# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name 'Xun Feng' 'Li-Ya Wang' 'Jian-She Zhao' 'Peng Peng Lei' 'Jing-Jing Shang' _publ_contact_author_name 'Liya Wang' _publ_contact_author_email wlya@lynu.edu.cn # Attachment '- Er.cif' data_Er _database_code_depnum_ccdc_archive 'CCDC 842854' #TrackingRef '- Er.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H37 Er3 N8 O24' _chemical_formula_weight 1383.45 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 Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 33.6613(18) _cell_length_b 9.1498(5) _cell_length_c 13.0273(7) _cell_angle_alpha 90.00 _cell_angle_beta 92.1290(10) _cell_angle_gamma 90.00 _cell_volume 4009.6(4) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.292 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2652 _exptl_absorpt_coefficient_mu 6.324 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3241 _exptl_absorpt_correction_T_max 0.4505 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14153 _diffrn_reflns_av_R_equivalents 0.0296 _diffrn_reflns_av_sigmaI/netI 0.0303 _diffrn_reflns_limit_h_min -43 _diffrn_reflns_limit_h_max 43 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 27.50 _reflns_number_total 4590 _reflns_number_gt 4347 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0800P)^2^+3.8000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4590 _refine_ls_number_parameters 309 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0297 _refine_ls_R_factor_gt 0.0273 _refine_ls_wR_factor_ref 0.0978 _refine_ls_wR_factor_gt 0.0958 _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_restrained_S_all 1.000 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Er1 Er 0.611507(5) 0.07379(2) 0.120606(13) 0.01392(9) Uani 1 1 d . . . Er2 Er 0.5000 0.62444(3) 0.2500 0.01778(10) Uani 1 2 d S . . O1 O 0.57198(11) 0.2346(4) 0.2156(3) 0.0272(8) Uani 1 1 d . . . O2 O 0.54775(12) 0.4511(4) 0.2558(3) 0.0364(10) Uani 1 1 d . . . O3 O 0.55226(11) 0.7347(4) 0.1590(3) 0.0317(9) Uani 1 1 d . . . O4 O 0.60480(10) 0.8266(4) 0.0808(3) 0.0259(7) Uani 1 1 d . . . O5 O 0.7293(4) 0.1069(18) 0.5682(7) 0.059(4) Uani 0.74(3) 1 d P A 1 O5B O 0.7173(10) 0.179(4) 0.584(2) 0.059(4) Uani 0.26(3) 1 d P A 2 O6 O 0.67408(10) -0.0175(5) 0.5792(3) 0.0310(8) Uani 1 1 d . . . O7 O 0.60818(11) -0.0723(4) 0.4436(3) 0.0236(8) Uani 1 1 d . . . O8 O 0.60068(10) -0.0396(4) 0.2765(2) 0.0220(6) Uani 1 1 d . . . O9 O 0.54333(11) 0.0393(5) 0.0709(4) 0.0509(13) Uani 1 1 d . . . H9A H 0.5261 0.0321 0.1134 0.076 Uiso 0.50 1 d PR B 1 H9B H 0.5366 -0.0236 0.0290 0.076 Uiso 0.50 1 d PR B 1 H9C H 0.5387 -0.0369 0.1014 0.076 Uiso 0.50 1 d PR B 2 H9D H 0.5251 0.0977 0.0777 0.076 Uiso 0.50 1 d PR B 2 O10 O 0.46791(12) 0.8110(5) 0.1544(3) 0.0438(11) Uani 1 1 d . . . H10A H 0.4504 0.8541 0.1843 0.066 Uiso 1 1 d R . . H10B H 0.4621 0.8065 0.0928 0.066 Uiso 1 1 d R . . O11 O 0.52625(15) 0.1767(7) 0.3954(4) 0.0689(16) Uani 1 1 d . . . H11A H 0.5434 0.2116 0.3597 0.103 Uiso 1 1 d R . . H11B H 0.5078 0.1475 0.3581 0.103 Uiso 0.50 1 d PR C 1 H11C H 0.5136 0.2427 0.4216 0.103 Uiso 0.50 1 d PR D 2 O12 O 0.5033(4) 0.5051(12) 0.4154(9) 0.031(2) Uani 0.50 1 d P . . O12' O 0.4936(4) 0.4309(12) 0.5737(10) 0.037(3) Uani 0.50 1 d P . . C15 C 0.4973(7) 0.525(2) 0.5101(18) 0.036(4) Uani 0.50 1 d P . . H15A H 0.4986 0.6233 0.5335 0.044 Uiso 0.50 1 d PR . . N1 N 0.61705(11) 0.3376(4) 0.0669(3) 0.0183(7) Uani 1 1 d . . . N2 N 0.62646(14) 0.5610(4) 0.0112(4) 0.0277(10) Uani 1 1 d . . . H2A H 0.6359 0.6325 -0.0232 0.033 Uiso 1 1 calc R . . N3 N 0.65802(12) 0.1621(5) 0.2672(3) 0.0224(8) Uani 1 1 d . . . N4 N 0.70632(13) 0.2207(6) 0.3773(3) 0.0341(11) Uani 1 1 d . . . H4A H 0.7274 0.2626 0.4026 0.041 Uiso 1 1 calc R . . C1 C 0.59304(15) 0.4345(5) 0.1196(4) 0.0199(9) Uani 1 1 d . . . C2 C 0.59827(15) 0.5725(5) 0.0849(4) 0.0215(9) Uani 1 1 d . . . C3 C 0.63698(15) 0.4179(5) 0.0016(4) 0.0240(10) Uani 1 1 d . . . C4 C 0.56894(14) 0.3711(5) 0.2018(4) 0.0226(9) Uani 1 1 d . . . C5 C 0.58361(14) 0.7205(5) 0.1109(3) 0.0197(9) Uani 1 1 d . . . C6 C 0.66554(16) 0.3639(6) -0.0736(4) 0.0319(12) Uani 1 1 d . . . H6A H 0.6719 0.2624 -0.0590 0.038 Uiso 1 1 calc R . . H6B H 0.6899 0.4201 -0.0671 0.038 Uiso 1 1 calc R . . C7 C 0.6480(2) 0.3771(8) -0.1837(4) 0.0427(14) Uani 1 1 d . . . H7A H 0.6242 0.3198 -0.1905 0.064 Uiso 1 1 calc R . . H7B H 0.6670 0.3423 -0.2311 0.064 Uiso 1 1 calc R . . H7C H 0.6419 0.4777 -0.1983 0.064 Uiso 1 1 calc R . . C8 C 0.68291(14) 0.1225(6) 0.4285(4) 0.0254(10) Uani 1 1 d . A . C9 C 0.65243(13) 0.0894(5) 0.3587(3) 0.0177(8) Uani 1 1 d . . . C10 C 0.69099(14) 0.2401(6) 0.2820(4) 0.0287(11) Uani 1 1 d . . . C11 C 0.69551(17) 0.0726(7) 0.5347(4) 0.0366(14) Uani 1 1 d . . . C12 C 0.61846(13) -0.0134(5) 0.3619(3) 0.0166(8) Uani 1 1 d . . . C13 C 0.70970(17) 0.3389(8) 0.2059(5) 0.0428(15) Uani 1 1 d . . . H13A H 0.6913 0.3521 0.1475 0.051 Uiso 1 1 calc R . . H13B H 0.7142 0.4339 0.2374 0.051 Uiso 1 1 calc R . . C14 C 0.7479(3) 0.2832(11) 0.1689(7) 0.079(3) Uani 1 1 d . . . H14A H 0.7679 0.2890 0.2233 0.095 Uiso 1 1 calc R . . H14B H 0.7559 0.3411 0.1118 0.095 Uiso 1 1 calc R . . H14C H 0.7447 0.1833 0.1477 0.095 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Er1 0.01664(13) 0.01336(13) 0.01178(13) 0.00094(6) 0.00056(8) 0.00136(6) Er2 0.01790(15) 0.01673(17) 0.01892(16) 0.000 0.00353(11) 0.000 O1 0.0330(18) 0.0190(17) 0.0305(18) 0.0047(14) 0.0119(15) 0.0060(14) O2 0.045(2) 0.030(2) 0.036(2) 0.0082(17) 0.0231(18) 0.0182(17) O3 0.0260(18) 0.0191(18) 0.051(2) -0.0059(16) 0.0156(17) -0.0029(14) O4 0.0329(18) 0.0155(16) 0.0300(18) -0.0008(14) 0.0107(14) -0.0038(14) O5 0.055(6) 0.077(8) 0.042(4) 0.028(5) -0.027(4) -0.047(6) O5B 0.055(6) 0.077(8) 0.042(4) 0.028(5) -0.027(4) -0.047(6) O6 0.0203(16) 0.047(2) 0.0258(18) 0.0110(17) 0.0022(13) -0.0062(16) O7 0.0315(19) 0.0255(19) 0.0137(15) 0.0013(12) -0.0005(14) -0.0106(13) O8 0.0294(17) 0.0212(16) 0.0153(15) -0.0013(13) -0.0018(12) -0.0076(14) O9 0.0207(18) 0.036(2) 0.096(4) -0.027(3) 0.001(2) -0.0027(17) O10 0.042(2) 0.055(3) 0.035(2) 0.015(2) 0.0071(18) 0.022(2) O11 0.046(3) 0.090(4) 0.071(3) 0.030(3) 0.012(3) -0.022(3) O12 0.036(5) 0.038(7) 0.019(5) 0.001(5) 0.004(3) 0.004(6) O12' 0.050(6) 0.035(7) 0.025(5) 0.004(5) 0.008(4) 0.004(6) C15 0.054(9) 0.042(14) 0.014(10) -0.002(8) 0.004(6) 0.014(10) N1 0.0268(19) 0.0124(17) 0.0161(17) -0.0004(13) 0.0071(14) 0.0010(14) N2 0.036(2) 0.014(2) 0.034(2) 0.0006(16) 0.0160(19) -0.0011(16) N3 0.0242(19) 0.023(2) 0.0203(19) 0.0045(15) 0.0003(15) -0.0057(16) N4 0.022(2) 0.051(3) 0.028(2) 0.006(2) -0.0055(17) -0.0197(19) C1 0.028(2) 0.013(2) 0.019(2) -0.0002(15) 0.0073(18) 0.0081(16) C2 0.027(2) 0.016(2) 0.021(2) -0.0015(16) 0.0027(19) 0.0005(16) C3 0.027(2) 0.020(2) 0.025(2) 0.0022(18) 0.0054(19) 0.0010(17) C4 0.024(2) 0.022(2) 0.022(2) 0.0006(18) 0.0040(18) 0.0014(18) C5 0.028(2) 0.012(2) 0.020(2) -0.0002(16) 0.0030(17) 0.0010(16) C6 0.035(3) 0.026(3) 0.035(3) 0.002(2) 0.015(2) 0.003(2) C7 0.048(4) 0.050(4) 0.031(3) -0.007(3) 0.007(3) -0.003(3) C8 0.022(2) 0.031(3) 0.023(2) 0.001(2) 0.0008(18) -0.0061(19) C9 0.018(2) 0.018(2) 0.017(2) -0.0015(16) 0.0016(16) -0.0014(16) C10 0.022(2) 0.037(3) 0.027(2) 0.004(2) 0.0010(18) -0.007(2) C11 0.030(3) 0.055(4) 0.024(3) 0.009(2) -0.011(2) -0.020(2) C12 0.0191(19) 0.014(2) 0.017(2) 0.0037(15) -0.0007(15) -0.0004(15) C13 0.037(3) 0.057(4) 0.034(3) 0.020(3) 0.000(2) -0.017(3) C14 0.070(6) 0.086(7) 0.085(6) 0.016(5) 0.047(5) 0.005(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 Er1 O6 2.253(3) 6 ? Er1 O7 2.305(3) 6 ? Er1 O8 2.321(3) . ? Er1 O4 2.330(3) 1_545 ? Er1 O1 2.364(3) . ? Er1 O9 2.382(4) . ? Er1 N1 2.522(4) . ? Er1 N3 2.555(4) . ? Er2 O2 2.257(4) . ? Er2 O2 2.257(4) 2_655 ? Er2 O10 2.352(4) 2_655 ? Er2 O10 2.352(4) . ? Er2 O12' 2.354(14) 5_666 ? Er2 O12' 2.354(14) 6_565 ? Er2 O3 2.382(3) . ? Er2 O3 2.382(3) 2_655 ? Er2 O12 2.415(13) 2_655 ? Er2 O12 2.415(13) . ? O1 C4 1.266(6) . ? O2 C4 1.255(6) . ? O3 C5 1.254(5) . ? O4 C5 1.275(6) . ? O4 Er1 2.330(3) 1_565 ? O5 C11 1.244(10) . ? O5B C11 1.36(3) . ? O6 C11 1.252(7) . ? O6 Er1 2.253(3) 6_556 ? O7 C12 1.253(5) . ? O7 Er1 2.305(3) 6_556 ? O8 C12 1.266(5) . ? O9 H9A 0.8200 . ? O9 H9B 0.8199 . ? O9 H9C 0.8200 . ? O9 H9D 0.8200 . ? O10 H10A 0.8201 . ? O10 H10B 0.8201 . ? O11 H11A 0.8199 . ? O11 H11B 0.8201 . ? O11 H11C 0.8201 . ? O12 O12' 0.610(11) 5_666 ? O12 C15 1.01(3) 5_666 ? O12 C15 1.27(2) . ? O12' O12 0.610(11) 5_666 ? O12' C15 1.20(3) . ? O12' C15 1.21(3) 5_666 ? O12' Er2 2.354(14) 5_666 ? C15 C15 0.56(2) 5_666 ? C15 O12 1.01(3) 5_666 ? C15 O12' 1.21(3) 5_666 ? C15 H15A 0.9529 . ? N1 C3 1.324(6) . ? N1 C1 1.397(5) . ? N2 C3 1.363(6) . ? N2 C2 1.379(6) . ? N2 H2A 0.8600 . ? N3 C10 1.328(6) . ? N3 C9 1.384(6) . ? N4 C10 1.338(7) . ? N4 C8 1.383(6) . ? N4 H4A 0.8600 . ? C1 C2 1.355(6) . ? C1 C4 1.486(6) . ? C2 C5 1.485(6) . ? C3 C6 1.483(7) . ? C6 C7 1.535(8) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 C9 1.379(6) . ? C8 C11 1.504(7) . ? C9 C12 1.482(6) . ? C10 C13 1.498(7) . ? C13 C14 1.480(9) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? 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 O6 Er1 O7 76.73(13) 6 6 ? O6 Er1 O8 106.61(13) 6 . ? O7 Er1 O8 150.40(12) 6 . ? O6 Er1 O4 78.97(14) 6 1_545 ? O7 Er1 O4 76.75(12) 6 1_545 ? O8 Er1 O4 75.17(12) . 1_545 ? O6 Er1 O1 144.76(14) 6 . ? O7 Er1 O1 121.34(12) 6 . ? O8 Er1 O1 73.16(12) . . ? O4 Er1 O1 131.99(12) 1_545 . ? O6 Er1 O9 143.57(15) 6 . ? O7 Er1 O9 73.56(16) 6 . ? O8 Er1 O9 89.86(16) . . ? O4 Er1 O9 74.13(14) 1_545 . ? O1 Er1 O9 70.69(14) . . ? O6 Er1 N1 94.18(14) 6 . ? O7 Er1 N1 74.28(12) 6 . ? O8 Er1 N1 133.33(11) . . ? O4 Er1 N1 151.03(12) 1_545 . ? O1 Er1 N1 66.34(11) . . ? O9 Er1 N1 97.57(15) . . ? O6 Er1 N3 72.47(13) 6 . ? O7 Er1 N3 139.06(13) 6 . ? O8 Er1 N3 66.37(12) . . ? O4 Er1 N3 121.67(13) 1_545 . ? O1 Er1 N3 75.70(13) . . ? O9 Er1 N3 143.34(15) . . ? N1 Er1 N3 81.68(13) . . ? O2 Er2 O2 90.7(2) . 