####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_xuesfyi130124_0m _audit_block_doi 10.5517/cc14p230 _database_code_depnum_ccdc_archive 'CCDC 1062931' loop_ _citation_id _citation_doi _citation_year 1 10.1002/chem.201501866 2015 _audit_update_record ; 2015-05-04 deposited with the CCDC. 2018-09-03 downloaded from the CCDC. ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H42 Dy2 N12 O12' _chemical_formula_weight 1159.82 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' Dy Dy -0.1892 4.4098 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M p-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.4470(5) _cell_length_b 10.3586(5) _cell_length_c 11.4659(6) _cell_angle_alpha 79.9550(10) _cell_angle_beta 71.1700(10) _cell_angle_gamma 85.1040(10) _cell_volume 1045.19(9) _cell_formula_units_Z 1 _cell_measurement_temperature 191(2) _cell_measurement_reflns_used 3639 _cell_measurement_theta_min 2.28 _cell_measurement_theta_max 25.15 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.843 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 570 _exptl_absorpt_coefficient_mu 3.623 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4768 _exptl_absorpt_correction_T_max 0.6310 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 191(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 5420 _diffrn_reflns_av_R_equivalents 0.0189 _diffrn_reflns_av_sigmaI/netI 0.0412 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 25.15 _reflns_number_total 3700 _reflns_number_gt 3286 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0519P)^2^+0.8298P] 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 3700 _refine_ls_number_parameters 279 _refine_ls_number_restraints 187 _refine_ls_R_factor_all 0.0412 _refine_ls_R_factor_gt 0.0347 _refine_ls_wR_factor_ref 0.0911 _refine_ls_wR_factor_gt 0.0866 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.066 _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 0.58929(3) 0.06805(3) 0.09566(2) 0.03135(12) Uani 1 1 d . . . N1 N 0.2997(6) -0.0275(5) -0.2770(4) 0.0380(12) Uani 1 1 d . . . N2 N 0.1006(6) 0.0728(5) -0.3475(5) 0.0455(13) Uani 1 1 d . . . N3 N -0.0084(6) 0.1815(5) -0.1339(5) 0.0478(13) Uani 1 1 d . . . H3A H -0.0427 0.2218 -0.0683 0.057 Uiso 1 1 calc R . . H3B H -0.0538 0.1938 -0.1912 0.057 Uiso 1 1 calc R . . N4 N 0.1889(5) 0.0752(5) -0.0701(4) 0.0344(11) Uani 1 1 d . . . N5 N 0.1334(5) 0.1393(5) 0.0337(5) 0.0365(11) Uani 1 1 d . . . N6 N 0.7237(13) 0.4644(7) 0.0983(8) 0.136(5) Uani 1 1 d D . . O1 O 0.3654(4) 0.0807(4) 0.0519(4) 0.0351(9) Uani 1 1 d . . . O2 O 0.4371(5) 0.1894(5) 0.2248(4) 0.0463(11) Uani 1 1 d . . . O3 O 0.3547(6) 0.3191(5) 0.4106(5) 0.0643(15) Uani 1 1 d . . . O4 O 0.7419(5) 0.2515(4) 0.0825(4) 0.0453(11) Uani 1 1 d . . . O5 O 0.6511(5) 0.1927(4) -0.1063(4) 0.0474(11) Uani 1 1 d . . . O6 O 0.5374(5) 0.1176(4) -0.2247(4) 0.0425(10) Uani 1 1 d . . . C1 C 0.1729(7) 0.0445(6) -0.2642(5) 0.0361(12) Uani 1 1 d U . . C2 C 0.1648(8) 0.0275(7) -0.4543(6) 0.0485(15) Uani 1 1 d U . . H2 H 0.1188 0.0487 -0.5180 0.058 Uiso 1 1 calc R . . C3 C 0.2919(8) -0.0471(7) -0.4771(6) 0.0504(15) Uani 1 1 d U . . H3 H 0.3337 -0.0797 -0.5539 0.060 Uiso 1 1 calc R . . C4 C 0.3592(8) -0.0746(7) -0.3851(6) 0.0459(14) Uani 1 1 d U . . H4A H 0.4487 -0.1273 -0.3981 0.055 Uiso 1 1 calc R . . C5 C 0.1125(7) 0.1016(6) -0.1466(5) 0.0355(13) Uani 1 1 d U . . C6 C 0.2332(6) 0.1358(5) 0.0921(5) 0.0317(12) Uani 1 1 d U . . C7 C 0.1909(7) 0.2033(6) 0.2036(5) 0.0355(12) Uani 1 1 d U . . C8 C 0.2970(7) 0.2280(6) 0.2596(6) 0.0377(12) Uani 1 1 d U . . C9 C 0.2459(7) 0.2997(6) 0.3612(6) 0.0426(13) Uani 1 1 d U . . C10 C 0.0998(8) 0.3439(7) 0.4028(6) 0.0498(15) Uani 1 1 d U . . H10 H 0.0691 0.3941 0.4691 0.060 Uiso 1 1 calc R . . C11 C -0.0020(8) 0.3158(7) 0.3493(6) 0.0492(14) Uani 1 1 d U . . H11 H -0.1036 0.3443 0.3804 0.059 Uiso 1 1 calc R . . C12 C 0.0424(7) 0.2467(6) 0.2508(6) 0.0432(13) Uani 1 1 d U . . H12 H -0.0291 0.2282 0.2143 0.052 Uiso 1 1 calc R . . C13 C 0.3132(10) 0.3693(8) 0.5233(7) 0.068(2) Uani 1 1 d U . . H13A H 0.2786 0.4609 0.5097 0.102 Uiso 1 1 calc R . . H13B H 0.3995 0.3643 0.5537 0.102 Uiso 1 1 calc R . . H13C H 0.2323 0.3176 0.5851 0.102 Uiso 1 1 calc R . . C14 C 0.7067(9) 0.3487(8) 0.1336(8) 0.065(2) Uani 1 1 d U . . H14 H 0.6543 0.3286 0.2202 0.077 Uiso 1 1 calc R . . C16 C 0.6853(14) 0.5700(10) 0.1688(12) 0.121(4) Uani 1 1 d U . . H16A H 0.5998 0.5463 0.2435 0.182 Uiso 1 1 calc R . . H16B H 0.6588 0.6486 0.1178 0.182 Uiso 1 1 calc R . . H16C H 0.7709 0.5879 0.1936 0.182 Uiso 1 1 calc R . . C17 C 0.6249(7) 0.1911(6) -0.2079(6) 0.0415(14) Uani 1 1 d U . . C18 C 0.7104(10) 0.2885(8) -0.3181(7) 0.068(2) Uani 1 1 d U . . H18A H 0.8097 0.2509 -0.3575 0.103 Uiso 1 1 calc R . . H18B H 0.7213 0.3696 -0.2892 0.103 Uiso 1 1 calc R . . H18C H 0.6556 0.3078 -0.3789 0.103 Uiso 1 1 calc R . . C15 C 0.8738(14) 0.4824(18) -0.0030(15) 0.184(6) Uiso 1 1 d DU . . H15A H 0.9456 0.4149 0.0165 0.276 Uiso 1 1 calc R . . H15B H 0.9104 0.5694 -0.0075 0.276 Uiso 1 1 calc R . . H15C H 0.8624 0.4744 -0.0834 0.276 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 0.03023(17) 0.03980(18) 0.02736(16) -0.01463(11) -0.01024(11) 