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 'Michael Drew' _publ_contact_author_address ; Department of Chemistry University of Reading Whiteknights PO Box 224 Reading Berks RG6 6AD UNITED KINGDOM ; _publ_contact_author_email M.G.B.DREW@READING.AC.UK _publ_section_title ; Complexes formed between the quadridentate, heterocyclic molecules 6,6'-Bis-(5,6-dialkyl-1,2,4-triazin-3-yl)-2,2'-bipyridines (BTBPs) and lanthanides(III): implications for the partitioning of actinides(III) and lanthanides(III). ; loop_ _publ_author_name 'M. Drew' 'Mark R. S. Foreman' 'Clement Hill' 'M. J. Hudson' 'Charles Madic' #===END data_eu _database_code_depnum_ccdc_archive 'CCDC 255384' _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C26 H29 Eu N12 O9' _chemical_formula_weight 805.57 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' '-x, -y, -z' '-x, y, -z-1/2' _cell_length_a 8.872(9) _cell_length_b 11.883(13) _cell_length_c 15.842(17) _cell_angle_alpha 90.00 _cell_angle_beta 99.743(10) _cell_angle_gamma 90.00 _cell_volume 1646.1(30) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour white _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.625 _exptl_crystal_density_method ? _exptl_crystal_F_000 808 _exptl_absorpt_coefficient_mu 1.974 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; DIFABS, Walker, N. and Stuart, D., Acta Cryst 1983 A39 158. ; _exptl_absorpt_correction_T_min 0.693 _exptl_absorpt_correction_T_max 1.000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_standards_interval_count ? _diffrn_measurement_device 'Marresearch Image Plate' _diffrn_measurement_method '95 frames at 2^o intervals, counting time 2 min.' _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8235 _diffrn_reflns_av_R_equivalents 0.0697 _diffrn_reflns_av_sigmaI/netI 0.0802 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 25.62 _reflns_number_total 3096 _reflns_number_observed 2905 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'XDS (Kabsch, 1991)' _computing_cell_refinement XDS _computing_data_reduction XDS _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics PLATON(Spek,1994) _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 ; w=1/[\s^2^(Fo^2^)+(0.1586P)^2^+6.6608P] 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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0284(42) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3096 _refine_ls_number_parameters 209 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0980 _refine_ls_R_factor_obs 0.0930 _refine_ls_wR_factor_all 0.2245 _refine_ls_wR_factor_obs 0.2178 _refine_ls_goodness_of_fit_all 1.100 _refine_ls_goodness_of_fit_obs 1.102 _refine_ls_restrained_S_all 1.098 _refine_ls_restrained_S_obs 1.101 _refine_ls_shift/esd_max 0.009 _refine_ls_shift/esd_mean 0.001 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Eu1 Eu 0.0000 0.20268(5) 0.2500 0.0254(4) Uani 1 d S . N1 N 0.1561(13) 0.3265(8) 0.0825(6) 0.046(2) Uani 1 d . . N2 N 0.1302(11) 0.2225(7) 0.1154(6) 0.037(2) Uani 1 d . . C3 C 0.1678(11) 0.1329(8) 0.0762(6) 0.032(2) Uani 1 d . . N4 N 0.2370(10) 0.1321(9) 0.0053(5) 0.042(2) Uani 1 d . . C5 C 0.2678(14) 0.2282(11) -0.0253(7) 0.045(3) Uani 1 d . . C6 C 0.2234(16) 0.3292(12) 0.0114(8) 0.051(3) Uani 1 d . . C7 C 0.1407(11) 0.0209(9) 0.1109(6) 0.032(2) Uani 1 d . . N8 N 0.0668(9) 0.0155(7) 0.1791(5) 0.032(2) Uani 1 d . . C9 C 0.0392(12) -0.0844(7) 0.2131(6) 0.035(2) Uani 1 d . . C10 C 0.0838(17) -0.1862(9) 0.1765(8) 0.050(3) Uani 1 d . . H10 H 0.0638 -0.2557 0.1992 0.060 Uiso 1 calc R . C11 C 0.1566(18) -0.1790(11) 0.1074(9) 0.057(3) Uani 1 d . . H11 H 0.1875 -0.2446 0.0832 0.069 Uiso 1 calc R . C12 C 0.1853(14) -0.0760(9) 0.0726(7) 0.046(3) Uani 1 d . . H12 H 0.2332 -0.0717 0.0249 0.055 Uiso 1 calc R . C51 C 0.3485(18) 0.2319(16) -0.1022(9) 0.068(4) Uani 1 d . . H51A H 0.4409 0.2764 -0.0879 0.082 Uiso 1 calc R . H51B H 0.2827 0.2691 -0.1491 0.082 Uiso 1 calc R . C52 C 0.3908(19) 0.1158(17) -0.1319(10) 0.083(5) Uani 1 d . . H52C H 0.4608 0.0801 -0.0870 0.100 Uiso 1 calc R . H52D H 0.4381 0.1234 -0.1818 0.100 Uiso 1 calc R . H52E H 0.3001 0.0708 -0.1456 0.100 Uiso 1 calc R . C61 C 0.2505(26) 0.4406(13) -0.0245(11) 0.086(6) Uani 1 d . . H61A H 0.3540 0.4410 -0.0367 0.103 Uiso 1 calc R . H61B H 0.1820 0.4479 -0.0788 0.103 Uiso 1 calc R . C62 C 0.2331(28) 0.5347(13) 0.0231(14) 0.108(7) Uani 1 d . . H62C H 0.1269 0.5549 0.0154 0.129 Uiso 1 calc R . H62D H 0.2906 0.5957 0.0046 0.129 Uiso 1 calc R . H62E H 0.2698 0.5194 0.0825 0.129 Uiso 1 calc R . O41 O 0.1825(12) 0.1910(8) 0.3919(6) 0.059(2) Uani 1 d . . O42 O 0.2886(11) 0.1774(9) 0.2808(6) 0.061(2) Uani 1 d . . N43 N 0.3038(13) 0.1884(9) 0.3610(7) 0.050(3) Uani 1 d . . O44 O 0.4303(14) 0.1973(11) 0.4075(9) 0.092(5) Uani 1 d . . O51 O -0.1123(11) 0.3923(7) 0.2137(6) 0.060(2) Uani 1 d U . N53 N 0.0000 0.4483(13) 0.2500 0.051(3) Uiso 1 d SU . O52 O 0.0000 0.5510(17) 0.2500 0.101(6) Uiso 1 d SU . N200 N 0.5000 0.6272(44) 0.2500 0.190(17) Uiso 1 d S . C201 C 0.5000 0.5310(38) 0.2500 0.123(11) Uiso 1 d S . C202 C 0.5000 0.4140(30) 0.2500 0.121(11) Uiso 1 d S . H20A H 0.5789 0.3870 0.2205 0.146 Uiso 0.50 calc PR . H20B H 0.4025 0.3870 0.2216 0.146 Uiso 0.50 calc PR . H20C H 0.5186 0.3870 0.3080 0.146 Uiso 0.50 calc PR . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Eu1 0.0300(5) 0.0228(5) 0.0243(4) 0.000 0.0071(3) 0.000 N1 0.066(7) 0.037(4) 0.038(5) 0.006(4) 0.014(4) -0.006(4) N2 0.042(5) 0.034(4) 0.036(4) 0.000(3) 0.011(4) -0.006(4) C3 0.027(5) 0.042(5) 0.028(4) -0.003(4) 0.006(4) -0.006(4) N4 0.036(5) 0.062(6) 0.030(4) -0.001(4) 0.016(3) -0.006(4) C5 0.041(6) 0.058(7) 0.038(6) -0.003(5) 0.010(5) -0.012(5) C6 0.059(8) 0.055(7) 0.040(6) 0.008(5) 0.015(5) -0.018(6) C7 0.032(5) 0.041(5) 0.028(4) 0.000(4) 0.013(4) -0.001(4) N8 0.033(4) 0.032(4) 0.033(4) -0.008(3) 0.009(3) 0.005(3) C9 0.045(6) 0.014(4) 0.044(5) -0.004(4) 0.004(4) 0.005(4) C10 0.078(9) 0.027(5) 0.048(6) -0.001(4) 0.018(6) 0.011(5) C11 0.078(10) 0.041(6) 0.058(8) -0.009(6) 0.028(7) 0.013(6) C12 0.059(7) 0.043(6) 0.043(6) -0.004(5) 0.026(5) 0.000(5) C51 0.057(8) 0.105(11) 0.048(7) -0.002(8) 0.023(6) -0.032(8) C52 0.067(10) 0.132(15) 0.062(8) -0.003(10) 0.043(8) -0.007(10) C61 0.136(17) 0.059(9) 0.071(10) 0.004(8) 0.041(10) -0.032(10) C62 0.141(19) 0.048(8) 0.138(18) 0.047(11) 0.035(14) 0.001(10) O41 0.055(6) 0.080(7) 0.039(4) 0.014(4) -0.001(4) -0.004(4) N43 0.039(6) 0.056(6) 0.051(6) 0.003(4) -0.005(5) 0.005(4) O44 0.046(6) 0.148(14) 0.072(8) 0.001(6) -0.020(6) -0.006(6) O42 0.044(5) 0.091(6) 0.048(5) -0.008(5) 0.008(4) 0.007(5) O51 0.067(6) 0.040(4) 0.072(5) 0.008(4) 0.008(4) 0.002(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Eu1 O51 2.492(9) 4_556 ? Eu1 O51 2.492(9) . ? Eu1 O42 2.542(10) . ? Eu1 O42 2.542(10) 4_556 ? Eu1 O41 2.543(9) . ? Eu1 O41 2.543(9) 4_556 ? Eu1 N2 2.602(9) . ? Eu1 N2 2.602(9) 4_556 ? Eu1 N8 2.604(8) . ? Eu1 N8 2.604(8) 4_556 ? N1 N2 1.375(13) . ? C3 N2 1.304(13) . ? C3 N4 1.369(12) . ? N4 C5 1.29(2) . ? C5 C6 1.42(2) . ? C5 C51 1.51(2) . ? C6 N1 1.36(2) . ? C6 C61 1.48(2) . ? C7 C3 1.475(14) . ? N8 C9 1.343(12) . ? N8 C7 1.357(12) . ? C9 C10 1.426(13) . ? C9 C9 1.46(2) 4_556 ? C10 C11 1.37(2) . ? C11 C12 1.38(2) . ? C12 C7 1.390(14) . ? C51 C52 1.52(3) . ? C61 C62 1.37(2) . ? O41 N43 1.26(2) . ? N43 O44 1.24(2) . ? N43 O42 1.263(15) . ? N53 O52 1.22(2) . ? N53 O51 1.253(12) 4_556 ? O51 N53 1.253(12) . ? N200 C201 1.14(5) . ? C201 C202 1.39(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 O51 Eu1 O51 50.5(4) 4_556 . ? O51 Eu1 O42 73.3(3) 4_556 . ? O51 Eu1 O42 120.1(3) . . ? O51 Eu1 O42 120.1(3) 4_556 4_556 ? O51 Eu1 O42 73.3(3) . 4_556 ? O42 Eu1 O42 166.4(5) . 4_556 ? O51 Eu1 O41 71.1(3) 4_556 . ? O51 Eu1 O41 115.0(3) . . ? O42 Eu1 O41 49.8(3) . . ? O42 Eu1 O41 129.3(3) 4_556 . ? O51 Eu1 O41 115.0(3) 4_556 4_556 ? O51 Eu1 O41 71.1(3) . 4_556 ? O42 Eu1 O41 129.3(3) . 4_556 ? O42 Eu1 O41 49.8(3) 4_556 4_556 ? O41 Eu1 O41 173.7(4) . 4_556 ? O51 Eu1 N2 83.8(3) 4_556 . ? O51 Eu1 N2 86.8(3) . . ? O42 Eu1 N2 66.1(3) . . ? O42 Eu1 N2 115.2(3) 4_556 . ? O41 Eu1 N2 115.2(3) . . ? O41 Eu1 N2 65.5(3) 4_556 . ? O51 Eu1 N2 86.8(3) 4_556 4_556 ? O51 Eu1 N2 83.8(3) . 4_556 ? O42 Eu1 N2 115.2(3) . 4_556 ? O42 Eu1 N2 66.1(3) 4_556 4_556 ? O41 Eu1 N2 65.5(3) . 4_556 ? O41 Eu1 N2 115.2(3) 4_556 4_556 ? N2 Eu1 N2 169.6(4) . 4_556 ? O51 Eu1 N8 139.5(3) 4_556 . ? O51 Eu1 N8 141.6(3) . . ? O42 Eu1 N8 71.7(3) . . ? O42 Eu1 N8 96.4(3) 4_556 . ? O41 Eu1 N8 100.2(3) . . ? O41 Eu1 N8 74.3(3) 4_556 . ? N2 Eu1 N8 63.8(3) . . ? N2 Eu1 N8 126.6(3) 4_556 . ? O51 Eu1 N8 141.6(3) 4_556 4_556 ? O51 Eu1 N8 139.5(3) . 4_556 ? O42 Eu1 N8 96.4(3) . 4_556 ? O42 Eu1 N8 71.7(3) 4_556 4_556 ? O41 Eu1 N8 74.3(3) . 4_556 ? O41 Eu1 N8 100.2(3) 4_556 4_556 ? N2 Eu1 N8 126.6(3) . 4_556 ? N2 Eu1 N8 63.8(3) 4_556 4_556 ? N8 Eu1 N8 62.7(4) . 4_556 ? C6 N1 N2 117.4(10) . . ? C3 N2 N1 118.7(9) . . ? C3 N2 Eu1 120.0(6) . . ? N1 N2 Eu1 121.2(7) . . ? N2 C3 N4 125.6(9) . . ? N2 C3 C7 119.3(8) . . ? N4 C3 C7 115.1(9) . . ? C5 N4 C3 117.2(10) . . ? N4 C5 C6 120.3(11) . . ? N4 C5 C51 119.2(13) . . ? C6 C5 C51 120.5(12) . . ? N1 C6 C5 120.6(11) . . ? N1 C6 C61 117.6(13) . . ? C5 C6 C61 121.8(12) . . ? C12 C7 C3 120.6(8) . . ? N8 C7 C12 121.3(9) . . ? N8 C7 C3 118.1(8) . . ? C9 N8 C7 120.4(8) . . ? C9 N8 Eu1 120.8(6) . . ? C7 N8 Eu1 118.6(7) . . ? N8 C9 C10 120.3(10) . . ? N8 C9 C9 117.7(5) . 4_556 ? C10 C9 C9 121.9(7) . 4_556 ? C11 C10 C9 118.3(11) . . ? C10 C11 C12 121.3(11) . . ? C11 C12 C7 118.3(10) . . ? C5 C51 C52 113.4(13) . . ? C62 C61 C6 118.6(14) . . ? N43 O41 Eu1 96.7(7) . . ? O44 N43 O41 121.1(13) . . ? O44 N43 O42 122.7(13) . . ? O41 N43 O42 116.3(10) . . ? N43 O42 Eu1 96.5(7) . . ? N53 O51 Eu1 96.8(8) . . ? O52 N53 O51 122.0(7) . . ? O52 N53 O51 122.0(7) . 4_556 ? O51 N53 O51 116.0(14) . 4_556 ? N200 C201 C202 180.000(13) . . ? _diffrn_reflns_theta_full 25.80 _diffrn_measured_fraction_theta_full 0.893 _refine_diff_density_max 8.909 _refine_diff_density_min -1.414 _refine_diff_density_rms 0.367 _publ_section_references ; Kabsch, W. (1988), J.Appl.Cryst 21 916-932. Sheldrick, G.M. (1990) SHELX86, Acta Cryst. A46 467-480. Sheldrick, G.M. (1993) SHELXL program for crystallography refinement. University of Gottingen, Germany. Spek, A.L., (1994) PLATON-94 program, Utrecht University, The Netherlands Walker, N. and Stuart, D., Acta Crystl 1983 A39 158. ; # Attachment 'revised.cif' data_C2-QTP _database_code_depnum_ccdc_archive 'CCDC 280519' _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C24 H26 N8 ' _chemical_formula_weight 426.53 _chemical_melting_point ? _chemical_compound_source ? 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' _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 7.881(9) _cell_length_b 8.831(9) _cell_length_c 8.889(9) _cell_angle_alpha 112.130(10) _cell_angle_beta 96.060(10) _cell_angle_gamma 90.190(10) _cell_volume 569.2(10) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description parallelopiped _exptl_crystal_colour white _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.244 _exptl_crystal_density_method ? _exptl_crystal_F_000 226 _exptl_absorpt_coefficient_mu 0.079 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_standards_interval_count ? _diffrn_measurement_device 'Marresearch Image Plate' _diffrn_measurement_method '95 frames at 2^o intervals, counting time 2 min.' _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3572 _diffrn_reflns_av_R_equivalents 0.0396 _diffrn_reflns_av_sigmaI/netI 0.1229 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.49 _diffrn_reflns_theta_max 25.82 _reflns_number_total 2008 _reflns_number_observed 950 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'XDS (Kabsch, 1991)' _computing_cell_refinement XDS _computing_data_reduction XDS _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics PLATON(Spek,1994) _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 ; w=1/[\s^2^(Fo^2^)+(0.0673P)^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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2008 _refine_ls_number_parameters 147 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1721 _refine_ls_R_factor_obs 0.0798 _refine_ls_wR_factor_all 0.1921 _refine_ls_wR_factor_obs 0.1669 _refine_ls_goodness_of_fit_all 1.026 _refine_ls_goodness_of_fit_obs 1.342 _refine_ls_restrained_S_all 1.026 _refine_ls_restrained_S_obs 1.342 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group N1 N -0.0409(4) 0.2514(4) -0.5047(4) 0.0420(9) Uani 1 d . . N2 N -0.1382(5) 0.3006(4) -0.3741(5) 0.0554(11) Uani 1 d . . C3 C -0.0724(5) 0.2793(5) -0.2380(6) 0.0433(11) Uani 1 d . . N4 N 0.0773(4) 0.2151(3) -0.2182(4) 0.0337(9) Uani 1 d . . C5 C 0.1743(4) 0.1710(4) -0.3399(5) 0.0284(9) Uani 1 d . . C6 C 0.1091(5) 0.1925(4) -0.4839(5) 0.0392(10) Uani 1 d . . C61 C 0.2067(6) 0.1472(5) -0.6349(6) 0.0541(13) Uani 1 d . . H61A H 0.2774 0.0561 -0.6403 0.065 Uiso 1 calc R . H61B H 0.1251 0.1118 -0.7325 0.065 Uiso 1 calc R . C7 C -0.1760(4) 0.3389(4) -0.0952(5) 0.0289(9) Uani 1 d . . N8 N -0.3241(4) 0.4103(3) -0.1147(4) 0.0286(8) Uani 1 d . . C9 C -0.4130(5) 0.4589(4) 0.0145(5) 0.0304(9) Uani 1 d . . C10 C -0.3663(4) 0.4473(4) 0.1625(5) 0.0299(9) Uani 1 d . . H10 H -0.4335 0.4873 0.2478 0.036 Uiso 1 calc R . C11 C -0.2165(5) 0.3742(4) 0.1795(5) 0.0392(10) Uani 1 d . . H11 H -0.1807 0.3603 0.2764 0.047 Uiso 1 calc R . C12 C -0.1193(5) 0.3215(5) 0.0498(5) 0.0449(11) Uani 1 d . . H12 H -0.0156 0.2742 0.0603 0.054 Uiso 1 calc R . C51 C 0.3393(5) 0.0922(5) -0.3182(6) 0.0534(13) Uani 1 d . . H51A H 0.4328 0.1608 -0.3241 0.064 Uiso 1 calc R . H51B H 0.3398 -0.0121 -0.4091 0.064 Uiso 1 calc R . C52 C 0.3737(5) 0.0630(4) -0.1601(5) 0.0435(12) Uani 1 d . . H52A H 0.2958 -0.0219 -0.1623 0.052 Uiso 1 calc R . H52B H 0.3580 0.1620 -0.0692 0.052 Uiso 1 calc R . H52C H 0.4889 0.0304 -0.1489 0.052 Uiso 1 calc R . C62 C 0.3178(6) 0.2869(5) -0.6327(6) 0.079(2) Uani 1 d . . H62A H 0.4152 0.3052 -0.5524 0.094 Uiso 1 calc R . H62B H 0.2537 0.3840 -0.6058 0.094 Uiso 1 calc R . H62C H 0.3554 0.2608 -0.7385 0.094 Uiso 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 N1 0.043(2) 0.047(2) 0.039(2) 0.019(2) 0.006(2) 0.004(2) N2 0.053(3) 0.068(2) 0.049(3) 0.025(2) 0.010(2) 0.011(2) C3 0.042(3) 0.047(3) 0.041(3) 0.017(2) 0.005(3) 0.001(2) N4 0.028(2) 0.037(2) 0.037(2) 0.015(2) 0.002(2) 0.0019(14) C5 0.024(2) 0.031(2) 0.031(3) 0.011(2) 0.007(2) 0.000(2) C6 0.038(3) 0.040(2) 0.040(3) 0.016(2) 0.004(2) 0.000(2) C7 0.025(2) 0.028(2) 0.034(3) 0.012(2) 0.003(2) 0.002(2) N8 0.030(2) 0.030(2) 0.028(2) 0.0127(15) 0.003(2) 0.0009(14) C9 0.028(2) 0.035(2) 0.030(3) 0.013(2) 0.005(2) 0.000(2) C10 0.029(2) 0.031(2) 0.031(3) 0.013(2) 0.005(2) 0.000(2) C11 0.040(2) 0.044(2) 0.035(3) 0.018(2) 0.003(2) 0.006(2) C12 0.047(3) 0.050(3) 0.041(3) 0.020(2) 0.009(2) 0.006(2) C51 0.043(3) 0.058(3) 0.056(4) 0.018(2) 0.005(2) 0.010(2) C52 0.034(3) 0.048(2) 0.053(3) 0.023(2) 0.010(2) 0.009(2) C62 0.092(4) 0.072(3) 0.075(4) 0.027(3) 0.027(3) 0.001(3) C61 0.055(3) 0.056(3) 0.051(3) 0.018(2) 0.014(3) 0.004(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 N1 N2 1.390(5) . ? N2 C3 1.345(5) . ? C3 N4 1.334(5) . ? C3 C7 1.507(5) . ? N4 C5 1.329(4) . ? C5 C6 1.408(5) . ? C5 C51 1.505(5) . ? C6 N1 1.316(5) . ? C6 C61 1.539(6) . ? C7 N8 1.354(4) . ? C7 C12 1.384(5) . ? N8 C9 1.340(4) . ? C9 C10 1.370(5) . ? C9 C9 1.596(7) 2_465 ? C10 C11 1.369(5) . ? C11 C12 1.385(5) . ? C51 C52 1.519(6) . ? C62 C61 1.504(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 C6 N1 N2 117.8(4) . . ? C3 N2 N1 116.8(4) . . ? N4 C3 N2 125.6(4) . . ? N4 C3 C7 118.1(4) . . ? N2 C3 C7 116.3(4) . . ? C5 N4 C3 118.7(4) . . ? N4 C5 C6 117.0(3) . . ? N4 C5 C51 118.0(4) . . ? C6 C5 C51 124.9(4) . . ? N1 C6 C5 124.1(4) . . ? N1 C6 C61 112.9(4) . . ? C5 C6 C61 123.0(3) . . ? N8 C7 C12 122.0(4) . . ? N8 C7 C3 117.5(4) . . ? C12 C7 C3 120.5(3) . . ? C9 N8 C7 115.4(3) . . ? N8 C9 C10 126.5(3) . . ? N8 C9 C9 113.6(4) . 2_465 ? C10 C9 C9 119.9(4) . 2_465 ? C11 C10 C9 117.2(4) . . ? C10 C11 C12 118.8(4) . . ? C7 C12 C11 120.1(4) . . ? C5 C51 C52 115.7(4) . . ? C62 C61 C6 112.9(3) . . ? _diffrn_reflns_theta_full 25.82 _diffrn_measured_fraction_theta_full 0.917 _refine_diff_density_max 0.275 _refine_diff_density_min -0.225 _refine_diff_density_rms 0.084 _publ_section_references ; Kabsch, W. (1988), J.Appl.Cryst 21 916-932. Sheldrick, G.M. (1990) SHELX86, Acta Cryst. A46 467-480. Sheldrick, G.M. (1993) SHELXL program for crystallography refinement. University of Gottingen, Germany. Spek, A.L., (1994) PLATON-94 program, Utrecht University, The Netherlands ; #===END data_CyMe4-QTP _database_code_depnum_ccdc_archive 'CCDC 280520' _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C32.50 H40 N8 O0.50' _chemical_formula_weight 550.73 _chemical_melting_point ? _chemical_compound_source ? 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.156(14) _cell_length_b 15.004(17) _cell_length_c 19.420(22) _cell_angle_alpha 90.00 _cell_angle_beta 90.133(10) _cell_angle_gamma 90.00 _cell_volume 3542.0(70) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description parallelopiped _exptl_crystal_colour white _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.033 _exptl_crystal_density_method ? _exptl_crystal_F_000 1180 _exptl_absorpt_coefficient_mu 0.065 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_standards_interval_count ? _diffrn_measurement_device 'Marresearch Image Plate' _diffrn_measurement_method '95 frames at 2^o intervals, counting time 2 min.' _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15656 _diffrn_reflns_av_R_equivalents 0.0512 _diffrn_reflns_av_sigmaI/netI 0.0582 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 25.83 _reflns_number_total 5542 _reflns_number_observed 3621 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'XDS (Kabsch, 1991)' _computing_cell_refinement XDS _computing_data_reduction XDS _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics PLATON(Spek,1994) _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 fullcycle _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; w=1/[\s^2^(Fo^2^)+(0.2669P)^2^+1.2535P] 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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0091(40) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5542 _refine_ls_number_parameters 380 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1643 _refine_ls_R_factor_obs 0.1299 _refine_ls_wR_factor_all 0.3957 _refine_ls_wR_factor_obs 0.3659 _refine_ls_goodness_of_fit_all 1.097 _refine_ls_goodness_of_fit_obs 1.257 _refine_ls_restrained_S_all 1.097 _refine_ls_restrained_S_obs 1.257 _refine_ls_shift/esd_max 0.007 _refine_ls_shift/esd_mean 0.001 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group N1 N -0.4779(3) 0.6616(3) 0.4454(2) 0.0556(12) Uani 1 d . . N2 N -0.3717(3) 0.6888(3) 0.4406(2) 0.0502(11) Uani 1 d . . C3 C -0.3176(3) 0.6714(3) 0.3828(2) 0.0355(10) Uani 1 d . . N4 N -0.3588(3) 0.6292(3) 0.3279(2) 0.0416(10) Uani 1 d . . C5 C -0.4629(4) 0.6021(3) 0.3322(3) 0.0398(11) Uani 1 d . . C6 C -0.5253(4) 0.6184(3) 0.3925(3) 0.0455(12) Uani 1 d . . C7 C -0.2005(3) 0.7023(3) 0.3802(2) 0.0356(10) Uani 1 d . . N8 N -0.1538(3) 0.7089(2) 0.3172(2) 0.0334(8) Uani 1 d . . C9 C -0.0475(3) 0.7350(3) 0.3134(2) 0.0329(10) Uani 1 d . . C10 C 0.0144(4) 0.7551(4) 0.3714(2) 0.0485(12) Uani 1 d . . H10 H 0.0877 0.7722 0.3674 0.058 Uiso 1 calc R . C11 C -0.0346(4) 0.7492(4) 0.4352(3) 0.0584(15) Uani 1 d . . H11 H 0.0052 0.7633 0.4747 0.070 Uiso 1 calc R . C12 C -0.1438(4) 0.7219(4) 0.4404(3) 0.0487(12) Uani 1 d . . H12 H -0.1778 0.7169 0.4831 0.058 Uiso 1 calc R . C13 C -0.5110(4) 0.5562(4) 0.2701(3) 0.0565(14) Uani 1 d . . C14 C -0.6245(7) 0.5129(9) 0.2916(6) 0.144(5) Uani 1 d . . H14A H -0.6658 0.5021 0.2496 0.172 Uiso 1 calc R . H14B H -0.6084 0.4552 0.3116 0.172 Uiso 1 calc R . C15 C -0.6923(6) 0.5566(7) 0.3359(5) 0.102(3) Uani 1 d . . H15A H -0.7535 0.5174 0.3463 0.122 Uiso 1 calc R . H15B H -0.7221 0.6080 0.3120 0.122 Uiso 1 calc R . C16 C -0.6431(4) 0.5886(4) 0.4041(3) 0.0599(15) Uani 1 d . . N21 N 0.4276(4) 0.8235(4) 0.1086(2) 0.0594(13) Uani 1 d . . N22 N 0.3253(3) 0.7894(3) 0.1150(2) 0.0561(12) Uani 1 d . . C23 C 0.2729(3) 0.8033(3) 0.1750(2) 0.0363(10) Uani 1 d . . N24 N 0.3156(3) 0.8424(2) 0.2301(2) 0.0369(9) Uani 1 d . . C25 C 0.4179(4) 0.8760(3) 0.2243(2) 0.0392(11) Uani 1 d . . C26 C 0.4726(4) 0.8677(4) 0.1593(3) 0.0490(12) Uani 1 d . . C27 C 0.1545(3) 0.7710(3) 0.1774(2) 0.0346(10) Uani 1 d . . N28 N 0.1081(3) 0.7640(2) 0.2393(2) 0.0315(8) Uani 1 d . . C29 C 0.0013(3) 0.7404(3) 0.2431(2) 0.0328(10) Uani 1 d . . C30 C -0.0613(4) 0.7230(3) 0.1836(2) 0.0417(11) Uani 1 d . . H30 H -0.1345 0.7056 0.1872 0.050 Uiso 1 calc R . C31 C -0.0130(4) 0.7320(4) 0.1201(2) 0.0506(13) Uani 1 d . . H31 H -0.0537 0.7226 0.0801 0.061 Uiso 1 calc R . C32 C 0.0972(4) 0.7551(3) 0.1163(3) 0.0467(12) Uani 1 d . . H32 H 0.1322 0.7600 0.0739 0.056 Uiso 1 calc R . C33 C 0.4677(4) 0.9209(3) 0.2857(3) 0.0517(13) Uani 1 d . . C34 C 0.5866(7) 0.9479(9) 0.2710(6) 0.147(5) Uani 1 d . . H34A H 0.6025 1.0001 0.2988 0.176 Uiso 1 calc R . H34B H 0.6335 0.9003 0.2878 0.176 Uiso 1 calc R . C35 C 0.6187(9) 0.9668(10) 0.2049(6) 0.164(6) Uani 1 d . . H35A H 0.6984 0.9692 0.2051 0.197 Uiso 1 calc R . H35B H 0.5930 1.0265 0.1946 0.197 Uiso 1 calc R . C36 C 0.5853(5) 0.9084(5) 0.1450(3) 0.070(2) Uani 1 d . . C161 C -0.7124(6) 0.6661(6) 0.4311(5) 0.106(3) Uani 1 d . . H16A H -0.7180 0.7113 0.3963 0.128 Uiso 1 calc R . H16B H -0.6780 0.6907 0.4714 0.128 Uiso 1 calc R . H16C H -0.7846 0.6450 0.4426 0.128 Uiso 1 calc R . C162 C -0.6464(6) 0.5139(5) 0.4563(4) 0.092(2) Uani 1 d . . H16D H -0.6202 0.5354 0.4999 0.111 Uiso 1 calc R . H16E H -0.6004 0.4658 0.4410 0.111 Uiso 1 calc R . H16F H -0.7206 0.4930 0.4611 0.111 Uiso 1 calc R . C131 C -0.4358(6) 0.4802(5) 0.2469(4) 0.090(2) Uani 1 d . . H13G H -0.3703 0.5045 0.2268 0.108 Uiso 1 calc R . H13H H -0.4735 0.4443 0.2134 0.108 Uiso 1 calc R . H13I H -0.4165 0.4441 0.2859 0.108 Uiso 1 calc R . C132 C -0.5223(8) 0.6214(5) 0.2112(4) 0.106(3) Uani 1 d . . H13J H -0.5660 0.6713 0.2256 0.127 Uiso 1 calc R . H13K H -0.5574 0.5925 0.1729 0.127 Uiso 1 calc R . H13L H -0.4507 0.6419 0.1977 0.127 Uiso 1 calc R . C331 C 0.3993(6) 0.9997(5) 0.3069(4) 0.091(2) Uani 1 d . . H33A H 0.4283 1.0245 0.3488 0.109 Uiso 1 calc R . H33B H 0.3248 0.9810 0.3142 0.109 Uiso 1 calc R . H33C H 0.4013 1.0441 0.2712 0.109 Uiso 1 calc R . C332 C 0.4687(7) 0.8567(6) 0.3463(4) 0.100(3) Uani 1 d . . H33D H 0.5157 0.8070 0.3359 0.120 Uiso 1 calc R . H33E H 0.3954 0.8357 0.3546 0.120 Uiso 1 calc R . H33F H 0.4958 0.8868 0.3865 0.120 Uiso 1 calc R . C361 C 0.5782(7) 0.9693(6) 0.0828(5) 0.107(3) Uani 1 d . . H36C H 0.6503 0.9911 0.0717 0.128 Uiso 1 calc R . H36D H 0.5307 1.0187 0.0930 0.128 Uiso 1 calc R . H36E H 0.5492 0.9367 0.0443 0.128 Uiso 1 calc R . C362 C 0.6664(6) 0.8338(8) 0.1282(6) 0.133(4) Uani 1 d . . H36F H 0.7385 0.8586 0.1218 0.160 Uiso 1 calc R . H36G H 0.6436 0.8041 0.0868 0.160 Uiso 1 calc R . H36H H 0.6682 0.7919 0.1655 0.160 Uiso 1 calc R . C100 C 0.1620 0.9358 0.4789 0.161 Uiso 0.50 d P . H10A H 0.1458 0.9114 0.4343 0.193 Uiso 0.50 calc PR . H10B H 0.0998 0.9275 0.5086 0.193 Uiso 0.50 calc PR . H10C H 0.2248 0.9059 0.4981 0.193 Uiso 0.50 calc PR . O101 O 0.1885 1.0420 0.4716 0.242 Uiso 0.50 d P . H101 H 0.1661 1.0683 0.5058 0.290 Uiso 0.50 calc PR . 