# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full J.Mater.Chem. _journal_coden_cambridge 1145 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Guodong Qian' _publ_contact_author_email gdqian@zju.edu.cn loop_ _publ_author_name 'Banglin Chen' 'Guodong Qian' data_DC3PZn _database_code_depnum_ccdc_archive 'CCDC 826452' #TrackingRef '5495_web_deposit_cif_file_0_QianHuang_1305784350.DC3PZn.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H38 N4 O6 Zn, 2(C H4 O)' _chemical_formula_sum 'C32 H46 N4 O8 Zn' _chemical_formula_weight 680.10 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 tetragonal _symmetry_space_group_name_H-M 'P 43 21 2' _symmetry_space_group_name_Hall 'P 4nw 2abw' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y+1/2, x+1/2, z+3/4' '-x, -y, z+1/2' 'y+1/2, -x+1/2, z+1/4' 'x+1/2, -y+1/2, -z+1/4' 'y, x, -z' '-x+1/2, y+1/2, -z+3/4' '-y, -x, -z+1/2' _cell_length_a 14.3035(3) _cell_length_b 14.3035(3) _cell_length_c 15.9627(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3265.8(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6703 _cell_measurement_theta_min 2.9167 _cell_measurement_theta_max 29.5522 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.383 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1440 _exptl_absorpt_coefficient_mu 0.808 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7821 _exptl_absorpt_correction_T_max 0.8487 _exptl_absorpt_process_details ; CrysAlis PRO (Oxford Diffraction, 2010) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'Xcalibur, Atlas, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.3592 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14844 _diffrn_reflns_av_R_equivalents 0.0543 _diffrn_reflns_av_sigmaI/netI 0.0384 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.92 _diffrn_reflns_theta_max 25.34 _reflns_number_total 2989 _reflns_number_gt 2831 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'CrysAlis PRO (Oxford Diffraction, 2010)' _computing_data_collection 'CrysAlis PRO' _computing_data_reduction 'CrysAlis PRO' _computing_molecular_graphics 'OLEX2 (Dolomanov et al., 2009)' _computing_publication_material OLEX2 _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0206P)^2^+8.5617P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(4) _refine_ls_number_reflns 2989 _refine_ls_number_parameters 226 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0648 _refine_ls_R_factor_gt 0.0616 _refine_ls_wR_factor_ref 0.1270 _refine_ls_wR_factor_gt 0.1256 _refine_ls_goodness_of_fit_ref 1.194 _refine_ls_restrained_S_all 1.220 _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 -0.00291(4) 0.00291(4) 0.2500 0.0262(2) Uani 1 2 d S . . O1 O 0.0130(2) 0.3567(2) 0.33552(19) 0.0234(7) Uani 1 1 d . . . O2 O 0.3148(3) 0.5212(4) 0.5274(2) 0.0552(15) Uani 1 1 d . . . O3 O 0.4074(2) 0.5217(3) 0.4165(2) 0.0312(9) Uani 1 1 d . . . O4 O 0.3073(4) 0.1055(4) 0.1059(3) 0.0591(14) Uani 1 1 d . . . H4 H 0.2831 0.0800 0.1465 0.089 Uiso 1 1 calc R . . N1 N -0.0011(3) 0.1248(3) 0.1808(2) 0.0223(8) Uani 1 1 d . . . N2 N 0.0764(3) 0.3687(3) 0.2057(2) 0.0188(9) Uani 1 1 d . . . H2 H 0.1088 0.4044 0.1735 0.023 Uiso 1 1 calc R . . C1 C -0.0114(4) 0.1210(3) 0.0972(3) 0.0267(11) Uani 1 1 d . . . H1 H -0.0305 0.0651 0.0728 0.032 Uiso 1 1 calc R . . C2 C 0.0054(4) 0.1969(4) 0.0468(3) 0.0326(12) Uani 1 1 d . . . H2A H -0.0008 0.1916 -0.0110 0.039 Uiso 1 1 calc R . . C3 C 0.0316(4) 0.2812(4) 0.0820(3) 0.0266(12) Uani 1 1 d . . . H3 H 0.0418 0.3336 0.0487 0.032 Uiso 1 1 calc R . . C4 C 0.0426(3) 0.2856(3) 0.1698(3) 0.0185(9) Uani 1 1 d . . . C5 C 0.0242(3) 0.2061(3) 0.2159(3) 0.0186(10) Uani 1 1 d . . . H5 H 0.0295 0.2090 0.2739 0.022 Uiso 1 1 calc R . . C6 C 0.0635(3) 0.3991(3) 0.2862(3) 0.0176(10) Uani 1 1 d . . . C7 C 0.1189(3) 0.4851(3) 0.3078(3) 0.0211(10) Uani 1 1 d . A . H7 H 0.1232 0.5242 0.2575 0.025 Uiso 1 1 calc R . . C8 C 0.0760(4) 0.5439(4) 0.3781(3) 0.0260(11) Uani 1 1 d . . . H8AB H 0.0619 0.6063 0.3581 0.031 Uiso 0.544(5) 1 calc PR A 1 H8AA H 0.0186 0.5154 0.3979 0.031 Uiso 0.544(5) 1 calc PR A 1 H8BD H 0.0323 0.5893 0.3557 0.031 Uiso 0.456(5) 1 calc PR A 2 H8BC H 0.0437 0.5045 0.4182 0.031 Uiso 0.456(5) 1 calc PR A 2 C9 C 0.1480(7) 0.5480(8) 0.4485(6) 0.0224(17) Uani 0.544(5) 1 d P A 1 H9A H 0.1443 0.4938 0.4849 0.027 Uiso 0.544(5) 1 calc PR A 1 H9B H 0.1420 0.6046 0.4815 0.027 Uiso 0.544(5) 1 calc PR A 1 C10 C 0.2454(4) 0.5479(4) 0.3912(3) 0.0302(12) Uani 1 1 d D . . C11 C 0.2217(3) 0.4620(3) 0.3381(3) 0.0232(11) Uani 1 1 d D A . C12 C 0.2333(7) 0.3685(6) 0.3693(7) 0.0254(19) Uani 0.544(5) 1 d PD A 1 H12A H 0.2136 0.3246 0.3274 0.038 Uiso 0.544(5) 1 calc PR A 1 H12B H 0.1961 0.3604 0.4188 0.038 Uiso 0.544(5) 1 calc PR A 1 H12C H 0.2979 0.3579 0.3826 0.038 Uiso 0.544(5) 1 calc PR A 1 C13 C 0.2865(7) 0.4742(8) 0.2570(7) 0.032(2) Uani 0.544(5) 1 d PD A 1 H13C H 0.3510 0.4758 0.2738 0.048 Uiso 0.544(5) 1 calc PR A 1 H13B H 0.2709 0.5316 0.2291 0.048 Uiso 0.544(5) 1 calc PR A 1 H13A H 0.2766 0.4227 0.2196 0.048 Uiso 0.544(5) 1 calc PR A 1 C14 C 0.2626(7) 0.6421(6) 0.3627(6) 0.0281(18) Uani 0.544(5) 1 d PD A 1 H14B H 0.3207 0.6440 0.3326 0.042 Uiso 0.544(5) 1 calc PR A 1 H14C H 0.2660 0.6833 0.4101 0.042 Uiso 0.544(5) 1 calc PR A 1 H14A H 0.2127 0.6615 0.3265 