0.00497(11) N1 0.044(3) 0.045(3) 0.029(3) -0.008(2) -0.015(2) -0.005(2) N2 0.049(3) 0.053(3) 0.038(3) -0.003(2) -0.020(3) -0.005(3) N3 0.042(3) 0.058(4) 0.048(3) -0.015(3) -0.022(3) 0.016(3) N4 0.033(3) 0.042(3) 0.033(3) -0.014(2) -0.012(2) 0.002(2) N5 0.030(3) 0.047(3) 0.035(3) -0.017(2) -0.010(2) 0.007(2) N6 0.221(12) 0.038(4) 0.082(6) -0.013(4) 0.048(7) -0.021(5) O1 0.029(2) 0.047(2) 0.036(2) -0.0224(18) -0.0133(17) 0.0107(17) O2 0.036(2) 0.067(3) 0.044(3) -0.035(2) -0.013(2) 0.011(2) O3 0.063(3) 0.087(4) 0.057(3) -0.050(3) -0.024(3) 0.012(3) O4 0.046(3) 0.050(3) 0.045(3) -0.022(2) -0.012(2) -0.004(2) O5 0.056(3) 0.053(3) 0.038(3) -0.007(2) -0.020(2) -0.014(2) O6 0.044(3) 0.056(3) 0.030(2) -0.0078(19) -0.0116(19) -0.009(2) C1 0.035(3) 0.045(3) 0.033(3) -0.005(2) -0.014(2) -0.010(2) C2 0.056(4) 0.060(4) 0.032(3) -0.005(3) -0.017(3) -0.012(3) C3 0.055(4) 0.061(4) 0.036(3) -0.013(3) -0.010(3) -0.013(3) C4 0.048(3) 0.057(3) 0.033(3) -0.013(3) -0.008(3) -0.004(3) C5 0.034(3) 0.040(3) 0.034(3) -0.005(2) -0.013(3) -0.004(2) C6 0.029(3) 0.034(3) 0.030(3) -0.009(2) -0.006(2) 0.005(2) C7 0.036(3) 0.037(3) 0.032(3) -0.012(2) -0.008(2) 0.007(2) C8 0.039(3) 0.041(3) 0.033(3) -0.013(2) -0.008(2) 0.005(2) C9 0.046(3) 0.047(3) 0.037(3) -0.019(2) -0.010(2) 0.005(2) C10 0.051(3) 0.051(3) 0.041(3) -0.021(2) -0.003(3) 0.010(3) C11 0.046(3) 0.057(3) 0.043(3) -0.022(3) -0.006(3) 0.011(3) C12 0.042(3) 0.048(3) 0.039(3) -0.017(2) -0.008(2) 0.005(2) C13 0.080(5) 0.078(5) 0.055(4) -0.038(4) -0.019(4) 0.000(4) C14 0.072(5) 0.067(5) 0.054(4) -0.018(4) -0.011(4) -0.014(4) C16 0.136(9) 0.072(6) 0.141(9) -0.045(6) -0.007(7) -0.009(6) C17 0.047(4) 0.043(4) 0.035(3) -0.005(3) -0.013(3) -0.003(3) C18 0.088(6) 0.067(5) 0.052(5) 0.006(4) -0.026(4) -0.029(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 Dy1 O2 2.192(4) . ? Dy1 O1 2.314(4) . ? Dy1 O6 2.362(4) 2_655 ? Dy1 O5 2.363(4) . ? Dy1 O1 2.398(4) 2_655 ? Dy1 N4 2.430(5) 2_655 ? Dy1 O4 2.438(4) . ? Dy1 N1 2.574(5) 2_655 ? Dy1 Dy1 3.6769(5) 2_655 ? N1 C1 1.336(8) . ? N1 C4 1.343(8) . ? N1 Dy1 2.574(5) 2_655 ? N2 C1 1.325(8) . ? N2 C2 1.327(9) . ? N3 C5 1.335(8) . ? N3 H3A 0.8800 . ? N3 H3B 0.8800 . ? N4 C5 1.287(7) . ? N4 N5 1.396(7) . ? N4 Dy1 2.430(5) 2_655 ? N5 C6 1.315(7) . ? N6 C14 1.203(10) . ? N6 C16 1.426(12) . ? N6 C15 1.516(9) . ? O1 C6 1.303(6) . ? O1 Dy1 2.398(4) 2_655 ? O2 C8 1.302(7) . ? O3 C9 1.366(8) . ? O3 C13 1.402(8) . ? O4 C14 1.220(9) . ? O5 C17 1.270(7) . ? O6 C17 1.249(7) . ? O6 Dy1 2.362(4) 2_655 ? C1 C5 1.489(8) . ? C2 C3 1.348(10) . ? C2 H2 0.9500 . ? C3 C4 1.377(9) . ? C3 H3 0.9500 . ? C4 H4A 0.9500 . ? C6 C7 1.489(8) . ? C7 C12 1.397(8) . ? C7 C8 1.414(9) . ? C8 C9 1.421(8) . ? C9 C10 1.373(9) . ? C10 C11 1.369(10) . ? C10 H10 0.9500 . ? C11 C12 1.375(9) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14 0.9500 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.517(9) . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Dy1 O1 74.38(14) . . ? O2 Dy1 O6 88.11(16) . 2_655 ? O1 Dy1 O6 76.72(14) . 2_655 ? O2 Dy1 O5 107.55(17) . . ? O1 Dy1 O5 77.43(15) . . ? O6 Dy1 O5 144.67(14) 2_655 . ? O2 Dy1 O1 151.08(15) . 2_655 ? O1 Dy1 O1 77.45(14) . 2_655 ? O6 Dy1 O1 79.18(14) 2_655 2_655 ? O5 Dy1 O1 71.99(14) . 2_655 ? O2 Dy1 N4 142.31(16) . 2_655 ? O1 Dy1 N4 138.41(14) . 2_655 ? O6 Dy1 N4 84.52(16) 2_655 2_655 ? O5 Dy1 N4 99.46(16) . 2_655 ? O1 Dy1 N4 62.61(14) 2_655 2_655 ? O2 Dy1 O4 76.67(16) . . ? O1 Dy1 O4 126.45(15) . . ? O6 Dy1 O4 145.53(15) 2_655 . ? O5 Dy1 O4 69.79(15) . . ? O1 Dy1 O4 126.87(14) 2_655 . ? N4 Dy1 O4 88.96(15) 2_655 . ? O2 Dy1 N1 78.86(16) . 2_655 ? O1 Dy1 N1 142.61(15) . 2_655 ? O6 Dy1 N1 76.76(15) 2_655 2_655 ? O5 Dy1 N1 136.39(15) . 2_655 ? O1 Dy1 N1 122.27(15) 2_655 2_655 ? N4 Dy1 N1 63.46(16) 2_655 2_655 ? O4 Dy1 N1 70.09(15) . 2_655 ? O2 Dy1 Dy1 113.67(11) . 2_655 ? O1 Dy1 Dy1 39.54(9) . 2_655 ? O6 Dy1 Dy1 74.51(10) 2_655 2_655 ? O5 Dy1 Dy1 70.21(10) . 2_655 ? O1 Dy1 Dy1 37.90(9) 2_655 2_655 ? N4 Dy1 Dy1 99.82(11) 2_655 2_655 ? O4 Dy1 Dy1 139.93(11) . 2_655 ? N1 Dy1 Dy1 148.02(11) 2_655 2_655 ? C1 N1 C4 116.5(5) . . ? C1 N1 Dy1 118.6(4) . 2_655 ? C4 N1 Dy1 124.8(4) . 2_655 ? C1 N2 C2 115.6(6) . . ? C5 N3 H3A 120.0 . . ? C5 N3 H3B 120.0 . . ? H3A N3 H3B 120.0 . . ? C5 N4 N5 113.3(5) . . ? C5 N4 Dy1 125.9(4) . 2_655 ? N5 N4 Dy1 120.8(3) . 2_655 ? C6 N5 N4 110.8(4) . . ? C14 N6 C16 129.2(9) . . ? C14 N6 C15 108.1(10) . . ? C16 N6 C15 112.1(11) . . ? C6 O1 Dy1 137.4(3) . . ? C6 O1 Dy1 119.8(3) . 2_655 ? Dy1 O1 Dy1 102.55(14) . 2_655 ? C8 O2 Dy1 139.7(4) . . ? C9 O3 C13 118.9(6) . . ? C14 O4 Dy1 129.0(5) . . ? C17 O5 Dy1 137.6(4) . . ? C17 O6 Dy1 130.8(4) . 