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 N1 0.035(2) 0.073(3) 0.059(3) 0.008(2) 0.006(2) -0.008(2) N2 0.034(2) 0.071(3) 0.045(2) 0.004(2) 0.007(2) -0.007(2) C3 0.031(2) 0.037(2) 0.038(3) 0.006(2) 0.003(2) -0.003(2) N4 0.028(2) 0.047(2) 0.051(2) -0.002(2) 0.002(2) -0.004(2) C5 0.026(2) 0.031(2) 0.062(3) 0.006(2) 0.001(2) -0.003(2) C6 0.032(3) 0.045(3) 0.060(3) 0.015(2) 0.000(2) -0.005(2) C7 0.026(2) 0.036(2) 0.045(3) -0.001(2) 0.004(2) -0.001(2) N8 0.023(2) 0.036(2) 0.041(2) 0.0008(14) 0.0022(14) -0.0033(14) C9 0.026(2) 0.035(2) 0.038(2) 0.001(2) 0.000(2) -0.004(2) C10 0.034(3) 0.062(3) 0.050(3) -0.001(2) 0.001(2) -0.008(2) C11 0.043(3) 0.086(4) 0.046(3) -0.003(3) -0.007(2) -0.014(3) C12 0.032(3) 0.070(3) 0.044(3) 0.000(2) 0.003(2) -0.007(2) C13 0.042(3) 0.054(3) 0.074(4) -0.007(3) -0.002(2) -0.008(2) C14 0.062(6) 0.199(12) 0.170(10) -0.063(9) -0.004(6) -0.056(6) C15 0.052(4) 0.135(8) 0.118(7) -0.013(5) 0.006(4) -0.017(5) C16 0.037(3) 0.068(4) 0.075(4) 0.011(3) 0.006(3) -0.006(3) N21 0.037(3) 0.089(4) 0.052(3) -0.003(2) 0.008(2) -0.011(2) N22 0.032(2) 0.085(3) 0.051(3) -0.005(2) 0.011(2) -0.011(2) C23 0.028(2) 0.041(2) 0.040(3) 0.001(2) 0.001(2) -0.002(2) N24 0.028(2) 0.038(2) 0.045(2) -0.0008(15) 0.0022(15) -0.006(2) C25 0.027(2) 0.034(2) 0.057(3) 0.008(2) -0.001(2) -0.004(2) C26 0.037(3) 0.057(3) 0.053(3) 0.011(2) 0.004(2) -0.004(2) C27 0.027(2) 0.035(2) 0.042(2) 0.001(2) -0.001(2) -0.004(2) N28 0.024(2) 0.034(2) 0.036(2) 0.0011(13) 0.0027(13) -0.0065(14) C29 0.026(2) 0.035(2) 0.037(2) -0.001(2) -0.001(2) 0.000(2) C30 0.026(2) 0.051(3) 0.049(3) -0.001(2) 0.003(2) -0.005(2) C31 0.041(3) 0.072(3) 0.039(3) 0.001(2) -0.004(2) -0.010(2) C32 0.041(3) 0.058(3) 0.042(3) 0.000(2) 0.002(2) -0.009(2) C33 0.042(3) 0.049(3) 0.064(3) -0.002(2) -0.006(2) -0.007(2) C34 0.085(6) 0.236(14) 0.119(8) -0.053(8) 0.012(5) -0.087(8) C35 0.114(8) 0.272(16) 0.108(8) -0.012(8) 0.008(6) -0.125(10) C36 0.039(3) 0.099(5) 0.073(4) 0.015(3) 0.005(3) -0.010(3) C161 0.045(4) 0.098(6) 0.176(9) 0.012(6) 0.023(5) 0.002(4) C162 0.063(4) 0.098(6) 0.115(6) 0.038(5) 0.013(4) -0.012(4) C131 0.085(5) 0.077(5) 0.108(6) -0.027(4) -0.019(4) 0.004(4) C132 0.150(8) 0.074(5) 0.093(6) -0.003(4) -0.052(5) 0.007(5) C331 0.092(6) 0.086(5) 0.094(5) -0.030(4) -0.030(4) 0.014(4) C332 0.120(7) 0.095(6) 0.085(5) 0.013(4) -0.042(4) -0.020(5) C361 0.095(6) 0.107(6) 0.119(7) 0.035(5) 0.039(5) -0.025(5) C362 0.053(5) 0.170(10) 0.177(10) 0.057(8) 0.022(5) 0.003(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C6 1.344(7) . ? N2 N1 1.358(6) . ? C3 N2 1.328(6) . ? C3 N4 1.336(6) . ? C5 N4 1.332(6) . ? C6 C5 1.418(7) . ? C6 C16 1.518(7) . ? C7 C3 1.498(6) . ? N8 C9 1.352(5) . ? N8 C7 1.353(6) . ? C9 C10 1.387(6) . ? C10 C11 1.378(7) . ? C11 C12 1.394(7) . ? C12 C7 1.388(7) . ? C13 C5 1.506(7) . ? C13 C132 1.511(10) . ? C13 C131 1.529(9) . ? C14 C13 1.582(10) . ? C15 C14 1.361(12) . ? C16 C162 1.512(9) . ? C16 C15 1.530(10) . ? C16 C161 1.530(10) . ? N21 N22 1.351(6) . ? C26 N21 1.307(7) . ? C23 N24 1.326(6) . ? C23 N22 1.345(6) . ? N24 C25 1.347(6) . ? C25 C26 1.435(7) . ? C25 C33 1.497(7) . ? N28 C27 1.333(6) . ? N28 C29 1.348(5) . ? C29 C30 1.407(6) . ? C29 C9 1.491(6) . ? C30 C31 1.374(7) . ? C31 C32 1.386(7) . ? C32 C27 1.394(6) . ? C27 C23 1.520(6) . ? C33 C331 1.503(9) . ? C33 C332 1.520(9) . ? C33 C34 1.528(9) . ? C34 C35 1.373(13) . ? C35 C36 1.511(12) . ? C36 C361 1.517(10) . ? C36 C362 1.527(12) . ? C36 C26 1.526(8) . ? C100 O101 1.63 . ? 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 C6 N1 N2 119.9(4) . . ? C3 N2 N1 118.1(4) . . ? N2 C3 N4 125.6(4) . . ? N2 C3 C7 116.1(4) . . ? N4 C3 C7 118.3(4) . . ? C5 N4 C3 116.7(4) . . ? N4 C5 C6 120.6(4) . . ? N4 C5 C13 117.2(4) . . ? C6 C5 C13 122.2(4) . . ? N1 C6 C5 119.1(4) . . ? N1 C6 C16 115.5(5) . . ? C5 C6 C16 125.4(5) . . ? N8 C7 C12 122.5(4) . . ? N8 C7 C3 117.1(4) . . ? C12 C7 C3 120.4(4) . . ? C9 N8 C7 118.4(3) . . ? N8 C9 C10 122.3(4) . . ? N8 C9 C29 116.7(3) . . ? C10 C9 C29 121.0(4) . . ? C11 C10 C9 118.8(4) . . ? C10 C11 C12 119.9(4) . . ? C7 C12 C11 118.2(4) . . ? C5 C13 C132 110.1(5) . . ? C5 C13 C131 110.2(5) . . ? C132 C13 C131 108.3(6) . . ? C5 C13 C14 108.3(5) . . ? C132 C13 C14 112.8(7) . . ? C131 C13 C14 107.1(7) . . ? C15 C14 C13 120.0(8) . . ? C14 C15 C16 117.5(7) . . ? C162 C16 C6 110.2(5) . . ? C162 C16 C15 109.7(7) . . ? C6 C16 C15 109.3(5) . . ? C162 C16 C161 108.5(6) . . ? C6 C16 C161 110.3(5) . . ? C15 C16 C161 108.8(6) . . ? C26 N21 N22 120.5(4) . . ? C23 N22 N21 117.3(4) . . ? N24 C23 N22 125.7(4) . . ? N24 C23 C27 119.0(4) . . ? N22 C23 C27 115.3(4) . . ? C23 N24 C25 117.2(4) . . ? N24 C25 C26 118.1(4) . . ? N24 C25 C33 118.3(4) . . ? C26 C25 C33 123.6(4) . . ? N21 C26 C25 120.9(4) . . ? N21 C26 C36 116.2(5) . . ? C25 C26 C36 123.0(5) . . ? N28 C27 C32 122.9(4) . . ? N28 C27 C23 117.1(4) . . ? C32 C27 C23 119.9(4) . . ? C27 N28 C29 118.7(3) . . ? N28 C29 C30 121.5(4) . . ? N28 C29 C9 116.8(3) . . ? C30 C29 C9 121.7(4) . . ? C31 C30 C29 119.2(4) . . ? C30 C31 C32 119.2(4) . . ? C31 C32 C27 118.5(4) . . ? C25 C33 C331 110.4(4) . . ? C25 C33 C332 109.4(5) . . ? C331 C33 C332 106.9(6) . . ? C25 C33 C34 110.6(5) . . ? C331 C33 C34 111.5(7) . . ? C332 C33 C34 107.9(7) . . ? C35 C34 C33 120.0(8) . . ? C34 C35 C36 121.7(9) . . ? C35 C36 C361 106.2(8) . . ? C35 C36 C362 114.6(8) . . ? C361 C36 C362 107.9(6) . . ? C35 C36 C26 109.3(6) . . ? C361 C36 C26 109.7(5) . . ? C362 C36 C26 109.0(6) . . ? _diffrn_reflns_theta_full 25.83 _diffrn_measured_fraction_theta_full 0.811 _refine_diff_density_max 1.134 _refine_diff_density_min -0.370 _refine_diff_density_rms 0.162 _publ_section_references ; Kabsch, W. (1988), J.Appl.Cryst 21 916-932. Sheldrick, G.M. (1990) SHELX86, Acta Cryst. A46 467-480. Sheldrick, G.M. (1993) SHELXL program for crystallography refinement. University of Gottingen, Germany. Spek, A.L., (1994) PLATON-94 program, Utrecht University, The Netherlands ; #===END data_La _database_code_depnum_ccdc_archive 'CCDC 280521' _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C24 H28 La N11 O10' _chemical_formula_weight 769.48 _chemical_melting_point ? _chemical_compound_source ? 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' La La -0.2871 2.4523 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' '-x, -y, -z' '-x, y, -z-1/2' _cell_length_a 8.853(9) _cell_length_b 12.008(14) _cell_length_c 15.904(17) _cell_angle_alpha 90.00 _cell_angle_beta 99.885(10) _cell_angle_gamma 90.00 _cell_volume 1665.6(31) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.534 _exptl_crystal_density_method ? _exptl_crystal_F_000 772 _exptl_absorpt_coefficient_mu 1.349 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; DIFABS, Walker, N. and Stuart, D., Acta Cryst 1983 A39 158. ; _exptl_absorpt_correction_T_min 0.751 _exptl_absorpt_correction_T_max 1.000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_standards_interval_count ? _diffrn_measurement_device 'Marresearch Image Plate' _diffrn_measurement_method '95 frames at 2^o intervals, counting time 2 min.' _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9415 _diffrn_reflns_av_R_equivalents 0.1598 _diffrn_reflns_av_sigmaI/netI 0.1520 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.70 _diffrn_reflns_theta_max 25.91 _reflns_number_total 2946 _reflns_number_observed 2209 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'XDS (Kabsch, 1991)' _computing_cell_refinement XDS _computing_data_reduction XDS _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics PLATON(Spek,1994) _refine_special_details ; Refinement on F^2^ for ALL reflections except for 1 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 ; w=1/[\s^2^(Fo^2^)+(0.0001P)^2^+ 51.9991P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2945 _refine_ls_number_parameters 211 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1462 _refine_ls_R_factor_obs 0.1063 _refine_ls_wR_factor_all 0.2517 _refine_ls_wR_factor_obs 0.2186 _refine_ls_goodness_of_fit_all 1.204 _refine_ls_goodness_of_fit_obs 1.266 _refine_ls_restrained_S_all 1.252 _refine_ls_restrained_S_obs 1.266 _refine_ls_shift/esd_max 0.029 _refine_ls_shift/esd_mean 0.001 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group La1 La 0.0000 0.20910(11) 0.2500 0.0159(3) Uani 1 d S . N1 N 0.1632(17) 0.3177(10) 0.0780(10) 0.040(4) Uani 1 d . . N2 N 0.1351(14) 0.2175(13) 0.1100(8) 0.037(3) Uani 1 d . . C3 C 0.1747(19) 0.1260(14) 0.0733(10) 0.031(4) Uani 1 d . . N4 N 0.2390(16) 0.1213(12) 0.0028(8) 0.034(3) Uani 1 d . . C5 C 0.2713(19) 0.2210(17) -0.0284(11) 0.044(4) Uani 1 d . . C6 C 0.2303(21) 0.3210(14) 0.0093(11) 0.040(5) Uani 1 d . . C7 C 0.1379(18) 0.0166(12) 0.1089(10) 0.030(4) Uani 1 d . . N8 N 0.0670(15) 0.0123(10) 0.1772(8) 0.031(3) Uani 1 d . . C9 C 0.0386(17) -0.0865(11) 0.2120(10) 0.027(4) Uani 1 d . . C10 C 0.0811(23) -0.1861(11) 0.1777(11) 0.046(5) Uani 1 d . . H10 H 0.0612 -0.2539 0.2019 0.055 Uiso 1 calc R . C11 C 0.1529(23) -0.1827(15) 0.1076(13) 0.054(5) Uani 1 d . . H11 H 0.1811 -0.2485 0.0836 0.064 Uiso 1 calc R . C12 C 0.1832(20) -0.0811(15) 0.0727(11) 0.040(4) Uani 1 d . . H12 H 0.2331 -0.0781 0.0258 0.048 Uiso 1 calc R . C51 C 0.3524(24) 0.2212(19) -0.1027(13) 0.062(6) Uani 1 d . . H51A H 0.4457 0.2645 -0.0879 0.074 Uiso 1 calc R . H51B H 0.2882 0.2587 -0.1498 0.074 Uiso 1 calc R . C52 C 0.3954(26) 0.1048(21) -0.1338(14) 0.075(7) Uani 1 d . . H52C H 0.4639 0.0682 -0.0889 0.090 Uiso 1 calc R . H52D H 0.4448 0.1133 -0.1826 0.090 Uiso 1 calc R . H52E H 0.3042 0.0609 -0.1491 0.090 Uiso 1 calc R . C61 C 0.2599(32) 0.4284(17) -0.0269(15) 0.075(8) Uani 1 d . . H61A H 0.3661 0.4292 -0.0348 0.090 Uiso 1 calc R . H61B H 0.1972 0.4333 -0.0831 0.090 Uiso 1 calc R . C62 C 0.2334(32) 0.5281(20) 0.0196(17) 0.087(8) Uani 1 d . . H62C H 0.1305 0.5273 0.0313 0.104 Uiso 1 calc R . H62D H 0.2475 0.5925 -0.0139 0.104 Uiso 1 calc R . H62E H 0.3045 0.5305 0.0725 0.104 Uiso 1 calc R . O41 O 0.1906(15) 0.1982(13) 0.3938(8) 0.061(4) Uani 1 d . . O42 O 0.2972(14) 0.1869(13) 0.2829(9) 0.064(4) Uani 1 d . . N43 N 0.3139(19) 0.1981(15) 0.3621(11) 0.058(4) Uani 1 d . . O44 O 0.4364(17) 0.2119(20) 0.4094(11) 0.108(6) Uani 1 d . . O51 O -0.1115(18) 0.4072(11) 0.2126(11) 0.076(5) Uani 1 d . . N53 N 0.0000 0.4599(18) 0.2500 0.056(7) Uani 1 d S . O52 O 0.0000 0.5639(17) 0.2500 0.123(11) Uani 1 d S . O100 O 0.5000 0.4135(48) -0.2500 0.109(18) Uiso 0.50 d SP . O200 O 0.5000 0.4239(41) 0.2500 0.086(14) Uiso 0.50 d SP . 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 La1 0.0217(6) 0.0098(5) 0.0167(6) 0.000 0.0052(4) 0.000 N1 0.058(10) 0.010(8) 0.054(10) 0.003(6) 0.018(8) -0.001(6) N2 0.035(7) 0.038(8) 0.039(8) 0.010(7) 0.009(6) -0.007(8) C3 0.039(10) 0.032(9) 0.021(9) -0.003(7) 0.003(7) 0.004(8) N4 0.042(9) 0.035(8) 0.027(8) 0.005(6) 0.008(6) -0.004(7) C5 0.039(10) 0.050(12) 0.045(11) 0.000(10) 0.009(8) -0.015(10) C6 0.051(11) 0.046(13) 0.024(10) 0.006(7) 0.012(8) -0.006(8) C7 0.038(10) 0.021(8) 0.030(9) -0.003(7) 0.008(7) -0.001(7) N8 0.038(8) 0.026(7) 0.031(8) 0.005(6) 0.009(6) 0.005(6) C9 0.026(8) 0.007(7) 0.049(10) -0.005(6) 0.006(7) 0.004(6) C10 0.087(14) 0.007(9) 0.051(11) 0.005(7) 0.034(10) 0.003(8) C11 0.068(14) 0.037(13) 0.061(13) -0.021(9) 0.025(10) -0.001(9) C12 0.038(10) 0.047(11) 0.034(10) -0.008(8) 0.004(8) -0.006(8) C51 0.065(13) 0.069(15) 0.058(13) -0.013(12) 0.030(10) -0.003(13) C52 0.068(15) 0.116(22) 0.053(14) -0.006(13) 0.042(12) -0.016(14) C61 0.123(22) 0.041(13) 0.077(17) 0.003(11) 0.062(16) 0.004(13) C62 0.106(22) 0.060(17) 0.107(22) 0.009(15) 0.054(17) -0.010(15) O41 0.054(8) 0.085(11) 0.044(8) 0.019(8) 0.007(6) -0.013(9) O42 0.044(8) 0.090(12) 0.054(9) -0.005(8) -0.001(6) 0.009(8) N43 0.051(10) 0.047(10) 0.065(12) 0.000(10) -0.020(9) 0.002(9) O44 0.048(9) 0.163(18) 0.098(13) 0.010(14) -0.029(9) -0.022(12) O51 0.068(11) 0.030(8) 0.121(14) 0.007(8) -0.010(10) 0.009(7) N53 0.057(17) 0.021(13) 0.097(20) 0.000 0.031(15) 0.000 O52 0.159(28) 0.008(11) 0.198(31) 0.000 0.021(23) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag La1 N2 2.704(13) . ? La1 N2 2.704(13) 4_556 ? La1 N8 2.741(13) 4_556 ? La1 N8 2.741(13) . ? La1 O41 2.601(12) . ? La1 O41 2.601(12) 4_556 ? La1 O51 2.604(13) 4_556 ? La1 O51 2.604(13) . ? La1 O42 2.607(13) 4_556 ? La1 O42 2.607(13) . ? N1 N2 1.35(2) . ? C3 N2 1.32(2) . ? C3 N4 1.34(2) . ? N4 C5 1.34(2) . ? C5 C6 1.42(3) . ? C5 C51 1.48(2) . ? C6 N1 1.33(2) . ? C6 C61 1.45(3) . ? C7 C3 1.49(2) . ? N8 C7 1.35(2) . ? N8 C9 1.35(2) . ? C9 C10 1.39(2) . ? C9 C9 1.49(3) 4_556 ? C10 C11 1.38(2) . ? C11 C12 1.39(2) . ? C12 C7 1.40(2) . ? C51 C52 1.55(3) . ? C61 C62 1.45(3) . ? O41 N43 1.28(2) . ? N43 O44 1.22(2) . ? N43 O42 1.25(2) . ? O51 N53 1.24(2) . ? N53 O51 1.24(2) 4_556 ? N53 O52 1.25(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O41 La1 O41 174.2(7) . 4_556 ? O41 La1 O51 71.5(5) . 4_556 ? O41 La1 O51 114.2(5) 4_556 4_556 ? O41 La1 O51 114.2(5) . . ? O41 La1 O51 71.5(5) 4_556 . ? O51 La1 O51 48.1(7) 4_556 . ? O41 La1 O42 130.7(4) . 4_556 ? O41 La1 O42 48.6(4) 4_556 4_556 ? O51 La1 O42 118.0(5) 4_556 4_556 ? O51 La1 O42 73.6(5) . 4_556 ? O41 La1 O42 48.6(4) . . ? O41 La1 O42 130.7(4) 4_556 . ? O51 La1 O42 73.6(5) 4_556 . ? O51 La1 O42 118.0(5) . . ? O42 La1 O42 168.3(7) 4_556 . ? O41 La1 N2 114.4(4) . . ? O41 La1 N2 65.8(4) 4_556 . ? O51 La1 N2 87.1(5) 4_556 . ? O51 La1 N2 89.0(5) . . ? O42 La1 N2 114.3(4) 4_556 . ? O42 La1 N2 66.1(4) . . ? O41 La1 N2 65.8(4) . 4_556 ? O41 La1 N2 114.4(4) 4_556 4_556 ? O51 La1 N2 89.0(5) 4_556 4_556 ? O51 La1 N2 87.1(5) . 4_556 ? O42 La1 N2 66.1(4) 4_556 4_556 ? O42 La1 N2 114.3(4) . 4_556 ? N2 La1 N2 175.7(7) . 4_556 ? O41 La1 N8 75.0(4) . 4_556 ? O41 La1 N8 100.0(5) 4_556 4_556 ? O51 La1 N8 142.4(5) 4_556 4_556 ? O51 La1 N8 141.5(5) . 4_556 ? O42 La1 N8 73.3(4) 4_556 4_556 ? O42 La1 N8 96.4(4) . 4_556 ? N2 La1 N8 122.6(4) . 4_556 ? N2 La1 N8 61.7(4) 4_556 4_556 ? O41 La1 N8 100.0(5) . . ? O41 La1 N8 75.0(4) 4_556 . ? O51 La1 N8 141.5(5) 4_556 . ? O51 La1 N8 142.4(5) . . ? O42 La1 N8 96.4(4) 4_556 . ? O42 La1 N8 73.3(4) . . ? N2 La1 N8 61.7(4) . . ? N2 La1 N8 122.6(4) 4_556 . ? N8 La1 N8 60.9(5) 4_556 . ? C6 N1 N2 118.4(14) . . ? C3 N2 N1 119.8(13) . . ? C3 N2 La1 121.5(11) . . ? N1 N2 La1 118.8(11) . . ? N2 C3 N4 125.9(15) . . ? N2 C3 C7 118.3(14) . . ? N4 C3 C7 115.6(15) . . ? C3 N4 C5 114.7(15) . . ? N4 C5 C6 120.8(15) . . ? N4 C5 C51 117.2(18) . . ? C6 C5 C51 122.0(18) . . ? N1 C6 C61 119.2(16) . . ? C5 C6 C61 120.5(16) . . ? N1 C6 C5 120.3(15) . . ? N8 C7 C12 120.5(14) . . ? N8 C7 C3 120.3(13) . . ? C12 C7 C3 119.2(15) . . ? C7 N8 C9 120.7(13) . . ? C7 N8 La1 118.2(9) . . ? C9 N8 La1 121.0(10) . . ? N8 C9 C10 120.8(15) . . ? N8 C9 C9 118.5(9) . 4_556 ? C10 C9 C9 120.7(9) . 4_556 ? C11 C10 C9 119.0(14) . . ? C10 C11 C12 119.9(16) . . ? C11 C12 C7 119.0(16) . . ? C5 C51 C52 115.5(19) . . ? C62 C61 C6 118.3(19) . . ? N43 O41 La1 97.0(10) . . ? O44 N43 O42 125.1(20) . . ? O44 N43 O41 119.0(19) . . ? O42 N43 O41 115.9(15) . . ? N43 O42 La1 97.6(10) . . ? N53 O51 La1 96.8(12) . . ? O51 N53 O51 118.3(22) 4_556 . ? O51 N53 O52 120.8(11) 4_556 . ? O51 N53 O52 120.8(11) . . ? _diffrn_reflns_theta_full 25.91 _diffrn_measured_fraction_theta_full 0.91 _refine_diff_density_max 1.717 _refine_diff_density_min -3.810 _refine_diff_density_rms 0.289 _publ_section_references ; Kabsch, W. (1988), J.Appl.Cryst 21 916-932. Sheldrick, G.M. (1990) SHELX86, Acta Cryst. A46 467-480. Sheldrick, G.M. (1993) SHELXL program for crystallography refinement. University of Gottingen, Germany. Spek, A.L., (1994) PLATON-94 program, Utrecht University, The Netherlands Walker, N. and Stuart, D., Acta Crystl 1983 A39 158. ; #===END data_ce _database_code_depnum_ccdc_archive 'CCDC 280522' _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C24 H28 Ce N11 O10' _chemical_formula_weight 770.69 _chemical_melting_point ? _chemical_compound_source ? 