C6 0.019(4) 0.027(5) 0.020(4) 0.001(4) 0.003(3) -0.001(3) C7 0.026(4) 0.072(10) 0.020(4) 0.003(5) -0.005(3) -0.010(5) C8 0.017(4) 0.020(4) 0.011(4) -0.003(3) 0.002(3) 0.003(3) C9 0.018(4) 0.025(5) 0.017(4) -0.005(4) -0.003(3) 0.006(3) C10 0.022(4) 0.029(5) 0.029(5) -0.011(4) -0.008(3) 0.005(4) C11 0.032(4) 0.025(4) 0.033(4) -0.004(6) -0.004(3) -0.009(6) C12 0.026(4) 0.026(6) 0.029(4) -0.004(4) -0.001(3) -0.001(4) C13 0.029(4) 0.021(4) 0.033(5) 0.006(4) -0.001(4) -0.001(4) C14 0.014(4) 0.027(5) 0.022(4) 0.001(4) 0.002(3) -0.004(3) C15 0.016(4) 0.034(6) 0.032(5) -0.011(4) 0.005(3) -0.003(4) C16 0.019(4) 0.036(6) 0.018(4) -0.009(4) 0.001(3) -0.001(4) C17 0.020(4) 0.037(6) 0.031(5) 0.011(5) 0.004(4) -0.005(4) C18 0.021(4) 0.041(6) 0.030(5) -0.009(5) 0.014(4) -0.001(4) C19 0.015(4) 0.035(5) 0.018(4) -0.009(4) 0.006(3) 0.001(3) C20 0.013(4) 0.024(5) 0.028(5) 0.015(4) 0.001(3) 0.001(3) C21 0.020(4) 0.039(6) 0.015(4) 0.014(4) -0.005(3) 0.001(4) C22 0.043(6) 0.035(6) 0.045(7) -0.004(5) 0.020(5) -0.010(5) C23 0.004(3) 0.064(9) 0.035(5) -0.010(5) 0.000(3) -0.008(4) C24 0.025(4) 0.038(5) 0.011(4) -0.007(4) -0.007(3) -0.003(4) C25 0.046(5) 0.037(7) 0.019(4) 0.009(4) 0.018(4) 0.015(4) C26 0.029(5) 0.050(7) 0.023(5) -0.011(5) 0.002(4) -0.005(5) C27 0.023(4) 0.045(6) 0.024(5) -0.009(5) -0.003(3) 0.001(4) C28 0.029(5) 0.037(6) 0.025(5) 0.000(5) -0.005(4) -0.006(4) C29 0.020(4) 0.026(5) 0.012(4) -0.004(4) -0.006(3) 0.005(3) C30 0.019(4) 0.024(5) 0.021(4) 0.004(4) 0.000(3) -0.006(3) C31 0.014(4) 0.036(5) 0.019(4) 0.007(4) -0.004(3) -0.002(4) C32 0.022(4) 0.032(6) 0.028(5) 0.014(4) 0.001(4) -0.012(4) C33 0.016(4) 0.073(10) 0.015(4) 0.011(5) -0.002(3) -0.003(5) C34 0.017(4) 0.037(6) 0.044(6) 0.019(5) 0.005(4) 0.005(4) C35 0.020(4) 0.032(5) 0.028(5) 0.011(4) 0.007(3) 0.009(4) C36 0.014(3) 0.031(4) 0.017(3) 0.001(5) 0.005(2) -0.005(5) C37 0.012(4) 0.085(11) 0.050(6) 0.015(6) -0.006(4) 0.005(5) C38 0.040(5) 0.021(5) 0.036(6) 0.008(4) 0.013(4) -0.001(4) C39 0.016(4) 0.040(6) 0.025(5) -0.005(4) 0.003(3) -0.002(4) C40 0.037(5) 0.040(7) 0.044(6) 0.005(5) 0.015(5) 0.007(5) C41 0.050(6) 0.057(8) 0.031(6) 0.005(6) 0.014(5) 0.018(6) C42 0.026(4) 0.055(6) 0.017(4) -0.005(6) -0.001(3) 0.017(6) C43 0.021(4) 0.049(6) 0.020(4) 0.010(5) 0.000(3) -0.005(4) C44 0.017(3) 0.031(4) 0.023(4) -0.001(6) 0.007(3) 0.001(5) C45 0.019(4) 0.021(5) 0.031(5) 0.007(4) 0.003(3) -0.003(3) C46 0.055(7) 0.058(9) 0.045(7) -0.001(7) 0.000(6) -0.006(7) O46 0.039(4) 0.046(5) 0.030(4) -0.004(4) -0.003(3) -0.003(4) C47 0.039(5) 0.068(8) 0.037(5) 0.000(8) 0.009(4) 0.002(8) O47 0.067(6) 0.046(7) 0.091(8) -0.013(5) -0.044(6) 0.010(5) C48 0.062(7) 0.044(7) 0.034(6) 0.003(6) -0.003(5) 0.010(6) O48 0.047(5) 0.051(6) 0.033(4) 0.005(4) -0.001(4) 0.005(4) C51 0.057(8) 0.064(10) 0.067(9) 0.022(8) -0.019(7) -0.006(7) O51 0.056(5) 0.070(7) 0.031(4) 0.005(5) -0.001(4) -0.005(5) C49 0.073(10) 0.094(14) 0.058(10) 0.006(10) -0.011(8) 0.008(10) O49 0.106(14) 0.044(10) 0.073(13) 0.020(10) 0.049(10) -0.007(9) C50 0.073(10) 0.094(14) 0.058(10) 0.006(10) -0.011(8) 0.008(10) O50 0.082(19) 0.053(18) 0.061(19) 0.023(14) 0.018(14) -0.027(14) _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 Eu O3 2.304(5) . ? Eu O1 2.307(6) . ? Eu O2 2.312(6) . ? Eu O82 2.522(7) . ? Eu O71 2.579(7) . ? Eu N4 2.591(8) . ? Eu O81 2.592(7) . ? Eu N3 2.593(6) . ? Eu O72 2.705(7) . ? Eu N8 2.985(8) . ? Eu N7 3.056(8) . ? O1 C1 1.339(11) . ? O2 C21 1.340(11) . ? O3 C36 1.359(9) . ? O71 N7 1.266(11) . ? O72 N7 1.270(10) . ? O73 N7 1.231(11) . ? O81 N8 1.282(10) . ? O82 N8 1.254(11) . ? O83 N8 1.229(11) . ? O91 N9 1.235(13) . ? O92 N9 1.279(14) . ? O93 N9 1.260(13) . ? O101 N10 1.269(11) . ? O102 N10 1.271(10) . ? O103 N10 1.243(11) . ? N1 C6 1.498(13) . ? N1 C8 1.520(12) . ? N1 H1N 0.8800 . ? N2 C14 1.485(12) . ? N2 C15 1.517(11) . ? N2 H2N 0.8800 . ? N3 C23 1.501(9) . ? N3 C24 1.521(12) . ? N3 H3N 0.8800 . ? N4 C29 1.470(12) . ? N4 C30 1.508(11) . ? N4 H4N 0.8800 . ? N5 C39 1.483(12) . ? N5 C38 1.504(13) . ? N5 H5N 0.8800 . ? N6 C45 1.501(11) . ? N6 C44 1.509(12) . ? N6 H6N 0.8800 . ? C1 C2 1.397(13) . ? C1 C6 1.426(13) . ? C2 C3 1.388(12) . ? C2 C45 1.525(12) . ? C3 C4 1.406(15) . ? C3 H3 0.9500 . ? C4 C5 1.362(15) . ? C4 C7 1.526(11) . ? C5 C6 1.415(12) . ? C5 H5 0.9500 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 C9 1.517(13) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C14 1.516(12) . ? C9 C10 1.532(13) . ? C9 H9 1.0000 . ? C10 C11 1.528(16) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.511(12) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.502(14) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.539(13) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14 1.0000 . ? C15 C16 1.517(13) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 C21 1.385(14) . ? C16 C17 1.409(13) . ? C17 C18 1.390(15) . ? C17 H17 0.9500 . ? C18 C19 1.409(14) . ? C18 C22 1.530(13) . ? C19 C20 1.387(12) . ? C19 H19 0.9500 . ? C20 C21 1.405(14) . ? C20 C23 1.512(13) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C29 1.529(12) . ? C24 C25 1.536(12) . ? C24 H24 1.0000 . ? C25 C26 1.526(15) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 C27 1.525(13) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 C28 1.513(14) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 C29 1.541(13) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 H29 1.0000 . ? C30 C31 1.484(13) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 C32 1.390(12) . ? C31 C36 1.399(15) . ? C32 C33 1.395(15) . ? C32 H32 0.9500 . ? C33 C34 1.354(17) . ? C33 C37 1.526(12) . ? C34 C35 1.406(14) . ? C34 H34 0.9500 . ? C35 C36 1.427(14) . ? C35 C38 1.493(15) . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39 C40 1.492(14) . ? C39 C44 1.585(14) . ? C39 H39 1.0000 . ? C40 C41 1.530(16) . ? C40 H40A 0.9900 . ? C40 H40B 0.9900 . ? C41 C42 1.536(15) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C42 C43 1.552(14) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C43 C44 1.514(14) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 H44 1.0000 . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C46 O46 1.401(15) . ? C46 H46A 0.9800 . ? C46 H46B 0.9800 . ? C46 H46C 0.9800 . ? O46 H46 0.8400 . ? C47 O47 1.401(13) . ? C47 H47A 0.9800 . ? C47 H47B 0.9800 . ? C47 H47C 0.9800 . ? O47 H47 0.8400 . ? C48 O48 1.440(15) . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 0.9800 . ? O48 H48 0.8400 . ? C51 O51 1.445(17) . ? C51 H51A 0.9800 . ? C51 H51B 0.9800 . ? C51 H51C 0.9800 . ? O51 H51 0.8400 . ? C49 O49 1.31(2) . ? C49 H49A 0.9800 . ? C49 H49B 0.9800 . ? C49 H49C 0.9800 . ? O49 H49 0.8400 . ? O50 H50 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 O3 Eu O1 73.3(2) . . ? O3 Eu O2 143.5(3) . . ? O1 Eu O2 89.8(2) . . ? O3 Eu O82 128.7(2) . . ? O1 Eu O82 80.5(2) . . ? O2 Eu O82 77.6(2) . . ? O3 Eu O71 76.5(2) . . ? O1 Eu O71 117.8(2) . . ? O2 Eu O71 83.7(2) . . ? O82 Eu O71 153.9(2) . . ? O3 Eu N4 73.4(2) . . ? O1 Eu N4 133.2(3) . . ? O2 Eu N4 135.3(2) . . ? O82 Eu N4 95.7(3) . . ? O71 Eu N4 84.8(2) . . ? O3 Eu O81 81.2(2) . . ? O1 Eu O81 76.6(2) . . ? O2 Eu O81 126.9(2) . . ? O82 Eu O81 49.8(2) . . ? O71 Eu O81 147.7(2) . . ? N4 Eu O81 66.5(2) . . ? O3 Eu N3 125.35(19) . . ? O1 Eu N3 160.4(2) . . ? O2 Eu N3 71.4(2) . . ? O82 Eu N3 89.7(3) . . ? O71 Eu N3 67.0(3) . . ? N4 Eu N3 64.3(3) . . ? O81 Eu N3 109.8(3) . . ? O3 Eu O72 70.9(2) . . ? O1 Eu O72 70.6(2) . . ? O2 Eu O72 73.0(2) . . ? O82 Eu O72 138.3(2) . . ? O71 Eu O72 48.4(2) . . ? N4 Eu O72 126.0(2) . . ? O81 Eu O72 141.6(2) . . ? N3 Eu O72 107.8(3) . . ? O3 Eu N8 105.1(2) . . ? O1 Eu N8 76.3(2) . . ? O2 Eu N8 101.7(2) . . ? O82 Eu N8 24.5(2) . . ? O71 Eu N8 165.2(2) . . ? N4 Eu N8 81.7(2) . . ? O81 Eu N8 25.3(2) . . ? N3 Eu N8 101.5(3) . . ? O72 Eu N8 146.3(2) . . ? O3 Eu N7 69.6(2) . . ? O1 Eu N7 93.8(2) . . ? O2 Eu N7 79.8(2) . . ? O82 Eu N7 156.7(2) . . ? O71 Eu N7 24.1(2) . . ? N4 Eu N7 104.3(2) . . ? O81 Eu N7 150.76(19) . . ? N3 Eu N7 88.5(3) . . ? O72 Eu N7 24.5(2) . . ? N8 Eu N7 169.9(2) . . ? C1 O1 Eu 152.0(5) . . ? C21 O2 Eu 141.1(6) . . ? C36 O3 Eu 135.8(5) . . ? N7 O71 Eu 99.6(5) . . ? N7 O72 Eu 93.4(5) . . ? N8 O81 Eu 94.7(5) . . ? N8 O82 Eu 98.9(5) . . ? C6 N1 C8 112.2(7) . . ? C6 N1 H1N 123.9 . . ? C8 N1 H1N 123.9 . . ? C14 N2 C15 118.7(7) . . ? C14 N2 H2N 120.7 . . ? C15 N2 H2N 120.7 . . ? C23 N3 C24 112.4(8) . . ? C23 N3 Eu 110.7(5) . . ? C24 N3 Eu 117.5(5) . . ? C23 N3 H3N 123.8 . . ? C24 N3 H3N 123.8 . . ? Eu N3 H3N 42.9 . . ? C29 N4 C30 113.3(6) . . ? C29 N4 Eu 111.3(5) . . ? C30 N4 Eu 116.0(6) . . ? C29 N4 H4N 123.4 . . ? C30 N4 H4N 123.4 . . ? Eu N4 H4N 43.3 . . ? C39 N5 C38 112.4(7) . . ? C39 N5 H5N 123.8 . . ? C38 N5 H5N 123.8 . . ? C45 N6 C44 