# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Chuan-De Wu' _publ_contact_author_email CDWU@ZJU.EDU.CN _publ_section_title ; The role of secondary bridging ligand in two 3D metal-organic networks: from effective linker to organic template ; loop_ _publ_author_name 'Chuan-De Wu' 'Lianxu Shi' 'Si-Tang Yan' # Attachment 'New1.cif' data_New1 _database_code_depnum_ccdc_archive 'CCDC 765862' #TrackingRef 'New1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H34 Cu3 N6 O23' _chemical_formula_weight 1133.33 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z-1/2' _cell_length_a 12.2892(15) _cell_length_b 11.0889(14) _cell_length_c 16.490(2) _cell_angle_alpha 90.00 _cell_angle_beta 110.129(14) _cell_angle_gamma 90.00 _cell_volume 2109.8(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 8929 _cell_measurement_theta_min 3.13 _cell_measurement_theta_max 25.04 _exptl_crystal_description bloc _exptl_crystal_colour blue _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.784 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1150 _exptl_absorpt_coefficient_mu 1.599 _exptl_absorpt_correction_type 'Empirical absorption' _exptl_absorpt_correction_T_min 0.750 _exptl_absorpt_correction_T_max 0.909 _exptl_absorpt_process_details CrysAlisPro _exptl_special_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.3592 _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 8929 _diffrn_reflns_av_R_equivalents 0.0721 _diffrn_reflns_av_sigmaI/netI 0.1563 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.13 _diffrn_reflns_theta_max 25.04 _reflns_number_total 3681 _reflns_number_gt 1746 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlisPro (Oxford Diffraction Ltd., 2010)' _computing_cell_refinement 'CrysAlisPro (Oxford Diffraction Ltd., 2010)' _computing_data_reduction 'CrysAlisPro (Oxford Diffraction Ltd., 2010)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'CrystalStructure and PLATON (Spek, 2003)' _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^)+(0.0136P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3681 _refine_ls_number_parameters 322 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.1190 _refine_ls_R_factor_gt 0.0507 _refine_ls_wR_factor_ref 0.0851 _refine_ls_wR_factor_gt 0.0788 _refine_ls_goodness_of_fit_ref 0.912 _refine_ls_restrained_S_all 0.912 _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 Cu1 Cu 0.25708(7) -0.87492(8) 0.07304(5) 0.0416(3) Uani 1 1 d . . . Cu2 Cu 0.2500 -1.00848(10) -0.2500 0.0301(3) Uani 1 2 d S . . O1 O -0.3690(4) -0.9818(5) -0.0857(3) 0.0546(14) Uani 1 1 d . . . O2 O -0.3809(4) -0.7837(5) -0.1077(3) 0.0813(19) Uani 1 1 d . . . C4 C -0.1656(8) -0.6542(8) -0.1238(6) 0.109(4) Uani 1 1 d D . . O3 O -0.0849(9) -0.5883(11) -0.1332(6) 0.077(3) Uiso 0.50 1 d PD A 1 O4 O -0.2657(8) -0.6154(10) -0.1376(6) 0.057(3) Uiso 0.50 1 d PD A 1 O3' O -0.1509(9) -0.6295(11) -0.0340(6) 0.090(3) Uiso 0.50 1 d PD A 2 O4' O -0.2390(10) -0.6088(11) -0.1716(7) 0.080(4) Uiso 0.50 1 d PD A 2 O5 O 0.2045(4) -0.9311(4) -0.0751(2) 0.0514(13) Uani 1 1 d . A . O6 O 0.1129(3) -1.0067(4) -0.2073(2) 0.0334(10) Uani 1 1 d . A . O7 O 0.0609(3) -1.1948(4) -0.0788(2) 0.0369(11) Uani 1 1 d . . . O8 O -0.1142(3) -1.2186(4) -0.0666(2) 0.0371(11) Uani 1 1 d . . . O9 O 0.3903(4) -1.0121(5) -0.1125(3) 0.0659(15) Uani 1 1 d . . . H9A H 0.4603 -1.0048 -0.0982 0.079 Uiso 1 1 d . . . H9B H 0.3468 -1.0085 -0.0846 0.079 Uiso 1 1 d . . . O10 O 0.3594(5) -0.8368(5) 0.2205(2) 0.107(2) Uani 1 1 d . . . H10G H 0.3472 -0.7730 0.1930 0.129 Uiso 1 1 d . . . H10F H 0.4295 -0.8343 0.2393 0.129 Uiso 1 1 d . . . O101 O -0.1057(5) -0.4065(5) -0.2561(3) 0.113(2) Uani 1 1 d . . . H10B H -0.1649 -0.4425 -0.2831 0.136 Uiso 1 1 d . . . H10C H -0.0852 -0.4301 -0.2065 0.136 Uiso 1 1 d . . . O102 O 0.0411(8) -0.4523(8) -0.0731(6) 0.063(3) Uani 0.50 1 d P . . N1 N -0.1688(4) -0.9983(5) -0.1005(3) 0.0340(13) Uani 1 1 d . . . N2 N 0.2500 -1.1908(7) -0.2500 0.036(2) Uani 1 2 d S . . N3 N 0.2500 -1.8266(6) -0.2500 0.0233(17) Uani 1 2 d S . . N4 N 0.3420(5) -0.7418(5) 0.0443(3) 0.0411(14) Uani 1 1 d . . . C1 C -0.3314(6) -0.8816(9) -0.1009(4) 0.049(2) Uani 1 1 d . A . C2 C -0.2124(6) -0.8861(7) -0.1105(3) 0.0371(17) Uani 1 1 d . . . C3 C -0.1453(7) -0.7924(6) -0.1253(4) 0.0445(19) Uani 