0.042 Uiso 0.544(5) 1 calc PR A 1 C15 C 0.3262(4) 0.5285(4) 0.4510(4) 0.0329(13) Uani 1 1 d . A . C16 C 0.2824(5) 0.2010(6) 0.1048(5) 0.067(2) Uani 1 1 d . . . H16B H 0.3186 0.2330 0.0631 0.101 Uiso 1 1 calc R . . H16C H 0.2944 0.2281 0.1587 0.101 Uiso 1 1 calc R . . H16A H 0.2171 0.2068 0.0918 0.101 Uiso 1 1 calc R . . C14A C 0.2861(9) 0.6155(8) 0.3142(7) 0.0281(18) Uani 0.456(5) 1 d PD A 2 H14E H 0.3374 0.5846 0.2871 0.042 Uiso 0.456(5) 1 calc PR A 2 H14F H 0.3071 0.6739 0.3371 0.042 Uiso 0.456(5) 1 calc PR A 2 H14D H 0.2373 0.6268 0.2743 0.042 Uiso 0.456(5) 1 calc PR A 2 C12A C 0.2139(9) 0.3873(8) 0.4155(8) 0.0254(19) Uani 0.456(5) 1 d PD A 2 H12D H 0.1735 0.3368 0.3996 0.038 Uiso 0.456(5) 1 calc PR A 2 H12F H 0.1888 0.4182 0.4639 0.038 Uiso 0.456(5) 1 calc PR A 2 H12E H 0.2749 0.3632 0.4283 0.038 Uiso 0.456(5) 1 calc PR A 2 C13A C 0.2853(8) 0.4164(10) 0.2771(7) 0.032(2) Uani 0.456(5) 1 d PD A 2 H13F H 0.3479 0.4163 0.2990 0.048 Uiso 0.456(5) 1 calc PR A 2 H13E H 0.2840 0.4502 0.2251 0.048 Uiso 0.456(5) 1 calc PR A 2 H13D H 0.2653 0.3532 0.2677 0.048 Uiso 0.456(5) 1 calc PR A 2 C9A C 0.1587(8) 0.5919(9) 0.4184(7) 0.0224(17) Uani 0.456(5) 1 d P A 2 H9AB H 0.1592 0.6575 0.4029 0.027 Uiso 0.456(5) 1 calc PR A 2 H9AA H 0.1535 0.5879 0.4789 0.027 Uiso 0.456(5) 1 calc PR A 2 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 0.0251(2) 0.0251(2) 0.0285(4) 0.0000(2) 0.0000(2) 0.0008(4) O1 0.0200(18) 0.0286(18) 0.0216(15) -0.0039(14) 0.0026(15) -0.0019(15) O2 0.029(2) 0.105(4) 0.032(2) -0.017(2) -0.0089(17) -0.011(3) O3 0.0210(18) 0.039(2) 0.0338(19) -0.0065(17) -0.0064(15) -0.0014(16) O4 0.074(4) 0.067(3) 0.037(3) 0.003(2) 0.004(2) 0.008(3) N1 0.016(2) 0.024(2) 0.027(2) 0.0007(16) 0.0012(19) -0.0019(19) N2 0.022(2) 0.019(2) 0.0154(18) -0.0002(16) 0.0027(16) -0.0048(17) C1 0.026(3) 0.026(2) 0.028(2) -0.0062(19) -0.007(2) -0.007(2) C2 0.039(3) 0.038(3) 0.020(2) 0.001(2) -0.006(3) -0.012(3) C3 0.027(3) 0.029(3) 0.023(3) 0.003(2) 0.000(2) -0.007(2) C4 0.011(2) 0.024(2) 0.021(2) 0.0008(19) 0.0016(19) 0.0001(18) C5 0.011(2) 0.026(2) 0.020(2) 0.0007(19) 0.0018(18) -0.0010(18) C6 0.016(2) 0.017(2) 0.019(2) 0.0026(19) 0.0010(18) 0.0031(18) C7 0.025(2) 0.022(3) 0.017(2) -0.0003(19) -0.0017(18) 0.002(2) C8 0.024(3) 0.025(3) 0.029(3) -0.008(2) -0.001(2) 0.002(2) C9 0.021(4) 0.032(5) 0.015(5) -0.005(3) 0.007(3) -0.004(4) C10 0.026(3) 0.024(3) 0.040(3) -0.006(2) -0.012(2) -0.001(2) C11 0.020(3) 0.023(3) 0.027(3) -0.007(2) 0.001(2) -0.002(2) C12 0.019(4) 0.015(4) 0.043(6) -0.004(4) -0.011(4) 0.004(3) C13 0.020(3) 0.044(6) 0.032(4) -0.008(5) 0.010(3) -0.011(4) C14 0.035(5) 0.017(4) 