# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'ProfD Norbert Mitzel' _publ_contact_author_email MITZEL@UNI-BIELEFELD.DE _publ_section_title ; Rare Earth Metal Hydroxylamide Complexes ; loop_ _publ_author_name 'Norbert Mitzel' 'Alexander Hepp' 'Andreas Mix' 'Tania Pape' 'Ajay Venugopal' # Attachment '2a.cif' data_2a _database_code_depnum_ccdc_archive 'CCDC 687816' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H48 N2 O2 Y2' _chemical_formula_weight 862.70 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Y Y -2.7962 3.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.4551(14) _cell_length_b 10.8881(18) _cell_length_c 11.5460(19) _cell_angle_alpha 84.601(3) _cell_angle_beta 76.727(3) _cell_angle_gamma 71.717(3) _cell_volume 982.0(3) _cell_formula_units_Z 1 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 900 _cell_measurement_theta_min 1 _cell_measurement_theta_max 22.5 _exptl_crystal_description 'transparent plates' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.459 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 444 _exptl_absorpt_coefficient_mu 2.982 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6311 _exptl_absorpt_correction_T_max 0.8900 _exptl_absorpt_process_details ; Corrections were done with the SADABS program, utilizing the none merged raw data obtained from the integration process. Integration and final cell refinement were done with SAINT. SADABS reports ratio of Tmin/Tmax = 0.818244 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'Omega and Phi scans' _diffrn_detector_area_resol_mean 80 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11324 _diffrn_reflns_av_R_equivalents 0.0268 _diffrn_reflns_av_sigmaI/netI 0.0488 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 30.07 _reflns_number_total 5660 _reflns_number_gt 4758 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker AXS, 2000)' _computing_cell_refinement 'SAINT (Bruker AXS, 2000)' _computing_data_reduction 'SAINT,SADABS (Bruker AXS, 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; ORTEP3,L.J. Farrugia, J. Appl. Cryst. (1997) 30, 565 ; _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^)+(0.0394P)^2^+0.0772P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5660 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0480 _refine_ls_R_factor_gt 0.0347 _refine_ls_wR_factor_ref 0.0782 _refine_ls_wR_factor_gt 0.0741 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.020 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Y1 Y 1.00896(2) 0.662664(18) -0.044982(16) 0.01872(6) Uani 1 1 d . . . N1 N 0.7989(2) 0.67088(15) 0.14835(14) 0.0205(3) Uani 1 1 d . . . O1 O 1.12156(17) 0.45351(13) -0.09442(12) 0.0215(3) Uani 1 1 d . . . C1 C 1.3327(3) 0.6163(2) -0.03344(18) 0.0253(4) Uani 1 1 d . . . H1 H 1.4083 0.5350 -0.0619 0.030 Uiso 1 1 calc R . . C2 C 1.2419(3) 0.6418(2) 0.08320(19) 0.0272(4) Uani 1 1 d . . . H2 H 1.2440 0.5810 0.1479 0.033 Uiso 1 1 calc R . . C3 C 1.1468(3) 0.7730(2) 0.0882(2) 0.0303(5) Uani 1 1 d . . . H3 H 1.0736 0.8168 0.1570 0.036 Uiso 1 1 calc R . . C4 C 1.1785(3) 0.8282(2) -0.0259(2) 0.0318(5) Uani 1 1 d . . . H4 H 1.1308 0.9160 -0.0482 0.038 Uiso 1 1 calc R . . C5 C 1.2934(3) 0.7308(2) -0.1015(2) 0.0290(4) Uani 1 1 d . . . H5 H 1.3367 0.7408 -0.1842 0.035 Uiso 1 1 calc R . . C6 C 0.8986(4) 0.8649(2) -0.1865(2) 0.0413(6) Uani 1 1 d . . . H6 H 0.9334 0.9387 -0.1812 0.050 Uiso 1 1 calc R . . C7 C 0.7519(3) 0.8410(3) -0.1204(2) 0.0457(7) Uani 1 1 d . . . H7 H 0.6688 0.8950 -0.0612 0.055 Uiso 1 1 calc R . . C8 C 0.7479(3) 0.7232(3) -0.1563(2) 0.0407(6) Uani 1 1 d . . . H8 H 0.6616 0.6829 -0.1260 0.049 Uiso 1 1 calc R . . C9 C 0.8911(3) 0.6761(2) -0.2435(2) 0.0343(5) Uani 1 1 d . . . H9 H 0.9201 0.5977 -0.2843 0.041 Uiso 1 1 calc R . . C10 C 0.9860(3) 0.7618(2) -0.26189(19) 0.0355(5) Uani 1 1 d . . . H10 H 1.0919 0.7520 -0.3163 0.043 Uiso 1 1 calc R . . C11 C 0.8443(3) 0.66019(19) 0.26523(16) 0.0228(4) Uani 1 1 d . . . H11A H 0.9698 0.6265 0.2539 0.027 Uiso 1 1 calc R . . H11B H 0.7962 0.5960 0.3151 0.027 Uiso 1 1 calc R . . C12 C 0.7837(3) 0.78427(19) 0.33135(17) 0.0235(4) Uani 1 1 d . . . C13 C 0.7444(3) 0.9059(2) 0.2771(2) 0.0347(5) Uani 1 1 d . . . H13 H 0.7471 0.9141 0.1941 0.042 Uiso 1 1 calc R . . C14 C 0.7014(4) 1.0152(2) 0.3434(2) 0.0456(7) Uani 1 1 d . . . H14 H 0.6728 1.0982 0.3057 0.055 Uiso 1 1 calc R . . C15 C 0.6993(3) 1.0053(3) 0.4627(2) 0.0436(6) Uani 1 1 d . . . H15 H 0.6720 1.0811 0.5071 0.052 Uiso 1 1 calc R . . C16 C 0.7367(3) 0.8861(2) 0.5182(2) 0.0365(5) Uani 1 1 d . . . H16 H 0.7343 0.8789 0.6012 0.044 Uiso 1 1 calc R . . C17 C 0.7780(3) 0.7763(2) 0.45271(18) 0.0276(4) Uani 1 1 d . . . H17 H 0.8030 0.6937 0.4916 0.033 Uiso 1 1 calc R . . C18 C 0.6124(2) 0.7102(2) 0.15542(17) 0.0238(4) Uani 1 1 d . . . H18A H 0.5942 0.6810 0.0822 0.029 Uiso 1 1 calc R . . H18B H 0.5712 0.8060 0.1532 0.029 Uiso 1 1 calc R . . C19 C 0.4993(3) 0.6645(2) 0.25970(17) 0.0244(4) Uani 1 1 d . . . C20 C 0.3493(3) 0.7546(2) 0.31402(18) 0.0288(4) Uani 1 1 d . . . H20 H 0.3284 0.8435 0.2914 0.035 Uiso 1 1 calc R . . C21 C 0.2302(3) 0.7163(3) 0.4005(2) 0.0373(5) Uani 1 1 d . . . H21 H 0.1276 0.7787 0.4362 0.045 Uiso 1 1 calc R . . C22 C 0.2599(3) 0.5884(3) 0.4350(2) 0.0406(6) Uani 1 1 d . . . H22 H 0.1771 0.5621 0.4938 0.049 Uiso 1 1 calc R . . C23 C 0.4104(3) 0.4976(2) 0.3843(2) 0.0365(5) Uani 1 1 d . . . H23 H 0.4322 0.4093 0.4093 0.044 Uiso 1 1 calc R . . C24 C 0.5287(3) 0.5361(2) 0.29737(18) 0.0286(4) Uani 1 1 d . . . H24 H 0.6318 0.4735 0.2628 0.034 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 Y1 0.01958(9) 0.02002(9) 0.01738(9) -0.00057(6) -0.00372(6) -0.00724(6) N1 0.0224(8) 0.0206(8) 0.0180(7) -0.0041(6) -0.0030(6) -0.0055(6) O1 0.0227(7) 0.0195(6) 0.0207(7) -0.0054(5) -0.0003(5) -0.0058(5) C1 0.0204(9) 0.0296(10) 0.0281(10) -0.0036(8) -0.0075(8) -0.0079(8) C2 0.0277(11) 0.0348(11) 0.0259(10) 0.0004(8) -0.0111(8) -0.0153(9) C3 0.0273(11) 0.0353(12) 0.0329(11) -0.0100(9) -0.0052(9) -0.0144(9) C4 0.0303(11) 0.0252(10) 0.0442(13) 0.0006(9) -0.0104(10) -0.0129(9) C5 0.0239(10) 0.0352(11) 0.0314(11) 0.0026(9) -0.0058(8) -0.0147(9) C6 0.0630(17) 0.0278(12) 0.0439(14) 0.0127(10) -0.0315(13) -0.0183(12) C7 0.0434(15) 0.0472(15) 0.0274(12) -0.0046(10) -0.0120(11) 0.0175(12) C8 0.0303(12) 0.0637(17) 0.0360(13) 0.0230(12) -0.0187(10) -0.0237(12) C9 0.0486(14) 0.0290(11) 0.0278(11) 0.0013(9) -0.0210(10) -0.0068(10) C10 0.0302(11) 0.0541(15) 0.0209(10) 0.0114(10) -0.0075(9) -0.0127(11) C11 0.0265(10) 0.0241(9) 0.0185(9) -0.0015(7) -0.0050(7) -0.0081(8) C12 0.0229(10) 0.0282(10) 0.0202(9) -0.0053(8) -0.0002(7) -0.0107(8) C13 0.0490(14) 0.0313(11) 0.0224(10) -0.0017(9) 0.0006(10) -0.0155(10) C14 0.0652(18) 0.0250(11) 0.0429(14) -0.0037(10) 0.0001(13) -0.0160(12) C15 0.0514(16) 0.0385(13) 0.0417(14) -0.0214(11) -0.0018(12) -0.0147(12) C16 0.0354(13) 0.0458(14) 0.0267(11) -0.0138(10) -0.0070(9) -0.0061(11) C17 0.0249(10) 0.0340(11) 0.0230(10) -0.0034(8) -0.0052(8) -0.0069(9) C18 0.0216(9) 0.0268(10) 0.0205(9) -0.0019(7) -0.0029(7) -0.0046(8) C19 0.0208(9) 0.0358(11) 0.0182(9) -0.0061(8) -0.0031(7) -0.0100(8) C20 0.0257(10) 0.0375(12) 0.0243(10) -0.0097(9) -0.0038(8) -0.0095(9) C21 0.0252(11) 0.0585(16) 0.0269(11) -0.0146(11) 0.0020(9) -0.0125(11) C22 0.0340(13) 0.0639(17) 0.0276(12) -0.0036(11) 0.0028(10) -0.0261(12) C23 0.0388(13) 0.0456(14) 0.0286(11) 0.0026(10) -0.0046(10) -0.0206(11) C24 0.0267(10) 0.0360(12) 0.0227(10) -0.0037(8) -0.0013(8) -0.0107(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Y1 O1 2.2479(13) . ? Y1 O1 2.2551(14) 2_765 ? Y1 N1 2.5027(16) . ? Y1 C1 2.656(2) . ? Y1 C10 2.657(2) . ? Y1 C5 2.658(2) . ? Y1 C2 2.667(2) . ? Y1 C6 2.669(2) . ? Y1 C7 2.675(2) . ? Y1 C9 2.676(2) . ? Y1 C8 2.682(2) . ? Y1 C4 2.682(2) . ? N1 O1 1.438(2) 2_765 ? N1 C11 1.471(2) . ? N1 C18 1.483(2) . ? O1 N1 1.438(2) 2_765 ? O1 Y1 2.2551(14) 2_765 ? C1 C2 1.394(3) . ? C1 C5 1.400(3) . ? C1 H1 0.9500 . ? C2 C3 1.401(3) . ? C2 H2 0.9500 . ? C3 C4 1.399(3) . ? C3 H3 0.9500 . ? C4 C5 1.403(3) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C6 C7 1.386(4) . ? C6 C10 1.390(4) . ? C6 H6 0.9500 . ? C7 C8 1.396(4) . ? C7 H7 0.9500 . ? C8 C9 1.375(3) . ? C8 H8 0.9500 . ? C9 C10 1.383(3) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 C12 1.500(3) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.385(3) . ? C12 C17 1.386(3) . ? C13 C14 1.380(3) . ? C13 H13 0.9500 . ? C14 C15 1.369(4) . ? C14 H14 0.9500 . ? C15 C16 1.369(4) . ? C15 H15 0.9500 . ? C16 C17 1.382(3) . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? C18 C19 1.506(3) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 C24 1.387(3) . ? C19 C20 1.391(3) . ? C20 C21 1.381(3) . ? C20 H20 0.9500 . ? C21 C22 1.373(4) . ? C21 H21 0.9500 . ? C22 C23 1.385(4) . ? C22 H22 0.9500 . ? C23 C24 1.381(3) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Y1 O1 72.30(5) . 2_765 ? O1 Y1 N1 106.90(5) . . ? O1 Y1 N1 34.70(5) 2_765 . ? O1 Y1 C1 77.98(6) . . ? O1 Y1 C1 111.48(6) 2_765 . ? N1 Y1 C1 116.91(6) . . ? O1 Y1 C10 97.66(7) . . ? O1 Y1 C10 138.03(6) 2_765 . ? N1 Y1 C10 134.11(6) . . ? C1 Y1 C10 105.63(7) . . ? O1 Y1 C5 98.48(6) . . ? O1 Y1 C5 140.26(6) 2_765 . ? N1 Y1 C5 130.94(6) . . ? C1 Y1 C5 30.55(6) . . ? C10 Y1 C5 80.69(7) . . ? O1 Y1 C2 91.60(6) . . ? O1 Y1 C2 90.61(6) 2_765 . ? N1 Y1 C2 87.10(6) . . ? C1 Y1 C2 30.36(6) . . ? C10 Y1 C2 130.99(7) . . ? C5 Y1 C2 50.32(7) . . ? O1 Y1 C6 127.46(7) . . ? O1 Y1 C6 134.00(7) 2_765 . ? N1 Y1 C6 111.15(7) . . ? C1 Y1 C6 113.23(8) . . ? C10 Y1 C6 30.25(8) . . ? C5 Y1 C6 82.80(8) . . ? C2 Y1 C6 124.61(7) . . ? O1 Y1 C7 127.78(7) . . ? O1 Y1 C7 103.94(8) 2_765 . ? N1 Y1 C7 84.95(7) . . ? C1 Y1 C7 141.81(8) . . ? C10 Y1 C7 49.80(7) . . ? C5 Y1 C7 111.40(8) . . ? C2 Y1 C7 140.42(8) . . ? C6 Y1 C7 30.06(8) . . ? O1 Y1 C9 81.45(6) . . ? O1 Y1 C9 108.58(7) 2_765 . ? N1 Y1 C9 116.68(7) . . ? C1 Y1 C9 126.06(7) . . ? C10 Y1 C9 30.06(7) . . ? C5 Y1 C9 107.99(7) . . ? C2 Y1 C9 156.22(7) . . ? C6 Y1 C9 49.55(7) . . ? C7 Y1 C9 49.47(7) . . ? O1 Y1 C8 98.08(7) . . ? O1 Y1 C8 90.54(6) 2_765 . ? N1 Y1 C8 88.27(7) . . ? C1 Y1 C8 154.68(7) . . ? C10 Y1 C8 49.64(7) . . ? C5 Y1 C8 129.20(7) . . ? C2 Y1 C8 170.14(8) . . ? C6 Y1 C8 49.69(8) . . ? C7 Y1 C8 30.22(8) . . ? C9 Y1 C8 29.74(8) . . ? O1 Y1 C4 127.08(6) . . ? O1 Y1 C4 131.14(6) 2_765 . ? N1 Y1 C4 105.85(6) . . ? C1 Y1 C4 50.21(7) . . ? C10 Y1 C4 87.96(7) . . ? C5 Y1 C4 30.46(7) . . ? C2 Y1 C4 50.14(7) . . ? C6 Y1 C4 74.47(8) . . ? C7 Y1 C4 95.36(8) . . ? C9 Y1 C4 117.89(7) . . ? C8 Y1 C4 123.32(8) . . ? O1 N1 C11 107.14(14) 2_765 . ? O1 N1 C18 109.98(14) 2_765 . ? C11 N1 C18 113.32(15) . . ? O1 N1 Y1 63.20(8) 2_765 . ? C11 N1 Y1 123.46(12) . . ? C18 N1 Y1 122.38(12) . . ? N1 O1 Y1 169.26(11) 2_765 . ? N1 O1 Y1 82.10(9) 2_765 2_765 ? Y1 O1 Y1 107.70(5) . 2_765 ? C2 C1 C5 108.29(19) . . ? C2 C1 Y1 75.28(12) . . ? C5 C1 Y1 74.82(12) . . ? C2 C1 H1 125.9 . . ? C5 C1 H1 125.9 . . ? Y1 C1 H1 116.1 . . ? C1 C2 C3 107.96(19) . . ? C1 C2 Y1 74.36(11) . . ? C3 C2 Y1 75.56(12) . . ? C1 C2 H2 126.0 . . ? C3 C2 H2 126.0 . . ? Y1 C2 H2 116.2 . . ? C4 C3 C2 108.08(19) . . ? C4 C3 Y1 74.74(12) . . ? C2 C3 Y1 74.10(12) . . ? C4 C3 H3 126.0 . . ? C2 C3 H3 126.0 . . ? Y1 C3 H3 117.2 . . ? C3 C4 C5 107.8(2) . . ? C3 C4 Y1 75.04(12) . . ? C5 C4 Y1 73.83(12) . . ? C3 C4 H4 126.1 . . ? C5 C4 H4 126.1 . . ? Y1 C4 H4 117.1 . . ? C1 C5 C4 107.8(2) . . ? C1 C5 Y1 74.63(12) . . ? C4 C5 Y1 75.71(12) . . ? C1 C5 H5 126.1 . . ? C4 C5 H5 126.1 . . ? Y1 C5 H5 115.8 . . ? C7 C6 C10 108.0(2) . . ? C7 C6 Y1 75.22(13) . . ? C10 C6 Y1 74.40(13) . . ? C7 C6 H6 126.0 . . ? C10 C6 H6 126.0 . . ? Y1 C6 H6 116.5 . . ? C6 C7 C8 107.8(2) . . ? C6 C7 Y1 74.72(14) . . ? C8 C7 Y1 75.16(13) . . ? C6 C7 H7 126.1 . . ? C8 C7 H7 126.1 . . ? Y1 C7 H7 116.2 . . ? C9 C8 C7 107.8(2) . . ? C9 C8 Y1 74.89(13) . . ? C7 C8 Y1 74.62(13) . . ? C9 C8 H8 126.1 . . ? C7 C8 H8 126.1 . . ? Y1 C8 H8 116.5 . . ? C8 C9 C10 108.7(2) . . ? C8 C9 Y1 75.36(13) . . ? C10 C9 Y1 74.21(12) . . ? C8 C9 H9 125.6 . . ? C10 C9 H9 125.6 . . ? Y1 C9 H9 116.8 . . ? C9 C10 C6 107.8(2) . . ? C9 C10 Y1 75.73(12) . . ? C6 C10 Y1 75.35(13) . . ? C9 C10 H10 126.1 . . ? C6 C10 H10 126.1 . . ? Y1 C10 H10 115.1 . . ? N1 C11 C12 114.92(16) . . ? N1 C11 H11A 108.5 . . ? C12 C11 H11A 108.5 . . ? N1 C11 H11B 108.5 . . ? C12 C11 H11B 108.5 . . ? H11A C11 H11B 107.5 . . ? C13 C12 C17 118.21(19) . . ? C13 C12 C11 123.86(18) . . ? C17 C12 C11 117.78(18) . . ? C14 C13 C12 120.2(2) . . ? C14 C13 H13 119.9 . . ? C12 C13 H13 119.9 . . ? C15 C14 C13 120.8(2) . . ? C15 C14 H14 119.6 . . ? C13 C14 H14 119.6 . . ? C16 C15 C14 120.0(2) . . ? C16 C15 H15 120.0 . . ? C14 C15 H15 120.0 . . ? C15 C16 C17 119.5(2) . . ? C15 C16 H16 120.2 . . ? C17 C16 H16 120.2 . . ? C16 C17 C12 121.3(2) . . ? C16 C17 H17 119.4 . . ? C12 C17 H17 119.4 . . ? N1 C18 C19 119.52(17) . . ? N1 C18 H18A 107.4 . . ? C19 C18 H18A 107.4 . . ? N1 C18 H18B 107.4 . . ? C19 C18 H18B 107.4 . . ? H18A C18 H18B 107.0 . . ? C24 C19 C20 118.27(19) . . ? C24 C19 C18 123.67(18) . . ? C20 C19 C18 117.8(2) . . ? C21 C20 C19 120.8(2) . . ? C21 C20 H20 119.6 . . ? C19 C20 H20 119.6 . . ? C22 C21 C20 120.1(2) . . ? C22 C21 H21 119.9 . . ? C20 C21 H21 119.9 . . ? C21 C22 C23 120.0(2) . . ? C21 C22 H22 120.0 . . ? C23 C22 H22 120.0 . . ? C24 C23 C22 119.6(2) . . ? C24 C23 H23 120.2 . . ? C22 C23 H23 120.2 . . ? C23 C24 C19 121.1(2) . . ? C23 C24 H24 119.5 . . ? C19 C24 H24 119.5 . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 30.07 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.723 _refine_diff_density_min -0.596 _refine_diff_density_rms 0.077 # Attachment '2b.cif' data_2b _database_code_depnum_ccdc_archive 'CCDC 687817' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H48 N2 O2 Sm2' _chemical_formula_weight 985.58 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 42.893(9) _cell_length_b 8.9932(19) _cell_length_c 25.253(5) _cell_angle_alpha 90.00 _cell_angle_beta 123.722(4) _cell_angle_gamma 90.00 _cell_volume 8102(3) _cell_formula_units_Z 8 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 900 _cell_measurement_theta_min 1 _cell_measurement_theta_max 22.5 _exptl_crystal_description 'transparent prism' _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.616 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3920 _exptl_absorpt_coefficient_mu 2.911 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6223 _exptl_absorpt_correction_T_max 0.8924 _exptl_absorpt_process_details ; Corrections were done with the SADABS program, utilizing the none merged raw data obtained from the integration process. Integration and final cell refinement were done with SAINT. SADABS reports ratio of Tmin/Tmax = 0.829887 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'Omega and Phi scans' _diffrn_detector_area_resol_mean 80 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 45837 _diffrn_reflns_av_R_equivalents 0.0519 _diffrn_reflns_av_sigmaI/netI 0.0495 _diffrn_reflns_limit_h_min -60 _diffrn_reflns_limit_h_max 60 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 1.14 _diffrn_reflns_theta_max 30.05 _reflns_number_total 11847 _reflns_number_gt 9869 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker AXS, 2000)' _computing_cell_refinement 'SAINT (Bruker AXS, 2000)' _computing_data_reduction 'SAINT,SADABS (Bruker AXS, 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; ORTEP3,L.J. Farrugia, J. Appl. Cryst. (1997) 30, 565 ; _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^)+(0.0309P)^2^+7.9341P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11847 _refine_ls_number_parameters 487 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0509 _refine_ls_R_factor_gt 0.0374 _refine_ls_wR_factor_ref 0.0787 _refine_ls_wR_factor_gt 0.0747 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sm1 Sm 0.844434(5) 0.136694(18) 0.304710(8) 0.01863(5) Uani 1 1 d . . . N1 N 0.91247(8) 0.1759(3) 0.39905(13) 0.0187(5) Uani 1 1 d . . . O1 O 0.90444(6) 0.2154(2) 0.33777(10) 0.0204(5) Uani 1 1 d . . . C1 C 0.82516(11) 0.3218(5) 0.3692(2) 0.0352(9) Uani 1 1 d . . . H1 H 0.8450 0.3517 0.4106 0.042 Uiso 1 1 calc R . . C2 C 0.80275(11) 0.1958(5) 0.3542(2) 0.0359(9) Uani 1 1 d . . . H2 H 0.8048 0.1248 0.3839 0.043 Uiso 1 1 calc R . . C3 C 0.77669(11) 0.1917(5) 0.2880(2) 0.0364(9) Uani 1 1 d . . . H3 H 0.7581 0.1177 0.2650 0.044 Uiso 1 1 calc R . . C4 C 0.81330(11) 0.3965(4) 0.31228(19) 0.0318(8) Uani 1 1 d . . . H4 H 0.8238 0.4854 0.3083 0.038 Uiso 1 1 calc R . . C5 C 0.78303(11) 0.3164(4) 0.2621(2) 0.0331(9) Uani 1 1 d . . . H5 H 0.7693 0.3425 0.2183 0.040 Uiso 1 1 calc R . . C6 C 0.82487(11) -0.1400(4) 0.3229(2) 0.0335(9) Uani 1 1 d . . . H6 H 0.8112 -0.1423 0.3423 0.040 Uiso 1 1 calc R . . C7 C 0.80939(11) -0.1304(4) 0.2574(2) 0.0321(8) Uani 1 1 d . . . H7 H 0.7835 -0.1247 0.2246 0.039 Uiso 1 1 calc R . . C8 C 0.83918(11) -0.1307(4) 0.24901(18) 0.0293(8) Uani 1 1 d . . . H8 H 0.8369 -0.1264 0.2094 0.035 Uiso 1 1 calc R . . C9 C 0.86404(11) -0.1457(4) 0.35504(19) 0.0300(8) Uani 1 1 d . . . H9 H 0.8815 -0.1531 0.3998 0.036 Uiso 1 1 calc R . . C10 C 0.87292(10) -0.1385(4) 0.30939(19) 0.0290(8) Uani 1 1 d . . . H10 H 0.8974 -0.1389 0.3178 0.035 Uiso 1 1 calc R . . Sm2 Sm 0.904138(5) 0.291679(18) 0.250990(8) 0.01828(5) Uani 1 1 d . . . N2 N 0.83474(8) 0.3397(3) 0.16845(13) 0.0205(6) Uani 1 1 d . . . O2 O 0.84251(6) 0.2519(3) 0.22181(11) 0.0210(5) Uani 1 1 d . . . C11 C 0.88920(11) 0.0423(4) 0.17600(18) 0.0317(8) Uani 1 1 d . . . H11 H 0.8665 -0.0089 0.1620 0.038 Uiso 1 1 calc R . . C12 C 0.89361(11) 0.1603(4) 0.14379(18) 0.0315(8) Uani 1 1 d . . . H12 H 0.8745 0.2027 0.1044 0.038 Uiso 1 1 calc R . . C13 C 0.93126(11) 0.2035(4) 0.18035(19) 0.0330(9) Uani 1 1 d . . . H13 H 0.9422 0.2803 0.1699 0.040 Uiso 1 1 calc R . . C14 C 0.95006(11) 0.1144(4) 0.23475(19) 0.0317(8) Uani 1 1 d . . . H14 H 0.9759 0.1204 0.2679 0.038 Uiso 1 1 calc R . . C15 C 0.92398(11) 0.0142(4) 0.23190(18) 0.0304(8) Uani 1 1 d . . . H15 H 0.9292 -0.0596 0.2627 0.037 Uiso 1 1 calc R . . C16 C 0.91265(10) 0.5960(4) 0.25569(17) 0.0281(8) Uani 1 1 d . . . H16 H 0.8908 0.6530 0.2281 0.034 Uiso 1 1 calc R . . C17 C 0.93758(11) 0.5399(4) 0.24118(19) 0.0333(8) Uani 1 1 d . . . H17 H 0.9354 0.5511 0.2019 0.040 Uiso 1 1 calc R . . C18 C 0.96623(10) 0.4642(4) 0.2949(2) 0.0337(9) Uani 1 1 d . . . H18 H 0.9871 0.4161 0.2986 0.040 Uiso 1 1 calc R . . C19 C 0.95889(10) 0.4716(4) 0.34220(17) 0.0297(8) Uani 1 1 d . . . H19 H 0.9737 0.4289 0.3835 0.036 Uiso 1 1 calc R . . C20 C 0.92575(10) 0.5532(4) 0.31799(17) 0.0275(7) Uani 1 1 d . . . H20 H 0.9142 0.5754 0.3401 0.033 Uiso 1 1 calc R . . C21 C 0.94520(9) 0.0733(4) 0.43140(16) 0.0216(6) Uani 1 1 d . . . H21A H 0.9386 -0.0179 0.4053 0.026 Uiso 1 1 calc R . . H21B H 0.9496 0.0441 0.4729 0.026 Uiso 1 1 calc R . . C22 C 0.98133(9) 0.1340(4) 0.44317(17) 0.0233(7) Uani 1 1 d . . . C23 C 0.99263(10) 0.0946(4) 0.40295(17) 0.0272(7) Uani 1 1 d . . . H23 H 0.9773 0.0302 0.3680 0.033 Uiso 1 1 calc R . . C24 C 1.02600(11) 0.1480(5) 0.4130(2) 0.0362(9) Uani 1 1 d . . . H24 H 1.0335 0.1189 0.3856 0.043 Uiso 1 1 calc R . . C25 C 1.04798(11) 0.2432(4) 0.4631(2) 0.0365(9) Uani 1 1 d . . . H25 H 1.0702 0.2834 0.4691 0.044 Uiso 1 1 calc R . . C26 C 1.03786(10) 0.2804(4) 0.50444(19) 0.0320(8) Uani 1 1 d . . . H26 H 1.0535 0.3437 0.5396 0.038 Uiso 1 1 calc R . . C27 C 1.00499(10) 0.2261(4) 0.49494(18) 0.0281(8) Uani 1 1 d . . . H27 H 0.9984 0.2517 0.5240 0.034 Uiso 1 1 calc R . . C28 C 0.91901(9) 0.3112(3) 0.43679(16) 0.0208(6) Uani 1 1 d . . . H28A H 0.8978 0.3810 0.4120 0.025 Uiso 1 1 calc R . . H28B H 0.9422 0.3611 0.4463 0.025 Uiso 1 1 calc R . . C29 C 0.92282(10) 0.2716(4) 0.49841(16) 0.0231(7) Uani 1 1 d . . . C30 C 0.94919(11) 0.3424(4) 0.55474(18) 0.0306(8) Uani 1 1 d . . . H30 H 0.9644 0.4182 0.5542 0.037 Uiso 1 1 calc R . . C31 C 0.90114(10) 0.1600(4) 0.50090(17) 0.0259(7) Uani 1 1 d . . . H31 H 0.8829 0.1097 0.4630 0.031 Uiso 1 1 calc R . . C32 C 0.90578(11) 0.1219(4) 0.55768(18) 0.0292(8) Uani 1 1 d . . . H32 H 0.8907 0.0458 0.5585 0.035 Uiso 1 1 calc R . . C33 C 0.93211(12) 0.1930(5) 0.61326(18) 0.0351(9) Uani 1 1 d . . . H33 H 0.9354 0.1656 0.6524 0.042 Uiso 1 1 calc R . . C34 C 0.95372(12) 0.3046(5) 0.61175(19) 0.0382(9) Uani 1 1 d . . . H34 H 0.9717 0.3554 0.6498 0.046 Uiso 1 1 calc R . . C41 C 0.82025(9) 0.4858(4) 0.17149(16) 0.0233(7) Uani 1 1 d . . . H41A H 0.8373 0.5293 0.2143 0.028 Uiso 1 1 calc R . . H41B H 0.7954 0.4728 0.1647 0.028 Uiso 1 1 calc R . . C42 C 0.81683(10) 0.5910(4) 0.12176(16) 0.0273(8) Uani 1 1 d . . . C43 C 0.83859(11) 0.5781(5) 0.09699(18) 0.0347(9) Uani 1 1 d . . . H43 H 0.8564 0.4999 0.1111 0.042 Uiso 1 1 calc R . . C44 C 0.83474(13) 0.6774(5) 0.0521(2) 0.0455(11) Uani 1 1 d . . . H44 H 0.8491 0.6654 0.0343 0.055 Uiso 1 1 calc R . . C45 C 0.80983(15) 0.7947(5) 0.0332(2) 0.0544(14) Uani 1 1 d . . . H45 H 0.8075 0.8644 0.0029 0.065 Uiso 1 1 calc R . . C46 C 0.78872(14) 0.8107(5) 0.0575(2) 0.0482(12) Uani 1 1 d . . . H46 H 0.7719 0.8921 0.0445 0.058 Uiso 1 1 calc R . . C47 C 0.79153(12) 0.7094(4) 0.10107(18) 0.0357(9) Uani 1 1 d . . . H47 H 0.7762 0.7203 0.1171 0.043 Uiso 1 1 calc R . . C48 C 0.80745(9) 0.2571(4) 0.10891(16) 0.0240(7) Uani 1 1 d . . . H48A H 0.8182 0.1581 0.1109 0.029 Uiso 1 1 calc R . . H48B H 0.8049 0.3111 0.0725 0.029 Uiso 1 1 calc R . . C49 C 0.76899(10) 0.2351(4) 0.09558(15) 0.0235(7) Uani 1 1 d . . . C50 C 0.76146(11) 0.1105(4) 0.11876(19) 0.0329(8) Uani 1 1 d . . . H50 H 0.7811 0.0416 0.1440 0.039 Uiso 1 1 calc R . . C51 C 0.72653(12) 0.0832(5) 0.1064(2) 0.0406(10) Uani 1 1 d . . . H51 H 0.7221 -0.0036 0.1228 0.049 Uiso 1 1 calc R . . C52 C 0.69794(12) 0.1824(5) 0.0702(2) 0.0415(10) Uani 1 1 d . . . H52 H 0.6737 0.1643 0.0615 0.050 Uiso 1 1 calc R . . C53 C 0.73987(10) 0.3335(4) 0.05881(17) 0.0305(8) Uani 1 1 d . . . H53 H 0.7441 0.4194 0.0417 0.037 Uiso 1 1 calc R . . C54 C 0.70451(11) 0.3081(5) 0.0466(2) 0.0393(10) Uani 1 1 d . . . H54 H 0.6849 0.3773 0.0220 0.047 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sm1 0.01868(8) 0.01722(8) 0.02423(9) 0.00391(6) 0.01455(7) 0.00309(6) N1 0.0236(14) 0.0162(12) 0.0198(13) 0.0040(10) 0.0143(12) 0.0039(10) O1 0.0219(12) 0.0227(12) 0.0185(11) 0.0032(9) 0.0124(10) 0.0019(9) C1 0.035(2) 0.039(2) 0.037(2) 0.0015(17) 0.0237(19) 0.0155(18) C2 0.038(2) 0.042(2) 0.044(2) 0.0114(19) 0.033(2) 0.0139(18) C3 0.030(2) 0.038(2) 0.055(3) 0.0029(19) 