114.8(7) . . ? C45 N6 H6N 122.6 . . ? C44 N6 H6N 122.6 . . ? O73 N7 O71 120.7(8) . . ? O73 N7 O72 121.8(9) . . ? O71 N7 O72 117.5(8) . . ? O73 N7 Eu 169.6(6) . . ? O71 N7 Eu 56.3(5) . . ? O72 N7 Eu 62.1(5) . . ? O83 N8 O82 123.5(7) . . ? O83 N8 O81 120.1(8) . . ? O82 N8 O81 116.3(8) . . ? O83 N8 Eu 174.0(6) . . ? O82 N8 Eu 56.6(4) . . ? O81 N8 Eu 59.9(5) . . ? O91 N9 O93 120.8(11) . . ? O91 N9 O92 120.1(10) . . ? O93 N9 O92 119.0(9) . . ? O103 N10 O101 120.7(7) . . ? O103 N10 O102 120.3(8) . . ? O101 N10 O102 119.0(8) . . ? O1 C1 C2 122.2(8) . . ? O1 C1 C6 120.1(8) . . ? C2 C1 C6 117.7(8) . . ? C3 C2 C1 121.5(8) . . ? C3 C2 C45 118.8(8) . . ? C1 C2 C45 119.5(8) . . ? C2 C3 C4 121.3(9) . . ? C2 C3 H3 119.4 . . ? C4 C3 H3 119.4 . . ? C5 C4 C3 117.6(7) . . ? C5 C4 C7 122.0(9) . . ? C3 C4 C7 120.4(10) . . ? C4 C5 C6 123.1(8) . . ? C4 C5 H5 118.5 . . ? C6 C5 H5 118.5 . . ? C5 C6 C1 118.8(8) . . ? C5 C6 N1 119.8(8) . . ? C1 C6 N1 121.4(8) . . ? C4 C7 H7A 109.5 . . ? C4 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C4 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C9 C8 N1 117.1(7) . . ? C9 C8 H8A 108.0 . . ? N1 C8 H8A 108.0 . . ? C9 C8 H8B 108.0 . . ? N1 C8 H8B 108.0 . . ? H8A C8 H8B 107.3 . . ? C14 C9 C8 114.6(7) . . ? C14 C9 C10 111.9(8) . . ? C8 C9 C10 106.4(7) . . ? C14 C9 H9 107.9 . . ? C8 C9 H9 107.9 . . ? C10 C9 H9 107.9 . . ? C11 C10 C9 114.7(8) . . ? C11 C10 H10A 108.6 . . ? C9 C10 H10A 108.6 . . ? C11 C10 H10B 108.6 . . ? C9 C10 H10B 108.6 . . ? H10A C10 H10B 107.6 . . ? C12 C11 C10 108.8(9) . . ? C12 C11 H11A 109.9 . . ? C10 C11 H11A 109.9 . . ? C12 C11 H11B 109.9 . . ? C10 C11 H11B 109.9 . . ? H11A C11 H11B 108.3 . . ? C13 C12 C11 111.3(9) . . ? C13 C12 H12A 109.4 . . ? C11 C12 H12A 109.4 . . ? C13 C12 H12B 109.4 . . ? C11 C12 H12B 109.4 . . ? H12A C12 H12B 108.0 . . ? C12 C13 C14 112.5(8) . . ? C12 C13 H13A 109.1 . . ? C14 C13 H13A 109.1 . . ? C12 C13 H13B 109.1 . . ? C14 C13 H13B 109.1 . . ? H13A C13 H13B 107.8 . . ? N2 C14 C9 115.0(8) . . ? N2 C14 C13 107.0(7) . . ? C9 C14 C13 111.5(8) . . ? N2 C14 H14 107.7 . . ? C9 C14 H14 107.7 . . ? C13 C14 H14 107.7 . . ? C16 C15 N2 108.9(7) . . ? C16 C15 H15A 109.9 . . ? N2 C15 H15A 109.9 . . ? C16 C15 H15B 109.9 . . ? N2 C15 H15B 109.9 . . ? H15A C15 H15B 108.3 . . ? C21 C16 C17 120.7(9) . . ? C21 C16 C15 120.6(8) . . ? C17 C16 C15 118.7(9) . . ? C18 C17 C16 122.2(10) . . ? C18 C17 H17 118.9 . . ? C16 C17 H17 118.9 . . ? C17 C18 C19 116.5(8) . . ? C17 C18 C22 122.3(10) . . ? C19 C18 C22 121.2(9) . . ? C20 C19 C18 121.6(8) . . ? C20 C19 H19 119.2 . . ? C18 C19 H19 119.2 . . ? C19 C20 C21 121.4(9) . . ? C19 C20 C23 118.5(9) . . ? C21 C20 C23 120.1(8) . . ? O2 C21 C16 120.4(9) . . ? O2 C21 C20 121.9(9) . . ? C16 C21 C20 117.7(8) . . ? C18 C22 H22A 109.5 . . ? C18 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C18 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N3 C23 C20 110.3(9) . . ? N3 C23 H23A 109.6 . . ? C20 C23 H23A 109.6 . . ? N3 C23 H23B 109.6 . . ? C20 C23 H23B 109.6 . . ? H23A C23 H23B 108.1 . . ? N3 C24 C29 108.7(7) . . ? N3 C24 C25 108.6(8) . . ? C29 C24 C25 110.8(7) . . ? N3 C24 H24 109.6 . . ? C29 C24 H24 109.6 . . ? C25 C24 H24 109.6 . . ? C26 C25 C24 108.9(8) . . ? C26 C25 H25A 109.9 . . ? C24 C25 H25A 109.9 . . ? C26 C25 H25B 109.9 . . ? C24 C25 H25B 109.9 . . ? H25A C25 H25B 108.3 . . ? C27 C26 C25 111.8(8) . . ? C27 C26 H26A 109.3 . . ? C25 C26 H26A 109.3 . . ? C27 C26 H26B 109.3 . . ? C25 C26 H26B 109.3 . . ? H26A C26 H26B 107.9 . . ? C28 C27 C26 110.4(8) . . ? C28 C27 H27A 109.6 . . ? C26 C27 H27A 109.6 . . ? C28 C27 H27B 109.6 . . ? C26 C27 H27B 109.6 . . ? H27A C27 H27B 108.1 . . ? C27 C28 C29 111.4(9) . . ? C27 C28 H28A 109.3 . . ? C29 C28 H28A 109.3 . . ? C27 C28 H28B 109.3 . . ? C29 C28 H28B 109.3 . . ? H28A C28 H28B 108.0 . . ? N4 C29 C24 105.7(6) . . ? N4 C29 C28 115.9(8) . . ? C24 C29 C28 108.1(7) . . ? N4 C29 H29 109.0 . . ? C24 C29 H29 109.0 . . ? C28 C29 H29 109.0 . . ? C31 C30 N4 115.0(7) . . ? C31 C30 H30A 108.5 . . ? N4 C30 H30A 108.5 . . ? C31 C30 H30B 108.5 . . ? N4 C30 H30B 108.5 . . ? H30A C30 H30B 107.5 . . ? C32 C31 C36 118.1(9) . . ? C32 C31 C30 122.5(9) . . ? C36 C31 C30 119.1(7) . . ? C31 C32 C33 122.3(10) . . ? C31 C32 H32 118.8 . . ? C33 C32 H32 118.8 . . ? C34 C33 C32 118.2(8) . . ? C34 C33 C37 122.8(10) . . ? C32 C33 C37 119.0(11) . . ? C33 C34 C35 123.7(9) . . ? C33 C34 H34 118.1 . . ? C35 C34 H34 118.1 . . ? C34 C35 C36 116.4(10) . . ? C34 C35 C38 122.5(9) . . ? C36 C35 C38 121.0(8) . . ? O3 C36 C31 120.5(9) . . ? O3 C36 C35 118.3(10) . . ? C31 C36 C35 121.2(7) . . ? C33 C37 H37A 109.5 . . ? C33 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C33 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C35 C38 N5 112.3(8) . . ? C35 C38 H38A 109.1 . . ? N5 C38 H38A 109.1 . . ? C35 C38 H38B 109.1 . . ? N5 C38 H38B 109.1 . . ? H38A C38 H38B 107.9 . . ? N5 C39 C40 109.4(9) . . ? N5 C39 C44 110.3(7) . . ? C40 C39 C44 109.3(8) . . ? N5 C39 H39 109.3 . . ? C40 C39 H39 109.3 . . ? C44 C39 H39 109.3 . . ? C39 C40 C41 112.5(10) . . ? C39 C40 H40A 109.1 . . ? C41 C40 H40A 109.1 . . ? C39 C40 H40B 109.1 . . ? C41 C40 H40B 109.1 . . ? H40A C40 H40B 107.8 . . ? C40 C41 C42 110.9(9) . . ? C40 C41 H41A 109.5 . . ? C42 C41 H41A 109.5 . . ? C40 C41 H41B 109.5 . . ? C42 C41 H41B 109.5 . . ? H41A C41 H41B 108.0 . . ? C41 C42 C43 109.7(7) . . ? C41 C42 H42A 109.7 . . ? C43 C42 H42A 109.7 . . ? C41 C42 H42B 109.7 . . ? C43 C42 H42B 109.7 . . ? H42A C42 H42B 108.2 . . ? C44 C43 C42 112.6(11) . . ? C44 C43 H43A 109.1 . . ? C42 C43 H43A 109.1 . . ? C44 C43 H43B 109.1 . . ? C42 C43 H43B 109.1 . . ? H43A C43 H43B 107.8 . . ? N6 C44 C43 108.4(11) . . ? N6 C44 C39 108.9(6) . . ? C43 C44 C39 109.9(6) . . ? N6 C44 H44 109.9 . . ? C43 C44 H44 109.9 . . ? C39 C44 H44 109.9 . . ? N6 C45 C2 112.0(7) . . ? N6 C45 H45A 109.2 . . ? C2 C45 H45A 109.2 . . ? N6 C45 H45B 109.2 . . ? C2 C45 H45B 109.2 . . ? H45A C45 H45B 107.9 . . ? O46 C46 H46A 109.5 . . ? O46 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? O46 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? C46 O46 H46 109.5 . . ? O47 C47 H47A 109.5 . . ? O47 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? O47 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? C47 O47 H47 109.5 . . ? O48 C48 H48A 109.5 . . ? O48 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? O48 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? C48 O48 H48 109.5 . . ? O51 C51 H51A 109.5 . . ? O51 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? O51 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? C51 O51 H51 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 Eu O1 C1 143.8(13) . . . . ? O2 Eu O1 C1 -69.0(12) . . . . ? O82 Eu O1 C1 8.4(12) . . . . ? O71 Eu O1 C1 -151.9(12) . . . . ? N4 Eu O1 C1 97.4(12) . . . . ? O81 Eu O1 C1 59.2(12) . . . . ? N3 Eu O1 C1 -52.6(17) . . . . ? O72 Eu O1 C1 -141.1(13) . . . . ? N8 Eu O1 C1 33.1(12) . . . . ? N7 Eu O1 C1 -148.8(12) . . . . ? O3 Eu O2 C21 -127.3(9) . . . . ? O1 Eu O2 C21 171.8(10) . . . . ? O82 Eu O2 C21 91.5(10) . . . . ? O71 Eu O2 C21 -70.2(10) . . . . ? N4 Eu O2 C21 5.8(11) . . . . ? O81 Eu O2 C21 98.8(10) . . . . ? N3 Eu O2 C21 -2.5(9) . . . . ? O72 Eu O2 C21 -118.5(10) . . . . ? N8 Eu O2 C21 95.9(10) . . . . ? N7 Eu O2 C21 -94.3(10) . . . . ? O1 Eu O3 C36 -178.2(11) . . . . ? O2 Eu O3 C36 116.0(11) . . . . ? O82 Eu O3 C36 -115.6(11) . . . . ? O71 Eu O3 C36 56.9(11) . . . . ? N4 Eu O3 C36 -31.6(11) . . . . ? O81 Eu O3 C36 -99.6(11) . . . . ? N3 Eu O3 C36 8.5(12) . . . . ? O72 Eu O3 C36 107.1(11) . . . . ? N8 Eu O3 C36 -107.9(11) . . . . ? N7 Eu O3 C36 81.1(11) . . . . ? O3 Eu O71 N7 70.0(5) . . . . ? O1 Eu O71 N7 7.5(6) . . . . ? O2 Eu O71 N7 -79.0(5) . . . . ? O82 Eu O71 N7 -123.4(6) . . . . ? N4 Eu O71 N7 144.2(5) . . . . ? O81 Eu O71 N7 117.6(6) . . . . ? N3 Eu O71 N7 -151.5(6) . . . . ? O72 Eu O71 N7 -6.2(4) . . . . ? N8 Eu O71 N7 168.2(7) . . . . ? O3 Eu O72 N7 -82.6(5) . . . . ? O1 Eu O72 N7 -161.0(5) . . . . ? O2 Eu O72 N7 103.0(5) . . . . ? O82 Eu O72 N7 150.1(4) . . . . ? O71 Eu O72 N7 6.1(4) . . . . ? N4 Eu O72 N7 -31.2(5) . . . . ? O81 Eu O72 N7 -128.2(5) . . . . ? N3 Eu O72 N7 39.6(5) . . . . ? N8 Eu O72 N7 -171.3(4) . . . . ? O3 Eu O81 N8 -161.0(5) . . . . ? O1 Eu O81 N8 -86.1(5) . . . . ? O2 Eu O81 N8 -6.7(6) . . . . ? O82 Eu O81 N8 2.7(5) . . . . ? O71 Eu O81 N8 152.5(5) . . . . ? N4 Eu O81 N8 123.4(5) . . . . ? N3 Eu O81 N8 74.5(5) . . . . ? O72 Eu O81 N8 -117.8(5) . . . . ? N7 Eu O81 N8 -159.6(5) . . . . ? O3 Eu O82 N8 18.1(7) . . . . ? O1 Eu O82 N8 77.6(5) . . . . ? O2 Eu O82 N8 169.6(6) . . . . ? O71 Eu O82 N8 -145.1(5) . . . . ? N4 Eu O82 N8 -55.3(6) . . . . ? O81 Eu O82 N8 -2.8(5) . . . . ? N3 Eu O82 N8 -119.4(6) . . . . ? O72 Eu O82 N8 123.7(5) . . . . ? N7 Eu O82 N8 155.2(5) . . . . ? O3 Eu N3 C23 -169.7(7) . . . . ? O1 Eu N3 C23 29.7(14) . . . . ? O2 Eu N3 C23 47.0(7) . . . . ? O82 Eu N3 C23 -30.0(8) . . . . ? O71 Eu N3 C23 138.1(8) . . . . ? N4 Eu N3 C23 -126.5(8) . . . . ? O81 Eu N3 C23 -76.5(8) . . . . ? O72 Eu N3 C23 111.5(8) . . . . ? N8 Eu N3 C23 -51.6(8) . . . . ? N7 Eu N3 C23 126.8(8) . . . . ? O3 Eu N3 C24 -38.7(9) . . . . ? O1 Eu N3 C24 160.7(7) . . . . ? O2 Eu N3 C24 178.1(8) . . . . ? O82 Eu N3 C24 101.1(7) . . . . ? O71 Eu N3 C24 -90.9(7) . . . . ? N4 Eu N3 C24 4.5(7) . . . . ? O81 Eu N3 C24 54.5(7) . . . . ? O72 Eu N3 C24 -117.5(7) . . . . ? N8 Eu N3 C24 79.4(7) . . . . ? N7 Eu N3 C24 -102.1(7) . . . . ? O3 Eu N4 C29 108.7(6) . . . . ? O1 Eu N4 C29 155.1(5) . . . . ? O2 Eu N4 C29 -44.4(7) . . . . ? O82 Eu N4 C29 -122.5(5) . . . . ? O71 Eu N4 C29 31.3(5) . . . . ? O81 Eu N4 C29 -163.9(6) . . . . ? N3 Eu N4 C29 -35.6(5) . . . . ? O72 Eu N4 C29 58.4(6) . . . . ? N8 Eu N4 C29 -142.7(6) . . . . ? N7 Eu N4 C29 45.6(6) . . . . ? O3 Eu N4 C30 -22.7(6) . . . . ? O1 Eu N4 C30 23.7(8) . . . . ? O2 Eu N4 C30 -175.8(5) . . . . ? O82 Eu N4 C30 106.1(6) . . . . ? O71 Eu N4 C30 -100.1(6) . . . . ? O81 Eu N4 C30 64.7(6) . . . . ? N3 Eu N4 C30 -167.0(7) . . . . ? O72 Eu N4 C30 -73.0(7) . . . . ? N8 Eu N4 C30 85.9(6) . . . . ? N7 Eu N4 C30 -85.9(6) . . . . ? Eu O71 N7 O73 -168.2(7) . . . . ? Eu O71 N7 O72 11.2(8) . . . . ? Eu O72 N7 O73 168.9(7) . . . . ? Eu O72 N7 O71 -10.6(7) . . . . ? O3 Eu N7 O73 -26(4) . . . . ? O1 Eu N7 O73 -97(4) . . . . ? O2 Eu N7 O73 174(4) . . . . ? O82 Eu N7 O73 -172(3) . . . . ? O71 Eu N7 O73 77(4) . . . . ? N4 Eu N7 O73 40(4) . . . . ? O81 Eu N7 O73 -27(4) . . . . ? N3 Eu N7 O73 103(4) . . . . ? O72 Eu N7 O73 -115(4) . . . . ? N8 Eu N7 O73 -86(4) . . . . ? O3 Eu N7 O71 -102.8(5) . . . . ? O1 Eu N7 O71 -173.4(5) . . . . ? O2 Eu N7 O71 97.5(5) . . . . ? O82 Eu N7 O71 111.7(7) . . . . ? N4 Eu N7 O71 -36.9(5) . . . . ? O81 Eu N7 O71 -104.2(6) . . . . ? N3 Eu N7 O71 26.1(5) . . . . ? O72 Eu N7 O71 168.7(8) . . . . ? N8 Eu N7 O71 -162.6(10) . . . . ? O3 Eu N7 O72 88.5(5) . . . . ? O1 Eu N7 O72 17.9(5) . . . . ? O2 Eu N7 O72 -71.3(5) . . . . ? O82 Eu N7 O72 -57.0(8) . . . . ? O71 Eu N7 O72 -168.7(8) . . . . ? N4 Eu N7 O72 154.4(4) . . . . ? O81 Eu N7 O72 87.1(6) . . . . ? N3 Eu N7 O72 -142.6(5) . . . . ? N8 Eu N7 O72 28.6(13) . . . . ? Eu O82 N8 O83 -172.8(8) . . . . ? Eu O82 N8 O81 4.8(8) . . . . ? Eu O81 N8 O83 173.1(7) . . . . ? Eu O81 N8 O82 -4.6(8) . . . . ? O3 Eu N8 O83 -72(6) . . . . ? O1 Eu N8 O83 -4(6) . . . . ? O2 Eu N8 O83 83(6) . . . . ? O82 Eu N8 O83 93(6) . . . . ? O71 Eu N8 O83 -167(5) . . . . ? N4 Eu N8 O83 -143(6) . . . . ? O81 Eu N8 O83 -92(6) . . . . ? N3 Eu N8 O83 156(6) . . . . ? O72 Eu N8 O83 6(6) . . . . ? N7 Eu N8 O83 -15(6) . . . . ? O3 Eu N8 O82 -165.5(5) . . . . ? O1 Eu N8 O82 -97.3(6) . . . . ? O2 Eu N8 O82 -10.4(6) . . . . ? O71 Eu N8 O82 100.2(9) . . . . ? N4 Eu N8 O82 124.3(6) . . . . ? O81 Eu N8 O82 175.0(8) . . . . ? N3 Eu N8 O82 62.7(6) . . . . ? O72 Eu N8 O82 -87.4(6) . . . . ? N7 Eu N8 O82 -108.4(12) . . . . ? O3 Eu N8 O81 19.5(5) . . . . ? O1 Eu N8 O81 87.7(5) . . . . ? O2 Eu N8 O81 174.6(5) . . . . ? O82 Eu N8 O81 -175.0(8) . . . . ? O71 Eu N8 O81 -74.9(10) . . . . ? N4 Eu N8 O81 -50.7(5) . . . . ? N3 Eu N8 O81 -112.3(5) . . . . ? O72 Eu N8 O81 97.6(5) . . . . ? N7 Eu N8 O81 76.6(12) . . . . ? Eu O1 C1 C2 -95.1(13) . . . . ? Eu O1 C1 C6 85.7(14) . . . . ? O1 C1 C2 C3 177.1(8) . . . . ? C6 C1 C2 C3 -3.8(13) . . . . ? O1 C1 C2 C45 2.9(13) . . . . ? C6 C1 C2 C45 -177.9(8) . . . . ? C1 C2 C3 C4 0.5(14) . . . . ? C45 C2 C3 C4 174.7(9) . . . . ? C2 C3 C4 C5 1.9(15) . . . . ? C2 C3 C4 C7 -175.4(9) . . . . ? C3 C4 C5 C6 -1.0(15) . . . . ? C7 C4 C5 C6 176.3(9) . . . . ? C4 C5 C6 C1 -2.3(14) . . . . ? C4 C5 C6 N1 179.0(9) . . . . ? O1 C1 C6 C5 -176.3(8) . . . . ? C2 C1 C6 C5 4.6(12) . . . . ? O1 C1 C6 N1 2.4(12) . . . . ? C2 C1 C6 N1 -176.8(8) . . . . ? C8 N1 C6 C5 -81.2(10) . . . . ? C8 N1 C6 C1 100.1(10) . . . . ? C6 N1 C8 C9 175.8(7) . . . . ? N1 C8 C9 C14 77.0(9) . . . . ? N1 C8 C9 C10 -158.8(7) . . . . ? C14 C9 C10 C11 -50.3(10) . . . . ? C8 C9 C10 C11 -176.2(7) . . . . ? C9 C10 C11 C12 54.1(10) . . . . ? C10 C11 C12 C13 -57.4(10) . . . . ? C11 C12 C13 C14 58.7(10) . . . . ? C15 N2 C14 C9 -49.5(11) . . . . ? C15 N2 C14 C13 74.9(10) . . . . ? C8 C9 C14 N2 -68.9(9) . . . . ? C10 C9 C14 N2 169.9(7) . . . . ? C8 C9 C14 C13 169.1(7) . . . . ? C10 C9 C14 C13 47.9(10) . . . . ? C12 C13 C14 N2 -179.7(7) . . . . ? C12 C13 C14 C9 -53.3(10) . . . . ? C14 N2 C15 C16 -172.0(8) . . . . ? N2 C15 C16 C21 -50.5(12) . . . . ? N2 C15 C16 C17 129.1(9) . . . . ? C21 C16 C17 C18 2.2(15) . . . . ? C15 C16 C17 C18 -177.4(9) . . . . ? C16 C17 C18 C19 -2.1(15) . . . . ? C16 C17 C18 C22 179.6(10) . . . . ? C17 C18 C19 C20 1.3(14) . . . . ? C22 C18 C19 C20 179.6(10) . . . . ? C18 C19 C20 C21 -0.5(14) . . . . ? C18 C19 C20 C23 -179.6(9) . . . . ? Eu O2 C21 C16 158.1(7) . . . . ? Eu O2 C21 C20 -19.9(14) . . . . ? C17 C16 C21 O2 -179.4(9) . . . . ? C15 C16 C21 O2 0.2(13) . . . . ? C17 C16 C21 C20 -1.3(13) . . . . ? C15 C16 C21 C20 178.3(8) . . . . ? C19 C20 C21 O2 178.6(8) . . . . ? C23 C20 C21 O2 -2.3(13) . . . . ? C19 C20 C21 C16 0.5(13) . . . . ? C23 C20 C21 C16 179.5(8) . . . . ? C24 N3 C23 C20 146.5(8) . . . . ? Eu N3 C23 C20 -79.9(9) . . . . ? C19 C20 C23 N3 -125.5(8) . . . . ? C21 C20 C23 N3 55.4(11) . . . . ? C23 N3 C24 C29 155.2(8) . . . . ? Eu N3 C24 C29 24.9(10) . . . . ? C23 N3 C24 C25 -84.2(10) . . . . ? Eu N3 C24 C25 145.5(6) . . . . ? N3 C24 C25 C26 -179.0(7) . . . . ? C29 C24 C25 C26 -59.7(10) . . . . ? C24 C25 C26 C27 56.8(12) . . . . ? C25 C26 C27 C28 -55.9(13) . . . . ? C26 C27 C28 C29 56.8(12) . . . . ? C30 N4 C29 C24 -164.9(8) . . . . ? Eu N4 C29 C24 62.4(8) . . . . ? C30 N4 C29 C28 -45.2(11) . . . . ? Eu N4 C29 C28 -178.0(6) . . . . ? N3 C24 C29 N4 -55.8(10) . . . . ? C25 C24 C29 N4 -175.0(8) . . . . ? N3 C24 C29 C28 179.5(8) . . . . ? C25 C24 C29 C28 60.3(11) . . . . ? C27 C28 C29 N4 -177.2(8) . . . . ? C27 C28 C29 C24 -58.8(11) . . . . ? C29 N4 C30 C31 -65.2(10) . . . . ? Eu N4 C30 C31 65.2(9) . . . . ? N4 C30 C31 C32 125.7(9) . . . . ? N4 C30 C31 C36 -59.3(11) . . . . ? C36 C31 C32 C33 0.4(14) . . . . ? C30 C31 C32 C33 175.5(8) . . . . ? C31 C32 C33 C34 -1.5(14) . . . . ? C31 C32 C33 C37 -178.2(9) . . . . ? C32 C33 C34 C35 2.8(15) . . . . ? C37 C33 C34 C35 179.4(10) . . . . ? C33 C34 C35 C36 -2.8(14) . . . . ? C33 C34 C35 C38 -179.5(9) . . . . ? Eu O3 C36 C31 48.2(15) . . . . ? Eu O3 C36 C35 -133.5(7) . . . . ? C32 C31 C36 O3 177.8(8) . . . . ? C30 C31 C36 O3 2.5(13) . . . . ? C32 C31 C36 C35 -0.4(14) . . . . ? C30 C31 C36 C35 -175.7(8) . . . . ? C34 C35 C36 O3 -176.7(8) . . . . ? C38 C35 C36 O3 0.0(13) . . . . ? C34 C35 C36 C31 1.5(14) . . . . ? C38 C35 C36 C31 178.2(9) . . . . ? C34 C35 C38 N5 139.1(9) . . . . ? C36 C35 C38 N5 -37.4(12) . . . . ? C39 N5 C38 C35 -69.5(10) . . . . ? C38 N5 C39 C40 -82.4(10) . . . . ? C38 N5 C39 C44 157.4(8) . . . . ? N5 C39 C40 C41 -179.2(9) . . . . ? C44 C39 C40 C41 -58.3(12) . . . . ? C39 C40 C41 C42 58.7(14) . . . . ? C40 C41 C42 C43 -54.4(15) . . . . ? C41 C42 C43 C44 55.3(13) . . . . ? C45 N6 C44 C43 -67.8(9) . . . . ? C45 N6 C44 C39 172.6(7) . . . . ? C42 C43 C44 N6 -174.8(7) . . . . ? C42 C43 C44 C39 -55.9(11) . . . . ? N5 C39 C44 N6 -64.4(11) . . . . ? C40 C39 C44 N6 175.2(9) . . . . ? N5 C39 C44 C43 176.9(9) . . . . ? C40 C39 C44 C43 56.6(12) . . . . ? C44 N6 C45 C2 -66.0(10) . . . . ? C3 C2 C45 N6 136.9(8) . . . . ? C1 C2 C45 N6 -48.8(11) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2N O2 0.88 2.36 2.753(11) 107.6 . N2 H2N O72 0.88 2.32 2.951(9) 128.8 . N5 H5N O101 0.88 2.27 2.991(11) 139.4 . N6 H6N O3 0.88 2.13 2.837(10) 136.6 . O46 H46 O93 0.84 2.66 3.317(11) 135.8 . C8 H8A O101 0.99 1.92 2.893(10) 165.8 . C29 H29 O71 1.00 2.58 3.289(12) 127.6 . C38 H38B O73 0.99 2.68 3.587(13) 152.6 . O47 H47 O93 0.84 2.01 2.703(13) 138.8 . C47 H47A O91 0.98 2.84 3.31(2) 109.7 . C48 H48A O47 0.98 2.74 3.176(16) 107.9 . _diffrn_measured_fraction_theta_max 0.970 _diffrn_reflns_theta_full 68.97 _diffrn_measured_fraction_theta_full 0.970 _refine_diff_density_max 2.287 _refine_diff_density_min -1.925 _refine_diff_density_rms 0.153 #===END data_MACROCYCLE _database_code_depnum_ccdc_archive 'CCDC 264741' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C45 H54 N6 O3' _chemical_formula_sum 'C45 H54 N6 O3' _chemical_formula_weight 726.94 _chemical_absolute_configuration rm loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 14.650(4) _cell_length_b 18.789(4) _cell_length_c 14.803(4) _cell_angle_alpha 90.00 _cell_angle_beta 