2_655 ? N2 C1 N1 126.1(6) . . ? N2 C1 C5 118.0(6) . . ? N1 C1 C5 115.9(5) . . ? N2 C2 C3 123.3(6) . . ? N2 C2 H2 118.3 . . ? C3 C2 H2 118.3 . . ? C2 C3 C4 117.7(6) . . ? C2 C3 H3 121.1 . . ? C4 C3 H3 121.1 . . ? N1 C4 C3 120.6(7) . . ? N1 C4 H4A 119.7 . . ? C3 C4 H4A 119.7 . . ? N4 C5 N3 126.2(6) . . ? N4 C5 C1 115.9(5) . . ? N3 C5 C1 117.7(5) . . ? O1 C6 N5 121.9(5) . . ? O1 C6 C7 121.1(5) . . ? N5 C6 C7 116.9(5) . . ? C12 C7 C8 119.6(5) . . ? C12 C7 C6 118.3(5) . . ? C8 C7 C6 122.0(5) . . ? O2 C8 C7 124.6(5) . . ? O2 C8 C9 118.2(6) . . ? C7 C8 C9 117.2(5) . . ? O3 C9 C10 124.9(6) . . ? O3 C9 C8 113.7(5) . . ? C10 C9 C8 121.4(6) . . ? C11 C10 C9 120.4(6) . . ? C11 C10 H10 119.8 . . ? C9 C10 H10 119.8 . . ? C10 C11 C12 120.2(6) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? C11 C12 C7 121.1(6) . . ? C11 C12 H12 119.4 . . ? C7 C12 H12 119.4 . . ? O3 C13 H13A 109.5 . . ? O3 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? O3 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N6 C14 O4 134.0(9) . . ? N6 C14 H14 113.0 . . ? O4 C14 H14 113.0 . . ? N6 C16 H16A 109.5 . . ? N6 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? N6 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? O6 C17 O5 126.3(6) . . ? O6 C17 C18 118.2(6) . . ? O5 C17 C18 115.5(6) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? N6 C15 H15A 109.5 . . ? N6 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? N6 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 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 C5 N4 N5 C6 -164.5(5) . . . . ? Dy1 N4 N5 C6 14.8(6) 2_655 . . . ? O2 Dy1 O1 C6 0.3(5) . . . . ? O6 Dy1 O1 C6 92.1(5) 2_655 . . . ? O5 Dy1 O1 C6 -112.2(6) . . . . ? O1 Dy1 O1 C6 173.7(6) 2_655 . . . ? N4 Dy1 O1 C6 157.6(5) 2_655 . . . ? O4 Dy1 O1 C6 -59.4(6) . . . . ? N1 Dy1 O1 C6 46.2(6) 2_655 . . . ? Dy1 Dy1 O1 C6 173.7(6) 2_655 . . . ? O2 Dy1 O1 Dy1 -173.4(2) . . . 2_655 ? O6 Dy1 O1 Dy1 -81.66(16) 2_655 . . 2_655 ? O5 Dy1 O1 Dy1 74.05(16) . . . 2_655 ? O1 Dy1 O1 Dy1 0.0 2_655 . . 2_655 ? N4 Dy1 O1 Dy1 -16.1(3) 2_655 . . 2_655 ? O4 Dy1 O1 Dy1 126.84(16) . . . 2_655 ? N1 Dy1 O1 Dy1 -127.5(2) 2_655 . . 2_655 ? O1 Dy1 O2 C8 7.0(6) . . . . ? O6 Dy1 O2 C8 -69.7(7) 2_655 . . . ? O5 Dy1 O2 C8 78.0(7) . . . . ? O1 Dy1 O2 C8 -6.4(9) 2_655 . . . ? N4 Dy1 O2 C8 -148.3(6) 2_655 . . . ? O4 Dy1 O2 C8 141.4(7) . . . . ? N1 Dy1 O2 C8 -146.6(7) 2_655 . . . ? Dy1 Dy1 O2 C8 2.4(7) 2_655 . . . ? O2 Dy1 O4 C14 -2.9(7) . . . . ? O1 Dy1 O4 C14 55.8(7) . . . . ? O6 Dy1 O4 C14 -69.0(7) 2_655 . . . ? O5 Dy1 O4 C14 111.8(7) . . . . ? O1 Dy1 O4 C14 158.3(6) 2_655 . . . ? N4 Dy1 O4 C14 -147.8(7) 2_655 . . . ? N1 Dy1 O4 C14 -85.7(7) 2_655 . . . ? Dy1 Dy1 O4 C14 108.1(7) 2_655 . . . ? O2 Dy1 O5 C17 -110.7(6) . . . . ? O1 Dy1 O5 C17 -41.7(6) . . . . ? O6 Dy1 O5 C17 2.1(8) 2_655 . . . ? O1 Dy1 O5 C17 38.9(6) 2_655 . . . ? N4 Dy1 O5 C17 96.0(6) 2_655 . . . ? O4 Dy1 O5 C17 -178.7(7) . . . . ? N1 Dy1 O5 C17 157.2(6) 2_655 . . . ? Dy1 Dy1 O5 C17 -1.2(6) 2_655 . . . ? C2 N2 C1 N1 -2.1(9) . . . . ? C2 N2 C1 C5 175.3(5) . . . . ? C4 N1 C1 N2 0.5(9) . . . . ? Dy1 N1 C1 N2 -179.0(5) 2_655 . . . ? C4 N1 C1 C5 -177.0(5) . . . . ? Dy1 N1 C1 C5 3.5(7) 2_655 . . . ? C1 N2 C2 C3 2.6(10) . . . . ? N2 C2 C3 C4 -1.5(10) . . . . ? C1 N1 C4 C3 0.8(9) . . . . ? Dy1 N1 C4 C3 -179.7(5) 2_655 . . . ? C2 C3 C4 N1 -0.4(10) . . . . ? N5 N4 C5 N3 0.1(8) . . . . ? Dy1 N4 C5 N3 -179.1(5) 2_655 . . . ? N5 N4 C5 C1 175.3(5) . . . . ? Dy1 N4 C5 C1 -3.9(7) 2_655 . . . ? N2 C1 C5 N4 -177.8(5) . . . . ? N1 C1 C5 N4 -0.1(8) . . . . ? N2 C1 C5 N3 -2.1(8) . . . . ? N1 C1 C5 N3 175.5(5) . . . . ? Dy1 O1 C6 N5 169.9(4) . . . . ? Dy1 O1 C6 N5 -17.2(7) 2_655 . . . ? Dy1 O1 C6 C7 -7.2(9) . . . . ? Dy1 O1 C6 C7 165.8(4) 2_655 . . . ? N4 N5 C6 O1 1.5(8) . . . . ? N4 N5 C6 C7 178.6(5) . . . . ? O1 C6 C7 C12 -172.6(5) . . . . ? N5 C6 C7 C12 10.3(8) . . . . ? O1 C6 C7 C8 9.5(9) . . . . ? N5 C6 C7 C8 -167.6(6) . . . . ? Dy1 O2 C8 C7 -6.3(11) . . . . ? Dy1 O2 C8 C9 173.5(5) . . . . ? C12 C7 C8 O2 178.4(6) . . . . ? C6 C7 C8 O2 -3.7(10) . . . . ? C12 C7 C8 C9 -1.4(9) . . . . ? C6 C7 C8 C9 176.5(5) . . . . ? C13 O3 C9 C10 10.4(11) . . . . ? C13 O3 C9 C8 -169.7(6) . . . . ? O2 C8 C9 O3 -0.1(9) . . . . ? C7 C8 C9 O3 179.7(6) . . . . ? O2 C8 C9 C10 179.8(6) . . . . ? C7 C8 C9 C10 -0.4(10) . . . . ? O3 C9 C10 C11 -178.0(6) . . . . ? C8 C9 C10 C11 2.1(11) . . . . ? C9 C10 C11 C12 -2.1(11) . . . . ? C10 C11 C12 C7 0.3(10) . . . . ? C8 C7 C12 C11 1.4(10) . . . . ? C6 C7 C12 C11 -176.5(6) . . . . ? C16 N6 C14 O4 -175.6(12) . . . . ? C15 N6 C14 O4 -34.7(19) . . . . ? Dy1 O4 C14 N6 -132.2(12) . . . . ? Dy1 O6 C17 O5 -10.4(10) 2_655 . . . ? Dy1 O6 C17 C18 169.2(5) 2_655 . . . ? Dy1 O5 C17 O6 6.8(11) . . . . ? Dy1 O5 C17 C18 -172.8(5) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 25.15 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.488 _refine_diff_density_min -1.106 _refine_diff_density_rms 0.128 ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_2 _audit_block_doi 10.5517/cc14p241 _database_code_depnum_ccdc_archive 'CCDC 1062932' loop_ _citation_id _citation_doi _citation_year 1 10.1002/chem.201501866 2015 _audit_update_record ; 2015-05-04 deposited with the CCDC. 2018-09-03 downloaded from the CCDC. ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H44 Dy2 N10 O22 Zn2' _chemical_formula_weight 1448.57 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' Zn Zn 0.2839 1.4301 '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 26.509(2) _cell_length_b 15.9316(13) _cell_length_c 17.282(3) _cell_angle_alpha 90.00 _cell_angle_beta 126.4990(10) _cell_angle_gamma 90.00 _cell_volume 5867.0(12) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2739 _cell_measurement_theta_min 2.65 _cell_measurement_theta_max 20.68 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.640 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2840 _exptl_absorpt_coefficient_mu 3.402 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4716 _exptl_absorpt_correction_T_max 0.5494 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _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 16748 _diffrn_reflns_av_R_equivalents 0.0945 _diffrn_reflns_av_sigmaI/netI 0.1002 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 25.10 _reflns_number_total 5226 _reflns_number_gt 3216 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0652P)^2^+16.3439P] 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 5226 _refine_ls_number_parameters 332 _refine_ls_number_restraints 180 _refine_ls_R_factor_all 0.1001 _refine_ls_R_factor_gt 0.0541 _refine_ls_wR_factor_ref 0.1550 _refine_ls_wR_factor_gt 0.1332 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.009 _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 Zn1 Zn 0.86818(6) 0.15237(9) -0.06166(10) 0.0500(4) Uani 1 1 d . . . Dy1 Dy 0.95944(2) 0.31714(3) 0.11636(3) 0.03699(18) Uani 1 1 d . . . N1 N 0.8085(4) 0.0679(6) -0.1919(7) 0.049(2) Uani 1 1 d . . . N2 N 0.7151(4) -0.0119(6) -0.2657(7) 0.056(3) Uani 1 1 d . . . N3 N 0.7062(4) 0.0388(6) -0.1234(7) 0.056(3) Uani 1 1 d . . . H3A H 0.7032 0.0550 -0.0789 0.067 Uiso 1 1 calc R . . H3B H 0.6775 0.0075 -0.1694 0.067 Uiso 1 1 calc R . . N4 N 0.8005(4) 0.1099(5) -0.0522(6) 0.045(2) Uani 1 1 d . . . N5 N 0.7974(4) 0.1375(5) 0.0211(6) 0.043(2) Uani 1 1 d . . . O1 O 0.8756(3) 0.2262(4) 0.0493(5) 0.0454(18) Uani 1 1 d . . . O2 O 0.9453(3) 0.2958(4) 0.2322(5) 0.0390(17) Uani 1 1 d . . . O3 O 0.9439(3) 0.3526(5) 0.3696(6) 0.052(2) Uani 1 1 d . . . O4 O 0.9450(4) 0.0847(6) 0.0084(7) 0.096(4) Uani 1 1 d . . . O5 O 0.9954(4) 0.1964(5) 0.0916(6) 0.063(2) Uani 1 1 d . . . O6 O 0.8710(4) 0.2337(6) -0.1442(6) 0.065(2) Uani 1 1 d . . . O7 O 0.9194(3) 0.3383(5) -0.0426(5) 0.053(2) Uani 1 1 d . . . O8 O 0.9746(4) 0.4644(5) 0.1345(6) 0.065(2) Uani 1 1 d . . . O9 O 0.8802(4) 0.4237(5) 0.0730(6) 0.052(2) Uani 1 1 d . . . O10 O 0.7889(18) 0.805(2) 0.978(3) 0.44(2) Uiso 1 1 d . . . O11 O 0.111(4) 0.082(5) 0.896(6) 0.48(5) Uiso 0.50 1 d P . . O12 O 0.035(3) 0.167(4) 0.852(5) 0.42(4) Uiso 0.50 1 d P . . C1 C 0.7608(5) 0.0373(7) -0.1969(8) 0.051(2) Uani 1 1 d U . . C2 C 0.8132(6) 0.0473(8) -0.2636(8) 0.060(3) Uani 1 1 d U . . H2 H 0.8462 0.0678 -0.2633 0.071 Uiso 1 1 calc R . . C3 C 0.7684(6) -0.0042(8) -0.3367(9) 0.063(3) Uani 1 1 d U . . H3 H 0.7711 -0.0205 -0.3858 0.076 Uiso 1 1 calc R . . C4 C 0.7208(6) -0.0304(8) -0.3356(9) 0.064(3) Uani 1 1 d U . . H4 H 0.6899 -0.0634 -0.3865 0.077 Uiso 1 1 calc R . . C5 C 0.7546(5) 0.0617(6) -0.1212(8) 0.045(3) Uani 1 1 d U . . C6 C 0.8384(5) 0.1976(6) 0.0704(7) 0.038(2) Uani 1 1 d U . . C7 C 0.8413(5) 0.2338(6) 0.1508(7) 0.0385(19) Uani 1 1 d U . . C8 C 0.8928(5) 0.2799(6) 0.2253(7) 0.0383(19) Uani 1 1 d U . . C9 C 0.8909(5) 0.3094(6) 0.2998(8) 0.0414(19) Uani 1 1 d U . . C10 C 0.8413(5) 0.2930(7) 0.3023(8) 0.050(2) Uani 1 1 d U . . H10 H 0.8412 0.3127 0.3528 0.061 Uiso 1 1 calc R . . C11 C 0.7911(5) 0.2467(7) 0.2281(8) 0.050(2) Uani 1 1 d U . . H11 H 0.7574 0.2348 0.2298 0.060 Uiso 1 1 calc R . . C12 C 0.7902(5) 0.2184(7) 0.1532(8) 0.044(2) Uani 1 1 d U . . H12 H 0.7556 0.1887 0.1035 0.053 Uiso 1 1 calc R . . C13 C 0.9423(6) 0.4012(8) 0.4365(9) 0.066(3) Uani 1 1 d U . . H13A H 0.9053 0.4356 0.4028 0.100 Uiso 1 1 calc R . . H13B H 0.9788 0.4364 0.4720 0.100 Uiso 1 1 calc R . . H13C H 0.9417 0.3647 0.4801 0.100 Uiso 1 1 calc R . . C14 C 0.9942(6) 0.1231(10) 0.0739(11) 0.082(5) Uani 1 1 d U . . C15 C 1.0534(7) 0.0722(11) 0.1354(14) 0.166(9) Uani 1 1 d U . . H15A H 1.0769 0.0915 0.2007 0.249 Uiso 1 1 calc R . . H15B H 1.0781 0.0785 0.1119 0.249 Uiso 1 1 calc R . . H15C H 1.0428 0.0141 0.1326 0.249 Uiso 1 1 calc R . . C16 C 0.8974(6) 0.3049(8) -0.1216(9) 0.054(3) Uani 1 1 d U . . C17 C 0.9031(7) 0.3472(9) -0.1924(10) 0.076(4) Uani 1 1 d U . . H17A H 0.8685 0.3851 -0.2308 0.114 Uiso 1 1 calc R . . H17B H 0.9026 0.3059 -0.2333 0.114 Uiso 1 1 calc R . . H17C H 0.9418 0.3780 -0.1590 0.114 Uiso 1 1 calc R . . C18 C 0.9219(7) 0.4805(7) 0.1084(9) 0.052(3) Uani 1 1 d U . . C19 C 0.9038(7) 0.5677(7) 0.1119(11) 0.081(4) Uani 1 1 d U . . H19A H 0.9046 0.5746 0.1678 0.122 Uiso 1 1 calc R . . H19B H 0.8623 0.5789 0.0550 0.122 Uiso 1 1 calc R . . H19C H 0.9329 0.6062 0.1151 0.122 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 Zn1 0.0409(7) 0.0643(9) 0.0421(8) -0.0117(6) 0.0233(6) -0.0059(6) Dy1 0.0348(3) 0.0451(3) 0.0284(3) 0.0015(2) 0.0174(2) 0.0007(2) N1 0.043(6) 0.060(6) 0.042(6) -0.014(4) 0.024(5) -0.005(5) N2 0.046(6) 0.063(6) 0.048(6) -0.017(5) 0.021(5) -0.004(5) N3 0.052(6) 0.071(7) 0.051(6) -0.023(5) 0.034(5) -0.019(5) N4 0.039(5) 0.053(6) 0.033(5) -0.004(4) 0.016(4) 0.002(4) N5 0.043(5) 0.055(6) 0.030(5) -0.007(4) 0.020(4) -0.008(4) O1 0.041(4) 0.057(5) 0.040(5) -0.007(4) 0.026(4) -0.006(4) O2 0.029(4) 0.054(4) 0.034(4) -0.003(3) 0.019(3) 0.000(3) O3 0.046(5) 0.070(5) 