0.031(2) 0.0042(17) C4 0.034(2) 0.0247(18) 0.048(2) 0.0030(16) 0.030(2) 0.0085(15) C5 0.030(2) 0.038(2) 0.040(2) 0.0111(17) 0.0248(18) 0.0151(17) C6 0.037(2) 0.0225(18) 0.048(2) 0.0090(17) 0.028(2) 0.0008(16) C7 0.0274(19) 0.0253(18) 0.043(2) 0.0047(16) 0.0194(18) -0.0051(15) C8 0.035(2) 0.0241(17) 0.033(2) -0.0053(15) 0.0216(17) -0.0053(15) C9 0.033(2) 0.0167(16) 0.034(2) 0.0059(14) 0.0153(17) 0.0039(14) C10 0.0267(19) 0.0174(16) 0.043(2) -0.0039(15) 0.0195(17) -0.0005(14) Sm2 0.02125(9) 0.01717(8) 0.02094(8) -0.00140(6) 0.01454(7) -0.00200(6) N2 0.0237(14) 0.0218(13) 0.0172(13) 0.0025(10) 0.0121(12) -0.0014(11) O2 0.0232(12) 0.0209(11) 0.0211(11) 0.0067(9) 0.0136(10) 0.0015(9) C11 0.034(2) 0.0302(19) 0.041(2) -0.0135(17) 0.0279(19) -0.0055(16) C12 0.036(2) 0.036(2) 0.0256(18) -0.0097(15) 0.0196(17) 0.0012(17) C13 0.041(2) 0.034(2) 0.038(2) -0.0070(17) 0.031(2) -0.0025(17) C14 0.0257(19) 0.040(2) 0.036(2) -0.0097(17) 0.0209(17) -0.0003(16) C15 0.038(2) 0.0256(18) 0.039(2) -0.0052(16) 0.0285(19) 0.0051(16) C16 0.0305(19) 0.0169(16) 0.0291(18) -0.0007(13) 0.0117(16) -0.0056(14) C17 0.046(2) 0.0273(18) 0.036(2) -0.0001(16) 0.0287(19) -0.0113(17) C18 0.0254(19) 0.0250(18) 0.052(2) -0.0024(17) 0.0223(19) -0.0072(15) C19 0.0291(19) 0.0216(17) 0.0265(18) 0.0002(14) 0.0081(16) -0.0043(14) C20 0.033(2) 0.0200(16) 0.0292(18) -0.0036(14) 0.0171(16) -0.0058(14) C21 0.0233(17) 0.0198(15) 0.0230(16) 0.0040(13) 0.0136(14) 0.0031(13) C22 0.0217(17) 0.0190(16) 0.0299(18) 0.0076(13) 0.0147(15) 0.0063(13) C23 0.0273(19) 0.0278(18) 0.0295(18) 0.0070(14) 0.0176(16) 0.0069(14) C24 0.032(2) 0.042(2) 0.042(2) 0.0158(19) 0.0249(19) 0.0115(18) C25 0.029(2) 0.030(2) 0.052(3) 0.0144(18) 0.024(2) 0.0023(16) C26 0.0264(19) 0.0212(17) 0.036(2) 0.0058(15) 0.0097(17) 0.0019(14) C27 0.0274(19) 0.0242(17) 0.0283(18) 0.0046(14) 0.0126(16) 0.0046(14) C28 0.0245(17) 0.0177(15) 0.0243(16) -0.0016(12) 0.0160(14) -0.0014(13) C29 0.0290(18) 0.0207(16) 0.0248(17) 0.0011(13) 0.0181(15) 0.0037(14) C30 0.036(2) 0.0283(18) 0.033(2) -0.0034(15) 0.0227(18) -0.0055(16) C31 0.0312(19) 0.0236(17) 0.0283(18) 0.0026(14) 0.0199(16) 0.0019(14) C32 0.034(2) 0.0279(18) 0.035(2) 0.0069(15) 0.0243(18) 0.0012(15) C33 0.044(2) 0.040(2) 0.0258(19) 0.0038(16) 0.0224(19) 0.0035(18) C34 0.048(3) 0.039(2) 0.030(2) -0.0080(17) 0.023(2) -0.0109(19) C41 0.0225(17) 0.0234(16) 0.0209(16) 0.0008(13) 0.0102(14) -0.0005(13) C42 0.0261(18) 0.0199(16) 0.0198(16) 0.0019(13) 0.0027(14) -0.0037(14) C43 0.033(2) 0.037(2) 0.0274(19) 0.0052(16) 0.0129(17) -0.0090(17) C44 0.049(3) 0.052(3) 0.035(2) 0.008(2) 0.022(2) -0.017(2) C45 0.067(3) 0.042(3) 0.031(2) 0.014(2) 0.013(2) -0.013(2) C46 0.059(3) 0.026(2) 0.035(2) 0.0066(17) 0.010(2) -0.002(2) C47 0.039(2) 0.0230(18) 0.0285(19) -0.0009(15) 0.0084(18) -0.0032(16) C48 0.0256(18) 0.0271(17) 0.0204(16) -0.0027(13) 0.0134(15) -0.0048(14) C49 0.0266(18) 0.0255(17) 0.0183(15) -0.0040(13) 0.0124(14) -0.0031(14) C50 0.032(2) 0.0287(19) 0.036(2) 0.0017(16) 0.0184(18) -0.0074(16) C51 0.036(2) 0.044(2) 0.043(2) -0.0011(19) 0.023(2) -0.0143(19) C52 0.034(2) 0.054(3) 0.045(2) -0.017(2) 0.027(2) -0.014(2) C53 0.029(2) 0.0312(19) 0.0261(18) 0.0026(15) 0.0118(16) -0.0016(15) C54 0.026(2) 0.042(2) 0.037(2) -0.0083(18) 0.0098(18) -0.0006(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sm1 O2 2.296(2) . ? Sm1 O1 2.332(2) . ? Sm1 N1 2.569(3) . ? Sm1 C8 2.731(4) . ? Sm1 C7 2.732(4) . ? Sm1 C10 2.734(3) . ? Sm1 C3 2.740(4) . ? Sm1 C2 2.743(4) . ? Sm1 C6 2.745(4) . ? Sm1 C5 2.750(4) . ? Sm1 C4 2.750(3) . ? Sm1 C9 2.754(3) . ? N1 O1 1.431(3) . ? N1 C28 1.474(4) . ? N1 C21 1.488(4) . ? O1 Sm2 2.290(2) . ? C1 C2 1.396(6) . ? C1 C4 1.401(5) . ? C1 H1 0.9500 . ? C2 C3 1.404(6) . ? C2 H2 0.9500 . ? C3 C5 1.399(5) . ? C3 H3 0.9500 . ? C4 C5 1.409(6) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C6 C7 1.402(6) . ? C6 C9 1.404(5) . ? C6 H6 0.9500 . ? C7 C8 1.407(5) . ? C7 H7 0.9500 . ? C8 C10 1.405(5) . ? C8 H8 0.9500 . ? C9 C10 1.402(5) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? Sm2 O2 2.344(2) . ? Sm2 N2 2.550(3) . ? Sm2 C19 2.726(3) . ? Sm2 C18 2.730(3) . ? Sm2 C13 2.733(3) . ? Sm2 C14 2.736(3) . ? Sm2 C17 2.738(3) . ? Sm2 C20 2.741(3) . ? Sm2 C12 2.752(3) . ? Sm2 C16 2.755(3) . ? Sm2 C15 2.764(3) . ? N2 O2 1.432(3) . ? N2 C41 1.474(4) . ? N2 C48 1.493(4) . ? C11 C15 1.394(5) . ? C11 C12 1.412(5) . ? C11 H11 0.9500 . ? C12 C13 1.398(5) . ? C12 H12 0.9500 . ? C13 C14 1.396(6) . ? C13 H13 0.9500 . ? C14 C15 1.407(5) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 C20 1.399(5) . ? C16 C17 1.403(5) . ? C16 H16 0.9500 . ? C17 C18 1.402(5) . ? C17 H17 0.9500 . ? C18 C19 1.395(5) . ? C18 H18 0.9500 . ? C19 C20 1.403(5) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? C21 C22 1.509(5) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.392(5) . ? C22 C27 1.397(5) . ? C23 C24 1.392(5) . ? C23 H23 0.9500 . ? C24 C25 1.377(6) . ? C24 H24 0.9500 . ? C25 C26 1.376(6) . ? C25 H25 0.9500 . ? C26 C27 1.381(5) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 C29 1.514(4) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 C30 1.386(5) . ? C29 C31 1.393(5) . ? C30 C34 1.384(5) . ? C30 H30 0.9500 . ? C31 C32 1.377(5) . ? C31 H31 0.9500 . ? C32 C33 1.377(5) . ? C32 H32 0.9500 . ? C33 C34 1.381(6) . ? C33 H33 0.9500 . ? C34 H34 0.9500 . ? C41 C42 1.513(5) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C42 C43 1.387(5) . ? C42 C47 1.398(5) . ? C43 C44 1.379(5) . ? C43 H43 0.9500 . ? C44 C45 1.384(7) . ? C44 H44 0.9500 . ? C45 C46 1.355(7) . ? C45 H45 0.9500 . ? C46 C47 1.381(6) . ? C46 H46 0.9500 . ? C47 H47 0.9500 . ? C48 C49 1.503(5) . ? C48 H48A 0.9900 . ? C48 H48B 0.9900 . ? C49 C50 1.383(5) . ? C49 C53 1.385(5) . ? C50 C51 1.372(5) . ? C50 H50 0.9500 . ? C51 C52 1.375(6) . ? C51 H51 0.9500 . ? C52 C54 1.377(6) . ? C52 H52 0.9500 . ? C53 C54 1.389(5) . ? C53 H53 0.9500 . ? C54 H54 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Sm1 O1 70.32(8) . . ? O2 Sm1 N1 103.35(8) . . ? O1 Sm1 N1 33.52(8) . . ? O2 Sm1 C8 88.68(10) . . ? O1 Sm1 C8 102.18(9) . . ? N1 Sm1 C8 108.96(10) . . ? O2 Sm1 C7 105.41(10) . . ? O1 Sm1 C7 130.82(10) . . ? N1 Sm1 C7 126.32(10) . . ? C8 Sm1 C7 29.84(11) . . ? O2 Sm1 C10 103.71(10) . . ? O1 Sm1 C10 83.19(9) . . ? N1 Sm1 C10 80.42(10) . . ? C8 Sm1 C10 29.80(11) . . ? C7 Sm1 C10 49.24(11) . . ? O2 Sm1 C3 106.26(11) . . ? O1 Sm1 C3 149.97(11) . . ? N1 Sm1 C3 132.83(11) . . ? C8 Sm1 C3 107.61(12) . . ? C7 Sm1 C3 79.19(12) . . ? C10 Sm1 C3 125.50(12) . . ? O2 Sm1 C2 128.73(10) . . ? O1 Sm1 C2 130.32(11) . . ? N1 Sm1 C2 104.07(11) . . ? C8 Sm1 C2 121.13(12) . . ? C7 Sm1 C2 91.72(12) . . ? C10 Sm1 C2 122.99(12) . . ? C3 Sm1 C2 29.68(12) . . ? O2 Sm1 C6 134.60(11) . . ? O1 Sm1 C6 126.48(10) . . ? N1 Sm1 C6 105.34(10) . . ? C8 Sm1 C6 48.89(12) . . ? C7 Sm1 C6 29.65(12) . . ? C10 Sm1 C6 48.92(11) . . ? C3 Sm1 C6 78.05(12) . . ? C2 Sm1 C6 76.24(12) . . ? O2 Sm1 C5 80.56(10) . . ? O1 Sm1 C5 126.07(10) . . ? N1 Sm1 C5 129.10(11) . . ? C8 Sm1 C5 121.92(12) . . ? C7 Sm1 C5 99.83(12) . . ? C10 Sm1 C5 149.00(12) . . ? C3 Sm1 C5 29.53(11) . . ? C2 Sm1 C5 48.66(12) . . ? C6 Sm1 C5 106.44(12) . . ? O2 Sm1 C4 84.65(10) . . ? O1 Sm1 C4 101.49(10) . . ? N1 Sm1 C4 99.47(10) . . ? C8 Sm1 C4 151.57(12) . . ? C7 Sm1 C4 127.37(12) . . ? C10 Sm1 C4 171.47(11) . . ? C3 Sm1 C4 48.91(12) . . ? C2 Sm1 C4 48.64(12) . . ? C6 Sm1 C4 123.59(12) . . ? C5 Sm1 C4 29.68(12) . . ? O2 Sm1 C9 133.17(10) . . ? O1 Sm1 C9 96.96(10) . . ? N1 