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' Ce Ce -0.2486 2.6331 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' '-x, -y, -z' '-x, y, -z-1/2' _cell_length_a 8.859(9) _cell_length_b 11.992(13) _cell_length_c 15.897(17) _cell_angle_alpha 90.00 _cell_angle_beta 99.834(10) _cell_angle_gamma 90.00 _cell_volume 1664.0(30) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour orange _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.538 _exptl_crystal_density_method ? _exptl_crystal_F_000 774 _exptl_absorpt_coefficient_mu 1.434 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; DIFABS, Walker, N. and Stuart, D., Acta Cryst 1983 A39 158. ; _exptl_absorpt_correction_T_min 0.615 _exptl_absorpt_correction_T_max 1.000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_standards_interval_count ? _diffrn_measurement_device 'Marresearch Image Plate' _diffrn_measurement_method '95 frames at 2^o intervals, counting time 2 min.' _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8614 _diffrn_reflns_av_R_equivalents 0.1024 _diffrn_reflns_av_sigmaI/netI 0.1042 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 25.91 _reflns_number_total 3201 _reflns_number_observed 2585 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'XDS (Kabsch, 1991)' _computing_cell_refinement XDS _computing_data_reduction XDS _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics PLATON(Spek,1994) _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 ; w=1/[\s^2^(Fo^2^)+(0.1894P)^2^+37.5152P] 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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0156(43) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3201 _refine_ls_number_parameters 212 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1447 _refine_ls_R_factor_obs 0.1202 _refine_ls_wR_factor_all 0.3225 _refine_ls_wR_factor_obs 0.3036 _refine_ls_goodness_of_fit_all 1.086 _refine_ls_goodness_of_fit_obs 1.138 _refine_ls_restrained_S_all 1.086 _refine_ls_restrained_S_obs 1.138 _refine_ls_shift/esd_max 0.083 _refine_ls_shift/esd_mean 0.002 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Ce1 Ce 0.0000 0.20717(9) 0.2500 0.0214(5) Uani 1 d S . N1 N 0.1618(18) 0.3184(11) 0.0781(10) 0.042(3) Uani 1 d . . N2 N 0.1372(15) 0.2167(12) 0.1128(9) 0.037(3) Uani 1 d . . C3 C 0.1725(16) 0.1264(13) 0.0744(9) 0.029(3) Uani 1 d . . N4 N 0.2387(16) 0.1224(13) 0.0031(9) 0.043(3) Uani 1 d . . C5 C 0.2726(21) 0.2205(16) -0.0268(13) 0.048(5) Uani 1 d . . C6 C 0.2299(25) 0.3201(16) 0.0092(13) 0.054(5) Uani 1 d . . C7 C 0.1386(18) 0.0125(14) 0.1085(10) 0.037(4) Uani 1 d . . N8 N 0.0661(14) 0.0132(11) 0.1781(8) 0.033(3) Uani 1 d . . C9 C 0.0370(22) -0.0859(13) 0.2117(10) 0.038(4) Uani 1 d . . C10 C 0.0523(36) -0.1936(12) 0.1654(17) 0.054(5) Uani 1 d . . H10 H 0.0012 -0.2590 0.1745 0.065 Uiso 1 calc R . C11 C 0.1532(27) -0.1830(16) 0.1068(13) 0.055(5) Uani 1 d . . H11 H 0.2018 -0.2462 0.0905 0.066 Uiso 1 calc R . C12 C 0.1820(21) -0.0801(15) 0.0727(11) 0.044(4) Uani 1 d . . H12 H 0.2309 -0.0759 0.0254 0.052 Uiso 1 calc R . C51 C 0.3559(25) 0.2196(19) -0.1032(13) 0.059(6) Uani 1 d . . H51A H 0.2919 0.2566 -0.1506 0.071 Uiso 1 calc R . H51B H 0.4494 0.2627 -0.0888 0.071 Uiso 1 calc R . C52 C 0.3966(26) 0.1042(21) -0.1321(15) 0.071(6) Uani 1 d . . H52C H 0.4486 0.0631 -0.0839 0.085 Uiso 1 calc R . H52D H 0.4622 0.1112 -0.1740 0.085 Uiso 1 calc R . H52E H 0.3047 0.0656 -0.1565 0.085 Uiso 1 calc R . C61 C 0.2592(38) 0.4328(19) -0.0270(18) 0.087(9) Uani 1 d . . H61A H 0.3661 0.4356 -0.0334 0.104 Uiso 1 calc R . H61B H 0.1986 0.4378 -0.0838 0.104 Uiso 1 calc R . C62 C 0.2272(42) 0.5314(19) 0.0206(21) 0.100(10) Uani 1 d . . H62C H 0.1262 0.5257 0.0345 0.120 Uiso 1 calc R . H62D H 0.2333 0.5967 -0.0136 0.120 Uiso 1 calc R . H62E H 0.3009 0.5367 0.0722 0.120 Uiso 1 calc R . O41 O 0.1872(19) 0.1958(14) 0.3923(10) 0.068(4) Uani 1 d . . N43 N 0.3113(20) 0.1968(15) 0.3645(11) 0.056(4) Uani 1 d . . O44 O 0.4361(21) 0.2091(21) 0.4067(13) 0.108(8) Uani 1 d . . O42 O 0.2947(16) 0.1867(13) 0.2810(10) 0.063(4) Uani 1 d . . O51 O -0.1093(20) 0.4025(12) 0.2149(12) 0.079(5) Uani 1 d . . O52 O 0.0000 0.5605(18) 0.2500 0.125(13) Uani 1 d S . N53 N 0.0000 0.4569(17) 0.2500 0.057(6) Uani 1 d S . O100 O 0.5000 0.4403(46) -0.2500 0.088(15) Uiso 0.50 d SP . O200 O 0.5000 0.4223(41) 0.2500 0.077(13) Uiso 0.50 d SP . 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 Ce1 0.0260(7) 0.0197(7) 0.0192(6) 0.000 0.0060(4) 0.000 N1 0.057(9) 0.025(7) 0.048(8) 0.008(6) 0.021(7) 0.002(6) N2 0.035(7) 0.042(8) 0.036(7) -0.003(6) 0.012(6) -0.009(6) C3 0.028(7) 0.032(8) 0.026(7) 0.006(6) 0.005(6) -0.006(6) N4 0.035(7) 0.053(9) 0.043(8) -0.001(7) 0.012(6) -0.006(7) C5 0.038(9) 0.056(12) 0.057(11) -0.020(9) 0.027(8) -0.016(8) C6 0.065(13) 0.047(11) 0.052(11) 0.016(9) 0.017(10) -0.011(9) C7 0.035(9) 0.039(9) 0.039(8) 0.012(7) 0.010(7) 0.001(7) N8 0.028(7) 0.030(7) 0.043(7) 0.005(6) 0.011(6) 0.006(5) C9 0.065(11) 0.022(8) 0.031(8) -0.012(6) 0.014(8) 0.000(7) C10 0.054(11) 0.054(11) 0.054(11) 0.000(10) 0.009(9) 0.000(10) C11 0.079(14) 0.042(11) 0.051(11) -0.018(8) 0.029(11) 0.009(10) C12 0.046(10) 0.048(10) 0.041(9) -0.004(8) 0.020(8) 0.005(8) C51 0.055(12) 0.079(16) 0.049(11) 0.017(10) 0.025(9) -0.009(11) C52 0.059(14) 0.091(17) 0.072(14) -0.005(13) 0.039(12) 0.005(12) C61 0.127(24) 0.054(14) 0.088(18) 0.027(13) 0.044(17) -0.016(15) C62 0.145(28) 0.044(13) 0.126(24) 0.023(15) 0.065(22) 0.007(16) O41 0.063(10) 0.087(12) 0.050(8) 0.022(7) -0.001(7) -0.010(8) N43 0.045(9) 0.063(11) 0.051(9) -0.003(8) -0.014(8) -0.010(8) O44 0.053(10) 0.187(25) 0.074(12) -0.009(13) -0.014(9) -0.016(12) O42 0.038(7) 0.089(11) 0.061(9) -0.006(8) 0.008(6) 0.006(7) O51 0.073(11) 0.039(8) 0.114(14) -0.003(9) -0.014(10) -0.001(7) N53 0.076(17) 0.020(10) 0.071(15) 0.000 0.007(14) 0.000 O52 0.136(27) 0.024(12) 0.209(37) 0.000 0.008(26) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ce1 O51 2.56(2) . ? Ce1 O51 2.56(2) 4_556 ? Ce1 O41 2.570(15) . ? Ce1 O41 2.570(15) 4_556 ? Ce1 O42 2.584(14) 4_556 ? Ce1 O42 2.584(14) . ? Ce1 N2 2.674(13) 4_556 ? Ce1 N2 2.674(13) . ? Ce1 N8 2.699(13) . ? Ce1 N8 2.699(13) 4_556 ? N1 N2 1.37(2) . ? C3 N2 1.31(2) . ? C3 N4 1.36(2) . ? N4 C5 1.32(2) . ? C5 C6 1.40(3) . ? C5 C51 1.52(2) . ? C6 N1 1.34(2) . ? C6 C61 1.51(3) . ? N8 C7 1.37(2) . ? N8 C9 1.35(2) . ? C9 C9 1.48(3) 4_556 ? C9 C10 1.50(2) . ? C10 C11 1.40(3) . ? C11 C12 1.39(3) . ? C12 C7 1.33(2) . ? C7 C3 1.52(2) . ? C61 C62 1.46(4) . ? C51 C52 1.52(3) . ? O41 N43 1.25(2) . ? N43 O44 1.20(2) . ? N43 O42 1.32(2) . ? O51 N53 1.22(2) . ? N53 O51 1.22(2) 4_556 ? N53 O52 1.24(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O51 Ce1 O51 47.5(7) . 4_556 ? O51 Ce1 O41 113.8(5) . . ? O51 Ce1 O41 72.2(5) 4_556 . ? O51 Ce1 O41 72.2(5) . 4_556 ? O51 Ce1 O41 113.8(5) 4_556 4_556 ? O41 Ce1 O41 173.9(7) . 4_556 ? O51 Ce1 O42 73.3(5) . 4_556 ? O51 Ce1 O42 117.4(5) 4_556 4_556 ? O41 Ce1 O42 129.9(5) . 4_556 ? O41 Ce1 O42 49.3(5) 4_556 4_556 ? O51 Ce1 O42 117.4(5) . . ? O51 Ce1 O42 73.3(5) 4_556 . ? O41 Ce1 O42 49.3(5) . . ? O41 Ce1 O42 129.9(5) 4_556 . ? O42 Ce1 O42 169.1(7) 4_556 . ? O51 Ce1 N2 86.0(5) . 4_556 ? O51 Ce1 N2 89.5(5) 4_556 4_556 ? O41 Ce1 N2 66.4(5) . 4_556 ? O41 Ce1 N2 113.9(5) 4_556 4_556 ? O42 Ce1 N2 64.8(5) 4_556 4_556 ? O42 Ce1 N2 115.7(5) . 4_556 ? O51 Ce1 N2 89.5(5) . . ? O51 Ce1 N2 86.0(5) 4_556 . ? O41 Ce1 N2 113.9(5) . . ? O41 Ce1 N2 66.4(5) 4_556 . ? O42 Ce1 N2 115.7(5) 4_556 . ? O42 Ce1 N2 64.8(5) . . ? N2 Ce1 N2 175.1(6) 4_556 . ? O51 Ce1 N8 142.9(5) . . ? O51 Ce1 N8 141.2(5) 4_556 . ? O41 Ce1 N8 99.9(5) . . ? O41 Ce1 N8 74.7(4) 4_556 . ? O42 Ce1 N8 97.1(5) 4_556 . ? O42 Ce1 N8 73.4(4) . . ? N2 Ce1 N8 122.9(4) 4_556 . ? N2 Ce1 N8 61.9(4) . . ? O51 Ce1 N8 141.2(5) . 4_556 ? O51 Ce1 N8 142.9(5) 4_556 4_556 ? O41 Ce1 N8 74.7(4) . 4_556 ? O41 Ce1 N8 99.9(5) 4_556 4_556 ? O42 Ce1 N8 73.4(4) 4_556 4_556 ? O42 Ce1 N8 97.1(5) . 4_556 ? N2 Ce1 N8 61.9(4) 4_556 4_556 ? N2 Ce1 N8 122.9(4) . 4_556 ? N8 Ce1 N8 61.0(5) . 4_556 ? C6 N1 N2 117.9(14) . . ? C3 N2 N1 118.8(13) . . ? C3 N2 Ce1 121.6(10) . . ? N1 N2 Ce1 119.4(9) . . ? N2 C3 N4 126.1(14) . . ? N2 C3 C7 120.1(12) . . ? N4 C3 C7 113.8(14) . . ? C5 N4 C3 115.1(15) . . ? N4 C5 C6 121.1(16) . . ? N4 C5 C51 116.8(16) . . ? C6 C5 C51 122.1(17) . . ? N1 C6 C5 120.7(16) . . ? N1 C6 C61 117.2(19) . . ? C5 C6 C61 122.1(19) . . ? C12 C7 N8 123.9(15) . . ? C12 C7 C3 120.5(14) . . ? N8 C7 C3 115.5(14) . . ? C9 N8 C7 117.6(13) . . ? C9 N8 Ce1 121.5(9) . . ? C7 N8 Ce1 120.8(10) . . ? N8 C9 C9 118.0(8) . 4_556 ? N8 C9 C10 121.7(13) . . ? C9 C9 C10 119.5(9) 4_556 . ? C11 C10 C9 111.6(17) . . ? C12 C11 C10 121.3(15) . . ? C7 C12 C11 119.2(15) . . ? C52 C51 C5 114.7(17) . . ? C62 C61 C6 117.9(21) . . ? N43 O41 Ce1 99.4(11) . . ? O44 N43 O41 125.7(20) . . ? O44 N43 O42 120.6(20) . . ? O41 N43 O42 113.6(15) . . ? N43 O42 Ce1 96.8(10) . . ? N53 O51 Ce1 98.6(12) . . ? O51 N53 O51 115.4(22) 4_556 . ? O51 N53 O52 122.3(11) 4_556 . ? O51 N53 O52 122.3(11) . . ? _diffrn_reflns_theta_full 25.91 _diffrn_measured_fraction_theta_full 0.98 _refine_diff_density_max 9.701 _refine_diff_density_min -1.807 _refine_diff_density_rms 0.333 _publ_section_references ; Kabsch, W. (1988), J.Appl.Cryst 21 916-932. Sheldrick, G.M. (1990) SHELX86, Acta Cryst. A46 467-480. Sheldrick, G.M. (1993) SHELXL program for crystallography refinement. University of Gottingen, Germany. Spek, A.L., (1994) PLATON-94 program, Utrecht University, The Netherlands Walker, N. and Stuart, D., Acta Crystl 1983 A39 158. ; #===END data_pr _database_code_depnum_ccdc_archive 'CCDC 280523' _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C24 H29 N11 O10.50 Pr' _chemical_formula_weight 780.49 _chemical_melting_point ? _chemical_compound_source ? 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' Pr Pr -0.2180 2.8214 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' '-x, -y, -z' '-x, y, -z-1/2' _cell_length_a 8.809(9) _cell_length_b 11.928(13) _cell_length_c 15.846(18) _cell_angle_alpha 90.00 _cell_angle_beta 99.983(10) _cell_angle_gamma 90.00 _cell_volume 1639.8 _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour green _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.581 _exptl_crystal_density_method ? _exptl_crystal_F_000 786 _exptl_absorpt_coefficient_mu 1.555 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; DIFABS, Walker, N. and Stuart, D., Acta Cryst 1983 A39 158. ; _exptl_absorpt_correction_T_min 0.777 _exptl_absorpt_correction_T_max 1.000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_standards_interval_count ? _diffrn_measurement_device 'Marresearch Image Plate' _diffrn_measurement_method '95 frames at 2^o intervals, counting time 2 min.' _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9721 _diffrn_reflns_av_R_equivalents 0.0349 _diffrn_reflns_av_sigmaI/netI 0.0266 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 25.81 _reflns_number_total 2902 _reflns_number_observed 2799 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'XDS (Kabsch, 1991)' _computing_cell_refinement XDS _computing_data_reduction XDS _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics PLATON(Spek,1994) _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 ; w=1/[\s^2^(Fo^2^)+(0.0409P)^2^+3.8492P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2902 _refine_ls_number_parameters 213 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0381 _refine_ls_R_factor_obs 0.0363 _refine_ls_wR_factor_all 0.0938 _refine_ls_wR_factor_obs 0.0928 _refine_ls_goodness_of_fit_all 1.182 _refine_ls_goodness_of_fit_obs 1.193 _refine_ls_restrained_S_all 1.182 _refine_ls_restrained_S_obs 1.193 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Pr1 Pr 0.0000 0.20598(2) 0.2500 0.02379(12) Uani 1 d S . N1 N 0.1601(5) 0.3199(3) 0.0792(3) 0.0414(10) Uani 1 d . . N2 N 0.1319(5) 0.2188(3) 0.1122(2) 0.0337(8) Uani 1 d . . C3 C 0.1697(5) 0.1275(4) 0.0739(2) 0.0293(9) Uani 1 d . . N4 N 0.2386(5) 0.1252(3) 0.0041(2) 0.0365(8) Uani 1 d . . C5 C 0.2702(6) 0.2222(4) -0.0275(3) 0.0389(11) Uani 1 d . . C6 C 0.2289(7) 0.3225(4) 0.0109(3) 0.0450(12) Uani 1 d . . C7 C 0.1386(5) 0.0165(4) 0.1098(2) 0.0300(9) Uani 1 d . . N8 N 0.0662(4) 0.0141(3) 0.1790(2) 0.0266(7) Uani 1 d . . C9 C 0.0393(5) -0.0856(3) 0.2119(3) 0.0301(9) Uani 1 d . . C10 C 0.0808(7) -0.1857(4) 0.1773(3) 0.0427(12) Uani 1 d . . H10 H 0.0598 -0.2540 0.2011 0.051 Uiso 1 calc R . C11 C 0.1540(7) -0.1822(4) 0.1065(4) 0.0512(14) Uani 1 d . . H11 H 0.1834 -0.2483 0.0828 0.061 Uiso 1 calc R . C12 C 0.1826(6) -0.0807(4) 0.0718(3) 0.0434(12) Uani 1 d . . H12 H 0.2304 -0.0769 0.0240 0.052 Uiso 1 calc R . C51 C 0.3525(7) 0.2220(5) -0.1030(3) 0.057(2) Uani 1 d . . H51A H 0.4464 0.2656 -0.0884 0.068 Uiso 1 calc R . H51B H 0.2878 0.2595 -0.1504 0.068 Uiso 1 calc R . C52 C 0.3942(8) 0.1069(6) -0.1330(4) 0.068(2) Uani 1 d . . H52C H 0.4601 0.0692 -0.0871 0.082 Uiso 1 calc R . H52D H 0.4470 0.1149 -0.1808 0.082 Uiso 1 calc R . H52E H 0.3020 0.0637 -0.1500 0.082 Uiso 1 calc R . C61 C 0.2594(11) 0.4348(5) -0.0254(4) 0.083(2) Uani 1 d . . H61A H 0.3662 0.4361 -0.0332 0.100 Uiso 1 calc R . H61B H 0.1963 0.4407 -0.0818 0.100 Uiso 1 calc R . C62 C 0.2324(12) 0.5337(6) 0.0228(5) 0.094(3) Uani 1 d . . H62C H 0.1272 0.5343 0.0315 0.112 Uiso 1 calc R . H62D H 0.2523 0.5995 -0.0084 0.112 Uiso 1 calc R . H62E H 0.2998 0.5328 0.0774 0.112 Uiso 1 calc R . O41 O 0.1877(5) 0.1952(3) 0.3925(2) 0.0561(10) Uani 1 d . . O42 O 0.2937(5) 0.1832(4) 0.2819(2) 0.0592(10) Uani 1 d . . N43 N 0.3095(6) 0.1947(4) 0.3619(3) 0.0505(11) Uani 1 d . . O44 O 0.4344(6) 0.2053(5) 0.4069(4) 0.101(2) Uani 1 d . . O51 O -0.1126(5) 0.3996(3) 0.2128(3) 0.0670(12) Uani 1 d . . N53 N 0.0000 0.4545(5) 0.2500 0.057(2) Uani 1 d S . O52 O 0.0000 0.5584(5) 0.2500 0.119(3) Uani 1 d S . O100 O 0.5000 0.3736(17) -0.2500 0.106(5) Uiso 0.50 d SP . O200 O 0.5000 0.4653(12) -0.2500 0.071(3) Uiso 0.50 d SP . O300 O 0.5000 0.4163(12) 0.2500 0.075(4) Uiso 0.50 d SP . 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 Pr1 0.0313(2) 0.0196(2) 0.0205(2) 0.000 0.00470(11) 0.000 N1 0.056(3) 0.033(2) 0.037(2) 0.004(2) 0.014(2) -0.004(2) N2 0.038(2) 0.034(2) 0.030(2) 0.0028(15) 0.0087(15) -0.0013(15) C3 0.027(2) 0.036(2) 0.025(2) -0.001(2) 0.0045(15) -0.006(2) N4 0.036(2) 0.048(2) 0.028(2) -0.003(2) 0.0097(14) -0.006(2) C5 0.035(3) 0.055(3) 0.028(2) 0.000(2) 0.007(2) -0.011(2) C6 0.056(3) 0.043(3) 0.036(2) 0.008(2) 0.009(2) -0.011(2) C7 0.032(2) 0.034(2) 0.025(2) -0.004(2) 0.006(2) 0.003(2) N8 0.028(2) 0.026(2) 0.026(2) -0.0021(13) 0.0053(13) 0.0001(13) C9 0.036(3) 0.024(2) 0.030(2) 0.000(2) 0.004(2) 0.001(2) C10 0.063(4) 0.021(2) 0.046(3) -0.004(2) 0.015(2) 0.002(2) C11 0.072(4) 0.033(3) 0.055(3) -0.012(2) 0.027(3) 0.008(2) C12 0.050(3) 0.045(3) 0.040(2) -0.009(2) 0.018(2) 0.003(2) C51 0.058(4) 0.077(4) 0.039(3) 0.001(3) 0.021(2) -0.020(3) C52 0.067(5) 0.094(5) 0.051(3) -0.007(3) 0.033(3) -0.004(4) C61 0.143(8) 0.053(4) 0.064(4) 0.012(3) 0.046(4) -0.016(4) C62 0.141(8) 0.051(4) 0.095(6) 0.018(4) 0.039(5) -0.008(4) O41 0.050(3) 0.080(3) 0.036(2) 0.014(2) 0.000(2) -0.008(2) O42 0.039(2) 0.089(3) 0.048(2) -0.005(2) 0.002(2) 0.006(2) N43 0.041(3) 0.058(3) 0.047(2) 0.006(2) -0.007(2) -0.003(2) O44 0.048(3) 0.165(6) 0.075(3) 0.001(3) -0.025(3) -0.009(3) O51 0.069(3) 0.033(2) 0.091(3) 0.003(2) -0.009(2) 0.005(2) N53 0.076(5) 0.024(3) 0.072(4) 0.000 0.013(4) 0.000 O52 0.147(8) 0.022(3) 0.179(9) 0.000 0.001(7) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pr1 O51 2.542(4) . ? Pr1 O51 2.542(4) 4_556 ? Pr1 O41 2.560(4) . ? Pr1 O41 2.560(4) 4_556 ? Pr1 O42 2.563(5) . ? Pr1 O42 2.563(5) 4_556 ? Pr1 N2 2.650(4) 4_556 ? Pr1 N2 2.650(4) . ? Pr1 N8 2.660(4) . ? Pr1 N8 2.660(4) 4_556 ? N1 N2 1.354(5) . ? C3 N2 1.318(6) . ? C3 N4 1.351(5) . ? N4 C5 1.310(6) . ? C5 C6 1.418(7) . ? C5 C51 1.503(7) . ? C6 N1 1.328(7) . ? C6 C61 1.500(8) . ? C7 C3 1.485(6) . ? N8 C9 1.336(5) . ? N8 C7 1.361(5) . ? C9 C10 1.389(6) . ? C9 C9 1.491(8) 4_556 ? C10 C11 1.387(7) . ? C11 C12 1.372(7) . ? C12 C7 1.392(6) . ? C51 C52 1.519(9) . ? C61 C62 1.447(10) . ? O41 N43 1.252(7) . ? N43 O44 1.210(7) . ? N43 O42 1.258(6) . ? O51 N53 1.248(5) . ? N53 O52 1.239(8) . ? N53 O51 1.248(5) 4_556 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O51 Pr1 O51 49.4(2) . 4_556 ? O51 Pr1 O41 114.60(14) . . ? O51 Pr1 O41 71.05(14) 4_556 . ? O51 Pr1 O41 71.05(14) . 4_556 ? O51 Pr1 O41 114.60(14) 4_556 4_556 ? O41 Pr1 O41 174.2(2) . 4_556 ? O51 Pr1 O42 118.82(15) . . ? O51 Pr1 O42 73.19(15) 4_556 . ? O41 Pr1 O42 49.11(14) . . ? O41 Pr1 O42 130.08(13) 4_556 . ? O51 Pr1 O42 73.20(15) . 4_556 ? O51 Pr1 O42 118.83(15) 4_556 4_556 ? O41 Pr1 O42 130.08(13) . 4_556 ? O41 Pr1 O42 49.11(14) 4_556 4_556 ? O42 Pr1 O42 167.8(2) . 4_556 ? O51 Pr1 N2 85.94(14) . 4_556 ? O51 Pr1 N2 88.05(14) 4_556 4_556 ? O41 Pr1 N2 65.43(15) . 4_556 ? O41 Pr1 N2 114.94(15) 4_556 4_556 ? O42 Pr1 N2 114.54(13) . 4_556 ? O42 Pr1 N2 66.23(13) 4_556 4_556 ? O51 Pr1 N2 88.05(14) . . ? O51 Pr1 N2 85.94(14) 4_556 . ? O41 Pr1 N2 114.93(15) . . ? O41 Pr1 N2 65.4(2) 4_556 . ? O42 Pr1 N2 66.23(13) . . ? O42 Pr1 N2 114.54(13) 4_556 . ? N2 Pr1 N2 173.4(2) 4_556 . ? O51 Pr1 N8 142.14(14) . . ? O51 Pr1 N8 140.77(14) 4_556 . ? O41 Pr1 N8 100.04(13) . . ? O41 Pr1 N8 74.87(12) 4_556 . ? O42 Pr1 N8 72.79(12) . . ? O42 Pr1 N8 96.49(13) 4_556 . ? N2 Pr1 N8 123.90(11) 4_556 . ? N2 Pr1 N8 62.71(11) . . ? O51 Pr1 N8 140.77(14) . 4_556 ? O51 Pr1 N8 142.14(14) 4_556 4_556 ? O41 Pr1 N8 74.87(12) . 4_556 ? O41 Pr1 N8 100.04(13) 4_556 4_556 ? O42 Pr1 N8 96.49(13) . 4_556 ? O42 Pr1 N8 72.79(12) 4_556 4_556 ? N2 Pr1 N8 62.71(11) 4_556 4_556 ? N2 Pr1 N8 123.90(11) . 4_556 ? N8 Pr1 N8 61.2(2) . 4_556 ? C6 N1 N2 118.4(4) . . ? C3 N2 N1 118.7(4) . . ? C3 N2 Pr1 120.9(3) . . ? N1 N2 Pr1 120.4(3) . . ? N2 C3 N4 125.4(4) . . ? N2 C3 C7 118.8(4) . . ? N4 C3 C7 115.8(4) . . ? C5 N4 C3 116.7(4) . . ? N4 C5 C6 119.7(4) . . ? N4 C5 C51 117.8(5) . . ? C6 C5 C51 122.6(4) . . ? N1 C6 C5 121.1(4) . . ? N1 C6 C61 118.1(5) . . ? C5 C6 C61 120.8(5) . . ? N8 C7 C12 122.4(4) . . ? N8 C7 C3 118.2(4) . . ? C12 C7 C3 119.5(4) . . ? C9 N8 C7 118.3(3) . . ? C9 N8 Pr1 122.3(3) . . ? C7 N8 Pr1 119.3(3) . . ? N8 C9 C10 122.2(4) . . ? N8 C9 C9 117.0(2) . 4_556 ? C10 C9 C9 120.7(3) . 4_556 ? C11 C10 C9 119.0(4) . . ? C12 C11 C10 119.6(4) . . ? C11 C12 C7 118.5(4) . . ? C5 C51 C52 115.2(5) . . ? C62 C61 C6 117.9(5) . . ? N43 O41 Pr1 97.1(3) . . ? O44 N43 O41 121.6(5) . . ? O44 N43 O42 122.4(6) . . ? O41 N43 O42 116.0(4) . . ? N43 O42 Pr1 96.8(3) . . ? N53 O51 Pr1 97.0(3) . . ? O52 N53 O51 121.7(3) . . ? O52 N53 O51 121.6(3) . 4_556 ? O51 N53 O51 116.7(6) . 4_556 ? _diffrn_reflns_theta_full 25.81 _diffrn_measured_fraction_theta_full 0.917 _refine_diff_density_max 1.276 _refine_diff_density_min -1.445 _refine_diff_density_rms 0.111 _publ_section_references ; Kabsch, W. (1988), J.Appl.Cryst 21 916-932. Sheldrick, G.M. (1990) SHELX86, Acta Cryst. A46 467-480. Sheldrick, G.M. (1993) SHELXL program for crystallography refinement. University of Gottingen, Germany. Spek, A.L., (1994) PLATON-94 program, Utrecht University, The Netherlands Walker, N. and Stuart, D., Acta Crystl 1983 A39 158. ; data_nd _database_code_depnum_ccdc_archive 'CCDC 280524' _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C24 H28 N11 Nd O10' _chemical_formula_weight 774.82 _chemical_melting_point ? _chemical_compound_source ? 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' Nd Nd -0.1943 3.0179 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' '-x, -y, -z' '-x, y, -z-1/2' _cell_length_a 8.826(9) _cell_length_b 11.906(12) _cell_length_c 15.829(17) _cell_angle_alpha 90.00 _cell_angle_beta 99.983(10) _cell_angle_gamma 90.00 _cell_volume 1638.2(29) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour white _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.571 _exptl_crystal_density_method ? _exptl_crystal_F_000 778 _exptl_absorpt_coefficient_mu 1.652 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; DIFABS, Walker, N. and Stuart, D., Acta Cryst 1983 A39 158. ; _exptl_absorpt_correction_T_min 0.711 _exptl_absorpt_correction_T_max 1.000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_standards_interval_count ? _diffrn_measurement_device 'Marresearch Image Plate' _diffrn_measurement_method '95 frames at 2^o intervals, counting time 2 min.' _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8192 _diffrn_reflns_av_R_equivalents 0.0298 _diffrn_reflns_av_sigmaI/netI 0.0297 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.12 _diffrn_reflns_theta_max 24.69 _reflns_number_total 2765 _reflns_number_observed 2633 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'XDS (Kabsch, 1991)' _computing_cell_refinement XDS _computing_data_reduction XDS _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics PLATON(Spek,1994) _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 ; w=1/[\s^2^(Fo^2^)+(0.0395P)^2^+5.8522P] 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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0068(9) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2765 _refine_ls_number_parameters 212 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0381 _refine_ls_R_factor_obs 0.0357 _refine_ls_wR_factor_all 0.0969 _refine_ls_wR_factor_obs 0.0956 _refine_ls_goodness_of_fit_all 1.148 _refine_ls_goodness_of_fit_obs 1.163 _refine_ls_restrained_S_all 1.148 _refine_ls_restrained_S_obs 1.163 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Nd1 Nd 0.0000 0.20494(3) 0.2500 0.0223(2) Uani 1 d S . N1 N 0.1595(6) 0.3213(4) 0.0801(3) 0.0417(11) Uani 1 d . . N2 N 0.1316(5) 0.2198(3) 0.1129(3) 0.0329(9) Uani 1 d . . C3 C 0.1700(5) 0.1283(4) 0.0745(3) 0.0281(10) Uani 1 d . . N4 N 0.2376(5) 0.1263(4) 0.0047(3) 0.0361(10) Uani 1 d . . C5 C 0.2690(6) 0.2231(5) -0.0270(3) 0.0391(13) Uani 1 d . . C6 C 0.2270(7) 0.3238(5) 0.0114(4) 0.0458(14) Uani 1 d . . C7 C 0.1389(5) 0.0180(4) 0.1097(3) 0.0292(10) Uani 1 d . . N8 N 0.0669(4) 0.0150(3) 0.1792(2) 0.0251(8) Uani 1 d . . C9 C 0.0392(6) -0.0862(4) 0.2116(3) 0.0289(10) Uani 1 d . . C10 C 0.0831(7) -0.1859(4) 0.1773(4) 0.0427(13) Uani 1 d . . H10 H 0.0644 -0.2545 0.2016 0.051 Uiso 1 calc R . C11 C 0.1551(8) -0.1816(5) 0.1062(4) 0.049(2) Uani 1 d . . H11 H 0.1845 -0.2475 0.0820 0.059 Uiso 1 calc R . C12 C 0.1829(7) -0.0797(5) 0.0720(3) 0.0404(13) Uani 1 d . . H12 H 0.2306 -0.0757 0.0241 0.048 Uiso 1 calc R . C51 C 0.3514(8) 0.2240(7) -0.1032(4) 0.060(2) Uani 1 d . . H51A H 0.2865 0.2614 -0.1506 0.073 Uiso 1 calc R . H51B H 0.4447 0.2680 -0.0884 0.073 Uiso 1 calc R . C52 C 0.3934(8) 0.1100(7) -0.1328(4) 0.067(2) Uani 1 d . . H52C H 0.4619 0.0734 -0.0874 0.081 Uiso 1 calc R . H52D H 0.4433 0.1182 -0.1818 0.081 Uiso 1 calc R . H52E H 0.3020 0.0657 -0.1483 0.081 Uiso 1 calc R . C61 C 0.2556(13) 0.4370(6) -0.0260(6) 0.093(3) Uani 1 d . . H61A H 0.3606 0.4379 -0.0366 0.111 Uiso 1 calc R . H61B H 0.1884 0.4435 -0.0811 0.111 Uiso 1 calc R . C62 C 0.2337(13) 0.5355(6) 0.0239(6) 0.097(3) Uani 1 d . . H62C H 0.1313 0.5352 0.0368 0.116 Uiso 1 calc R . H62D H 0.2482 0.6017 -0.0083 0.116 Uiso 1 calc R . H62E H 0.3069 0.5350 0.0764 0.116 Uiso 1 calc R . O41 O 0.1855(5) 0.1937(4) 0.3922(3) 0.0535(11) Uani 1 d . . O42 O 0.2922(5) 0.1821(4) 0.2813(3) 0.0562(11) Uani 1 d . . N43 N 0.3083(6) 0.1931(4) 0.3614(3) 0.0501(13) Uani 1 d . . O44 O 0.4339(6) 0.2039(6) 0.4067(4) 0.097(2) Uani 1 d . . O51 O -0.1128(5) 0.3978(3) 0.2128(3) 0.0607(12) Uani 1 d . . O52 O 0.0000 0.5564(6) 0.2500 0.113(4) Uani 1 d S . N53 N 0.0000 0.4539(5) 0.2500 0.056(2) Uani 1 d S . O100 O 0.5000 0.4542(14) -0.2500 0.085(5) Uiso 0.50 d SP . O200 O 0.5000 0.4151(12) 0.2500 0.070(4) Uiso 0.50 d SP . 