2_655 ? O2 Er2 O10 100.34(17) . 2_655 ? O2 Er2 O10 147.15(13) 2_655 2_655 ? O2 Er2 O10 147.15(13) . . ? O2 Er2 O10 100.34(17) 2_655 . ? O10 Er2 O10 86.9(2) 2_655 . ? O2 Er2 O12' 77.1(3) . 5_666 ? O2 Er2 O12' 85.5(3) 2_655 5_666 ? O10 Er2 O12' 67.4(3) 2_655 5_666 ? O10 Er2 O12' 134.1(3) . 5_666 ? O2 Er2 O12' 85.5(3) . 6_565 ? O2 Er2 O12' 77.1(3) 2_655 6_565 ? O10 Er2 O12' 134.1(3) 2_655 6_565 ? O10 Er2 O12' 67.4(3) . 6_565 ? O12' Er2 O12' 155.2(5) 5_666 6_565 ? O2 Er2 O3 77.07(13) . . ? O2 Er2 O3 144.98(13) 2_655 . ? O10 Er2 O3 67.86(13) 2_655 . ? O10 Er2 O3 76.24(14) . . ? O12' Er2 O3 122.3(4) 5_666 . ? O12' Er2 O3 69.4(4) 6_565 . ? O2 Er2 O3 144.98(13) . 2_655 ? O2 Er2 O3 77.07(13) 2_655 2_655 ? O10 Er2 O3 76.24(14) 2_655 2_655 ? O10 Er2 O3 67.86(13) . 2_655 ? O12' Er2 O3 69.4(4) 5_666 2_655 ? O12' Er2 O3 122.3(4) 6_565 2_655 ? O3 Er2 O3 129.87(17) . 2_655 ? O2 Er2 O12 73.8(3) . 2_655 ? O2 Er2 O12 69.1(3) 2_655 2_655 ? O10 Er2 O12 143.7(3) 2_655 2_655 ? O10 Er2 O12 81.4(3) . 2_655 ? O12' Er2 O12 140.6(5) 5_666 2_655 ? O12' Er2 O12 14.6(3) 6_565 2_655 ? O3 Er2 O12 76.0(3) . 2_655 ? O3 Er2 O12 128.7(3) 2_655 2_655 ? O2 Er2 O12 69.1(3) . . ? O2 Er2 O12 73.8(3) 2_655 . ? O10 Er2 O12 81.4(3) 2_655 . ? O10 Er2 O12 143.7(3) . . ? O12' Er2 O12 14.6(3) 5_666 . ? O12' Er2 O12 140.6(5) 6_565 . ? O3 Er2 O12 128.7(3) . . ? O3 Er2 O12 76.0(3) 2_655 . ? O12 Er2 O12 126.3(5) 2_655 . ? C4 O1 Er1 125.7(3) . . ? C4 O2 Er2 144.0(4) . . ? C5 O3 Er2 148.8(3) . . ? C5 O4 Er1 136.2(3) . 1_565 ? C11 O6 Er1 145.2(4) . 6_556 ? C12 O7 Er1 147.9(3) . 6_556 ? C12 O8 Er1 126.8(3) . . ? Er1 O9 H9A 121.8 . . ? Er1 O9 H9B 120.8 . . ? H9A O9 H9B 102.1 . . ? Er1 O9 H9C 100.3 . . ? H9A O9 H9C 56.8 . . ? H9B O9 H9C 70.9 . . ? Er1 O9 H9D 126.9 . . ? H9A O9 H9D 55.2 . . ? H9B O9 H9D 110.0 . . ? H9C O9 H9D 110.3 . . ? Er2 O10 H10A 115.0 . . ? Er2 O10 H10B 124.8 . . ? H10A O10 H10B 109.9 . . ? H11A O11 H11B 109.0 . . ? H11A O11 H11C 109.6 . . ? H11B O11 H11C 95.3 . . ? O12' O12 C15 93(3) 5_666 5_666 ? O12' O12 C15 71(2) 5_666 . ? C15 O12 C15 25.1(17) 5_666 . ? O12' O12 Er2 77(2) 5_666 . ? C15 O12 Er2 168.2(12) 5_666 . ? C15 O12 Er2 143.1(12) . . ? O12 O12' C15 57(2) 5_666 . ? O12 O12' C15 81(2) 5_666 5_666 ? C15 O12' C15 26.6(10) . 5_666 ? O12 O12' Er2 88(2) 5_666 5_666 ? C15 O12' Er2 144.8(13) . 5_666 ? C15 O12' Er2 158.7(16) 5_666 5_666 ? C15 C15 O12 105(6) 5_666 5_666 ? C15 C15 O12' 78(6) 5_666 . ? O12 C15 O12' 30.5(11) 5_666 . ? C15 C15 O12' 76(5) 5_666 5_666 ? O12 C15 O12' 166(3) 5_666 5_666 ? O12' C15 O12' 153.4(10) . 5_666 ? C15 C15 O12 50(5) 5_666 . ? O12 C15 O12 154.9(17) 5_666 . ? O12' C15 O12 126.3(14) . . ? O12' C15 O12 28.3(7) 5_666 . ? C15 C15 H15A 155.3 5_666 . ? O12 C15 H15A 87.1 5_666 . ? O12' C15 H15A 117.4 . . ? O12' C15 H15A 87.8 5_666 . ? O12 C15 H15A 116.0 . . ? C3 N1 C1 106.2(4) . . ? C3 N1 Er1 138.9(3) . . ? C1 N1 Er1 114.9(3) . . ? C3 N2 C2 108.9(4) . . ? C3 N2 H2A 125.5 . . ? C2 N2 H2A 125.5 . . ? C10 N3 C9 105.8(4) . . ? C10 N3 Er1 139.8(3) . . ? C9 N3 Er1 113.1(3) . . ? C10 N4 C8 109.1(4) . . ? C10 N4 H4A 125.5 . . ? C8 N4 H4A 125.5 . . ? C2 C1 N1 110.1(4) . . ? C2 C1 C4 133.3(4) . . ? N1 C1 C4 116.6(4) . . ? C1 C2 N2 105.2(4) . . ? C1 C2 C5 136.5(4) . . ? N2 C2 C5 118.1(4) . . ? N1 C3 N2 109.6(4) . . ? N1 C3 C6 126.5(4) . . ? N2 C3 C6 123.9(4) . . ? O2 C4 O1 122.7(4) . . ? O2 C4 C1 120.9(4) . . ? O1 C4 C1 116.3(4) . . ? O3 C5 O4 124.4(4) . . ? O3 C5 C2 120.1(4) . . ? O4 C5 C2 115.5(4) . . ? C3 C6 C7 110.8(5) . . ? C3 C6 H6A 109.5 . . ? C7 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? C7 C6 H6B 109.5 . . ? H6A C6 H6B 108.1 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C9 C8 N4 104.4(4) . . ? C9 C8 C11 135.8(4) . . ? N4 C8 C11 119.7(4) . . ? C8 C9 N3 109.9(4) . . ? C8 C9 C12 132.6(4) . . ? N3 C9 C12 117.3(4) . . ? N3 C10 N4 110.8(4) . . ? N3 C10 C13 126.7(5) . . ? N4 C10 C13 122.5(5) . . ? O5 C11 O6 122.6(6) . . ? O5 C11 O5B 35.5(14) . . ? O6 C11 O5B 124.4(13) . . ? O5 C11 C8 118.0(6) . . ? O6 C11 C8 118.6(5) . . ? O5B C11 C8 109.9(12) . . ? O7 C12 O8 121.9(4) . . ? O7 C12 C9 122.3(4) . . ? O8 C12 C9 115.8(4) . . ? C14 C13 C10 113.5(6) . . ? C14 C13 H13A 108.9 . . ? C10 C13 H13A 108.9 . . ? C14 C13 H13B 108.9 . . ? C10 C13 H13B 108.9 . . ? H13A C13 H13B 107.7 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O9 H9B O11 0.82 2.25 3.061(7) 169.6 6 O9 H9D O11 0.82 1.92 2.708(6) 161.3 2_655 O9 H9C O3 0.82 2.26 3.025(6) 155.1 1_545 O9 H9D O11 0.82 1.92 2.708(6) 161.3 2_655 O10 H10A O8 0.82 2.06 2.857(5) 165.5 2_665 O10 H10B O9 0.82 2.56 3.249(7) 142.8 5_665 O11 H11A O1 0.82 2.15 2.899(6) 151.8 . O11 H11A O2 0.82 2.58 3.199(6) 133.1 . O11 H11B O9 0.82 2.22 2.708(6) 118.8 2_655 O11 H11C O12 0.82 2.43 3.116(13) 142.3 . N4 H4A O5B 0.86 1.94 2.76(3) 158.8 7_656 N4 H4A O5 0.86 1.91 2.751(9) 164.9 7_656 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.359 _refine_diff_density_min -2.116 _refine_diff_density_rms 0.138 # Attachment 'Ho.cif' data_Ho _database_code_depnum_ccdc_archive 'CCDC 842855' #TrackingRef 'Ho.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H37 Ho3 N8 O24' _chemical_formula_weight 1376.46 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ho Ho -0.2175 4.6783 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 33.69(2) _cell_length_b 9.217(6) _cell_length_c 13.134(9) _cell_angle_alpha 90.00 _cell_angle_beta 92.256(7) _cell_angle_gamma 90.00 _cell_volume 4075(5) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.244 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2640 _exptl_absorpt_coefficient_mu 5.870 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3454 _exptl_absorpt_correction_T_max 0.4730 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15089 _diffrn_reflns_av_R_equivalents 0.0378 _diffrn_reflns_av_sigmaI/netI 0.0333 _diffrn_reflns_limit_h_min -40 _diffrn_reflns_limit_h_max 40 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 25.49 _reflns_number_total 3785 _reflns_number_gt 3354 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; 'There are 3 Uiso/Uij restrained atom sites, 4 distance or angle and 23 least-squares restraints used in the refinement' Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0300P)^2^+2.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3785 _refine_ls_number_parameters 315 _refine_ls_number_restraints 23 _refine_ls_R_factor_all 0.0308 _refine_ls_R_factor_gt 0.0248 _refine_ls_wR_factor_ref 0.0574 _refine_ls_wR_factor_gt 0.0547 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.019 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ho1 Ho 0.611986(6) 0.07409(2) 0.120803(15) 0.01731(7) Uani 1 1 d . . . Ho2 Ho 0.5000 0.62554(3) 0.2500 0.02143(9) Uani 1 2 d S . . O1 O 0.57259(10) 0.2375(3) 0.2159(2) 0.0293(8) Uani 1 1 d . . . O2 O 0.54867(11) 0.4522(3) 0.2553(3) 0.0358(9) Uani 1 1 d . . . O3 O 0.55284(9) 0.7348(3) 0.1597(3) 0.0306(8) Uani 1 1 d . . . O4 O 0.60518(9) 0.8237(3) 0.0811(2) 0.0264(7) Uani 1 1 d . . . O5 O 0.7324(9) 0.097(4) 0.560(3) 0.045(8) Uani 0.53(15) 1 d P A 1 O5B O 0.721(3) 0.156(15) 0.580(3) 0.09(3) Uani 0.47(15) 1 d P A 2 O6 O 0.67513(9) -0.0170(4) 0.5779(2) 0.0325(8) Uani 1 1 d . . . O7 O 0.60886(9) -0.0718(3) 0.4434(2) 0.0243(7) Uani 1 1 d . . . O8 O 0.60122(9) -0.0385(3) 0.2778(2) 0.0230(7) Uani 1 1 d . . . O9 O 0.54253(10) 0.0400(4) 0.0715(3) 0.0531(11) Uani 1 1 d . . . H9A H 0.5254 0.0328 0.1138 0.080 Uiso 0.50 1 d PR B 1 H9B H 0.5359 -0.0225 0.0298 0.080 Uiso 0.50 1 d PR B 1 H9C H 0.5379 -0.0356 0.1017 0.080 Uiso 0.50 1 d PR B 2 H9D H 0.5244 0.0982 0.0783 0.080 Uiso 0.50 1 d PR B 2 O10 O 0.46750(11) 0.8138(4) 0.1533(3) 0.0464(10) Uani 1 1 d . . . H10A H 0.4501 0.8568 0.1831 0.070 Uiso 1 1 d R . . H10B H 0.4617 0.8094 0.0921 0.070 Uiso 1 1 d R . . O11 O 0.52666(13) 0.1784(5) 0.3955(4) 0.0759(15) Uani 1 1 d D . . H11A H 0.5437 0.2131 0.3600 0.114 Uiso 1 1 d RD . . H11B H 0.5082 0.1493 0.3583 0.114 Uiso 0.50 1 d PRD C 1 H11C H 0.5141 0.2440 0.4215 0.114 Uiso 0.50 1 d PRD D 2 O12 O 0.5029(4) 0.5046(10) 0.4173(11) 0.030(2) Uani 0.50 1 d PU . . O12' O 0.4933(5) 0.4301(10) 0.5742(12) 0.039(3) Uani 0.50 1 d PU . . C15 C 0.4992(8) 0.527(2) 0.511(2) 0.038(3) Uani 0.50 1 d PU . . H15A H 0.5005 0.6258 0.5342 0.045 Uiso 0.50 1 d PR . . N1 N 0.61748(11) 0.3395(4) 0.0671(3) 0.0205(8) Uani 1 1 d . . . N2 N 0.62690(12) 0.5614(4) 0.0132(3) 0.0300(10) Uani 1 1 d . . . H2A H 0.6367 0.6325 -0.0201 0.036 Uiso 1 1 calc R . . N3 N 0.65871(11) 0.1607(4) 0.2673(3) 0.0256(9) Uani 1 1 d . . . N4 N 0.70709(12) 0.2176(5) 0.3773(3) 0.0362(11) Uani 1 1 d . . . H4A H 0.7282 0.2588 0.4022 0.043 Uiso 1 1 calc R . . C1 C 0.59348(13) 0.4352(4) 0.1205(3) 0.0188(9) Uani 1 1 d . . . C2 C 0.59889(14) 0.5733(5) 0.0856(3) 0.0229(10) Uani 1 1 d . . . C3 C 0.63679(14) 0.4196(5) 0.0025(4) 0.0259(11) Uani 1 1 d . . . C4 C 0.56958(13) 0.3715(5) 0.2018(3) 0.0221(10) Uani 1 1 d . . . C5 C 0.58412(14) 0.7211(5) 0.1124(3) 0.0236(10) Uani 1 1 d . . . C6 C 0.66599(16) 0.3688(6) -0.0725(4) 0.0372(13) Uani 1 1 d . . . H6A H 0.6733 0.2690 -0.0579 0.045 Uiso 1 1 calc R . . H6B H 0.6898 0.4277 -0.0664 0.045 Uiso 1 1 calc R . . C7 C 0.64829(19) 0.3797(7) -0.1801(4) 0.0515(16) Uani 1 1 d . . . H7A H 0.6235 0.3282 -0.1846 0.077 Uiso 1 1 calc R . . H7B H 0.6663 0.3379 -0.2268 0.077 Uiso 1 1 calc R . . H7C H 0.6438 0.4798 -0.1972 0.077 Uiso 1 1 calc R . . C8 C 0.68393(14) 0.1208(5) 0.4286(3) 0.0263(11) Uani 1 1 d . A . C9 C 0.65350(13) 0.0863(5) 0.3590(3) 0.0202(10) Uani 1 1 d . . . C10 C 0.69167(15) 0.2379(6) 0.2824(4) 0.0338(12) Uani 1 1 d . . . C11 C 0.69610(17) 0.0720(6) 0.5335(4) 0.0418(14) Uani 1 1 d . . . C12 C 