1 1 d D A . C5 C -0.0396(6) -0.8224(6) -0.1337(3) 0.0393(17) Uani 1 1 d . . . H5A H 0.0048 -0.7614 -0.1453 0.047 Uiso 1 1 calc R A . C6 C 0.0017(5) -0.9395(5) -0.1255(3) 0.0288(15) Uani 1 1 d . A . C7 C 0.1178(5) -0.9621(5) -0.1347(4) 0.0276(15) Uani 1 1 d . . . C8 C -0.0664(5) -1.0274(5) -0.1055(3) 0.0245(14) Uani 1 1 d . . . C9 C -0.0360(6) -1.1576(6) -0.0836(3) 0.0294(16) Uani 1 1 d . A . C10 C 0.1867(6) -1.2537(6) -0.2147(4) 0.053(2) Uani 1 1 d . . . H10A H 0.1419 -1.2122 -0.1886 0.064 Uiso 1 1 calc R . . C11 C 0.1839(6) -1.3777(6) -0.2148(4) 0.057(2) Uani 1 1 d . . . H11A H 0.1361 -1.4177 -0.1904 0.068 Uiso 1 1 calc R . . C12 C 0.2500 -1.4419(8) -0.2500 0.031(2) Uani 1 2 d S . . C13 C 0.2500 -1.5757(8) -0.2500 0.035(2) Uani 1 2 d S . . C14 C 0.3522(5) -1.6414(6) -0.2240(3) 0.0381(16) Uani 1 1 d . . . H14A H 0.4231 -1.6016 -0.2070 0.046 Uiso 1 1 calc R . . C15 C 0.3488(5) -1.7645(6) -0.2233(3) 0.0339(16) Uani 1 1 d . . . H15A H 0.4184 -1.8067 -0.2035 0.041 Uiso 1 1 calc R . . C16 C 0.2958(6) -0.6350(8) 0.0227(5) 0.069(2) Uani 1 1 d . . . H16A H 0.2194 -0.6236 0.0194 0.083 Uiso 1 1 calc R . . C17 C 0.3545(7) -0.5382(7) 0.0045(5) 0.069(2) Uani 1 1 d . . . H17A H 0.3174 -0.4642 -0.0109 0.082 Uiso 1 1 calc R . . C18 C 0.4672(6) -0.5513(6) 0.0092(4) 0.0435(19) Uani 1 1 d . . . C19 C 0.5120(6) -0.6628(7) 0.0296(4) 0.064(2) Uani 1 1 d . . . H19A H 0.5872 -0.6778 0.0312 0.076 Uiso 1 1 calc R . . C20 C 0.4499(6) -0.7543(7) 0.0481(4) 0.064(2) Uani 1 1 d . . . H20A H 0.4856 -0.8287 0.0641 0.077 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 Cu1 0.0321(5) 0.0444(6) 0.0544(5) -0.0014(5) 0.0226(4) -0.0034(5) Cu2 0.0304(7) 0.0186(7) 0.0470(6) 0.000 0.0205(5) 0.000 O1 0.027(3) 0.064(4) 0.075(3) -0.009(3) 0.020(2) 0.009(3) O2 0.043(4) 0.065(4) 0.128(4) -0.023(3) 0.019(3) 0.027(3) C4 0.099(10) 0.093(10) 0.095(7) -0.028(6) -0.017(7) -0.010(8) O5 0.030(3) 0.077(4) 0.051(3) -0.014(3) 0.019(2) -0.020(2) O6 0.038(3) 0.027(3) 0.042(2) -0.002(2) 0.022(2) 0.000(2) O7 0.033(3) 0.034(3) 0.054(2) 0.006(2) 0.027(2) 0.010(2) O8 0.034(3) 0.026(3) 0.060(3) 0.006(2) 0.027(2) -0.003(2) O9 0.045(3) 0.079(4) 0.082(3) 0.007(3) 0.033(2) 0.011(3) O10 0.157(6) 0.092(5) 0.047(3) 0.012(3) 0.002(3) -0.031(4) O101 0.125(5) 0.087(5) 0.098(4) 0.017(4) 0.000(3) -0.052(4) O102 0.083(8) 0.041(7) 0.087(6) 0.007(5) 0.057(6) 0.016(5) N1 0.029(3) 0.038(4) 0.038(3) 0.003(3) 0.015(2) 0.007(3) N2 0.051(6) 0.021(5) 0.050(4) 0.000 0.035(4) 0.000 N3 0.016(4) 0.018(4) 0.034(4) 0.000 0.006(3) 0.000 N4 0.030(4) 0.047(4) 0.054(3) -0.001(3) 0.023(3) -0.002(3) C1 0.034(5) 0.053(6) 0.054(4) -0.004(5) 0.007(3) 0.015(5) C2 0.034(4) 0.041(5) 0.031(3) -0.009(3) 0.005(3) 0.017(4) C3 0.059(6) 0.028(5) 0.042(4) -0.005(3) 0.011(4) 0.006(4) C5 0.049(5) 0.028(4) 0.044(4) 0.003(3) 0.021(3) -0.002(4) C6 0.036(4) 0.016(4) 0.036(3) 0.001(3) 0.016(3) -0.005(3) C7 0.029(4) 0.019(4) 0.040(4) 0.008(3) 0.018(3) 0.000(3) C8 0.022(4) 0.021(4) 0.033(3) -0.005(3) 0.012(3) 0.001(3) C9 0.034(4) 0.029(4) 0.029(3) -0.005(3) 0.015(3) -0.002(3) C10 0.075(5) 0.028(5) 0.089(5) -0.010(4) 0.070(4) -0.002(4) C11 0.072(5) 0.021(4) 0.101(5) -0.005(4) 0.062(4) -0.011(4) C12 0.036(6) 0.015(5) 0.043(5) 0.000 0.016(5) 0.000 C13 0.048(7) 0.020(6) 0.049(5) 0.000 0.033(5) 0.000 C14 0.029(4) 0.023(4) 0.065(4) -0.006(3) 0.021(3) -0.011(3) C15 0.021(4) 0.028(4) 0.051(4) -0.005(3) 0.010(3) -0.001(3) C16 0.049(5) 0.046(6) 0.136(7) -0.003(6) 0.060(5) -0.007(5) C17 0.056(5) 0.036(5) 0.138(7) 0.000(5) 0.064(5) -0.003(4) C18 0.031(5) 0.052(6) 0.052(4) -0.012(4) 0.020(3) -0.016(4) C19 0.025(4) 0.062(6) 0.116(6) 0.017(5) 0.040(4) 0.001(4) C20 0.034(5) 0.061(6) 0.107(6) 0.026(5) 0.036(4) 0.000(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 Cu1 N1 1.923(5) 3_535 ? Cu1 N4 1.957(6) . ? Cu1 O8 2.010(4) 3_535 ? Cu1 O1 2.064(5) 3_535 ? Cu1 O10 2.360(4) . ? Cu1 O5 2.384(4) . ? Cu2 N3 2.017(7) 1_565 ? Cu2 N2 2.022(7) . ? Cu2 O6 2.037(4) 2_554 ? Cu2 O6 2.037(4) . ? Cu2 O9 2.329(4) . ? Cu2 O9 2.329(4) 2_554 ? O1 C1 1.261(9) . ? O1 Cu1 2.064(5) 3_535 ? O2 C1 1.231(8) . ? C4 O4' 1.095(8) . ? C4 O3 1.284(8) . ? C4 O4 1.249(9) . ? C4 O3' 1.456(8) . ? C4 C3 1.554(8) . ? O5 C7 1.225(6) . ? O6 C7 1.278(6) . ? O7 C9 1.237(6) . ? O8 C9 1.282(7) . ? O8 Cu1 2.010(4) 3_535 ? O9 H9A 0.8141 . ? O9 H9B 0.8177 . ? O10 H10G 0.8266 . ? O10 H10F 0.8094 . ? O101 H10B 0.8134 . ? O101 H10C 0.8129 . ? N1 C8 1.329(7) . ? N1 C2 1.343(8) . ? N1 Cu1 1.923(5) 3_535 ? N2 C10 1.319(7) . ? N2 C10 1.319(7) 2_554 ? N3 C15 1.333(6) 2_554 ? N3 C15 1.333(6) . ? N3 Cu2 2.017(7) 1_545 ? N4 C16 1.309(9) . ? N4 C20 1.313(7) . ? C1 C2 1.524(9) . ? C2 C3 1.400(9) . ? C3 C5 1.393(9) . ? C5 C6 1.384(8) . ? C5 H5A 0.9300 . ? C6 C8 1.397(7) . ? C6 C7 1.506(8) . ? C8 C9 1.503(8) . ? C10 C11 1.376(8) . ? C10 H10A 0.9300 . ? C11 C12 1.352(7) . ? C11 H11A 0.9300 . ? C12 C11 1.352(7) 2_554 ? C12 C13 1.483(10) . ? C13 C14 1.386(7) 2_554 ? C13 C14 1.386(7) . ? C14 C15 1.366(8) . ? C14 H14A 0.9300 . ? C15 H15A 0.9300 . ? C16 C17 1.383(9) . ? C16 H16A 0.9300 . ? C17 C18 1.368(9) . ? C17 H17A 0.9300 . ? C18 C19 1.348(9) . ? C18 C18 1.485(12) 3_645 ? C19 C20 1.366(9) . ? C19 H19A 0.9300 . ? C20 H20A 0.9300 . ? 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 N1 Cu1 N4 177.9(2) 3_535 . ? N1 Cu1 O8 80.6(2) 3_535 3_535 ? N4 Cu1 O8 97.3(2) . 3_535 ? N1 Cu1 O1 79.8(2) 3_535 3_535 ? N4 Cu1 O1 102.3(2) . 3_535 ? O8 Cu1 O1 160.3(2) 3_535 3_535 ? N1 Cu1 O10 91.79(18) 3_535 . ? N4 Cu1 O10 88.57(19) . . ? O8 Cu1 O10 96.18(19) 3_535 . ? O1 Cu1 O10 86.2(2) 3_535 . ? N1 Cu1 O5 94.29(16) 3_535 . ? N4 Cu1 O5 85.88(17) . . ? O8 Cu1 O5 99.04(15) 3_535 . ? O1 Cu1 O5 80.74(16) 3_535 . ? O10 Cu1 O5 164.35(19) . . ? N3 Cu2 N2 179.999(2) 1_565 . ? N3 Cu2 O6 89.46(13) 1_565 2_554 ? N2 Cu2 O6 90.54(13) . 2_554 ? N3 Cu2 O6 89.46(13) 1_565 . ? N2 Cu2 O6 90.54(13) . . ? O6 Cu2 O6 178.9(3) 2_554 . ? N3 Cu2 O9 90.99(14) 1_565 . ? N2 Cu2 O9 89.01(14) . . ? O6 Cu2 O9 85.02(14) 2_554 . ? O6 Cu2 O9 95.00(14) . . ? N3 Cu2 O9 90.99(14) 1_565 2_554 ? N2 Cu2 O9 89.01(14) . 2_554 ? O6 Cu2 O9 95.00(14) 2_554 2_554 ? O6 Cu2 O9 85.02(14) . 2_554 ? O9 Cu2 O9 178.0(3) . 2_554 ? C1 O1 Cu1 114.9(5) . 3_535 ? O4' C4 O3 97.5(12) . . ? O4' C4 O4 36.3(7) . . ? O3 C4 O4 122.4(11) . . ? O4' C4 O3' 115.3(11) . . ? O3 C4 O3' 100.7(8) . . ? O4 C4 O3' 83.6(9) . . ? O4' C4 C3 122.7(10) . . ? O3 C4 C3 115.1(9) . . ? O4 C4 C3 119.4(10) . . ? O3' C4 C3 103.7(8) . . ? C7 O5 Cu1 138.6(4) . . ? C7 O6 Cu2 123.3(4) . . ? C9 O8 Cu1 115.0(4) . 3_535 ? Cu2 O9 H9A 129.4 . . ? Cu2 O9 H9B 98.0 . . ? H9A O9 H9B 131.5 . . ? Cu1 O10 H10G 69.8 . . ? Cu1 O10 H10F 121.3 . . ? H10G O10 H10F 98.5 . . ? H10B O101 H10C 107.6 . . ? C8 N1 C2 124.4(6) . . ? C8 N1 Cu1 117.4(5) . 3_535 ? C2 N1 Cu1 118.2(5) . 3_535 ? C10 N2 C10 116.2(8) . 2_554 ? C10 N2 Cu2 121.9(4) . . ? C10 N2 Cu2 121.9(4) 2_554 . ? C15 N3 C15 117.7(8) 2_554 . ? C15 N3 Cu2 121.1(4) 2_554 1_545 ? C15 N3 Cu2 121.1(4) . 1_545 ? C16 N4 C20 116.3(7) . . ? C16 N4 Cu1 122.1(5) . . ? C20 N4 Cu1 121.6(5) . . ? O2 C1 O1 126.3(8) . . ? O2 C1 C2 118.7(8) . . ? O1 C1 C2 115.0(7) . . ? N1 C2 C3 118.3(6) . . ? N1 C2 C1 112.0(7) . . ? C3 C2 C1 129.7(7) . . ? C5 C3 C2 117.8(6) . . ? C5 C3 C4 113.4(7) . . ? C2 C3 C4 128.4(8) . . ? C6 C5 C3 122.6(6) . . ? C6 C5 H5A 118.7 . . ? C3 C5 H5A 118.8 . . ? C5 C6 C8 116.6(6) . . ? C5 C6 C7 118.4(5) . . ? C8 C6 C7 125.0(5) . . ? O5 C7 O6 127.5(6) . . ? O5 C7 C6 117.7(5) . . ? O6 C7 C6 114.7(5) . . ? N1 C8 C6 120.2(6) . . ? N1 C8 C9 112.4(6) . . ? C6 C8 C9 127.4(6) . . ? O7 C9 O8 126.0(6) . . ? O7 C9 C8 119.3(6) . . ? O8 C9 C8 114.6(6) . . ? N2 C10 C11 123.2(7) . . ? N2 C10 H10A 118.4 . . ? C11 C10 H10A 118.4 . . ? C12 C11 C10 120.5(7) . . ? C12 C11 H11A 119.8 . . ? C10 C11 H11A 119.7 . . ? C11 C12 C11 116.5(9) . 2_554 ? C11 C12 C13 121.8(4) . . ? C11 C12 C13 121.8(4) 2_554 . ? C14 C13 C14 116.6(8) 2_554 . ? C14 C13 C12 121.7(4) 2_554 . ? C14 C13 C12 121.7(4) . . ? C15 C14 C13 120.1(6) . . ? C15 C14 H14A 120.0 . . ? C13 C14 H14A 120.0 . . ? N3 C15 C14 122.7(6) . . ? N3 C15 H15A 118.6 . . ? C14 C15 H15A 118.6 . . ? N4 C16 C17 123.5(7) . . ? N4 C16 H16A 118.2 . . ? C17 C16 H16A 118.2 . . ? C18 C17 C16 119.9(7) . . ? C18 C17 H17A 120.1 . . ? C16 C17 H17A 120.0 . . ? C19 C18 C17 115.5(6) . . ? C19 C18 C18 123.3(8) . 3_645 ? C17 C18 C18 121.2(9) . 3_645 ? C18 C19 C20 121.7(7) . . ? C18 C19 H19A 119.2 . . ? C20 C19 H19A 119.2 . . ? N4 C20 C19 123.0(8) . . ? N4 C20 H20A 118.5 . . ? C19 C20 H20A 118.5 . . ? 