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 Nd1 0.0308(2) 0.0181(2) 0.0187(2) 0.000 0.00592(13) 0.000 N1 0.063(3) 0.030(2) 0.035(2) 0.005(2) 0.018(2) -0.005(2) N2 0.041(2) 0.033(2) 0.027(2) 0.005(2) 0.010(2) -0.004(2) C3 0.030(2) 0.033(3) 0.022(2) 0.001(2) 0.006(2) -0.002(2) N4 0.035(2) 0.049(3) 0.025(2) -0.003(2) 0.010(2) -0.008(2) C5 0.038(3) 0.053(4) 0.027(3) -0.001(2) 0.009(2) -0.010(2) C6 0.057(4) 0.046(3) 0.035(3) 0.009(3) 0.010(3) -0.015(3) C7 0.031(3) 0.033(3) 0.024(2) -0.004(2) 0.006(2) 0.000(2) N8 0.031(2) 0.023(2) 0.021(2) -0.002(2) 0.007(2) 0.001(2) C9 0.038(3) 0.022(2) 0.026(2) -0.001(2) 0.006(2) 0.001(2) C10 0.066(4) 0.021(3) 0.043(3) -0.003(2) 0.017(3) 0.004(2) C11 0.072(4) 0.029(3) 0.052(4) -0.012(3) 0.026(3) 0.009(3) C12 0.050(3) 0.041(3) 0.034(3) -0.009(2) 0.019(2) 0.004(2) C51 0.060(4) 0.089(5) 0.037(3) 0.002(3) 0.022(3) -0.023(4) C52 0.063(4) 0.098(6) 0.048(4) -0.008(4) 0.031(3) -0.003(4) C61 0.165(9) 0.053(5) 0.073(5) 0.015(4) 0.059(6) -0.021(5) C62 0.154(9) 0.046(4) 0.096(7) 0.017(4) 0.037(6) -0.007(5) O41 0.049(2) 0.076(3) 0.033(2) 0.015(2) 0.001(2) -0.007(2) N43 0.046(3) 0.055(3) 0.046(3) 0.006(2) -0.004(2) -0.003(2) O44 0.048(3) 0.161(7) 0.071(4) 0.001(4) -0.025(3) -0.011(3) O42 0.039(2) 0.084(3) 0.044(2) -0.008(2) 0.004(2) 0.004(2) O51 0.065(3) 0.027(2) 0.083(3) 0.006(2) -0.005(2) 0.004(2) N53 0.083(6) 0.018(3) 0.066(5) 0.000 0.013(4) 0.000 O52 0.147(9) 0.021(4) 0.159(9) 0.000 -0.007(7) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Nd1 O51 2.531(4) . ? Nd1 O51 2.531(4) 4_556 ? Nd1 O41 2.547(4) 4_556 ? Nd1 O41 2.547(4) . ? Nd1 O42 2.555(5) 4_556 ? Nd1 O42 2.555(5) . ? Nd1 N8 2.635(4) 4_556 ? Nd1 N8 2.636(4) . ? Nd1 N2 2.639(5) 4_556 ? Nd1 N2 2.640(5) . ? N1 N2 1.354(6) . ? C3 N2 1.320(6) . ? C3 N4 1.343(6) . ? N4 C5 1.306(7) . ? C5 C6 1.422(9) . ? C5 C51 1.512(8) . ? C6 N1 1.327(7) . ? C6 C61 1.510(9) . ? C7 C3 1.472(7) . ? N8 C9 1.349(6) . ? N8 C7 1.364(6) . ? C9 C10 1.387(7) . ? C9 C9 1.500(9) 4_556 ? C10 C11 1.386(8) . ? C11 C12 1.368(8) . ? C12 C7 1.392(7) . ? C51 C52 1.503(10) . ? C61 C62 1.446(11) . ? O41 N43 1.263(7) . ? N43 O44 1.218(7) . ? N43 O42 1.258(7) . ? O51 N53 1.257(5) . ? N53 O52 1.220(9) . ? N53 O51 1.257(5) 4_556 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O51 Nd1 O51 49.8(2) . 4_556 ? O51 Nd1 O41 71.07(15) . 4_556 ? O51 Nd1 O41 114.8(2) 4_556 4_556 ? O51 Nd1 O41 114.8(2) . . ? O51 Nd1 O41 71.07(15) 4_556 . ? O41 Nd1 O41 174.0(2) 4_556 . ? O51 Nd1 O42 73.0(2) . 4_556 ? O51 Nd1 O42 119.0(2) 4_556 4_556 ? O41 Nd1 O42 49.48(14) 4_556 4_556 ? O41 Nd1 O42 129.68(14) . 4_556 ? O51 Nd1 O42 119.0(2) . . ? O51 Nd1 O42 73.0(2) 4_556 . ? O41 Nd1 O42 129.68(14) 4_556 . ? O41 Nd1 O42 49.48(14) . . ? O42 Nd1 O42 167.8(2) 4_556 . ? O51 Nd1 N8 140.27(15) . 4_556 ? O51 Nd1 N8 141.96(15) 4_556 4_556 ? O41 Nd1 N8 99.98(14) 4_556 4_556 ? O41 Nd1 N8 74.72(13) . 4_556 ? O42 Nd1 N8 72.43(13) 4_556 4_556 ? O42 Nd1 N8 96.86(14) . 4_556 ? O51 Nd1 N8 141.96(15) . . ? O51 Nd1 N8 140.27(15) 4_556 . ? O41 Nd1 N8 74.72(13) 4_556 . ? O41 Nd1 N8 99.98(14) . . ? O42 Nd1 N8 96.86(14) 4_556 . ? O42 Nd1 N8 72.43(13) . . ? N8 Nd1 N8 61.8(2) 4_556 . ? O51 Nd1 N2 85.4(2) . 4_556 ? O51 Nd1 N2 87.7(2) 4_556 4_556 ? O41 Nd1 N2 115.0(2) 4_556 4_556 ? O41 Nd1 N2 65.4(2) . 4_556 ? O42 Nd1 N2 65.99(14) 4_556 4_556 ? O42 Nd1 N2 114.90(14) . 4_556 ? N8 Nd1 N2 62.94(13) 4_556 4_556 ? N8 Nd1 N2 124.76(12) . 4_556 ? O51 Nd1 N2 87.7(2) . . ? O51 Nd1 N2 85.4(2) 4_556 . ? O41 Nd1 N2 65.4(2) 4_556 . ? O41 Nd1 N2 115.0(2) . . ? O42 Nd1 N2 114.90(14) 4_556 . ? O42 Nd1 N2 66.00(14) . . ? N8 Nd1 N2 124.76(12) 4_556 . ? N8 Nd1 N2 62.94(13) . . ? N2 Nd1 N2 172.3(2) 4_556 . ? C6 N1 N2 118.1(5) . . ? C3 N2 N1 118.8(4) . . ? C3 N2 Nd1 120.5(3) . . ? N1 N2 Nd1 120.7(3) . . ? N2 C3 N4 125.4(5) . . ? N2 C3 C7 118.9(4) . . ? N4 C3 C7 115.8(4) . . ? C5 N4 C3 117.1(5) . . ? N4 C5 C6 119.4(5) . . ? N4 C5 C51 118.4(5) . . ? C6 C5 C51 122.2(5) . . ? N1 C6 C5 121.3(5) . . ? N1 C6 C61 118.0(6) . . ? C5 C6 C61 120.7(5) . . ? N8 C7 C12 121.9(5) . . ? N8 C7 C3 118.2(4) . . ? C12 C7 C3 119.9(4) . . ? C9 N8 C7 118.0(4) . . ? C9 N8 Nd1 122.5(3) . . ? C7 N8 Nd1 119.4(3) . . ? N8 C9 C10 122.3(4) . . ? N8 C9 C9 116.6(2) . 4_556 ? C10 C9 C9 121.1(3) . 4_556 ? C11 C10 C9 118.9(5) . . ? C12 C11 C10 119.6(5) . . ? C11 C12 C7 119.2(5) . . ? C52 C51 C5 114.9(6) . . ? C62 C61 C6 117.6(6) . . ? N43 O41 Nd1 97.1(3) . . ? O44 N43 O42 122.4(6) . . ? O44 N43 O41 121.8(6) . . ? O42 N43 O41 115.8(5) . . ? N43 O42 Nd1 96.8(3) . . ? N53 O51 Nd1 97.2(4) . . ? O52 N53 O51 122.1(3) . . ? O52 N53 O51 122.1(3) . 4_556 ? O51 N53 O51 115.8(6) . 4_556 ? _diffrn_reflns_theta_full 24.69 _diffrn_measured_fraction_theta_full 0.99 _refine_diff_density_max 2.585 _refine_diff_density_min -0.749 _refine_diff_density_rms 0.114 _publ_section_references ; Kabsch, W. (1988), J.Appl.Cryst 21 916-932. Sheldrick, G.M. (1990) SHELX86, Acta Cryst. A46 467-480. Sheldrick, G.M. (1993) SHELXL program for crystallography refinement. University of Gottingen, Germany. Spek, A.L., (1994) PLATON-94 program, Utrecht University, The Netherlands Walker, N. and Stuart, D., Acta Crystl 1983 A39 158. ; data_sm _database_code_depnum_ccdc_archive 'CCDC 280525' _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C24 H28 N11 O10 Sm' _chemical_formula_weight 780.92 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' '-x, -y, -z' '-x, y, -z-1/2' _cell_length_a 8.820(9) _cell_length_b 11.867(12) _cell_length_c 15.813(17) _cell_angle_alpha 90.00 _cell_angle_beta 99.985(10) _cell_angle_gamma 90.00 _cell_volume 1630.0(29) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour white _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.591 _exptl_crystal_density_method ? _exptl_crystal_F_000 782 _exptl_absorpt_coefficient_mu 1.869 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; DIFABS, Walker, N. and Stuart, D., Acta Cryst 1983 A39 158. ; _exptl_absorpt_correction_T_min 0.791 _exptl_absorpt_correction_T_max 1.000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_standards_interval_count ? _diffrn_measurement_device 'Marresearch Image Plate' _diffrn_measurement_method '95 frames at 2^o intervals, counting time 2 min.' _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10136 _diffrn_reflns_av_R_equivalents 0.0276 _diffrn_reflns_av_sigmaI/netI 0.0246 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 25.78 _reflns_number_total 3099 _reflns_number_observed 2980 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'XDS (Kabsch, 1991)' _computing_cell_refinement XDS _computing_data_reduction XDS _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics PLATON(Spek,1994) _refine_special_details ; Refinement on F^2^ for ALL reflections except for 1 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 ; w=1/[\s^2^(Fo^2^)+(0.0341P)^2^+2.5762P] 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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0108(8) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3098 _refine_ls_number_parameters 212 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0353 _refine_ls_R_factor_obs 0.0326 _refine_ls_wR_factor_all 0.1080 _refine_ls_wR_factor_obs 0.0963 _refine_ls_goodness_of_fit_all 1.478 _refine_ls_goodness_of_fit_obs 1.501 _refine_ls_restrained_S_all 1.648 _refine_ls_restrained_S_obs 1.501 _refine_ls_shift/esd_max 0.008 _refine_ls_shift/esd_mean 0.001 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Sm1 Sm 0.0000 0.20308(2) 0.2500 0.02533(14) Uani 1 d S . N1 N 0.1569(6) 0.3233(4) 0.0814(3) 0.0470(11) Uani 1 d . . N2 N 0.1307(5) 0.2216(3) 0.1142(2) 0.0359(9) Uani 1 d . . C3 C 0.1696(5) 0.1302(4) 0.0754(3) 0.0317(9) Uani 1 d . . N4 N 0.2374(5) 0.1285(4) 0.0054(2) 0.0399(9) Uani 1 d . . C5 C 0.2681(6) 0.2260(5) -0.0262(3) 0.0443(12) Uani 1 d . . C6 C 0.2235(7) 0.3266(5) 0.0119(4) 0.0523(14) Uani 1 d . . C7 C 0.1388(5) 0.0192(4) 0.1102(3) 0.0321(9) Uani 1 d . . N8 N 0.0664(4) 0.0161(3) 0.1796(2) 0.0286(7) Uani 1 d . . C9 C 0.0392(5) -0.0853(4) 0.2121(3) 0.0319(9) Uani 1 d . . C10 C 0.0836(7) -0.1859(4) 0.1774(4) 0.0472(13) Uani 1 d . . H10 H 0.0646 -0.2550 0.2014 0.057 Uiso 1 calc R . C11 C 0.1565(8) -0.1807(5) 0.1064(4) 0.055(2) Uani 1 d . . H11 H 0.1866 -0.2466 0.0821 0.066 Uiso 1 calc R . C12 C 0.1837(7) -0.0787(4) 0.0723(3) 0.0453(12) Uani 1 d . . H12 H 0.2316 -0.0744 0.0245 0.054 Uiso 1 calc R . C51 C 0.3505(8) 0.2273(7) -0.1022(4) 0.066(2) Uani 1 d . . H51A H 0.2854 0.2648 -0.1496 0.079 Uiso 1 calc R . H51B H 0.4437 0.2717 -0.0874 0.079 Uiso 1 calc R . C52 C 0.3930(8) 0.1137(7) -0.1320(4) 0.074(2) Uani 1 d . . H52C H 0.4577 0.0755 -0.0857 0.089 Uiso 1 calc R . H52D H 0.4473 0.1224 -0.1792 0.089 Uiso 1 calc R . H52E H 0.3013 0.0703 -0.1501 0.089 Uiso 1 calc R . C61 C 0.2488(14) 0.4405(6) -0.0253(5) 0.104(3) Uani 1 d . . H61A H 0.3518 0.4411 -0.0390 0.125 Uiso 1 calc R . H61B H 0.1775 0.4476 -0.0791 0.125 Uiso 1 calc R . C62 C 0.2332(14) 0.5377(6) 0.0239(6) 0.110(4) Uani 1 d . . H62C H 0.1411 0.5319 0.0483 0.132 Uiso 1 calc R . H62D H 0.2272 0.6031 -0.0122 0.132 Uiso 1 calc R . H62E H 0.3207 0.5441 0.0692 0.132 Uiso 1 calc R . O41 O 0.1827(5) 0.1908(4) 0.3914(2) 0.0554(10) Uani 1 d . . O42 O 0.2891(5) 0.1794(4) 0.2807(3) 0.0579(11) Uani 1 d . . N43 N 0.3052(6) 0.1901(4) 0.3610(3) 0.0514(12) Uani 1 d . . O44 O 0.4306(6) 0.1995(6) 0.4065(4) 0.097(2) Uani 1 d . . O51 O -0.1128(5) 0.3938(3) 0.2131(3) 0.0606(11) Uani 1 d . . O52 O 0.0000 0.5531(5) 0.2500 0.108(3) Uani 1 d S . N53 N 0.0000 0.4494(5) 0.2500 0.054(2) Uani 1 d S . O100 O 0.5000 0.4566(14) -0.2500 0.087(4) Uiso 0.50 d SP . O200 O 0.5000 0.4120(13) 0.2500 0.076(4) Uiso 0.50 d SP . 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 0.0363(2) 0.0217(2) 0.0188(2) 0.000 0.00725(11) 0.000 N1 0.070(3) 0.038(2) 0.036(2) 0.006(2) 0.018(2) -0.008(2) N2 0.046(2) 0.036(2) 0.027(2) 0.004(2) 0.011(2) -0.003(2) C3 0.032(2) 0.042(3) 0.021(2) 0.000(2) 0.007(2) -0.005(2) N4 0.040(2) 0.055(3) 0.027(2) -0.002(2) 0.012(2) -0.008(2) C5 0.044(3) 0.063(3) 0.027(2) 0.000(2) 0.010(2) -0.015(3) C6 0.068(4) 0.054(3) 0.037(3) 0.009(2) 0.013(3) -0.019(3) C7 0.036(2) 0.036(2) 0.024(2) -0.003(2) 0.008(2) 0.002(2) N8 0.036(2) 0.029(2) 0.022(2) -0.0009(14) 0.0077(14) 0.001(2) C9 0.042(2) 0.027(2) 0.027(2) -0.002(2) 0.007(2) 0.002(2) C10 0.072(4) 0.029(2) 0.044(3) -0.002(2) 0.018(3) 0.005(2) C11 0.083(4) 0.035(3) 0.053(3) -0.012(2) 0.027(3) 0.013(3) C12 0.060(3) 0.046(3) 0.035(3) -0.009(2) 0.022(2) 0.006(2) C61 0.193(11) 0.062(5) 0.073(5) 0.014(4) 0.065(6) -0.030(6) C62 0.190(11) 0.049(4) 0.098(7) 0.019(4) 0.046(7) -0.004(6) C51 0.068(4) 0.097(5) 0.038(3) 0.000(3) 0.025(3) -0.026(4) C52 0.072(4) 0.111(6) 0.049(3) -0.010(4) 0.038(3) -0.007(4) O41 0.052(2) 0.079(3) 0.033(2) 0.014(2) 0.002(2) -0.006(2) O42 0.046(2) 0.084(3) 0.043(2) -0.007(2) 0.006(2) 0.005(2) N43 0.047(3) 0.059(3) 0.044(3) 0.004(2) -0.004(2) -0.001(2) O44 0.052(3) 0.159(6) 0.068(3) -0.003(3) -0.021(2) -0.007(3) O51 0.067(3) 0.035(2) 0.074(3) 0.006(2) -0.004(2) 0.005(2) O52 0.142(8) 0.024(3) 0.145(8) 0.000 -0.011(6) 0.000 N53 0.080(5) 0.017(3) 0.064(4) 0.000 0.010(4) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sm1 O51 2.501(4) . ? Sm1 O51 2.501(4) 4_556 ? Sm1 O41 2.524(4) 4_556 ? Sm1 O41 2.524(4) . ? Sm1 O42 2.528(5) 4_556 ? Sm1 O42 2.528(5) . ? Sm1 N8 2.594(4) 4_556 ? Sm1 N8 2.595(4) . ? Sm1 N2 2.617(4) 4_556 ? Sm1 N2 2.617(4) . ? Sm1 N53 2.923(6) . ? Sm1 N43 2.951(5) 4_556 ? N1 N2 1.350(6) . ? C3 N2 1.319(6) . ? C3 N4 1.348(6) . ? N4 C5 1.307(7) . ? C5 C6 1.423(9) . ? C5 C51 1.509(7) . ? C6 N1 1.333(7) . ? C6 C61 1.506(8) . ? C7 C3 1.471(7) . ? N8 C7 1.363(6) . ? N8 C9 1.346(6) . ? C9 C10 1.398(6) . ? C9 C9 1.485(9) 4_556 ? C10 C11 1.389(8) . ? C11 C12 1.363(8) . ? C12 C7 1.396(7) . ? C51 C52 1.496(11) . ? C61 C62 1.411(11) . ? O41 N43 1.257(7) . ? N43 O44 1.216(7) . ? N43 O42 1.259(6) . ? O51 N53 1.250(5) . ? N53 O52 1.231(8) . ? N53 O51 1.250(5) 4_556 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O51 Sm1 O51 50.3(2) . 4_556 ? O51 Sm1 O41 71.25(14) . 4_556 ? O51 Sm1 O41 115.22(14) 4_556 4_556 ? O51 Sm1 O41 115.22(14) . . ? O51 Sm1 O41 71.25(14) 4_556 . ? O41 Sm1 O41 173.4(2) 4_556 . ? O51 Sm1 O42 73.0(2) . 4_556 ? O51 Sm1 O42 119.52(15) 4_556 4_556 ? O41 Sm1 O42 49.87(14) 4_556 4_556 ? O41 Sm1 O42 129.18(14) . 4_556 ? O51 Sm1 O42 119.52(15) . . ? O51 Sm1 O42 73.0(2) 4_556 . ? O41 Sm1 O42 129.18(14) 4_556 . ? O41 Sm1 O42 49.87(14) . . ? O42 Sm1 O42 167.3(2) 4_556 . ? O51 Sm1 N8 139.82(14) . 4_556 ? O51 Sm1 N8 141.68(14) 4_556 4_556 ? O41 Sm1 N8 100.00(14) 4_556 4_556 ? O41 Sm1 N8 74.19(13) . 4_556 ? O42 Sm1 N8 72.08(13) 4_556 4_556 ? O42 Sm1 N8 96.77(14) . 4_556 ? O51 Sm1 N8 141.68(14) . . ? O51 Sm1 N8 139.82(14) 4_556 . ? O41 Sm1 N8 74.19(13) 4_556 . ? O41 Sm1 N8 99.99(14) . . ? O42 Sm1 N8 96.77(14) 4_556 . ? O42 Sm1 N8 72.07(13) . . ? N8 Sm1 N8 62.4(2) 4_556 . ? O51 Sm1 N2 84.35(14) . 4_556 ? O51 Sm1 N2 86.95(14) 4_556 4_556 ? O41 Sm1 N2 115.3(2) 4_556 4_556 ? O41 Sm1 N2 65.3(2) . 4_556 ? O42 Sm1 N2 66.02(14) 4_556 4_556 ? O42 Sm1 N2 115.15(14) . 4_556 ? N8 Sm1 N2 63.61(12) 4_556 4_556 ? N8 Sm1 N2 126.01(12) . 4_556 ? O51 Sm1 N2 86.95(14) . . ? O51 Sm1 N2 84.35(14) 4_556 . ? O41 Sm1 N2 65.3(2) 4_556 . ? O41 Sm1 N2 115.32(15) . . ? O42 Sm1 N2 115.15(14) 4_556 . ? O42 Sm1 N2 66.02(14) . . ? N8 Sm1 N2 126.00(12) 4_556 . ? N8 Sm1 N2 63.61(12) . . ? N2 Sm1 N2 170.4(2) 4_556 . ? C6 N1 N2 118.2(5) . . ? C3 N2 N1 118.8(4) . . ? C3 N2 Sm1 119.9(3) . . ? N1 N2 Sm1 121.3(3) . . ? N2 C3 N4 125.6(4) . . ? N2 C3 C7 118.9(4) . . ? N4 C3 C7 115.5(4) . . ? C5 N4 C3 116.9(4) . . ? N4 C5 C6 119.4(5) . . ? N4 C5 C51 118.3(6) . . ? C6 C5 C51 122.4(5) . . ? N1 C6 C5 121.2(5) . . ? N1 C6 C61 117.7(6) . . ? C5 C6 C61 121.2(5) . . ? N8 C7 C12 122.1(4) . . ? N8 C7 C3 117.9(4) . . ? C12 C7 C3 120.0(4) . . ? C9 N8 C7 118.1(4) . . ? C9 N8 Sm1 122.2(3) . . ? C7 N8 Sm1 119.6(3) . . ? N8 C9 C10 122.3(4) . . ? N8 C9 C9 116.5(2) . 4_556 ? C10 C9 C9 121.2(3) . 4_556 ? C11 C10 C9 118.7(5) . . ? C12 C11 C10 119.8(5) . . ? C11 C12 C7 119.2(5) . . ? C52 C51 C5 115.0(6) . . ? C62 C61 C6 118.9(6) . . ? N43 O41 Sm1 96.9(3) . . ? O44 N43 O41 121.8(6) . . ? O44 N43 O42 122.5(6) . . ? O41 N43 O42 115.7(4) . . ? N43 O42 Sm1 96.6(3) . . ? N53 O51 Sm1 96.7(3) . . ? O52 N53 O51 121.8(3) . . ? O52 N53 O51 121.8(3) . 4_556 ? O51 N53 O51 116.4(6) . 4_556 ? _diffrn_reflns_theta_full 25.78 _diffrn_measured_fraction_theta_full 0.99 _refine_diff_density_max 2.557 _refine_diff_density_min -0.639 _refine_diff_density_rms 0.116 _publ_section_references ; Kabsch, W. (1988), J.Appl.Cryst 21 916-932. Sheldrick, G.M. (1990) SHELX86, Acta Cryst. A46 467-480. Sheldrick, G.M. (1993) SHELXL program for crystallography refinement. University of Gottingen, Germany. Spek, A.L., (1994) PLATON-94 program, Utrecht University, The Netherlands Walker, N. and Stuart, D., Acta Crystl 1983 A39 158. ; #===END data_dy _database_code_depnum_ccdc_archive 'CCDC 280526' _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C26 H29 Dy N12 O9' _chemical_formula_weight 816.12 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Dy Dy -0.1892 4.4098 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.988(12) _cell_length_b 10.147(14) _cell_length_c 16.915(18) _cell_angle_alpha 92.495(10) _cell_angle_beta 95.369(10) _cell_angle_gamma 106.592(10) _cell_volume 1631.3(35) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour white _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.662 _exptl_crystal_density_method ? _exptl_crystal_F_000 814 _exptl_absorpt_coefficient_mu 2.359 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; DIFABS, Walker, N. and Stuart, D., Acta Cryst 1983 A39 158. ; _exptl_absorpt_correction_T_min 0.814 _exptl_absorpt_correction_T_max 1.000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_standards_interval_count ? _diffrn_measurement_device 'Marresearch Image Plate' _diffrn_measurement_method '95 frames at 2^o intervals, counting time 2 min.' _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8294 _diffrn_reflns_av_R_equivalents 0.0429 _diffrn_reflns_av_sigmaI/netI 0.0706 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 25.67 _reflns_number_total 5556 _reflns_number_observed 4957 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'XDS (Kabsch, 1991)' _computing_cell_refinement XDS _computing_data_reduction XDS _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics PLATON(Spek,1994) _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 ; w=1/[\s^2^(Fo^2^)+(0.0475P)^2^+3.4741P] 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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0069(10) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5556 _refine_ls_number_parameters 439 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0705 _refine_ls_R_factor_obs 0.0611 _refine_ls_wR_factor_all 0.1467 _refine_ls_wR_factor_obs 0.1436 _refine_ls_goodness_of_fit_all 1.355 _refine_ls_goodness_of_fit_obs 1.411 _refine_ls_restrained_S_all 1.355 _refine_ls_restrained_S_obs 1.411 _refine_ls_shift/esd_max 0.009 _refine_ls_shift/esd_mean 0.001 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Dy1 Dy 0.25271(4) 0.25757(4) 0.22720(2) 0.0301(2) Uani 1 d . . N1 N 0.2421(8) 0.4260(7) 0.0576(5) 0.040(2) Uani 1 d . . N2 N 0.1663(8) 0.3135(7) 0.0915(5) 0.038(2) Uani 1 d . . C3 C 0.0469(9) 0.2342(8) 0.0531(5) 0.034(2) Uani 1 d . . N4 N -0.0056(8) 0.2522(7) -0.0206(5) 0.042(2) Uani 1 d . . C5 C 0.0683(10) 0.3593(9) -0.0562(5) 0.040(2) Uani 1 d . . C6 C 0.1947(10) 0.4483(9) -0.0150(6) 0.042(2) Uani 1 d . . C7 C -0.0340(9) 0.1139(8) 0.0943(5) 0.040(2) Uani 1 d . . N8 N 0.0218(7) 0.0942(7) 0.1661(5) 0.038(2) Uani 1 d . . C9 C -0.0540(9) -0.0088(8) 0.2072(6) 0.039(2) Uani 1 d . . C10 C -0.1863(10) -0.0937(10) 0.1747(7) 0.053(3) Uani 1 d . . H10 H -0.2367 -0.1637 0.2033 0.064 Uiso 1 calc R . C11 C -0.2411(11) -0.0730(10) 0.1004(7) 0.061(3) Uani 1 d . . H11 H -0.3281 -0.1303 0.0783 0.073 Uiso 1 calc R . C12 C -0.1674(10) 0.0329(9) 0.0583(6) 0.048(2) Uani 1 d . . H12 H -0.2040 0.0499 0.0085 0.058 Uiso 1 calc R . N21 N 0.5152(9) 0.3552(9) 0.3818(5) 0.054(2) Uani 1 d . . N22 N 0.3923(9) 0.2567(8) 0.3604(5) 0.047(2) Uani 1 d . . C23 C 0.3390(11) 0.1678(10) 0.4117(6) 0.048(2) Uani 1 d . . N24 N 0.3969(11) 0.1644(10) 0.4853(5) 0.061(2) Uani 1 d . . C25 C 0.5209(13) 0.2613(13) 0.5081(7) 0.064(3) Uani 1 d . . C26 C 0.5784(12) 0.3555(13) 0.4539(7) 0.065(3) Uani 1 d . . C27 C 0.1993(12) 0.0628(10) 0.3847(7) 0.055(3) Uani 1 d . . N28 N 0.1332(8) 0.0753(6) 0.3109(4) 0.035(2) Uani 1 d . . C29 C 0.0148(12) -0.0219(11) 0.2875(7) 0.053(3) Uani 1 d . . C30 C -0.0455(15) -0.1260(15) 0.3375(10) 0.093(5) Uani 1 d . . H30 H -0.1303 -0.1916 0.3196 0.112 Uiso 1 calc R . C31 C 0.0177(19) -0.1316(17) 0.4103(11) 0.115(7) Uani 1 d . . H31 H -0.0217 -0.2021 