Sm1 C9 78.45(10) . . ? C8 Sm1 C9 48.89(12) . . ? C7 Sm1 C9 49.00(12) . . ? C10 Sm1 C9 29.60(11) . . ? C3 Sm1 C9 105.29(12) . . ? C2 Sm1 C9 94.45(12) . . ? C6 Sm1 C9 29.57(11) . . ? C5 Sm1 C9 134.70(11) . . ? C4 Sm1 C9 141.91(11) . . ? O1 N1 C28 109.8(2) . . ? O1 N1 C21 109.6(2) . . ? C28 N1 C21 112.0(3) . . ? O1 N1 Sm1 64.12(14) . . ? C28 N1 Sm1 115.05(19) . . ? C21 N1 Sm1 131.6(2) . . ? N1 O1 Sm2 168.39(18) . . ? N1 O1 Sm1 82.36(15) . . ? Sm2 O1 Sm1 109.25(9) . . ? C2 C1 C4 108.0(4) . . ? C2 C1 Sm1 74.8(2) . . ? C4 C1 Sm1 75.0(2) . . ? C2 C1 H1 126.0 . . ? C4 C1 H1 126.0 . . ? Sm1 C1 H1 116.3 . . ? C1 C2 C3 108.4(4) . . ? C1 C2 Sm1 75.8(2) . . ? C3 C2 Sm1 75.0(2) . . ? C1 C2 H2 125.8 . . ? C3 C2 H2 125.8 . . ? Sm1 C2 H2 115.5 . . ? C5 C3 C2 107.7(4) . . ? C5 C3 Sm1 75.6(2) . . ? C2 C3 Sm1 75.3(2) . . ? C5 C3 H3 126.2 . . ? C2 C3 H3 126.2 . . ? Sm1 C3 H3 115.2 . . ? C1 C4 C5 107.8(4) . . ? C1 C4 Sm1 75.5(2) . . ? C5 C4 Sm1 75.1(2) . . ? C1 C4 H4 126.1 . . ? C5 C4 H4 126.1 . . ? Sm1 C4 H4 115.5 . . ? C3 C5 C4 108.1(4) . . ? C3 C5 Sm1 74.8(2) . . ? C4 C5 Sm1 75.2(2) . . ? C3 C5 H5 126.0 . . ? C4 C5 H5 126.0 . . ? Sm1 C5 H5 116.1 . . ? C7 C6 C9 108.4(3) . . ? C7 C6 Sm1 74.6(2) . . ? C9 C6 Sm1 75.6(2) . . ? C7 C6 H6 125.8 . . ? C9 C6 H6 125.8 . . ? Sm1 C6 H6 116.1 . . ? C6 C7 C8 107.6(3) . . ? C6 C7 Sm1 75.7(2) . . ? C8 C7 Sm1 75.1(2) . . ? C6 C7 H7 126.2 . . ? C8 C7 H7 126.2 . . ? Sm1 C7 H7 115.3 . . ? C10 C8 C7 108.1(3) . . ? C10 C8 Sm1 75.2(2) . . ? C7 C8 Sm1 75.1(2) . . ? C10 C8 H8 125.9 . . ? C7 C8 H8 125.9 . . ? Sm1 C8 H8 115.9 . . ? C10 C9 C6 107.9(3) . . ? C10 C9 Sm1 74.4(2) . . ? C6 C9 Sm1 74.9(2) . . ? C10 C9 H9 126.0 . . ? C6 C9 H9 126.0 . . ? Sm1 C9 H9 116.8 . . ? C9 C10 C8 107.9(3) . . ? C9 C10 Sm1 76.0(2) . . ? C8 C10 Sm1 75.0(2) . . ? C9 C10 H10 126.0 . . ? C8 C10 H10 126.0 . . ? Sm1 C10 H10 115.2 . . ? O1 Sm2 O2 70.21(8) . . ? O1 Sm2 N2 102.52(8) . . ? O2 Sm2 N2 33.69(8) . . ? O1 Sm2 C19 79.89(10) . . ? O2 Sm2 C19 130.41(10) . . ? N2 Sm2 C19 131.10(10) . . ? O1 Sm2 C18 107.18(10) . . ? O2 Sm2 C18 152.87(10) . . ? N2 Sm2 C18 131.99(10) . . ? C19 Sm2 C18 29.62(11) . . ? O1 Sm2 C13 139.43(10) . . ? O2 Sm2 C13 124.40(10) . . ? N2 Sm2 C13 104.03(11) . . ? C19 Sm2 C13 104.15(12) . . ? C18 Sm2 C13 75.97(12) . . ? O1 Sm2 C14 110.30(10) . . ? O2 Sm2 C14 130.09(10) . . ? N2 Sm2 C14 125.94(10) . . ? C19 Sm2 C14 96.79(12) . . ? C18 Sm2 C14 76.76(12) . . ? C13 Sm2 C14 29.58(11) . . ? O1 Sm2 C17 127.30(10) . . ? O2 Sm2 C17 130.68(10) . . ? N2 Sm2 C17 102.74(11) . . ? C19 Sm2 C17 48.99(11) . . ? C18 Sm2 C17 29.71(11) . . ? C13 Sm2 C17 75.13(12) . . ? C14 Sm2 C17 90.27(12) . . ? O1 Sm2 C20 81.13(9) . . ? O2 Sm2 C20 105.11(10) . . ? N2 Sm2 C20 101.58(10) . . ? C19 Sm2 C20 29.74(11) . . ? C18 Sm2 C20 48.86(11) . . ? C13 Sm2 C20 122.10(11) . . ? C14 Sm2 C20 124.59(11) . . ? C17 Sm2 C20 48.83(11) . . ? O1 Sm2 C12 136.37(10) . . ? O2 Sm2 C12 94.87(10) . . ? N2 Sm2 C12 77.82(10) . . ? C19 Sm2 C12 132.84(12) . . ? C18 Sm2 C12 103.54(12) . . ? C13 Sm2 C12 29.54(11) . . ? C14 Sm2 C12 48.77(12) . . ? C17 Sm2 C12 93.96(12) . . ? C20 Sm2 C12 142.22(11) . . ? O1 Sm2 C16 109.03(9) . . ? O2 Sm2 C16 105.32(10) . . ? N2 Sm2 C16 86.20(10) . . ? C19 Sm2 C16 48.91(11) . . ? C18 Sm2 C16 48.84(11) . . ? C13 Sm2 C16 102.84(11) . . ? C14 Sm2 C16 119.75(11) . . ? C17 Sm2 C16 29.59(11) . . ? C20 Sm2 C16 29.50(10) . . ? C12 Sm2 C16 114.48(11) . . ? O1 Sm2 C15 93.32(10) . . ? O2 Sm2 C15 102.13(10) . . ? N2 Sm2 C15 110.06(10) . . ? C19 Sm2 C15 118.61(11) . . ? C18 Sm2 C15 104.99(11) . . ? C13 Sm2 C15 48.72(11) . . ? C14 Sm2 C15 29.63(11) . . ? C17 Sm2 C15 119.53(11) . . ? C20 Sm2 C15 148.32(11) . . ? C12 Sm2 C15 48.62(12) . . ? C16 Sm2 C15 149.12(11) . . ? O2 N2 C41 109.1(2) . . ? O2 N2 C48 108.5(2) . . ? C41 N2 C48 112.2(3) . . ? O2 N2 Sm2 65.25(14) . . ? C41 N2 Sm2 116.3(2) . . ? C48 N2 Sm2 130.2(2) . . ? N2 O2 Sm1 168.08(18) . . ? N2 O2 Sm2 81.06(15) . . ? Sm1 O2 Sm2 108.59(9) . . ? C15 C11 C12 108.0(3) . . ? C15 C11 Sm2 75.1(2) . . ? C12 C11 Sm2 74.4(2) . . ? C15 C11 H11 126.0 . . ? C12 C11 H11 126.0 . . ? Sm2 C11 H11 116.5 . . ? C13 C12 C11 107.7(4) . . ? C13 C12 Sm2 74.5(2) . . ? C11 C12 Sm2 75.9(2) . . ? C13 C12 H12 126.2 . . ? C11 C12 H12 126.2 . . ? Sm2 C12 H12 115.6 . . ? C14 C13 C12 108.3(4) . . ? C14 C13 Sm2 75.3(2) . . ? C12 C13 Sm2 76.0(2) . . ? C14 C13 H13 125.8 . . ? C12 C13 H13 125.8 . . ? Sm2 C13 H13 115.1 . . ? C13 C14 C15 108.0(3) . . ? C13 C14 Sm2 75.1(2) . . ? C15 C14 Sm2 76.3(2) . . ? C13 C14 H14 126.0 . . ? C15 C14 H14 126.0 . . ? Sm2 C14 H14 114.9 . . ? C11 C15 C14 108.0(3) . . ? C11 C15 Sm2 75.7(2) . . ? C14 C15 Sm2 74.1(2) . . ? C11 C15 H15 126.0 . . ? C14 C15 H15 126.0 . . ? Sm2 C15 H15 116.3 . . ? C20 C16 C17 107.8(3) . . ? C20 C16 Sm2 74.7(2) . . ? C17 C16 Sm2 74.5(2) . . ? C20 C16 H16 126.1 . . ? C17 C16 H16 126.1 . . ? Sm2 C16 H16 116.8 . . ? C18 C17 C16 107.9(3) . . ? C18 C17 Sm2 74.8(2) . . ? C16 C17 Sm2 75.9(2) . . ? C18 C17 H17 126.0 . . ? C16 C17 H17 126.0 . . ? Sm2 C17 H17 115.4 . . ? C19 C18 C17 108.2(3) . . ? C19 C18 Sm2 75.1(2) . . ? C17 C18 Sm2 75.5(2) . . ? C19 C18 H18 125.9 . . ? C17 C18 H18 125.9 . . ? Sm2 C18 H18 115.7 . . ? C18 C19 C20 107.9(3) . . ? C18 C19 Sm2 75.3(2) . . ? C20 C19 Sm2 75.7(2) . . ? C18 C19 H19 126.0 . . ? C20 C19 H19 126.0 . . ? Sm2 C19 H19 115.2 . . ? C16 C20 C19 108.1(3) . . ? C16 C20 Sm2 75.8(2) . . ? C19 C20 Sm2 74.6(2) . . ? C16 C20 H20 125.9 . . ? C19 C20 H20 125.9 . . ? Sm2 C20 H20 115.8 . . ? N1 C21 C22 115.9(3) . . ? N1 C21 H21A 108.3 . . ? C22 C21 H21A 108.3 . . ? N1 C21 H21B 108.3 . . ? C22 C21 H21B 108.3 . . ? H21A C21 H21B 107.4 . . ? C23 C22 C27 117.8(3) . . ? C23 C22 C21 120.0(3) . . ? C27 C22 C21 122.1(3) . . ? C22 C23 C24 121.2(4) . . ? C22 C23 H23 119.4 . . ? C24 C23 H23 119.4 . . ? C25 C24 C23 119.5(4) . . ? C25 C24 H24 120.2 . . ? C23 C24 H24 120.2 . . ? C26 C25 C24 120.3(4) . . ? C26 C25 H25 119.9 . . ? C24 C25 H25 119.9 . . ? C25 C26 C27 120.2(4) . . ? C25 C26 H26 119.9 . . ? C27 C26 H26 119.9 . . ? C26 C27 C22 120.9(4) . . ? C26 C27 H27 119.6 . . ? C22 C27 H27 119.6 . . ? N1 C28 C29 110.1(3) . . ? N1 C28 H28A 109.6 . . ? C29 C28 H28A 109.6 . . ? N1 C28 H28B 109.6 . . ? C29 C28 H28B 109.6 . . ? H28A C28 H28B 108.2 . . ? C30 C29 C31 118.0(3) . . ? C30 C29 C28 120.5(3) . . ? C31 C29 C28 121.5(3) . . ? C34 C30 C29 121.2(4) . . ? C34 C30 H30 119.4 . . ? C29 C30 H30 119.4 . . ? C32 C31 C29 120.8(4) . . ? C32 C31 H31 119.6 . . ? C29 C31 H31 119.6 . . ? C33 C32 C31 120.6(3) . . ? C33 C32 H32 119.7 . . ? C31 C32 H32 119.7 . . ? C32 C33 C34 119.5(3) . . ? C32 C33 H33 120.2 . . ? C34 C33 H33 120.2 . . ? C33 C34 C30 119.9(4) . . ? C33 C34 H34 120.1 . . ? C30 C34 H34 120.1 . . ? N2 C41 C42 111.3(3) . . ? N2 C41 H41A 109.4 . . ? C42 C41 H41A 109.4 . . ? N2 C41 H41B 109.4 . . ? C42 C41 H41B 109.4 . . ? H41A C41 H41B 108.0 . . ? C43 C42 C47 118.1(3) . . ? C43 C42 C41 122.9(3) . . ? C47 C42 C41 119.0(3) . . ? C44 C43 C42 120.9(4) . . ? C44 C43 H43 119.6 . . ? C42 C43 H43 119.6 . . ? C43 C44 C45 119.6(4) . . ? C43 C44 H44 120.2 . . ? C45 C44 H44 120.2 . . ? C46 C45 C44 120.5(4) . . ? C46 C45 H45 119.8 . . ? C44 C45 H45 119.8 . . ? C45 C46 C47 120.4(4) . . ? C45 C46 H46 119.8 . . ? C47 C46 H46 119.8 . . ? C46 C47 C42 120.4(4) . . ? C46 C47 H47 119.8 . . ? C42 C47 H47 119.8 . . ? N2 C48 C49 116.1(3) . . ? N2 C48 H48A 108.3 . . ? C49 C48 H48A 108.3 . . ? N2 C48 H48B 108.3 . . ? C49 C48 H48B 108.3 . . ? H48A C48 H48B 107.4 . . ? C50 C49 C53 117.8(3) . . ? C50 C49 C48 119.8(3) . . ? C53 C49 C48 122.4(3) . . ? C51 C50 C49 122.0(4) . . ? C51 C50 H50 119.0 . . ? C49 C50 H50 119.0 . . ? C50 C51 C52 119.6(4) . . ? C50 C51 H51 120.2 . . ? C52 C51 H51 120.2 . . ? C51 C52 C54 119.9(4) . . ? C51 C52 H52 120.0 . . ? C54 C52 H52 120.0 . . ? C49 C53 C54 120.7(4) . . ? C49 C53 H53 119.6 . . ? C54 C53 H53 119.6 . . ? C52 C54 C53 120.0(4) . . ? C52 C54 H54 120.0 . . ? C53 C54 H54 120.0 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 30.05 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.501 _refine_diff_density_min -0.981 _refine_diff_density_rms 0.125 # Attachment '3.cif' data_3 _database_code_depnum_ccdc_archive 'CCDC 687818' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C37 H53 N4 O5 Y3' _chemical_formula_weight 900.56 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Y Y -2.7962 3.