0.032(5) 0.002(3) -0.002(4) -0.007(3) C15 0.028(3) 0.026(3) 0.044(3) -0.013(2) -0.005(2) -0.002(2) C16 0.041(4) 0.071(6) 0.090(6) 0.012(5) 0.003(4) 0.020(4) C14A 0.035(5) 0.017(4) 0.032(5) 0.002(3) -0.002(4) -0.007(3) C12A 0.019(4) 0.015(4) 0.043(6) -0.004(4) -0.011(4) 0.004(3) C13A 0.020(3) 0.044(6) 0.032(4) -0.008(5) 0.010(3) -0.011(4) C9A 0.021(4) 0.032(5) 0.015(5) -0.005(3) 0.007(3) -0.004(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 Zn1 O3 1.927(3) 2_544 ? Zn1 O3 1.927(3) 7_545 ? Zn1 N1 2.064(4) . ? Zn1 N1 2.064(4) 8 ? O1 C6 1.228(5) . ? O2 C15 1.235(7) . ? O3 C15 1.289(7) . ? O3 Zn1 1.927(3) 4 ? O4 C16 1.411(9) . ? O4 H4 0.8200 . ? N1 C5 1.340(6) . ? N1 C1 1.343(6) . ? N2 C6 1.369(6) . ? N2 C4 1.406(6) . ? N2 H2 0.8600 . ? C1 C2 1.373(7) . ? C1 H1 0.9300 . ? C2 C3 1.382(7) . ? C2 H2A 0.9300 . ? C3 C4 1.412(7) . ? C3 H3 0.9300 . ? C4 C5 1.380(6) . ? C5 H5 0.9300 . ? C6 C7 1.504(7) . ? C7 C8 1.531(6) . ? C7 C11 1.583(6) . ? C7 H7 0.9800 . ? C8 C9A 1.511(12) . ? C8 C9 1.525(10) . ? C8 H8AB 0.9700 . ? C8 H8AA 0.9700 . ? C8 H8BD 0.9700 . ? C8 H8BC 0.9700 . ? C9 C10 1.665(11) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C14 1.444(9) . ? C10 C9A 1.456(12) . ? C10 C15 1.525(7) . ? C10 C11 1.531(7) . ? C10 C14A 1.669(11) . ? C11 C12 1.437(10) . ? C11 C13A 1.484(11) . ? C11 C13 1.601(10) . ? C11 C12A 1.637(11) . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 H13C 0.9600 . ? C13 H13B 0.9600 . ? C13 H13A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C14 H14A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C16 H16A 0.9600 . ? C14A H14E 0.9600 . ? C14A H14F 0.9600 . ? C14A H14D 0.9600 . ? C12A H12D 0.9600 . ? C12A H12F 0.9600 . ? C12A H12E 0.9600 . ? C13A H13F 0.9600 . ? C13A H13E 0.9600 . ? C13A H13D 0.9600 . ? C9A H9AB 0.9700 . ? C9A H9AA 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Zn1 O3 132.5(2) 2_544 7_545 ? O3 Zn1 N1 103.32(15) 2_544 . ? O3 Zn1 N1 104.07(16) 7_545 . ? O3 Zn1 N1 104.07(16) 2_544 8 ? O3 Zn1 N1 103.32(15) 7_545 8 ? N1 Zn1 N1 107.9(2) . 8 ? C15 O3 Zn1 110.7(3) . 4 ? C16 O4 H4 109.5 . . ? C5 N1 C1 118.7(4) . . ? C5 N1 Zn1 120.8(3) . . ? C1 N1 Zn1 119.7(3) . . ? C6 N2 C4 127.2(4) . . ? C6 N2 H2 116.4 . . ? C4 N2 H2 116.4 . . ? N1 C1 C2 122.1(4) . . ? N1 C1 H1 119.0 . . ? C2 C1 H1 119.0 . . ? C1 C2 C3 120.0(4) . . ? C1 C2 H2A 120.0 . . ? C3 C2 H2A 120.0 . . ? C2 C3 C4 118.1(5) . . ? C2 C3 H3 120.9 . . ? C4 C3 H3 120.9 . . ? C5 C4 N2 123.0(4) . . ? C5 C4 C3 118.2(4) . . ? N2 C4 C3 118.7(4) . . ? N1 C5 C4 122.9(4) . . ? N1 C5 H5 118.5 . . ? C4 C5 H5 118.5 . . ? O1 C6 N2 121.6(4) . . ? O1 C6 C7 124.6(4) . . ? N2 C6 C7 113.8(4) . . ? C6 