0.4419 0.138 Uiso 1 calc R . C32 C 0.1393(17) -0.0339(16) 0.4375(9) 0.104(6) Uani 1 d . . H32 H 0.1812 -0.0313 0.4892 0.124 Uiso 1 calc R . C51 C 0.0165(13) 0.3839(12) -0.1397(7) 0.064(3) Uani 1 d . . H51D H 0.0844 0.3745 -0.1754 0.076 Uiso 1 calc R . H51E H 0.0109 0.4777 -0.1403 0.076 Uiso 1 calc R . C52 C -0.1263(14) 0.2855(13) -0.1709(8) 0.075(4) Uani 1 d . . H52A H -0.1317 0.1948 -0.1547 0.090 Uiso 1 calc R . H52B H -0.1387 0.2831 -0.2279 0.090 Uiso 1 calc R . H52C H -0.1988 0.3166 -0.1496 0.090 Uiso 1 calc R . C61 C 0.2813(12) 0.5769(11) -0.0501(7) 0.059(3) Uani 1 d . . H61A H 0.3142 0.5476 -0.0981 0.071 Uiso 1 calc R . H61B H 0.2190 0.6312 -0.0659 0.071 Uiso 1 calc R . C62 C 0.4025(14) 0.6670(12) -0.0002(8) 0.077(4) Uani 1 d . . H62C H 0.3755 0.6857 0.0512 0.093 Uiso 1 calc R . H62D H 0.4363 0.7521 -0.0247 0.093 Uiso 1 calc R . H62E H 0.4755 0.6228 0.0059 0.093 Uiso 1 calc R . C251 C 0.5859(19) 0.2607(18) 0.5909(8) 0.105(6) Uani 1 d . . H25A H 0.6807 0.2549 0.5881 0.127 Uiso 1 calc R . H25B H 0.5938 0.3487 0.6186 0.127 Uiso 1 calc R . C252 C 0.5150(23) 0.1521(19) 0.6393(10) 0.133(8) Uani 1 d . . H25C H 0.4414 0.1781 0.6626 0.160 Uiso 1 calc R . H25D H 0.5815 0.1389 0.6807 0.160 Uiso 1 calc R . H25E H 0.4755 0.0678 0.6064 0.160 Uiso 1 calc R . C261 C 0.7164(16) 0.4656(22) 0.4745(10) 0.125(7) Uani 1 d . . H26D H 0.7094 0.5182 0.5224 0.150 Uiso 1 calc R . H26E H 0.7880 0.4202 0.4875 0.150 Uiso 1 calc R . C262 C 0.7616(27) 0.5543(27) 0.4206(21) 0.257(21) Uani 1 d . . H26A H 0.7471 0.5057 0.3691 0.308 Uiso 1 calc R . H26B H 0.8600 0.6001 0.4342 0.308 Uiso 1 calc R . H26C H 0.7104 0.6213 0.4197 0.308 Uiso 1 calc R . O41 O 0.1793(8) 0.3720(8) 0.3464(5) 0.060(2) Uani 1 d . . O42 O 0.0642(7) 0.3703(7) 0.2318(4) 0.053(2) Uani 1 d . . N43 N 0.0893(9) 0.4158(8) 0.3054(6) 0.053(2) Uani 1 d . . O44 O 0.0336(10) 0.4971(9) 0.3320(6) 0.084(3) Uani 1 d . . O51 O 0.2987(8) 0.1174(7) 0.1126(5) 0.059(2) Uani 1 d . . O52 O 0.3776(8) 0.0772(7) 0.2276(4) 0.056(2) Uani 1 d . . N53 N 0.3737(9) 0.0579(8) 0.1534(6) 0.054(2) Uani 1 d . . O54 O 0.4341(10) -0.0172(9) 0.1232(6) 0.087(3) Uani 1 d . . O61 O 0.4857(7) 0.3748(6) 0.1908(4) 0.048(2) Uani 1 d . . O62 O 0.3750(7) 0.5072(6) 0.2407(5) 0.057(2) Uani 1 d . . N63 N 0.4848(9) 0.4958(9) 0.2147(6) 0.056(2) Uani 1 d . . O64 O 0.5877(9) 0.5953(8) 0.2097(7) 0.094(3) Uani 1 d . . N71 N 0.8282(22) 0.1644(20) 0.3869(11) 0.156(8) Uani 1 d . . C72 C 0.7802(18) 0.1876(15) 0.3260(11) 0.091(5) Uani 1 d . . C73 C 0.7256(14) 0.2229(16) 0.2531(9) 0.085(4) Uani 1 d . . H73A H 0.6434 0.2511 0.2606 0.102 Uiso 1 calc R . H73B H 0.7009 0.1445 0.2151 0.102 Uiso 1 calc R . H73C H 0.7950 0.2973 0.2339 0.102 Uiso 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 Dy1 0.0304(2) 0.0298(2) 0.0282(2) 0.00156(13) 0.00027(13) 0.00697(13) N1 0.039(4) 0.044(4) 0.039(4) 0.011(3) 0.010(3) 0.010(3) N2 0.039(4) 0.036(4) 0.037(4) 0.006(3) 0.007(3) 0.009(3) C3 0.036(5) 0.038(4) 0.027(4) 0.001(3) -0.003(3) 0.014(3) N4 0.051(5) 0.043(4) 0.035(4) 0.003(3) -0.005(3) 0.019(3) C5 0.051(6) 0.047(5) 0.031(5) 0.007(4) 0.004(4) 0.027(4) C6 0.048(6) 0.039(4) 0.048(6) 0.008(4) 0.017(4) 0.021(4) C7 0.042(5) 0.036(4) 0.035(5) -0.005(4) -0.007(4) 0.008(3) N8 0.038(4) 0.034(3) 0.041(4) 0.006(3) 0.004(3) 0.008(3) C9 0.039(5) 0.030(4) 0.046(5) 0.003(4) 0.013(4) 0.002(3) C10 0.042(6) 0.043(5) 0.066(7) 0.006(5) 0.008(5) -0.001(4) C11 0.049(6) 0.049(6) 0.068(8) -0.004(5) -0.008(5) -0.005(4) C12 0.039(5) 0.047(5) 0.050(6) -0.005(4) -0.006(4) 0.005(4) N21 0.052(5) 0.065(5) 0.043(5) -0.006(4) -0.003(4) 0.017(4) N22 0.049(5) 0.057(5) 0.037(5) 0.001(4) -0.001(4) 0.019(4) C23 0.057(6) 0.052(5) 0.037(5) 0.003(4) -0.003(4) 0.021(4) N24 0.077(7) 0.072(6) 0.037(5) 0.010(4) -0.006(4) 0.029(5) C25 0.068(8) 0.091(8) 0.031(6) -0.008(5) -0.014(5) 0.030(6) C26 0.055(7) 0.094(9) 0.042(6) -0.003(6) -0.014(5) 0.022(6) C27 0.058(7) 0.054(6) 0.059(7) 0.019(5) 0.014(5) 0.022(5) N28 0.048(4) 0.030(3) 0.021(3) -0.003(3) 0.006(3) 0.002(3) C29 0.057(7) 0.061(6) 0.051(7) 0.022(5) 0.018(5) 0.026(5) C30 0.072(9) 0.086(9) 0.110(13) 0.067(9) 0.006(8) -0.003(7) C31 0.123(14) 0.104(12) 0.096(13) 0.060(10) 0.010(11) -0.008(10) C32 0.105(12) 0.118(12) 0.063(10) 0.056(9) 0.002(8) -0.012(9) C51 0.080(8) 0.063(7) 0.050(7) 0.015(5) -0.007(6) 0.027(6) C52 0.084(9) 0.089(9) 0.054(8) 0.016(6) -0.015(6) 0.032(7) C61 0.057(7) 0.066(6) 0.065(8) 0.031(6) 0.031(5) 0.022(5) C62 0.081(9) 0.064(7) 0.065(8) 0.008(6) 0.019(7) -0.017(6) C251 0.136(15) 0.131(13) 0.042(8) 0.011(8) -0.025(9) 0.037(11) C252 0.204(22) 0.139(16) 0.053(10) 0.016(10) -0.036(12) 0.060(15) C261 0.069(10) 0.186(19) 0.071(11) -0.019(12) -0.017(8) -0.028(11) C262 0.191(27) 0.192(26) 0.285(43) -0.100(26) 0.116(28) -0.119(22) O41 0.065(5) 0.073(5) 0.043(4) -0.004(4) -0.005(4) 0.027(4) O42 0.059(4) 0.058(4) 0.047(4) -0.002(3) 0.000(3) 0.029(3) N43 0.047(5) 0.048(5) 0.065(6) 0.001(4) 0.014(4) 0.014(4) O44 0.098(7) 0.079(6) 0.095(7) -0.013(5) 0.030(6) 0.054(5) O51 0.064(5) 0.065(4) 0.051(5) -0.014(4) -0.006(4) 0.030(4) O52 0.075(5) 0.058(4) 0.043(4) 0.003(3) 0.004(4) 0.035(4) N53 0.051(5) 0.040(4) 0.065(6) -0.016(4) 0.009(4) 0.007(4) O54 0.081(7) 0.087(6) 0.110(8) -0.025(5) 0.019(5) 0.053(5) O61 0.040(4) 0.043(3) 0.061(5) -0.001(3) 0.010(3) 0.011(3) O62 0.053(4) 0.040(3) 0.076(6) 0.000(3) 0.024(4) 0.008(3) N63 0.050(5) 0.052(5) 0.055(6) -0.003(4) 0.002(4) -0.002(4) O64 0.060(5) 0.052(5) 0.154(11) -0.002(5) 0.034(6) -0.016(4) N71 0.201(20) 0.157(15) 0.099(14) 0.066(12) 0.007(13) 0.030(13) C72 0.111(13) 0.082(9) 0.085(12) 0.024(8) 0.036(10) 0.027(8) C73 0.056(8) 0.125(12) 0.079(10) -0.002(9) 0.007(6) 0.036(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Dy1 O61 2.441(7) . ? Dy1 O62 2.468(7) . ? Dy1 O42 2.472(7) . ? Dy1 N28 2.477(7) . ? Dy1 O52 2.492(7) . ? Dy1 O51 2.509(7) . ? Dy1 N8 2.521(7) . ? Dy1 N2 2.521(8) . ? Dy1 N22 2.538(8) . ? Dy1 O41 2.552(8) . ? N1 C6 1.328(12) . ? N2 C3 1.324(11) . ? N2 N1 1.360(10) . ? C3 C7 1.498(12) . ? N4 C3 1.348(11) . ? C5 N4 1.330(12) . ? C5 C51 1.515(14) . ? C6 C5 1.423(13) . ? C6 C61 1.523(12) . ? C7 N8 1.336(12) . ? C7 C12 1.414(12) . ? C9 N8 1.363(11) . ? C9 C29 1.492(15) . ? C10 C9 1.401(12) . ? C11 C10 1.37(2) . ? C12 C11 1.384(15) . ? N21 N22 1.349(11) . ? C23 N22 1.316(13) . ? C23 N24 1.328(13) . ? N24 C25 1.35(2) . ? C25 C26 1.40(2) . ? C25 C251 1.49(2) . ? C26 N21 1.319(14) . ? C26 C261 1.51(2) . ? C27 N28 1.385(13) . ? C27 C23 1.510(15) . ? C29 N28 1.319(13) . ? C29 C30 1.415(14) . ? C30 C31 1.34(2) . ? C32 C31 1.36(2) . ? C32 C27 1.400(15) . ? C52 C51 1.52(2) . ? C61 C62 1.46(2) . ? C251 C252 1.46(2) . ? C262 C261 1.33(3) . ? O41 N43 1.276(11) . ? N43 O44 1.212(11) . ? N43 O42 1.285(11) . ? O51 N53 1.265(11) . ? N53 O54 1.222(11) . ? N53 O52 1.257(11) . ? N63 O64 1.230(11) . ? N63 O62 1.252(11) . ? N63 O61 1.279(11) . ? N71 C72 1.16(2) . ? C72 C73 1.40(2) . ? 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 O61 Dy1 O62 52.2(2) . . ? O61 Dy1 O42 123.0(2) . . ? O62 Dy1 O42 74.9(3) . . ? O61 Dy1 N28 141.2(2) . . ? O62 Dy1 N28 138.6(2) . . ? O42 Dy1 N28 91.6(3) . . ? O61 Dy1 O52 75.4(2) . . ? O62 Dy1 O52 123.4(3) . . ? O42 Dy1 O52 161.3(2) . . ? N28 Dy1 O52 72.2(3) . . ? O61 Dy1 O51 72.2(2) . . ? O62 Dy1 O51 117.7(3) . . ? O42 Dy1 O51 127.8(2) . . ? N28 Dy1 O51 101.6(3) . . ? O52 Dy1 O51 50.4(2) . . ? O61 Dy1 N8 140.0(2) . . ? O62 Dy1 N8 139.2(2) . . ? O42 Dy1 N8 70.1(3) . . ? N28 Dy1 N8 63.5(2) . . ? O52 Dy1 N8 93.9(3) . . ? O51 Dy1 N8 71.5(3) . . ? O61 Dy1 N2 84.6(2) . . ? O62 Dy1 N2 82.5(3) . . ? O42 Dy1 N2 67.4(2) . . ? N28 Dy1 N2 128.6(2) . . ? O52 Dy1 N2 115.5(2) . . ? O51 Dy1 N2 65.0(3) . . ? N8 Dy1 N2 65.2(2) . . ? O61 Dy1 N22 82.1(3) . . ? O62 Dy1 N22 84.0(3) . . ? O42 Dy1 N22 115.0(3) . . ? N28 Dy1 N22 66.3(3) . . ? O52 Dy1 N22 67.5(3) . . ? O51 Dy1 N22 116.6(3) . . ? N8 Dy1 N22 129.8(3) . . ? N2 Dy1 N22 165.0(2) . . ? O61 Dy1 O41 115.1(2) . . ? O62 Dy1 O41 69.7(3) . . ? O42 Dy1 O41 50.8(2) . . ? N28 Dy1 O41 71.5(2) . . ? O52 Dy1 O41 127.8(2) . . ? O51 Dy1 O41 172.4(2) . . ? N8 Dy1 O41 102.0(3) . . ? N2 Dy1 O41 116.4(2) . . ? N22 Dy1 O41 64.1(3) . . ? C6 N1 N2 117.7(8) . . ? C3 N2 N1 119.7(7) . . ? C3 N2 Dy1 120.3(5) . . ? N1 N2 Dy1 120.0(5) . . ? N2 C3 N4 124.9(8) . . ? N2 C3 C7 117.4(7) . . ? N4 C3 C7 117.7(7) . . ? C5 N4 C3 116.7(8) . . ? N4 C5 C6 119.3(8) . . ? N4 C5 C51 119.4(9) . . ? C6 C5 C51 121.3(9) . . ? N1 C6 C5 121.7(8) . . ? N1 C6 C61 115.9(9) . . ? C5 C6 C61 122.4(9) . . ? N8 C7 C12 123.4(9) . . ? N8 C7 C3 117.2(7) . . ? C12 C7 C3 119.3(8) . . ? C7 N8 C9 118.4(8) . . ? C7 N8 Dy1 120.0(5) . . ? C9 N8 Dy1 121.5(6) . . ? N8 C9 C10 121.1(9) . . ? N8 C9 C29 114.9(8) . . ? C10 C9 C29 124.1(9) . . ? C11 C10 C9 119.7(9) . . ? C10 C11 C12 120.3(9) . . ? C11 C12 C7 117.1(9) . . ? C26 N21 N22 117.5(10) . . ? C23 N22 N21 119.6(9) . . ? C23 N22 Dy1 119.9(7) . . ? N21 N22 Dy1 120.2(6) . . ? N22 C23 N24 125.4(10) . . ? N22 C23 C27 116.9(9) . . ? N24 C23 C27 117.7(10) . . ? C23 N24 C25 116.3(10) . . ? N24 C25 C26 118.7(10) . . ? N24 C25 C251 117.0(12) . . ? C26 C25 C251 124.3(13) . . ? N21 C26 C25 122.5(11) . . ? N21 C26 C261 115.6(13) . . ? C25 C26 C261 121.9(12) . . ? N28 C27 C32 123.8(11) . . ? N28 C27 C23 117.3(8) . . ? C32 C27 C23 118.7(11) . . ? C29 N28 C27 115.8(8) . . ? C29 N28 Dy1 124.6(6) . . ? C27 N28 Dy1 119.3(6) . . ? N28 C29 C30 121.7(11) . . ? N28 C29 C9 115.3(8) . . ? C30 C29 C9 123.0(11) . . ? C31 C30 C29 121.1(14) . . ? C30 C31 C32 119.6(13) . . ? C31 C32 C27 117.4(14) . . ? C62 C61 C6 117.9(10) . . ? C5 C51 C52 113.5(10) . . ? C252 C251 C25 117.6(14) . . ? C262 C261 C26 118.3(18) . . ? N43 O41 Dy1 95.0(6) . . ? O44 N43 O41 123.5(10) . . ? O42 N43 O44 121.7(10) . . ? O41 N43 O42 114.8(8) . . ? N43 O42 Dy1 98.6(5) . . ? N53 O51 Dy1 96.2(6) . . ? O52 N53 O54 122.0(10) . . ? O54 N53 O51 122.6(10) . . ? O52 N53 O51 115.3(8) . . ? N53 O52 Dy1 97.3(6) . . ? O64 N63 O62 122.8(9) . . ? O64 N63 O61 120.0(10) . . ? O62 N63 O61 117.1(7) . . ? N63 O61 Dy1 95.5(5) . . ? N63 O62 Dy1 95.0(5) . . ? N71 C72 C73 177.1(20) . . ? _diffrn_reflns_theta_full 25.67 _diffrn_measured_fraction_theta_full 0.896 _refine_diff_density_max 1.911 _refine_diff_density_min -1.826 _refine_diff_density_rms 0.185 _publ_section_references ; Kabsch, W. (1988), J.Appl.Cryst 21 916-932. Sheldrick, G.M. (1990) SHELX86, Acta Cryst. A46 467-480. Sheldrick, G.M. (1993) SHELXL program for crystallography refinement. University of Gottingen, Germany. Spek, A.L., (1994) PLATON-94 program, Utrecht University, The Netherlands Walker, N. and Stuart, D., Acta Crystl 1983 A39 158. ; #===END data_ho _database_code_depnum_ccdc_archive 'CCDC 280527' _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C26 H29 Ho N12 O9' _chemical_formula_weight 818.54 _chemical_melting_point ? _chemical_compound_source ? 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' Ho Ho -0.2175 4.6783 '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 9.998(12) _cell_length_b 10.142(14) _cell_length_c 16.836(18) _cell_angle_alpha 92.403(10) _cell_angle_beta 95.251(10) _cell_angle_gamma 106.591(10) _cell_volume 1625.1(34) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour white _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.673 _exptl_crystal_density_method ? _exptl_crystal_F_000 816 _exptl_absorpt_coefficient_mu 2.503 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; DIFABS, Walker, N. and Stuart, D., Acta Cryst 1983 A39 158. ; _exptl_absorpt_correction_T_min 0.442 _exptl_absorpt_correction_T_max 1.000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_standards_interval_count ? _diffrn_measurement_device 'Marresearch Image Plate' _diffrn_measurement_method '95 frames at 2^o intervals, counting time 2 min.' _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10376 _diffrn_reflns_av_R_equivalents 0.0320 _diffrn_reflns_av_sigmaI/netI 0.0550 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.22 _diffrn_reflns_theta_max 25.73 _reflns_number_total 5711 _reflns_number_observed 5435 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'XDS (Kabsch, 1991)' _computing_cell_refinement XDS _computing_data_reduction XDS _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics PLATON(Spek,1994) _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 ; w=1/[\s^2^(Fo^2^)+(0.0602P)^2^+7.4719P] 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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0036(6) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5711 _refine_ls_number_parameters 439 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0418 _refine_ls_R_factor_obs 0.0393 _refine_ls_wR_factor_all 0.1053 _refine_ls_wR_factor_obs 0.1009 _refine_ls_goodness_of_fit_all 0.856 _refine_ls_goodness_of_fit_obs 0.843 _refine_ls_restrained_S_all 0.856 _refine_ls_restrained_S_obs 0.843 _refine_ls_shift/esd_max 0.007 _refine_ls_shift/esd_mean 0.001 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Ho1 Ho 0.25165(2) 0.25683(2) 0.227458(12) 0.03435(11) Uani 1 d . . N1 N 0.2424(5) 0.4257(5) 0.0581(3) 0.0448(11) Uani 1 d . . N2 N 0.1663(5) 0.3151(5) 0.0924(3) 0.0408(10) Uani 1 d . . C3 C 0.0480(5) 0.2348(6) 0.0533(3) 0.0406(12) Uani 1 d . . N4 N -0.0044(5) 0.2530(5) -0.0205(3) 0.0459(11) Uani 1 d . . C5 C 0.0685(6) 0.3589(6) -0.0554(3) 0.0443(12) Uani 1 d . . C6 C 0.1950(6) 0.4497(6) -0.0141(3) 0.0448(12) Uani 1 d . . C7 C -0.0356(5) 0.1150(6) 0.0948(3) 0.0415(12) Uani 1 d . . N8 N 0.0215(4) 0.0956(5) 0.1676(3) 0.0392(10) Uani 1 d . . C9 C -0.0529(6) -0.0074(6) 0.2083(4) 0.0458(13) Uani 1 d . . C10 C -0.1843(7) -0.0928(7) 0.1765(4) 0.059(2) Uani 1 d . . H10 H -0.2335 -0.1635 0.2054 0.071 Uiso 1 calc R . C11 C -0.2409(7) -0.0716(8) 0.1020(4) 0.063(2) Uani 1 d . . H11 H -0.3285 -0.1277 0.0803 0.075 Uiso 1 calc R . C12 C -0.1657(7) 0.0340(7) 0.0599(4) 0.0552(15) Uani 1 d . . H12 H -0.2016 0.0501 0.0095 0.066 Uiso 1 calc R . N21 N 0.5143(5) 0.3560(6) 0.3804(3) 0.0559(13) Uani 1 d . . N22 N 0.3910(5) 0.2576(6) 0.3596(3) 0.0480(11) Uani 1 d . . C23 C 0.3388(7) 0.1687(7) 0.4116(3) 0.0521(14) Uani 1 d . . N24 N 0.3996(7) 0.1663(7) 0.4861(3) 0.0638(15) Uani 1 d . . C25 C 0.5209(8) 0.2617(9) 0.5078(4) 0.066(2) Uani 1 d . . C26 C 0.5793(7) 0.3583(9) 0.4522(4) 0.066(2) Uani 1 d . . C27 C 0.2026(7) 0.0642(7) 0.3865(4) 0.056(2) Uani 1 d . . N28 N 0.1362(5) 0.0728(5) 0.3129(3) 0.0434(10) Uani 1 d . . C29 C 0.0151(7) -0.0221(7) 0.2894(4) 0.0543(15) Uani 1 d . . C30 C -0.0449(11) -0.1248(11) 0.3378(6) 0.105(4) Uani 1 d . . H30 H -0.1294 -0.1903 0.3195 0.126 Uiso 1 calc R . C31 C 0.0183(13) -0.1307(12) 0.4114(6) 0.122(5) Uani 1 d . . H31 H -0.0227 -0.1996 0.4439 0.146 Uiso 1 calc R . C32 C 0.1443(11) -0.0336(11) 0.4381(5) 0.103(4) Uani 1 d . . H32 H 0.1885 -0.0340 0.4892 0.123 Uiso 1 calc R . C51 C 0.0180(8) 0.3847(8) -0.1394(4) 0.065(2) Uani 1 d . . H51D H 0.0870 0.3767 -0.1748 0.078 Uiso 1 calc R . H51E H 0.0120 0.4785 -0.1395 0.078 Uiso 1 calc R . C52 C -0.1244(9) 0.2861(9) -0.1725(4) 0.076(2) Uani 1 d . . H52A H -0.1235 0.1927 -0.1662 0.092 Uiso 1 calc R . H52B H -0.1429 0.2987 -0.2282 0.092 Uiso 1 calc R . H52C H -0.1965 0.3050 -0.1439 0.092 Uiso 1 calc R . C61 C 0.2805(8) 0.5775(8) -0.0502(4) 0.062(2) Uani 1 d . . H61A H 0.3112 0.5484 -0.0992 0.075 Uiso 1 calc R . H61B H 0.2190 0.6333 -0.0646 0.075 Uiso 1 calc R . C62 C 0.4061(9) 0.6667(9) 0.0007(5) 0.078(2) Uani 1 d . . H62C H 0.3784 0.6947 0.0502 0.094 Uiso 1 calc R . H62D H 0.4481 0.7469 -0.0267 0.094 Uiso 1 calc R . H62E H 0.4729 0.6161 0.0112 0.094 Uiso 1 calc R . C251 C 0.5914(11) 0.2642(12) 0.5908(5) 0.095(3) Uani 1 d . . H25A H 0.6848 0.2558 0.5866 0.114 Uiso 1 calc R . H25B H 0.6021 0.3534 0.6179 0.114 Uiso 1 calc R . C252 C 0.5189(13) 0.1566(13) 0.6410(5) 0.116(4) Uani 1 d . . H25C H 0.4303 0.1696 0.6508 0.139 Uiso 1 calc R . H25D H 0.5757 0.1627 0.6910 0.139 Uiso 1 calc R . H25E H 0.5037 0.0674 0.6140 0.139 Uiso 1 calc R . C261 C 0.7169(11) 0.4676(15) 0.4729(6) 0.119(5) Uani 1 d . . H26D H 0.7121 0.5181 0.5223 0.142 Uiso 1 calc R . H26E H 0.7896 0.4225 0.4831 0.142 Uiso 1 calc R . C262 C 0.7561(17) 0.5595(17) 0.4173(11) 0.184(8) Uani 1 d . . H26A H 0.7386 0.5117 0.3652 0.221 Uiso 1 calc R . H26B H 0.8544 0.6071 0.4284 0.221 Uiso 1 calc R . H26C H 0.7032 0.6249 0.4187 0.221 Uiso 1 calc R . O41 O 0.1779(5) 0.3702(6) 0.3469(3) 0.0628(12) Uani 1 d . . O42 O 0.0633(5) 0.3685(5) 0.2331(3) 0.0574(11) Uani 1 d . . N43 N 0.0891(6) 0.4142(6) 0.3068(3) 0.0555(13) Uani 1 d . . O44 O 0.0321(7) 0.4943(7) 0.3333(4) 0.087(2) Uani 1 d . . O51 O 0.2979(5) 0.1170(6) 0.1121(3) 0.0651(13) Uani 1 d . . O52 O 0.3784(5) 0.0783(5) 0.2280(3) 0.0607(11) Uani 1 d . . N53 N 0.3720(5) 0.0570(6) 0.1528(3) 0.0542(13) Uani 1 d . . O54 O 0.4328(7) -0.0161(7) 0.1219(4) 0.090(2) Uani 1 d . . O61 O 0.4813(4) 0.3731(5) 0.1901(3) 0.0526(10) Uani 1 d . . O62 O 0.3711(5) 0.5037(5) 0.2415(3) 0.0590(11) Uani 1 d . . N63 N 0.4819(6) 0.4938(6) 0.2139(3) 0.0569(14) Uani 1 d . . O64 O 0.5817(6) 0.5938(6) 0.2087(4) 0.092(2) Uani 1 d . . N71 N 0.8200(17) 0.1575(15) 0.3830(7) 0.167(6) Uani 1 d . . C72 C 0.7784(11) 0.1881(10) 0.3254(6) 0.089(3) Uani 1 d . . C73 C 0.7253(9) 0.2241(11) 0.2514(6) 0.085(3) Uani 1 d . . H73A H 0.6902 0.3017 0.2602 0.102 Uiso 1 calc R . H73B H 0.6505 0.1473 0.2267 0.102 Uiso 1 calc R . H73C H 0.7989 0.2476 0.2171 0.102 Uiso 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 Ho1 0.03175(15) 0.0380(2) 0.03076(14) 0.00276(9) 0.00281(9) 0.00626(9) N1 0.044(2) 0.047(3) 0.041(2) 0.008(2) 0.010(2) 0.007(2) N2 0.038(2) 0.045(3) 0.037(2) 0.007(2) 0.005(2) 0.006(2) C3 0.038(3) 0.049(3) 0.033(2) 0.001(2) 0.002(2) 0.012(2) N4 0.049(3) 0.048(3) 0.041(2) 0.004(2) -0.001(2) 0.015(2) C5 0.050(3) 0.051(4) 0.039(3) 0.006(2) 0.006(2) 0.025(3) C6 0.048(3) 0.050(4) 0.041(3) 0.011(2) 0.015(2) 0.018(2) C7 0.036(3) 0.045(3) 0.040(3) 0.000(2) 0.001(2) 0.008(2) N8 0.037(2) 0.039(3) 0.039(2) 0.005(2) 0.007(2) 0.007(2) C9 0.042(3) 0.039(3) 0.051(3) 0.004(2) 0.008(2) 0.002(2) C10 0.045(3) 0.052(4) 0.069(4) 0.007(3) 0.008(3) -0.003(3) C11 0.047(3) 0.059(4) 0.066(4) -0.002(3) -0.002(3) -0.006(3) C12 0.047(3) 0.057(4) 0.054(3) -0.002(3) -0.005(3) 0.007(3) N21 0.048(3) 0.070(4) 0.045(3) -0.003(2) 0.000(2) 0.012(2) N22 0.044(3) 0.062(3) 0.037(2) 0.001(2) 0.000(2) 0.016(2) C23 0.059(4) 0.061(4) 0.035(3) 0.000(2) 0.004(2) 0.014(3) N24 0.075(4) 0.078(4) 0.038(3) 0.005(3) -0.004(3) 0.025(3) C25 0.072(4) 0.087(6) 0.038(3) -0.007(3) -0.012(3) 0.031(4) C26 0.054(4) 0.092(6) 0.046(3) -0.003(3) -0.005(3) 0.015(4) C27 0.063(4) 0.061(4) 0.043(3) 0.019(3) 0.005(3) 0.015(3) N28 0.044(2) 0.048(3) 0.034(2) 0.003(2) 0.007(2) 0.007(2) C29 0.056(4) 0.053(4) 0.050(3) 0.016(3) 0.012(3) 0.007(3) C30 0.094(6) 0.102(8) 0.085(6) 0.053(5) -0.004(5) -0.030(6) C31 0.128(9) 0.118(9) 0.086(6) 0.068(6) -0.001(6) -0.022(7) C32 0.114(7) 0.103(8) 0.065(5) 0.048(5) -0.007(5) -0.010(6) C51 0.078(5) 0.068(5) 0.047(3) 0.015(3) -0.006(3) 0.023(4) C52 0.080(5) 0.088(6) 0.056(4) 0.011(4) -0.019(4) 0.024(4) C61 0.067(4) 0.067(5) 0.054(4) 0.023(3) 0.020(3) 0.017(3) C62 0.084(5) 0.063(5) 0.070(5) 0.010(4) 0.018(4) -0.009(4) C251 0.102(7) 0.123(8) 0.047(4) 0.008(4) -0.022(4) 0.020(6) C252 0.153(11) 0.127(10) 0.060(5) 0.018(5) -0.030(6) 0.040(8) C261 0.079(6) 0.163(12) 0.072(6) 0.008(6) -0.023(5) -0.021(7) C262 0.148(14) 0.152(14) 0.179(17) -0.014(12) 0.004(12) -0.066(11) O41 0.062(3) 0.077(3) 0.051(2) -0.003(2) 0.003(2) 0.025(2) O42 0.052(2) 0.070(3) 0.053(2) -0.004(2) -0.001(2) 0.024(2) N43 0.049(3) 0.063(4) 0.057(3) 0.001(3) 0.013(2) 0.019(2) O44 0.099(4) 0.089(4) 0.094(4) -0.011(3) 0.029(3) 0.055(3) O51 0.058(3) 0.081(4) 0.054(3) -0.019(2) -0.006(2) 0.025(2) O52 0.072(3) 0.062(3) 0.056(3) 0.010(2) 0.012(2) 0.030(2) N53 0.046(3) 0.051(3) 0.062(3) -0.011(2) 0.008(2) 0.009(2) O54 0.094(4) 0.090(4) 0.100(4) -0.022(3) 0.020(3) 0.052(3) O61 0.042(2) 0.055(3) 0.059(2) 0.002(2) 0.014(2) 0.010(2) O62 0.056(3) 0.045(3) 0.074(3) -0.002(2) 0.016(2) 0.010(2) N63 0.048(3) 0.052(3) 0.060(3) -0.002(2) 0.009(2) -0.003(2) O64 0.066(3) 0.059(3) 0.133(5) 0.004(3) 0.033(3) -0.015(3) N71 0.234(15) 0.156(12) 0.107(8) 0.069(8) 0.014(9) 0.043(10) C72 0.102(7) 0.077(6) 0.089(6) 0.025(5) 0.030(5) 0.020(5) C73 0.061(4) 0.110(8) 0.090(6) 0.004(5) 0.007(4) 0.035(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ho1 O61 2.416(5) . ? Ho1 O62 2.437(5) . ? Ho1 N28 2.487(5) . ? Ho1 O42 2.466(5) . ? Ho1 O52 2.489(5) . ? Ho1 O51 2.511(5) . ? Ho1 N2 2.509(5) . ? Ho1 N8 2.505(5) . ? Ho1 N22 2.514(5) . ? Ho1 O41 2.544(5) . ? N1 C6 1.322(8) . ? N2 C3 1.326(7) . ? N2 N1 1.348(6) . ? C3 C7 1.503(8) . ? N4 C3 1.346(7) . ? C5 N4 1.309(8) . ? C5 C51 1.517(8) . ? C6 C5 1.432(9) . ? C6 C61 1.519(8) . ? C7 N8 1.351(7) . ? C7 C12 1.386(8) . ? C9 N8 1.350(7) . ? C9 C29 1.501(9) . ? C10 C9 1.394(8) . ? C11 C10 1.379(10) . ? C12 C11 1.384(10) . ? N21 N22 1.351(7) . ? C23 N22 1.316(8) . ? C23 N24 1.347(8) . ? N24 C25 1.326(10) . ? C25 C26 1.425(11) . ? C25 C251 1.501(9) . ? C26 N21 1.315(8) . ? C26 C261 1.500(12) . ? C27 N28 1.369(8) . ? C27 C23 1.480(9) . ? C29 N28 1.328(8) . ? C29 C30 1.383(9) . ? C30 C31 1.350(13) . ? C32 C31 1.382(14) . ? C32 C27 1.384(10) . ? C52 C51 1.527(11) . ? C61 C62 1.489(11) . ? C251 C252 1.472(14) . ? C262 C261 1.35(2) . ? O41 N43 1.259(8) . ? N43 O44 1.211(7) . ? N43 O42 1.282(7) . ? O51 N53 1.261(8) . ? N53 O54 1.213(7) . ? N53 O52 1.268(7) . ? N63 O64 1.216(7) . ? N63 O62 1.268(7) . ? N63 O61 1.271(7) . ? N71 C72 1.111(14) . ? C72 C73 1.412(14) . ? 