0.61917(12) -0.0138(4) 0.3627(3) 0.0174(9) Uani 1 1 d . . . C13 C 0.71004(17) 0.3372(7) 0.2074(5) 0.0526(17) Uani 1 1 d . . . H13A H 0.6917 0.3500 0.1493 0.063 Uiso 1 1 calc R . . H13B H 0.7143 0.4314 0.2389 0.063 Uiso 1 1 calc R . . C14 C 0.7479(2) 0.2838(10) 0.1712(6) 0.106(3) Uani 1 1 d . . . H14A H 0.7680 0.2919 0.2249 0.127 Uiso 1 1 calc R . . H14B H 0.7554 0.3404 0.1138 0.127 Uiso 1 1 calc R . . H14C H 0.7451 0.1840 0.1513 0.127 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ho1 0.02112(12) 0.01579(11) 0.01503(12) 0.00067(8) 0.00064(8) 0.00141(8) Ho2 0.02212(17) 0.02030(16) 0.02212(17) 0.000 0.00401(13) 0.000 O1 0.039(2) 0.0182(17) 0.0312(19) 0.0055(14) 0.0135(16) 0.0053(14) O2 0.045(2) 0.0279(19) 0.036(2) 0.0059(16) 0.0235(17) 0.0152(16) O3 0.0286(19) 0.0187(17) 0.046(2) -0.0043(15) 0.0162(17) -0.0020(14) O4 0.0350(19) 0.0156(16) 0.0298(18) -0.0006(14) 0.0146(15) -0.0039(14) O5 0.029(9) 0.065(14) 0.039(9) 0.021(6) -0.016(6) -0.026(8) O5B 0.07(3) 0.15(5) 0.036(10) 0.027(18) -0.025(13) -0.08(4) O6 0.0224(18) 0.048(2) 0.0266(19) 0.0144(16) -0.0006(14) -0.0084(16) O7 0.0307(19) 0.0277(18) 0.0142(17) 0.0022(13) -0.0014(14) -0.0085(14) O8 0.0304(18) 0.0213(16) 0.0168(16) 0.0026(13) -0.0055(14) -0.0068(14) O9 0.024(2) 0.044(2) 0.091(3) -0.027(2) -0.003(2) -0.0005(17) O10 0.042(2) 0.062(3) 0.035(2) 0.0119(19) 0.0057(18) 0.026(2) O11 0.051(3) 0.093(4) 0.084(4) 0.032(3) 0.011(3) -0.020(3) O12 0.041(5) 0.034(7) 0.014(5) 0.008(6) 0.011(3) 0.005(6) O12' 0.058(6) 0.035(6) 0.023(5) 0.011(6) 0.002(4) 0.007(6) C15 0.056(6) 0.035(11) 0.022(9) -0.009(9) -0.005(6) -0.005(9) N1 0.029(2) 0.0111(18) 0.021(2) -0.0005(15) 0.0060(17) -0.0009(16) N2 0.041(3) 0.017(2) 0.034(2) 0.0027(17) 0.018(2) -0.0038(18) N3 0.024(2) 0.030(2) 0.023(2) 0.0012(17) -0.0011(17) -0.0048(17) N4 0.029(2) 0.050(3) 0.029(2) 0.011(2) -0.0078(19) -0.023(2) C1 0.021(2) 0.017(2) 0.019(2) -0.0004(17) 0.0041(19) 0.0024(18) C2 0.028(3) 0.019(2) 0.021(2) -0.0040(18) 0.005(2) -0.0004(19) C3 0.032(3) 0.019(2) 0.027(3) 0.0014(19) 0.008(2) 0.003(2) C4 0.022(2) 0.022(2) 0.022(2) -0.001(2) 0.001(2) 0.0042(19) C5 0.031(3) 0.018(2) 0.021(2) -0.0040(19) -0.003(2) -0.003(2) C6 0.047(3) 0.026(3) 0.039(3) 0.005(2) 0.014(3) 0.003(2) C7 0.062(4) 0.055(4) 0.038(3) -0.002(3) 0.011(3) 0.000(3) C8 0.026(3) 0.032(3) 0.021(3) 0.003(2) 0.001(2) -0.008(2) C9 0.020(2) 0.025(2) 0.016(2) 0.0016(18) 0.0013(19) -0.0008(19) C10 0.032(3) 0.043(3) 0.026(3) 0.004(2) 0.000(2) -0.015(2) C11 0.037(3) 0.056(4) 0.032(3) 0.009(3) -0.002(3) -0.019(3) C12 0.019(2) 0.015(2) 0.018(2) -0.0014(18) -0.0017(19) 0.0018(18) C13 0.041(4) 0.073(4) 0.043(4) 0.023(3) -0.003(3) -0.019(3) C14 0.089(7) 0.133(8) 0.099(7) 0.032(6) 0.055(6) 0.011(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 Ho1 O6 2.283(3) 6 ? Ho1 O7 2.328(3) 6 ? Ho1 O8 2.349(3) . ? Ho1 O4 2.375(3) 1_545 ? Ho1 O1 2.392(3) . ? Ho1 O9 2.423(4) . ? Ho1 N1 2.555(4) . ? Ho1 N3 2.564(4) . ? Ho2 O2 2.288(3) . ? Ho2 O2 2.288(3) 2_655 ? Ho2 O12' 2.367(16) 6_565 ? Ho2 O12' 2.367(16) 5_666 ? Ho2 O10 2.390(4) 2_655 ? Ho2 O10 2.390(4) . ? Ho2 O3 2.399(3) 2_655 ? Ho2 O3 2.399(3) . ? Ho2 O12 2.462(15) 2_655 ? Ho2 O12 2.462(15) . ? O1 C4 1.253(5) . ? O2 C4 1.258(5) . ? O3 C5 1.251(5) . ? O4 C5 1.260(5) . ? O4 Ho1 2.375(3) 1_565 ? O5 C11 1.28(2) . ? O5B C11 1.27(4) . ? O6 C11 1.243(6) . ? O6 Ho1 2.283(3) 6_556 ? O7 C12 1.248(5) . ? O7 Ho1 2.328(3) 6_556 ? O8 C12 1.269(5) . ? O9 H9A 0.8200 . ? O9 H9B 0.8199 . ? O9 H9C 0.8199 . ? O9 H9D 0.8199 . ? O10 H10A 0.8199 . ? O10 H10B 0.8201 . ? O11 H11A 0.8203 . ? O11 H11B 0.8199 . ? O11 H11C 0.8200 . ? O12 O12' 0.624(11) 5_666 ? O12 C15 0.99(2) 5_666 ? O12 C15 1.26(3) . ? O12' O12 0.624(11) 5_666 ? O12' C15 1.22(3) 5_666 ? O12' C15 1.24(4) . ? O12' Ho2 2.367(16) 5_666 ? C15 C15 0.58(2) 5_666 ? C15 O12 0.99(2) 5_666 ? C15 O12' 1.22(3) 5_666 ? C15 H15A 0.9599 . ? N1 C3 1.316(6) . ? N1 C1 1.403(5) . ? N2 C3 1.358(6) . ? N2 C2 1.370(6) . ? N2 H2A 0.8600 . ? N3 C10 1.327(6) . ? N3 C9 1.403(6) . ? N4 C10 1.344(6) . ? N4 C8 1.379(6) . ? N4 H4A 0.8600 . ? C1 C2 1.368(6) . ? C1 C4 1.483(6) . ? C2 C5 1.497(6) . ? C3 C6 1.494(7) . ? C6 C7 1.516(8) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 C9 1.383(6) . ? C8 C11 1.491(7) . ? C9 C12 1.482(6) . ? C10 C13 1.497(7) . ? C13 C14 1.463(9) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? 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 O6 Ho1 O7 75.93(11) 6 6 ? O6 Ho1 O8 106.99(11) 6 . ? O7 Ho1 O8 150.66(10) 6 . ? O6 Ho1 O4 78.74(12) 6 1_545 ? O7 Ho1 O4 76.79(11) 6 1_545 ? O8 Ho1 O4 75.30(11) . 1_545 ? O6 Ho1 O1 144.64(12) 6 . ? O7 Ho1 O1 121.62(11) 6 . ? O8 Ho1 O1 73.25(11) . . ? O4 Ho1 O1 132.51(11) 1_545 . ? O6 Ho1 O9 143.44(13) 6 . ? O7 Ho1 O9 74.11(13) 6 . ? O8 Ho1 O9 89.80(13) . . ? O4 Ho1 O9 74.43(12) 1_545 . ? O1 Ho1 O9 70.81(12) . . ? O6 Ho1 N1 94.26(12) 6 . ? O7 Ho1 N1 74.54(11) 6 . ? O8 Ho1 N1 132.91(11) . . ? O4 Ho1 N1 151.33(11) 1_545 . ? O1 Ho1 N1 65.73(11) . . ? O9 Ho1 N1 97.47(13) . . ? O6 Ho1 N3 72.93(12) 6 . ? O7 Ho1 N3 139.10(12) 6 . ? O8 Ho1 N3 65.83(12) . . ? O4 Ho1 N3 121.20(12) 1_545 . ? O1 Ho1 N3 75.47(13) . . ? O9 Ho1 N3 142.97(13) . . ? N1 Ho1 N3 81.96(12) . . ? O2 Ho2 O2 91.45(19) . 2_655 ? O2 Ho2 O12' 85.3(3) . 6_565 ? O2 Ho2 O12' 77.2(3) 2_655 6_565 ? O2 Ho2 O12' 77.2(3) . 5_666 ? O2 Ho2 O12' 85.3(3) 2_655 5_666 ? O12' Ho2 O12' 155.0(5) 6_565 5_666 ? O2 Ho2 O10 100.25(14) . 2_655 ? O2 Ho2 O10 146.69(12) 2_655 2_655 ? O12' Ho2 O10 134.4(3) 6_565 2_655 ? O12' Ho2 O10 67.4(3) 5_666 2_655 ? O2 Ho2 O10 146.69(12) . . ? O2 Ho2 O10 100.25(14) 2_655 . ? O12' Ho2 O10 67.4(3) 6_565 . ? O12' Ho2 O10 134.4(3) 5_666 . ? O10 Ho2 O10 86.9(2) 2_655 . ? O2 Ho2 O3 145.35(11) . 2_655 ? O2 Ho2 O3 76.31(12) 2_655 2_655 ? O12' Ho2 O3 122.0(4) 6_565 2_655 ? O12' Ho2 O3 69.7(4) 5_666 2_655 ? O10 Ho2 O3 76.46(13) 2_655 2_655 ? O10 Ho2 O3 67.96(12) . 2_655 ? O2 Ho2 O3 76.31(12) . . ? O2 Ho2 O3 145.35(11) 2_655 . ? O12' Ho2 O3 69.7(4) 6_565 . ? O12' Ho2 O3 122.0(4) 5_666 . ? O10 Ho2 O3 67.96(12) 2_655 . ? O10 Ho2 O3 76.46(13) . . ? O3 Ho2 O3 130.37(15) 2_655 . ? O2 Ho2 O12 73.4(3) . 2_655 ? O2 Ho2 O12 69.7(3) 2_655 2_655 ? O12' Ho2 O12 14.7(3) 6_565 2_655 ? O12' Ho2 O12 140.4(4) 5_666 2_655 ? O10 Ho2 O12 143.5(3) 2_655 2_655 ? O10 Ho2 O12 81.6(3) . 2_655 ? O3 Ho2 O12 128.8(3) 2_655 2_655 ? O3 Ho2 O12 75.7(3) . 2_655 ? O2 Ho2 O12 69.7(3) . . ? O2 Ho2 O12 73.4(3) 2_655 . ? O12' Ho2 O12 140.4(4) 6_565 . ? O12' Ho2 O12 14.7(3) 5_666 . ? O10 Ho2 O12 81.6(3) 2_655 . ? O10 Ho2 O12 143.5(3) . . ? O3 Ho2 O12 75.7(3) 2_655 . ? O3 Ho2 O12 128.8(3) . . ? O12 Ho2 O12 126.2(5) 2_655 . ? C4 O1 Ho1 126.0(3) . . ? C4 O2 Ho2 144.3(3) . . ? C5 O3 Ho2 149.3(3) . . ? C5 O4 Ho1 135.1(3) . 1_565 ? C11 O6 Ho1 145.1(4) . 6_556 ? C12 O7 Ho1 148.2(3) . 6_556 ? C12 O8 Ho1 127.4(3) . . ? Ho1 O9 H9A 121.9 . . ? Ho1 O9 H9B 120.3 . . ? H9A O9 H9B 102.4 . . ? Ho1 O9 H9C 100.3 . . ? H9A O9 H9C 56.8 . . ? H9B O9 H9C 71.0 . . ? Ho1 O9 H9D 127.0 . . ? H9A O9 H9D 55.3 . . ? H9B O9 H9D 110.3 . . ? H9C O9 H9D 110.4 . . ? Ho2 O10 H10A 114.8 . . ? Ho2 O10 H10B 124.8 . . ? H10A O10 H10B 110.2 . . ? H11A O11 H11B 108.6 . . ? H11A O11 H11C 109.5 . . ? H11B O11 H11C 95.6 . . ? O12' O12 C15 98(3) 5_666 5_666 ? O12' O12 C15 72(2) 5_666 . ? C15 O12 C15 26.7(19) 5_666 . ? O12' O12 Ho2 74(3) 5_666 . ? C15 O12 Ho2 168.4(14) 5_666 . ? C15 O12 Ho2 142.7(13) . . ? O12 O12' C15 79(3) 5_666 5_666 ? O12 O12' C15 52(2) 5_666 . ? C15 O12' C15 27.2(11) 5_666 . ? O12 O12' Ho2 91(3) 5_666 5_666 ? C15 O12' Ho2 161.4(14) 5_666 5_666 ? C15 O12' Ho2 143.0(12) . 5_666 ? C15 C15 O12 103(7) 5_666 5_666 ? C15 C15 O12' 79(6) 5_666 5_666 ? O12 C15 O12' 172(3) 5_666 5_666 ? C15 C15 O12' 74(5) 5_666 . ? O12 C15 O12' 29.8(14) 5_666 . ? O12' C15 O12' 152.8(11) 5_666 . ? C15 C15 O12 50(5) 5_666 . ? O12 C15 O12 153.3(19) 5_666 . ? O12' C15 O12 29.1(8) 5_666 . ? O12' C15 O12 124.1(11) . . ? C15 C15 H15A 166.3 5_666 . ? O12 C15 H15A 88.7 5_666 . ? O12' C15 H15A 88.9 5_666 . ? O12' C15 H15A 118.2 . . ? O12 C15 H15A 117.7 . . ? C3 N1 C1 106.2(4) . . ? C3 N1 Ho1 139.3(3) . . ? C1 N1 Ho1 114.5(3) . . ? C3 N2 C2 109.1(4) . . ? C3 N2 H2A 125.4 . . ? C2 N2 H2A 125.4 . . ? C10 N3 C9 105.4(4) . . ? C10 N3 Ho1 139.9(3) . . ? C9 N3 Ho1 113.5(3) . . ? C10 N4 C8 109.8(4) . . ? C10 N4 H4A 125.1 . . ? C8 N4 H4A 125.1 . . ? C2 C1 N1 109.3(4) . . ? C2 C1 C4 133.9(4) . . ? N1 C1 C4 116.8(4) . . ? C1 C2 N2 105.2(4) . . ? C1 C2 C5 135.9(4) . . ? N2 C2 C5 118.7(4) . . ? N1 C3 N2 110.1(4) . . ? N1 C3 C6 127.2(4) . . ? N2 C3 C6 122.7(4) . . ? O1 C4 O2 123.0(4) . . ? O1 C4 C1 117.0(4) . . ? O2 C4 C1 120.0(4) . . ? O3 C5 O4 125.6(4) . . ? O3 C5 C2 120.2(4) . . ? O4 C5 C2 114.2(4) . . ? C3 C6 C7 110.4(5) . . ? C3 C6 H6A 109.6 . . ? C7 C6 H6A 109.6 . . ? C3 C6 H6B 109.6 . . ? C7 C6 H6B 109.6 . . ? H6A C6 H6B 108.1 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N4 C8 C9 104.1(4) . . ? N4 C8 C11 120.4(4) . . ? C9 C8 C11 135.3(4) . . ? C8 C9 N3 109.9(4) . . ? C8 C9 C12 132.8(4) . . ? N3 C9 C12 117.2(4) . . ? N3 C10 N4 110.8(4) . . ? N3 C10 C13 126.4(5) . . ? N4 C10 C13 122.8(4) . . ? O6 C11 O5B 123.1(12) . . ? O6 C11 O5 123.1(11) . . ? O5B C11 O5 33(5) . . ? O6 C11 C8 119.4(5) . . ? O5B C11 C8 114(3) . . ? O5 C11 C8 115.1(15) . . ? O7 C12 O8 122.1(4) . . ? O7 C12 C9 122.6(4) . . ? O8 C12 C9 115.4(4) . . ? C14 C13 C10 113.3(6) . . ? C14 C13 H13A 108.9 . . ? C10 C13 H13A 108.9 . . ? C14 C13 H13B 108.9 . . ? C10 C13 H13B 108.9 . . ? H13A C13 H13B 107.7 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O6 Ho1 O1 C4 62.4(4) 6 . . . ? O7 Ho1 O1 C4 -49.6(4) 6 . . . ? O8 Ho1 O1 C4 158.3(4) . . . . ? O4 Ho1 O1 C4 -151.1(3) 1_545 . . . ? O9 Ho1 O1 C4 -105.9(4) . . . . ? N1 Ho1 O1 C4 2.0(4) . . . . ? N3 Ho1 O1 C4 89.6(4) . . . . ? O2 Ho2 O2 C4 86.7(6) 2_655 . . . ? O12' Ho2 O2 C4 9.6(6) 6_565 . . . ? O12' Ho2 O2 C4 171.5(6) 5_666 . . . ? O10 Ho2 O2 C4 -124.7(5) 2_655 . . . ? O10 Ho2 O2 C4 -24.6(7) . . . . ? O3 Ho2 O2 C4 154.3(5) 2_655 . . . ? O3 Ho2 O2 C4 -60.6(5) . . . . ? O12 Ho2 O2 C4 18.3(6) 2_655 . . . ? O12 Ho2 O2 C4 158.4(6) . . . . ? O2 Ho2 O3 C5 19.4(6) . . . . ? O2 Ho2 O3 C5 -52.8(7) 2_655 . . . ? O12' Ho2 O3 C5 -70.7(7) 6_565 . . . ? O12' Ho2 O3 C5 84.5(7) 5_666 . . . ? O10 Ho2 O3 C5 126.6(6) 2_655 . . . ? O10 Ho2 O3 C5 -141.2(6) . . . . ? O3 Ho2 O3 C5 174.1(6) 2_655 . . . ? O12 Ho2 O3 C5 -56.6(7) 2_655 . . . ? O12 Ho2 O3 C5 68.5(7) . . . . ? O6 Ho1 O8 C12 63.8(4) 6 . . . ? O7 Ho1 O8 C12 155.2(3) 6 . . . ? O4 Ho1 O8 C12 136.9(4) 1_545 . . . ? O1 Ho1 O8 C12 -79.2(3) . . . . ? O9 Ho1 O8 C12 -149.2(3) . . . . ? N1 Ho1 O8 C12 -49.2(4) . . . . ? N3 Ho1 O8 C12 2.0(3) . . . . ? O2 Ho2 O12 O12' 119(3) . . . 