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 H9A O1 0.81 2.05 2.857(6) 169.5 1_655 O9 H9B O5 0.82 2.00 2.714(6) 145.4 . O10 H10G O101 0.83 2.16 2.739(8) 127.0 4_646 O10 H10G N4 0.83 2.45 3.028(6) 127.4 . _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 25.04 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.615 _refine_diff_density_min -0.563 _refine_diff_density_rms 0.084 # Attachment 'New2.cif' data_New2 _database_code_depnum_ccdc_archive 'CCDC 765863' #TrackingRef 'New2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H32 N4 O27 Zn4' _chemical_formula_weight 1118.06 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.4711(3) _cell_length_b 14.6161(3) _cell_length_c 17.8745(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.238(2) _cell_angle_gamma 90.00 _cell_volume 3780.62(15) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 42908 _cell_measurement_theta_min 3.32 _cell_measurement_theta_max 26.00 _exptl_crystal_description bloc _exptl_crystal_colour colorless _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.964 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2256 _exptl_absorpt_coefficient_mu 2.617 _exptl_absorpt_correction_type 'Empirical absorption' _exptl_absorpt_correction_T_min 0.475 _exptl_absorpt_correction_T_max 0.658 _exptl_absorpt_process_details CrysAlisPro _exptl_special_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.3592 _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 42908 _diffrn_reflns_av_R_equivalents 0.0510 _diffrn_reflns_av_sigmaI/netI 0.0505 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.32 _diffrn_reflns_theta_max 26.00 _reflns_number_total 7408 _reflns_number_gt 4985 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlisPro (Oxford Diffraction Ltd., 2010)' _computing_cell_refinement 'CrysAlisPro (Oxford Diffraction Ltd., 2010)' _computing_data_reduction 'CrysAlisPro (Oxford Diffraction Ltd., 2010)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'CrystalStructure and PLATON (Spek, 2003)' _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^)+(0.0336P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7408 _refine_ls_number_parameters 568 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0555 _refine_ls_R_factor_gt 0.0307 _refine_ls_wR_factor_ref 0.0708 _refine_ls_wR_factor_gt 0.0677 _refine_ls_goodness_of_fit_ref 0.941 _refine_ls_restrained_S_all 0.941 _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 Zn1 Zn 0.84279(2) 1.40143(2) 0.03104(2) 0.02008(10) Uani 1 1 d . . . Zn2 Zn 0.38712(2) 1.15404(2) 0.31469(2) 0.01983(10) Uani 1 1 d . . . Zn3 Zn 0.35165(2) 1.10723(2) 0.03138(2) 0.01887(10) Uani 1 1 d . . . Zn4 Zn 0.88843(2) 1.13407(2) -0.17811(2) 0.01921(10) Uani 1 1 d . . . O1 O 0.97554(15) 0.92733(13) -0.35641(13) 0.0330(6) Uani 1 1 d . . . O2 O 1.06109(14) 0.86667(12) -0.44782(12) 0.0231(5) Uani 1 1 d . . . O3 O 0.88822(14) 1.11053(13) -0.36489(12) 0.0241(5) Uani 1 1 d . . . O4 O 0.98554(14) 1.13152(13) -0.27048(12) 0.0262(5) Uani 1 1 d . . . O5 O 1.15659(15) 1.33323(14) -0.52738(14) 0.0343(6) Uani 1 1 d . . . O6 O 1.28388(14) 1.27949(13) -0.47190(13) 0.0281(5) Uani 1 1 d . . . O7 O 1.28121(13) 1.14967(12) -0.59790(12) 0.0225(5) Uani 1 1 d . . . O8 O 1.25997(14) 0.99938(12) -0.58062(13) 0.0273(6) Uani 1 1 d . . . O9 O 0.54088(13) 0.86634(12) 0.04666(12) 0.0223(5) Uani 1 1 d . . . O10 O 0.46097(15) 0.93278(13) 0.13858(14) 0.0358(6) Uani 1 1 d . . . O11 O 0.49231(14) 1.13363(13) 0.23185(12) 0.0254(5) Uani 1 1 d . . . O12 O 0.40435(14) 1.13116(13) 0.13072(12) 0.0242(5) Uani 1 1 d . . . O13 O 0.85201(14) 1.21013(14) 0.05660(14) 0.0322(6) Uani 1 1 d . . . O14 O 0.74471(13) 1.31075(12) 0.02285(13) 0.0263(5) Uani 1 1 d . . . O15 O 0.75552(13) 0.97952(12) -0.08391(12) 0.0245(5) Uani 1 1 d . . . O16 O 0.80034(14) 1.12654(12) -0.08610(12) 0.0251(5) Uani 1 1 d . . . O17 O 0.27826(14) 1.10549(13) 0.24189(13) 0.0298(5) Uani 1 1 d . . . H17A H 0.3015 1.1121 0.2003 0.036 Uiso 1 1 d . . . H17B H 0.2366 1.1428 0.2474 0.036 Uiso 1 1 d . . . O18 O 0.48814(15) 1.20265(13) 0.38429(13) 0.0337(6) Uani 1 1 d . . . H18A H 0.4789 1.2501 0.4079 0.040 Uiso 1 1 d . . . H18B H 0.5106 1.1678 0.4156 0.040 Uiso 1 1 d . . . O19 O 0.42330(15) 1.02003(13) 0.34804(14) 0.0357(6) Uani 1 1 d . . . H19B H 0.3753 1.0052 0.3701 0.043 Uiso 1 1 d . . . H19C H 0.4292 0.9837 0.3133 0.043 Uiso 1 1 