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 14.506(2) _cell_length_b 15.930(2) _cell_length_c 16.866(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3897.3(10) _cell_formula_units_Z 4 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 900 _cell_measurement_theta_min 1 _cell_measurement_theta_max 22.5 _exptl_crystal_description 'transparent prism' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.535 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1840 _exptl_absorpt_coefficient_mu 4.475 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4259 _exptl_absorpt_correction_T_max 0.7160 _exptl_absorpt_process_details ; Corrections were done with the SADABS program, utilizing the none merged raw data obtained from the integration process. Integration and final cell refinement were done with SAINT. SADABS reports ratio of Tmin/Tmax = 0.744178 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'Omega and Phi scans' _diffrn_detector_area_resol_mean 80 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 45322 _diffrn_reflns_av_R_equivalents 0.0707 _diffrn_reflns_av_sigmaI/netI 0.0729 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 30.07 _reflns_number_total 11396 _reflns_number_gt 8980 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker AXS, 2000)' _computing_cell_refinement 'SAINT (Bruker AXS, 2000)' _computing_data_reduction 'SAINT,SADABS (Bruker AXS, 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; ORTEP3,L.J. Farrugia, J. Appl. Cryst. (1997) 30, 565 ; _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^)+(0.0254P)^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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.028(4) _refine_ls_number_reflns 11396 _refine_ls_number_parameters 446 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0655 _refine_ls_R_factor_gt 0.0409 _refine_ls_wR_factor_ref 0.0677 _refine_ls_wR_factor_gt 0.0624 _refine_ls_goodness_of_fit_ref 0.995 _refine_ls_restrained_S_all 0.995 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Y1 Y 0.91782(2) 0.553188(19) 0.474894(17) 0.01703(7) Uani 1 1 d . . . Y2 Y 1.00133(2) 0.374525(18) 0.352919(17) 0.01829(7) Uani 1 1 d . . . Y3 Y 1.04456(2) 0.586773(19) 0.662775(17) 0.01884(7) Uani 1 1 d . . . N1 N 0.83806(17) 0.40248(17) 0.51264(16) 0.0238(6) Uani 1 1 d . . . N2 N 0.93092(17) 0.47416(16) 0.66736(15) 0.0219(6) Uani 1 1 d . . . N3 N 1.06035(16) 0.65229(15) 0.45952(14) 0.0156(5) Uani 1 1 d . . . N4 N 1.08706(17) 0.50559(15) 0.33701(15) 0.0174(5) Uani 1 1 d . . . O1 O 0.91292(14) 0.41288(13) 0.45712(12) 0.0205(5) Uani 1 1 d . . . O2 O 0.91345(15) 0.53866(13) 0.60915(12) 0.0205(5) Uani 1 1 d . . . O3 O 1.04662(14) 0.60462(12) 0.53110(11) 0.0182(4) Uani 1 1 d . . . O4 O 0.99359(14) 0.51412(12) 0.36374(11) 0.0168(4) Uani 1 1 d . . . C1 C 0.7480(2) 0.5808(2) 0.4184(2) 0.0333(9) Uani 1 1 d . . . H1 H 0.7154 0.5327 0.4004 0.040 Uiso 1 1 calc R . . C2 C 0.8043(2) 0.6321(2) 0.3721(2) 0.0338(9) Uani 1 1 d . . . H2 H 0.8171 0.6250 0.3173 0.041 Uiso 1 1 calc R . . C3 C 0.8383(2) 0.6952(2) 0.4203(3) 0.0370(10) Uani 1 1 d . . . H3 H 0.8783 0.7392 0.4041 0.044 Uiso 1 1 calc R . . C4 C 0.8040(2) 0.6835(2) 0.4967(2) 0.0351(10) Uani 1 1 d . . . H4 H 0.8166 0.7177 0.5415 0.042 Uiso 1 1 calc R . . C5 C 0.7478(2) 0.6121(2) 0.4954(2) 0.0352(10) Uani 1 1 d . . . H5 H 0.7153 0.5891 0.5392 0.042 Uiso 1 1 calc R . . C6 C 0.9067(3) 0.4215(2) 0.2218(2) 0.0381(10) Uani 1 1 d . . . H6 H 0.9003 0.4799 0.2118 0.046 Uiso 1 1 calc R . . C7 C 0.8459(3) 0.3720(3) 0.2652(2) 0.0381(10) Uani 1 1 d . . . H7 H 0.7909 0.3908 0.2901 0.046 Uiso 1 1 calc R . . C8 C 0.8800(3) 0.2894(2) 0.2658(2) 0.0328(9) Uani 1 1 d . . . H8 H 0.8523 0.2426 0.2914 0.039 Uiso 1 1 calc R . . C9 C 0.9621(3) 0.2883(2) 0.22205(19) 0.0314(9) Uani 1 1 d . . . H9 H 0.9997 0.2406 0.2121 0.038 Uiso 1 1 calc R . . C10 C 0.9790(3) 0.3706(2) 0.19542(19) 0.0339(9) Uani 1 1 d . . . H10 H 1.0305 0.3884 0.1649 0.041 Uiso 1 1 calc R . . C11 C 1.1399(2) 0.2608(2) 0.3408(2) 0.0299(8) Uani 1 1 d . . . H11 H 1.1633 0.2516 0.2889 0.036 Uiso 1 1 calc R . . C12 C 1.0685(2) 0.2160(2) 0.3768(2) 0.0309(9) Uani 1 1 d . . . H12 H 1.0350 0.1708 0.3540 0.037 Uiso 1 1 calc R . . C13 C 1.0549(2) 0.2493(2) 0.4521(2) 0.0310(9) Uani 1 1 d . . . H13 H 1.0103 0.2310 0.4896 0.037 Uiso 1 1 calc R . . C14 C 1.1182(2) 0.3144(2) 0.4632(2) 0.0293(8) Uani 1 1 d . . . H14 H 1.1240 0.3480 0.5094 0.035 Uiso 1 1 calc R . . C15 C 1.1712(2) 0.3216(2) 0.3947(2) 0.0293(8) Uani 1 1 d . . . H15 H 1.2197 0.3606 0.3860 0.035 Uiso 1 1 calc R . . C16 C 0.7649(2) 0.3562(2) 0.4727(2) 0.0359(9) Uani 1 1 d . . . H16A H 0.7429 0.3887 0.4271 0.054 Uiso 1 1 calc R . . H16B H 0.7138 0.3469 0.5096 0.054 Uiso 1 1 calc R . . H16C H 0.7888 0.3020 0.4544 0.054 Uiso 1 1 calc R . . C17 C 0.8712(2) 0.3543(2) 0.5804(2) 0.0264(8) Uani 1 1 d . . . H17A H 0.8918 0.2985 0.5613 0.032 Uiso 1 1 calc R . . H17B H 0.8190 0.3451 0.6172 0.032 Uiso 1 1 calc R . . C18 C 0.9493(2) 0.39423(19) 0.62590(18) 0.0223(7) Uani 1 1 d . . . H18A H 0.9711 0.3532 0.6658 0.027 Uiso 1 1 calc R . . H18B H 1.0008 0.4038 0.5884 0.027 Uiso 1 1 calc R . . C19 C 0.8501(3) 0.4689(2) 0.7197(2) 0.0365(10) Uani 1 1 d . . . H19A H 0.8406 0.5231 0.7460 0.055 Uiso 1 1 calc R . . H19B H 0.8603 0.4253 0.7597 0.055 Uiso 1 1 calc R . . H19C H 0.7954 0.4549 0.6882 0.055 Uiso 1 1 calc R . . C20 C 0.9171(3) 0.6943(2) 0.7245(2) 0.0401(10) Uani 1 1 d . . . H20 H 0.8538 0.6821 0.7156 0.048 Uiso 1 1 calc R . . C21 C 0.9705(3) 0.6665(3) 0.7888(2) 0.0490(13) Uani 1 1 d . . . H21 H 0.9501 0.6317 0.8311 0.059 Uiso 1 1 calc R . . C22 C 1.0586(3) 0.6992(3) 0.7791(3) 0.0544(14) Uani 1 1 d . . . H22 H 1.1090 0.6913 0.8143 0.065 Uiso 1 1 calc R . . C23 C 1.0605(3) 0.7450(2) 0.7097(3) 0.0452(11) Uani 1 1 d . . . H23 H 1.1123 0.7734 0.6882 0.054 Uiso 1 1 calc R . . C24 C 0.9725(3) 0.7419(2) 0.6770(2) 0.0347(10) Uani 1 1 d . . . H24 H 0.9539 0.7686 0.6292 0.042 Uiso 1 1 calc R . . C25 C 1.1489(3) 0.4588(2) 0.7141(3) 0.0421(11) Uani 1 1 d . . . H25 H 1.1165 0.4102 0.7311 0.051 Uiso 1 1 calc R . . C26 C 1.1818(3) 0.4735(3) 0.6378(3) 0.0471(12) Uani 1 1 d . . . H26 H 1.1754 0.4370 0.5937 0.057 Uiso 1 1 calc R . . C27 C 1.2253(2) 0.5507(3) 0.6376(2) 0.0396(10) Uani 1 1 d . . . H27 H 1.2537 0.5767 0.5932 0.048 Uiso 1 1 calc R . . C28 C 1.1718(2) 0.5271(2) 0.7607(2) 0.0333(9) Uani 1 1 d . . . H28 H 1.1571 0.5342 0.8151 0.040 Uiso 1 1 calc R . . C29 C 1.2201(2) 0.5835(3) 0.7135(2) 0.0347(9) Uani 1 1 d . . . H29 H 1.2453 0.6355 0.7304 0.042 Uiso 1 1 calc R . . C30 C 1.0671(2) 0.74073(18) 0.48190(19) 0.0235(7) Uani 1 1 d . . . H30A H 1.0086 