0.049(5) -0.024(4) 0.033(4) -0.008(4) O4 0.045(5) 0.091(7) 0.094(8) -0.047(6) 0.010(5) 0.012(5) O5 0.056(5) 0.050(5) 0.072(6) -0.016(4) 0.032(5) 0.009(4) O6 0.064(5) 0.090(7) 0.039(5) -0.011(4) 0.030(4) -0.012(5) O7 0.053(5) 0.065(5) 0.034(5) 0.005(4) 0.023(4) -0.002(4) O8 0.067(6) 0.058(5) 0.082(7) -0.010(4) 0.051(5) -0.003(4) O9 0.057(5) 0.053(5) 0.051(5) 0.007(4) 0.034(4) 0.008(4) C1 0.044(4) 0.060(5) 0.040(5) -0.010(4) 0.021(4) -0.002(4) C2 0.057(5) 0.077(6) 0.042(5) -0.010(4) 0.028(4) -0.003(5) C3 0.059(5) 0.076(6) 0.042(5) -0.014(4) 0.023(4) -0.004(5) C4 0.056(5) 0.073(6) 0.044(5) -0.018(4) 0.019(4) -0.004(5) C5 0.037(5) 0.044(6) 0.043(6) -0.001(5) 0.019(5) -0.001(5) C6 0.031(4) 0.044(5) 0.033(4) 0.000(4) 0.016(3) 0.004(4) C7 0.036(4) 0.047(4) 0.035(4) 0.001(3) 0.022(3) 0.002(3) C8 0.036(4) 0.048(4) 0.032(4) 0.000(3) 0.021(3) 0.004(3) C9 0.037(4) 0.053(4) 0.039(4) 0.002(3) 0.025(3) 0.000(3) C10 0.043(4) 0.059(4) 0.041(4) -0.004(3) 0.020(3) 0.007(4) C11 0.037(4) 0.060(4) 0.044(4) 0.003(4) 0.019(3) 0.004(4) C12 0.037(4) 0.052(4) 0.038(4) -0.001(3) 0.020(3) 0.004(3) C13 0.057(7) 0.083(8) 0.053(7) -0.017(6) 0.029(6) 0.005(6) C14 0.037(7) 0.089(10) 0.080(10) -0.025(8) 0.012(7) 0.010(7) C15 0.061(9) 0.099(11) 0.170(15) -0.048(11) -0.022(10) 0.043(9) C16 0.061(7) 0.071(8) 0.043(7) -0.003(6) 0.038(6) -0.011(6) C17 0.083(9) 0.091(9) 0.060(8) 0.003(7) 0.046(7) -0.003(7) C18 0.083(9) 0.035(6) 0.068(8) 0.013(6) 0.061(7) 0.015(6) C19 0.115(10) 0.055(8) 0.106(11) -0.003(7) 0.083(9) 0.010(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O4 1.961(8) . ? Zn1 O6 1.961(9) . ? Zn1 N4 2.012(9) . ? Zn1 O1 2.158(7) . ? Zn1 N1 2.269(9) . ? Dy1 O2 2.270(6) . ? Dy1 O5 2.297(7) . ? Dy1 O1 2.306(7) . ? Dy1 O7 2.307(7) . ? Dy1 O2 2.341(6) 2_755 ? Dy1 O8 2.370(8) . ? Dy1 O9 2.447(7) . ? Dy1 O3 2.490(7) 2_755 ? Dy1 Dy1 3.7609(12) 2_755 ? N1 C1 1.310(13) . ? N1 C2 1.357(14) . ? N2 C1 1.335(13) . ? N2 C4 1.339(15) . ? N3 C5 1.313(13) . ? N3 H3A 0.8600 . ? N3 H3B 0.8600 . ? N4 C5 1.329(13) . ? N4 N5 1.390(11) . ? N5 C6 1.312(12) . ? O1 C6 1.320(11) . ? O2 C8 1.349(11) . ? O2 Dy1 2.341(6) 2_755 ? O3 C9 1.375(12) . ? O3 C13 1.413(12) . ? O3 Dy1 2.490(7) 2_755 ? O4 C14 1.264(15) . ? O5 C14 1.202(15) . ? O6 C16 1.266(13) . ? O7 C16 1.240(13) . ? O8 C18 1.215(14) . ? O9 C18 1.269(14) . ? C1 C5 1.462(15) . ? C2 C3 1.377(15) . ? C2 H2 0.9300 . ? C3 C4 1.339(17) . ? C3 H3 0.9300 . ? C4 H4 0.9300 . ? C6 C7 1.464(13) . ? C7 C12 1.401(13) . ? C7 C8 1.404(13) . ? C8 C9 1.399(13) . ? C9 C10 1.364(14) . ? C10 C11 1.390(14) . ? C10 H10 0.9300 . ? C11 C12 1.358(14) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 C15 1.505(18) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C17 1.481(16) . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 C19 1.483(15) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 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 O4 Zn1 O6 109.8(4) . . ? O4 Zn1 N4 114.4(4) . . ? O6 Zn1 N4 134.6(3) . . ? O4 Zn1 O1 103.8(3) . . ? O6 Zn1 O1 105.3(3) . . ? N4 Zn1 O1 74.1(3) . . ? O4 Zn1 N1 98.2(3) . . ? O6 Zn1 N1 88.6(3) . . ? N4 Zn1 N1 75.6(3) . . ? O1 Zn1 N1 147.8(3) . . ? O2 Dy1 O5 110.1(3) . . ? O2 Dy1 O1 74.5(2) . . ? O5 Dy1 O1 76.3(3) . . ? O2 Dy1 O7 150.7(2) . . ? O5 Dy1 O7 81.3(3) . . ? O1 Dy1 O7 82.6(3) . . ? O2 Dy1 O2 68.1(3) . 2_755 ? O5 Dy1 O2 78.2(3) . 2_755 ? O1 Dy1 O2 123.2(2) . 2_755 ? O7 Dy1 O2 141.2(2) . 2_755 ? O2 Dy1 O8 97.8(3) . . ? O5 Dy1 O8 142.9(3) . . ? O1 Dy1 O8 136.5(3) . . ? O7 Dy1 O8 86.2(3) . . ? O2 Dy1 O8 90.6(3) 2_755 . ? O2 Dy1 O9 79.2(2) . . ? O5 Dy1 O9 154.1(3) . . ? O1 Dy1 O9 83.4(3) . . ? O7 Dy1 O9 80.3(3) . . ? O2 Dy1 O9 127.0(2) 2_755 . ? O8 Dy1 O9 53.2(3) . . ? O2 Dy1 O3 130.4(2) . 2_755 ? O5 Dy1 O3 72.1(3) . 2_755 ? O1 Dy1 O3 145.1(3) . 2_755 ? O7 Dy1 O3 78.5(3) . 2_755 ? O2 Dy1 O3 64.0(2) 2_755 2_755 ? O8 Dy1 O3 71.2(3) . 2_755 ? O9 Dy1 O3 121.2(2) . 2_755 ? O2 Dy1 Dy1 35.98(16) . 2_755 ? O5 Dy1 Dy1 103.4(2) . 2_755 ? O1 Dy1 Dy1 107.04(17) . 2_755 ? O7 Dy1 Dy1 170.01(18) . 2_755 ? O2 Dy1 Dy1 34.73(15) 2_755 2_755 ? O8 Dy1 Dy1 84.8(2) . 2_755 ? O9 Dy1 Dy1 97.80(18) . 2_755 ? O3 Dy1 Dy1 94.41(18) 2_755 2_755 ? C1 N1 C2 117.4(10) . . ? C1 N1 Zn1 111.2(7) . . ? C2 N1 Zn1 131.3(8) . . ? C1 N2 C4 113.8(10) . . ? C5 N3 H3A 120.0 . . ? C5 N3 H3B 120.0 . . ? H3A N3 H3B 120.0 . . ? C5 N4 N5 118.8(9) . . ? C5 N4 Zn1 120.4(8) . . ? N5 N4 Zn1 120.5(6) . . ? C6 N5 N4 110.3(8) . . ? C6 O1 Zn1 111.7(6) . . ? C6 O1 Dy1 137.2(6) . . ? Zn1 O1 Dy1 109.8(3) . . ? C8 O2 Dy1 130.8(6) . . ? C8 O2 Dy1 119.7(6) . 2_755 ? Dy1 O2 Dy1 109.3(2) . 2_755 ? C9 O3 C13 118.6(8) . . ? C9 O3 Dy1 115.3(5) . 2_755 ? C13 O3 Dy1 125.1(6) . 