92.56(3) _cell_angle_gamma 90.00 _cell_volume 4070.6(18) _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 parralelepiped _exptl_crystal_colour yellow _exptl_crystal_size_max 0.02 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.186 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1560 _exptl_absorpt_coefficient_mu 0.593 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54180 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur PX CrysAlis CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26181 _diffrn_reflns_av_R_equivalents 0.0736 _diffrn_reflns_av_sigmaI/netI 0.1338 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.80 _diffrn_reflns_theta_max 69.99 _reflns_number_total 11185 _reflns_number_gt 6383 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0586P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00092(9) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.5(3) _refine_ls_number_reflns 11185 _refine_ls_number_parameters 988 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0960 _refine_ls_R_factor_gt 0.0626 _refine_ls_wR_factor_ref 0.1521 _refine_ls_wR_factor_gt 0.1305 _refine_ls_goodness_of_fit_ref 0.893 _refine_ls_restrained_S_all 0.893 _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 O1 O -0.0013(3) 0.88231(19) 0.2414(3) 0.0316(9) Uani 1 1 d . . . H01 H 0.0328 0.8972 0.2013 0.047 Uiso 1 1 calc R . . O2 O -0.2033(2) 0.83377(19) -0.0963(3) 0.0350(10) Uani 1 1 d . . . H2 H -0.2596 0.8255 -0.1016 0.053 Uiso 1 1 calc R . . O3 O -0.3738(3) 0.79927(19) 0.2556(2) 0.0315(9) Uani 1 1 d . . . H03 H -0.3644 0.8113 0.3099 0.047 Uiso 1 1 calc R . . N1 N 0.1256(3) 0.8725(2) 0.1230(3) 0.0262(10) Uani 1 1 d . . . N2 N 0.0746(3) 0.8416(2) -0.0634(3) 0.0261(10) Uani 1 1 d . . . N3 N -0.3537(3) 0.7616(2) -0.1308(3) 0.0308(11) Uani 1 1 d . . . N4 N -0.4664(3) 0.7152(2) 0.0147(3) 0.0324(11) Uani 1 1 d . . . N5 N -0.3144(3) 0.7818(2) 0.4222(3) 0.0324(11) Uani 1 1 d . . . N6 N -0.1227(3) 0.8068(2) 0.4635(3) 0.0291(11) Uani 1 1 d . . . C1 C -0.0844(4) 0.8302(3) 0.3924(4) 0.0292(12) Uani 1 1 d . . . H1 H -0.1056 0.8734 0.3655 0.035 Uiso 1 1 calc R . . C2 C -0.0090(3) 0.7919(3) 0.3521(3) 0.0248(12) Uani 1 1 d . . . C3 C 0.0240(4) 0.7273(3) 0.3875(4) 0.0287(13) Uani 1 1 d . . . H3 H -0.0031 0.7078 0.4390 0.034 Uiso 1 1 calc R . . C4 C 0.0962(4) 0.6905(3) 0.3489(3) 0.0243(12) Uani 1 1 d . . . C5 C 0.1317(4) 0.6214(3) 0.3866(4) 0.0364(14) Uani 1 1 d . . . H5A H 0.1549 0.5923 0.3377 0.055 Uiso 1 1 calc R . . H5B H 0.0821 0.5959 0.4150 0.055 Uiso 1 1 calc R . . H5C H 0.1811 0.6307 0.4318 0.055 Uiso 1 1 calc R . . C6 C 0.1339(4) 0.7201(3) 0.2731(3) 0.0256(12) Uani 1 1 d . . . H6 H 0.1824 0.6960 0.2456 0.031 Uiso 1 1 calc R . . C7 C 0.1023(4) 0.7842(3) 0.2363(3) 0.0239(11) Uani 1 1 d . . . C8 C 0.0318(4) 0.8192(3) 0.2749(4) 0.0288(12) Uani 1 1 d . . . C9 C 0.1469(3) 0.8121(3) 0.1572(4) 0.0270(12) Uani 1 1 d . . . H9 H 0.1929 0.7846 0.1307 0.032 Uiso 1 1 calc R . . C10 C 0.1771(3) 0.8992(3) 0.0471(3) 0.0234(11) Uani 1 1 d . . . H10 H 0.2246 0.8633 0.0325 0.028 Uiso 1 1 calc R . . C11 C 0.2241(4) 0.9683(3) 0.0749(4) 0.0287(13) Uani 1 1 d . . . H11A H 0.2669 0.9593 0.1273 0.034 Uiso 1 1 calc R . . H11B H 0.1778 1.0029 0.0939 0.034 Uiso 1 1 calc R . . C12 C 0.2766(4) 1.0000(3) -0.0024(4) 0.0354(14) Uani 1 1 d . . . H12A H 0.3038 1.0461 0.0167 0.042 Uiso 1 1 calc R . . H12B H 0.3269 0.9675 -0.0178 0.042 Uiso 1 1 calc R . . C13 C 0.2138(4) 1.0106(3) -0.0833(4) 0.0340(13) Uani 1 1 d . . . H13A H 0.2487 1.0291 -0.1340 0.041 Uiso 1 1 calc R . . H13B H 0.1667 1.0463 -0.0693 0.041 Uiso 1 1 calc R . . C14 C 0.1679(4) 0.9411(3) -0.1109(4) 0.0270(12) Uani 1 1 d . . . H14A H 0.2150 0.9065 -0.1282 0.032 Uiso 1 1 calc R . . H14B H 0.1264 0.9495 -0.1645 0.032 Uiso 1 1 calc R . . C15 C 0.1137(3) 0.9099(3) -0.0353(3) 0.0241(12) Uani 1 1 d . . . H15 H 0.0636 0.9434 -0.0202 0.029 Uiso 1 1 calc R . . C16 C -0.0137(4) 0.8391(3) -0.0749(3) 0.0265(12) Uani 1 1 d . . . H16 H -0.0485 0.8807 -0.0643 0.032 Uiso 1 1 calc R . . C17 C -0.0610(4) 0.7738(3) -0.1040(4) 0.0256(12) Uani 1 1 d . . . C18 C -0.0141(4) 0.7115(3) -0.1230(3) 0.0271(12) Uani 1 1 d . . . H18 H 0.0507 0.7117 -0.1179 0.033 Uiso 1 1 calc R . . C19 C -0.0585(4) 0.6495(3) -0.1491(3) 0.0254(12) Uani 1 1 d . . . C20 C -0.0053(4) 0.5815(3) -0.1661(4) 0.0360(14) Uani 1 1 d . . . H20A H 0.0568 0.5936 -0.1825 0.054 Uiso 1 1 calc R . . H20B H -0.0360 0.5548 -0.2156 0.054 Uiso 1 1 calc R . . H20C H -0.0027 0.5523 -0.1112 0.054 Uiso 1 1 calc R . . C21 C -0.1526(4) 0.6495(3) -0.1538(4) 0.0323(13) Uani 1 1 d . . . H21 H -0.1842 0.6069 -0.1699 0.039 Uiso 1 1 calc R . . C22 C -0.2029(4) 0.7108(3) -0.1356(4) 0.0266(12) Uani 1 1 d . . . C23 C -0.1562(4) 0.7731(3) -0.1119(4) 0.0296(13) Uani 1 1 d . . . C24 C -0.3012(4) 0.7068(3) -0.1417(4) 0.0307(13) Uani 1 1 d . . . H24 H -0.3290 0.6620 -0.1544 0.037 Uiso 1 1 calc R . . C25 C -0.4530(4) 0.7503(3) -0.1420(4) 0.0296(12) Uani 1 1 d . . . H25 H -0.4647 0.6995 -0.1588 0.035 Uiso 1 1 calc R . . C26 C -0.4905(4) 0.7978(3) -0.2187(4) 0.0344(14) Uani 1 1 d . . . H26A H -0.4766 0.8481 -0.2040 0.041 Uiso 1 1 calc R . . H26B H -0.4599 0.7857 -0.2750 0.041 Uiso 1 1 calc R . . C27 C -0.5934(4) 0.7887(3) -0.2339(4) 0.0357(14) Uani 1 1 d . . . H27A H -0.6161 0.8221 -0.2814 0.043 Uiso 1 1 calc R . . H27B H -0.6068 0.7396 -0.2551 0.043 Uiso 1 1 calc R . . C28 C -0.6421(4) 0.8025(3) -0.1477(4) 0.0396(15) Uani 1 1 d . . . H28A H -0.6354 0.8533 -0.1309 0.048 Uiso 1 1 calc R . . H28B H -0.7081 0.7923 -0.1578 0.048 Uiso 1 1 calc R . . C29 C -0.6034(4) 0.7566(3) -0.0715(4) 0.0331(13) Uani 1 1 d . . . H29A H -0.6163 0.7060 -0.0859 0.040 Uiso 1 1 calc R . . H29B H -0.6347 0.7684 -0.0155 0.040 Uiso 1 1 calc R . . C30 C -0.4995(3) 0.7663(3) -0.0543(4) 0.0290(13) Uani 1 1 d . . . H30 H -0.4856 0.8160 -0.0340 0.035 Uiso 1 1 calc R . . C31 C -0.4386(3) 0.7418(3) 0.0914(4) 0.0284(12) Uani 1 1 d . . . H31 H -0.4362 0.7921 0.0984 0.034 Uiso 1 1 calc R . . C32 C -0.4105(4) 0.6960(3) 0.1682(4) 0.0282(12) Uani 1 1 d . . . C33 C -0.4193(4) 0.6224(3) 0.1634(4) 0.0285(12) Uani 1 1 d . . . H33 H -0.4419 0.6016 0.1084 0.034 Uiso 1 1 calc R . . C34 C -0.3964(4) 0.5781(3) 0.2363(4) 0.0298(13) Uani 1 1 d . . . C35 C -0.4127(4) 0.4985(3) 0.2291(4) 0.0392(15) Uani 1 1 d . . . H35A H -0.3551 0.4732 0.2425 0.059 Uiso 1 1 calc R . . H35B H -0.4355 0.4867 0.1677 0.059 Uiso 1 1 calc R . . H35C H -0.4578 0.4841 0.2725 0.059 Uiso 1 1 calc R . . C36 C -0.3628(3) 0.6094(3) 0.3151(4) 0.0285(13) Uani 1 1 d . . . H36 H -0.3458 0.5800 0.3653 0.034 Uiso 1 1 calc R . . C37 C -0.3530(4) 0.6836(3) 0.3234(4) 0.0266(12) Uani 1 1 d . . . C38 C -0.3785(4) 0.7269(3) 0.2499(4) 0.0279(13) Uani 1 1 d . . . C39 C -0.3180(4) 0.7144(3) 0.4092(4) 0.0304(13) Uani 1 1 d . . . H39 H -0.2974 0.6834 0.4565 0.037 Uiso 1 1 calc R . . C40 C -0.2779(3) 0.8071(3) 0.5119(3) 0.0278(12) Uani 1 1 d . . . H40 H -0.2613 0.7654 0.5513 0.033 Uiso 1 1 calc R . . C41 C -0.3529(4) 0.8516(3) 0.5554(4) 0.0358(14) Uani 1 1 d . . . H41A H -0.3729 0.8904 0.5138 0.043 Uiso 1 1 calc R . . H41B H -0.4064 0.8210 0.5660 0.043 Uiso 1 1 calc R . . C42 C -0.3167(4) 0.8835(3) 0.6453(4) 0.0372(15) Uani 1 1 d . . . H42A H -0.3650 0.9130 0.6713 0.045 Uiso 1 1 calc R . . H42B H -0.3014 0.8446 0.6885 0.045 Uiso 1 1 calc R . . C43 C -0.2321(4) 0.9291(3) 0.6330(4) 0.0397(15) Uani 1 1 d . . . H43A H -0.2483 0.9708 0.5947 0.048 Uiso 1 1 calc R . . H43B H -0.2081 0.9466 0.6925 0.048 Uiso 1 1 calc R . . C44 C -0.1597(4) 0.8848(3) 0.5886(4) 0.0343(14) Uani 1 1 d . . . H44A H -0.1398 0.8459 0.6302 0.041 Uiso 1 1 calc R . . H44B H -0.1059 0.9151 0.5784 0.041 Uiso 1 1 calc R . . C45 C -0.1937(4) 0.8527(3) 0.4988(4) 0.0313(13) Uani 1 1 d . . . H45 H -0.2090 0.8916 0.4545 0.038 Uiso 1 1 calc R . . O4 O 0.9005(2) 1.01801(19) 0.4129(3) 0.0301(9) Uani 1 1 d . . . H04 H 0.9534 1.0040 0.4282 0.045 Uiso 1 1 calc R . . O5 O 0.6059(3) 1.05740(18) 0.6482(2) 0.0292(9) Uani 1 1 d . . . H05 H 0.5836 1.0585 0.5949 0.044 Uiso 1 1 calc R . . O6 O 0.9492(2) 0.99322(19) 0.7960(2) 0.0276(8) Uani 1 1 d . . . H06 H 0.9139 0.9890 0.8389 0.041 Uiso 1 1 calc R . . N7 N 0.6590(3) 1.1140(2) 0.3463(3) 0.0276(10) Uani 1 1 d . . . N8 N 0.5443(3) 1.1144(2) 0.5001(3) 0.0300(11) Uani 1 1 d . . . N9 N 0.6838(3) 1.0766(2) 0.9132(3) 0.0271(10) Uani 1 1 d . . . N10 N 0.8688(3) 1.0300(2) 0.9436(3) 0.0233(10) Uani 1 1 d . . . N11 N 1.1515(3) 1.0215(2) 0.6220(3) 0.0277(10) Uani 1 1 d . . . N12 N 1.0764(3) 1.0246(2) 0.4383(3) 0.0268(10) Uani 1 1 d . . . C46 C 1.0730(2) 1.08994(17) 0.4150(2) 0.0283(12) Uani 1 1 d . . . H46 H 1.1281 1.1167 0.4159 0.034 Uiso 1 1 calc R . . C47 C 0.9883(2) 1.12479(17) 0.3874(2) 0.0247(12) Uani 1 1 d R . . C48 C 0.9884(2) 1.19607(17) 0.3602(2) 0.0278(12) Uani 1 1 d R . . H48 H 1.0447 1.2213 0.3605 0.033 Uiso 1 1 calc R . . C49 C 0.9086(4) 1.2306(3) 0.3328(3) 0.0275(12) Uani 1 1 d . . . C50 C 0.9117(4) 1.3067(3) 0.3012(4) 0.0358(14) Uani 1 1 d . . . H50A H 0.9308 1.3375 0.3520 0.054 Uiso 1 1 calc R . . H50B H 0.8509 1.3211 0.2777 0.054 Uiso 1 1 calc R . . H50C H 0.9554 1.3111 0.2533 0.054 Uiso 1 1 calc R . . C51 C 0.8262(4) 1.1932(3) 0.3353(3) 0.0279(12) Uani 1 1 d . . . H51 H 0.7708 1.2168 0.3180 0.034 Uiso 1 1 calc R . . C52 C 0.8232(4) 1.1222(3) 0.3626(3) 0.0246(12) Uani 1 1 d . . . C53 C 0.9037(4) 1.0876(3) 0.3875(4) 0.0268(12) Uani 1 1 d . . . C54 C 0.7356(3) 1.0839(3) 0.3664(3) 0.0272(12) Uani 1 1 d . . . H54 H 0.7360 1.0354 0.3843 0.033 Uiso 1 1 calc R . . C55 C 0.5765(3) 1.0707(3) 0.3505(3) 0.0274(12) Uani 1 1 d . . . H55 H 0.5920 1.0238 0.3792 0.033 Uiso 1 1 calc R . . C56 C 0.5375(4) 1.0588(3) 0.2543(4) 0.0354(14) Uani 1 1 d . . . H56A H 0.5281 1.1053 0.2239 0.042 Uiso 1 1 calc R . . H56B H 0.5816 1.0311 0.2198 0.042 Uiso 1 1 calc R . . C57 C 0.4469(4) 1.0190(3) 0.2544(4) 0.0421(16) Uani 1 1 d . . . H57A H 0.4215 1.0147 0.1915 0.051 Uiso 1 1 calc R . . H57B H 0.4576 0.9703 0.2782 0.051 Uiso 1 1 calc R . . C58 C 0.3788(4) 1.0563(3) 0.3111(4) 0.0414(15) Uani 1 1 d . . . H58A H 0.3223 1.0274 0.3127 0.050 Uiso 1 1 calc R . . H58B H 0.3627 1.1029 0.2836 0.050 Uiso 1 1 calc R . . C59 C 0.4177(4) 1.0674(3) 0.4064(4) 0.0350(14) Uani 1 1 d . . . H59A H 0.4291 1.0206 0.4355 0.042 Uiso 1 1 calc R . . H59B H 0.3728 1.0934 0.4420 0.042 Uiso 1 1 calc R . . C60 C 0.5075(3) 1.1098(3) 0.4068(3) 0.0286(12) Uani 1 1 d . . . H60 H 0.4960 1.1586 0.3818 0.034 Uiso 1 1 calc R . . C61 C 0.5525(3) 1.1761(3) 0.5362(4) 0.0289(13) Uani 1 1 d . . . H61 H 0.5371 1.2172 0.5013 0.035 Uiso 1 1 calc R . . C62 C 0.5856(3) 1.1843(3) 0.6305(4) 0.0246(12) Uani 1 1 d . . . C63 C 0.5877(3) 1.2512(3) 0.6697(4) 0.0274(12) Uani 1 1 d . . . H63 H 0.5701 1.2913 0.6339 0.033 Uiso 1 1 calc R . . C64 C 0.6150(3) 1.2612(3) 0.7605(4) 0.0274(12) Uani 1 1 d . . . C65 C 0.6129(4) 1.3348(3) 0.8021(4) 0.0337(14) Uani 1 1 d . . . H65A H 0.545(4) 1.352(3) 0.795(4) 0.040 Uiso 1 1 d . . . H65B H 0.637(4) 1.334(3) 0.866(4) 0.040 Uiso 1 1 d . . . H65C H 0.649(4) 1.365(3) 0.764(4) 0.040 Uiso 1 1 d . . . C66 C 0.6405(4) 1.2010(3) 0.8104(4) 0.0292(13) Uani 1 1 d . . . H66 H 0.6609 1.2068 0.8718 0.035 Uiso 1 1 calc R . . C67 C 0.6373(3) 1.1330(3) 0.7739(4) 0.0246(12) Uani 1 1 d . . . C68 C 0.6095(3) 1.1245(3) 0.6824(4) 0.0258(12) Uani 1 1 d . . . C69 C 0.6632(3) 1.0709(3) 0.8290(4) 0.0281(12) Uani 1 1 d . . . H69 H 0.6647 1.0254 0.8014 0.034 Uiso 1 1 calc R . . C70 C 0.7077(4) 1.0109(3) 0.9632(3) 0.0264(12) Uani 1 1 d . . . H70 H 0.7116 0.9704 0.9197 0.032 Uiso 1 1 calc R . . C71 C 0.6332(4) 0.9959(3) 1.0295(4) 0.0360(14) Uani 1 1 d . . . H71A H 0.6235 1.0389 1.0666 0.043 Uiso 1 1 calc R . . H71B H 0.5752 0.9853 0.9953 0.043 Uiso 1 1 calc R . . C72 C 0.6580(4) 0.9334(3) 1.0916(4) 0.0364(14) Uani 1 1 d . . . H72A H 0.6102 0.9274 1.1362 0.044 Uiso 1 1 calc R . . H72B H 0.6606 0.8892 1.0554 0.044 Uiso 1 1 calc R . . C73 C 0.7490(4) 0.9455(3) 1.1408(4) 0.0327(13) Uani 1 1 d . . . H73A H 0.7648 0.9036 1.1790 0.039 Uiso 1 1 calc R . . H73B H 0.7452 0.9875 1.1808 0.039 Uiso 1 1 calc R . . C74 C 0.8234(4) 0.9574(3) 1.0733(4) 0.0293(13) Uani 1 1 d . . . H74A H 0.8297 0.9144 1.0356 0.035 Uiso 1 1 calc R . . H74B H 0.8826 0.9660 1.1064 0.035 Uiso 1 1 calc R . . C75 C 0.7995(3) 1.0214(3) 1.0125(3) 0.0243(11) Uani 1 1 d . . . H75 H 0.7977 1.0654 1.0503 0.029 Uiso 1 1 calc R . . C76 C 0.9125(3) 1.0891(3) 0.9415(3) 0.0256(12) Uani 1 1 d . . . H76 H 0.8996 1.1249 0.9844 0.031 Uiso 1 1 calc R . . C77 C 0.9818(4) 1.1033(3) 0.8753(3) 0.0230(11) Uani 1 1 d . . . C78 C 1.0342(4) 1.1650(3) 0.8834(4) 0.0284(12) Uani 1 1 d . . . H78 H 1.0234 1.1973 0.9312 0.034 Uiso 1 1 calc R . . C79 C 1.1016(4) 1.1806(3) 0.8239(3) 0.0265(12) Uani 1 1 d . . . C80 C 1.1596(4) 1.2471(3) 0.8368(4) 0.0325(13) Uani 1 1 d . . . H80A H 1.2125 1.2367 0.8776 0.049 Uiso 1 1 calc R . . H80B H 1.1230 1.2849 0.8629 0.049 Uiso 1 1 calc R . . H80C H 1.1808 1.2628 0.7781 0.049 Uiso 1 1 calc R . . C81 C 1.1164(3) 1.1323(3) 0.7556(3) 0.0252(12) Uani 1 1 d . . . H81 H 1.1630 1.1422 0.7149 0.030 Uiso 1 1 calc R . . C82 C 1.0664(3) 1.0699(3) 0.7436(3) 0.0225(11) Uani 1 1 d . . . C83 C 0.9984(3) 1.0551(3) 0.8064(3) 0.0220(11) Uani 1 1 d . . . C84 C 1.0844(3) 1.0175(3) 0.6732(3) 0.0237(11) Uani 1 1 d . . . H84 H 1.0436 0.9784 0.6655 0.028 Uiso 1 1 calc R . . C85 C 1.1624(3) 0.9629(3) 0.5578(3) 0.0237(11) Uani 1 1 d . . . H85 H 1.1094 0.9296 0.5616 0.028 Uiso 1 1 calc R . . C86 C 1.2505(4) 0.9223(3) 0.5815(4) 0.0314(13) Uani 1 1 d . . . H86A H 1.2485 0.9039 0.6440 0.038 Uiso 1 1 calc R . . H86B H 1.3031 0.9553 0.5790 0.038 Uiso 1 1 calc R . . C87 C 1.2639(4) 0.8604(3) 0.5166(4) 0.0353(14) Uani 1 1 d . . . H87A H 1.3229 0.8366 0.5320 0.042 Uiso 1 1 calc R . . H87B H 1.2144 0.8251 0.5230 0.042 Uiso 1 1 calc R . . C88 C 1.2632(4) 0.8866(3) 0.4200(4) 0.0321(13) Uani 1 1 d . . . H88A H 1.2660 0.8454 0.3785 0.038 Uiso 1 1 calc R . . H88B H 1.3178 0.9165 0.4115 0.038 Uiso 1 1 calc R . . C89 C 1.1778(4) 0.9296(3) 0.3967(4) 0.0309(13) Uani 1 1 d . . . H89A H 1.1239 0.8979 0.3979 0.037 Uiso 1 1 calc R . . H89B H 1.1813 0.9486 0.3346 0.037 Uiso 1 1 calc R . . C90 C 1.1655(3) 0.9911(3) 0.4619(3) 0.0239(11) Uani 1 1 d . . . H90 H 1.2160 1.0265 0.4572 0.029 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 O1 0.037(2) 0.026(2) 0.033(2) 0.0058(17) 0.0067(18) 0.0001(17) O2 0.028(2) 0.027(2) 0.051(3) -0.0090(19) 0.005(2) 0.0005(17) O3 0.044(2) 0.024(2) 0.028(2) -0.0015(16) 0.0050(19) -0.0019(18) N1 0.030(3) 0.024(2) 0.024(3) 0.0016(19) 0.003(2) -0.0023(19) N2 0.027(2) 0.023(2) 0.029(3) -0.0007(19) 0.007(2) 0.0021(19) N3 0.027(3) 0.031(3) 0.034(3) -0.005(2) -0.001(2) 0.003(2) N4 0.032(3) 0.032(3) 0.033(3) 0.002(2) 0.000(2) 0.000(2) N5 0.034(3) 0.034(3) 0.029(3) -0.003(2) 0.008(2) -0.006(2) N6 0.031(3) 0.031(3) 0.027(3) -0.002(2) 0.011(2) 0.001(2) C1 0.031(3) 0.027(3) 0.030(3) -0.004(2) 0.005(3) 0.000(2) C2 0.027(3) 0.025(3) 0.022(3) -0.004(2) 0.001(2) -0.006(2) C3 0.029(3) 0.032(3) 0.026(3) 0.001(2) 0.003(2) -0.001(2) C4 0.030(3) 0.021(3) 0.022(3) 0.002(2) 0.001(2) 0.002(2) C5 0.046(4) 0.031(3) 0.032(3) 0.005(3) 0.001(3) 0.000(3) C6 0.029(3) 0.020(3) 0.028(3) 0.001(2) 0.005(2) 0.002(2) C7 0.029(3) 0.019(3) 0.024(3) 0.001(2) 0.004(2) -0.006(2) C8 0.038(3) 0.018(3) 0.031(3) 0.002(2) -0.003(3) -0.004(2) C9 0.027(3) 0.025(3) 0.029(3) 0.002(2) -0.001(2) -0.003(2) C10 0.021(3) 0.029(3) 0.020(3) 0.006(2) 0.000(2) -0.006(2) C11 0.034(3) 0.022(3) 0.030(3) 0.004(2) 0.003(3) -0.003(2) C12 0.038(3) 0.035(3) 0.034(3) -0.001(3) 0.004(3) -0.013(3) C13 0.031(3) 0.032(3) 0.040(3) 0.005(3) 0.003(3) 0.001(2) C14 0.027(3) 0.026(3) 0.028(3) 0.006(2) 0.003(2) 0.002(2) C15 0.023(3) 0.025(3) 0.024(3) 0.002(2) 0.000(2) -0.004(2) C16 0.035(3) 0.020(3) 0.024(3) -0.003(2) 0.006(2) -0.004(2) C17 0.026(3) 0.024(3) 0.027(3) 0.002(2) 0.001(2) -0.002(2) C18 0.032(3) 0.025(3) 0.025(3) 0.006(2) 0.002(2) 0.001(2) C19 0.028(3) 0.027(3) 0.021(3) 0.003(2) 0.003(2) 0.008(2) C20 0.044(4) 0.030(3) 0.034(3) 0.005(3) 0.002(3) 0.002(3) C21 0.045(4) 0.023(3) 0.029(3) 0.000(2) 0.002(3) 0.002(3) C22 0.028(3) 0.020(3) 0.032(3) -0.001(2) 0.002(2) 0.002(2) C23 0.040(3) 0.025(3) 0.024(3) -0.001(2) 0.003(3) 0.003(2) C24 0.034(3) 0.027(3) 0.030(3) 0.000(2) -0.002(3) 0.003(2) C25 0.028(3) 0.030(3) 0.030(3) 0.002(2) -0.005(2) 0.000(2) C26 0.037(3) 0.034(3) 0.032(3) 0.003(3) -0.002(3) -0.003(3) C27 0.035(3) 0.037(3) 0.035(3) 0.003(3) -0.006(3) 0.000(3) C28 0.040(4) 0.040(4) 0.038(4) 0.006(3) -0.003(3) 0.003(3) C29 0.030(3) 0.034(3) 0.035(3) 0.004(3) 0.000(3) -0.003(2) C30 0.027(3) 0.030(3) 0.030(3) 0.002(2) 0.003(2) 0.000(2) C31 0.027(3) 0.027(3) 0.032(3) 0.005(2) 0.007(2) -0.002(2) C32 0.030(3) 0.030(3) 0.025(3) -0.001(2) 0.005(2) -0.006(2) C33 0.027(3) 0.030(3) 0.029(3) -0.004(2) 0.006(2) -0.005(2) C34 0.031(3) 0.021(3) 0.038(3) -0.004(2) 0.009(3) 0.003(2) C35 0.047(4) 0.029(3) 0.042(4) -0.001(3) 0.008(3) 0.000(3) C36 0.027(3) 0.028(3) 0.031(3) 0.005(2) 0.008(2) 0.002(2) C37 0.029(3) 0.031(3) 0.020(3) 0.000(2) 0.001(2) 0.001(2) C38 0.032(3) 0.027(3) 0.025(3) 0.007(2) 0.008(3) 0.001(2) C39 0.035(3) 0.032(3) 0.026(3) 0.001(2) 0.009(3) -0.004(2) C40 0.029(3) 0.031(3) 0.024(3) -0.004(2) 0.007(2) -0.004(2) C41 0.033(3) 0.036(3) 0.040(4) 0.001(3) 0.014(3) 0.003(3) C42 0.035(3) 0.034(3) 0.043(4) -0.007(3) 0.011(3) -0.005(3) C43 0.035(3) 0.038(4) 0.047(4) -0.016(3) 0.013(3) 0.000(3) C44 0.031(3) 0.032(3) 0.040(4) -0.013(3) 0.004(3) -0.001(2) C45 0.035(3) 0.026(3) 0.033(3) 0.000(2) 0.008(3) 0.000(2) O4 0.034(2) 0.0190(19) 0.037(2) 0.0020(17) 0.0002(19) 0.0008(16) O5 0.040(2) 