C7 C8 114.0(4) . . ? C6 C7 C11 112.8(4) . . ? C8 C7 C11 105.2(4) . . ? C6 C7 H7 108.2 . . ? C8 C7 H7 108.2 . . ? C11 C7 H7 108.2 . . ? C9A C8 C9 30.7(5) . . ? C9A C8 C7 104.4(5) . . ? C9 C8 C7 106.9(5) . . ? C9A C8 H8AB 83.4 . . ? C9 C8 H8AB 110.3 . . ? C7 C8 H8AB 110.3 . . ? C9A C8 H8AA 135.6 . . ? C9 C8 H8AA 110.3 . . ? C7 C8 H8AA 110.3 . . ? H8AB C8 H8AA 108.6 . . ? C9A C8 H8BD 110.9 . . ? C9 C8 H8BD 132.9 . . ? C7 C8 H8BD 110.9 . . ? H8AB C8 H8BD 29.2 . . ? H8AA C8 H8BD 81.7 . . ? C9A C8 H8BC 110.9 . . ? C9 C8 H8BC 81.9 . . ? C7 C8 H8BC 110.9 . . ? H8AB C8 H8BC 130.7 . . ? H8AA C8 H8BC 30.3 . . ? H8BD C8 H8BC 108.9 . . ? C8 C9 C10 99.2(6) . . ? C8 C9 H9A 111.9 . . ? C10 C9 H9A 111.9 . . ? C8 C9 H9B 111.9 . . ? C10 C9 H9B 111.9 . . ? H9A C9 H9B 109.6 . . ? C14 C10 C9A 80.6(7) . . ? C14 C10 C15 103.7(6) . . ? C9A C10 C15 122.5(6) . . ? C14 C10 C11 127.7(6) . . ? C9A C10 C11 108.9(6) . . ? C15 C10 C11 111.7(4) . . ? C14 C10 C9 108.4(6) . . ? C9A C10 C9 28.9(5) . . ? C15 C10 C9 106.9(5) . . ? C11 C10 C9 96.9(5) . . ? C14 C10 C14A 33.6(5) . . ? C9A C10 C14A 105.4(7) . . ? C15 C10 C14A 107.5(6) . . ? C11 C10 C14A 97.7(5) . . ? C9 C10 C14A 134.0(7) . . ? C12 C11 C13A 75.4(7) . . ? C12 C11 C10 121.9(6) . . ? C13A C11 C10 125.5(6) . . ? C12 C11 C7 114.0(5) . . ? C13A C11 C7 117.5(6) . . ? C10 C11 C7 101.9(4) . . ? C12 C11 C13 108.4(7) . . ? C13A C11 C13 33.2(6) . . ? C10 C11 C13 103.4(5) . . ? C7 C11 C13 105.5(5) . . ? C12 C11 C12A 30.5(5) . . ? C13A C11 C12A 104.5(8) . . ? C10 C11 C12A 96.9(5) . . ? C7 C11 C12A 107.7(5) . . ? C13 C11 C12A 136.1(7) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? C11 C13 H13C 109.5 . . ? C11 C13 H13B 109.5 . . ? C11 C13 H13A 109.5 . . ? C10 C14 H14B 109.5 . . ? C10 C14 H14C 109.5 . . ? C10 C14 H14A 109.5 . . ? O2 C15 O3 122.3(5) . . ? O2 C15 C10 122.2(5) . . ? O3 C15 C10 115.5(5) . . ? O4 C16 H16B 109.5 . . ? O4 C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? O4 C16 H16A 109.5 . . ? H16B C16 H16A 109.5 . . ? H16C C16 H16A 109.5 . . ? C10 C14A H14E 109.5 . . ? C10 C14A H14F 109.5 . . ? H14E C14A H14F 109.5 . . ? C10 C14A H14D 109.5 . . ? H14E C14A H14D 109.5 . . ? H14F C14A H14D 109.5 . . ? C11 C12A H12D 109.5 . . ? C11 C12A H12F 109.5 . . ? H12D C12A H12F 109.5 . . ? C11 C12A H12E 109.5 . . ? H12D C12A H12E 109.5 . . ? H12F C12A H12E 109.5 . . ? C11 C13A H13F 109.5 . . ? C11 C13A H13E 109.5 . . ? H13F C13A H13E 109.5 . . ? C11 C13A H13D 109.5 . . ? H13F C13A H13D 109.5 . . ? H13E C13A H13D 109.5 . . ? C10 C9A C8 110.0(8) . . ? C10 C9A H9AB 109.7 . . ? C8 C9A H9AB 109.7 . . ? C10 C9A H9AA 109.7 . . ? C8 C9A H9AA 109.7 . . ? H9AB C9A H9AA 108.2 . . ? 