2_755 ? C14 O4 Zn1 115.2(9) . . ? C14 O5 Dy1 155.4(9) . . ? C16 O6 Zn1 128.3(7) . . ? C16 O7 Dy1 146.1(8) . . ? C18 O8 Dy1 95.2(7) . . ? C18 O9 Dy1 90.2(6) . . ? N1 C1 N2 127.3(11) . . ? N1 C1 C5 117.3(10) . . ? N2 C1 C5 115.3(10) . . ? N1 C2 C3 119.0(12) . . ? N1 C2 H2 120.5 . . ? C3 C2 H2 120.5 . . ? C4 C3 C2 118.5(12) . . ? C4 C3 H3 120.7 . . ? C2 C3 H3 120.7 . . ? C3 C4 N2 124.0(12) . . ? C3 C4 H4 118.0 . . ? N2 C4 H4 118.0 . . ? N3 C5 N4 123.0(11) . . ? N3 C5 C1 121.8(10) . . ? N4 C5 C1 115.3(10) . . ? N5 C6 O1 122.7(9) . . ? N5 C6 C7 117.4(9) . . ? O1 C6 C7 120.0(9) . . ? C12 C7 C8 119.7(9) . . ? C12 C7 C6 116.9(9) . . ? C8 C7 C6 123.4(9) . . ? O2 C8 C9 117.2(9) . . ? O2 C8 C7 124.7(9) . . ? C9 C8 C7 118.1(9) . . ? C10 C9 O3 124.7(10) . . ? C10 C9 C8 121.9(10) . . ? O3 C9 C8 113.4(8) . . ? C9 C10 C11 119.1(11) . . ? C9 C10 H10 120.5 . . ? C11 C10 H10 120.5 . . ? C12 C11 C10 121.2(11) . . ? C12 C11 H11 119.4 . . ? C10 C11 H11 119.4 . . ? C11 C12 C7 120.1(10) . . ? C11 C12 H12 120.0 . . ? C7 C12 H12 120.0 . . ? O3 C13 H13A 109.5 . . ? O3 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? O3 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? O5 C14 O4 123.7(12) . . ? O5 C14 C15 119.0(13) . . ? O4 C14 C15 117.2(13) . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? O7 C16 O6 122.4(11) . . ? O7 C16 C17 120.1(12) . . ? O6 C16 C17 117.5(11) . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? O8 C18 O9 120.7(10) . . ? O8 C18 C19 120.7(12) . . ? O9 C18 C19 118.6(12) . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.10 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.801 _refine_diff_density_min -0.851 _refine_diff_density_rms 0.170 ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_1 _audit_block_doi 10.5517/cc14p1mh _database_code_depnum_ccdc_archive 'CCDC 1062916' loop_ _citation_id _citation_doi _citation_year 1 10.1002/chem.201501866 2015 _audit_update_record ; 2015-05-04 deposited with the CCDC. 2018-09-03 downloaded from the CCDC. ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H42 N12 O12 Y2' _chemical_formula_weight 1012.64 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Y Y -2.7962 3.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M p-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.4440(10) _cell_length_b 10.3109(12) _cell_length_c 11.4602(12) _cell_angle_alpha 79.907(2) _cell_angle_beta 71.378(2) _cell_angle_gamma 84.908(2) _cell_volume 1040.5(2) _cell_formula_units_Z 1 _cell_measurement_temperature 192(2) _cell_measurement_reflns_used 2147 _cell_measurement_theta_min 2.47 _cell_measurement_theta_max 25.03 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.616 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 516 _exptl_absorpt_coefficient_mu 2.851 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5478 _exptl_absorpt_correction_T_max 0.6583 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 192(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5260 _diffrn_reflns_av_R_equivalents 0.0332 _diffrn_reflns_av_sigmaI/netI 0.0792 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 25.10 _reflns_number_total 3650 _reflns_number_gt 2658 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0929P)^2^+2.6052P] 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 3650 _refine_ls_number_parameters 278 _refine_ls_number_restraints 172 _refine_ls_R_factor_all 0.0977 _refine_ls_R_factor_gt 0.0633 _refine_ls_wR_factor_ref 0.1780 _refine_ls_wR_factor_gt 0.1579 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.036 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Y1 Y 0.58870(7) 0.06838(7) 0.09548(6) 0.0296(2) Uani 1 1 d . . . N1 N 0.3005(6) -0.0281(6) -0.2774(5) 0.0338(14) Uani 1 1 d . . . N2 N 0.1001(7) 0.0738(6) -0.3482(6) 0.0433(16) Uani 1 1 d . . . N3 N -0.0085(7) 0.1811(6) -0.1349(6) 0.0468(17) Uani 1 1 d . . . H3A H -0.0430 0.2212 -0.0691 0.056 Uiso 1 1 calc R . . H3B H -0.0539 0.1939 -0.1924 0.056 Uiso 1 1 calc R . . N4 N 0.1885(6) 0.0744(5) -0.0705(5) 0.0302(13) Uani 1 1 d . . . N5 N 0.1346(6) 0.1387(6) 0.0339(5) 0.0357(14) Uani 1 1 d . . . N6 N 0.7273(10) 0.4642(9) 0.0961(9) 0.0832(18) Uani 1 1 d DU . . O1 O 0.3671(5) 0.0805(5) 0.0505(4) 0.0340(11) Uani 1 1 d . . . O2 O 0.4380(5) 0.1911(5) 0.2236(5) 0.0455(14) Uani 1 1 d . . . O3 O 0.3560(7) 0.3206(6) 0.4097(5) 0.0626(18) Uani 1 1 d . . . O4 O 0.7417(6) 0.2503(6) 0.0823(5) 0.0488(13) Uani 1 1 d U . . O5 O 0.6489(6) 0.1920(5) -0.1059(5) 0.0449(13) Uani 1 1 d . . . O6 O 0.5359(6) 0.1170(5) -0.2236(4) 0.0401(12) Uani 1 1 d . . . C1 C 0.1747(8) 0.0443(7) -0.2645(6) 0.0341(15) Uani 1 1 d U . . C2 C 0.1640(9) 0.0274(8) -0.4557(7) 0.0446(17) Uani 1 1 d U . . H2 H 0.1168 0.0473 -0.5188 0.054 Uiso 1 1 calc R . . C3 C 0.2932(9) -0.0469(8) -0.4786(7) 0.0466(18) Uani 1 1 d U . . H3 H 0.3367 -0.0780 -0.5560 0.056 Uiso 1 1 calc R . . C4 C 0.3594(9) -0.0756(8) -0.3843(7) 0.0432(17) Uani 1 1 d U . . H4A H 0.4479 -0.1300 -0.3962 0.052 Uiso 1 1 calc R . . C5 C 0.1134(7) 0.1005(7) -0.1477(6) 0.0318(15) Uani 1 1 d U . . C6 C 0.2355(8) 0.1365(7) 0.0911(6) 0.0314(15) Uani 1 1 d U . . C7 C 0.1930(8) 0.2024(7) 0.2032(6) 0.0324(14) Uani 1 1 d U . . C8 C 0.2973(8) 0.2276(7) 0.2594(6) 0.0365(15) Uani 1 1 d U . . C9 C 0.2461(9) 0.3014(8) 0.3599(7) 0.0407(16) Uani 1 1 d U . . C10 C 0.0987(9) 0.3438(8) 0.4044(7) 0.0470(17) Uani 1 1 d U . . H10 H 0.0672 0.3926 0.4718 0.056 Uiso 1 1 calc R . . C11 C -0.0011(9) 0.3144(8) 0.3499(7) 0.0472(17) Uani 1 1 d U . . H11 H -0.1031 0.3418 0.3809 0.057 Uiso 1 1 calc R . . C12 C 0.0437(8) 0.2457(7) 0.2507(7) 0.0400(15) Uani 1 1 d U . . H12 H -0.0277 0.2273 0.2137 0.048 Uiso 1 1 calc R . . C13 C 0.3129(12) 0.3716(9) 0.5235(8) 