0.0212(19) 0.026(2) -0.0034(16) -0.0048(18) -0.0016(16) O6 0.032(2) 0.027(2) 0.025(2) -0.0047(16) 0.0081(16) -0.0058(16) N7 0.024(2) 0.032(3) 0.026(3) -0.001(2) 0.003(2) -0.0013(19) N8 0.037(3) 0.032(3) 0.021(2) -0.001(2) 0.001(2) -0.001(2) N9 0.027(2) 0.027(2) 0.028(3) 0.005(2) 0.002(2) 0.0021(19) N10 0.024(2) 0.026(2) 0.020(2) 0.0051(18) 0.0058(19) 0.0026(18) N11 0.029(2) 0.032(3) 0.022(2) -0.004(2) 0.005(2) 0.001(2) N12 0.026(2) 0.031(3) 0.023(2) -0.001(2) 0.005(2) 0.005(2) C46 0.028(3) 0.030(3) 0.028(3) 0.002(2) 0.006(2) 0.001(2) C47 0.028(3) 0.021(3) 0.025(3) -0.004(2) 0.005(2) 0.003(2) C48 0.036(3) 0.022(3) 0.025(3) -0.004(2) 0.007(2) 0.000(2) C49 0.039(3) 0.026(3) 0.019(3) -0.001(2) 0.006(2) 0.004(2) C50 0.038(3) 0.028(3) 0.041(4) 0.005(3) 0.001(3) 0.005(3) C51 0.031(3) 0.031(3) 0.022(3) -0.007(2) 0.003(2) 0.002(2) C52 0.027(3) 0.026(3) 0.022(3) 0.002(2) 0.002(2) 0.002(2) C53 0.034(3) 0.024(3) 0.023(3) -0.001(2) 0.003(2) -0.003(2) C54 0.026(3) 0.033(3) 0.024(3) 0.002(2) 0.003(2) 0.000(2) C55 0.025(3) 0.027(3) 0.030(3) -0.004(2) 0.004(2) -0.009(2) C56 0.034(3) 0.043(4) 0.029(3) -0.002(3) -0.001(3) -0.002(3) C57 0.050(4) 0.044(4) 0.032(3) -0.010(3) -0.001(3) -0.014(3) C58 0.042(4) 0.050(4) 0.031(3) 0.007(3) -0.009(3) -0.013(3) C59 0.031(3) 0.042(4) 0.033(3) -0.004(3) 0.004(3) -0.004(3) C60 0.024(3) 0.035(3) 0.027(3) -0.002(2) 0.001(2) -0.002(2) C61 0.026(3) 0.032(3) 0.029(3) 0.005(2) 0.009(2) 0.003(2) C62 0.023(3) 0.024(3) 0.027(3) 0.002(2) 0.001(2) -0.003(2) C63 0.021(3) 0.023(3) 0.038(3) 0.001(2) 0.009(2) -0.001(2) C64 0.022(3) 0.026(3) 0.034(3) -0.005(2) 0.004(2) -0.008(2) C65 0.036(3) 0.028(3) 0.036(4) -0.003(3) 0.000(3) 0.002(3) C66 0.026(3) 0.027(3) 0.035(3) -0.004(2) 0.007(2) -0.008(2) C67 0.018(3) 0.024(3) 0.032(3) 0.001(2) 0.005(2) -0.002(2) C68 0.025(3) 0.019(3) 0.034(3) -0.001(2) 0.007(2) -0.004(2) C69 0.021(3) 0.029(3) 0.034(3) 0.006(2) 0.004(2) 0.002(2) C70 0.035(3) 0.025(3) 0.020(3) -0.001(2) 0.005(2) 0.002(2) C71 0.041(4) 0.038(3) 0.029(3) 0.000(3) 0.007(3) -0.002(3) C72 0.040(3) 0.032(3) 0.038(4) -0.001(3) 0.012(3) 0.001(3) C73 0.044(4) 0.030(3) 0.025(3) 0.001(2) 0.012(3) 0.001(3) C74 0.037(3) 0.026(3) 0.026(3) 0.009(2) 0.008(2) 0.005(2) C75 0.027(3) 0.026(3) 0.020(3) 0.004(2) 0.008(2) -0.003(2) C76 0.020(3) 0.033(3) 0.024(3) 0.003(2) 0.004(2) 0.007(2) C77 0.033(3) 0.021(3) 0.015(3) 0.001(2) 0.002(2) -0.002(2) C78 0.032(3) 0.026(3) 0.027(3) -0.004(2) -0.003(2) 0.000(2) C79 0.031(3) 0.025(3) 0.023(3) 0.004(2) -0.001(2) -0.001(2) C80 0.036(3) 0.022(3) 0.040(3) -0.006(2) 0.006(3) -0.007(2) C81 0.024(3) 0.029(3) 0.023(3) 0.004(2) 0.004(2) -0.004(2) C82 0.027(3) 0.020(3) 0.020(3) -0.005(2) 0.006(2) -0.006(2) C83 0.022(3) 0.023(3) 0.021(3) 0.000(2) -0.001(2) 0.001(2) C84 0.034(3) 0.021(3) 0.016(3) -0.008(2) 0.002(2) 0.002(2) C85 0.024(3) 0.031(3) 0.017(3) 0.000(2) 0.005(2) 0.001(2) C86 0.032(3) 0.034(3) 0.028(3) -0.002(2) 0.000(3) 0.004(2) C87 0.036(3) 0.035(3) 0.036(3) -0.004(3) 0.005(3) 0.011(3) C88 0.035(3) 0.035(3) 0.027(3) -0.004(2) 0.009(3) 0.004(3) C89 0.030(3) 0.034(3) 0.028(3) -0.006(3) 0.000(2) 0.005(2) C90 0.023(3) 0.027(3) 0.021(3) -0.002(2) 0.001(2) 0.009(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 O1 C8 1.366(6) . ? O1 H01 0.8400 . ? O2 C23 1.357(6) . ? O2 H2 0.8400 . ? O3 C38 1.363(6) . ? O3 H03 0.8400 . ? N1 C9 1.275(6) . ? N1 C10 1.468(6) . ? N2 C16 1.297(6) . ? N2 C15 1.458(6) . ? N3 C24 1.299(7) . ? N3 C25 1.472(7) . ? N4 C31 1.291(7) . ? N4 C30 1.468(6) . ? N5 C39 1.282(7) . ? N5 C40 1.486(7) . ? N6 C1 1.292(6) . ? N6 C45 1.465(6) . ? C1 C2 1.466(7) . ? C1 H1 0.9500 . ? C2 C3 1.400(7) . ? C2 C8 1.410(7) . ? C3 C4 1.406(7) . ? C3 H3 0.9500 . ? C4 C6 1.389(7) . ? C4 C5 1.497(7) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C7 1.392(7) . ? C6 H6 0.9500 . ? C7 C8 1.371(7) . ? C7 C9 1.462(7) . ? C9 H9 0.9500 . ? C10 C15 1.513(7) . ? C10 C11 1.518(7) . ? C10 H10 1.0000 . ? C11 C12 1.528(7) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.491(7) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.516(7) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.519(7) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 H15 1.0000 . ? C16 C17 1.465(7) . ? C16 H16 0.9500 . ? C17 C18 1.391(7) . ? C17 C23 1.394(7) . ? C18 C19 1.380(7) . ? C18 H18 0.9500 . ? C19 C21 1.379(7) . ? C19 C20 1.524(7) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 C22 1.399(7) . ? C21 H21 0.9500 . ? C22 C23 1.394(7) . ? C22 C24 1.441(7) . ? C24 H24 0.9500 . ? C25 C30 1.523(7) . ? C25 C26 1.526(7) . ? C25 H25 1.0000 . ? C26 C27 1.524(7) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 C28 1.512(8) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 C29 1.511(7) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 C30 1.542(7) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 H30 1.0000 . ? C31 C32 1.469(7) . ? C31 H31 0.9500 . ? C32 C33 1.391(7) . ? C32 C38 1.403(7) . ? C33 C34 1.391(7) . ? C33 H33 0.9500 . ? C34 C36 1.378(7) . ? C34 C35 1.519(7) . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 C37 1.407(7) . ? C36 H36 0.9500 . ? C37 C38 1.395(7) . ? C37 C39 1.467(7) . ? C39 H39 0.9500 . ? C40 C45 1.520(7) . ? C40 C41 1.545(7) . ? C40 H40 1.0000 . ? C41 C42 1.532(8) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C42 C43 1.524(7) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C43 C44 1.521(7) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 C45 1.524(7) . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C45 H45 1.0000 . ? O4 C53 1.361(6) . ? O4 H04 0.8400 . ? O5 C68 1.359(6) . ? O5 H05 0.8400 . ? O6 C83 1.374(6) . ? O6 H06 0.8400 . ? N7 C54 1.279(6) . ? N7 C55 1.460(6) . ? N8 C61 1.280(7) . ? N8 C60 1.463(6) . ? N9 C69 1.274(6) . ? N9 C70 1.472(6) . ? N10 C76 1.283(6) . ? N10 C75 1.480(6) . ? N11 C84 1.270(6) . ? N11 C85 1.467(6) . ? N12 C46 1.275(5) . ? N12 C90 1.476(6) . ? C46 C47 1.4460 . ? C46 H46 0.9500 . ? C47 C48 1.3986 . ? C47 C53 1.423(6) . ? C48 C49 1.382(6) . ? C48 H48 0.9500 . ? C49 C51 1.398(7) . ? C49 C50 1.506(7) . ? C50 H50A 0.9800 . ? C50 H50B 0.9800 . ? C50 H50C 0.9800 . ? C51 C52 1.397(7) . ? C51 H51 0.9500 . ? C52 C53 1.383(7) . ? C52 C54 1.473(7) . ? C54 H54 0.9500 . ? C55 C60 1.527(7) . ? C55 C56 1.527(7) . ? C55 H55 1.0000 . ? C56 C57 1.523(7) . ? C56 H56A 0.9900 . ? C56 H56B 0.9900 . ? C57 C58 1.506(8) . ? C57 H57A 0.9900 . ? C57 H57B 0.9900 . ? C58 C59 1.512(7) . ? C58 H58A 0.9900 . ? C58 H58B 0.9900 . ? C59 C60 1.538(7) . ? C59 H59A 0.9900 . ? C59 H59B 0.9900 . ? C60 H60 1.0000 . ? C61 C62 1.466(7) . ? C61 H61 0.9500 . ? C62 C63 1.384(7) . ? C62 C68 1.396(7) . ? C63 C64 1.398(7) . ? C63 H63 0.9500 . ? C64 C66 1.393(7) . ? C64 C65 1.515(7) . ? C65 H65A 1.05(6) . ? C65 H65B 1.00(6) . ? C65 H65C 0.97(6) . ? C66 C67 1.388(7) . ? C66 H66 0.9500 . ? C67 C68 1.407(7) . ? C67 C69 1.463(7) . ? C69 H69 0.9500 . ? C70 C75 1.515(7) . ? C70 C71 1.527(7) . ? C70 H70 1.0000 . ? C71 C72 1.525(8) . ? C71 H71A 0.9900 . ? C71 H71B 0.9900 . ? C72 C73 1.508(8) . ? C72 H72A 0.9900 . ? C72 H72B 0.9900 . ? C73 C74 1.528(7) . ? C73 H73A 0.9900 . ? C73 H73B 0.9900 . ? C74 C75 1.532(7) . ? C74 H74A 0.9900 . ? C74 H74B 0.9900 . ? C75 H75 1.0000 . ? C76 C77 1.466(7) . ? C76 H76 0.9500 . ? C77 C83 1.393(6) . ? C77 C78 1.394(7) . ? C78 C79 1.383(7) . ? C78 H78 0.9500 . ? C79 C81 1.383(7) . ? C79 C80 1.520(7) . ? C80 H80A 0.9800 . ? C80 H80B 0.9800 . ? C80 H80C 0.9800 . ? C81 C82 1.388(7) . ? C81 H81 0.9500 . ? C82 C83 1.420(6) . ? C82 C84 1.466(6) . ? C84 H84 0.9500 . ? C85 C90 1.518(7) . ? C85 C86 1.526(7) . ? C85 H85 1.0000 . ? C86 C87 1.528(7) . ? C86 H86A 0.9900 . ? C86 H86B 0.9900 . ? C87 C88 1.513(7) . ? C87 H87A 0.9900 . ? C87 H87B 0.9900 . ? C88 C89 1.515(7) . ? C88 H88A 0.9900 . ? C88 H88B 0.9900 . ? C89 C90 1.522(7) . ? C89 H89A 0.9900 . ? C89 H89B 0.9900 . ? C90 H90 1.0000 . ? 