d . . . O20 O 0.99044(14) 1.19893(13) -0.11329(13) 0.0317(6) Uani 1 1 d . . . H20B H 1.0367 1.1868 -0.0880 0.038 Uiso 1 1 d . . . H20C H 0.9719 1.2448 -0.0923 0.038 Uiso 1 1 d . . . O21 O 0.93242(17) 1.00018(15) -0.15489(15) 0.0461(7) Uani 1 1 d . . . H21A H 0.9565 0.9990 -0.1133 0.055 Uiso 1 1 d . . . H21B H 0.9754 1.0034 -0.1843 0.055 Uiso 1 1 d . . . O22 O 0.78121(14) 1.07573(13) -0.24717(13) 0.0294(6) Uani 1 1 d . . . H22B H 0.8092 1.0796 -0.2866 0.035 Uiso 1 1 d . . . H22C H 0.7628 1.0227 -0.2433 0.035 Uiso 1 1 d . . . O101 O 0.4084(2) 1.3979(2) 0.0457(2) 0.0864(11) Uani 1 1 d . . . H10I H 0.4569 1.3766 0.0289 0.104 Uiso 1 1 d . . . H10J H 0.3790 1.3498 0.0467 0.104 Uiso 1 1 d . . . O102 O 1.0735(2) 0.9671(2) -0.0608(2) 0.0956(12) Uani 1 1 d . . . H10C H 1.0870 1.0018 -0.0265 0.115 Uiso 1 1 d . . . H10D H 1.0885 0.9133 -0.0546 0.115 Uiso 1 1 d . . . O103 O 0.5842(2) 1.40625(19) -0.02148(19) 0.0743(10) Uani 1 1 d . . . H10G H 0.5828 1.4626 -0.0206 0.089 Uiso 1 1 d . . . H10H H 0.6275 1.3767 -0.0043 0.089 Uiso 1 1 d . . . O104 O 0.88602(18) 0.80780(18) -0.25840(18) 0.0665(9) Uani 1 1 d . . . H10A H 0.9145 0.8563 -0.2566 0.080 Uiso 1 1 d . . . H10B H 0.9010 0.7549 -0.2674 0.080 Uiso 1 1 d . . . O105 O 0.40044(19) 0.85226(19) 0.27164(17) 0.0669(9) Uani 1 1 d . . . H10E H 0.4149 0.8413 0.2283 0.080 Uiso 1 1 d . . . H10F H 0.3460 0.8611 0.2604 0.080 Uiso 1 1 d . . . N1 N 1.13497(15) 1.02437(14) -0.47944(14) 0.0165(6) Uani 1 1 d . . . N2 N 0.63889(15) 1.01204(14) 0.02429(14) 0.0149(5) Uani 1 1 d . . . N3 N 0.83188(17) 1.26506(15) -0.20528(15) 0.0223(6) Uani 1 1 d . . . N4 N 0.65494(17) 1.70897(16) -0.28564(15) 0.0239(6) Uani 1 1 d . . . C1 C 1.0318(2) 0.93227(18) -0.40686(18) 0.0197(7) Uani 1 1 d . . . C2 C 1.07191(19) 1.02596(18) -0.42542(16) 0.0158(7) Uani 1 1 d . . . C3 C 1.04631(19) 1.10786(18) -0.39189(17) 0.0188(7) Uani 1 1 d . . . C4 C 0.9684(2) 1.11550(17) -0.33744(18) 0.0188(7) Uani 1 1 d . . . C5 C 1.0897(2) 1.18728(19) -0.41677(18) 0.0232(7) Uani 1 1 d . . . H5A H 1.0743 1.2431 -0.3951 0.028 Uiso 1 1 calc R . . C6 C 1.1548(2) 1.18517(18) -0.47245(18) 0.0195(7) Uani 1 1 d . . . C7 C 1.2007(2) 1.27389(19) -0.49426(18) 0.0229(8) Uani 1 1 d . . . C8 C 1.17650(19) 1.10052(18) -0.50432(17) 0.0181(7) Uani 1 1 d . . . C9 C 1.24506(19) 1.08247(18) -0.56654(18) 0.0190(7) Uani 1 1 d . . . C10 C 0.5195(2) 0.93282(18) 0.08972(18) 0.0183(7) Uani 1 1 d . . . C11 C 0.57437(19) 1.02006(17) 0.07694(17) 0.0157(7) Uani 1 1 d . . . C12 C 0.56337(19) 1.10202(18) 0.11539(17) 0.0167(7) Uani 1 1 d . . . C13 C 0.4808(2) 1.12202(17) 0.16425(18) 0.0188(7) Uani 1 1 d . . . C14 C 0.6280(2) 1.17137(18) 0.10273(18) 0.0222(7) Uani 1 1 d . . . H14A H 0.6248 1.2255 0.1299 0.027 Uiso 1 1 calc R . . C15 C 0.69728(19) 1.15986(17) 0.04956(17) 0.0175(7) Uani 1 1 d . . . C16 C 0.7724(2) 1.23086(19) 0.04160(17) 0.0212(7) Uani 1 1 d . . . C17 C 0.69760(19) 1.07943(17) 0.00811(17) 0.0167(7) Uani 1 1 d . . . C18 C 0.75688(19) 1.05993(18) -0.05980(17) 0.0180(7) Uani 1 1 d . . . C19 C 0.7511(2) 1.2931(2) -0.1785(2) 0.0435(11) Uani 1 1 d . . . H19A H 0.7182 1.2529 -0.1483 0.052 Uiso 1 1 calc R . . C20 C 0.7131(3) 1.3778(2) -0.1926(2) 0.0478(11) Uani 1 1 d . . . H20A H 0.6560 1.3932 -0.1726 0.057 Uiso 1 1 calc R . . C21 C 0.7606(2) 1.44020(19) -0.23680(18) 0.0241(7) Uani 1 1 d . . . C22 C 0.8437(2) 1.4110(2) -0.2644(2) 0.0417(10) Uani 1 1 d . . . H22A H 0.8788 1.4500 -0.2939 0.050 Uiso 1 1 calc R . . C23 C 0.8756(2) 1.3246(2) -0.2487(2) 0.0363(9) Uani 1 1 d . . . H23A H 0.9314 1.3066 -0.2698 0.044 Uiso 1 1 calc R . . C24 C 0.6251(2) 1.6605(2) -0.2287(2) 0.0468(11) Uani 1 1 d . . . H24A H 0.5799 1.6860 -0.1984 0.056 Uiso 1 1 calc R . . C25 C 0.6569(3) 1.5742(2) -0.2114(2) 0.0534(13) Uani 1 1 d . . . H25A H 0.6325 1.5436 -0.1704 0.064 Uiso 1 1 calc R . . C26 C 0.7236(2) 1.5328(2) -0.25325(19) 0.0252(8) Uani 1 1 d . . . C27 C 0.7520(3) 1.5818(2) -0.3144(2) 0.0465(11) Uani 1 1 d . . . H27A H 0.7956 1.5571 -0.3467 0.056 Uiso 1 1 calc R . . C28 C 0.7161(3) 1.6673(2) -0.3283(2) 0.0467(11) Uani 1 1 d . . . H28A H 0.7365 1.6979 -0.3707 0.056 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 0.0216(2) 0.01640(17) 0.0223(2) 0.00111(15) 0.00597(17) -0.00399(14) Zn2 0.02040(19) 0.01722(17) 0.0219(2) 0.00000(15) 