0.065(3) Uani 1 1 d U . . H13A H 0.2777 0.4636 0.5097 0.098 Uiso 1 1 calc R . . H13B H 0.3989 0.3669 0.5545 0.098 Uiso 1 1 calc R . . H13C H 0.2324 0.3195 0.5849 0.098 Uiso 1 1 calc R . . C14 C 0.7062(12) 0.3478(10) 0.1356(10) 0.0710(18) Uani 1 1 d U . . H14 H 0.6534 0.3288 0.2221 0.085 Uiso 1 1 calc R . . C16 C 0.6857(13) 0.5714(11) 0.1705(11) 0.089(2) Uani 1 1 d U . . H16A H 0.5928 0.5508 0.2384 0.133 Uiso 1 1 calc R . . H16B H 0.6710 0.6536 0.1174 0.133 Uiso 1 1 calc R . . H16C H 0.7656 0.5815 0.2054 0.133 Uiso 1 1 calc R . . C17 C 0.6247(9) 0.1900(8) -0.2076(7) 0.0400(18) Uani 1 1 d U . . C18 C 0.7093(12) 0.2878(10) -0.3170(8) 0.071(3) Uani 1 1 d U . . H18A H 0.8058 0.2478 -0.3600 0.106 Uiso 1 1 calc R . . H18B H 0.7262 0.3666 -0.2870 0.106 Uiso 1 1 calc R . . H18C H 0.6509 0.3124 -0.3750 0.106 Uiso 1 1 calc R . . C15 C 0.8854(15) 0.4810(19) 0.0051(16) 0.160(5) Uiso 1 1 d DU . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Y1 0.0303(4) 0.0375(4) 0.0244(4) -0.0132(3) -0.0111(3) 0.0078(3) N1 0.036(3) 0.042(3) 0.026(3) -0.009(3) -0.013(3) 0.002(3) N2 0.049(4) 0.052(4) 0.033(4) -0.004(3) -0.021(3) -0.001(3) N3 0.041(4) 0.058(4) 0.045(4) -0.013(3) -0.020(3) 0.016(3) N4 0.031(3) 0.035(3) 0.030(3) -0.014(3) -0.014(3) 0.006(3) N5 0.032(3) 0.043(4) 0.032(3) -0.017(3) -0.008(3) 0.013(3) N6 0.085(2) 0.0787(18) 0.083(2) -0.0104(10) -0.0231(11) -0.0039(10) O1 0.031(3) 0.043(3) 0.033(3) -0.020(2) -0.013(2) 0.011(2) O2 0.033(3) 0.067(4) 0.045(3) -0.032(3) -0.017(2) 0.015(3) O3 0.058(4) 0.090(5) 0.054(4) -0.051(4) -0.022(3) 0.015(3) O4 0.039(3) 0.062(3) 0.043(3) -0.002(2) -0.011(2) -0.005(3) O5 0.054(3) 0.052(3) 0.034(3) -0.011(3) -0.017(3) -0.008(3) O6 0.044(3) 0.048(3) 0.032(3) -0.010(2) -0.015(2) -0.004(3) C1 0.036(3) 0.043(4) 0.026(3) -0.003(3) -0.014(3) -0.003(3) C2 0.052(4) 0.058(4) 0.030(3) -0.005(3) -0.019(3) -0.011(3) C3 0.056(4) 0.062(4) 0.027(4) -0.013(3) -0.015(3) -0.010(4) C4 0.044(4) 0.052(4) 0.033(3) -0.010(3) -0.010(3) 0.001(3) C5 0.031(4) 0.037(4) 0.030(4) -0.007(3) -0.012(3) 0.003(3) C6 0.034(4) 0.035(3) 0.028(3) -0.012(3) -0.012(3) 0.009(3) C7 0.037(3) 0.036(3) 0.025(3) -0.011(3) -0.010(2) 0.009(3) C8 0.042(3) 0.039(3) 0.028(3) -0.012(3) -0.009(3) 0.008(3) C9 0.049(4) 0.045(3) 0.031(3) -0.018(3) -0.011(3) 0.007(3) C10 0.053(4) 0.050(4) 0.037(3) -0.019(3) -0.010(3) 0.010(3) C11 0.043(4) 0.050(4) 0.043(4) -0.020(3) -0.004(3) 0.014(3) C12 0.040(3) 0.045(3) 0.036(3) -0.016(3) -0.010(3) 0.008(3) C13 0.086(7) 0.078(6) 0.043(5) -0.041(5) -0.022(5) 0.003(5) C14 0.072(2) 0.0721(18) 0.070(2) -0.0160(10) -0.0213(11) -0.0016(10) C16 0.090(2) 0.087(2) 0.089(2) -0.0166(11) -0.0263(11) -0.0030(10) C17 0.047(5) 0.044(4) 0.029(4) -0.005(3) -0.012(3) -0.003(4) C18 0.096(7) 0.077(6) 0.040(5) 0.006(5) -0.023(5) -0.034(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 Y1 O2 2.186(5) . ? Y1 O1 2.298(4) . ? Y1 O6 2.347(5) 2_655 ? Y1 O5 2.352(5) . ? Y1 O1 2.381(4) 2_655 ? Y1 O4 2.423(6) . ? Y1 N4 2.427(5) 2_655 ? Y1 N1 2.574(5) 2_655 ? Y1 Y1 3.6642(13) 2_655 ? N1 C1 1.326(9) . ? N1 C4 1.333(9) . ? N1 Y1 2.574(5) 2_655 ? N2 C2 1.339(10) . ? N2 C1 1.341(9) . ? N3 C5 1.343(9) . ? N3 H3A 0.8800 . ? N3 H3B 0.8800 . ? N4 C5 1.281(8) . ? N4 N5 1.400(7) . ? N4 Y1 2.427(5) 2_655 ? N5 C6 1.315(9) . ? N6 C14 1.216(12) . ? N6 C16 1.464(13) . ? N6 C15 1.528(9) . ? O1 C6 1.301(8) . ? O1 Y1 2.381(4) 2_655 ? O2 C8 1.301(8) . ? O3 C9 1.376(9) . ? O3 C13 1.416(9) . ? O4 C14 1.233(11) . ? O5 C17 1.262(8) . ? O6 C17 1.249(9) . ? O6 Y1 2.347(5) 2_655 ? C1 C5 1.476(9) . ? C2 C3 1.358(11) . ? C2 H2 0.9500 . ? C3 C4 1.390(11) . ? C3 H3 0.9500 . ? C4 H4A 0.9500 . ? C6 C7 1.484(9) . ? C7 C8 1.400(10) . ? C7 C12 1.402(10) . ? C8 C9 1.424(9) . ? C9 C10 1.380(11) . ? C10 C11 1.365(11) . ? C10 H10 0.9500 . ? C11 C12 1.377(10) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14 0.9500 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.513(11) . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Y1 O1 75.03(17) . . ? O2 Y1 O6 88.50(19) . 2_655 ? O1 Y1 O6 76.87(17) . 2_655 ? O2 Y1 O5 107.6(2) . . ? O1 Y1 O5 77.04(17) . . ? O6 Y1 O5 144.40(17) 2_655 . ? O2 Y1 O1 151.22(18) . 2_655 ? O1 Y1 O1 76.93(17) . 2_655 ? O6 Y1 O1 78.98(17) 2_655 2_655 ? O5 Y1 O1 71.83(17) . 2_655 ? O2 Y1 O4 76.71(19) . . ? O1 Y1 O4 127.03(18) . . ? O6 Y1 O4 145.41(17) 2_655 . ? O5 Y1 O4 70.18(17) . . ? O1 Y1 O4 126.77(17) 2_655 . ? O2 Y1 N4 141.97(18) . 2_655 ? O1 Y1 N4 138.44(17) . 2_655 ? O6 Y1 N4 84.70(18) 2_655 2_655 ? O5 Y1 N4 99.34(19) . 2_655 ? O1 Y1 N4 63.03(16) 2_655 2_655 ? O4 Y1 N4 88.08(18) . 2_655 ? O2 Y1 N1 78.56(18) . 2_655 ? O1 Y1 N1 142.77(17) . 2_655 ? O6 Y1 N1 76.68(17) 2_655 2_655 ? O5 Y1 N1 136.71(18) . 2_655 ? O1 Y1 N1 122.46(17) 2_655 2_655 ? O4 Y1 N1 69.87(18) . 2_655 ? N4 Y1 N1 63.45(18) 2_655 2_655 ? O2 Y1 Y1 114.05(13) . 2_655 ? O1 Y1 Y1 39.27(11) . 2_655 ? O6 Y1 Y1 74.53(12) 2_655 2_655 ? O5 Y1 Y1 69.92(12) . 2_655 ? O1 Y1 Y1 37.66(11) 2_655 2_655 ? O4 Y1 Y1 140.05(13) . 2_655 ? N4 Y1 Y1 100.05(13) 2_655 2_655 ? N1 Y1 Y1 148.02(13) 2_655 2_655 ? C1 N1 C4 116.9(6) . . ? C1 N1 Y1 118.2(4) . 2_655 ? C4 N1 Y1 124.9(5) . 