0.7591 0.5051 0.035 Uiso 1 1 calc R . . H30B H 1.0807 0.7745 0.4348 0.035 Uiso 1 1 calc R . . H30C H 1.1166 0.7478 0.5208 0.035 Uiso 1 1 calc R . . C31 C 1.1470(2) 0.6256(2) 0.42382(18) 0.0200(7) Uani 1 1 d . . . H31A H 1.1975 0.6364 0.4620 0.024 Uiso 1 1 calc R . . H31B H 1.1588 0.6604 0.3763 0.024 Uiso 1 1 calc R . . C32 C 1.1498(2) 0.53361(19) 0.39980(19) 0.0191(7) Uani 1 1 d . . . H32A H 1.2135 0.5205 0.3828 0.023 Uiso 1 1 calc R . . H32B H 1.1371 0.4995 0.4477 0.023 Uiso 1 1 calc R . . C33 C 1.0981(2) 0.5542(2) 0.26370(18) 0.0237(7) Uani 1 1 d . . . H33A H 1.0603 0.5292 0.2217 0.036 Uiso 1 1 calc R . . H33B H 1.1630 0.5536 0.2476 0.036 Uiso 1 1 calc R . . H33C H 1.0783 0.6122 0.2728 0.036 Uiso 1 1 calc R . . O41 O 0.35150(15) 0.49719(16) 0.46915(16) 0.0341(6) Uani 1 1 d . . . C41 C 0.4000(2) 0.5722(2) 0.4512(2) 0.0358(9) Uani 1 1 d . . . H41A H 0.3962 0.6124 0.4958 0.043 Uiso 1 1 calc R . . H41B H 0.3746 0.5991 0.4030 0.043 Uiso 1 1 calc R . . C42 C 0.4991(2) 0.5446(2) 0.4376(2) 0.0389(9) Uani 1 1 d . . . H42A H 0.5084 0.5243 0.3827 0.047 Uiso 1 1 calc R . . H42B H 0.5429 0.5908 0.4485 0.047 Uiso 1 1 calc R . . C43 C 0.5096(3) 0.4739(3) 0.4972(2) 0.0445(10) Uani 1 1 d . . . H43A H 0.5507 0.4294 0.4764 0.053 Uiso 1 1 calc R . . H43B H 0.5348 0.4950 0.5479 0.053 Uiso 1 1 calc R . . C44 C 0.4127(3) 0.4415(3) 0.5079(3) 0.0507(11) Uani 1 1 d . . . H44A H 0.4072 0.3846 0.4848 0.061 Uiso 1 1 calc R . . H44B H 0.3975 0.4382 0.5650 0.061 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 Y1 0.01487(14) 0.01685(15) 0.01936(15) -0.00059(13) -0.00153(13) 0.00352(13) Y2 0.02149(15) 0.01276(14) 0.02063(15) -0.00180(12) -0.00278(14) 0.00039(14) Y3 0.02256(16) 0.01786(15) 0.01611(14) -0.00168(13) -0.00089(13) 0.00382(13) N1 0.0186(14) 0.0230(15) 0.0299(16) 0.0020(13) 0.0031(12) -0.0055(12) N2 0.0240(15) 0.0207(14) 0.0209(14) 0.0055(11) 0.0090(12) 0.0037(11) N3 0.0156(13) 0.0148(13) 0.0163(13) 0.0026(10) 0.0005(10) 0.0000(10) N4 0.0184(13) 0.0158(13) 0.0180(13) 0.0019(11) 0.0027(12) 0.0019(11) O1 0.0195(11) 0.0184(11) 0.0236(11) 0.0010(9) 0.0029(9) -0.0052(10) O2 0.0209(11) 0.0181(12) 0.0225(11) 0.0069(9) 0.0026(10) 0.0013(10) O3 0.0231(11) 0.0157(11) 0.0157(10) 0.0016(9) 0.0028(10) -0.0030(9) O4 0.0125(10) 0.0165(10) 0.0215(11) -0.0009(8) 0.0029(10) 0.0003(9) C1 0.0201(18) 0.026(2) 0.054(3) 0.0049(19) -0.0140(17) 0.0015(15) C2 0.029(2) 0.041(2) 0.031(2) 0.0055(18) -0.0083(16) 0.0106(18) C3 0.022(2) 0.028(2) 0.061(3) 0.011(2) -0.0075(19) 0.0023(16) C4 0.0251(19) 0.031(2) 0.049(3) -0.0082(18) -0.0097(17) 0.0179(17) C5 0.0178(17) 0.043(2) 0.045(2) 0.0158(19) 0.0067(16) 0.0127(16) C6 0.048(2) 0.031(2) 0.035(2) -0.0023(17) -0.0243(19) 0.003(2) C7 0.036(2) 0.041(2) 0.037(2) -0.017(2) -0.0179(18) 0.003(2) C8 0.042(2) 0.025(2) 0.031(2) -0.0106(16) -0.0133(18) -0.0056(17) C9 0.048(2) 0.0224(19) 0.0235(18) -0.0095(15) -0.0057(17) 0.0017(17) C10 0.050(3) 0.033(2) 0.0185(16) -0.0068(15) -0.0110(16) -0.0075(19) C11 0.036(2) 0.0237(18) 0.0303(19) -0.0027(17) 0.0045(17) 0.0136(16) C12 0.033(2) 0.0154(17) 0.044(2) -0.0010(15) -0.0047(17) 0.0028(15) C13 0.028(2) 0.027(2) 0.038(2) 0.0145(16) 0.0051(16) 0.0117(16) C14 0.034(2) 0.0256(19) 0.028(2) -0.0038(16) -0.0100(16) 0.0135(16) C15 0.0227(19) 0.0207(19) 0.044(2) 0.0054(17) -0.0012(17) 0.0067(15) C16 0.0241(18) 0.032(2) 0.051(2) 0.0092(19) -0.0018(19) -0.0119(16) C17 0.0260(19) 0.0209(19) 0.032(2) 0.0079(15) 0.0057(16) -0.0037(15) C18 0.0250(18) 0.0185(18) 0.0235(16) 0.0043(13) 0.0051(14) 0.0047(14) C19 0.044(2) 0.030(2) 0.036(2) 0.0068(18) 0.0210(18) 0.0019(18) C20 0.043(2) 0.033(2) 0.045(2) -0.0117(19) 0.011(2) 0.012(2) C21 0.089(4) 0.038(2) 0.020(2) 0.0001(17) 0.017(2) 0.023(2) C22 0.070(4) 0.049(3) 0.044(3) -0.032(2) -0.022(3) 0.030(3) C23 0.056(3) 0.026(2) 0.054(3) -0.025(2) 0.014(2) -0.007(2) C24 0.054(3) 0.0223(19) 0.028(2) -0.0048(15) 0.0085(18) 0.0158(17) C25 0.032(2) 0.025(2) 0.070(3) 0.011(2) -0.019(2) 0.0023(18) C26 0.037(2) 0.051(3) 0.053(3) -0.028(2) -0.025(2) 0.025(2) C27 0.0236(19) 0.070(3) 0.025(2) 0.008(2) -0.0014(15) 0.013(2) C28 0.028(2) 0.046(3) 0.0265(19) 0.0008(18) -0.0096(16) 0.0126(17) C29 0.0263(19) 0.036(2) 0.041(2) -0.0045(19) -0.0136(17) 0.0020(18) C30 0.0301(19) 0.0153(16) 0.0251(17) 0.0017(14) -0.0011(15) -0.0014(14) C31 0.0178(16) 0.0214(17) 0.0209(16) 0.0025(15) 0.0011(13) -0.0017(14) C32 0.0137(15) 0.0206(18) 0.0228(17) 0.0012(13) 0.0027(13) 0.0016(13) C33 0.0294(19) 0.0202(17) 0.0215(16) 0.0036(14) 0.0043(14) 0.0031(16) O41 0.0243(13) 0.0359(15) 0.0421(15) 0.0071(13) -0.0034(12) -0.0029(11) C41 0.0236(19) 0.030(2) 0.053(2) -0.0002(18) -0.0020(17) 0.0008(16) C42 0.0249(18) 0.030(2) 0.061(3) -0.0040(18) 0.004(2) -0.0003(19) C43 0.033(2) 0.046(2) 0.054(3) -0.001(2) -0.008(2) 0.009(2) C44 0.042(2) 0.044(3) 0.066(3) 0.017(2) -0.002(2) 0.006(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 Y1 O3 2.250(2) . ? Y1 O1 2.256(2) . ? Y1 O4 2.2605(19) . ? Y1 O2 2.277(2) . ? Y1 N3 2.614(2) . ? Y1 C5 2.661(3) . ? Y1 C4 2.677(3) . ? Y1 C1 2.677(3) . ? Y1 C2 2.701(3) . ? Y1 C3 2.701(4) . ? Y1 N1 2.740(3) . ? Y1 Y3 3.7024(6) . ? Y2 O4 2.234(2) . ? Y2 O1 2.260(2) . ? Y2 N4 2.445(2) . ? Y2 C9 2.661(3) . ? Y2 C8 2.663(3) . ? Y2 C10 2.677(3) . ? Y2 C14 2.692(3) . ? Y2 C7 2.697(3) . ? Y2 C15 2.698(3) . ? Y2 C6 2.708(3) . ? Y2 C11 2.715(3) . ? Y2 C13 2.717(3) . ? Y3 O3 2.239(2) . ? Y3 O2 2.241(2) . ? Y3 N2 2.437(3) . ? Y3 C23 2.651(4) . ? Y3 C28 2.652(3) . ? Y3 C22 2.664(4) . ? Y3 C25 2.683(4) . ? Y3 C29 2.687(3) . ? Y3 C24 2.694(3) . ? Y3 C21 2.699(4) . ? Y3 C27 2.717(3) . ? Y3 C26 2.719(4) . ? N1 O1 1.443(3) . ? N1 C16 1.457(4) . ? N1 C17 1.458(4) . ? N2 O2 1.444(3) . ? N2 C19 1.470(4) . ? N2 C18 1.477(4) . ? N3 O3 1.440(3) . ? N3 C31 1.457(4) . ? N3 C30 1.462(4) . ? N4 O4 1.435(3) . ? N4 C32 1.466(4) . ? N4 C33 1.468(4) . ? C1 C5 1.391(5) . ? C1 C2 1.394(5) . ? C2 C3 1.384(5) . ? C3 C4 1.392(5) . ? C4 C5 1.400(5) . ? C6 C7 1.391(6) . ? C6 C10 1.399(5) . ? C7 C8 1.406(5) . ? C8 C9 1.401(5) . ? C9 C10 1.406(5) . ? C11 C12 1.398(5) . ? C11 C15 1.404(5) . ? C12 C13 1.390(5) . ? C13 C14 1.397(5) . ? C14 C15 1.392(5) . ? C17 C18 1.509(4) . ? C20 C24 1.365(5) . ? C20 C21 1.405(6) . ? C21 C22 1.390(6) . ? C22 C23 1.380(6) . ? C23 C24 1.392(5) . ? C25 C28 1.383(5) . ? C25 C26 1.391(6) . ? C26 C27 1.382(6) . ? C27 C29 1.384(5) . ? C28 C29 1.390(5) . ? C31 C32 1.521(4) . ? O41 C44 1.415(4) . ? O41 C41 1.420(4) . ? C41 C42 1.520(5) . ? C42 C43 1.516(5) . ? C43 C44 1.508(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Y1 O1 116.29(7) . . ? O3 Y1 O4 92.63(7) . . ? O1 Y1 O4 68.43(7) . . ? O3 Y1 O2 68.97(7) . . ? O1 Y1 O2 91.75(7) . . ? O4 Y1 O2 144.12(7) . . ? O3 Y1 N3 33.39(7) . . ? O1 Y1 N3 127.58(8) . . ? O4 Y1 N3 72.51(7) . . ? O2 Y1 N3 100.49(8) . . ? O3 Y1 C5 125.92(10) . . ? O1 Y1 C5 109.71(10) . . ? O4 Y1 C5 130.95(10) . . ? O2 Y1 C5 83.16(10) . . ? N3 Y1 C5 122.21(10) . . ? O3 Y1 C4 99.90(10) . . ? O1 Y1 C4 140.07(10) . . ? O4 Y1 C4 128.83(10) . . ? O2 Y1 C4 85.71(10) . . ? N3 Y1 C4 91.89(10) . . ? C5 Y1 C4 30.40(11) . . ? O3 Y1 C1 148.68(10) . . ? O1 Y1 C1 94.95(10) . . ? O4 Y1 C1 101.38(10) . . ? O2 Y1 C1 110.18(10) . . ? N3 Y1 C1 126.39(10) . . ? C5 Y1 C1 30.20(11) . . ? C4 Y1 C1 49.79(11) . . ? O3 Y1 C2 127.39(10) . . ? O1 Y1 C2 110.89(10) . . ? O4 Y1 C2 83.82(10) . . ? O2 Y1 C2 131.95(10) . . ? N3 Y1 C2 97.90(10) . . ? C5 Y1 C2 49.79(11) . . ? C4 Y1 C2 49.56(12) . . ? C1 Y1 C2 30.05(11) . . ? O3 Y1 C3 101.14(10) . . ? O1 Y1 C3 140.45(10) . . ? O4 