0.00459(17) 0.00120(14) Zn3 0.02073(19) 0.01451(17) 0.0214(2) -0.00212(15) 0.00393(16) 0.00281(14) Zn4 0.01950(19) 0.01827(17) 0.0199(2) 0.00117(15) 0.00570(16) 0.00080(14) O1 0.0400(14) 0.0232(11) 0.0358(16) 0.0059(10) 0.0245(13) -0.0004(10) O2 0.0282(12) 0.0157(10) 0.0254(14) -0.0004(9) 0.0109(10) -0.0001(9) O3 0.0195(12) 0.0338(12) 0.0191(13) 0.0026(10) 0.0038(10) 0.0030(9) O4 0.0243(12) 0.0342(12) 0.0204(14) -0.0069(10) 0.0073(11) -0.0018(9) O5 0.0339(14) 0.0243(12) 0.0446(17) 0.0092(11) -0.0012(12) -0.0037(10) O6 0.0255(13) 0.0196(11) 0.0393(16) 0.0004(10) -0.0010(12) -0.0084(9) O7 0.0265(12) 0.0164(10) 0.0248(14) 0.0021(9) 0.0124(10) -0.0014(9) O8 0.0279(12) 0.0157(11) 0.0384(16) -0.0003(10) 0.0182(11) 0.0007(9) O9 0.0275(12) 0.0131(10) 0.0263(14) 0.0006(9) 0.0083(10) -0.0021(8) O10 0.0393(14) 0.0273(12) 0.0410(17) 0.0005(11) 0.0280(13) -0.0053(10) O11 0.0205(12) 0.0392(13) 0.0166(14) -0.0045(10) 0.0039(10) 0.0013(9) O12 0.0200(12) 0.0361(12) 0.0167(13) -0.0035(10) 0.0021(10) 0.0057(9) O13 0.0184(13) 0.0329(12) 0.0454(17) -0.0003(11) -0.0005(12) -0.0021(10) O14 0.0236(12) 0.0170(11) 0.0382(15) 0.0017(10) 0.0018(11) -0.0052(9) O15 0.0273(12) 0.0174(11) 0.0288(14) -0.0045(9) 0.0127(11) -0.0017(9) O16 0.0297(12) 0.0200(10) 0.0256(14) 0.0017(9) 0.0109(11) -0.0048(9) O17 0.0283(13) 0.0372(12) 0.0240(14) -0.0034(10) 0.0080(11) 0.0003(10) O18 0.0406(14) 0.0240(11) 0.0363(16) -0.0084(10) -0.0078(12) 0.0087(10) O19 0.0329(13) 0.0280(12) 0.0464(17) 0.0019(11) 0.0172(12) 0.0019(10) O20 0.0276(13) 0.0309(12) 0.0366(16) -0.0131(10) -0.0071(11) 0.0061(10) O21 0.0553(17) 0.0378(14) 0.0452(18) 0.0004(12) 0.0023(14) 0.0142(12) O22 0.0302(13) 0.0327(12) 0.0255(14) -0.0022(10) 0.0091(11) -0.0105(10) O101 0.084(2) 0.092(2) 0.083(3) -0.017(2) 0.007(2) -0.0141(19) O102 0.105(3) 0.090(2) 0.092(3) -0.001(2) -0.031(2) 0.041(2) O103 0.0560(19) 0.0668(19) 0.100(3) -0.0181(18) -0.0215(19) 0.0097(15) O104 0.0461(17) 0.0675(19) 0.086(3) 0.0292(17) 0.0215(17) 0.0128(14) O105 0.0554(19) 0.086(2) 0.060(2) 0.0111(17) 0.0138(17) 0.0144(15) N1 0.0165(13) 0.0149(12) 0.0181(15) 0.0005(10) 0.0026(11) -0.0013(10) N2 0.0157(13) 0.0127(11) 0.0162(15) 0.0017(10) 0.0026(11) 0.0001(9) N3 0.0227(14) 0.0228(13) 0.0215(17) 0.0016(11) 0.0008(12) 0.0022(11) N4 0.0256(15) 0.0213(13) 0.0247(17) 0.0002(12) 0.0050(13) 0.0022(11) C1 0.0163(16) 0.0206(15) 0.022(2) 0.0042(14) 0.0009(15) 0.0009(12) C2 0.0176(16) 0.0170(14) 0.0129(18) 0.0010(12) 0.0029(14) -0.0006(12) C3 0.0216(16) 0.0206(15) 0.0143(18) 0.0000(13) 0.0021(14) -0.0020(12) C4 0.0255(18) 0.0113(14) 0.019(2) -0.0018(13) 0.0059(15) 0.0010(12) C5 0.0273(18) 0.0198(15) 0.0227(19) -0.0081(14) 0.0067(15) -0.0028(13) C6 0.0180(16) 0.0186(15) 0.0220(19) -0.0023(13) 0.0013(14) -0.0031(12) C7 0.0245(18) 0.0197(16) 0.024(2) -0.0054(14) 0.0107(16) -0.0042(14) C8 0.0148(15) 0.0205(15) 0.0190(18) 0.0018(13) 0.0006(14) -0.0017(12) C9 0.0153(16) 0.0218(16) 0.0199(19) 0.0004(13) 0.0035(14) -0.0024(12) C10 0.0203(16) 0.0152(14) 0.0196(19) 0.0041(13) 0.0000(15) 0.0027(12) C11 0.0153(15) 0.0164(14) 0.0155(18) -0.0002(12) 0.0009(14) 0.0010(11) C12 0.0172(15) 0.0179(14) 0.0149(18) 0.0025(12) 0.0018(13) 0.0013(12) C13 0.0241(18) 0.0114(14) 0.021(2) -0.0007(13) 0.0067(15) -0.0009(12) C14 0.0263(17) 0.0167(15) 0.024(2) -0.0033(13) 0.0055(15) -0.0008(13) C15 0.0191(16) 0.0142(14) 0.0193(18) 0.0009(13) -0.0008(14) -0.0011(12) C16 0.0275(19) 0.0168(16) 0.0194(19) -0.0046(13) 0.0080(15) -0.0045(13) C17 0.0169(15) 0.0123(14) 0.0208(19) 0.0025(12) -0.0002(14) -0.0015(11) C18 0.0162(16) 0.0208(16) 0.0170(18) 0.0031(13) 0.0032(14) 0.0002(12) C19 0.042(2) 0.0328(19) 0.055(3) 0.0229(18) 0.024(2) 0.0128(16) C20 0.041(2) 0.042(2) 0.060(3) 0.022(2) 0.027(2) 0.0206(18) C21 0.0277(18) 0.0230(16) 0.022(2) 0.0007(14) -0.0010(16) 0.0016(13) C22 0.037(2) 0.0289(18) 0.059(3) 0.0167(18) 0.021(2) 0.0044(16) C23 0.032(2) 0.0274(18) 0.050(3) 0.0105(17) 0.0170(19) 0.0095(15) C24 0.047(2) 0.0322(19) 0.061(3) 0.0141(19) 0.032(2) 0.0170(17) C25 0.065(3) 0.036(2) 0.060(3) 0.023(2) 0.036(2) 0.0180(19) C26 0.0257(18) 0.0224(16) 0.028(2) 0.0016(14) 0.0033(16) 0.0059(13) C27 0.057(3) 0.0320(19) 0.051(3) 0.0125(18) 0.027(2) 0.0175(17) C28 0.061(3) 0.034(2) 0.045(3) 0.0164(18) 0.028(2) 0.0188(18) _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 