5_666 ? O2 Ho2 O12 O12' -143(3) 2_655 . . 5_666 ? O12' Ho2 O12 O12' 172.9(16) 6_565 . . 5_666 ? O10 Ho2 O12 O12' 14(2) 2_655 . . 5_666 ? O10 Ho2 O12 O12' -59(3) . . . 5_666 ? O3 Ho2 O12 O12' -64(2) 2_655 . . 5_666 ? O3 Ho2 O12 O12' 67(3) . . . 5_666 ? O12 Ho2 O12 O12' 168(3) 2_655 . . 5_666 ? O2 Ho2 O12 C15 164(8) . . . 5_666 ? O2 Ho2 O12 C15 -98(8) 2_655 . . 5_666 ? O12' Ho2 O12 C15 -141(8) 6_565 . . 5_666 ? O12' Ho2 O12 C15 46(7) 5_666 . . 5_666 ? O10 Ho2 O12 C15 60(8) 2_655 . . 5_666 ? O10 Ho2 O12 C15 -13(8) . . . 5_666 ? O3 Ho2 O12 C15 -18(8) 2_655 . . 5_666 ? O3 Ho2 O12 C15 113(8) . . . 5_666 ? O12 Ho2 O12 C15 -146(8) 2_655 . . 5_666 ? O2 Ho2 O12 C15 144(3) . . . . ? O2 Ho2 O12 C15 -118(3) 2_655 . . . ? O12' Ho2 O12 C15 -162(2) 6_565 . . . ? O12' Ho2 O12 C15 25(2) 5_666 . . . ? O10 Ho2 O12 C15 40(3) 2_655 . . . ? O10 Ho2 O12 C15 -33(3) . . . . ? O3 Ho2 O12 C15 -38(2) 2_655 . . . ? O3 Ho2 O12 C15 92(3) . . . . ? O12 Ho2 O12 C15 -166(3) 2_655 . . . ? O12 O12' C15 C15 164(6) 5_666 . . 5_666 ? Ho2 O12' C15 C15 150(4) 5_666 . . 5_666 ? C15 O12' C15 O12 -164(6) 5_666 . . 5_666 ? Ho2 O12' C15 O12 -14(3) 5_666 . . 5_666 ? O12 O12' C15 O12' 164(6) 5_666 . . 5_666 ? C15 O12' C15 O12' 0.000(9) 5_666 . . 5_666 ? Ho2 O12' C15 O12' 150(4) 5_666 . . 5_666 ? O12 O12' C15 O12 171(3) 5_666 . . . ? C15 O12' C15 O12 8(3) 5_666 . . . ? Ho2 O12' C15 O12 157.4(12) 5_666 . . . ? O12' O12 C15 C15 -163(6) 5_666 . . 5_666 ? Ho2 O12 C15 C15 171(4) . . . 5_666 ? O12' O12 C15 O12 -163(6) 5_666 . . 5_666 ? C15 O12 C15 O12 0.000(10) 5_666 . . 5_666 ? Ho2 O12 C15 O12 171(4) . . . 5_666 ? C15 O12 C15 O12' 163(6) 5_666 . . 5_666 ? Ho2 O12 C15 O12' -26(2) . . . 5_666 ? O12' O12 C15 O12' -173(3) 5_666 . . . ? C15 O12 C15 O12' -10(4) 5_666 . . . ? Ho2 O12 C15 O12' 161.5(11) . . . . ? O6 Ho1 N1 C3 27.8(5) 6 . . . ? O7 Ho1 N1 C3 -46.3(5) 6 . . . ? O8 Ho1 N1 C3 145.8(5) . . . . ? O4 Ho1 N1 C3 -46.4(6) 1_545 . . . ? O1 Ho1 N1 C3 177.5(5) . . . . ? O9 Ho1 N1 C3 -117.5(5) . . . . ? N3 Ho1 N1 C3 99.9(5) . . . . ? O6 Ho1 N1 C1 -151.6(3) 6 . . . ? O7 Ho1 N1 C1 134.3(3) 6 . . . ? O8 Ho1 N1 C1 -33.6(4) . . . . ? O4 Ho1 N1 C1 134.2(3) 1_545 . . . ? O1 Ho1 N1 C1 -1.9(3) . . . . ? O9 Ho1 N1 C1 63.1(3) . . . . ? N3 Ho1 N1 C1 -79.5(3) . . . . ? O6 Ho1 N3 C10 49.9(5) 6 . . . ? O7 Ho1 N3 C10 7.9(6) 6 . . . ? O8 Ho1 N3 C10 168.1(6) . . . . ? O4 Ho1 N3 C10 114.8(5) 1_545 . . . ? O1 Ho1 N3 C10 -114.0(5) . . . . ? O9 Ho1 N3 C10 -138.9(5) . . . . ? N1 Ho1 N3 C10 -47.1(5) . . . . ? O6 Ho1 N3 C9 -114.6(3) 6 . . . ? O7 Ho1 N3 C9 -156.7(3) 6 . . . ? O8 Ho1 N3 C9 3.6(3) . . . . ? O4 Ho1 N3 C9 -49.8(3) 1_545 . . . ? O1 Ho1 N3 C9 81.5(3) . . . . ? O9 Ho1 N3 C9 56.6(4) . . . . ? N1 Ho1 N3 C9 148.4(3) . . . . ? C3 N1 C1 C2 0.3(5) . . . . ? Ho1 N1 C1 C2 179.9(3) . . . . ? C3 N1 C1 C4 -177.7(4) . . . . ? Ho1 N1 C1 C4 1.9(5) . . . . ? N1 C1 C2 N2 -1.6(5) . . . . ? C4 C1 C2 N2 175.9(5) . . . . ? N1 C1 C2 C5 -176.8(5) . . . . ? C4 C1 C2 C5 0.7(10) . . . . ? C3 N2 C2 C1 2.3(6) . . . . ? C3 N2 C2 C5 178.5(4) . . . . ? C1 N1 C3 N2 1.1(5) . . . . ? Ho1 N1 C3 N2 -178.3(3) . . . . ? C1 N1 C3 C6 -179.6(5) . . . . ? Ho1 N1 C3 C6 0.9(9) . . . . ? C2 N2 C3 N1 -2.2(6) . . . . ? C2 N2 C3 C6 178.5(5) . . . . ? Ho1 O1 C4 O2 -179.1(3) . . . . ? Ho1 O1 C4 C1 -1.7(6) . . . . ? Ho2 O2 C4 O1 -128.5(5) . . . . ? Ho2 O2 C4 C1 54.2(7) . . . . ? C2 C1 C4 O1 -177.7(5) . . . . ? N1 C1 C4 O1 -0.4(6) . . . . ? C2 C1 C4 O2 -0.2(8) . . . . ? N1 C1 C4 O2 177.1(4) . . . . ? Ho2 O3 C5 O4 -174.2(4) . . . . ? Ho2 O3 C5 C2 7.6(9) . . . . ? Ho1 O4 C5 O3 18.8(7) 1_565 . . . ? Ho1 O4 C5 C2 -162.9(3) 1_565 . . . ? C1 C2 C5 O3 -21.4(9) . . . . ? N2 C2 C5 O3 163.9(4) . . . . ? C1 C2 C5 O4 160.2(5) . . . . ? N2 C2 C5 O4 -14.5(6) . . . . ? N1 C3 C6 C7 108.9(6) . . . . ? N2 C3 C6 C7 -71.9(6) . . . . ? C10 N4 C8 C9 -0.8(6) . . . . ? C10 N4 C8 C11 176.0(5) . . . . ? N4 C8 C9 N3 0.5(5) . . . . ? C11 C8 C9 N3 -175.5(6) . . . . ? N4 C8 C9 C12 178.0(5) . . . . ? C11 C8 C9 C12 2.0(10) . . . . ? C10 N3 C9 C8 0.0(5) . . . . ? Ho1 N3 C9 C8 169.7(3) . . . . ? C10 N3 C9 C12 -177.9(4) . . . . ? Ho1 N3 C9 C12 -8.2(5) . . . . ? C9 N3 C10 N4 -0.5(6) . . . . ? Ho1 N3 C10 N4 -165.8(4) . . . . ? C9 N3 C10 C13 -179.6(5) . . . . ? Ho1 N3 C10 C13 15.1(9) . . . . ? C8 N4 C10 N3 0.8(6) . . . . ? C8 N4 C10 C13 -180.0(5) . . . . ? Ho1 O6 C11 O5B 111(9) 6_556 . . . ? Ho1 O6 C11 O5 150(3) 6_556 . . . ? Ho1 O6 C11 C8 -48.4(9) 6_556 . . . ? N4 C8 C11 O6 -178.9(5) . . . . ? C9 C8 C11 O6 -3.4(10) . . . . ? N4 C8 C11 O5B 20(8) . . . . ? C9 C8 C11 O5B -164(8) . . . . ? N4 C8 C11 O5 -16(3) . . . . ? C9 C8 C11 O5 159(3) . . . . ? Ho1 O7 C12 O8 -163.9(4) 6_556 . . . ? Ho1 O7 C12 C9 17.3(8) 6_556 . . . ? Ho1 O8 C12 O7 174.0(3) . . . . ? Ho1 O8 C12 C9 -7.0(5) . . . . ? C8 C9 C12 O7 11.6(8) . . . . ? N3 C9 C12 O7 -171.0(4) . . . . ? C8 C9 C12 O8 -167.3(5) . . . . ? N3 C9 C12 O8 10.0(6) . . . . ? N3 C10 C13 C14 -111.5(7) . . . . ? N4 C10 C13 C14 69.5(8) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O9 H9B O11 0.82 2.29 3.095(6) 169.1 6 O9 H9D O11 0.82 1.92 2.706(6) 161.7 2_655 O9 H9C O3 0.82 2.30 3.057(5) 154.2 1_545 O9 H9D O11 0.82 1.92 2.706(6) 161.7 2_655 O10 H10A O8 0.82 2.06 2.863(5) 165.4 2_665 O10 H10B O9 0.82 2.56 3.251(6) 143.1 5_665 O11 H11A O1 0.82 2.17 2.923(5) 152.2 . O11 H11A O2 0.82 2.61 3.228(6) 133.7 . O11 H11B O9 0.82 2.22 2.706(6) 118.7 2_655 O11 H11C O12 0.82 2.43 3.127(11) 143.2 . N4 H4A O5B 0.86 1.90 2.74(3) 164.3 7_656 N4 H4A O5 0.86 1.93 2.76(2) 162.3 7_656 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.49 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.592 _refine_diff_density_min -0.651 _refine_diff_density_rms 0.117 # Attachment 'Sm.cif' data_a _database_code_depnum_ccdc_archive 'CCDC 842856' #TrackingRef 'Sm.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H37 N8 O24 Sm3' _chemical_formula_weight 1332.72 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 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 33.765(3) _cell_length_b 9.2778(9) _cell_length_c 13.2345(13) _cell_angle_alpha 90.00 _cell_angle_beta 92.1260(10) _cell_angle_gamma 90.00 _cell_volume 4143.1(7) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9968 _cell_measurement_theta_min 2.74 _cell_measurement_theta_max 28.20 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.137 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2580 _exptl_absorpt_coefficient_mu 4.296 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4804 _exptl_absorpt_correction_T_max 0.5119 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17257 _diffrn_reflns_av_R_equivalents 0.0232 _diffrn_reflns_av_sigmaI/netI 0.0206 _diffrn_reflns_limit_h_min -42 _diffrn_reflns_limit_h_max 43 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.28 _diffrn_reflns_theta_max 27.50 _reflns_number_total 4747 _reflns_number_gt 4642 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; 'There are 3 Uiso/Uij restrained atom sites, and 18 least-squares restraints used in the refinement' Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0354P)^2^+14.5105P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4747 _refine_ls_number_parameters 309 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.0228 _refine_ls_R_factor_gt 0.0220 _refine_ls_wR_factor_ref 0.0636 _refine_ls_wR_factor_gt 0.0631 _refine_ls_goodness_of_fit_ref 1.088 _refine_ls_restrained_S_all 1.086 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sm1 Sm 0.612464(4) 0.074675(15) 0.120809(10) 0.01532(6) Uani 1 1 d . . . Sm2 Sm 0.5000 0.62690(2) 0.2500 0.01924(6) Uani 1 2 d S . . O1 O 0.57270(8) 0.2399(3) 0.21451(19) 0.0326(5) Uani 1 1 d . . . O2 O 0.54952(9) 0.4536(3) 0.2555(2) 0.0400(7) Uani 1 1 d . . . O3 O 0.55340(7) 0.7355(3) 0.1595(2) 0.0351(6) Uani 1 1 d . . . O4 O 0.60548(8) 0.8240(3) 0.08127(19) 0.0318(5) Uani 1 1 d . . . O5 O 0.7313(2) 0.1037(10) 0.5638(4) 0.065(2) Uani 0.744(13) 1 d P A 1 O5B O 0.7163(6) 0.179(3) 0.5813(14) 0.065(2) Uani 0.256(13) 1 d P A 2 O6 O 0.67611(7) -0.0192(3) 0.57677(19) 0.0370(6) Uani 1 1 d . . . O7 O 0.60982(8) -0.0721(3) 0.44320(17) 0.0285(5) Uani 1 1 d . . . O8 O 0.60167(7) -0.0388(3) 0.27877(16) 0.0271(5) Uani 1 1 d . . . O9 O 0.54210(8) 0.0391(4) 0.0709(3) 0.0594(10) Uani 1 1 d . . . H9A H 0.5249 0.0319 0.1131 0.089 Uiso 0.50 1 d PR B 1 H9B H 0.5355 -0.0235 0.0292 0.089 Uiso 0.50 1 d PR B 1 H9C H 0.5375 -0.0366 0.1011 0.089 Uiso 0.50 1 d PR B 2 H9D H 0.5240 0.0972 0.0776 0.089 Uiso 0.50 1 d PR B 2 O10 O 0.46695(9) 0.8169(4) 0.1526(2) 0.0488(8) Uani 1 1 d . . . H10A H 0.4495 0.8599 0.1824 0.073 Uiso 1 1 d R . . H10B H 0.4612 0.8125 0.0914 0.073 Uiso 1 1 d R . . O11 O 0.52660(12) 0.1803(5) 0.3955(3) 0.0811(13) Uani 1 1 d . . . H11A H 0.5437 0.2151 0.3599 0.122 Uiso 1 1 d R . . H11B H 0.5082 0.1512 0.3583 0.122 Uiso 0.50 1 d PR C 1 H11C H 0.5140 0.2459 0.4215 0.122 Uiso 0.50 1 d PR D 2 O12 O 0.5030(3) 0.5042(8) 0.4166(6) 0.0367(17) Uani 0.50 1 d PU . . O12' O 0.4938(3) 