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 O3 Zn1 N1 C5 -170.2(4) 2_544 . . . ? O3 Zn1 N1 C5 -29.4(4) 7_545 . . . ? N1 Zn1 N1 C5 79.9(4) 8 . . . ? O3 Zn1 N1 C1 -0.4(4) 2_544 . . . ? O3 Zn1 N1 C1 140.4(4) 7_545 . . . ? N1 Zn1 N1 C1 -110.2(4) 8 . . . ? C5 N1 C1 C2 1.7(8) . . . . ? Zn1 N1 C1 C2 -168.4(4) . . . . ? N1 C1 C2 C3 -1.6(9) . . . . ? C1 C2 C3 C4 1.6(8) . . . . ? C6 N2 C4 C5 -27.1(7) . . . . ? C6 N2 C4 C3 156.5(5) . . . . ? C2 C3 C4 C5 -1.6(7) . . . . ? C2 C3 C4 N2 175.0(5) . . . . ? C1 N1 C5 C4 -1.8(7) . . . . ? Zn1 N1 C5 C4 168.1(3) . . . . ? N2 C4 C5 N1 -174.6(4) . . . . ? C3 C4 C5 N1 1.8(7) . . . . ? C4 N2 C6 O1 -5.1(7) . . . . ? C4 N2 C6 C7 172.8(4) . . . . ? O1 C6 C7 C8 -27.9(7) . . . . ? N2 C6 C7 C8 154.2(4) . . . . ? O1 C6 C7 C11 92.0(5) . . . . ? N2 C6 C7 C11 -85.8(5) . . . . ? C6 C7 C8 C9A 151.9(6) . . . . ? C11 C7 C8 C9A 27.7(7) . . . . ? C6 C7 C8 C9 120.1(6) . . . . ? C11 C7 C8 C9 -4.1(6) . . . . ? C9A C8 C9 C10 -56.0(10) . . . . ? C7 C8 C9 C10 33.8(7) . . . . ? C8 C9 C10 C14 81.9(7) . . . . ? C8 C9 C10 C9A 65.5(12) . . . . ? C8 C9 C10 C15 -166.8(5) . . . . ? C8 C9 C10 C11 -51.6(6) . . . . ? C8 C9 C10 C14A 56.1(10) . . . . ? C14 C10 C11 C12 161.0(9) . . . . ? C9A C10 C11 C12 -106.3(8) . . . . ? C15 C10 C11 C12 32.1(8) . . . . ? C9 C10 C11 C12 -79.3(8) . . . . ? C14A C10 C11 C12 144.4(8) . . . . ? C14 C10 C11 C13A 66.5(11) . . . . ? C9A C10 C11 C13A 159.1(9) . . . . ? C15 C10 C11 C13A -62.5(9) . . . . ? C9 C10 C11 C13A -173.9(8) . . . . ? C14A C10 C11 C13A 49.8(10) . . . . ? C14 C10 C11 C7 -70.5(8) . . . . ? C9A C10 C11 C7 22.2(7) . . . . ? C15 C10 C11 C7 160.6(4) . . . . ? C9 C10 C11 C7 49.2(5) . . . . ? C14A C10 C11 C7 -87.1(6) . . . . ? C14 C10 C11 C13 38.9(9) . . . . ? C9A C10 C11 C13 131.6(7) . . . . ? C15 C10 C11 C13 -90.0(6) . . . . ? C9 C10 C11 C13 158.6(6) . . . . ? C14A C10 C11 C13 22.3(7) . . . . ? C14 C10 C11 C12A 179.8(8) . . . . ? C9A C10 C11 C12A -87.6(8) . . . . ? C15 C10 C11 C12A 50.8(6) . . . . ? C9 C10 C11 C12A -60.6(6) . . . . ? C14A C10 C11 C12A 163.1(7) . . . . ? C6 C7 C11 C12 -22.0(7) . . . . ? C8 C7 C11 C12 102.8(6) . . . . ? C6 C7 C11 C13A 63.4(8) . . . . ? C8 C7 C11 C13A -171.7(7) . . . . ? C6 C7 C11 C10 -155.4(4) . . . . ? C8 C7 C11 C10 -30.5(5) . . . . ? C6 C7 C11 C13 96.8(6) . . . . ? C8 C7 C11 C13 -138.3(5) . . . . ? C6 C7 C11 C12A -54.1(6) . . . . ? C8 C7 C11 C12A 70.8(6) . . . . ? Zn1 O3 C15 O2 -1.6(7) 4 . . . ? Zn1 O3 C15 C10 177.4(3) 4 . . . ? C14 C10 C15 O2 110.5(7) . . . . ? C9A C10 C15 O2 23.1(10) . . . . ? C11 C10 C15 O2 -108.8(6) . . . . ? C9 C10 C15 O2 -3.9(8) . . . . ? C14A