O14 1.9470(19) . ? Zn1 O3 1.978(2) 4_586 ? Zn1 N1 2.046(2) 2_754 ? Zn1 O2 2.1031(19) 2_754 ? Zn1 O8 2.2490(18) 2_754 ? Zn2 O18 2.043(2) . ? Zn2 O19 2.113(2) . ? Zn2 O11 2.149(2) . ? Zn2 N4 2.156(2) 3_685 ? Zn2 O17 2.159(2) . ? Zn2 O7 2.1941(19) 1_456 ? Zn3 O6 1.9251(19) 4_486 ? Zn3 O12 1.961(2) . ? Zn3 N2 2.012(2) 3_675 ? Zn3 O9 2.1288(19) 3_675 ? Zn3 O15 2.2151(19) 3_675 ? Zn4 O16 2.088(2) . ? Zn4 O21 2.099(2) . ? Zn4 O20 2.099(2) . ? Zn4 N3 2.137(2) . ? Zn4 O22 2.155(2) . ? Zn4 O4 2.173(2) . ? O1 C1 1.220(3) . ? O2 C1 1.280(3) . ? O2 Zn1 2.1031(19) 2_744 ? O3 C4 1.260(4) . ? O3 Zn1 1.978(2) 4_585 ? O4 C4 1.244(4) . ? O5 C7 1.228(4) . ? O6 C7 1.269(4) . ? O6 Zn3 1.9251(19) 4_685 ? O7 C9 1.247(3) . ? O7 Zn2 2.1941(19) 1_654 ? O8 C9 1.259(3) . ? O8 Zn1 2.2490(18) 2_744 ? O9 C10 1.278(3) . ? O9 Zn3 2.1287(19) 3_675 ? O10 C10 1.219(3) . ? O11 C13 1.231(4) . ? O12 C13 1.263(4) . ? O13 C16 1.219(3) . ? O14 C16 1.279(3) . ? O15 C18 1.252(3) . ? O15 Zn3 2.2152(19) 3_675 ? O16 C18 1.252(3) . ? O17 H17A 0.8219 . ? O17 H17B 0.8184 . ? O18 H18A 0.8230 . ? O18 H18B 0.8220 . ? O19 H19B 0.8296 . ? O19 H19C 0.8216 . ? O20 H20B 0.8258 . ? O20 H20C 0.8150 . ? O21 H21A 0.8207 . ? O21 H21B 0.8171 . ? O22 H22B 0.8162 . ? O22 H22C 0.8229 . ? O101 H10I 0.8255 . ? O101 H10J 0.8221 . ? O102 H10C 0.8193 . ? O102 H10D 0.8237 . ? O103 H10G 0.8238 . ? O103 H10H 0.8196 . ? O104 H10A 0.8200 . ? O104 H10B 0.8183 . ? O105 H10E 0.8196 . ? O105 H10F 0.8226 . ? N1 C2 1.332(3) . ? N1 C8 1.342(3) . ? N1 Zn1 2.046(2) 2_744 ? N2 C17 1.333(3) . ? N2 C11 1.334(3) . ? N2 Zn3 2.012(2) 3_675 ? N3 C23 1.328(4) . ? N3 C19 1.329(4) . ? N4 C24 1.314(4) . ? N4 C28 1.320(4) . ? N4 Zn2 2.156(2) 3_685 ? C1 C2 1.524(4) . ? C2 C3 1.390(4) . ? C3 C5 1.394(4) . ? C3 C4 1.497(4) . ? C5 C6 1.373(4) . ? C5 H5A 0.9300 . ? C6 C8 1.398(4) . ? C6 C7 1.509(4) . ? C8 C9 1.517(4) . ? C10 C11 1.520(4) . ? C11 C12 1.391(4) . ? C12 C14 1.398(4) . ? C12 C13 1.511(4) . ? C14 C15 1.394(4) . ? C14 H14A 0.9300 . ? C15 C17 1.390(4) . ? C15 C16 1.510(4) . ? C17 C18 1.516(4) . ? C19 C20 1.378(4) . ? C19 H19A 0.9300 . ? C20 C21 1.391(4) . ? C20 H20A 0.9300 . ? C21 C22 1.369(4) . ? C21 C26 1.484(4) . ? C22 C23 1.374(4) . ? C22 H22A 0.9300 . ? C23 H23A 0.9300 . ? C24 C25 1.377(4) . ? C24 H24A 0.9300 . ? C25 C26 1.366(4) . ? C25 H25A 0.9300 . ? C26 C27 1.371(4) . ? C27 C28 1.376(4) . ? C27 H27A 0.9300 . ? C28 H28A 0.9300 . ? 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 O14 Zn1 O3 104.47(9) . 4_586 ? O14 Zn1 N1 132.84(10) . 2_754 ? O3 Zn1 N1 116.70(9) 4_586 2_754 ? O14 Zn1 O2 105.45(8) . 2_754 ? O3 Zn1 O2 115.19(8) 4_586 2_754 ? N1 Zn1 O2 77.74(8) 2_754 2_754 ? O14 Zn1 O8 88.85(8) . 2_754 ? O3 Zn1 O8 84.46(8) 4_586 2_754 ? N1 Zn1 O8 73.98(8) 2_754 2_754 ? O2 Zn1 O8 150.80(7) 2_754 2_754 ? O18 Zn2 O19 88.55(9) . . ? O18 Zn2 O11 87.75(9) . . ? O19 Zn2 O11 83.70(8) . . ? O18 Zn2 N4 91.39(9) . 3_685 ? O19 Zn2 N4 176.91(9) . 3_685 ? O11 Zn2 N4 99.39(9) . 3_685 ? O18 Zn2 O17 178.59(8) . . ? O19 Zn2 O17 92.56(9) . . ? O11 Zn2 O17 93.23(8) . . ? N4 Zn2 O17 87.45(9) 3_685 . ? O18 Zn2 O7 94.39(9) . 1_456 ? O19 Zn2 O7 86.85(7) . 1_456 ? O11 Zn2 O7 170.26(7) . 1_456 ? N4 Zn2 O7 90.07(8) 3_685 1_456 ? O17 Zn2 O7 84.81(8) . 1_456 ? O6 Zn3 O12 94.03(9) 4_486 . ? O6 Zn3 N2 139.97(10) 4_486 3_675 ? O12 Zn3 N2 125.12(9) . 3_675 ? O6 Zn3 O9 101.39(8) 4_486 3_675 ? O12 Zn3 O9 106.17(8) . 3_675 ? N2 Zn3 O9 77.40(8) 3_675 3_675 ? O6 Zn3 O15 98.50(8) 4_486 3_675 ? O12 Zn3 O15 89.34(8) . 3_675 ? N2 Zn3 O15 76.28(8) 3_675 3_675 ? O9 Zn3 O15 153.68(7) 3_675 3_675 ? O16 Zn4 O21 88.90(9) . . ? O16 Zn4 O20 91.11(9) . . ? O21 Zn4 O20 95.73(9) . . ? O16 Zn4 N3 89.53(8) . . ? O21 Zn4 N3 174.71(10) . . ? O20 Zn4 N3 89.35(9) . . ? O16 Zn4 O22 89.42(8) . . ? O21 Zn4 O22 87.79(9) . . ? O20 Zn4 O22 176.45(8) . . ? N3 Zn4 O22 87.14(9) . . ? O16 Zn4 O4 175.22(8) . . ? O21 Zn4 O4 86.43(9) . . ? O20 Zn4 O4 88.37(8) . . ? N3 Zn4 O4 95.22(9) . . ? O22 Zn4 O4 91.40(8) . . ? C1 O2 Zn1 116.44(17) . 2_744 ? C4 O3 Zn1 132.33(19) . 4_585 ? C4 O4 Zn4 127.4(2) . . ? C7 O6 Zn3 123.19(19) . 4_685 ? C9 O7 Zn2 129.69(18) . 1_654 ? C9 O8 Zn1 114.91(17) . 2_744 ? C10 O9 Zn3 115.83(17) . 3_675 ? C13 O11 Zn2 127.0(2) . . ? C13 O12 Zn3 138.36(19) . . ? C16 O14 Zn1 111.96(19) . . ? C18 O15 Zn3 113.67(17) . 