Y1 C3 98.96(11) . . ? O2 Y1 C3 114.32(10) . . ? N3 Y1 C3 78.36(10) . . ? C5 Y1 C3 49.70(11) . . ? C4 Y1 C3 30.01(11) . . ? C1 Y1 C3 49.34(11) . . ? C2 Y1 C3 29.69(11) . . ? O3 Y1 N1 124.88(8) . . ? O1 Y1 N1 31.74(7) . . ? O4 Y1 N1 99.02(8) . . ? O2 Y1 N1 70.62(8) . . ? N3 Y1 N1 152.39(8) . . ? C5 Y1 N1 83.53(10) . . ? C4 Y1 N1 112.77(10) . . ? C1 Y1 N1 80.68(10) . . ? C2 Y1 N1 107.42(10) . . ? C3 Y1 N1 129.25(10) . . ? O3 Y1 Y3 34.34(5) . . ? O1 Y1 Y3 105.81(5) . . ? O4 Y1 Y3 120.54(5) . . ? O2 Y1 Y3 34.65(5) . . ? N3 Y1 Y3 66.73(5) . . ? C5 Y1 Y3 107.35(9) . . ? C4 Y1 Y3 94.40(8) . . ? C1 Y1 Y3 137.54(9) . . ? C2 Y1 Y3 141.69(9) . . ? C3 Y1 Y3 112.49(9) . . ? N1 Y1 Y3 97.90(6) . . ? O4 Y2 O1 68.82(7) . . ? O4 Y2 N4 35.37(7) . . ? O1 Y2 N4 98.23(8) . . ? O4 Y2 C9 124.80(9) . . ? O1 Y2 C9 131.56(10) . . ? N4 Y2 C9 117.28(10) . . ? O4 Y2 C8 121.24(10) . . ? O1 Y2 C8 101.06(10) . . ? N4 Y2 C8 135.26(10) . . ? C9 Y2 C8 30.52(11) . . ? O4 Y2 C10 95.65(9) . . ? O1 Y2 C10 135.20(10) . . ? N4 Y2 C10 88.44(10) . . ? C9 Y2 C10 30.55(10) . . ? C8 Y2 C10 50.26(12) . . ? O4 Y2 C14 109.24(9) . . ? O1 Y2 C14 85.20(9) . . ? N4 Y2 C14 93.41(10) . . ? C9 Y2 C14 121.58(11) . . ? C8 Y2 C14 128.00(11) . . ? C10 Y2 C14 138.86(11) . . ? O4 Y2 C7 91.00(10) . . ? O1 Y2 C7 87.49(10) . . ? N4 Y2 C7 112.18(11) . . ? C9 Y2 C7 50.11(12) . . ? C8 Y2 C7 30.41(11) . . ? C10 Y2 C7 49.77(12) . . ? C14 Y2 C7 154.15(12) . . ? O4 Y2 C15 109.61(9) . . ? O1 Y2 C15 113.56(10) . . ? N4 Y2 C15 80.27(10) . . ? C9 Y2 C15 104.51(11) . . ? C8 Y2 C15 126.04(11) . . ? C10 Y2 C15 111.23(12) . . ? C14 Y2 C15 29.94(10) . . ? C7 Y2 C15 154.44(12) . . ? O4 Y2 C6 76.48(10) . . ? O1 Y2 C6 105.83(10) . . ? N4 Y2 C6 86.11(10) . . ? C9 Y2 C6 49.98(11) . . ? C8 Y2 C6 49.86(12) . . ? C10 Y2 C6 30.10(11) . . ? C14 Y2 C6 168.92(12) . . ? C7 Y2 C6 29.82(12) . . ? C15 Y2 C6 139.67(12) . . ? O4 Y2 C11 135.06(9) . . ? O1 Y2 C11 131.26(10) . . ? N4 Y2 C11 100.66(10) . . ? C9 Y2 C11 75.60(11) . . ? C8 Y2 C11 96.20(11) . . ? C10 Y2 C11 89.94(12) . . ? C14 Y2 C11 49.32(11) . . ? C7 Y2 C11 124.61(11) . . ? C15 Y2 C11 30.07(10) . . ? C6 Y2 C11 119.88(12) . . ? O4 Y2 C13 134.01(10) . . ? O1 Y2 C13 83.22(9) . . ? N4 Y2 C13 123.29(10) . . ? C9 Y2 C13 101.13(11) . . ? C8 Y2 C13 98.92(12) . . ? C10 Y2 C13 128.93(11) . . ? C14 Y2 C13 29.92(11) . . ? C7 Y2 C13 124.49(12) . . ? C15 Y2 C13 49.34(11) . . ? C6 Y2 C13 148.29(12) . . ? C11 Y2 C13 49.03(11) . . ? O3 Y3 O2 69.79(7) . . ? O3 Y3 N2 97.70(8) . . ? O2 Y3 N2 35.63(8) . . ? O3 Y3 C23 100.05(11) . . ? O2 Y3 C23 121.29(11) . . ? N2 Y3 C23 138.48(11) . . ? O3 Y3 C28 130.81(10) . . ? O2 Y3 C28 135.98(10) . . ? N2 Y3 C28 100.78(11) . . ? C23 Y3 C28 95.41(13) . . ? O3 Y3 C22 130.11(12) . . ? O2 Y3 C22 126.28(12) . . ? N2 Y3 C22 121.52(13) . . ? C23 Y3 C22 30.08(13) . . ? C28 Y3 C22 74.30(13) . . ? O3 Y3 C25 114.12(12) . . ? O2 Y3 C25 110.43(10) . . ? N2 Y3 C25 79.16(10) . . ? C23 Y3 C25 125.24(14) . . ? C28 Y3 C25 30.04(11) . . ? C22 Y3 C25 103.31(14) . . ? O3 Y3 C29 107.79(10) . . ? O2 Y3 C29 157.84(10) . . ? N2 Y3 C29 128.07(11) . . ? C23 Y3 C29 80.85(13) . . ? C28 Y3 C29 30.17(11) . . ? C22 Y3 C29 72.93(13) . . ? C25 Y3 C29 49.29(12) . . ? O3 Y3 C24 88.67(9) . . ? O2 Y3 C24 91.15(10) . . ? N2 Y3 C24 114.18(10) . . ? C23 Y3 C24 30.17(12) . . ? C28 Y3 C24 122.93(12) . . ? C22 Y3 C24 49.29(12) . . ? C25 Y3 C24 152.57(13) . . ? C29 Y3 C24 110.95(12) . . ? O3 Y3 C21 136.62(10) . . ? O2 Y3 C21 98.09(12) . . ? N2 Y3 C21 92.97(12) . . ? C23 Y3 C21 49.64(13) . . ? C28 Y3 C21 87.44(13) . . ? C22 Y3 C21 30.02(14) . . ? C25 Y3 C21 109.16(14) . . ? C29 Y3 C21 97.81(14) . . ? C24 Y3 C21 49.01(11) . . ? O3 Y3 C27 81.90(9) . . ? O2 Y3 C27 133.11(11) . . ? N2 Y3 C27 120.12(12) . . ? C23 Y3 C27 99.43(14) . . ? C28 Y3 C27 49.47(11) . . ? C22 Y3 C27 100.58(14) . . ? C25 Y3 C27 49.10(13) . . ? C29 Y3 C27 29.68(11) . . ? C24 Y3 C27 125.62(13) . . ? C21 Y3 C27 127.35(14) . . ? O3 Y3 C26 85.47(11) . . ? O2 Y3 C26 109.39(10) . . ? N2 Y3 C26 90.67(12) . . ? C23 Y3 C26 127.81(13) . . ? C28 Y3 C26 49.39(12) . . ? C22 Y3 C26 120.27(13) . . ? C25 Y3 C26 29.84(13) . . ? C29 Y3 C26 48.89(12) . . ? C24 Y3 C26 155.03(14) . . ? C21 Y3 C26 136.49(13) . . ? C27 Y3 C26 29.45(12) . . ? O1 N1 C16 107.8(3) . . ? O1 N1 C17 108.7(2) . . ? C16 N1 C17 109.7(3) . . ? O1 N1 Y1 55.32(12) . . ? C16 N1 Y1 130.0(2) . . ? C17 N1 Y1 120.28(19) . . ? O2 N2 C19 108.0(2) . . ? O2 N2 C18 108.9(2) . . ? C19 N2 C18 112.3(3) . . ? O2 N2 Y3 64.74(13) . . ? C19 N2 Y3 126.9(2) . . ? C18 N2 Y3 119.81(18) . . ? O3 N3 C31 108.2(2) . . ? O3 N3 C30 107.5(2) . . ? C31 N3 C30 109.3(2) . . ? O3 N3 Y1 59.27(11) . . ? C31 N3 Y1 123.17(19) . . ? C30 N3 Y1 127.55(18) . . ? O4 N4 C32 109.3(2) . . ? O4 N4 C33 108.5(2) . . ? C32 N4 C33 112.3(2) . . ? O4 N4 Y2 64.27(12) . . ? C32 N4 Y2 119.78(18) . . ? C33 N4 Y2 126.8(2) . . ? N1 O1 Y1 92.93(15) . . ? N1 O1 Y2 154.21(17) . . ? Y1 O1 Y2 110.69(9) . . ? N2 O2 Y3 79.63(14) . . ? N2 O2 Y1 138.05(16) . . ? Y3 O2 Y1 110.06(9) . . ? N3 O3 Y3 154.19(16) . . ? N3 O3 Y1 87.34(13) . . ? Y3 O3 Y1 111.14(8) . . ? N4 O4 Y2 80.36(13) . . ? N4 O4 Y1 138.24(16) . . ? Y2 O4 Y1 111.48(8) . . ? C5 C1 C2 108.3(3) . . ? C5 C1 Y1 74.26(19) . . ? C2 C1 Y1 75.9(2) . . ? C3 C2 C1 107.8(4) . . ? C3 C2 Y1 75.2(2) . . ? C1 C2 Y1 74.1(2) . . ? C2 C3 C4 108.6(3) . . ? C2 C3 Y1 75.1(2) . . ? C4 C3 Y1 74.0(2) . . ? C3 C4 C5 107.6(3) . . ? C3 C4 Y1 76.0(2) . . ? C5 C4 Y1 74.2(2) . . ? C1 C5 C4 107.7(3) . . ? C1 C5 Y1 75.5(2) . . ? C4 C5 Y1 75.42(19) . . ? C7 C6 C10 108.3(4) . . ? C7 C6 Y2 74.6(2) . . ? C10 C6 Y2 73.7(2) . . ? C6 C7 C8 108.1(4) . . ? C6 C7 Y2 75.5(2) . . ? C8 C7 Y2 73.5(2) . . ? C9 C8 C7 107.9(4) . . ? C9 C8 Y2 74.65(19) . . ? C7 C8 Y2 76.1(2) . . ? C8 C9 C10 107.8(3) . . ? C8 C9 Y2 74.84(19) . . ? C10 C9 Y2 75.34(19) . . ? C6 C10 C9 107.9(4) . . ? C6 C10 Y2 76.2(2) . . ? C9 C10 Y2 74.11(19) . . ? C12 C11 C15 108.1(3) . . ? C12 C11 Y2 76.02(19) . . ? C15 C11 Y2 74.32(19) . . ? C13 C12 C11 107.9(3) . . ? C13 C12 Y2 74.44(19) . . ? C11 C12 Y2 74.26(19) . . ? C12 C13 C14 108.2(3) . . ? C12 C13 Y2 76.0(2) . . ? C14 C13 Y2 74.05(19) . . ? C15 C14 C13 108.3(3) . . ? C15 C14 Y2 75.3(2) . . ? C13 C14 Y2 76.03(19) . . ? C14 C15 C11 107.5(3) . . ? C14 C15 Y2 74.78(19) . . ? C11 C15 Y2 75.62(19) . . ? N1 C17 C18 115.1(3) . . ? N2 C18 C17 117.9(3) . . ? C24 C20 C21 107.7(4) . . ? C24 C20 Y3 74.1(2) . . ? C21 C20 Y3 73.9(2) . . ? C22 C21 C20 107.3(4) . . ? C22 C21 Y3 73.6(2) . . ? C20 C21 Y3 76.1(2) . . ? C23 C22 C21 108.4(4) . . ? C23 C22 Y3 74.4(2) . . ? C21 C22 Y3 76.4(2) . . ? C22 C23 C24 107.5(4) . . ? C22 C23 Y3 75.5(2) . . ? C24 C23 Y3 76.6(2) . . ? C20 C24 C23 109.0(4) . . ? C20 C24 Y3 76.8(2) . . ? C23 C24 Y3 73.2(2) . . ? C28 C25 C26 108.0(4) . . ? C28 C25 Y3 73.7(2) . . ? C26 C25 Y3 76.5(2) . . ? C27 C26 C25 108.0(4) . . ? C27 C26 Y3 75.2(2) . . ? C25 C26 Y3 73.7(2) . . ? C26 C27 C29 108.0(4) . . ? C26 C27 Y3 75.3(2) . . ? C29 C27 Y3 74.0(2) . . ? C25 C28 C29 107.7(4) . . ? C25 C28 Y3 76.2(2) . . ? C29 C28 Y3 76.3(2) . . ? C27 C29 C28 108.2(4) . . ? C27 C29 Y3 76.4(2) . . ? C28 C29 Y3 73.52(19) . . ? N3 C31 C32 114.5(3) . . ? N4 C32 C31 118.0(3) . . ? C44 O41 C41 108.4(3) . . ? O41 C41 C42 104.9(3) . . ? C43 C42 C41 102.1(3) . . ? C44 C43 C42 103.9(3) . . ? O41 C44 C43 108.4(3) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 30.07 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.784 _refine_diff_density_min -0.446 _refine_diff_density_rms 0.095