C10 C15 O2 145.2(7) . . . . ? C14 C10 C15 O3 -68.6(7) . . . . ? C9A C10 C15 O3 -156.0(7) . . . . ? C11 C10 C15 O3 72.1(6) . . . . ? C9 C10 C15 O3 177.0(5) . . . . ? C14A C10 C15 O3 -33.9(7) . . . . ? C14 C10 C9A C8 121.2(9) . . . . ? C15 C10 C9A C8 -138.5(7) . . . . ? C11 C10 C9A C8 -5.6(10) . . . . ? C9 C10 C9A C8 -74.6(13) . . . . ? C14A C10 C9A C8 98.4(9) . . . . ? C9 C8 C9A C10 84.7(14) . . . . ? C7 C8 C9A C10 -14.3(9) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.34 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.428 _refine_diff_density_min -0.395 _refine_diff_density_rms 0.072 # Attachment '- MOF 1a.cif' data_MOF1_publ _database_code_depnum_ccdc_archive 'CCDC 870505' #TrackingRef '- MOF 1a.cif' _audit_creation_method 'from EXP file using GSAS2CIF' _audit_creation_date 2012-03-01T11:38 _pd_phase_name 'MOF 1' _cell_length_a 14.4835(12) _cell_length_b 14.4835 _cell_length_c 15.4118(16) _cell_angle_alpha 90.0 _cell_angle_beta 90.0 _cell_angle_gamma 90.0 _cell_volume 3232.9(4) _cell_measurement_temperature 298 _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M 'P 43 21 2' loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +x,+y,+z 2 -y+1/2,+x+1/2,+z+3/4 3 -x,-y,+z+1/2 4 +y+1/2,-x+1/2,+z+1/4 5 -x+1/2,+y+1/2,-z+3/4 6 -y,-x,-z+1/2 7 +x+1/2,-y+1/2,-z+1/4 8 +y,+x,-z loop_ _atom_type_symbol _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source O 24.0 0.000 0.000 3.04850 13.2771 2.28680 5.70110 1.54630 0.32390 0.86700 32.9089 0.25080 International_Tables_Vol_C N 16.0 0.000 0.000 12.2126 0.00570 3.13220 9.89330 2.01250 28.9975 1.16630 0.58260 -11.529 International_Tables_Vol_C H 152.0 0.000 0.000 0.49300 10.5109 0.32291 26.1257 0.14019 3.14236 0.04081 57.7997 0.00304 International_Tables_Vol_C C 120.0 0.000 0.000 2.31000 20.8439 1.02000 10.2075 1.58860 0.56870 0.86500 51.6512 0.21560 International_Tables_Vol_C Zn 4.0 0.000 0.000 14.0743 3.26550 7.03180 0.23330 5.16520 10.3163 2.41000 58.7097 1.30410 International_Tables_Vol_C _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Cu K\a' _diffrn_measurement_device_type Bruker_D8 _diffrn_radiation_wavelength_wt 1.00 _diffrn_radiation_wavelength 1.5406 _diffrn_ambient_temperature 298 _pd_proc_ls_prof_R_factor 0.0855 _pd_proc_ls_prof_wR_factor 0.1170 _pd_proc_ls_prof_wR_expected 0.0239 _refine_ls_R_Fsqd_factor 0.11546 _exptl_absorpt_correction_T_min 1.00000 _exptl_absorpt_correction_T_max 1.00000 _gsas_exptl_extinct_corr_T_min 1.00000 _gsas_exptl_extinct_corr_T_max 1.00000 _pd_proc_ls_peak_cutoff 0.01000 _pd_proc_info_datetime 2012-03-01T11:38:55 _pd_calc_method 'Rietveld Refinement' _pd_meas_2theta_range_min 