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 C8 O1 H01 109.5 . . ? C23 O2 H2 109.5 . . ? C38 O3 H03 109.5 . . ? C9 N1 C10 118.9(5) . . ? C16 N2 C15 116.5(4) . . ? C24 N3 C25 117.4(5) . . ? C31 N4 C30 116.1(5) . . ? C39 N5 C40 117.4(5) . . ? C1 N6 C45 115.6(5) . . ? N6 C1 C2 121.8(5) . . ? N6 C1 H1 119.1 . . ? C2 C1 H1 119.1 . . ? C3 C2 C8 117.8(5) . . ? C3 C2 C1 121.8(5) . . ? C8 C2 C1 120.4(5) . . ? C2 C3 C4 121.9(5) . . ? C2 C3 H3 119.0 . . ? C4 C3 H3 119.0 . . ? C6 C4 C3 117.6(5) . . ? C6 C4 C5 120.4(5) . . ? C3 C4 C5 122.0(5) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C4 C6 C7 121.8(5) . . ? C4 C6 H6 119.1 . . ? C7 C6 H6 119.1 . . ? C8 C7 C6 119.7(5) . . ? C8 C7 C9 122.2(5) . . ? C6 C7 C9 118.1(5) . . ? O1 C8 C7 121.8(5) . . ? O1 C8 C2 117.0(5) . . ? C7 C8 C2 121.2(5) . . ? N1 C9 C7 121.9(5) . . ? N1 C9 H9 119.1 . . ? C7 C9 H9 119.1 . . ? N1 C10 C15 110.1(4) . . ? N1 C10 C11 109.1(4) . . ? C15 C10 C11 111.1(4) . . ? N1 C10 H10 108.8 . . ? C15 C10 H10 108.8 . . ? C11 C10 H10 108.8 . . ? C10 C11 C12 111.6(4) . . ? C10 C11 H11A 109.3 . . ? C12 C11 H11A 109.3 . . ? C10 C11 H11B 109.3 . . ? C12 C11 H11B 109.3 . . ? H11A C11 H11B 108.0 . . ? C13 C12 C11 109.9(5) . . ? C13 C12 H12A 109.7 . . ? C11 C12 H12A 109.7 . . ? C13 C12 H12B 109.7 . . ? C11 C12 H12B 109.7 . . ? H12A C12 H12B 108.2 . . ? C12 C13 C14 110.6(5) . . ? C12 C13 H13A 109.5 . . ? C14 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? C14 C13 H13B 109.5 . . ? H13A C13 H13B 108.1 . . ? C13 C14 C15 111.9(4) . . ? C13 C14 H14A 109.2 . . ? C15 C14 H14A 109.2 . . ? C13 C14 H14B 109.2 . . ? C15 C14 H14B 109.2 . . ? H14A C14 H14B 107.9 . . ? N2 C15 C10 109.4(4) . . ? N2 C15 C14 110.0(4) . . ? C10 C15 C14 108.9(4) . . ? N2 C15 H15 109.5 . . ? C10 C15 H15 109.5 . . ? C14 C15 H15 109.5 . . ? N2 C16 C17 121.7(5) . . ? N2 C16 H16 119.2 . . ? C17 C16 H16 119.2 . . ? C18 C17 C23 118.5(5) . . ? C18 C17 C16 122.2(5) . . ? C23 C17 C16 119.4(5) . . ? C19 C18 C17 122.4(5) . . ? C19 C18 H18 118.8 . . ? C17 C18 H18 118.8 . . ? C21 C19 C18 118.2(5) . . ? C21 C19 C20 120.6(5) . . ? C18 C19 C20 121.1(5) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 C22 121.6(5) . . ? C19 C21 H21 119.2 . . ? C22 C21 H21 119.2 . . ? C23 C22 C21 118.9(5) . . ? C23 C22 C24 122.5(5) . . ? C21 C22 C24 118.6(5) . . ? O2 C23 C22 120.1(5) . . ? O2 C23 C17 119.5(5) . . ? C22 C23 C17 120.4(5) . . ? N3 C24 C22 123.2(5) . . ? N3 C24 H24 118.4 . . ? C22 C24 H24 118.4 . . ? N3 C25 C30 110.7(4) . . ? N3 C25 C26 108.7(4) . . ? C30 C25 C26 111.1(5) . . ? N3 C25 H25 108.8 . . ? C30 C25 H25 108.8 . . ? C26 C25 H25 108.8 . . ? C27 C26 C25 111.4(5) . . ? C27 C26 H26A 109.3 . . ? C25 C26 H26A 109.3 . . ? C27 C26 H26B 109.3 . . ? C25 C26 H26B 109.3 . . ? H26A C26 H26B 108.0 . . ? C28 C27 C26 110.9(5) . . ? C28 C27 H27A 109.5 . . ? C26 C27 H27A 109.5 . . ? C28 C27 H27B 109.5 . . ? C26 C27 H27B 109.5 . . ? H27A C27 H27B 108.0 . . ? C29 C28 C27 110.9(5) . . ? C29 C28 H28A 109.5 . . ? C27 C28 H28A 109.5 . . ? C29 C28 H28B 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 108.1 . . ? C28 C29 C30 113.0(5) . . ? C28 C29 H29A 109.0 . . ? C30 C29 H29A 109.0 . . ? C28 C29 H29B 109.0 . . ? C30 C29 H29B 109.0 . . ? H29A C29 H29B 107.8 . . ? N4 C30 C25 108.5(4) . . ? N4 C30 C29 109.3(4) . . ? C25 C30 C29 108.2(5) . . ? N4 C30 H30 110.3 . . ? C25 C30 H30 110.3 . . ? C29 C30 H30 110.3 . . ? N4 C31 C32 121.3(5) . . ? N4 C31 H31 119.3 . . ? C32 C31 H31 119.3 . . ? C33 C32 C38 118.8(5) . . ? C33 C32 C31 121.4(5) . . ? C38 C32 C31 119.7(5) . . ? C32 C33 C34 122.5(5) . . ? C32 C33 H33 118.8 . . ? C34 C33 H33 118.8 . . ? C36 C34 C33 117.8(5) . . ? C36 C34 C35 121.9(5) . . ? C33 C34 C35 120.2(5) . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C34 C36 C37 121.8(5) . . ? C34 C36 H36 119.1 . . ? C37 C36 H36 119.1 . . ? C38 C37 C36 119.2(5) . . ? C38 C37 C39 121.1(5) . . ? C36 C37 C39 119.7(5) . . ? O3 C38 C37 121.4(5) . . ? O3 C38 C32 118.7(5) . . ? C37 C38 C32 119.9(5) . . ? N5 C39 C37 122.0(5) . . ? N5 C39 H39 119.0 . . ? C37 C39 H39 119.0 . . ? N5 C40 C45 109.2(4) . . ? N5 C40 C41 108.1(4) . . ? C45 C40 C41 110.1(4) . . ? N5 C40 H40 109.8 . . ? C45 C40 H40 109.8 . . ? C41 C40 H40 109.8 . . ? C42 C41 C40 110.5(5) . . ? C42 C41 H41A 109.6 . . ? C40 C41 H41A 109.6 . . ? C42 C41 H41B 109.6 . . ? C40 C41 H41B 109.6 . . ? H41A C41 H41B 108.1 . . ? C43 C42 C41 111.5(5) . . ? C43 C42 H42A 109.3 . . ? C41 C42 H42A 109.3 . . ? C43 C42 H42B 109.3 . . ? C41 C42 H42B 109.3 . . ? H42A C42 H42B 108.0 . . ? C44 C43 C42 109.3(5) . . ? C44 C43 H43A 109.8 . . ? C42 C43 H43A 109.8 . . ? C44 C43 H43B 109.8 . . ? C42 C43 H43B 109.8 . . ? H43A C43 H43B 108.3 . . ? C43 C44 C45 112.7(5) . . ? C43 C44 H44A 109.0 . . ? C45 C44 H44A 109.0 . . ? C43 C44 H44B 109.0 . . ? C45 C44 H44B 109.0 . . ? H44A C44 H44B 107.8 . . ? N6 C45 C40 107.9(4) . . ? N6 C45 C44 109.5(5) . . ? C40 C45 C44 110.3(4) . . ? N6 C45 H45 109.7 . . ? C40 C45 H45 109.7 . . ? C44 C45 H45 109.7 . . ? C53 O4 H04 109.5 . . ? C68 O5 H05 109.5 . . ? C83 O6 H06 109.5 . . ? C54 N7 C55 117.6(5) . . ? C61 N8 C60 118.1(5) . . ? C69 N9 C70 117.5(5) . . ? C76 N10 C75 118.0(4) . . ? C84 N11 C85 116.9(4) . . ? C46 N12 C90 119.9(4) . . ? N12 C46 C47 122.4(2) . . ? N12 C46 H46 118.8 . . ? C47 C46 H46 118.8 . . ? C48 C47 C53 118.9(3) . . ? C48 C47 C46 120.2 . . ? C53 C47 C46 120.9(3) . . ? C49 C48 C47 121.4(3) . . ? C49 C48 H48 119.3 . . ? C47 C48 H48 119.3 . . ? C48 C49 C51 118.4(5) . . ? C48 C49 C50 120.0(5) . . ? C51 C49 C50 121.5(5) . . ? C49 C50 H50A 109.5 . . ? C49 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? C49 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? C52 C51 C49 121.8(5) . . ? C52 C51 H51 119.1 . . ? C49 C51 H51 119.1 . . ? C53 C52 C51 119.2(5) . . ? C53 C52 C54 119.7(5) . . ? C51 C52 C54 121.1(5) . . ? O4 C53 C52 119.0(5) . . ? O4 C53 C47 120.8(5) . . ? C52 C53 C47 120.1(5) . . ? N7 C54 C52 122.2(5) . . ? N7 C54 H54 118.9 . . ? C52 C54 H54 118.9 . . ? N7 C55 C60 108.9(4) . . ? N7 C55 C56 108.6(4) . . ? C60 C55 C56 110.5(5) . . ? N7 C55 H55 109.6 . . ? C60 C55 H55 109.6 . . ? C56 C55 H55 109.6 . . ? C57 C56 C55 111.2(4) . . ? C57 C56 H56A 109.4 . . ? C55 C56 H56A 109.4 . . ? C57 C56 H56B 109.4 . . ? C55 C56 H56B 109.4 . . ? H56A C56 H56B 108.0 . . ? C58 C57 C56 111.8(5) . . ? C58 C57 H57A 109.3 . . ? C56 C57 H57A 109.3 . . ? C58 C57 H57B 109.3 . . ? C56 C57 H57B 109.3 . . ? H57A C57 H57B 107.9 . . ? C57 C58 C59 110.6(5) . . ? C57 C58 H58A 109.5 . . ? C59 C58 H58A 109.5 . . ? C57 C58 H58B 109.5 . . ? C59 C58 H58B 109.5 . . ? H58A C58 H58B 108.1 . . ? C58 C59 C60 111.2(5) . . ? C58 C59 H59A 109.4 . . ? C60 C59 H59A 109.4 . . ? C58 C59 H59B 109.4 . . ? C60 C59 H59B 109.4 . . ? H59A C59 H59B 108.0 . . ? N8 C60 C55 108.6(4) . . ? N8 C60 C59 108.2(4) . . ? C55 C60 C59 109.6(4) . . ? N8 C60 H60 110.1 . . ? C55 C60 H60 110.1 . . ? C59 C60 H60 110.1 . . ? N8 C61 C62 120.9(5) . . ? N8 C61 H61 119.6 . . ? C62 C61 H61 119.6 . . ? C63 C62 C68 120.0(5) . . ? C63 C62 C61 119.6(5) . . ? C68 C62 C61 120.2(5) . . ? C62 C63 C64 121.7(5) . . ? C62 C63 H63 119.1 . . ? C64 C63 H63 119.2 . . ? C66 C64 C63 117.3(5) . . ? C66 C64 C65 122.4(5) . . ? C63 C64 C65 120.3(5) . . ? C64 C65 H65A 106(3) . . ? C64 C65 H65B 112(3) . . ? H65A C65 H65B 114(4) . . ? C64 C65 H65C 106(3) . . ? H65A C65 H65C 108(5) . . ? H65B C65 H65C 112(5) . . ? C67 C66 C64 122.6(5) . . ? C67 C66 H66 118.7 . . ? C64 C66 H66 118.7 . . ? C66 C67 C68 118.8(5) . . ? C66 C67 C69 120.9(5) . . ? C68 C67 C69 120.3(5) . . ? O5 C68 C62 122.5(5) . . ? O5 C68 C67 117.9(5) . . ? C62 C68 C67 119.6(5) . . ? N9 C69 C67 121.6(5) . . ? N9 C69 H69 119.2 . . ? C67 C69 H69 119.2 . . ? N9 C70 C75 108.7(4) . . ? N9 C70 C71 108.5(4) . . ? C75 C70 C71 111.0(4) . . ? N9 C70 H70 109.6 . . ? C75 C70 H70 109.6 . . ? C71 C70 H70 109.6 . . ? C72 C71 C70 111.8(5) . . ? C72 C71 H71A 109.2 . . ? C70 C71 H71A 109.2 . . ? C72 C71 H71B 109.2 . . ? C70 C71 H71B 109.2 . . ? H71A C71 H71B 107.9 . . ? C73 C72 C71 111.0(5) . . ? C73 C72 H72A 109.4 . . ? C71 C72 H72A 109.4 . . ? C73 C72 H72B 109.4 . . ? C71 C72 H72B 109.4 . . ? H72A C72 H72B 108.0 . . ? C72 C73 C74 110.3(5) . . ? C72 C73 H73A 109.6 . . ? C74 C73 H73A 109.6 . . ? C72 C73 H73B 109.6 . . ? C74 C73 H73B 109.6 . . ? H73A C73 H73B 108.1 . . ? C73 C74 C75 110.4(4) . . ? C73 C74 H74A 109.6 . . ? C75 C74 H74A 109.6 . . ? C73 C74 H74B 109.6 . . ? C75 C74 H74B 109.6 . . ? H74A C74 H74B 108.1 . . ? N10 C75 C70 107.6(4) . . ? N10 C75 C74 110.2(4) . . ? C70 C75 C74 110.9(4) . . ? N10 C75 H75 109.4 . . ? C70 C75 H75 109.4 . . ? C74 C75 H75 109.4 . . ? N10 C76 C77 122.3(5) . . ? N10 C76 H76 118.9 . . ? C77 C76 H76 118.8 . . ? C83 C77 C78 119.3(5) . . ? C83 C77 C76 121.4(5) . . ? C78 C77 C76 119.3(5) . . ? C79 C78 C77 121.9(5) . . ? C79 C78 H78 119.1 . . ? C77 C78 H78 119.1 . . ? C81 C79 C78 117.8(5) . . ? C81 C79 C80 121.8(5) . . ? C78 C79 C80 120.4(5) . . ? C79 C80 H80A 109.5 . . ? C79 C80 H80B 109.5 . . ? H80A C80 H80B 109.5 . . ? C79 C80 H80C 109.5 . . ? H80A C80 H80C 109.5 . . ? H80B C80 H80C 109.5 . . ? C79 C81 C82 123.3(5) . . ? C79 C81 H81 118.4 . . ? C82 C81 H81 118.4 . . ? C81 C82 C83 117.5(5) . . ? C81 C82 C84 123.2(4) . . ? C83 C82 C84 119.2(4) . . ? O6 C83 C77 121.5(4) . . ? O6 C83 C82 118.2(4) . . ? C77 C83 C82 120.2(5) . . ? N11 C84 C82 123.6(5) . . ? N11 C84 H84 118.2 . . ? C82 C84 H84 118.2 . . ? N11 C85 C90 110.6(4) . . ? N11 C85 C86 110.0(4) . . ? C90 C85 C86 109.2(4) . . ? N11 C85 H85 109.0 . . ? C90 C85 H85 109.0 . . ? C86 C85 H85 109.0 . . ? C85 C86 C87 111.5(5) . . ? C85 C86 H86A 109.3 . . ? C87 C86 H86A 109.3 . . ? C85 C86 H86B 109.3 . . ? C87 C86 H86B 109.3 . . ? H86A C86 H86B 108.0 . . ? C88 C87 C86 110.5(5) . . ? C88 C87 H87A 109.5 . . ? C86 C87 H87A 109.5 . . ? C88 C87 H87B 109.5 . . ? C86 C87 H87B 109.5 . . ? H87A C87 H87B 108.1 . . ? C87 C88 C89 111.1(4) . . ? C87 C88 H88A 109.4 . . ? C89 C88 H88A 109.4 . . ? C87 C88 H88B 109.4 . . ? C89 C88 H88B 109.4 . . ? H88A C88 H88B 108.0 . . ? C88 C89 C90 112.4(4) . . ? C88 C89 H89A 109.1 . . ? C90 C89 H89A 109.1 . . ? C88 C89 H89B 109.1 . . ? C90 C89 H89B 109.1 . . ? H89A C89 H89B 107.9 . . ? N12 C90 C85 107.9(4) . . ? N12 C90 C89 107.6(4) . . ? C85 C90 C89 109.7(4) . . ? N12 C90 H90 110.5 . . ? C85 C90 H90 110.5 . . ? C89 C90 H90 110.