3_675 ? C18 O16 Zn4 130.25(19) . . ? Zn2 O17 H17A 101.9 . . ? Zn2 O17 H17B 104.1 . . ? H17A O17 H17B 109.4 . . ? Zn2 O18 H18A 119.2 . . ? Zn2 O18 H18B 118.6 . . ? H18A O18 H18B 103.7 . . ? Zn2 O19 H19B 99.8 . . ? Zn2 O19 H19C 114.3 . . ? H19B O19 H19C 106.2 . . ? Zn4 O20 H20B 140.6 . . ? Zn4 O20 H20C 113.2 . . ? H20B O20 H20C 101.0 . . ? Zn4 O21 H21A 109.0 . . ? Zn4 O21 H21B 92.9 . . ? H21A O21 H21B 105.2 . . ? Zn4 O22 H22B 96.2 . . ? Zn4 O22 H22C 123.9 . . ? H22B O22 H22C 107.4 . . ? H10I O101 H10J 97.2 . . ? H10C O102 H10D 115.3 . . ? H10G O103 H10H 122.6 . . ? H10A O104 H10B 133.7 . . ? H10E O105 H10F 92.7 . . ? C2 N1 C8 122.4(2) . . ? C2 N1 Zn1 116.86(17) . 2_744 ? C8 N1 Zn1 120.51(19) . 2_744 ? C17 N2 C11 122.5(2) . . ? C17 N2 Zn3 119.21(18) . 3_675 ? C11 N2 Zn3 118.32(17) . 3_675 ? C23 N3 C19 115.5(3) . . ? C23 N3 Zn4 122.4(2) . . ? C19 N3 Zn4 122.0(2) . . ? C24 N4 C28 114.9(3) . . ? C24 N4 Zn2 126.5(2) . 3_685 ? C28 N4 Zn2 118.6(2) . 3_685 ? O1 C1 O2 127.0(3) . . ? O1 C1 C2 118.0(3) . . ? O2 C1 C2 114.9(2) . . ? N1 C2 C3 120.8(2) . . ? N1 C2 C1 113.9(2) . . ? C3 C2 C1 125.3(2) . . ? C2 C3 C5 117.3(3) . . ? C2 C3 C4 123.2(2) . . ? C5 C3 C4 119.2(2) . . ? O4 C4 O3 124.5(3) . . ? O4 C4 C3 119.5(3) . . ? O3 C4 C3 115.9(3) . . ? C6 C5 C3 121.6(3) . . ? C6 C5 H5A 119.2 . . ? C3 C5 H5A 119.2 . . ? C5 C6 C8 118.1(2) . . ? C5 C6 C7 118.2(2) . . ? C8 C6 C7 123.7(3) . . ? O5 C7 O6 126.7(3) . . ? O5 C7 C6 120.2(3) . . ? O6 C7 C6 113.1(3) . . ? N1 C8 C6 119.8(3) . . ? N1 C8 C9 113.2(2) . . ? C6 C8 C9 127.0(2) . . ? O7 C9 O8 126.7(3) . . ? O7 C9 C8 118.0(2) . . ? O8 C9 C8 115.3(2) . . ? O10 C10 O9 127.0(3) . . ? O10 C10 C11 118.2(3) . . ? O9 C10 C11 114.8(2) . . ? N2 C11 C12 120.4(2) . . ? N2 C11 C10 113.6(2) . . ? C12 C11 C10 126.0(3) . . ? C11 C12 C14 117.8(3) . . ? C11 C12 C13 123.0(2) . . ? C14 C12 C13 119.0(2) . . ? O11 C13 O12 124.5(3) . . ? O11 C13 C12 119.3(3) . . ? O12 C13 C12 116.0(3) . . ? C15 C14 C12 120.4(3) . . ? C15 C14 H14A 119.8 . . ? C12 C14 H14A 119.8 . . ? C17 C15 C14 118.0(2) . . ? C17 C15 C16 121.8(3) . . ? C14 C15 C16 120.1(2) . . ? O13 C16 O14 125.4(3) . . ? O13 C16 C15 119.2(3) . . ? O14 C16 C15 115.3(3) . . ? N2 C17 C15 120.4(3) . . ? N2 C17 C18 113.4(2) . . ? C15 C17 C18 126.1(2) . . ? O16 C18 O15 127.5(3) . . ? O16 C18 C17 116.2(2) . . ? O15 C18 C17 116.4(2) . . ? N3 C19 C20 124.2(3) . . ? N3 C19 H19A 117.9 . . ? C20 C19 H19A 117.9 . . ? C19 C20 C21 119.7(3) . . ? C19 C20 H20A 120.2 . . ? C21 C20 H20A 120.2 . . ? C22 C21 C20 115.9(3) . . ? C22 C21 C26 122.0(3) . . ? C20 C21 C26 122.1(3) . . ? C21 C22 C23 120.6(3) . . ? C21 C22 H22A 119.7 . . ? C23 C22 H22A 119.7 . . ? N3 C23 C22 124.1(3) . . ? N3 C23 H23A 117.9 . . ? C22 C23 H23A 117.9 . . ? N4 C24 C25 123.9(3) . . ? N4 C24 H24A 118.1 . . ? C25 C24 H24A 118.1 . . ? C26 C25 C24 121.3(3) . . ? C26 C25 H25A 119.4 . . ? C24 C25 H25A 119.4 . . ? C25 C26 C27 114.8(3) . . ? C25 C26 C21 123.5(3) . . ? C27 C26 C21 121.7(3) . . ? C26 C27 C28 120.3(3) . . ? C26 C27 H27A 119.8 . . ? C28 C27 H27A 119.8 . . ? N4 C28 C27 124.6(3) . . ? N4 C28 H28A 117.7 . . ? C27 C28 H28A 117.7 . . ? 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 O17 H17A O12 0.82 1.96 2.729(3) 154.5 . O17 H17A O15 0.82 2.61 3.122(3) 122.1 3_675 O17 H17B O104 0.82 1.93 2.711(3) 160.1 3_675 O18 H18A O9 0.82 1.91 2.725(3) 174.2 2_655 O18 H18B O103 0.82 1.89 2.699(4) 168.9 4_586 O19 H19B O8 0.83 1.89 2.707(3) 167.3 1_456 O19 H19C O105 0.82 2.10 2.826(4) 146.9 . O20 H20B O5 0.83 2.06 2.886(3) 175.3 4_586 O20 H20C O2 0.81 1.98 2.787(3) 171.2 2_754 O21 H21A O102 0.82 1.99 2.683(4) 142.2 . O21 H21B O4 0.82 2.43 2.925(3) 120.0 . O22 H22B O3 0.82 1.87 2.667(3) 166.4 . O22 H22C O17 0.82 1.97 2.787(3) 175.7 3_675 O101 H10I O103 0.83 2.10 2.821(4) 145.8 . O101 H10J O6 0.82 2.36 3.173(4) 169.5 4_486 O102 H10C O5 0.82 2.61 3.211(4) 131.1 4_586 O102 H10D O13 0.82 2.00 2.807(4) 166.7 3_775 O103 H10G O101 0.82 2.09 2.897(4) 165.5 3_685 O103 H10H O14 0.82 2.01 2.820(4) 170.7 . O104 H10A O1 0.82 2.25 2.796(3) 124.5 . O105 H10E O10 0.82 2.19 2.797(4) 130.7 . O105 H10F O22 0.82 2.07 2.864(3) 161.3 3_675 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.927 _refine_diff_density_min -0.706 _refine_diff_density_rms 0.081