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 O61 Ho1 O62 52.64(15) . . ? O61 Ho1 N28 140.4(2) . . ? O62 Ho1 N28 138.1(2) . . ? O61 Ho1 O42 123.2(2) . . ? O62 Ho1 O42 74.8(2) . . ? N28 Ho1 O42 92.2(2) . . ? O61 Ho1 O52 75.0(2) . . ? O62 Ho1 O52 123.2(2) . . ? N28 Ho1 O52 71.6(2) . . ? O42 Ho1 O52 161.6(2) . . ? O61 Ho1 O51 72.0(2) . . ? O62 Ho1 O51 118.1(2) . . ? N28 Ho1 O51 101.4(2) . . ? O42 Ho1 O51 128.0(2) . . ? O52 Ho1 O51 50.6(2) . . ? O61 Ho1 N2 84.1(2) . . ? O62 Ho1 N2 82.2(2) . . ? N28 Ho1 N2 129.8(2) . . ? O42 Ho1 N2 67.4(2) . . ? O52 Ho1 N2 116.0(2) . . ? O51 Ho1 N2 65.4(2) . . ? O61 Ho1 N8 140.13(15) . . ? O62 Ho1 N8 138.8(2) . . ? N28 Ho1 N8 64.2(2) . . ? O42 Ho1 N8 69.6(2) . . ? O52 Ho1 N8 94.8(2) . . ? O51 Ho1 N8 72.1(2) . . ? N2 Ho1 N8 65.67(15) . . ? O61 Ho1 N22 82.1(2) . . ? O62 Ho1 N22 83.4(2) . . ? N28 Ho1 N22 65.9(2) . . ? O42 Ho1 N22 114.6(2) . . ? O52 Ho1 N22 67.5(2) . . ? O51 Ho1 N22 116.8(2) . . ? N2 Ho1 N22 164.2(2) . . ? N8 Ho1 N22 130.1(2) . . ? O61 Ho1 O41 115.5(2) . . ? O62 Ho1 O41 69.4(2) . . ? N28 Ho1 O41 71.7(2) . . ? O42 Ho1 O41 50.5(2) . . ? O52 Ho1 O41 127.7(2) . . ? O51 Ho1 O41 172.3(2) . . ? N2 Ho1 O41 116.0(2) . . ? N8 Ho1 O41 101.4(2) . . ? N22 Ho1 O41 64.1(2) . . ? C6 N1 N2 118.0(5) . . ? C3 N2 N1 119.6(5) . . ? C3 N2 Ho1 120.1(4) . . ? N1 N2 Ho1 120.3(3) . . ? N2 C3 N4 125.1(5) . . ? N2 C3 C7 117.8(5) . . ? N4 C3 C7 117.1(5) . . ? C5 N4 C3 116.4(5) . . ? N4 C5 C6 120.0(5) . . ? N4 C5 C51 119.6(6) . . ? C6 C5 C51 120.4(6) . . ? N1 C6 C5 120.9(5) . . ? N1 C6 C61 116.8(5) . . ? C5 C6 C61 122.3(5) . . ? N8 C7 C12 123.2(5) . . ? N8 C7 C3 116.1(4) . . ? C12 C7 C3 120.6(5) . . ? C7 N8 C9 118.0(5) . . ? C7 N8 Ho1 120.2(4) . . ? C9 N8 Ho1 121.6(4) . . ? N8 C9 C10 121.6(6) . . ? N8 C9 C29 115.5(5) . . ? C10 C9 C29 122.9(6) . . ? C11 C10 C9 119.6(6) . . ? C10 C11 C12 119.3(6) . . ? C11 C12 C7 118.3(6) . . ? C26 N21 N22 118.4(6) . . ? C23 N22 N21 119.6(5) . . ? C23 N22 Ho1 119.9(4) . . ? N21 N22 Ho1 120.3(4) . . ? N22 C23 N24 124.9(6) . . ? N22 C23 C27 117.5(5) . . ? N24 C23 C27 117.6(6) . . ? C23 N24 C25 116.7(6) . . ? N24 C25 C26 119.1(6) . . ? N24 C25 C251 118.5(8) . . ? C26 C25 C251 122.4(7) . . ? N21 C26 C25 121.3(7) . . ? N21 C26 C261 117.1(7) . . ? C25 C26 C261 121.6(7) . . ? N28 C27 C32 122.5(7) . . ? N28 C27 C23 117.5(5) . . ? C32 C27 C23 120.0(6) . . ? C29 N28 C27 117.8(5) . . ? C29 N28 Ho1 123.1(4) . . ? C27 N28 Ho1 119.0(4) . . ? N28 C29 C30 121.7(7) . . ? N28 C29 C9 115.4(5) . . ? C30 C29 C9 122.9(6) . . ? C31 C30 C29 120.5(8) . . ? C31 C32 C27 117.8(7) . . ? C30 C31 C32 119.5(7) . . ? C5 C51 C52 114.1(6) . . ? C62 C61 C6 116.8(6) . . ? C252 C251 C25 116.0(8) . . ? C262 C261 C26 116.0(10) . . ? N43 O41 Ho1 95.5(4) . . ? N43 O42 Ho1 98.6(3) . . ? O44 N43 O41 124.3(6) . . ? O42 N43 O44 121.1(6) . . ? O41 N43 O42 114.5(5) . . ? N53 O51 Ho1 96.3(3) . . ? N53 O52 Ho1 97.2(4) . . ? O52 N53 O54 122.5(6) . . ? O54 N53 O51 122.1(6) . . ? O52 N53 O51 115.4(5) . . ? N63 O61 Ho1 96.1(3) . . ? N63 O62 Ho1 95.2(4) . . ? O64 N63 O62 122.3(6) . . ? O64 N63 O61 121.7(6) . . ? O62 N63 O61 115.9(5) . . ? N71 C72 C73 178.7(15) . . ? _diffrn_reflns_theta_full 25.73 _diffrn_measured_fraction_theta_full 0.92 _refine_diff_density_max 2.165 _refine_diff_density_min -1.302 _refine_diff_density_rms 0.112 _publ_section_references ; Kabsch, W. (1988), J.Appl.Cryst 21 916-932. Sheldrick, G.M. (1990) SHELX86, Acta Cryst. A46 467-480. Sheldrick, G.M. (1993) SHELXL program for crystallography refinement. University of Gottingen, Germany. Spek, A.L., (1994) PLATON-94 program, Utrecht University, The Netherlands Walker, N. and Stuart, D., Acta Crystl 1983 A39 158. ; #===END data_er _database_code_depnum_ccdc_archive 'CCDC 280528' _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C26 H29 Er N12 O9 ' _chemical_formula_weight 820.88 _chemical_melting_point ? _chemical_compound_source ? 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' Er Er -0.2586 4.9576 '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 10.054(14) _cell_length_b 10.202(14) _cell_length_c 16.868(18) _cell_angle_alpha 92.503(10) _cell_angle_beta 94.855(10) _cell_angle_gamma 106.749(10) _cell_volume 1646.6(37) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour white _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.656 _exptl_crystal_density_method ? _exptl_crystal_F_000 818 _exptl_absorpt_coefficient_mu 2.617 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; DIFABS, Walker, N. and Stuart, D., Acta Cryst 1983 A39 158. ; _exptl_absorpt_correction_T_min 0.502 _exptl_absorpt_correction_T_max 1.000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_standards_interval_count ? _diffrn_measurement_device 'Marresearch Image Plate' _diffrn_measurement_method '95 frames at 2^o intervals, counting time 2 min.' _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8889 _diffrn_reflns_av_R_equivalents 0.0506 _diffrn_reflns_av_sigmaI/netI 0.0647 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.21 _diffrn_reflns_theta_max 25.58 _reflns_number_total 5631 _reflns_number_observed 5228 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'XDS (Kabsch, 1991)' _computing_cell_refinement XDS _computing_data_reduction XDS _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics PLATON(Spek,1994) _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 ; w=1/[\s^2^(Fo^2^)+(0.0555P)^2^+30.9921P] 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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0008(6) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5631 _refine_ls_number_parameters 424 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0812 _refine_ls_R_factor_obs 0.0755 _refine_ls_wR_factor_all 0.2021 _refine_ls_wR_factor_obs 0.1988 _refine_ls_goodness_of_fit_all 1.169 _refine_ls_goodness_of_fit_obs 1.195 _refine_ls_restrained_S_all 1.169 _refine_ls_restrained_S_obs 1.195 _refine_ls_shift/esd_max 0.008 _refine_ls_shift/esd_mean 0.001 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Er1 Er 0.24983(6) 0.25647(6) 0.22790(3) 0.0339(2) Uani 1 d . . N1 N 0.2427(12) 0.4255(11) 0.0579(7) 0.044(2) Uani 1 d . . N2 N 0.1673(11) 0.3158(11) 0.0925(6) 0.040(2) Uani 1 d . . C3 C 0.0470(12) 0.2333(13) 0.0538(7) 0.036(3) Uani 1 d . . N4 N -0.0005(12) 0.2543(12) -0.0209(7) 0.047(3) Uani 1 d . . C5 C 0.0689(14) 0.3589(15) -0.0563(7) 0.043(3) Uani 1 d . . C6 C 0.1967(15) 0.4494(14) -0.0138(8) 0.047(3) Uani 1 d . . C7 C -0.0324(14) 0.1151(14) 0.0952(8) 0.043(3) Uani 1 d . . N8 N 0.0209(10) 0.0962(10) 0.1678(6) 0.038(2) Uani 1 d . . C9 C -0.0537(14) -0.0085(15) 0.2078(9) 0.046(3) Uani 1 d . . C10 C -0.1840(17) -0.0896(17) 0.1774(10) 0.062(4) Uani 1 d . . H10 H -0.2340 -0.1585 0.2070 0.075 Uiso 1 calc R . C11 C -0.2420(17) -0.0695(18) 0.1023(10) 0.064(4) Uani 1 d . . H11 H -0.3301 -0.1242 0.0815 0.077 Uiso 1 calc R . C12 C -0.1649(14) 0.0340(16) 0.0598(9) 0.053(4) Uani 1 d . . H12 H -0.1993 0.0497 0.0093 0.064 Uiso 1 calc R . N21 N 0.5153(13) 0.3565(14) 0.3793(7) 0.055(3) Uani 1 d . . N22 N 0.3913(13) 0.2603(13) 0.3598(7) 0.049(3) Uani 1 d . . C23 C 0.3410(16) 0.1732(15) 0.4121(7) 0.047(3) Uani 1 d . . N24 N 0.3964(16) 0.1662(14) 0.4857(7) 0.061(3) Uani 1 d . . C25 C 0.5216(18) 0.2625(19) 0.5070(9) 0.063(4) Uani 1 d . . C26 C 0.5787(19) 0.3571(19) 0.4521(9) 0.065(4) Uani 1 d . . C27 C 0.2027(20) 0.0659(20) 0.3877(11) 0.072(5) Uani 1 d . . N28 N 0.1351(13) 0.0797(12) 0.3079(6) 0.037(3) Uani 1 d . . C29 C 0.0389(37) -0.0041(28) 0.2950(11) 0.118(12) Uani 1 d . . C30 C -0.0408(21) -0.1209(24) 0.3418(15) 0.098(8) Uani 1 d . . H30 H -0.1255 -0.1827 0.3212 0.117 Uiso 1 calc R . C31 C 0.0188(30) -0.1285(25) 0.4140(13) 0.115(9) Uani 1 d . . H31 H -0.0228 -0.1969 0.4465 0.138 Uiso 1 calc R . C32 C 0.1442(24) -0.0320(24) 0.4394(12) 0.091(7) Uani 1 d . . H32 H 0.1887 -0.0323 0.4900 0.109 Uiso 1 calc R . C51 C 0.0225(20) 0.3853(19) -0.1408(9) 0.069(5) Uani 1 d . . H51D H 0.0907 0.3734 -0.1757 0.082 Uiso 1 calc R . H51E H 0.0211 0.4799 -0.1416 0.082 Uiso 1 calc R . C52 C -0.1233(21) 0.2901(21) -0.1741(11) 0.078(5) Uani 1 d . . H52A H -0.1264 0.1963 -0.1678 0.094 Uiso 1 calc R . H52B H -0.1403 0.3031 -0.2296 0.094 Uiso 1 calc R . H52C H -0.1935 0.3121 -0.1454 0.094 Uiso 1 calc R . C61 C 0.2828(18) 0.5756(18) -0.0487(10) 0.065(4) Uani 1 d . . H61A H 0.3134 0.5461 -0.0977 0.078 Uiso 1 calc R . H61B H 0.2216 0.6306 -0.0635 0.078 Uiso 1 calc R . C62 C 0.4073(22) 0.6663(21) -0.0002(12) 0.089(6) Uani 1 d . . H62C H 0.3841 0.6823 0.0528 0.106 Uiso 1 calc R . H62D H 0.4379 0.7522 -0.0241 0.106 Uiso 1 calc R . H62E H 0.4808 0.6234 0.0024 0.106 Uiso 1 calc R . C251 C 0.5876(29) 0.2629(27) 0.5901(11) 0.107(8) Uani 1 d . . H25A H 0.6807 0.2551 0.5861 0.129 Uiso 1 calc R . H25B H 0.5983 0.3520 0.6168 0.129 Uiso 1 calc R . C252 C 0.5178(29) 0.1579(28) 0.6422(13) 0.113(9) Uani 1 d . . H25C H 0.4207 0.1527 0.6402 0.136 Uiso 1 calc R . H25D H 0.5603 0.1821 0.6960 0.136 Uiso 1 calc R . H25E H 0.5269 0.0705 0.6244 0.136 Uiso 1 calc R . C261 C 0.7183(25) 0.4685(33) 0.4728(15) 0.131(12) Uani 1 d . . H26D H 0.7133 0.5184 0.5222 0.158 Uiso 1 calc R . H26E H 0.7905 0.4238 0.4827 0.158 Uiso 1 calc R . C262 C 0.7595(40) 0.5633(42) 0.4159(26) 0.211(22) Uani 1 d . . H26A H 0.7645 0.5158 0.3664 0.253 Uiso 1 calc R . H26B H 0.8495 0.6256 0.4339 0.253 Uiso 1 calc R . H26C H 0.6927 0.6137 0.4082 0.253 Uiso 1 calc R . O41 O 0.1761(11) 0.3687(12) 0.3480(6) 0.062(3) Uani 1 d . . O42 O 0.0616(11) 0.3665(11) 0.2336(6) 0.056(3) Uani 1 d . . N43 N 0.0849(13) 0.4108(14) 0.3075(8) 0.056(3) Uani 1 d . . O44 O 0.0287(15) 0.4908(15) 0.3330(9) 0.088(4) Uani 1 d . . O51 O 0.2960(13) 0.1181(12) 0.1123(6) 0.067(3) Uani 1 d . . O52 O 0.3734(12) 0.0778(12) 0.2279(7) 0.061(3) Uani 1 d . . N53 N 0.3710(12) 0.0587(13) 0.1540(8) 0.052(3) Uani 1 d . . O54 O 0.4275(15) -0.0183(15) 0.1210(9) 0.091(4) Uani 1 d . . O61 O 0.4790(10) 0.3699(10) 0.1896(6) 0.052(2) Uani 1 d . . O62 O 0.3693(11) 0.5025(10) 0.2438(7) 0.057(3) Uani 1 d . . N63 N 0.4784(14) 0.4934(14) 0.2160(7) 0.058(3) Uani 1 d . . O64 O 0.5827(15) 0.5946(14) 0.2117(11) 0.098(5) Uani 1 d . . N71 N 0.8232(36) 0.1634(34) 0.3817(21) 0.173(12) Uiso 1 d . . C72 C 0.7644(26) 0.1808(25) 0.3209(15) 0.096(7) Uiso 1 d . . C73 C 0.7258(24) 0.2227(24) 0.2502(13) 0.093(6) Uiso 1 d . . H73A H 0.6543 0.2665 0.2566 0.111 Uiso 1 calc R . H73B H 0.6905 0.1450 0.2122 0.111 Uiso 1 calc R . H73C H 0.8051 0.2866 0.2315 0.111 Uiso 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 Er1 0.0330(3) 0.0357(4) 0.0334(3) 0.0052(2) 0.0031(2) 0.0103(2) N1 0.047(6) 0.039(7) 0.046(6) 0.006(5) 0.010(5) 0.012(5) N2 0.039(5) 0.049(7) 0.032(5) 0.008(4) 0.004(4) 0.012(5) C3 0.030(6) 0.045(8) 0.035(6) -0.003(5) -0.004(5) 0.017(5) N4 0.054(7) 0.046(7) 0.042(6) 0.001(5) -0.007(5) 0.019(6) C5 0.046(7) 0.055(9) 0.037(6) 0.008(6) 0.008(5) 0.029(7) C6 0.055(8) 0.043(8) 0.055(8) 0.011(6) 0.024(6) 0.028(7) C7 0.045(7) 0.033(7) 0.049(7) -0.001(5) -0.005(6) 0.012(6) N8 0.036(5) 0.029(6) 0.045(6) 0.005(4) -0.003(4) 0.006(4) C9 0.036(6) 0.046(8) 0.057(8) 0.007(6) 0.010(6) 0.010(6) C10 0.059(9) 0.050(10) 0.070(10) 0.011(8) 0.015(8) 0.000(7) C11 0.050(9) 0.058(11) 0.071(10) 0.001(8) -0.005(7) -0.001(7) C12 0.038(7) 0.053(10) 0.064(9) -0.001(7) -0.008(6) 0.009(6) N21 0.054(7) 0.057(8) 0.050(7) 0.007(6) 0.001(5) 0.010(6) N22 0.053(7) 0.054(8) 0.042(6) 0.006(5) 0.003(5) 0.020(6) C23 0.061(8) 0.051(9) 0.033(6) 0.002(6) 0.004(6) 0.024(7) N24 0.084(10) 0.062(9) 0.037(6) 0.004(6) -0.003(6) 0.022(8) C25 0.067(10) 0.079(13) 0.046(8) -0.006(8) -0.009(7) 0.032(9) C26 0.068(10) 0.077(12) 0.051(9) 0.003(8) -0.008(7) 0.028(9) C27 0.081(12) 0.076(13) 0.066(10) 0.044(9) 0.002(9) 0.028(10) N28 0.034(5) 0.033(7) 0.032(5) -0.026(4) 0.005(4) -0.006(4) C29 0.255(35) 0.133(21) 0.047(10) 0.063(13) 0.084(16) 0.160(25) C30 0.067(12) 0.097(17) 0.117(18) 0.057(14) 0.015(11) -0.005(11) C31 0.148(23) 0.097(18) 0.076(14) 0.060(13) 0.012(14) -0.011(16) C32 0.097(15) 0.104(17) 0.066(11) 0.043(12) 0.017(11) 0.013(13) C51 0.092(13) 0.070(12) 0.046(8) 0.017(7) -0.009(8) 0.030(10) C52 0.087(13) 0.093(15) 0.059(10) 0.014(9) -0.014(9) 0.037(11) C61 0.065(10) 0.075(12) 0.058(9) 0.026(8) 0.028(8) 0.017(9) C62 0.096(15) 0.073(14) 0.073(12) 0.007(10) 0.022(11) -0.018(11) C251 0.139(21) 0.125(21) 0.049(10) 0.015(11) -0.021(12) 0.034(17) C252 0.135(22) 0.134(23) 0.066(13) 0.027(13) -0.022(13) 0.039(18) C261 0.080(15) 0.178(30) 0.084(15) 0.027(17) -0.035(12) -0.035(16) C262 0.156(35) 0.183(43) 0.233(49) -0.020(35) 0.071(33) -0.058(29) O41 0.050(6) 0.075(8) 0.062(6) 0.002(5) 0.000(5) 0.026(6) O42 0.050(6) 0.065(7) 0.061(6) -0.001(5) 0.003(5) 0.030(5) N43 0.042(6) 0.062(9) 0.071(8) -0.002(6) 0.013(6) 0.023(6) O44 0.090(10) 0.089(10) 0.101(10) -0.012(8) 0.022(8) 0.052(9) O51 0.083(8) 0.070(8) 0.056(6) -0.008(5) 0.000(6) 0.036(7) O52 0.067(7) 0.061(7) 0.065(7) 0.010(5) 0.013(5) 0.031(6) N53 0.043(6) 0.052(8) 0.063(8) -0.002(6) 0.011(6) 0.014(6) O54 0.091(10) 0.084(10) 0.113(11) -0.020(8) 0.021(8) 0.053(8) O61 0.054(6) 0.044(6) 0.066(6) 0.006(5) 0.021(5) 0.019(5) O62 0.048(6) 0.042(6) 0.076(7) 0.002(5) 0.018(5) 0.006(5) N63 0.056(8) 0.051(9) 0.053(7) -0.005(6) -0.003(6) -0.002(6) O64 0.074(9) 0.056(9) 0.151(14) 0.012(8) 0.039(9) -0.010(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Er1 N28 2.383(13) . ? Er1 O61 2.418(10) . ? Er1 O62 2.442(11) . ? Er1 O42 2.470(10) . ? Er1 O52 2.484(10) . ? Er1 N8 2.508(10) . ? Er1 O51 2.510(11) . ? Er1 N2 2.521(10) . ? Er1 N22 2.530(11) . ? Er1 O41 2.551(11) . ? N1 C6 1.32(2) . ? N2 N1 1.346(15) . ? N2 C3 1.35(2) . ? C3 C7 1.48(2) . ? N4 C3 1.36(2) . ? C5 N4 1.30(2) . ? C5 C51 1.52(2) . ? C6 C5 1.46(2) . ? C6 C61 1.51(2) . ? C7 N8 1.34(2) . ? C7 C12 1.42(2) . ? C9 N8 1.36(2) . ? C9 C29 1.67(3) . ? C10 C9 1.37(2) . ? C11 C10 1.40(2) . ? C12 C11 1.39(2) . ? N21 N22 1.35(2) . ? C23 N22 1.31(2) . ? C23 N24 1.33(2) . ? N24 C25 1.36(2) . ? C25 C26 1.40(2) . ? C25 C251 1.50(2) . ? C26 N21 1.33(2) . ? C26 C261 1.53(3) . ? C27 N28 1.49(2) . ? C27 C23 1.51(2) . ? C29 N28 1.09(4) . ? C29 C30 1.52(3) . ? C30 C31 1.33(3) . ? C32 C31 1.38(3) . ? C32 C27 1.39(2) . ? C52 C51 1.55(3) . ? C61 C62 1.48(3) . ? C251 C252 1.47(3) . ? C262 C261 1.40(4) . ? O41 N43 1.28(2) . ? N43 O44 1.20(2) . ? N43 O42 1.29(2) . ? O51 N53 1.28(2) . ? N53 O54 1.23(2) . ? N53 O52 1.25(2) . ? N63 O64 1.25(2) . ? N63 O62 1.25(2) . ? N63 O61 1.32(2) . ? N71 C72 1.19(4) . ? C72 C73 1.35(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N28 Er1 O61 141.0(4) . . ? N28 Er1 O62 138.1(3) . . ? O61 Er1 O62 53.6(3) . . ? N28 Er1 O42 91.5(4) . . ? O61 Er1 O42 124.0(4) . . ? O62 Er1 O42 75.0(4) . . ? N28 Er1 O52 71.7(4) . . ? O61 Er1 O52 74.9(4) . . ? O62 Er1 O52 123.6(4) . . ? O42 Er1 O52 160.9(4) . . ? N28 Er1 N8 63.4(3) . . ? O61 Er1 N8 139.5(4) . . ? O62 Er1 N8 139.0(3) . . ? O42 Er1 N8 69.3(4) . . ? O52 Er1 N8 94.4(4) . . ? N28 Er1 O51 101.2(4) . . ? O61 Er1 O51 71.3(4) . . ? O62 Er1 O51 118.7(4) . . ? O42 Er1 O51 127.6(4) . . ? O52 Er1 O51 50.7(4) . . ? N8 Er1 O51 71.9(4) . . ? N28 Er1 N2 129.1(3) . . ? O61 Er1 N2 83.7(3) . . ? O62 Er1 N2 82.6(4) . . ? O42 Er1 N2 67.5(3) . . ? O52 Er1 N2 115.8(4) . . ? N8 Er1 N2 65.8(3) . . ? O51 Er1 N2 65.2(4) . . ? N28 Er1 N22 67.9(4) . . ? O61 Er1 N22 81.4(4) . . ? O62 Er1 N22 82.0(4) . . ? O42 Er1 N22 115.0(4) . . ? O52 Er1 N22 67.8(4) . . ? N8 Er1 N22 131.2(4) . . ? O51 Er1 N22 116.9(4) . . ? N2 Er1 N22 163.0(4) . . ? N28 Er1 O41 71.9(4) . . ? O61 Er1 O41 116.1(4) . . ? O62 Er1 O41 68.9(4) . . ? O42 Er1 O41 50.9(3) . . ? O52 Er1 O41 127.5(4) . . ? N8 Er1 O41 101.6(4) . . ? O51 Er1 O41 172.3(4) . . ? N2 Er1 O41 116.3(3) . . ? N22 Er1 O41 64.1(4) . . ? C6 N1 N2 118.5(11) . . ? N1 N2 C3 120.0(10) . . ? N1 N2 Er1 121.1(8) . . ? C3 N2 Er1 118.9(8) . . ? N2 C3 N4 122.4(11) . . ? N2 C3 C7 117.6(10) . . ? N4 C3 C7 120.0(11) . . ? C5 N4 C3 119.5(12) . . ? N4 C5 C6 118.0(11) . . ? N4 C5 C51 121.7(13) . . ? C6 C5 C51 120.3(13) . . ? N1 C6 C5 121.6(12) . . ? N1 C6 C61 116.3(14) . . ? C5 C6 C61 122.1(13) . . ? N8 C7 C12 122.8(13) . . ? N8 C7 C3 117.8(11) . . ? C12 C7 C3 119.2(12) . . ? C7 N8 C9 118.3(11) . . ? C7 N8 Er1 119.8(8) . . ? C9 N8 Er1 121.8(8) . . ? N8 C9 C10 121.7(13) . . ? N8 C9 C29 106.7(15) . . ? C10 C9 C29 131.5(16) . . ? C9 C10 C11 120.5(14) . . ? C12 C11 C10 118.3(14) . . ? C11 C12 C7 118.2(14) . . ? C26 N21 N22 117.1(13) . . ? C23 N22 N21 119.0(12) . . ? C23 N22 Er1 120.0(10) . . ? N21 N22 Er1 120.9(8) . . ? N22 C23 N24 128.0(15) . . ? N22 C23 C27 117.4(12) . . ? N24 C23 C27 114.5(13) . . ? C23 N24 C25 114.2(14) . . ? N24 C25 C26 119.1(14) . . ? N24 C25 C251 116.9(18) . . ? C26 C25 C251 123.9(18) . . ? N21 C26 C25 122.5(17) . . ? N21 C26 C261 115.9(17) . . ? C25 C26 C261 121.6(16) . . ? C32 C27 N28 124.5(18) . . ? C32 C27 C23 120.7(16) . . ? N28 C27 C23 114.8(12) . . ? C29 N28 C27 109.0(16) . . ? C29 N28 Er1 131.0(13) . . ? C27 N28 Er1 119.8(9) . . ? N28 C29 C30 134.4(23) . . ? N28 C29 C9 117.0(15) . . ? C30 C29 C9 108.5(25) . . ? C31 C30 C29 115.5(22) . . ? C30 C31 C32 117.9(17) . . ? C31 C32 C27 118.4(19) . . ? C5 C51 C52 113.8(14) . . ? C62 C61 C6 118.9(14) . . ? C252 C251 C25 118.9(21) . . ? C262 C261 C26 116.5(23) . . ? N43 O41 Er1 95.1(8) . . ? N43 O42 Er1 98.9(7) . . ? O44 N43 O41 124.7(15) . . ? O44 N43 O42 120.7(14) . . ? O41 N43 O42 114.5(11) . . ? N53 O51 Er1 95.5(8) . . ? N53 O52 Er1 97.7(8) . . ? O54 N53 O52 124.4(14) . . ? O54 N53 O51 120.1(14) . . ? O52 N53 O51 115.3(11) . . ? N63 O61 Er1 94.4(7) . . ? N63 O62 Er1 95.1(8) . . ? O64 N63 O62 123.2(14) . . ? O64 N63 O61 120.0(14) . . ? O62 N63 O61 116.8(11) . . ? N71 C72 C73 166.7(31) . . ? _diffrn_reflns_theta_full 25.58 _diffrn_measured_fraction_theta_full 0.910 _refine_diff_density_max 2.612 _refine_diff_density_min -3.008 _refine_diff_density_rms 0.206 _publ_section_references ; Kabsch, W. (1988), J.Appl.Cryst 21 916-932. Sheldrick, G.M. (1990) SHELX86, Acta Cryst. A46 467-480. Sheldrick, G.M. (1993) SHELXL program for crystallography refinement. University of Gottingen, Germany. Spek, A.L., (1994) PLATON-94 program, Utrecht University, The Netherlands Walker, N. and Stuart, D., Acta Crystl 1983 A39 158. ; #===END data_yb _database_code_depnum_ccdc_archive 'CCDC 280529' _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C24 H28 N11 O11 Yb' _chemical_formula_weight 819.61 _chemical_melting_point ? _chemical_compound_source ? 