2_655 ? C2 N2 C1 115.2(7) . . ? C5 N3 H3A 120.0 . . ? C5 N3 H3B 120.0 . . ? H3A N3 H3B 120.0 . . ? C5 N4 N5 114.6(5) . . ? C5 N4 Y1 125.5(4) . 2_655 ? N5 N4 Y1 119.8(4) . 2_655 ? C6 N5 N4 111.4(5) . . ? C14 N6 C16 125.8(10) . . ? C14 N6 C15 109.7(11) . . ? C16 N6 C15 110.5(11) . . ? C6 O1 Y1 136.4(4) . . ? C6 O1 Y1 120.3(4) . 2_655 ? Y1 O1 Y1 103.07(17) . 2_655 ? C8 O2 Y1 139.1(5) . . ? C9 O3 C13 118.3(7) . . ? C14 O4 Y1 128.4(6) . . ? C17 O5 Y1 138.2(5) . . ? C17 O6 Y1 130.9(5) . 2_655 ? N1 C1 N2 126.5(7) . . ? N1 C1 C5 116.5(6) . . ? N2 C1 C5 117.1(6) . . ? N2 C2 C3 123.0(7) . . ? N2 C2 H2 118.5 . . ? C3 C2 H2 118.5 . . ? C2 C3 C4 117.4(7) . . ? C2 C3 H3 121.3 . . ? C4 C3 H3 121.3 . . ? N1 C4 C3 121.1(7) . . ? N1 C4 H4A 119.5 . . ? C3 C4 H4A 119.5 . . ? N4 C5 N3 125.6(6) . . ? N4 C5 C1 116.2(6) . . ? N3 C5 C1 118.1(6) . . ? O1 C6 N5 121.5(6) . . ? O1 C6 C7 121.5(6) . . ? N5 C6 C7 116.9(6) . . ? C8 C7 C12 119.3(6) . . ? C8 C7 C6 122.4(6) . . ? C12 C7 C6 118.2(6) . . ? O2 C8 C7 124.4(6) . . ? O2 C8 C9 118.1(7) . . ? C7 C8 C9 117.5(6) . . ? O3 C9 C10 124.5(6) . . ? O3 C9 C8 113.4(6) . . ? C10 C9 C8 122.1(7) . . ? C11 C10 C9 118.9(7) . . ? C11 C10 H10 120.5 . . ? C9 C10 H10 120.5 . . ? C10 C11 C12 121.0(7) . . ? C10 C11 H11 119.5 . . ? C12 C11 H11 119.5 . . ? C11 C12 C7 121.1(7) . . ? C11 C12 H12 119.4 . . ? C7 C12 H12 119.4 . . ? O3 C13 H13A 109.5 . . ? O3 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? O3 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N6 C14 O4 130.9(11) . . ? N6 C14 H14 114.6 . . ? O4 C14 H14 114.6 . . ? N6 C16 H16A 109.5 . . ? N6 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? N6 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? O6 C17 O5 125.6(7) . . ? O6 C17 C18 118.7(7) . . ? O5 C17 C18 115.7(7) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 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 C5 N4 N5 C6 -163.2(6) . . . . ? Y1 N4 N5 C6 15.3(7) 2_655 . . . ? O2 Y1 O1 C6 0.1(6) . . . . ? O6 Y1 O1 C6 92.1(6) 2_655 . . . ? O5 Y1 O1 C6 -112.4(6) . . . . ? O1 Y1 O1 C6 173.6(7) 2_655 . . . ? O4 Y1 O1 C6 -59.9(7) . . . . ? N4 Y1 O1 C6 158.1(6) 2_655 . . . ? N1 Y1 O1 C6 46.3(7) 2_655 . . . ? Y1 Y1 O1 C6 173.6(7) 2_655 . . . ? O2 Y1 O1 Y1 -173.5(2) . . . 2_655 ? O6 Y1 O1 Y1 -81.52(19) 2_655 . . 2_655 ? O5 Y1 O1 Y1 74.03(19) . . . 2_655 ? O1 Y1 O1 Y1 0.0 2_655 . . 2_655 ? O4 Y1 O1 Y1 126.5(2) . . . 2_655 ? N4 Y1 O1 Y1 -15.5(3) 2_655 . . 2_655 ? N1 Y1 O1 Y1 -127.2(3) 2_655 . . 2_655 ? O1 Y1 O2 C8 8.9(7) . . . . ? O6 Y1 O2 C8 -67.9(8) 2_655 . . . ? O5 Y1 O2 C8 79.8(8) . . . . ? O1 Y1 O2 C8 -4.3(10) 2_655 . . . ? O4 Y1 O2 C8 143.7(8) . . . . ? N4 Y1 O2 C8 -147.3(7) 2_655 . . . ? N1 Y1 O2 C8 -144.6(8) 2_655 . . . ? Y1 Y1 O2 C8 4.4(8) 2_655 . . . ? O2 Y1 O4 C14 -1.7(8) . . . . ? O1 Y1 O4 C14 57.6(8) . . . . ? O6 Y1 O4 C14 -68.8(9) 2_655 . . . ? O5 Y1 O4 C14 112.8(8) . . . . ? O1 Y1 O4 C14 159.7(7) 2_655 . . . ? N4 Y1 O4 C14 -146.6(8) 2_655 . . . ? N1 Y1 O4 C14 -84.2(8) 2_655 . . . ? Y1 Y1 O4 C14 110.0(8) 2_655 . . . ? O2 Y1 O5 C17 -112.0(8) . . . . ? O1 Y1 O5 C17 -42.6(7) . . . . ? O6 Y1 O5 C17 1.3(9) 2_655 . . . ? O1 Y1 O5 C17 37.7(7) 2_655 . . . ? O4 Y1 O5 C17 179.7(8) . . . . ? N4 Y1 O5 C17 95.2(8) 2_655 . . . ? N1 Y1 O5 C17 156.1(7) 2_655 . . . ? Y1 Y1 O5 C17 -2.2(7) 2_655 . . . ? C4 N1 C1 N2 0.4(11) . . . . ? Y1 N1 C1 N2 -179.0(6) 2_655 . . . ? C4 N1 C1 C5 -177.8(6) . . . . ? Y1 N1 C1 C5 2.8(8) 2_655 . . . ? C2 N2 C1 N1 -1.9(11) . . . . ? C2 N2 C1 C5 176.3(6) . . . . ? C1 N2 C2 C3 1.4(11) . . . . ? N2 C2 C3 C4 0.6(12) . . . . ? C1 N1 C4 C3 1.8(11) . . . . ? Y1 N1 C4 C3 -178.9(6) 2_655 . . . ? C2 C3 C4 N1 -2.3(12) . . . . ? N5 N4 C5 N3 -0.5(10) . . . . ? Y1 N4 C5 N3 -178.9(5) 2_655 . . . ? N5 N4 C5 C1 174.6(6) . . . . ? Y1 N4 C5 C1 -3.8(9) 2_655 . . . ? N1 C1 C5 N4 0.4(10) . . . . ? N2 C1 C5 N4 -178.0(6) . . . . ? N1 C1 C5 N3 175.8(6) . . . . ? N2 C1 C5 N3 -2.6(10) . . . . ? Y1 O1 C6 N5 171.0(5) . . . . ? Y1 O1 C6 N5 -16.2(9) 2_655 . . . ? Y1 O1 C6 C7 -8.1(10) . . . . ? Y1 O1 C6 C7 164.6(5) 2_655 . . . ? N4 N5 C6 O1 0.4(9) . . . . ? N4 N5 C6 C7 179.5(6) . . . . ? O1 C6 C7 C8 10.8(11) . . . . ? N5 C6 C7 C8 -168.4(7) . . . . ? O1 C6 C7 C12 -172.0(7) . . . . ? N5 C6 C7 C12 8.8(10) . . . . ? Y1 O2 C8 C7 -8.6(13) . . . . ? Y1 O2 C8 C9 173.2(5) . . . . ? C12 C7 C8 O2 179.4(7) . . . . ? C6 C7 C8 O2 -3.4(12) . . . . ? C12 C7 C8 C9 -2.4(11) . . . . ? C6 C7 C8 C9 174.8(6) . . . . ? C13 O3 C9 C10 8.7(12) . . . . ? C13 O3 C9 C8 -168.9(7) . . . . ? O2 C8 C9 O3 -2.1(10) . . . . ? C7 C8 C9 O3 179.6(7) . . . . ? O2 C8 C9 C10 -179.7(7) . . . . ? C7 C8 C9 C10 2.0(11) . . . . ? O3 C9 C10 C11 -177.6(8) . . . . ? C8 C9 C10 C11 -0.2(12) . . . . ? C9 C10 C11 C12 -1.2(13) . . . . ? C10 C11 C12 C7 0.7(12) . . . . ? C8 C7 C12 C11 1.1(11) . . . . ? C6 C7 C12 C11 -176.1(7) . . . . ? C16 N6 C14 O4 -176.8(10) . . . . ? C15 N6 C14 O4 -41.1(18) . . . . ? Y1 O4 C14 N6 -133.3(11) . . . . ? Y1 O6 C17 O5 -12.7(12) 2_655 . . . ? Y1 O6 C17 C18 168.9(6) 2_655 . . . ? Y1 O5 C17 O6 9.1(13) . . . . ? Y1 O5 C17 C18 -172.5(6) . . . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 25.10 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 1.100 _refine_diff_density_min -0.992 _refine_diff_density_rms 0.119