0.4297(9) 0.5724(7) 0.0437(19) Uani 0.50 1 d PU . . C15 C 0.4977(4) 0.5270(10) 0.5094(9) 0.037(2) Uani 0.50 1 d PU . . H15A H 0.4989 0.6256 0.5328 0.044 Uiso 0.50 1 d PR . . N1 N 0.61787(8) 0.3425(3) 0.0679(2) 0.0235(5) Uani 1 1 d . . . N2 N 0.62735(9) 0.5628(3) 0.0138(2) 0.0297(6) Uani 1 1 d . . . H2A H 0.6368 0.6334 -0.0199 0.036 Uiso 1 1 calc R . . N3 N 0.65944(8) 0.1592(3) 0.2692(2) 0.0259(6) Uani 1 1 d . . . N4 N 0.70748(9) 0.2171(4) 0.3781(2) 0.0393(8) Uani 1 1 d . . . H4A H 0.7285 0.2581 0.4032 0.047 Uiso 1 1 calc R . . C1 C 0.59397(10) 0.4363(3) 0.1208(2) 0.0225(6) Uani 1 1 d . . . C2 C 0.59929(10) 0.5746(3) 0.0868(3) 0.0251(6) Uani 1 1 d . . . C3 C 0.63761(10) 0.4222(4) 0.0039(3) 0.0274(7) Uani 1 1 d . . . C4 C 0.56994(10) 0.3737(4) 0.2019(2) 0.0244(6) Uani 1 1 d . . . C5 C 0.58445(10) 0.7211(3) 0.1124(2) 0.0241(6) Uani 1 1 d . . . C6 C 0.66610(11) 0.3711(4) -0.0720(3) 0.0360(8) Uani 1 1 d . . . H6A H 0.6734 0.2719 -0.0574 0.043 Uiso 1 1 calc R . . H6B H 0.6900 0.4292 -0.0670 0.043 Uiso 1 1 calc R . . C7 C 0.64805(15) 0.3810(6) -0.1790(3) 0.0493(10) Uani 1 1 d . . . H7A H 0.6232 0.3305 -0.1825 0.074 Uiso 1 1 calc R . . H7B H 0.6658 0.3384 -0.2255 0.074 Uiso 1 1 calc R . . H7C H 0.6438 0.4804 -0.1964 0.074 Uiso 1 1 calc R . . C8 C 0.68432(10) 0.1194(4) 0.4278(2) 0.0298(7) Uani 1 1 d . A . C9 C 0.65404(9) 0.0864(3) 0.3591(2) 0.0225(6) Uani 1 1 d . . . C10 C 0.69201(10) 0.2378(4) 0.2842(3) 0.0336(8) Uani 1 1 d . . . C11 C 0.69715(12) 0.0689(5) 0.5324(3) 0.0430(10) Uani 1 1 d . . . C12 C 0.61981(9) -0.0140(3) 0.3626(2) 0.0198(5) Uani 1 1 d . . . C13 C 0.71047(13) 0.3366(6) 0.2090(3) 0.0488(11) Uani 1 1 d . . . H13A H 0.6921 0.3499 0.1518 0.059 Uiso 1 1 calc R . . H13B H 0.7150 0.4301 0.2402 0.059 Uiso 1 1 calc R . . C14 C 0.7485(2) 0.2814(9) 0.1722(6) 0.093(2) Uani 1 1 d . . . H14A H 0.7683 0.2842 0.2261 0.111 Uiso 1 1 calc R . . H14B H 0.7568 0.3403 0.1172 0.111 Uiso 1 1 calc R . . H14C H 0.7450 0.1838 0.1493 0.111 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sm1 0.01852(9) 0.01458(8) 0.01286(8) 0.00073(5) 0.00072(5) 0.00136(5) Sm2 0.01913(11) 0.01932(11) 0.01952(11) 0.000 0.00397(8) 0.000 O1 0.0404(14) 0.0207(12) 0.0378(13) 0.0033(10) 0.0178(11) 0.0051(10) O2 0.0518(16) 0.0327(14) 0.0369(14) 0.0095(11) 0.0225(12) 0.0193(12) O3 0.0314(13) 0.0222(12) 0.0529(16) -0.0044(11) 0.0178(11) -0.0022(10) O4 0.0390(13) 0.0182(11) 0.0391(13) -0.0023(10) 0.0149(11) -0.0042(10) O5 0.045(3) 0.093(5) 0.053(3) 0.033(3) -0.029(3) -0.041(3) O5B 0.045(3) 0.093(5) 0.053(3) 0.033(3) -0.029(3) -0.041(3) O6 0.0244(12) 0.0560(17) 0.0305(12) 0.0144(12) -0.0021(9) -0.0066(12) O7 0.0357(13) 0.0335(13) 0.0165(10) 0.0013(9) 0.0011(9) -0.0110(10) O8 0.0350(12) 0.0283(12) 0.0176(10) 0.0025(9) -0.0039(9) -0.0103(10) O9 0.0221(13) 0.0451(17) 0.111(3) -0.0304(19) 0.0003(15) -0.0001(12) O10 0.0445(16) 0.064(2) 0.0378(14) 0.0153(14) 0.0065(12) 0.0258(15) O11 0.056(2) 0.097(3) 0.092(3) 0.035(3) 0.012(2) -0.020(2) O12 0.047(3) 0.042(4) 0.020(3) 0.006(4) 0.006(2) 0.013(4) O12' 0.058(4) 0.046(5) 0.028(3) 0.009(4) 0.012(3) 0.015(4) C15 0.056(5) 0.033(7) 0.021(5) -0.005(5) -0.001(4) 0.017(5) N1 0.0303(14) 0.0164(12) 0.0242(12) -0.0015(10) 0.0068(10) 0.0032(10) N2 0.0378(16) 0.0201(14) 0.0323(15) 0.0020(11) 0.0140(13) -0.0009(11) N3 0.0256(13) 0.0288(14) 0.0233(13) 0.0034(11) -0.0002(10) -0.0075(11) N4 0.0302(15) 0.056(2) 0.0317(15) 0.0076(14) -0.0065(12) -0.0217(14) C1 0.0292(16) 0.0173(14) 0.0214(14) -0.0009(11) 0.0040(12) 0.0050(11) C2 0.0284(16) 0.0206(15) 0.0267(16) 0.0000(12) 0.0051(13) -0.0005(12) C3 0.0299(17) 0.0248(16) 0.0279(16) 0.0007(12) 0.0069(13) 0.0013(12) C4 0.0264(15) 0.0248(16) 0.0223(14) 0.0013(12) 0.0041(12) 0.0042(12) C5 0.0289(15) 0.0179(14) 0.0256(15) -0.0014(12) 0.0040(12) -0.0016(12) C6 0.0358(19) 0.0351(19) 0.0382(19) 0.0018(16) 0.0169(15) 0.0042(15) C7 0.054(3) 0.060(3) 0.035(2) -0.001(2) 0.0110(18) 0.002(2) C8 0.0265(16) 0.0400(19) 0.0229(15) 0.0024(14) -0.0006(12) -0.0113(14) C9 0.0215(14) 0.0257(16) 0.0205(14) -0.0009(11) 0.0013(11) -0.0018(11) C10 0.0277(17) 0.044(2) 0.0293(16) 0.0059(15) -0.0008(13) -0.0102(15) C11 0.037(2) 0.063(3) 0.0289(19) 0.0109(17) -0.0091(15) -0.0228(18) C12 0.0234(14) 0.0171(14) 0.0188(13) 0.0006(11) -0.0004(10) -0.0020(11) C13 0.040(2) 0.062(3) 0.044(2) 0.022(2) -0.0010(17) -0.018(2) C14 0.080(4) 0.104(6) 0.097(5) 0.022(4) 0.043(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 Sm1 O6 2.305(2) 6 ? Sm1 O7 2.349(2) 6 ? Sm1 O8 2.381(2) . ? Sm1 O4 2.393(2) 1_545 ? Sm1 O1 2.411(2) . ? Sm1 O9 2.465(3) . ? Sm1 N1 2.590(3) . ? Sm1 N3 2.600(3) . ? Sm2 O2 2.319(3) . ? Sm2 O2 2.319(3) 2_655 ? Sm2 O12' 2.410(9) 5_666 ? Sm2 O12' 2.410(9) 6_565 ? Sm2 O3 2.421(2) . ? Sm2 O3 2.421(2) 2_655 ? Sm2 O10 2.431(3) 2_655 ? Sm2 O10 2.431(3) . ? Sm2 O12 2.480(8) 2_655 ? Sm2 O12 2.480(8) . ? O1 C4 1.255(4) . ? O2 C4 1.251(4) . ? O3 C5 1.247(4) . ? O4 C5 1.268(4) . ? O4 Sm1 2.393(2) 1_565 ? O5 C11 1.254(6) . ? O5B C11 1.36(2) . ? O6 C11 1.245(5) . ? O6 Sm1 2.305(2) 6_556 ? O7 C12 1.252(4) . ? O7 Sm1 2.349(2) 6_556 ? O8 C12 1.269(4) . ? O9 H9A 0.8231 . ? O9 H9B 0.8258 . ? O9 H9C 0.8253 . ? O9 H9D 0.8232 . ? O10 H10A 0.8230 . ? O10 H10B 0.8266 . ? O11 H11A 0.8235 . ? O11 H11B 0.8245 . ? O11 H11C 0.8242 . ? O12 O12' 0.638(8) 5_666 ? O12 C15 1.023(14) 5_666 ? O12 C15 1.266(14) . ? O12' O12 0.638(8) 5_666 ? O12' C15 1.199(14) 5_666 ? O12' C15 1.239(17) . ? O12' Sm2 2.410(9) 5_666 ? C15 C15 0.583(12) 5_666 ? C15 O12 1.023(14) 5_666 ? C15 O12' 1.199(14) 5_666 ? C15 H15A 0.9664 . ? N1 C3 1.323(4) . ? N1 C1 1.393(4) . ? N2 C3 1.358(4) . ? N2 C2 1.382(4) . ? N2 H2A 0.8600 . ? N3 C10 1.328(4) . ? N3 C9 1.386(4) . ? N4 C10 1.344(5) . ? N4 C8 1.380(4) . ? N4 H4A 0.8600 . ? C1 C2 1.373(4) . ? C1 C4 1.488(4) . ? C2 C5 1.493(4) . ? C3 C6 1.493(5) . ? C6 C7 1.524(6) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 C9 1.377(4) . ? C8 C11 1.510(5) . ? C9 C12 1.486(4) . ? C10 C13 1.505(5) . ? C13 C14 1.482(8) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? 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 O6 Sm1 O7 75.29(9) 6 6 ? O6 Sm1 O8 107.33(9) 6 . ? O7 Sm1 O8 150.79(8) 6 . ? O6 Sm1 O4 79.23(10) 6 1_545 ? O7 Sm1 O4 76.80(9) 6 1_545 ? O8 Sm1 O4 75.24(8) . 1_545 ? O6 Sm1 O1 144.48(9) 6 . ? O7 Sm1 O1 121.32(8) 6 . ? O8 Sm1 O1 73.93(8) . . ? O4 Sm1 O1 132.68(8) 1_545 . ? O6 Sm1 O9 143.19(10) 6 . ? O7 Sm1 O9 74.32(12) 6 . ? O8 Sm1 O9 89.93(12) . . ? O4 Sm1 O9 74.03(10) 1_545 . ? O1 Sm1 O9 70.94(10) . . ? O6 Sm1 N1 94.01(10) 6 . ? O7 Sm1 N1 74.90(8) 6 . ? O8 Sm1 N1 132.56(8) . . ? O4 Sm1 N1 151.70(9) 1_545 . ? O1 Sm1 N1 64.87(8) . . ? O9 Sm1 N1 97.64(11) . . ? O6 Sm1 N3 73.14(9) 6 . ? O7 Sm1 N3 139.34(9) 6 . ? O8 Sm1 N3 65.10(8) . . ? O4 Sm1 N3 120.71(9) 1_545 . ? O1 Sm1 N3 75.85(9) . . ? O9 Sm1 N3 142.96(11) . . ? N1 Sm1 N3 82.40(9) . . ? O2 Sm2 O2 92.20(16) . 2_655 ? O2 Sm2 O12' 77.4(2) . 5_666 ? O2 Sm2 O12' 85.2(2) 2_655 5_666 ? O2 Sm2 O12' 85.2(2) . 6_565 ? O2 Sm2 O12' 77.4(2) 2_655 6_565 ? O12' Sm2 O12' 154.8(4) 5_666 6_565 ? O2 Sm2 O3 75.81(9) . . ? O2 Sm2 O3 145.33(9) 2_655 . ? O12' Sm2 O3 122.3(3) 5_666 . ? O12' Sm2 O3 69.4(2) 6_565 . ? O2 Sm2 O3 145.33(9) . 2_655 ? O2 Sm2 O3 75.81(9) 2_655 2_655 ? O12' Sm2 O3 69.4(2) 5_666 2_655 ? O12' Sm2 O3 122.3(3) 6_565 2_655 ? O3 Sm2 O3 130.80(12) . 2_655 ? O2 Sm2 O10 99.79(12) . 2_655 ? O2 Sm2 O10 146.72(9) 2_655 2_655 ? O12' Sm2 O10 67.6(2) 5_666 2_655 ? O12' Sm2 O10 134.2(2) 6_565 2_655 ? O3 Sm2 O10 67.95(9) . 2_655 ? O3 Sm2 O10 76.79(10) 2_655 2_655 ? O2 Sm2 O10 146.72(9) . . ? O2 Sm2 O10 99.78(12) 2_655 . ? O12' Sm2 O10 134.2(2) 5_666 . ? O12' Sm2 O10 67.6(2) 6_565 . ? O3 Sm2 O10 76.79(10) . . ? O3 Sm2 O10 67.95(9) 2_655 . ? O10 Sm2 O10 87.01(17) 2_655 . ? O2 Sm2 O12 73.5(2) . 2_655 ? O2 Sm2 O12 69.4(2) 2_655 2_655 ? O12' Sm2 O12 140.0(3) 5_666 2_655 ? O12' Sm2 O12 14.92(19) 6_565 2_655 ? O3 Sm2 O12 76.0(2) . 2_655 ? O3 Sm2 O12 128.6(2) 2_655 2_655 ? O10 Sm2 O12 143.8(2) 2_655 2_655 ? O10 Sm2 O12 81.9(2) . 2_655 ? O2 Sm2 O12 69.4(2) . . ? O2 Sm2 O12 73.5(2) 2_655 . ? O12' Sm2 O12 14.92(19) 5_666 . ? O12' Sm2 O12 140.0(3) 6_565 . ? O3 Sm2 O12 128.6(2) . . ? O3 Sm2 O12 76.0(2) 2_655 . ? O10 Sm2 O12 81.9(2) 2_655 . ? O10 Sm2 O12 143.8(2) . . ? O12 Sm2 O12 125.3(3) 2_655 . ? C4 O1 Sm1 126.9(2) . . ? C4 O2 Sm2 143.6(2) . . ? C5 O3 Sm2 149.1(2) . . ? C5 O4 Sm1 135.4(2) . 1_565 ? C11 O6 Sm1 145.0(3) . 6_556 ? C12 O7 Sm1 148.7(2) . 6_556 ? C12 O8 Sm1 127.1(2) . . ? Sm1 O9 H9A 121.7 . . ? Sm1 O9 H9B 120.6 . . ? H9A O9 H9B 102.5 . . ? Sm1 O9 H9C 100.4 . . ? H9A O9 H9C 56.8 . . ? H9B O9 H9C 71.0 . . ? Sm1 O9 H9D 126.6 . . ? H9A O9 H9D 55.5 . . ? H9B O9 H9D 110.4 . . ? H9C O9 H9D 110.6 . . ? Sm2 O10 H10A 114.8 . . ? Sm2 O10 H10B 124.8 . . ? H10A O10 H10B 110.3 . . ? H11A O11 H11B 108.4 . . ? H11A O11 H11C 109.4 . . ? H11B O11 H11C 95.9 . . ? O12' O12 C15 93.5(16) 5_666 5_666 ? O12' O12 C15 69.3(14) 5_666 . ? C15 O12 C15 26.9(9) 5_666 . ? O12' O12 Sm2 76.4(14) 5_666 . ? C15 O12 Sm2 168.5(7) 5_666 . ? C15 O12 Sm2 141.6(7) . . ? O12 O12' C15 80.8(15) 5_666 5_666 ? O12 O12' C15 55.5(13) 5_666 . ? C15 O12' C15 27.6(6) 5_666 . ? O12 O12' Sm2 88.7(15) 5_666 5_666 ? C15 O12' Sm2 159.6(10) 5_666 5_666 ? C15 O12' Sm2 143.9(8) . 