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' Yb Yb -0.3850 5.5486 '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/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y+1/2, z+1/2' '-x, -y, -z' '-x, y-1/2, -z-1/2' _cell_length_a 7.733(9) _cell_length_b 22.614(24) _cell_length_c 18.073(19) _cell_angle_alpha 90.00 _cell_angle_beta 92.105(10) _cell_angle_gamma 90.00 _cell_volume 3158.4(60) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.720 _exptl_crystal_density_method ? _exptl_crystal_F_000 1628 _exptl_absorpt_coefficient_mu 3.036 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; DIFABS, Walker, N. and Stuart, D., Acta Cryst 1983 A39 158. ; _exptl_absorpt_correction_T_min 0.684 _exptl_absorpt_correction_T_max 1.000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_standards_interval_count ? _diffrn_measurement_device 'Marresearch Image Plate' _diffrn_measurement_method '95 frames at 2^o intervals, counting time 2 min.' _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17923 _diffrn_reflns_av_R_equivalents 0.0335 _diffrn_reflns_av_sigmaI/netI 0.0335 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.44 _diffrn_reflns_theta_max 25.74 _reflns_number_total 5704 _reflns_number_observed 5335 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'XDS (Kabsch, 1991)' _computing_cell_refinement XDS _computing_data_reduction XDS _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics PLATON(Spek,1994) _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 ; w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+14.9850P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5704 _refine_ls_number_parameters 428 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0507 _refine_ls_R_factor_obs 0.0456 _refine_ls_wR_factor_all 0.0922 _refine_ls_wR_factor_obs 0.0900 _refine_ls_goodness_of_fit_all 1.250 _refine_ls_goodness_of_fit_obs 1.265 _refine_ls_restrained_S_all 1.250 _refine_ls_restrained_S_obs 1.265 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Yb1 Yb 0.80212(3) 0.521996(11) 0.255944(13) 0.02875(9) Uani 1 d . . N1 N 0.7553(7) 0.5090(2) 0.0712(3) 0.0368(12) Uani 1 d . . N2 N 0.7241(6) 0.4785(2) 0.1344(2) 0.0346(11) Uani 1 d . . C3 C 0.6709(8) 0.4232(3) 0.1290(3) 0.0339(13) Uani 1 d . . N4 N 0.6405(7) 0.3932(2) 0.0652(3) 0.0399(12) Uani 1 d . . C5 C 0.6701(8) 0.4226(3) 0.0031(3) 0.0376(14) Uani 1 d . . C6 C 0.7286(8) 0.4824(3) 0.0071(3) 0.0371(14) Uani 1 d . . C7 C 0.6394(8) 0.3919(3) 0.1999(3) 0.0347(13) Uani 1 d . . N8 N 0.6761(6) 0.4228(2) 0.2630(2) 0.0304(10) Uani 1 d . . C9 C 0.6478(8) 0.3968(3) 0.3285(3) 0.0357(13) Uani 1 d . . C10 C 0.5864(10) 0.3389(3) 0.3327(4) 0.049(2) Uani 1 d . . H10 H 0.5690 0.3215 0.3785 0.059 Uiso 1 calc R . C11 C 0.5518(10) 0.3077(3) 0.2680(4) 0.054(2) Uani 1 d . . H11 H 0.5120 0.2690 0.2698 0.065 Uiso 1 calc R . C12 C 0.5769(10) 0.3347(3) 0.2010(4) 0.049(2) Uani 1 d . . H12 H 0.5520 0.3147 0.1569 0.058 Uiso 1 calc R . N22 N 0.8580 0.5979 0.3497(3) 0.0392(12) Uani 1 d . . N21 N 0.9098(8) 0.6532(2) 0.3303(3) 0.0473(14) Uani 1 d . . C23 C 0.8431(8) 0.5857(3) 0.4202(3) 0.0384(14) Uani 1 d . . N24 N 0.8772(8) 0.6229(3) 0.4772(3) 0.053(2) Uani 1 d . . C25 C 0.9219(11) 0.6768(3) 0.4592(4) 0.057(2) Uani 1 d . . C26 C 0.9361(11) 0.6930(3) 0.3837(4) 0.056(2) Uani 1 d . . C27 C 0.7822(8) 0.5255(3) 0.4393(3) 0.0402(14) Uani 1 d . . N28 N 0.7481(6) 0.4891(2) 0.3814(3) 0.0328(11) Uani 1 d . . C29 C 0.6878(8) 0.4341(3) 0.3950(3) 0.0384(14) Uani 1 d . . C30 C 0.6637(10) 0.4144(3) 0.4664(4) 0.052(2) Uani 1 d . . H30 H 0.6224 0.3765 0.4748 0.063 Uiso 1 calc R . C31 C 0.7018(12) 0.4521(4) 0.5253(4) 0.063(2) Uani 1 d . . H31 H 0.6874 0.4394 0.5736 0.075 Uiso 1 calc R . C32 C 0.7613(10) 0.5084(3) 0.5116(4) 0.050(2) Uani 1 d . . H32 H 0.7868 0.5343 0.5505 0.060 Uiso 1 calc R . C51 C 0.6370(11) 0.3923(3) -0.0696(4) 0.052(2) Uani 1 d . . H51A H 0.7402 0.3957 -0.0982 0.063 Uiso 1 calc R . H52B H 0.5448 0.4131 -0.0964 0.063 Uiso 1 calc R . C52 C 0.5885(14) 0.3279(4) -0.0657(4) 0.074(3) Uani 1 d . . H52A H 0.6770 0.3067 -0.0381 0.089 Uiso 1 calc R . H52C H 0.5769 0.3120 -0.1148 0.089 Uiso 1 calc R . H52D H 0.4806 0.3239 -0.0415 0.089 Uiso 1 calc R . C61 C 0.7678(10) 0.5167(3) -0.0618(3) 0.048(2) Uani 1 d . . H61A H 0.6656 0.5163 -0.0945 0.058 Uiso 1 calc R . H61B H 0.8591 0.4964 -0.0869 0.058 Uiso 1 calc R . C62 C 0.8226(12) 0.5803(3) -0.0494(4) 0.060(2) Uani 1 d . . H62A H 0.7308 0.6017 -0.0269 0.072 Uiso 1 calc R . H62B H 0.8473 0.5982 -0.0960 0.072 Uiso 1 calc R . H62C H 0.9243 0.5815 -0.0173 0.072 Uiso 1 calc R . C251 C 0.9602(15) 0.7202(4) 0.5209(5) 0.086(3) Uani 1 d . . H25A H 1.0779 0.7344 0.5167 0.103 Uiso 1 calc R . H25B H 0.8838 0.7540 0.5141 0.103 Uiso 1 calc R . C252 C 0.9406(19) 0.6964(5) 0.5973(6) 0.117(5) Uani 1 d . . H25C H 0.8204 0.6894 0.6055 0.140 Uiso 1 calc R . H25D H 0.9854 0.7245 0.6329 0.140 Uiso 1 calc R . H25E H 1.0035 0.6600 0.6026 0.140 Uiso 1 calc R . C261 C 0.9771(17) 0.7550(4) 0.3613(6) 0.095(4) Uani 1 d . . H26A H 0.9056 0.7814 0.3894 0.114 Uiso 1 calc R . H26B H 1.0965 0.7628 0.3765 0.114 Uiso 1 calc R . C262 C 0.9566(21) 0.7702(6) 0.2882(7) 0.144(6) Uani 1 d . . H26C H 0.9629 0.8124 0.2834 0.173 Uiso 1 calc R . H26D H 0.8460 0.7566 0.2693 0.173 Uiso 1 calc R . H26E H 1.0466 0.7523 0.2607 0.173 Uiso 1 calc R . O51 O 1.0004(6) 0.5775(2) 0.1886(2) 0.0441(11) Uani 1 d . . O52 O 0.7355(6) 0.6078(2) 0.1857(3) 0.0471(11) Uani 1 d . . N53 N 0.8870(8) 0.6157(3) 0.1639(3) 0.0487(14) Uani 1 d . . O54 O 0.9269(9) 0.6556(3) 0.1233(4) 0.082(2) Uani 1 d . . O61 O 1.0919(6) 0.5046(2) 0.3140(3) 0.0521(13) Uani 1 d . . O62 O 1.0185(6) 0.4481(2) 0.2238(3) 0.0492(12) Uani 1 d . . N63 N 1.1318(7) 0.4643(2) 0.2703(3) 0.0422(13) Uani 1 d . . O64 O 1.2781(7) 0.4433(3) 0.2715(4) 0.075(2) Uani 1 d . . O71 O 0.3232(12) 0.6852(5) 0.4076(6) 0.142(4) Uani 1 d . . O72 O 0.5554(14) 0.7113(5) 0.3677(6) 0.161(5) Uani 1 d . . N73 N 0.4695(12) 0.6994(4) 0.4186(5) 0.072(2) Uani 1 d . . O74 O 0.5291(13) 0.7072(4) 0.4821(5) 0.122(3) Uani 1 d . . O100 O 0.5117(6) 0.5405(2) 0.2642(3) 0.0473(11) Uani 1 d . . O200 O 0.3276(8) 0.6373(3) 0.2570(4) 0.079(2) Uani 1 d . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Yb1 0.03060(14) 0.02855(13) 0.02695(13) -0.00139(11) -0.00093(9) -0.00220(11) N1 0.041(3) 0.038(3) 0.031(3) 0.000(2) 0.000(2) -0.001(2) N2 0.038(3) 0.037(3) 0.028(2) -0.001(2) -0.001(2) -0.003(2) C3 0.035(3) 0.037(4) 0.029(3) -0.005(2) -0.001(2) -0.002(3) N4 0.045(3) 0.040(3) 0.034(3) -0.008(2) -0.002(2) -0.002(2) C5 0.033(3) 0.047(4) 0.033(3) -0.006(3) -0.002(3) 0.005(3) C6 0.036(3) 0.045(4) 0.030(3) 0.000(3) 0.000(2) 0.003(3) C7 0.030(3) 0.037(3) 0.037(3) -0.004(3) -0.004(3) -0.001(2) N8 0.032(3) 0.029(3) 0.030(2) 0.000(2) 0.004(2) 0.001(2) C9 0.040(4) 0.035(3) 0.031(3) 0.004(2) -0.001(3) 0.000(3) C10 0.065(5) 0.042(4) 0.040(4) 0.008(3) 0.001(3) -0.009(3) C11 0.070(5) 0.032(4) 0.060(4) 0.000(3) -0.003(4) -0.014(3) C12 0.062(5) 0.036(4) 0.046(4) -0.007(3) -0.006(3) -0.010(3) N21 0.055(4) 0.036(3) 0.050(3) -0.006(3) -0.006(3) -0.007(3) N22 0.044(3) 0.035(3) 0.038(3) -0.009(2) -0.005(2) -0.004(2) C23 0.039(4) 0.040(4) 0.035(3) -0.008(3) -0.003(3) 0.008(3) N24 0.058(4) 0.055(4) 0.045(3) -0.018(3) -0.003(3) -0.001(3) C25 0.063(5) 0.046(5) 0.060(5) -0.018(4) -0.011(4) -0.001(4) C26 0.066(5) 0.035(4) 0.065(5) -0.011(3) -0.015(4) -0.003(3) C27 0.040(4) 0.046(4) 0.034(3) -0.007(3) -0.001(3) 0.001(3) N28 0.030(3) 0.038(3) 0.031(2) 0.000(2) 0.002(2) -0.003(2) C29 0.041(4) 0.041(4) 0.034(3) 0.001(3) 0.002(3) -0.002(3) C30 0.071(5) 0.053(4) 0.033(3) 0.009(3) 0.002(3) -0.012(4) C31 0.085(6) 0.076(6) 0.027(3) 0.005(3) 0.005(3) -0.006(5) C32 0.059(5) 0.061(5) 0.031(3) -0.007(3) 0.001(3) -0.003(4) C51 0.068(5) 0.055(5) 0.035(3) -0.013(3) -0.003(3) -0.001(4) C52 0.117(8) 0.058(5) 0.047(4) -0.017(4) -0.011(5) 0.000(5) C61 0.053(4) 0.056(4) 0.035(3) 0.001(3) 0.006(3) 0.004(3) C62 0.079(6) 0.055(5) 0.048(4) 0.006(3) 0.015(4) -0.006(4) C251 0.121(9) 0.063(6) 0.072(6) -0.039(5) -0.009(6) -0.015(6) C252 0.176(13) 0.098(9) 0.073(7) -0.053(6) -0.020(7) 0.010(8) C261 0.139(10) 0.044(5) 0.099(8) 0.004(5) -0.038(7) -0.022(6) C262 0.203(16) 0.098(10) 0.125(11) 0.049(8) -0.056(11) -0.074(10) O51 0.039(3) 0.044(3) 0.050(3) 0.011(2) 0.005(2) -0.003(2) O52 0.053(3) 0.039(3) 0.048(3) 0.006(2) -0.006(2) 0.000(2) N53 0.059(4) 0.040(3) 0.047(3) 0.007(3) 0.000(3) -0.008(3) O54 0.100(5) 0.058(4) 0.090(4) 0.042(3) 0.012(4) -0.011(3) O61 0.047(3) 0.065(3) 0.043(3) -0.007(2) -0.006(2) 0.012(2) O62 0.036(3) 0.050(3) 0.062(3) -0.014(2) -0.001(2) 0.001(2) N63 0.036(3) 0.039(3) 0.052(3) 0.007(3) 0.006(3) 0.003(2) O64 0.034(3) 0.064(4) 0.126(5) -0.002(4) 0.001(3) 0.018(3) O71 0.082(6) 0.193(11) 0.152(8) 0.064(7) 0.004(6) -0.012(6) O72 0.128(9) 0.210(12) 0.149(8) 0.088(8) 0.059(7) 0.042(8) N73 0.078(6) 0.063(5) 0.076(5) 0.028(4) 0.016(5) 0.008(4) O74 0.149(8) 0.098(6) 0.118(7) -0.024(5) 0.002(6) -0.019(6) O100 0.029(2) 0.049(3) 0.064(3) 0.006(2) 0.004(2) 0.004(2) O200 0.073(4) 0.068(4) 0.094(4) 0.006(3) -0.003(3) 0.014(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Yb1 O100 2.295(5) . ? Yb1 O51 2.355(5) . ? Yb1 O52 2.365(5) . ? Yb1 N28 2.438(5) . ? Yb1 N22 2.439(5) . ? Yb1 O62 2.450(5) . ? Yb1 N8 2.450(5) . ? Yb1 N2 2.461(5) . ? Yb1 O61 2.471(5) . ? N1 C6 1.313(7) . ? N2 C3 1.320(8) . ? N2 N1 1.364(7) . ? C3 C7 1.491(8) . ? N4 C3 1.350(7) . ? C5 N4 1.330(8) . ? C5 C51 1.496(8) . ? C6 C5 1.429(9) . ? C6 C61 1.507(9) . ? C7 N8 1.359(7) . ? C7 C12 1.381(9) . ? N8 C9 1.347(7) . ? C9 C29 1.489(8) . ? C10 C9 1.396(9) . ? C11 C10 1.384(10) . ? C12 C11 1.376(10) . ? N22 N21 1.362(8) . ? C23 N22 1.314(8) . ? C23 N24 1.347(8) . ? N24 C25 1.312(10) . ? C25 C26 1.421(11) . ? C25 C251 1.506(10) . ? C26 N21 1.331(9) . ? C26 C261 1.496(11) . ? C27 C32 1.379(9) . ? C27 C23 1.486(10) . ? N28 C27 1.349(8) . ? C29 N28 1.354(8) . ? C29 C30 1.385(9) . ? C30 C31 1.385(10) . ? C31 C32 1.380(11) . ? C51 C52 1.506(11) . ? C61 C62 1.514(10) . ? C251 C252 1.496(14) . ? C261 C262 1.368(14) . ? N53 O54 1.210(7) . ? N53 O52 1.262(8) . ? N53 O51 1.298(7) . ? O64 N63 1.226(7) . ? N63 O62 1.246(7) . ? N63 O61 1.252(7) . ? N73 O72 1.184(10) . ? N73 O71 1.186(11) . ? N73 O74 1.234(11) . ? 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 O100 Yb1 O51 126.4(2) . . ? O100 Yb1 O52 72.0(2) . . ? O51 Yb1 O52 54.4(2) . . ? O100 Yb1 N28 78.1(2) . . ? O51 Yb1 N28 141.3(2) . . ? O52 Yb1 N28 135.1(2) . . ? O100 Yb1 N22 88.6(2) . . ? O51 Yb1 N22 83.2(2) . . ? O52 Yb1 N22 79.9(2) . . ? N28 Yb1 N22 66.5(2) . . ? O100 Yb1 O62 144.9(2) . . ? O51 Yb1 O62 77.2(2) . . ? O52 Yb1 O62 124.7(2) . . ? N28 Yb1 O62 98.9(2) . . ? N22 Yb1 O62 122.7(2) . . ? O100 Yb1 N8 76.8(2) . . ? O51 Yb1 N8 141.5(2) . . ? O52 Yb1 N8 134.4(2) . . ? N28 Yb1 N8 65.8(2) . . ? N22 Yb1 N8 132.0(2) . . ? O62 Yb1 N8 70.4(2) . . ? O100 Yb1 N2 85.6(2) . . ? O51 Yb1 N2 84.0(2) . . ? O52 Yb1 N2 78.9(2) . . ? N28 Yb1 N2 131.6(2) . . ? N22 Yb1 N2 158.8(2) . . ? O62 Yb1 N2 70.3(2) . . ? N8 Yb1 N2 66.2(2) . . ? O100 Yb1 O61 151.2(2) . . ? O51 Yb1 O61 73.0(2) . . ? O52 Yb1 O61 122.3(2) . . ? N28 Yb1 O61 74.9(2) . . ? N22 Yb1 O61 71.5(2) . . ? O62 Yb1 O61 51.3(2) . . ? N8 Yb1 O61 100.8(2) . . ? N2 Yb1 O61 120.3(2) . . ? C6 N1 N2 118.8(5) . . ? C3 N2 N1 118.7(5) . . ? C3 N2 Yb1 120.7(4) . . ? N1 N2 Yb1 120.1(4) . . ? N2 C3 N4 125.7(5) . . ? N2 C3 C7 116.5(5) . . ? N4 C3 C7 117.9(5) . . ? C5 N4 C3 116.1(5) . . ? N4 C5 C6 119.6(5) . . ? N4 C5 C51 118.9(6) . . ? C6 C5 C51 121.5(6) . . ? N1 C6 C5 121.1(6) . . ? N1 C6 C61 117.6(6) . . ? C5 C6 C61 121.2(5) . . ? N8 C7 C12 122.1(6) . . ? N8 C7 C3 116.2(5) . . ? C12 C7 C3 121.7(5) . . ? C9 N8 C7 118.6(5) . . ? C9 N8 Yb1 121.5(4) . . ? C7 N8 Yb1 119.9(4) . . ? N8 C9 C10 121.6(6) . . ? N8 C9 C29 115.3(5) . . ? C10 C9 C29 123.2(6) . . ? C11 C10 C9 119.2(6) . . ? C11 C10 C9 119.2(6) . . ? C12 C11 C10 119.2(6) . . ? C11 C12 C7 119.3(6) . . ? C26 N21 N22 118.3(6) . . ? C23 N22 N21 118.6(5) . . ? C23 N22 Yb1 120.5(4) . . ? N21 N22 Yb1 120.9(4) . . ? N22 C23 N24 126.1(6) . . ? N22 C23 C27 117.2(5) . . ? N24 C23 C27 116.7(6) . . ? C25 N24 C23 115.9(6) . . ? N24 C25 C26 120.5(6) . . ? N24 C25 C251 118.0(8) . . ? C26 C25 C251 121.5(7) . . ? N21 C26 C25 120.5(7) . . ? N21 C26 C261 117.8(8) . . ? C25 C26 C261 121.7(7) . . ? N28 C27 C32 122.5(6) . . ? N28 C27 C23 115.8(5) . . ? C32 C27 C23 121.7(6) . . ? C27 N28 C29 118.7(5) . . ? C27 N28 Yb1 119.9(4) . . ? C29 N28 Yb1 121.4(4) . . ? N28 C29 C30 121.5(6) . . ? N28 C29 C9 115.8(5) . . ? C30 C29 C9 122.7(6) . . ? C31 C30 C29 119.1(7) . . ? C30 C31 C32 119.6(6) . . ? C27 C32 C31 118.7(6) . . ? C5 C51 C52 115.9(6) . . ? C6 C61 C62 115.5(6) . . ? C252 C251 C25 115.1(8) . . ? C262 C261 C26 118.6(9) . . ? N53 O51 Yb1 95.1(4) . . ? N53 O52 Yb1 95.6(4) . . ? O54 N53 O52 123.7(7) . . ? O54 N53 O51 121.4(7) . . ? O52 N53 O51 114.9(5) . . ? N63 O62 Yb1 96.3(4) . . ? N63 O61 Yb1 95.1(4) . . ? O64 N63 O62 121.6(6) . . ? O64 N63 O61 121.2(6) . . ? O62 N63 O61 117.1(5) . . ? O72 N73 O71 119.4(11) . . ? O72 N73 O74 119.3(11) . . ? O71 N73 O74 121.0(10) . . ? _diffrn_reflns_theta_full 25.74 _diffrn_measured_fraction_theta_full 0.942 _refine_diff_density_max 1.380 _refine_diff_density_min -1.368 _refine_diff_density_rms 0.099 _publ_section_references ; Kabsch, W. (1988), J.Appl.Cryst 21 916-932. Sheldrick, G.M. (1990) SHELX86, Acta Cryst. A46 467-480. Sheldrick, G.M. (1993) SHELXL program for crystallography refinement. University of Gottingen, Germany. Spek, A.L., (1994) PLATON-94 program, Utrecht University, The Netherlands Walker, N. and Stuart, D., Acta Crystl 1983 A39 158. ; #===END data_lu _database_code_depnum_ccdc_archive 'CCDC 280530' _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C24 H28 Lu N11 O11' _chemical_formula_weight 821.54 _chemical_melting_point ? _chemical_compound_source ? 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' Lu Lu -0.4720 5.8584 '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/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y+1/2, z+1/2' '-x, -y, -z' '-x, y-1/2, -z-1/2' _cell_length_a 7.736(9) _cell_length_b 22.660(24) _cell_length_c 18.083(19) _cell_angle_alpha 90.00 _cell_angle_beta 92.137(10) _cell_angle_gamma 90.00 _cell_volume 3167.7(60) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour white _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.718 _exptl_crystal_density_method ? _exptl_crystal_F_000 1624 _exptl_absorpt_coefficient_mu 3.190 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; DIFABS, Walker, N. and Stuart, D., Acta Cryst 1983 A39 158. ; _exptl_absorpt_correction_T_min 0.634 _exptl_absorpt_correction_T_max 1.000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_standards_interval_count ? _diffrn_measurement_device 'Marresearch Image Plate' _diffrn_measurement_method '95 frames at 2^o intervals, counting time 2 min.' _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12194 _diffrn_reflns_av_R_equivalents 0.0448 _diffrn_reflns_av_sigmaI/netI 0.0487 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.63 _diffrn_reflns_theta_max 25.68 _reflns_number_total 5566 _reflns_number_observed 4825 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'XDS (Kabsch, 1991)' _computing_cell_refinement XDS _computing_data_reduction XDS _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics PLATON(Spek,1994) _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 ; w=1/[\s^2^(Fo^2^)+(0.0001P)^2^+27.0014P] 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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0012(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5566 _refine_ls_number_parameters 429 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0709 _refine_ls_R_factor_obs 0.0592 _refine_ls_wR_factor_all 0.1213 _refine_ls_wR_factor_obs 0.1179 _refine_ls_goodness_of_fit_all 1.274 _refine_ls_goodness_of_fit_obs 1.337 _refine_ls_restrained_S_all 1.274 _refine_ls_restrained_S_obs 1.337 _refine_ls_shift/esd_max -0.009 _refine_ls_shift/esd_mean 0.001 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Lu1 Lu 0.80192(4) 0.52175(2) 0.25580(2) 0.02867(14) Uani 1 d . . N1 N 0.7549(9) 0.5091(3) 0.0712(4) 0.038(2) Uani 1 d . . N2 N 0.7247(9) 0.4788(4) 0.1342(4) 0.035(2) Uani 1 d . . C3 C 0.6712(10) 0.4234(4) 0.1300(5) 0.034(2) Uani 1 d . . N4 N 0.6411(9) 0.3933(4) 0.0649(4) 0.039(2) Uani 1 d . . C5 C 0.6702(10) 0.4224(5) 0.0036(5) 0.038(2) Uani 1 d . . C6 C 0.7291(10) 0.4828(5) 0.0066(5) 0.037(2) Uani 1 d . . C7 C 0.6396(10) 0.3917(4) 0.2006(5) 0.034(2) Uani 1 d . . N8 N 0.6759(8) 0.4229(3) 0.2625(4) 0.029(2) Uani 1 d . . C9 C 0.6486(11) 0.3974(4) 0.3284(5) 0.038(2) Uani 1 d . . C10 C 0.5880(13) 0.3386(5) 0.3324(6) 0.047(2) Uani 1 d . . H10 H 0.5734 0.3208 0.3782 0.057 Uiso 1 calc R . C11 C 0.5513(14) 0.3080(5) 0.2686(6) 0.055(3) Uani 1 d . . H11 H 0.5093 0.2696 0.2706 0.066 Uiso 1 calc R . C12 C 0.5770(13) 0.3345(5) 0.2012(6) 0.048(2) Uani 1 d . . H12 H 0.5528 0.3144 0.1572 0.058 Uiso 1 calc R . N21 N 0.9096(11) 0.6534(4) 0.3293(5) 0.051(2) Uani 1 d . . N22 N 0.8573(10) 0.5985(4) 0.3488(4) 0.039(2) Uani 1 d . . C23 C 0.8430(11) 0.5856(5) 0.4194(5) 0.041(2) Uani 1 d . . N24 N 0.8792(11) 0.6233(4) 0.4759(5) 0.052(2) Uani 1 d . . C25 C 0.9227(14) 0.6774(5) 0.4581(6) 0.053(3) Uani 1 d . . C26 C 0.9361(14) 0.6932(5) 0.3825(7) 0.056(3) Uani 1 d . . C27 C 0.7818(11) 0.5257(5) 0.4387(5) 0.040(2) Uani 1 d . . N28 N 0.7486(8) 0.4891(3) 0.3811(4) 0.034(2) Uani 1 d . . C29 C 0.6886(10) 0.4337(4) 0.3944(5) 0.036(2) Uani 1 d . . C30 C 0.6658(14) 0.4151(5) 0.4660(6) 0.053(3) Uani 1 d . . H30 H 0.6241 0.3774 0.4748 0.064 Uiso 1 calc R . C31 C 0.7053(16) 0.4527(6) 0.5251(6) 0.062(3) Uani 1 d . . H31 H 0.6929 0.4401 0.5736 0.075 Uiso 1 calc R . C32 C 0.7625(13) 0.5084(5) 0.5112(5) 0.048(3) Uani 1 d . . H32 H 0.7882 0.5344 0.5499 0.058 Uiso 1 calc R . C51 C 0.6372(14) 0.3923(5) -0.0699(6) 0.051(3) Uani 1 d . . H51A H 0.5455 0.4133 -0.0967 0.061 Uiso 1 calc R . H52B H 0.7407 0.3956 -0.0982 0.061 Uiso 1 calc R . C52 C 0.5879(19) 0.3283(6) -0.0662(7) 0.077(4) Uani 1 d . . H52A H 0.6777 0.3067 -0.0401 0.092 Uiso 1 calc R . H52C H 0.5727 0.3129 -0.1155 0.092 Uiso 1 calc R . H52D H 0.4818 0.3244 -0.0408 0.092 Uiso 1 calc R . C61 C 0.7686(13) 0.5167(5) -0.0614(5) 0.047(2) Uani 1 d . . H61A H 0.6670 0.5158 -0.0945 0.056 Uiso 1 calc R . H61B H 0.8606 0.4964 -0.0861 0.056 Uiso 1 calc R . C62 C 0.8225(15) 0.5810(6) -0.0501(6) 0.059(3) Uani 1 d . . H62A H 0.7322 0.6020 -0.0262 0.071 Uiso 1 calc R . H62B H 0.8423 0.5988 -0.0972 0.071 Uiso 1 calc R . H62C H 0.9267 0.5827 -0.0196 0.071 Uiso 1 calc R . C251 C 0.9625(20) 0.7205(6) 0.5198(9) 0.086(5) Uani 1 d . . H25A H 1.0814 0.7334 0.5162 0.103 Uiso 1 calc R . H25B H 0.8891 0.7548 0.5124 0.103 Uiso 1 calc R . C252 C 0.9388(26) 0.6975(8) 0.5962(8) 0.117(7) Uani 1 d . . H25C H 0.8178 0.6969 0.6062 0.140 Uiso 1 calc R . H25D H 0.9986 0.7227 0.6314 0.140 Uiso 1 calc R . H25E H 0.9847 0.6583 0.6002 0.140 Uiso 1 calc R . C261 C 0.9769(23) 0.7553(6) 0.3600(9) 0.096(5) Uani 1 d . . H26A H 0.9060 0.7816 0.3884 0.115 Uiso 1 calc R . H26B H 1.0965 0.7630 0.3748 0.115 Uiso 1 calc R . C262 C 0.9552(28) 0.7704(8) 0.2876(11) 0.139(9) Uani 1 d . . H26C H 0.9752 0.8120 0.2821 0.167 Uiso 1 calc R . H26D H 0.8392 0.7612 0.2706 0.167 Uiso 1 calc R . H26E H 1.0357 0.7488 0.2589 0.167 Uiso 1 calc R . O51 O 1.0002(8) 0.5772(3) 0.1887(4) 0.047(2) Uani 1 d . . O52 O 0.7362(9) 0.6071(3) 0.1857(4) 0.047(2) Uani 1 d . . N53 N 0.8856(12) 0.6150(4) 0.1638(5) 0.048(2) Uani 1 d . . O54 O 0.9255(12) 0.6549(4) 0.1231(5) 0.080(3) Uani 1 d . . O61 O 1.0897(9) 0.5040(4) 0.3146(4) 0.054(2) Uani 1 d . . O62 O 1.0175(8) 0.4480(3) 0.2244(4) 0.049(2) Uani 1 d . . N63 N 1.1321(9) 0.4647(4) 0.2702(5) 0.042(2) Uani 1 d . . O64 O 1.2773(8) 0.4429(4) 0.2721(5) 0.072(3) Uani 1 d . . O71 O 0.3200(16) 0.6854(8) 0.4082(8) 0.140(6) Uani 1 d . . O72 O 0.5540(17) 0.7111(8) 0.3681(8) 0.151(6) Uani 1 d . . N73 N 0.4683(16) 0.6990(5) 0.4186(7) 0.070(3) Uani 1 d . . O74 O 0.5278(18) 0.7072(6) 0.4820(8) 0.120(4) Uani 1 d . . O100 O 0.5125(8) 0.5398(3) 0.2632(4) 0.050(2) Uani 1 d . . O200 O 0.3294(10) 0.6369(4) 0.2564(5) 0.074(2) Uani 1 d . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Lu1 0.0275(2) 0.0294(2) 0.0291(2) -0.0014(2) 0.00095(11) -0.0023(2) N1 0.041(4) 0.039(5) 0.035(5) -0.002(3) 0.003(3) 0.000(3) N2 0.039(4) 0.035(4) 0.031(4) 0.000(3) 0.000(3) -0.004(4) C3 0.030(4) 0.041(6) 0.031(5) -0.005(4) 0.002(3) -0.002(4) N4 0.041(4) 0.043(5) 0.034(5) -0.008(4) 0.002(3) -0.004(4) C6 0.034(4) 0.046(6) 0.030(5) -0.004(4) 0.002(3) 0.005(4) C7 0.028(4) 0.040(6) 0.033(5) -0.002(4) -0.006(3) 0.002(4) N8 0.036(4) 0.029(4) 0.024(4) -0.001(3) 0.004(3) 0.004(3) C9 0.038(5) 0.042(6) 0.033(5) -0.001(4) 0.001(4) 0.005(4) C10 0.066(7) 0.037(6) 0.039(6) 0.010(4) 0.007(4) -0.009(5) C11 0.072(7) 0.029(6) 0.065(8) 0.004(5) 0.001(5) -0.013(5) C12 0.058(6) 0.041(6) 0.044(6) -0.006(5) 0.000(4) -0.012(5) N21 0.055(5) 0.045(6) 0.052(6) -0.006(4) -0.005(4) -0.007(4) N22 0.046(4) 0.034(5) 0.037(5) -0.007(3) -0.001(3) -0.003(4) C23 0.037(5) 0.045(6) 0.041(6) -0.013(4) -0.002(4) 0.008(4) N24 0.063(6) 0.053(6) 0.040(5) -0.019(4) 0.003(4) -0.003(4) C25 0.060(7) 0.044(7) 0.056(7) -0.019(5) -0.007(5) 0.004(5) C26 0.059(7) 0.044(7) 0.062(8) -0.010(5) -0.016(5) 0.001(5) C27 0.043(5) 0.040(6) 0.037(6) -0.004(4) 0.000(4) 0.004(5) N28 0.034(4) 0.038(5) 0.029(4) 0.001(3) 0.002(3) -0.004(3) C29 0.031(4) 0.039(6) 0.039(5) 0.004(4) 0.005(3) 0.001(4) C30 0.064(7) 0.051(7) 0.045(7) 0.010(5) 0.006(5) -0.010(5) C31 0.083(8) 0.072(9) 0.032(7) 0.008(5) 0.006(5) -0.002(7) C32 0.057(6) 0.056(8) 0.032(6) -0.007(5) 0.003(4) -0.005(5) C5 0.026(4) 0.047(6) 0.041(6) -0.007(4) -0.001(3) 0.003(4) C51 0.059(6) 0.055(7) 0.039(6) -0.017(5) 0.000(4) 0.001(5) C52 0.121(12) 0.060(9) 0.049(8) -0.020(6) -0.004(7) -0.006(8) C61 0.058(6) 0.050(7) 0.034(6) 0.000(5) 0.007(4) 0.005(5) C62 0.067(7) 0.065(8) 0.047(7) 0.006(5) 0.016(5) -0.003(6) C251 0.107(11) 0.057(9) 0.094(12) -0.038(8) -0.006(8) -0.010(8) C252 0.210(20) 0.088(13) 0.052(11) -0.038(9) -0.018(10) 0.003(12) C261 0.137(14) 0.047(9) 0.101(13) 0.001(8) -0.040(10) -0.018(9) C262 0.195(21) 0.079(13) 0.138(18) 0.049(12) -0.050(15) -0.071(13) O51 0.041(4) 0.041(4) 0.058(5) 0.012(3) 0.005(3) -0.007(3) O52 0.047(4) 0.038(4) 0.055(5) 0.000(3) 0.000(3) 0.001(3) N53 0.063(6) 0.035(5) 0.046(5) 0.011(4) 0.000(4) -0.005(4) O54 0.097(7) 0.062(6) 0.082(7) 0.038(5) 0.009(5) -0.010(5) O61 0.053(4) 0.066(5) 0.045(5) -0.008(4) -0.003(3) 0.005(4) O62 0.035(3) 0.051(5) 0.062(5) -0.012(4) 0.001(3) -0.001(3) N63 0.033(4) 0.037(5) 0.056(6) 0.005(4) 0.009(4) -0.004(3) O64 0.026(4) 0.063(6) 0.128(8) 0.004(5) 0.010(4) 0.018(3) O71 0.076(8) 0.192(17) 0.151(12) 0.050(11) 0.002(7) -0.009(9) O72 0.122(10) 0.199(17) 0.137(12) 0.066(11) 0.056(9) 0.042(10) N73 0.075(8) 0.066(8) 0.070(8) 0.025(6) 0.019(6) 0.016(6) O74 0.152(12) 0.090(9) 0.119(11) -0.030(8) 0.011(8) -0.012(8) O100 0.026(3) 0.059(5) 0.066(5) 0.005(4) 0.008(3) -0.006(3) O200 0.056(5) 0.072(6) 0.092(7) 0.000(5) -0.005(4) 0.009(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Lu1 O100 2.285(7) . ? Lu1 O51 2.354(6) . ? Lu1 O52 2.359(7) . ? Lu1 N28 2.433(7) . ? Lu1 O62 2.442(7) . ? Lu1 N22 2.447(8) . ? Lu1 N8 2.448(8) . ? Lu1 N2 2.457(7) . ? Lu1 O61 2.465(7) . ? N1 C6 1.319(11) . ? N2 N1 1.358(10) . ? N2 C3 1.324(12) . ? C3 C7 1.493(13) . ? N4 C3 1.372(11) . ? C5 N4 1.316(12) . ? C6 C5 1.443(14) . ? C6 C61 1.492(13) . ? C5 C51 1.507(13) . ? C7 N8 1.344(11) . ? C7 C12 1.385(14) . ? N8 C9 1.347(11) . ? C9 C29 1.474(13) . ? C10 C9 1.417(14) . ? C11 C10 1.366(15) . ? C12 C11 1.381(15) . ? N22 N21 1.359(12) . ? C23 N22 1.317(12) . ? C23 N24 1.355(12) . ? N24 C25 1.314(15) . ? C25 C26 1.42(2) . ? C25 C251 1.51(2) . ? C26 N21 1.329(14) . ? C26 C261 1.50(2) . ? C27 C32 1.381(13) . ? C27 C23 1.483(15) . ? N28 C27 1.350(12) . ? C29 N28 1.361(12) . ? C29 C30 1.379(13) . ? C30 C31 1.39(2) . ? C31 C32 1.36(2) . ? C51 C52 1.50(2) . ? C61 C62 1.53(2) . ? C251 C252 1.49(2) . ? C261 C262 1.36(2) . ? N53 O54 1.214(11) . ? N53 O52 1.249(10) . ? N53 O51 1.302(10) . ? O64 N63 1.227(9) . ? N63 O62 1.249(10) . ? N63 O61 1.251(11) . ? N73 O72 1.181(14) . ? N73 O71 1.196(15) . ? N73 O74 1.23(2) . ? 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 O100 Lu1 O51 126.4(2) . . ? O100 Lu1 O52 72.1(2) . . ? O51 Lu1 O52 54.3(2) . . ? O100 Lu1 N28 78.4(2) . . ? O51 Lu1 N28 141.1(2) . . ? O52 Lu1 N28 135.2(2) . . ? O100 Lu1 O62 144.6(2) . . ? O51 Lu1 O62 77.4(3) . . ? O52 Lu1 O62 124.9(3) . . ? N28 Lu1 O62 98.6(3) . . ? O100 Lu1 N22 88.8(3) . . ? O51 Lu1 N22 82.8(3) . . ? O52 Lu1 N22 79.3(3) . . ? N28 Lu1 N22 66.9(3) . . ? O62 Lu1 N22 122.9(2) . . ? O100 Lu1 N8 76.6(2) . . ? O51 Lu1 N8 141.5(2) . . ? O52 Lu1 N8 134.4(2) . . ? N28 Lu1 N8 66.0(2) . . ? O62 Lu1 N8 70.3(2) . . ? N22 Lu1 N8 132.6(2) . . ? O100 Lu1 N2 85.3(2) . . ? O51 Lu1 N2 83.8(3) . . ? O52 Lu1 N2 78.6(3) . . ? N28 Lu1 N2 132.0(3) . . ? O62 Lu1 N2 70.5(2) . . ? N22 Lu1 N2 158.0(3) . . ? N8 Lu1 N2 66.3(2) . . ? O100 Lu1 O61 151.1(3) . . ? O51 Lu1 O61 73.4(3) . . ? O52 Lu1 O61 122.6(3) . . ? N28 Lu1 O61 74.3(2) . . ? O62 Lu1 O61 51.3(2) . . ? N22 Lu1 O61 71.8(3) . . ? N8 Lu1 O61 100.6(3) . . ? N2 Lu1 O61 120.5(2) . . ? C6 N1 N2 119.3(8) . . ? C3 N2 N1 119.6(7) . . ? C3 N2 Lu1 119.5(6) . . ? N1 N2 Lu1 120.5(6) . . ? N2 C3 N4 124.3(8) . . ? N2 C3 C7 117.8(7) . . ? N4 C3 C7 117.9(8) . . ? C5 N4 C3 116.4(8) . . ? N4 C5 C6 120.4(8) . . ? N4 C5 C51 119.1(9) . . ? C6 C5 C51 120.5(9) . . ? N1 C6 C5 120.0(8) . . ? N1 C6 C61 118.0(9) . . ? C5 C6 C61 122.0(8) . . ? N8 C7 C12 123.2(8) . . ? N8 C7 C3 115.1(8) . . ? C12 C7 C3 121.7(8) . . ? C7 N8 C9 118.4(8) . . ? C7 N8 Lu1 120.7(6) . . ? C9 N8 Lu1 120.8(6) . . ? N8 C9 C10 120.8(8) . . ? N8 C9 C29 116.2(8) . . ? C10 C9 C29 122.9(8) . . ? C11 C10 C9 119.5(9) . . ? C10 C11 C12 119.5(10) . . ? C11 C12 C7 118.4(9) . . ? C26 N21 N22 118.2(9) . . ? C23 N22 N21 119.4(8) . . ? C23 N22 Lu1 119.3(6) . . ? N21 N22 Lu1 121.3(6) . . ? N22 C23 N24 124.6(10) . . ? N22 C23 C27 118.1(8) . . ? N24 C23 C27 117.2(9) . . ? C25 N24 C23 116.8(9) . . ? N24 C25 C26 120.0(10) . . ? N24 C25 C251 118.0(11) . . ? C26 C25 C251 121.9(12) . . ? N21 C26 C25 120.7(11) . . ? N21 C26 C261 117.9(12) . . ? C25 C26 C261 121.4(11) . . ? N28 C27 C32 122.2(10) . . ? N28 C27 C23 115.7(8) . . ? C32 C27 C23 122.0(9) . . ? C27 N28 C29 119.1(8) . . ? C27 N28 Lu1 119.8(6) . . ? C29 N28 Lu1 121.1(6) . . ? N28 C29 C30 120.3(9) . . ? N28 C29 C9 115.7(8) . . ? C30 C29 C9 124.0(9) . . ? C29 C30 C31 120.1(11) . . ? C32 C31 C30 119.2(10) . . ? C31 C32 C27 119.1(10) . . ? C52 C51 C5 115.8(9) . . ? C6 C61 C62 116.3(8) . . ? C252 C251 C25 115.5(12) . . ? C262 C261 C26 118.6(13) . . ? O54 N53 O52 123.9(9) . . ? O54 N53 O51 121.1(9) . . ? O52 N53 O51 115.0(8) . . ? O54 N53 Lu1 178.4(8) . . ? O52 N53 Lu1 57.5(5) . . ? O51 N53 Lu1 57.5(4) . . ? N53 O51 Lu1 94.7(5) . . ? N53 O52 Lu1 96.0(5) . . ? O64 N63 O62 121.5(9) . . ? O64 N63 O61 122.1(9) . . ? O62 N63 O61 116.4(7) . . ? O64 N63 Lu1 175.2(7) . . ? O62 N63 Lu1 57.9(4) . . ? O61 N63 Lu1 58.9(4) . . ? N63 O62 Lu1 96.5(5) . . ? N63 O61 Lu1 95.3(5) . . ? O72 N73 O71 120.1(16) . . ? O72 N73 O74 118.8(16) . . ? O71 N73 O74 120.5(13) . . ? _diffrn_reflns_theta_full 25.68 _diffrn_measured_fraction_theta_full 0.924 _refine_diff_density_max 1.416 _refine_diff_density_min -1.726 _refine_diff_density_rms 0.123 _publ_section_references ; Kabsch, W. (1988), J.Appl.Cryst 21 916-932. Sheldrick, G.M. (1990) SHELX86, Acta Cryst. A46 467-480. Sheldrick, G.M. (1993) SHELXL program for crystallography refinement. University of Gottingen, Germany. Spek, A.L., (1994) PLATON-94 program, Utrecht University, The Netherlands Walker, N. and Stuart, D., Acta Crystl 1983 A39 158. ; #===END data_y _database_code_depnum_ccdc_archive 'CCDC 280531' _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C26 H29 N12 O9 Y' _chemical_formula_weight 742.52 _chemical_melting_point ? _chemical_compound_source ? 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 10.040(11) _cell_length_b 10.168(12) _cell_length_c 16.869(14) _cell_angle_alpha 92.459(10) _cell_angle_beta 95.228(10) _cell_angle_gamma 106.756(10) _cell_volume 1637.8(30) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour white _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.506 _exptl_crystal_density_method ? _exptl_crystal_F_000 822 _exptl_absorpt_coefficient_mu 1.849 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; DIFABS, Walker, N. and Stuart, D., Acta Cryst 1983 A39 158. ; _exptl_absorpt_correction_T_min 0.431 _exptl_absorpt_correction_T_max 1.000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_standards_interval_count ? _diffrn_measurement_device 'Marresearch Image Plate' _diffrn_measurement_method '95 frames at 2^o intervals, counting time 2 min.' _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9406 _diffrn_reflns_av_R_equivalents 0.0927 _diffrn_reflns_av_sigmaI/netI 0.1406 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.22 _diffrn_reflns_theta_max 25.68 _reflns_number_total 5348 _reflns_number_observed 4179 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'XDS (Kabsch, 1991)' _computing_cell_refinement XDS _computing_data_reduction XDS _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics PLATON(Spek,1994) _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 ; w=1/[\s^2^(Fo^2^)+(0.1796P)^2^+5.7707P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5348 _refine_ls_number_parameters 438 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1337 _refine_ls_R_factor_obs 0.1144 _refine_ls_wR_factor_all 0.3109 _refine_ls_wR_factor_obs 0.2899 _refine_ls_goodness_of_fit_all 1.058 _refine_ls_goodness_of_fit_obs 1.118 _refine_ls_restrained_S_all 1.058 _refine_ls_restrained_S_obs 1.118 _refine_ls_shift/esd_max 0.017 _refine_ls_shift/esd_mean 0.002 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Y1 Y 0.25207(9) 0.25717(9) 0.22734(5) 0.0377(3) Uani 1 d . . N1 N 0.2427(9) 0.4283(9) 0.0580(5) 0.047(2) Uani 1 d . . N2 N 0.1650(9) 0.3151(8) 0.0919(5) 0.044(2) Uani 1 d . . C3 C 0.0462(10) 0.2353(10) 0.0533(6) 0.042(2) Uani 1 d . . N4 N -0.0039(10) 0.2517(10) -0.0213(5) 0.052(2) Uani 1 d . . C5 C 0.0676(12) 0.3572(11) -0.0556(6) 0.050(2) Uani 1 d . . C6 C 0.1958(12) 0.4504(11) -0.0134(6) 0.049(2) Uani 1 d . . C7 C -0.0344(11) 0.1153(10) 0.0945(6) 0.044(2) Uani 1 d . . N8 N 0.0208(8) 0.0969(8) 0.1669(5) 0.042(2) Uani 1 d . . C9 C -0.0554(11) -0.0106(10) 0.2087(6) 0.048(2) Uani 1 d . . C10 C -0.1812(14) -0.0955(13) 0.1766(8) 0.068(3) Uani 1 d . . H10 H -0.2271 -0.1697 0.2041 0.082 Uiso 1 calc R . C11 C -0.2426(13) -0.0728(13) 0.1028(8) 0.071(3) Uani 1 d . . H11 H -0.3317 -0.1269 0.0824 0.085 Uiso 1 calc R . C12 C -0.1650(13) 0.0357(12) 0.0596(8) 0.062(3) Uani 1 d . . H12 H -0.2007 0.0526 0.0095 0.075 Uiso 1 calc R . N21 N 0.5136(11) 0.3535(11) 0.3819(6) 0.058(2) Uani 1 d . . N22 N 0.3927(10) 0.2577(10) 0.3587(5) 0.053(2) Uani 1 d . . C23 C 0.3362(15) 0.1685(13) 0.4112(7) 0.061(3) Uani 1 d . . N24 N 0.3981(15) 0.1626(13) 0.4866(6) 0.077(3) Uani 1 d . . C25 C 0.5201(16) 0.2616(17) 0.5079(7) 0.075(4) Uani 1 d . . C26 C 0.5775(15) 0.3557(17) 0.4533(8) 0.076(4) Uani 1 d . . C27 C 0.2005(14) 0.0658(14) 0.3881(7) 0.066(3) Uani 1 d . . N28 N 0.1323(8) 0.0757(7) 0.3137(4) 0.037(2) Uani 1 d . . C29 C 0.0155(14) -0.0209(13) 0.2877(7) 0.063(3) Uani 1 d . . C30 C -0.0388(17) -0.1302(19) 0.3383(10) 0.105(6) Uani 1 d . . H30 H -0.1153 -0.2035 0.3178 0.126 Uiso 1 calc R . C31 C 0.0153(24) -0.1303(21) 0.4119(11) 0.125(8) Uani 1 d . . H31 H -0.0317 -0.1920 0.4464 0.150 Uiso 1 calc R . C32 C 0.1428(21) -0.0372(19) 0.4371(9) 0.104(6) Uani 1 d . . H32 H 0.1900 -0.0430 0.4863 0.125 Uiso 1 calc R . C51 C 0.0170(14) 0.3837(13) -0.1392(7) 0.064(3) Uani 1 d . . H51D H 0.0868 0.3782 -0.1743 0.077 Uiso 1 calc R . H51E H 0.0100 0.4769 -0.1384 0.077 Uiso 1 calc R . C52 C -0.1188(17) 0.2885(15) -0.1729(8) 0.080(4) Uani 1 d . . H52A H -0.1275 0.1985 -0.1548 0.095 Uiso 1 calc R . H52B H -0.1244 0.2841 -0.2301 0.095 Uiso 1 calc R . H52C H -0.1930 0.3210 -0.1557 0.095 Uiso 1 calc R . C61 C 0.2785(14) 0.5773(14) -0.0506(8) 0.072(4) Uani 1 d . . H61A H 0.3085 0.5481 -0.0997 0.087 Uiso 1 calc R . H61B H 0.2167 0.6325 -0.0646 0.087 Uiso 1 calc R . C62 C 0.4066(17) 0.6680(16) 0.0013(10) 0.087(4) Uani 1 d . . H62C H 0.3845 0.6762 0.0551 0.104 Uiso 1 calc R . H62D H 0.4343 0.7577 -0.0189 0.104 Uiso 1 calc R . H62E H 0.4818 0.6275 0.0003 0.104 Uiso 1 calc R . C251 C 0.5869(22) 0.2601(23) 0.5915(9) 0.111(6) Uani 1 d . . H25A H 0.6807 0.2538 0.5877 0.133 Uiso 1 calc R . H25B H 0.5963 0.3483 0.6194 0.133 Uiso 1 calc R . C252 C 0.5184(25) 0.1535(26) 0.6410(10) 0.133(8) Uani 1 d . . H25C H 0.4356 0.1713 0.6571 0.159 Uiso 1 calc R . H25D H 0.5809 0.1528 0.6875 0.159 Uiso 1 calc R . H25E H 0.4934 0.0657 0.6113 0.159 Uiso 1 calc R . C261 C 0.7187(22) 0.4693(24) 0.4725(11) 0.124(8) Uani 1 d . . H26D H 0.7147 0.5205 0.5216 0.149 Uiso 1 calc R . H26E H 0.7912 0.4245 0.4828 0.149 Uiso 1 calc R . C262 C 0.7592(31) 0.5612(26) 0.4168(19) 0.165(11) Uani 1 d . . H26A H 0.7370 0.5141 0.3646 0.198 Uiso 1 calc R . H26B H 0.8583 0.6046 0.4264 0.198 Uiso 1 calc R . H26C H 0.7109 0.6298 0.4200 0.198 Uiso 1 calc R . O41 O 0.1760(10) 0.3682(10) 0.3469(5) 0.070(2) Uani 1 d . . O42 O 0.0629(9) 0.3679(9) 0.2329(5) 0.062(2) Uani 1 d . . N43 N 0.0845(10) 0.4125(10) 0.3048(6) 0.055(2) Uani 1 d . . O44 O 0.0316(11) 0.4945(11) 0.3334(6) 0.080(3) Uani 1 d . . O51 O 0.3001(10) 0.1202(10) 0.1123(5) 0.073(2) Uani 1 d . . O52 O 0.3754(9) 0.0788(9) 0.2276(5) 0.063(2) Uani 1 d . . N53 N 0.3705(9) 0.0571(9) 0.1540(6) 0.052(2) Uani 1 d . . O54 O 0.4313(12) -0.0178(12) 0.1223(7) 0.094(3) Uani 1 d . . O61 O 0.4822(8) 0.3717(8) 0.1910(5) 0.056(2) Uani 1 d . . O62 O 0.3718(9) 0.5034(9) 0.2413(5) 0.068(2) Uani 1 d . . N63 N 0.4850(10) 0.4947(11) 0.2141(6) 0.063(3) Uani 1 d . . O64 O 0.5812(9) 0.5974(8) 0.2116(7) 0.076(3) Uani 1 d . . N71 N 0.8256(28) 0.1603(25) 0.3843(14) 0.130(8) Uani 1 d . . C72 C 0.7778(21) 0.1849(18) 0.3262(12) 0.097(5) Uani 1 d . . C73 C 0.7272(17) 0.2256(17) 0.2510(10) 0.090(4) Uani 1 d . . H73A H 0.6704 0.2848 0.2606 0.108 Uiso 1 calc R . H73B H 0.6724 0.1451 0.2184 0.108 Uiso 1 calc R . H73C H 0.8052 0.2738 0.2242 0.108 Uiso 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 0.0333(5) 0.0438(5) 0.0333(5) 0.0068(3) 0.0023(3) 0.0073(3) N1 0.038(4) 0.058(5) 0.045(5) 0.010(4) 0.014(3) 0.011(4) N2 0.040(4) 0.051(4) 0.042(4) 0.015(4) 0.007(3) 0.013(4) C3 0.039(5) 0.053(5) 0.035(5) 0.002(4) 0.002(4) 0.019(4) N4 0.052(5) 0.061(5) 0.048(5) 0.005(4) -0.001(4) 0.027(4) C5 0.054(6) 0.057(6) 0.043(6) 0.012(5) 0.004(5) 0.023(5) C6 0.052(6) 0.049(5) 0.050(6) 0.011(5) 0.015(5) 0.016(5) C7 0.046(5) 0.042(5) 0.045(5) 0.006(4) 0.007(4) 0.012(4) N8 0.039(4) 0.042(4) 0.049(5) 0.010(4) 0.007(3) 0.015(3) C9 0.042(5) 0.048(5) 0.047(6) -0.001(5) 0.004(4) 0.003(4) C10 0.054(7) 0.063(7) 0.077(8) 0.009(6) 0.001(6) 0.000(6) C11 0.050(7) 0.070(7) 0.076(9) -0.004(7) -0.011(6) -0.002(6) C12 0.051(6) 0.064(7) 0.060(7) 0.004(6) -0.009(5) 0.002(5) N21 0.060(6) 0.072(6) 0.043(5) 0.001(5) -0.003(4) 0.023(5) N22 0.051(5) 0.069(6) 0.040(5) 0.006(4) 0.001(4) 0.020(4) C23 0.078(8) 0.069(7) 0.040(6) 0.009(5) 0.001(5) 0.029(6) N24 0.107(10) 0.094(8) 0.039(5) 0.008(6) -0.009(5) 0.049(8) C25 0.078(9) 0.102(10) 0.041(6) -0.007(7) -0.014(6) 0.025(8) C26 0.064(8) 0.109(11) 0.053(7) -0.010(8) 0.004(6) 0.027(8) C27 0.063(8) 0.082(8) 0.053(7) 0.024(6) 0.001(5) 0.022(6) N28 0.039(4) 0.036(4) 0.038(4) 0.022(3) 0.010(3) 0.008(3) C29 0.063(7) 0.066(7) 0.059(7) 0.023(6) 0.018(6) 0.012(6) C30 0.071(10) 0.121(13) 0.103(12) 0.066(11) -0.012(8) -0.007(9) C31 0.141(19) 0.115(14) 0.098(13) 0.073(12) 0.008(12) -0.003(13) C32 0.116(14) 0.108(12) 0.065(9) 0.049(9) -0.010(8) -0.002(11) C51 0.073(8) 0.073(7) 0.052(7) 0.012(6) -0.004(6) 0.032(6) C52 0.092(11) 0.085(9) 0.062(8) 0.017(7) -0.006(7) 0.030(8) C61 0.061(8) 0.080(8) 0.074(8) 0.033(7) 0.024(6) 0.009(6) C62 0.082(10) 0.075(9) 0.093(11) 0.015(8) 0.018(8) 0.002(8) C251 0.126(16) 0.151(17) 0.056(9) 0.009(10) -0.030(9) 0.053(13) C252 0.136(19) 0.185(23) 0.068(11) 0.032(13) -0.024(11) 0.041(17) C261 0.106(14) 0.139(16) 0.081(11) 0.011(12) -0.050(10) -0.016(12) C262 0.147(25) 0.121(18) 0.201(31) 0.008(20) 0.016(21) -0.001(17) O41 0.078(6) 0.079(5) 0.061(5) 0.010(4) 0.013(4) 0.034(5) O42 0.055(5) 0.072(5) 0.060(5) 0.002(4) 0.004(4) 0.022(4) N43 0.048(5) 0.063(5) 0.054(6) 0.006(5) 0.013(4) 0.014(4) O44 0.071(6) 0.094(6) 0.088(7) -0.003(5) 0.020(5) 0.044(5) O51 0.069(6) 0.086(6) 0.064(5) 0.002(5) 0.002(4) 0.024(5) O52 0.064(5) 0.071(5) 0.062(5) 0.014(4) 0.006(4) 0.034(4) N53 0.041(5) 0.053(5) 0.060(6) -0.002(4) 0.005(4) 0.013(4) O54 0.087(8) 0.102(7) 0.103(8) -0.015(6) 0.015(6) 0.044(6) O61 0.047(4) 0.054(4) 0.062(5) 0.004(4) 0.018(3) 0.004(3) O62 0.055(5) 0.070(5) 0.075(6) -0.010(4) 0.012(4) 0.011(4) N63 0.048(6) 0.074(7) 0.066(6) 0.010(5) 0.018(5) 0.010(5) O64 0.042(4) 0.054(4) 0.125(8) 0.017(5) 0.018(5) -0.002(4) N71 0.091(27) 0.093(24) 0.061(20) 0.025(19) 0.011(17) 0.024(20) C72 0.100(13) 0.093(11) 0.099(12) 0.038(10) 0.028(10) 0.021(9) C73 0.072(10) 0.097(11) 0.098(11) 0.009(9) 0.018(8) 0.016(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Y1 O61 2.416(7) . ? Y1 O62 2.436(9) . ? Y1 N28 2.499(7) . ? Y1 O42 2.478(8) . ? Y1 O52 2.473(8) . ? Y1 O51 2.503(9) . ? Y1 N2 2.525(8) . ? Y1 N8 2.516(8) . ? Y1 N22 2.515(9) . ? Y1 O41 2.551(9) . ? N1 C6 1.305(14) . ? N2 N1 1.372(11) . ? N2 C3 1.327(13) . ? C3 C7 1.494(14) . ? N4 C3 1.348(13) . ? C5 N4 1.298(14) . ? C5 C51 1.516(15) . ? C6 C5 1.46(2) . ? C6 C61 1.52(2) . ? C7 N8 1.339(13) . ? C7 C12 1.388(15) . ? C9 N8 1.399(13) . ? C9 C29 1.48(2) . ? C10 C9 1.36(2) . ? C11 C10 1.40(2) . ? C12 C11 1.43(2) . ? N21 N22 1.332(14) . ? C23 N22 1.34(2) . ? C23 N24 1.375(15) . ? N24 C25 1.35(2) . ? C25 C26 1.40(2) . ? C25 C251 1.51(2) . ? C26 N21 1.31(2) . ? C26 C261 1.55(2) . ? C27 N28 1.396(14) . ? C27 C23 1.47(2) . ? C29 N28 1.32(2) . ? C29 C30 1.44(2) . ? C30 C31 1.31(2) . ? C32 C31 1.37(3) . ? C32 C27 1.39(2) . ? C52 C51 1.47(2) . ? C61 C62 1.52(2) . ? C251 C252 1.45(3) . ? C262 C261 1.36(3) . ? O41 N43 1.303(13) . ? N43 O44 1.216(13) . ? N43 O42 1.254(12) . ? O51 N53 1.271(13) . ? N53 O54 1.238(13) . ? N53 O52 1.246(12) . ? N63 O64 1.206(13) . ? N63 O62 1.289(13) . ? N63 O61 1.285(13) . ? N71 C72 1.12(3) . ? C72 C73 1.44(2) . ? 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 O61 Y1 O62 52.9(3) . . ? O61 Y1 N28 140.9(3) . . ? O62 Y1 N28 137.5(3) . . ? O61 Y1 O42 124.0(3) . . ? O62 Y1 O42 75.1(3) . . ? N28 Y1 O42 90.7(3) . . ? O61 Y1 O52 74.9(3) . . ? O62 Y1 O52 123.5(3) . . ? N28 Y1 O52 72.6(3) . . ? O42 Y1 O52 160.9(3) . . ? O61 Y1 O51 71.3(3) . . ? O62 Y1 O51 117.4(3) . . ? N28 Y1 O51 103.0(3) . . ? O42 Y1 O51 128.1(3) . . ? O52 Y1 O51 50.6(3) . . ? O61 Y1 N2 85.0(3) . . ? O62 Y1 N2 82.3(3) . . ? N28 Y1 N2 129.1(3) . . ? O42 Y1 N2 67.1(3) . . ? O52 Y1 N2 116.1(3) . . ? O51 Y1 N2 65.5(3) . . ? O61 Y1 N8 140.3(3) . . ? O62 Y1 N8 138.4(3) . . ? N28 Y1 N8 64.2(3) . . ? O42 Y1 N8 68.9(3) . . ? O52 Y1 N8 94.8(3) . . ? O51 Y1 N8 72.8(3) . . ? N2 Y1 N8 65.0(3) . . ? O61 Y1 N22 81.2(3) . . ? O62 Y1 N22 83.4(3) . . ? N28 Y1 N22 66.5(3) . . ? O42 Y1 N22 115.3(3) . . ? O52 Y1 N22 67.2(3) . . ? O51 Y1 N22 116.2(3) . . ? N2 Y1 N22 164.3(3) . . ? N8 Y1 N22 130.7(3) . . ? O61 Y1 O41 116.2(3) . . ? O62 Y1 O41 70.1(3) . . ? N28 Y1 O41 70.1(3) . . ? O42 Y1 O41 50.4(3) . . ? O52 Y1 O41 127.7(3) . . ? O51 Y1 O41 172.3(3) . . ? N2 Y1 O41 115.7(3) . . ? N8 Y1 O41 100.6(3) . . ? N22 Y1 O41 64.9(3) . . ? C6 N1 N2 117.0(8) . . ? C3 N2 N1 120.2(8) . . ? C3 N2 Y1 120.2(6) . . ? N1 N2 Y1 119.5(6) . . ? N2 C3 N4 124.7(9) . . ? N2 C3 C7 117.4(8) . . ? N4 C3 C7 117.9(9) . . ? C5 N4 C3 116.7(9) . . ? N4 C5 C6 119.9(9) . . ? N4 C5 C51 119.8(10) . . ? C6 C5 C51 120.3(10) . . ? N1 C6 C5 121.3(9) . . ? N1 C6 C61 117.5(10) . . ? C5 C6 C61 121.2(10) . . ? N8 C7 C12 123.4(10) . . ? N8 C7 C3 116.9(8) . . ? C12 C7 C3 119.5(9) . . ? C7 N8 C9 118.2(8) . . ? C7 N8 Y1 120.4(6) . . ? C9 N8 Y1 121.3(6) . . ? N8 C9 C10 121.3(10) . . ? N8 C9 C29 113.5(9) . . ? C10 C9 C29 125.3(11) . . ? C11 C10 C9 120.8(12) . . ? C10 C11 C12 118.2(11) . . ? C11 C12 C7 118.0(11) . . ? C26 N21 N22 120.3(11) . . ? C23 N22 N21 118.4(9) . . ? C23 N22 Y1 118.6(8) . . ? N21 N22 Y1 122.5(7) . . ? N22 C23 N24 124.7(13) . . ? N22 C23 C27 119.4(10) . . ? N24 C23 C27 115.9(11) . . ? C23 N24 C25 114.9(12) . . ? N24 C25 C26 120.0(11) . . ? N24 C25 C251 115.7(14) . . ? C26 C25 C251 124.3(15) . . ? N21 C26 C25 121.6(14) . . ? N21 C26 C261 115.5(14) . . ? C25 C26 C261 122.9(13) . . ? N28 C27 C32 121.5(13) . . ? N28 C27 C23 116.6(10) . . ? C32 C27 C23 122.0(12) . . ? C29 N28 C27 118.6(9) . . ? C29 N28 Y1 122.2(7) . . ? C27 N28 Y1 118.7(7) . . ? N28 C29 C30 118.7(12) . . ? N28 C29 C9 118.4(9) . . ? C30 C29 C9 122.9(12) . . ? C31 C30 C29 122.6(16) . . ? C30 C31 C32 118.5(15) . . ? C31 C32 C27 119.1(13) . . ? C5 C51 C52 115.0(11) . . ? C62 C61 C6 115.6(11) . . ? C252 C251 C25 118.5(17) . . ? C262 C261 C26 117.7(17) . . ? N43 O41 Y1 95.0(6) . . ? N43 O42 Y1 100.0(6) . . ? O44 N43 O41 121.7(11) . . ? O44 N43 O42 124.4(10) . . ? O41 N43 O42 113.8(9) . . ? N53 O51 Y1 95.8(6) . . ? N53 O52 Y1 98.0(6) . . ? O54 N53 O52 123.5(11) . . ? O54 N53 O51 121.2(11) . . ? O52 N53 O51 115.3(9) . . ? N63 O61 Y1 96.9(6) . . ? N63 O62 Y1 95.9(7) . . ? O64 N63 O62 119.8(11) . . ? O64 N63 O61 126.0(10) . . ? O62 N63 O61 114.2(9) . . ? N71 C72 C73 175.2(22) . . ? _diffrn_reflns_theta_full 25.80 _diffrn_measured_fraction_theta_full 0.893 _refine_diff_density_max 1.641 _refine_diff_density_min -1.113 _refine_diff_density_rms 0.177 #===END _publ_section_references ; Kabsch, W. (1988), J.Appl.Cryst 21 916-932. Sheldrick, G.M. (1990) SHELX86, Acta Cryst. A46 467-480. Sheldrick, G.M. (1993) SHELXL program for crystallography refinement. University of Gottingen, Germany. Spek, A.L., (1994) PLATON-94 program, Utrecht University, The Netherlands Walker, N. and Stuart, D., Acta Crystl 1983 A39 158. ;