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C45 N6 C1 C2 176.9(5) . . . . ? N6 C1 C2 C3 1.3(8) . . . . ? N6 C1 C2 C8 -179.5(5) . . . . ? C8 C2 C3 C4 0.8(8) . . . . ? C1 C2 C3 C4 179.9(5) . . . . ? C2 C3 C4 C6 -0.6(8) . . . . ? C2 C3 C4 C5 180.0(5) . . . . ? C3 C4 C6 C7 0.4(8) . . . . ? C5 C4 C6 C7 179.9(5) . . . . ? C4 C6 C7 C8 -0.5(8) . . . . ? C4 C6 C7 C9 179.1(5) . . . . ? C6 C7 C8 O1 179.8(5) . . . . ? C9 C7 C8 O1 0.2(8) . . . . ? C6 C7 C8 C2 0.8(8) . . . . ? C9 C7 C8 C2 -178.8(5) . . . . ? C3 C2 C8 O1 -179.9(5) . . . . ? C1 C2 C8 O1 0.9(8) . . . . ? C3 C2 C8 C7 -0.9(8) . . . . ? C1 C2 C8 C7 180.0(5) . . . . ? C10 N1 C9 C7 176.2(5) . . . . ? C8 C7 C9 N1 3.8(8) . . . . ? C6 C7 C9 N1 -175.7(5) . . . . ? C9 N1 C10 C15 119.3(5) . . . . ? C9 N1 C10 C11 -118.5(5) . . . . ? N1 C10 C11 C12 -178.3(4) . . . . ? C15 C10 C11 C12 -56.7(6) . . . . ? C10 C11 C12 C13 56.4(6) . . . . ? C11 C12 C13 C14 -56.6(6) . . . . ? C12 C13 C14 C15 58.7(6) . . . . ? C16 N2 C15 C10 128.5(5) . . . . ? C16 N2 C15 C14 -112.0(5) . . . . ? N1 C10 C15 N2 -62.7(5) . . . . ? C11 C10 C15 N2 176.3(4) . . . . ? N1 C10 C15 C14 177.1(4) . . . . ? C11 C10 C15 C14 56.0(6) . . . . ? C13 C14 C15 N2 -177.3(4) . . . . ? C13 C14 C15 C10 -57.4(6) . . . . ? C15 N2 C16 C17 179.3(5) . . . . ? N2 C16 C17 C18 -1.7(8) . . . . ? N2 C16 C17 C23 177.4(5) . . . . ? C23 C17 C18 C19 -0.1(8) . . . . ? C16 C17 C18 C19 179.0(5) . . . . ? C17 C18 C19 C21 -1.7(8) . . . . ? C17 C18 C19 C20 -177.8(5) . . . . ? C18 C19 C21 C22 1.8(8) . . . . ? C20 C19 C21 C22 177.9(5) . . . . ? C19 C21 C22 C23 -0.1(8) . . . . ? C19 C21 C22 C24 -179.9(5) . . . . ? C21 C22 C23 O2 178.1(5) . . . . ? C24 C22 C23 O2 -2.0(8) . . . . ? C21 C22 C23 C17 -1.9(8) . . . . ? C24 C22 C23 C17 178.0(5) . . . . ? C18 C17 C23 O2 -178.1(5) . . . . ? C16 C17 C23 O2 2.8(8) . . . . ? C18 C17 C23 C22 2.0(8) . . . . ? C16 C17 C23 C22 -177.2(5) . . . . ? C25 N3 C24 C22 178.0(5) . . . . ? C23 C22 C24 N3 4.0(9) . . . . ? C21 C22 C24 N3 -176.2(5) . . . . ? C24 N3 C25 C30 118.0(5) . . . . ? C24 N3 C25 C26 -119.8(5) . . . . ? N3 C25 C26 C27 180.0(5) . . . . ? C30 C25 C26 C27 -58.0(6) . . . . ? C25 C26 C27 C28 55.7(7) . . . . ? C26 C27 C28 C29 -54.3(7) . . . . ? C27 C28 C29 C30 56.2(7) . . . . ? C31 N4 C30 C25 130.3(5) . . . . ? C31 N4 C30 C29 -111.9(5) . . . . ? N3 C25 C30 N4 -63.8(6) . . . . ? C26 C25 C30 N4 175.3(4) . . . . ? N3 C25 C30 C29 177.7(4) . . . . ? C26 C25 C30 C29 56.8(6) . . . . ? C28 C29 C30 N4 -174.8(5) . . . . ? C28 C29 C30 C25 -56.8(6) . . . . ? C30 N4 C31 C32 175.2(4) . . . . ? N4 C31 C32 C33 -5.0(8) . . . . ? N4 C31 C32 C38 178.4(5) . . . . ? C38 C32 C33 C34 -1.0(8) . . . . ? C31 C32 C33 C34 -177.6(5) . . . . ? C32 C33 C34 C36 -0.7(8) . . . . ? C32 C33 C34 C35 176.4(5) . . . . ? C33 C34 C36 C37 1.0(8) . . . . ? C35 C34 C36 C37 -176.0(5) . . . . ? C34 C36 C37 C38 0.4(8) . . . . ? C34 C36 C37 C39 179.2(5) . . . . ? C36 C37 C38 O3 177.3(5) . . . . ? C39 C37 C38 O3 -1.5(8) . . . . ? C36 C37 C38 C32 -2.1(8) . . . . ? C39 C37 C38 C32 179.1(5) . . . . ? C33 C32 C38 O3 -177.0(5) . . . . ? C31 C32 C38 O3 -0.4(7) . . . . ? C33 C32 C38 C37 2.4(8) . . . . ? C31 C32 C38 C37 179.1(5) . . . . ? C40 N5 C39 C37 179.9(4) . . . . ? C38 C37 C39 N5 4.2(8) . . . . ? C36 C37 C39 N5 -174.6(5) . . . . ? C39 N5 C40 C45 119.6(5) . . . . ? C39 N5 C40 C41 -120.6(5) . . . . ? N5 C40 C41 C42 -176.1(4) . . . . ? C45 C40 C41 C42 -56.9(6) . . . . ? C40 C41 C42 C43 57.3(6) . . . . ? C41 C42 C43 C44 -56.1(7) . . . . ? C42 C43 C44 C45 56.4(7) . . . . ? C1 N6 C45 C40 129.6(5) . . . . ? C1 N6 C45 C44 -110.3(6) . . . . ? N5 C40 C45 N6 -65.4(6) . . . . ? C41 C40 C45 N6 176.0(4) . . . . ? N5 C40 C45 C44 175.0(4) . . . . ? C41 C40 C45 C44 56.4(6) . . . . ? C43 C44 C45 N6 -176.0(5) . . . . ? C43 C44 C45 C40 -57.4(6) . . . . ? C90 N12 C46 C47 177.2(3) . . . . ? N12 C46 C47 C48 -178.3(3) . . . . ? N12 C46 C47 C53 1.8(3) . . . . ? C53 C47 C48 C49 -0.6(3) . . . . ? C46 C47 C48 C49 179.5(3) . . . . ? C47 C48 C49 C51 1.9(5) . . . . ? C47 C48 C49 C50 -178.1(3) . . . . ? C48 C49 C51 C52 -1.5(7) . . . . ? C50 C49 C51 C52 178.5(5) . . . . ? C49 C51 C52 C53 -0.3(8) . . . . ? C49 C51 C52 C54 178.9(5) . . . . ? C51 C52 C53 O4 -179.2(4) . . . . ? C54 C52 C53 O4 1.6(7) . . . . ? C51 C52 C53 C47 1.6(7) . . . . ? C54 C52 C53 C47 -177.6(4) . . . . ? C48 C47 C53 O4 179.6(3) . . . . ? C46 C47 C53 O4 -0.5(6) . . . . ? C48 C47 C53 C52 -1.2(6) . . . . ? C46 C47 C53 C52 178.7(3) . . . . ? C55 N7 C54 C52 178.7(4) . . . . ? C53 C52 C54 N7 178.2(5) . . . . ? C51 C52 C54 N7 -1.0(8) . . . . ? C54 N7 C55 C60 129.3(5) . . . . ? C54 N7 C55 C56 -110.4(5) . . . . ? N7 C55 C56 C57 -175.4(5) . . . . ? C60 C55 C56 C57 -56.0(6) . . . . ? C55 C56 C57 C58 55.4(7) . . . . ? C56 C57 C58 C59 -55.7(7) . . . . ? C57 C58 C59 C60 57.2(7) . . . . ? C61 N8 C60 C55 123.5(5) . . . . ? C61 N8 C60 C59 -117.6(5) . . . . ? N7 C55 C60 N8 -65.8(5) . . . . ? C56 C55 C60 N8 175.0(4) . . . . ? N7 C55 C60 C59 176.1(4) . . . . ? C56 C55 C60 C59 56.9(6) . . . . ? C58 C59 C60 N8 -176.3(5) . . . . ? C58 C59 C60 C55 -58.0(6) . . . . ? C60 N8 C61 C62 177.6(4) . . . . ? N8 C61 C62 C63 -175.5(5) . . . . ? N8 C61 C62 C68 0.7(8) . . . . ? C68 C62 C63 C64 1.2(8) . . . . ? C61 C62 C63 C64 177.3(4) . . . . ? C62 C63 C64 C66 0.2(7) . . . . ? C62 C63 C64 C65 -177.6(5) . . . . ? C63 C64 C66 C67 -1.7(8) . . . . ? C65 C64 C66 C67 176.0(5) . . . . ? C64 C66 C67 C68 1.7(8) . . . . ? C64 C66 C67 C69 -179.0(5) . . . . ? C63 C62 C68 O5 177.9(5) . . . . ? C61 C62 C68 O5 1.8(7) . . . . ? C63 C62 C68 C67 -1.2(7) . . . . ? C61 C62 C68 C67 -177.3(4) . . . . ? C66 C67 C68 O5 -179.3(4) . . . . ? C69 C67 C68 O5 1.4(7) . . . . ? C66 C67 C68 C62 -0.3(7) . . . . ? C69 C67 C68 C62 -179.6(5) . . . . ? C70 N9 C69 C67 179.1(4) . . . . ? C66 C67 C69 N9 4.6(7) . . . . ? C68 C67 C69 N9 -176.1(5) . . . . ? C69 N9 C70 C75 126.7(5) . . . . ? C69 N9 C70 C71 -112.6(5) . . . . ? N9 C70 C71 C72 -173.5(4) . . . . ? C75 C70 C71 C72 -54.2(6) . . . . ? C70 C71 C72 C73 55.4(6) . . . . ? C71 C72 C73 C74 -57.2(6) . . . . ? C72 C73 C74 C75 58.4(6) . . . . ? C76 N10 C75 C70 117.8(5) . . . . ? C76 N10 C75 C74 -121.2(5) . . . . ? N9 C70 C75 N10 -65.2(5) . . . . ? C71 C70 C75 N10 175.6(4) . . . . ? N9 C70 C75 C74 174.3(4) . . . . ? C71 C70 C75 C74 55.1(6) . . . . ? C73 C74 C75 N10 -176.5(4) . . . . ? C73 C74 C75 C70 -57.4(6) . . . . ? C75 N10 C76 C77 -179.3(4) . . . . ? N10 C76 C77 C83 5.2(8) . . . . ? N10 C76 C77 C78 -172.5(5) . . . . ? C83 C77 C78 C79 1.1(8) . . . . ? C76 C77 C78 C79 178.8(5) . . . . ? C77 C78 C79 C81 -0.6(8) . . . . ? C77 C78 C79 C80 -177.9(5) . . . . ? C78 C79 C81 C82 0.7(8) . . . . ? C80 C79 C81 C82 178.1(5) . . . . ? C79 C81 C82 C83 -1.4(8) . . . . ? C79 C81 C82 C84 -177.7(5) . . . . ? C78 C77 C83 O6 179.4(5) . . . . ? C76 C77 C83 O6 1.7(8) . . . . ? C78 C77 C83 C82 -1.8(8) . . . . ? C76 C77 C83 C82 -179.5(5) . . . . ? C81 C82 C83 O6 -179.2(5) . . . . ? C84 C82 C83 O6 -2.8(7) . . . . ? C81 C82 C83 C77 1.9(8) . . . . ? C84 C82 C83 C77 178.3(5) . . . . ? C85 N11 C84 C82 177.1(5) . . . . ? C81 C82 C84 N11 5.9(8) . . . . ? C83 C82 C84 N11 -170.3(5) . . . . ? C84 N11 C85 C90 124.7(5) . . . . ? C84 N11 C85 C86 -114.5(5) . . . . ? N11 C85 C86 C87 179.5(4) . . . . ? C90 C85 C86 C87 -58.9(6) . . . . ? C85 C86 C87 C88 56.6(6) . . . . ? C86 C87 C88 C89 -53.7(6) . . . . ? C87 C88 C89 C90 55.2(6) . . . . ? C46 N12 C90 C85 121.6(5) . . . . ? C46 N12 C90 C89 -120.0(5) . . . . ? N11 C85 C90 N12 -63.6(5) . . . . ? C86 C85 C90 N12 175.2(4) . . . . ? N11 C85 C90 C89 179.4(4) . . . . ? C86 C85 C90 C89 58.2(6) . . . . ? C88 C89 C90 N12 -174.6(4) . . . . ? C88 C89 C90 C85 -57.4(6) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H01 N1 0.84 1.88 2.618(5) 145.1 . O2 H2 N3 0.84 1.87 2.619(6) 148.6 . O3 H03 N5 0.84 1.87 2.599(6) 144.3 . O4 H04 N12 0.84 1.84 2.590(6) 147.4 . O5 H05 N8 0.84 1.83 2.567(6) 146.3 . O6 H06 N10 0.84 1.88 2.620(5) 146.8 . _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 69.99 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 0.283 _refine_diff_density_min -0.278 _refine_diff_density_rms 0.063