5_666 ? C15 C15 O12 100(3) 5_666 5_666 ? C15 C15 O12' 80(3) 5_666 5_666 ? O12 C15 O12' 166.8(16) 5_666 5_666 ? C15 C15 O12' 72(2) 5_666 . ? O12 C15 O12' 31.0(6) 5_666 . ? O12' C15 O12' 152.4(6) 5_666 . ? C15 C15 O12 53(2) 5_666 . ? O12 C15 O12 153.1(8) 5_666 . ? O12' C15 O12 29.9(5) 5_666 . ? O12' C15 O12 123.6(7) . . ? C15 C15 H15A 159.9 5_666 . ? O12 C15 H15A 87.8 5_666 . ? O12' C15 H15A 87.9 5_666 . ? O12' C15 H15A 118.5 . . ? O12 C15 H15A 117.6 . . ? C3 N1 C1 106.7(3) . . ? C3 N1 Sm1 138.7(2) . . ? C1 N1 Sm1 114.55(19) . . ? C3 N2 C2 109.1(3) . . ? C3 N2 H2A 125.4 . . ? C2 N2 H2A 125.4 . . ? C10 N3 C9 105.9(3) . . ? C10 N3 Sm1 139.2(2) . . ? C9 N3 Sm1 113.92(19) . . ? C10 N4 C8 109.1(3) . . ? C10 N4 H4A 125.5 . . ? C8 N4 H4A 125.5 . . ? C2 C1 N1 109.5(3) . . ? C2 C1 C4 133.0(3) . . ? N1 C1 C4 117.4(3) . . ? C1 C2 N2 104.9(3) . . ? C1 C2 C5 136.7(3) . . ? N2 C2 C5 118.4(3) . . ? N1 C3 N2 109.8(3) . . ? N1 C3 C6 127.2(3) . . ? N2 C3 C6 122.9(3) . . ? O2 C4 O1 123.4(3) . . ? O2 C4 C1 120.3(3) . . ? O1 C4 C1 116.2(3) . . ? O3 C5 O4 125.0(3) . . ? O3 C5 C2 120.4(3) . . ? O4 C5 C2 114.6(3) . . ? C3 C6 C7 111.1(3) . . ? C3 C6 H6A 109.4 . . ? C7 C6 H6A 109.4 . . ? C3 C6 H6B 109.4 . . ? C7 C6 H6B 109.4 . . ? H6A C6 H6B 108.0 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C9 C8 N4 104.6(3) . . ? C9 C8 C11 135.8(3) . . ? N4 C8 C11 119.5(3) . . ? C8 C9 N3 109.9(3) . . ? C8 C9 C12 132.7(3) . . ? N3 C9 C12 117.4(3) . . ? N3 C10 N4 110.5(3) . . ? N3 C10 C13 126.6(3) . . ? N4 C10 C13 122.9(3) . . ? O6 C11 O5 123.2(4) . . ? O6 C11 O5B 122.6(8) . . ? O5 C11 O5B 40.0(9) . . ? O6 C11 C8 119.1(3) . . ? O5 C11 C8 117.0(4) . . ? O5B C11 C8 108.6(8) . . ? O7 C12 O8 122.0(3) . . ? O7 C12 C9 122.1(3) . . ? O8 C12 C9 115.9(3) . . ? C14 C13 C10 113.1(5) . . ? C14 C13 H13A 109.0 . . ? C10 C13 H13A 109.0 . . ? C14 C13 H13B 109.0 . . ? C10 C13 H13B 109.0 . . ? H13A C13 H13B 107.8 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O6 Sm1 O1 C4 59.4(4) 6 . . . ? O7 Sm1 O1 C4 -50.5(3) 6 . . . ? O8 Sm1 O1 C4 156.9(3) . . . . ? O4 Sm1 O1 C4 -151.9(3) 1_545 . . . ? O9 Sm1 O1 C4 -107.5(3) . . . . ? N1 Sm1 O1 C4 1.0(3) . . . . ? N3 Sm1 O1 C4 89.2(3) . . . . ? O2 Sm2 O2 C4 85.4(4) 2_655 . . . ? O12' Sm2 O2 C4 169.9(5) 5_666 . . . ? O12' Sm2 O2 C4 8.2(5) 6_565 . . . ? O3 Sm2 O2 C4 -61.7(4) . . . . ? O3 Sm2 O2 C4 153.3(4) 2_655 . . . ? O10 Sm2 O2 C4 -125.8(4) 2_655 . . . ? O10 Sm2 O2 C4 -26.2(6) . . . . ? O12 Sm2 O2 C4 17.6(5) 2_655 . . . ? O12 Sm2 O2 C4 156.8(5) . . . . ? O2 Sm2 O3 C5 20.2(5) . . . . ? O2 Sm2 O3 C5 -52.6(6) 2_655 . . . ? O12' Sm2 O3 C5 85.0(5) 5_666 . . . ? O12' Sm2 O3 C5 -70.0(5) 6_565 . . . ? O3 Sm2 O3 C5 174.7(5) 2_655 . . . ? O10 Sm2 O3 C5 127.1(5) 2_655 . . . ? O10 Sm2 O3 C5 -140.7(5) . . . . ? O12 Sm2 O3 C5 -56.0(5) 2_655 . . . ? O12 Sm2 O3 C5 68.4(5) . . . . ? O6 Sm1 O8 C12 63.3(3) 6 . . . ? O7 Sm1 O8 C12 154.0(2) 6 . . . ? O4 Sm1 O8 C12 136.7(3) 1_545 . . . ? O1 Sm1 O8 C12 -79.6(3) . . . . ? O9 Sm1 O8 C12 -149.8(3) . . . . ? N1 Sm1 O8 C12 -49.4(3) . . . . ? N3 Sm1 O8 C12 1.9(3) . . . . ? O2 Sm2 O12 O12' 120.4(16) . . . 5_666 ? O2 Sm2 O12 O12' -140.7(16) 2_655 . . 5_666 ? O12' Sm2 O12 O12' 174.4(10) 6_565 . . 5_666 ? O3 Sm2 O12 O12' 69.8(16) . . . 5_666 ? O3 Sm2 O12 O12' -61.7(15) 2_655 . . 5_666 ? O10 Sm2 O12 O12' 16.7(15) 2_655 . . 5_666 ? O10 Sm2 O12 O12' -56.8(17) . . . 5_666 ? O12 Sm2 O12 O12' 170.6(17) 2_655 . . 5_666 ? O2 Sm2 O12 C15 149(5) . . . 5_666 ? O2 Sm2 O12 C15 -112(5) 2_655 . . 5_666 ? O12' Sm2 O12 C15 29(5) 5_666 . . 5_666 ? O12' Sm2 O12 C15 -157(5) 6_565 . . 5_666 ? O3 Sm2 O12 C15 99(5) . . . 5_666 ? O3 Sm2 O12 C15 -33(5) 2_655 . . 5_666 ? O10 Sm2 O12 C15 45(5) 2_655 . . 5_666 ? O10 Sm2 O12 C15 -28(5) . . . 5_666 ? O12 Sm2 O12 C15 -161(5) 2_655 . . 5_666 ? O2 Sm2 O12 C15 147.3(15) . . . . ? O2 Sm2 O12 C15 -113.8(14) 2_655 . . . ? O12' Sm2 O12 C15 27.0(14) 5_666 . . . ? O12' Sm2 O12 C15 -158.7(12) 6_565 . . . ? O3 Sm2 O12 C15 96.8(14) . . . . ? O3 Sm2 O12 C15 -34.7(14) 2_655 . . . ? O10 Sm2 O12 C15 43.6(14) 2_655 . . . ? O10 Sm2 O12 C15 -29.8(16) . . . . ? O12 Sm2 O12 C15 -162.4(15) 2_655 . . . ? O12 O12' C15 C15 154(3) 5_666 . . 5_666 ? Sm2 O12' C15 C15 144(2) 5_666 . . 5_666 ? C15 O12' C15 O12 -154(3) 5_666 . . 5_666 ? Sm2 O12' C15 O12 -9.4(14) 5_666 . . 5_666 ? O12 O12' C15 O12' 154(3) 5_666 . . 5_666 ? C15 O12' C15 O12' 0.000(11) 5_666 . . 5_666 ? Sm2 O12' C15 O12' 144(2) 5_666 . . 5_666 ? O12 O12' C15 O12 166.5(17) 5_666 . . . ? C15 O12' C15 O12 12.8(17) 5_666 . . . ? Sm2 O12' C15 O12 157.1(7) 5_666 . . . ? O12' O12 C15 C15 -153(4) 5_666 . . 5_666 ? O12' O12 C15 O12 -153(4) 5_666 . . 5_666 ? C15 O12 C15 O12 0.000(13) 5_666 . . 5_666 ? C15 O12 C15 O12' 153(4) 5_666 . . 5_666 ? Sm2 O12 C15 O12' -28.1(14) . . . 5_666 ? O12' O12 C15 O12' -168.1(15) 5_666 . . . ? C15 O12 C15 O12' -15(2) 5_666 . . . ? Sm2 O12 C15 O12' 163.8(7) . . . . ? O6 Sm1 N1 C3 27.0(4) 6 . . . ? O7 Sm1 N1 C3 -46.6(3) 6 . . . ? O8 Sm1 N1 C3 145.0(3) . . . . ? O4 Sm1 N1 C3 -47.6(4) 1_545 . . . ? O1 Sm1 N1 C3 177.3(4) . . . . ? O9 Sm1 N1 C3 -118.0(4) . . . . ? N3 Sm1 N1 C3 99.4(4) . . . . ? O6 Sm1 N1 C1 -151.9(2) 6 . . . ? O7 Sm1 N1 C1 134.5(2) 6 . . . ? O8 Sm1 N1 C1 -33.9(3) . . . . ? O4 Sm1 N1 C1 133.5(2) 1_545 . . . ? O1 Sm1 N1 C1 -1.6(2) . . . . ? O9 Sm1 N1 C1 63.1(2) . . . . ? N3 Sm1 N1 C1 -79.5(2) . . . . ? O6 Sm1 N3 C10 50.9(4) 6 . . . ? O7 Sm1 N3 C10 10.4(5) 6 . . . ? O8 Sm1 N3 C10 169.9(4) . . . . ? O4 Sm1 N3 C10 116.9(4) 1_545 . . . ? O1 Sm1 N3 C10 -111.5(4) . . . . ? O9 Sm1 N3 C10 -138.3(4) . . . . ? N1 Sm1 N3 C10 -45.6(4) . . . . ? O6 Sm1 N3 C9 -115.7(2) 6 . . . ? O7 Sm1 N3 C9 -156.22(19) 6 . . . ? O8 Sm1 N3 C9 3.2(2) . . . . ? O4 Sm1 N3 C9 -49.7(2) 1_545 . . . ? O1 Sm1 N3 C9 81.8(2) . . . . ? O9 Sm1 N3 C9 55.1(3) . . . . ? N1 Sm1 N3 C9 147.7(2) . . . . ? C3 N1 C1 C2 0.6(4) . . . . ? Sm1 N1 C1 C2 179.9(2) . . . . ? C3 N1 C1 C4 -177.0(3) . . . . ? Sm1 N1 C1 C4 2.2(4) . . . . ? N1 C1 C2 N2 -1.1(4) . . . . ? C4 C1 C2 N2 176.1(4) . . . . ? N1 C1 C2 C5 -177.5(4) . . . . ? C4 C1 C2 C5 -0.3(7) . . . . ? C3 N2 C2 C1 1.1(4) . . . . ? C3 N2 C2 C5 178.3(3) . . . . ? C1 N1 C3 N2 0.1(4) . . . . ? Sm1 N1 C3 N2 -178.9(2) . . . . ? C1 N1 C3 C6 -177.9(4) . . . . ? Sm1 N1 C3 C6 3.2(6) . . . . ? C2 N2 C3 N1 -0.8(4) . . . . ? C2 N2 C3 C6 177.3(3) . . . . ? Sm2 O2 C4 O1 -126.8(4) . . . . ? Sm2 O2 C4 C1 55.8(6) . . . . ? Sm1 O1 C4 O2 -177.9(3) . . . . ? Sm1 O1 C4 C1 -0.3(4) . . . . ? C2 C1 C4 O2 -0.8(6) . . . . ? N1 C1 C4 O2 176.2(3) . . . . ? C2 C1 C4 O1 -178.4(4) . . . . ? N1 C1 C4 O1 -1.4(5) . . . . ? Sm2 O3 C5 O4 -174.7(3) . . . . ? Sm2 O3 C5 C2 6.4(7) . . . . ? Sm1 O4 C5 O3 18.8(6) 1_565 . . . ? Sm1 O4 C5 C2 -162.2(2) 1_565 . . . ? C1 C2 C5 O3 -20.2(6) . . . . ? N2 C2 C5 O3 163.7(3) . . . . ? C1 C2 C5 O4 160.8(4) . . . . ? N2 C2 C5 O4 -15.3(5) . . . . ? N1 C3 C6 C7 107.0(4) . . . . ? N2 C3 C6 C7 -70.7(5) . . . . ? C10 N4 C8 C9 -1.3(5) . . . . ? C10 N4 C8 C11 175.4(4) . . . . ? N4 C8 C9 N3 1.7(4) . . . . ? C11 C8 C9 N3 -174.2(5) . . . . ? N4 C8 C9 C12 178.0(4) . . . . ? C11 C8 C9 C12 2.2(8) . . . . ? C10 N3 C9 C8 -1.5(4) . . . . ? Sm1 N3 C9 C8 169.5(2) . . . . ? C10 N3 C9 C12 -178.4(3) . . . . ? Sm1 N3 C9 C12 -7.5(4) . . . . ? C9 N3 C10 N4 0.6(4) . . . . ? Sm1 N3 C10 N4 -166.7(3) . . . . ? C9 N3 C10 C13 180.0(4) . . . . ? Sm1 N3 C10 C13 12.7(7) . . . . ? C8 N4 C10 N3 0.4(5) . . . . ? C8 N4 C10 C13 -179.0(4) . . . . ? Sm1 O6 C11 O5 142.4(7) 6_556 . . . ? Sm1 O6 C11 O5B 94.4(14) 6_556 . . . ? Sm1 O6 C11 C8 -47.7(7) 6_556 . . . ? C9 C8 C11 O6 -4.6(8) . . . . ? N4 C8 C11 O6 180.0(4) . . . . ? C9 C8 C11 O5 165.8(7) . . . . ? N4 C8 C11 O5 -9.5(8) . . . . ? C9 C8 C11 O5B -151.6(12) . . . . ? N4 C8 C11 O5B 33.1(13) . . . . ? Sm1 O7 C12 O8 -162.5(3) 6_556 . . . ? Sm1 O7 C12 C9 18.5(6) 6_556 . . . ? Sm1 O8 C12 O7 174.5(2) . . . . ? Sm1 O8 C12 C9 -6.5(4) . . . . ? C8 C9 C12 O7 12.1(6) . . . . ? N3 C9 C12 O7 -171.8(3) . . . . ? C8 C9 C12 O8 -166.9(4) . . . . ? N3 C9 C12 O8 9.2(4) . . . . ? N3 C10 C13 C14 -109.7(6) . . . . ? N4 C10 C13 C14 69.5(7) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N4 H4A O5 0.86 1.91 2.740(6) 162.9 7_656 N4 H4A O5B 0.86 1.96 2.781(15) 160.1 7_656 O11 H11C O12 0.82 2.43 3.124(9) 143.1 . O11 H11B O9 0.82 2.23 2.715(5) 118.1 2_655 O11 H11A O2 0.82 2.62 3.250(5) 134.4 . O11 H11A O1 0.82 2.20 2.957(5) 152.1 . O10 H10B O9 0.83 2.55 3.249(5) 143.1 5_665 O10 H10A O8 0.82 2.05 2.853(4) 165.1 2_665 O9 H9D O11 0.82 1.92 2.715(5) 162.5 2_655 O9 H9C O3 0.83 2.31 3.070(5) 153.7 1_545 O9 H9D O11 0.82 1.92 2.715(5) 162.5 2_655 O9 H9B O11 0.83 2.30 3.116(5) 169.1 6 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.036 _refine_diff_density_min -1.104 _refine_diff_density_rms 0.095 data_Dy _database_code_depnum_ccdc_archive 'CCDC 842857' #TrackingRef 'Dy.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H37 Dy3 N8 O24' _chemical_formula_weight 1369.17 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Dy Dy -0.1892 4.4098 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 33.699(3) _cell_length_b 9.1979(8) _cell_length_c 13.1040(12) _cell_angle_alpha 90.00 _cell_angle_beta 92.1170(10) _cell_angle_gamma 90.00 _cell_volume 4058.9(6) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9910 _cell_measurement_theta_min 2.42 _cell_measurement_theta_max 28.24 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.241 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2628 _exptl_absorpt_coefficient_mu 5.567 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3608 _exptl_absorpt_correction_T_max 0.4889 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 17331 _diffrn_reflns_av_R_equivalents 0.0207 _diffrn_reflns_av_sigmaI/netI 0.0189 _diffrn_reflns_limit_h_min -43 _diffrn_reflns_limit_h_max 43 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.42 _diffrn_reflns_theta_max 27.50 _reflns_number_total 4644 _reflns_number_gt 4483 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; 'There are 3 Uiso/Uij restrained atom sites, and 18 least-squares restraints used in the refinement' Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0391P)^2^+21.5407P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4644 _refine_ls_number_parameters 309 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.0249 _refine_ls_R_factor_gt 0.0236 _refine_ls_wR_factor_ref 0.0696 _refine_ls_wR_factor_gt 0.0688 _refine_ls_goodness_of_fit_ref 1.091 _refine_ls_restrained_S_all 1.089 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Dy1 Dy 0.611806(5) 0.074016(18) 0.120829(12) 0.01431(6) Uani 1 1 d . . . Dy2 Dy 0.5000 0.62527(3) 0.2500 0.01813(7) Uani 1 2 d S . . O1 O 0.57234(9) 0.2366(3) 0.2153(2) 0.0274(6) Uani 1 1 d . . . O2 O 0.54826(10) 0.4516(3) 0.2553(2) 0.0354(8) Uani 1 1 d . . . O3 O 0.55255(9) 0.7345(3) 0.1595(3) 0.0316(7) Uani 1 1 d . . . O4 O 0.60494(9) 0.8251(3) 0.0813(2) 0.0271(6) Uani 1 1 d . . . O5 O 0.7300(3) 0.1056(14) 0.5661(6) 0.059(3) Uani 0.74(2) 1 d P A 1 O5B O 0.7170(8) 0.177(4) 0.5811(18) 0.059(3) Uani 0.26(2) 1 d P A 2 O6 O 0.67470(9) -0.0177(4) 0.5786(2) 0.0317(7) Uani 1 1 d . . . O7 O 0.60867(9) -0.0717(3) 0.4439(2) 0.0238(6) Uani 1 1 d . . . O8 O 0.60085(9) -0.0395(3) 0.2776(2) 0.0228(6) Uani 1 1 d . . . O9 O 0.54278(10) 0.0389(4) 0.0710(4) 0.0521(11) Uani 1 1 d . . . H9A H 0.5256 0.0318 0.1133 0.078 Uiso 0.50 1 d PR B 1 H9B H 0.5361 -0.0236 0.0293 0.078 Uiso 0.50 1 d PR B 1 H9C H 0.5382 -0.0367 0.1012 0.078 Uiso 0.50 1 d PR B 2 H9D H 0.5247 0.0971 0.0778 0.078 Uiso 0.50 1 d PR B 2 O10 O 0.46753(11) 0.8130(4) 0.1537(3) 0.0447(9) Uani 1 1 d . . . H10A H 0.4501 0.8560 0.1834 0.067 Uiso 1 1 d R . . H10B H 0.4618 0.8086 0.0925 0.067 Uiso 1 1 d R . . O11 O 0.52636(13) 0.1778(6) 0.3957(4) 0.0711(14) Uani 1 1 d . . . H11A H 0.5434 0.2126 0.3601 0.107 Uiso 1 1 d R . . H11B H 0.5079 0.1487 0.3585 0.107 Uiso 0.50 1 d PR C 1 H11C H 0.5138 0.2434 0.4217 0.107 Uiso 0.50 1 d PR D 2 O12 O 0.5033(3) 0.5055(9) 0.4165(7) 0.0295(18) Uani 0.50 1 d PU . . O12' O 0.4936(3) 0.4291(10) 0.5739(8) 0.037(2) Uani 0.50 1 d PU . . C15 C 0.4979(5) 0.5272(14) 0.5095(12) 0.034(3) Uani 0.50 1 d PU . . H15A H 0.4992 0.6258 0.5329 0.041 Uiso 0.50 1 d PR . . N1 N 0.61733(10) 0.3394(3) 0.0673(2) 0.0192(6) Uani 1 1 d . . . N2 N 0.62669(11) 0.5615(4) 0.0124(3) 0.0267(8) Uani 1 1 d . . . H2A H 0.6362 0.6328 -0.0213 0.032 Uiso 1 1 calc R . . N3 N 0.65849(10) 0.1612(4) 0.2681(2) 0.0227(7) Uani 1 1 d . . . N4 N 0.70671(11) 0.2190(5) 0.3779(3) 0.0333(9) Uani 1 1 d . . . H4A H 0.7278 0.2602 0.4031 0.040 Uiso 1 1 calc R . . C1 C 0.59335(12) 0.4345(4) 0.1199(3) 0.0193(7) Uani 1 1 d . . . C2 C 0.59858(12) 0.5731(4) 0.0855(3) 0.0216(8) Uani 1 1 d . . . C3 C 0.63703(13) 0.4190(4) 0.0020(3) 0.0248(8) Uani 1 1 d . . . C4 C 0.56914(12) 0.3713(4) 0.2020(3) 0.0215(8) Uani 1 1 d . . . C5 C 0.58395(12) 0.7207(4) 0.1117(3) 0.0206(7) Uani 1 1 d . . . C6 C 0.66571(14) 0.3669(5) -0.0733(3) 0.0315(9) Uani 1 1 d . . . H6A H 0.6727 0.2666 -0.0586 0.038 Uiso 1 1 calc R . . H6B H 0.6898 0.4246 -0.0674 0.038 Uiso 1 1 calc R . . C7 C 0.64806(18) 0.3782(7) -0.1819(4) 0.0454(13) Uani 1 1 d . . . H7A H 0.6233 0.3269 -0.1865 0.068 Uiso 1 1 calc R . . H7B H 0.6661 0.3362 -0.2286 0.068 Uiso 1 1 calc R . . H7C H 0.6437 0.4786 -0.1990 0.068 Uiso 1 1 calc R . . C8 C 0.68337(12) 0.1221(5) 0.4283(3) 0.0258(8) Uani 1 1 d . A . C9 C 0.65305(11) 0.0879(4) 0.3586(3) 0.0197(7) Uani 1 1 d . . . C10 C 0.69132(13) 0.2391(5) 0.2827(3) 0.0293(9) Uani 1 1 d . . . C11 C 0.69603(15) 0.0710(6) 0.5341(4) 0.0383(12) Uani 1 1 d . . . C12 C 0.61895(11) -0.0135(4) 0.3625(3) 0.0172(7) Uani 1 1 d . . . C13 C 0.70990(15) 0.3376(7) 0.2067(4) 0.0445(13) Uani 1 1 d . . . H13A H 0.6915 0.3505 0.1488 0.053 Uiso 1 1 calc R . . H13B H 0.7143 0.4321 0.2379 0.053 Uiso 1 1 calc R . . C14 C 0.7477(2) 0.2829(10) 0.1700(7) 0.085(3) Uani 1 1 d . . . H14A H 0.7679 0.2911 0.2234 0.102 Uiso 1 1 calc R . . H14B H 0.7553 0.3390 0.1121 0.102 Uiso 1 1 calc R . . H14C H 0.7448 0.1827 0.1505 0.102 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Dy1 0.01785(10) 0.01275(10) 0.01235(9) 0.00090(5) 0.00070(6) 0.00137(6) Dy2 0.01882(13) 0.01645(13) 0.01935(12) 0.000 0.00385(9) 0.000 O1 0.0340(16) 0.0172(14) 0.0319(15) 0.0025(12) 0.0140(13) 0.0043(12) O2 0.047(2) 0.0273(17) 0.0336(16) 0.0072(13) 0.0218(15) 0.0180(14) O3 0.0288(16) 0.0191(14) 0.0481(19) -0.0043(13) 0.0163(14) -0.0006(12) O4 0.0345(16) 0.0150(13) 0.0326(15) -0.0012(12) 0.0121(12) -0.0033(12) O5 0.047(5) 0.079(7) 0.049(3) 0.032(4) -0.030(3) -0.040(4) O5B 0.047(5) 0.079(7) 0.049(3) 0.032(4) -0.030(3) -0.040(4) O6 0.0214(14) 0.047(2) 0.0267(15) 0.0127(14) -0.0006(11) -0.0059(14) O7 0.0301(16) 0.0271(15) 0.0141(12) 0.0022(10) 0.0004(11) -0.0078(11) O8 0.0307(15) 0.0214(14) 0.0158(12) 0.0011(11) -0.0043(11) -0.0090(11) O9 0.0236(16) 0.038(2) 0.095(3) -0.026(2) 0.0012(18) -0.0003(15) O10 0.044(2) 0.057(2) 0.0340(17) 0.0146(17) 0.0085(15) 0.0235(18) O11 0.048(2) 0.092(4) 0.073(3) 0.032(3) 0.010(2) -0.020(2) O12 0.039(4) 0.031(5) 0.018(4) 0.007(4) 0.005(3) 0.009(4) O12' 0.052(5) 0.033(5) 0.027(4) 0.009(5) 0.004(3) 0.013(5) C15 0.048(5) 0.034(9) 0.020(6) -0.003(6) -0.002(4) 0.012(7) N1 0.0265(16) 0.0113(14) 0.0201(14) -0.0019(12) 0.0058(12) 0.0010(12) N2 0.035(2) 0.0151(16) 0.0308(18) 0.0015(13) 0.0148(16) -0.0005(13) N3 0.0240(16) 0.0248(17) 0.0193(15) 0.0034(13) 0.0017(13) -0.0063(13) N4 0.0261(18) 0.048(2) 0.0258(17) 0.0069(16) -0.0042(14) -0.0174(17) C1 0.026(2) 0.0135(17) 0.0183(17) 0.0012(13) 0.0059(15) 0.0073(14) C2 0.028(2) 0.0161(19) 0.0211(18) -0.0018(14) 0.0054(16) -0.0005(14) C3 0.029(2) 0.0187(19) 0.027(2) 0.0009(15) 0.0058(17) 0.0022(15) C4 0.0254(19) 0.0208(19) 0.0185(17) 0.0006(14) 0.0045(15) 0.0024(15) C5 0.031(2) 0.0113(16) 0.0195(17) -0.0006(13) 0.0023(15) 0.0004(14) C6 0.033(2) 0.029(2) 0.034(2) 0.0011(18) 0.0147(18) 0.0040(18) C7 0.053(3) 0.052(3) 0.032(2) -0.004(2) 0.010(2) 0.002(3) C8 0.0219(19) 0.034(2) 0.0216(19) 0.0014(17) -0.0005(15) -0.0089(17) C9 0.0184(18) 0.0230(19) 0.0177(17) -0.0015(14) 0.0010(14) -0.0026(14) C10 0.024(2) 0.037(2) 0.027(2) 0.0063(18) 0.0005(16) -0.0073(18) C11 0.033(2) 0.056(3) 0.025(2) 0.009(2) -0.0072(19) -0.020(2) C12 0.0204(17) 0.0129(17) 0.0182(16) 0.0009(13) -0.0028(13) 0.0007(13) C13 0.037(3) 0.057(3) 0.040(3) 0.018(2) 0.000(2) -0.016(2) C14 0.076(5) 0.094(6) 0.087(6) 0.018(5) 0.040(4) 0.004(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 Dy1 O6 2.270(3) 6 ? Dy1 O7 2.318(3) 6 ? Dy1 O8 2.346(3) . ? Dy1 O4 2.357(3) 1_545 ? Dy1 O1 2.378(3) . ? Dy1 O9 2.414(3) . ? Dy1 N1 2.548(3) . ? Dy1 N3 2.573(3) . ? Dy2 O2 2.279(3) 2_655 ? Dy2 O2 2.279(3) . ? Dy2 O12' 2.363(11) 5_666 ? Dy2 O12' 2.363(11) 6_565 ? Dy2 O10 2.382(3) 2_655 ? Dy2 O10 2.382(3) . ? Dy2 O3 2.389(3) 2_655 ? Dy2 O3 2.389(3) . ? Dy2 O12 2.443(9) 2_655 ? Dy2 O12 2.443(9) . ? O1 C4 1.256(5) . ? O2 C4 1.251(5) . ? O3 C5 1.255(5) . ? O4 C5 1.265(5) . ? O4 Dy1 2.357(3) 1_565 ? O5 C11 1.246(8) . ? O5B C11 1.34(2) . ? O6 C11 1.246(6) . ? O6 Dy1 2.270(3) 6_556 ? O7 C12 1.253(4) . ? O7 Dy1 2.318(3) 6_556 ? O8 C12 1.272(4) . ? O9 H9A 0.8183 . ? O9 H9B 0.8187 . ? O9 H9C 0.8181 . ? O9 H9D 0.8191 . ? O10 H10A 0.8185 . ? O10 H10B 0.8188 . ? O11 H11A 0.8187 . ? O11 H11B 0.8201 . ? O11 H11C 0.8184 . ? O12 O12' 0.623(9) 5_666 ? O12 C15 1.017(18) 5_666 ? O12 C15 1.254(19) . ? O12' O12 0.623(9) 5_666 ? O12' C15 1.208(19) 5_666 ? O12' C15 1.25(2) . ? O12' Dy2 2.363(11) 5_666 ? C15 C15 0.578(16) 5_666 ? C15 O12 1.017(18) 5_666 ? C15 O12' 1.208(19) 5_666 ? C15 H15A 0.9579 . ? N1 C3 1.324(5) . ? N1 C1 1.391(5) . ? N2 C3 1.364(5) . ? N2 C2 1.375(5) . ? N2 H2A 0.8600 . ? N3 C10 1.326(5) . ? N3 C9 1.383(5) . ? N4 C10 1.345(5) . ? N4 C8 1.374(5) . ? N4 H4A 0.8600 . ? C1 C2 1.366(5) . ? C1 C4 1.492(5) . ? C2 C5 1.489(5) . ? C3 C6 1.486(6) . ? C6 C7 1.526(7) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 C9 1.381(5) . ? C8 C11 1.511(6) . ? C9 C12 1.482(5) . ? C10 C13 1.500(6) . ? C13 C14 1.468(9) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? 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 O6 Dy1 O7 76.26(10) 6 6 ? O6 Dy1 O8 106.88(11) 6 . ? O7 Dy1 O8 150.38(10) 6 . ? O6 Dy1 O4 79.03(11) 6 1_545 ? O7 Dy1 O4 76.75(10) 6 1_545 ? O8 Dy1 O4 75.07(10) . 1_545 ? O6 Dy1 O1 144.63(11) 6 . ? O7 Dy1 O1 121.38(10) 6 . ? O8 Dy1 O1 73.45(10) . . ? O4 Dy1 O1 132.27(10) 1_545 . ? O6 Dy1 O9 143.36(12) 6 . ? O7 Dy1 O9 73.76(13) 6 . ? O8 Dy1 O9 89.77(14) . . ? O4 Dy1 O9 74.04(12) 1_545 . ? O1 Dy1 O9 70.91(12) . . ? O6 Dy1 N1 94.20(12) 6 . ? O7 Dy1 N1 74.61(10) 6 . ? O8 Dy1 N1 133.07(10) . . ? O4 Dy1 N1 151.36(10) 1_545 . ? O1 Dy1 N1 65.74(10) . . ? O9 Dy1 N1 97.65(13) . . ? O6 Dy1 N3 72.76(11) 6 . ? O7 Dy1 N3 139.24(10) 6 . ? O8 Dy1 N3 66.02(10) . . ? O4 Dy1 N3 121.33(11) 1_545 . ? O1 Dy1 N3 75.63(11) . . ? O9 Dy1 N3 143.21(13) . . ? N1 Dy1 N3 81.88(11) . . ? O2 Dy2 O2 90.99(19) 2_655 . ? O2 Dy2 O12' 85.5(3) 2_655 5_666 ? O2 Dy2 O12' 77.5(3) . 5_666 ? O2 Dy2 O12' 77.5(3) 2_655 6_565 ? O2 Dy2 O12' 85.5(3) . 6_565 ? O12' Dy2 O12' 155.6(4) 5_666 6_565 ? O2 Dy2 O10 146.93(11) 2_655 2_655 ? O2 Dy2 O10 100.29(14) . 2_655 ? O12' Dy2 O10 67.2(3) 5_666 2_655 ? O12' Dy2 O10 134.0(2) 6_565 2_655 ? O2 Dy2 O10 100.29(14) 2_655 . ? O2 Dy2 O10 146.93(11) . . ? O12' Dy2 O10 134.0(2) 5_666 . ? O12' Dy2 O10 67.2(3) 6_565 . ? O10 Dy2 O10 87.0(2) 2_655 . ? O2 Dy2 O3 76.62(11) 2_655 2_655 ? O2 Dy2 O3 145.15(11) . 2_655 ? O12' Dy2 O3 69.3(3) 5_666 2_655 ? O12' Dy2 O3 122.1(3) 6_565 2_655 ? O10 Dy2 O3 76.49(12) 2_655 2_655 ? O10 Dy2 O3 67.90(11) . 2_655 ? O2 Dy2 O3 145.15(11) 2_655 . ? O2 Dy2 O3 76.62(11) . . ? O12' Dy2 O3 122.1(3) 5_666 . ? O12' Dy2 O3 69.3(3) 6_565 . ? O10 Dy2 O3 67.90(11) 2_655 . ? O10 Dy2 O3 76.49(12) . . ? O3 Dy2 O3 130.28(14) 2_655 . ? O2 Dy2 O12 69.4(2) 2_655 2_655 ? O2 Dy2 O12 73.7(2) . 2_655 ? O12' Dy2 O12 140.9(4) 5_666 2_655 ? O12' Dy2 O12 14.8(2) 6_565 2_655 ? O10 Dy2 O12 143.6(2) 2_655 2_655 ? O10 Dy2 O12 81.3(2) . 2_655 ? O3 Dy2 O12 128.6(3) 2_655 2_655 ? O3 Dy2 O12 75.9(2) . 2_655 ? O2 Dy2 O12 73.7(2) 2_655 . ? O2 Dy2 O12 69.4(2) . . ? O12' Dy2 O12 14.8(2) 5_666 . ? O12' Dy2 O12 140.9(4) 6_565 . ? O10 Dy2 O12 81.3(2) 2_655 . ? O10 Dy2 O12 143.6(2) . . ? O3 Dy2 O12 75.9(2) 2_655 . ? O3 Dy2 O12 128.6(3) . . ? O12 Dy2 O12 126.4(4) 2_655 . ? C4 O1 Dy1 126.5(3) . . ? C4 O2 Dy2 144.3(3) . . ? C5 O3 Dy2 149.2(3) . . ? C5 O4 Dy1 136.0(2) . 1_565 ? C11 O6 Dy1 145.4(3) . 6_556 ? C12 O7 Dy1 148.3(2) . 6_556 ? C12 O8 Dy1 126.6(2) . . ? Dy1 O9 H9A 121.7 . . ? Dy1 O9 H9B 120.7 . . ? H9A O9 H9B 102.3 . . ? Dy1 O9 H9C 100.4 . . ? H9A O9 H9C 56.8 . . ? H9B O9 H9C 70.9 . . ? Dy1 O9 H9D 126.7 . . ? H9A O9 H9D 55.3 . . ? H9B O9 H9D 110.2 . . ? H9C O9 H9D 110.4 . . ? Dy2 O10 H10A 114.9 . . ? Dy2 O10 H10B 124.8 . . ? H10A O10 H10B 110.0 . . ? H11A O11 H11B 108.7 . . ? H11A O11 H11C 109.5 . . ? H11B O11 H11C 95.5 . . ? O12' O12 C15 96(2) 5_666 5_666 ? O12' O12 C15 71.3(17) 5_666 . ? C15 O12 C15 27.0(12) 5_666 . ? O12' O12 Dy2 75.3(17) 5_666 . ? C15 O12 Dy2 169.2(9) 5_666 . ? C15 O12 Dy2 142.4(9) . . ? O12 O12' C15 79.5(17) 5_666 5_666 ? O12 O12' C15 54.2(15) 5_666 . ? C15 O12' C15 27.2(8) 5_666 . ? O12 O12' Dy2 89.9(18) 5_666 5_666 ? C15 O12' Dy2 159.6(11) 5_666 5_666 ? C15 O12' Dy2 143.6(9) . 5_666 ? C15 C15 O12 100(4) 5_666 5_666 ? C15 C15 O12' 80(3) 5_666 5_666 ? O12 C15 O12' 168(2) 5_666 5_666 ? C15 C15 O12' 73(3) 5_666 . ? O12 C15 O12' 29.8(8) 5_666 . ? O12' C15 O12' 152.8(8) 5_666 . ? C15 C15 O12 53(3) 5_666 . ? O12 C15 O12 153.0(12) 5_666 . ? O12' C15 O12 29.3(5) 5_666 . ? O12' C15 O12 124.5(9) . . ? C15 C15 H15A 161.6 5_666 . ? O12 C15 H15A 88.7 5_666 . ? O12' C15 H15A 88.0 5_666 . ? O12' C15 H15A 118.2 . . ? O12 C15 H15A 117.1 . . ? C3 N1 C1 106.6(3) . . ? C3 N1 Dy1 138.7(3) . . ? C1 N1 Dy1 114.6(2) . . ? C3 N2 C2 109.2(3) . . ? C3 N2 H2A 125.4 . . ? C2 N2 H2A 125.4 . . ? C10 N3 C9 106.0(3) . . ? C10 N3 Dy1 139.5(3) . . ? C9 N3 Dy1 113.2(2) . . ? C10 N4 C8 109.1(3) . . ? C10 N4 H4A 125.5 . . ? C8 N4 H4A 125.5 . . ? C2 C1 N1 109.8(3) . . ? C2 C1 C4 133.0(3) . . ? N1 C1 C4 117.1(3) . . ? C1 C2 N2 105.0(3) . . ? C1 C2 C5 136.6(4) . . ? N2 C2 C5 118.3(3) . . ? N1 C3 N2 109.3(4) . . ? N1 C3 C6 127.2(4) . . ? N2 C3 C6 123.5(4) . . ? O2 C4 O1 123.5(4) . . ? O2 C4 C1 120.4(4) . . ? O1 C4 C1 116.0(3) . . ? O3 C5 O4 124.8(4) . . ? O3 C5 C2 119.9(4) . . ? O4 C5 C2 115.2(3) . . ? C3 C6 C7 110.9(4) . . ? C3 C6 H6A 109.5 . . ? C7 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? C7 C6 H6B 109.5 . . ? H6A C6 H6B 108.0 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N4 C8 C9 104.6(3) . . ? N4 C8 C11 119.7(4) . . ? C9 C8 C11 135.4(4) . . ? C8 C9 N3 109.7(3) . . ? C8 C9 C12 132.5(4) . . ? N3 C9 C12 117.7(3) . . ? N3 C10 N4 110.5(4) . . ? N3 C10 C13 126.6(4) . . ? N4 C10 C13 122.8(4) . . ? O6 C11 O5 123.3(5) . . ? O6 C11 O5B 124.4(11) . . ? O5 C11 O5B 36.6(11) . . ? O6 C11 C8 119.0(4) . . ? O5 C11 C8 117.0(5) . . ? O5B C11 C8 108.8(10) . . ? O7 C12 O8 121.7(3) . . ? O7 C12 C9 122.5(3) . . ? O8 C12 C9 115.8(3) . . ? C14 C13 C10 113.5(5) . . ? C14 C13 H13A 108.9 . . ? C10 C13 H13A 108.9 . . ? C14 C13 H13B 108.9 . . ? C10 C13 H13B 108.9 . . ? H13A C13 H13B 107.7 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O6 Dy1 O1 C4 62.1(4) 6 . . . ? O7 Dy1 O1 C4 -50.1(4) 6 . . . ? O8 Dy1 O1 C4 158.1(4) . . . . ? O4 Dy1 O1 C4 -151.2(3) 1_545 . . . ? O9 Dy1 O1 C4 -106.2(4) . . . . ? N1 Dy1 O1 C4 1.9(3) . . . . ? N3 Dy1 O1 C4 89.3(4) . . . . ? O2 Dy2 O2 C4 87.1(5) 2_655 . . . ? O12' Dy2 O2 C4 172.2(6) 5_666 . . . ? O12' Dy2 O2 C4 9.8(6) 6_565 . . . ? O10 Dy2 O2 C4 -124.2(5) 2_655 . . . ? O10 Dy2 O2 C4 -23.6(7) . . . . ? O3 Dy2 O2 C4 154.8(5) 2_655 . . . ? O3 Dy2 O2 C4 -60.0(5) . . . . ? O12 Dy2 O2 C4 18.9(6) 2_655 . . . ? O12 Dy2 O2 C4 159.3(6) . . . . ? O2 Dy2 O3 C5 -52.7(7) 2_655 . . . ? O2 Dy2 O3 C5 19.2(6) . . . . ? O12' Dy2 O3 C5 84.8(6) 5_666 . . . ? O12' Dy2 O3 C5 -71.0(6) 6_565 . . . ? O10 Dy2 O3 C5 126.3(6) 2_655 . . . ? O10 Dy2 O3 C5 -141.4(6) . . . . ? O3 Dy2 O3 C5 173.9(6) 2_655 . . . ? O12 Dy2 O3 C5 -57.1(6) 2_655 . . . ? O12 Dy2 O3 C5 68.5(6) . . . . ? O6 Dy1 O8 C12 63.8(3) 6 . . . ? O7 Dy1 O8 C12 155.6(3) 6 . . . ? O4 Dy1 O8 C12 137.2(3) 1_545 . . . ? O1 Dy1 O8 C12 -79.2(3) . . . . ? O9 Dy1 O8 C12 -149.3(3) . . . . ? N1 Dy1 O8 C12 -49.0(4) . . . . ? N3 Dy1 O8 C12 2.1(3) . . . . ? O2 Dy2 O12 O12' -141.5(18) 2_655 . . 5_666 ? O2 Dy2 O12 O12' 121.0(18) . . . 5_666 ? O12' Dy2 O12 O12' 174.4(11) 6_565 . . 5_666 ? O10 Dy2 O12 O12' 16.5(18) 2_655 . . 5_666 ? O10 Dy2 O12 O12' -56(2) . . . 5_666 ? O3 Dy2 O12 O12' -61.6(18) 2_655 . . 5_666 ? O3 Dy2 O12 O12' 69.1(18) . . . 5_666 ? O12 Dy2 O12 O12' 170.6(19) 2_655 . . 5_666 ? O2 Dy2 O12 C15 -104(7) 2_655 . . 5_666 ? O2 Dy2 O12 C15 158(7) . . . 5_666 ? O12' Dy2 O12 C15 37(6) 5_666 . . 5_666 ? O12' Dy2 O12 C15 -148(7) 6_565 . . 5_666 ? O10 Dy2 O12 C15 54(7) 2_655 . . 5_666 ? O10 Dy2 O12 C15 -19(7) . . . 5_666 ? O3 Dy2 O12 C15 -24(7) 2_655 . . 5_666 ? O3 Dy2 O12 C15 106(7) . . . 5_666 ? O12 Dy2 O12 C15 -152(7) 2_655 . . 5_666 ? O2 Dy2 O12 C15 -113.8(18) 2_655 . . . ? O2 Dy2 O12 C15 148.8(18) . . . . ? O12' Dy2 O12 C15 27.8(17) 5_666 . . . ? O12' Dy2 O12 C15 -157.9(16) 6_565 . . . ? O10 Dy2 O12 C15 44.3(18) 2_655 . . . ? O10 Dy2 O12 C15 -28(2) . . . . ? O3 Dy2 O12 C15 -33.8(18) 2_655 . . . ? O3 Dy2 O12 C15 96.8(18) . . . . ? O12 Dy2 O12 C15 -161.7(19) 2_655 . . . ? O12 O12' C15 C15 156(4) 5_666 . . 5_666 ? Dy2 O12' C15 C15 145(3) 5_666 . . 5_666 ? C15 O12' C15 O12 -156(4) 5_666 . . 5_666 ? Dy2 O12' C15 O12 -11.1(18) 5_666 . . 5_666 ? O12 O12' C15 O12' 156(4) 5_666 . . 5_666 ? C15 O12' C15 O12' 0.000(13) 5_666 . . 5_666 ? Dy2 O12' C15 O12' 145(3) 5_666 . . 5_666 ? O12 O12' C15 O12 167(2) 5_666 . . . ? C15 O12' C15 O12 12(2) 5_666 . . . ? Dy2 O12' C15 O12 156.4(9) 5_666 . . . ? O12' O12 C15 C15 -155(4) 5_666 . . 5_666 ? Dy2 O12 C15 C15 176(3) . . . 5_666 ? O12' O12 C15 O12 -155(4) 5_666 . . 5_666 ? C15 O12 C15 O12 0.000(13) 5_666 . . 5_666 ? Dy2 O12 C15 O12 176(3) . . . 5_666 ? C15 O12 C15 O12' 155(4) 5_666 . . 5_666 ? Dy2 O12 C15 O12' -28.4(17) . . . 5_666 ? O12' O12 C15 O12' -169.3(19) 5_666 . . . ? C15 O12 C15 O12' -14(3) 5_666 . . . ? Dy2 O12 C15 O12' 162.3(8) . . . . ? O6 Dy1 N1 C3 27.9(4) 6 . . . ? O7 Dy1 N1 C3 -46.6(4) 6 . . . ? O8 Dy1 N1 C3 145.8(4) . . . . ? O4 Dy1 N1 C3 -46.8(5) 1_545 . . . ? O1 Dy1 N1 C3 177.7(5) . . . . ? O9 Dy1 N1 C3 -117.3(4) . . . . ? N3 Dy1 N1 C3 99.8(4) . . . . ? O6 Dy1 N1 C1 -151.8(3) 6 . . . ? O7 Dy1 N1 C1 133.7(3) 6 . . . ? O8 Dy1 N1 C1 -33.9(3) . . . . ? O4 Dy1 N1 C1 133.5(3) 1_545 . . . ? O1 Dy1 N1 C1 -2.0(3) . . . . ? O9 Dy1 N1 C1 63.0(3) . . . . ? N3 Dy1 N1 C1 -79.9(3) . . . . ? O6 Dy1 N3 C10 50.1(5) 6 . . . ? O7 Dy1 N3 C10 8.0(5) 6 . . . ? O8 Dy1 N3 C10 168.2(5) . . . . ? O4 Dy1 N3 C10 115.2(5) 1_545 . . . ? O1 Dy1 N3 C10 -113.8(5) . . . . ? O9 Dy1 N3 C10 -138.8(4) . . . . ? N1 Dy1 N3 C10 -46.8(5) . . . . ? O6 Dy1 N3 C9 -114.9(3) 6 . . . ? O7 Dy1 N3 C9 -157.1(2) 6 . . . ? O8 Dy1 N3 C9 3.2(3) . . . . ? O4 Dy1 N3 C9 -49.9(3) 1_545 . . . ? O1 Dy1 N3 C9 81.2(3) . . . . ? O9 Dy1 N3 C9 56.2(4) . . . . ? N1 Dy1 N3 C9 148.1(3) . . . . ? C3 N1 C1 C2 0.2(5) . . . . ? Dy1 N1 C1 C2 180.0(3) . . . . ? C3 N1 C1 C4 -177.5(4) . . . . ? Dy1 N1 C1 C4 2.3(4) . . . . ? N1 C1 C2 N2 -1.1(5) . . . . ? C4 C1 C2 N2 176.1(4) . . . . ? N1 C1 C2 C5 -176.5(5) . . . . ? C4 C1 C2 C5 0.7(9) . . . . ? C3 N2 C2 C1 1.6(5) . . . . ? C3 N2 C2 C5 178.0(4) . . . . ? C1 N1 C3 N2 0.8(5) . . . . ? Dy1 N1 C3 N2 -178.9(3) . . . . ? C1 N1 C3 C6 -178.4(4) . . . . ? Dy1 N1 C3 C6 1.9(7) . . . . ? C2 N2 C3 N1 -1.5(5) . . . . ? C2 N2 C3 C6 177.7(4) . . . . ? Dy2 O2 C4 O1 -128.8(5) . . . . ? Dy2 O2 C4 C1 53.7(7) . . . . ? Dy1 O1 C4 O2 -178.9(3) . . . . ? Dy1 O1 C4 C1 -1.3(5) . . . . ? C2 C1 C4 O2 -0.2(7) . . . . ? N1 C1 C4 O2 176.8(4) . . . . ? C2 C1 C4 O1 -177.9(5) . . . . ? N1 C1 C4 O1 -0.8(6) . . . . ? Dy2 O3 C5 O4 -173.5(4) . . . . ? Dy2 O3 C5 C2 7.5(8) . . . . ? Dy1 O4 C5 O3 18.4(7) 1_565 . . . ? Dy1 O4 C5 C2 -162.6(3) 1_565 . . . ? C1 C2 C5 O3 -21.2(8) . . . . ? N2 C2 C5 O3 163.9(4) . . . . ? C1 C2 C5 O4 159.8(5) . . . . ? N2 C2 C5 O4 -15.2(6) . . . . ? N1 C3 C6 C7 108.6(5) . . . . ? N2 C3 C6 C7 -70.5(6) . . . . ? C10 N4 C8 C9 -1.0(5) . . . . ? C10 N4 C8 C11 175.0(5) . . . . ? N4 C8 C9 N3 0.8(5) . . . . ? C11 C8 C9 N3 -174.1(5) . . . . ? N4 C8 C9 C12 177.4(4) . . . . ? C11 C8 C9 C12 2.4(9) . . . . ? C10 N3 C9 C8 -0.4(5) . . . . ? Dy1 N3 C9 C8 169.6(3) . . . . ? C10 N3 C9 C12 -177.5(4) . . . . ? Dy1 N3 C9 C12 -7.6(4) . . . . ? C9 N3 C10 N4 -0.2(5) . . . . ? Dy1 N3 C10 N4 -165.9(3) . . . . ? C9 N3 C10 C13 179.9(5) . . . . ? Dy1 N3 C10 C13 14.2(8) . . . . ? C8 N4 C10 N3 0.8(6) . . . . ? C8 N4 C10 C13 -179.3(5) . . . . ? Dy1 O6 C11 O5 143.0(9) 6_556 . . . ? Dy1 O6 C11 O5B 98.7(19) 6_556 . . . ? Dy1 O6 C11 C8 -46.9(9) 6_556 . . . ? N4 C8 C11 O6 -179.5(5) . . . . ? C9 C8 C11 O6 -5.1(9) . . . . ? N4 C8 C11 O5 -8.8(11) . . . . ? C9 C8 C11 O5 165.6(9) . . . . ? N4 C8 C11 O5B 30.0(17) . . . . ? C9 C8 C11 O5B -155.6(17) . . . . ? Dy1 O7 C12 O8 -164.1(3) 6_556 . . . ? Dy1 O7 C12 C9 16.7(7) 6_556 . . . ? Dy1 O8 C12 O7 174.0(3) . . . . ? Dy1 O8 C12 C9 -6.8(5) . . . . ? C8 C9 C12 O7 12.4(7) . . . . ? N3 C9 C12 O7 -171.3(4) . . . . ? C8 C9 C12 O8 -166.9(4) . . . . ? N3 C9 C12 O8 9.5(5) . . . . ? N3 C10 C13 C14 -110.6(7) . . . . ? N4 C10 C13 C14 69.5(8) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O9 H9B O11 0.82 2.27 3.077(6) 169.4 6 O9 H9D O11 0.82 1.92 2.707(5) 161.8 2_655 O9 H9C O3 0.82 2.28 3.044(5) 154.7 1_545 O9 H9D O11 0.82 1.92 2.707(5) 161.8 2_655 O10 H10A O8 0.82 2.05 2.848(4) 165.4 2_665 O10 H10B O9 0.82 2.56 3.251(6) 142.9 5_665 O11 H11A O1 0.82 2.18 2.925(5) 152.0 . O11 H11A O2 0.82 2.60 3.220(5) 133.6 . O11 H11B O9 0.82 2.22 2.707(5) 118.7 2_655 O11 H11C O12 0.82 2.44 3.127(10) 142.6 . N4 H4A O5B 0.86 1.95 2.78(2) 160.3 7_656 N4 H4A O5 0.86 1.92 2.752(7) 164.0 7_656 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.781 _refine_diff_density_min -1.515 _refine_diff_density_rms 0.108