3.0084 _pd_meas_2theta_range_max 59.9554 _pd_meas_2theta_range_inc 0.0167 _pd_proc_2theta_range_min 3.0263 _pd_proc_2theta_range_max 59.9733 _pd_proc_2theta_range_inc 0.0167 _pd_meas_number_of_points 3411 _pd_proc_number_of_points 3411 _refine_ls_shift/su_max 0.02 _refine_ls_shift/su_mean 0.01 _computing_structure_refinement GSAS _refine_ls_number_parameters 11 _refine_ls_goodness_of_fit_all 4.91 _refine_ls_number_restraints 0 _refine_ls_matrix_type full _reflns_number_total 607 _reflns_limit_h_min 0 _reflns_limit_h_max 9 _reflns_limit_k_min 0 _reflns_limit_k_max 6 _reflns_limit_l_min 0 _reflns_limit_l_max 10 _reflns_d_resolution_high 1.542 _reflns_d_resolution_low 10.554 loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_thermal_displace_type _atom_site_U_iso_or_equiv _atom_site_symmetry_multiplicity O O1 0.0186(5) 0.3635(8) 0.3463(6) 1.0 Uiso 0.022 8 O O2 0.3241(9) 0.5261(8) 0.5342(5) 1.0 Uiso 0.032 8 O O3 0.4156(5) 0.5247(7) 0.4225(7) 1.0 Uiso 0.037 8 N N1 0.0003(7) 0.1306(6) 0.1933(7) 1.0 Uiso 0.037 8 N N2 0.0808(4) 0.3738(5) 0.2158(4) 1.0 Uiso 0.027 8 H H2 0.1132(6) 0.4089(6) 0.1831(4) 1.0 Uiso 0.023 8 C C1 -0.0109(5) 0.1263(8) 0.1098(7) 1.0 Uiso 0.026 8 H H1 -0.0309(6) 0.0705(8) 0.0860(8) 1.0 Uiso 0.032 8 C C2 0.0062(6) 0.2016(9) 0.0587(5) 1.0 Uiso 0.032 8 H H2A -0.0006(8) 0.1960(11) 0.0010(5) 1.0 Uiso 0.039 8 C C3 0.0337(6) 0.2859(8) 0.0931(4) 1.0 Uiso 0.026 8 H H3 0.0441(9) 0.3379(10) 0.0594(4) 1.0 Uiso 0.032 8 C C4 0.0457(4) 0.2908(6) 0.1808(4) 1.0 Uiso 0.018 8 C C5 0.0269(5) 0.2119(6) 0.2276(5) 1.0 Uiso 0.019 8 H H5 0.0328(7) 0.2152(6) 0.2855(5) 1.0 Uiso 0.022 8 C C6 0.0690(4) 0.4050(6) 0.2962(5) 1.0 Uiso 0.017 8 C C7 0.1256(5) 0.4905(5) 0.3167(6) 1.0 Uiso 0.021 8 H H7 0.1298(7) 0.5292(5) 0.2661(7) 1.0 Uiso 0.025 8 C C8 0.0841(5) 0.5503(8) 0.3870(10) 1.0 Uiso 0.026 8 H H8BD 0.0407(7) 0.5960(8) 0.3647(13) 1.0 Uiso 0.031 8 H H8BC 0.0518(6) 0.5116(10) 0.4276(9) 1.0 Uiso 0.031 8 C C9 0.1568(6) 0.5541(8) 0.4567(7) 0.476 Uiso 0.02267 8 H H9A 0.1529(8) 0.5003(10) 0.4935(6) 0.476 Uiso 0.027 8 H H9B 0.1518(7) 0.6110(9) 0.4893(10) 0.476 Uiso 0.027 8 C C10 0.2536(5) 0.5525(5) 0.3985(5) 1.0 Uiso 0.03 8 C C11 0.2284(4) 0.4665(4) 0.3462(4) 1.0 Uiso 0.023 8 C C12 0.2393(6) 0.3731(5) 0.3779(5) 0.686 Uiso 0.027 8 H H12A 0.2187(6) 0.3291(4) 0.3365(6) 0.686 Uiso 0.038 8 H H12B 0.2025(8) 0.3658(6) 0.4278(4) 0.686 Uiso 0.038 8 H H12C 0.3039(7) 0.3619(5) 0.3907(8) 0.686 Uiso 0.038 8 C C13 0.2925(6) 0.4774(8) 0.2645(4) 0.599 Uiso 0.032 8 H H13C 0.3572(5) 0.4784(9) 0.2807(6) 0.599 Uiso 0.048 8 H H13B 0.2772(8) 0.5347(8) 0.2363(4) 0.599 Uiso 0.048 8 H H13A 0.2816(5) 0.4257(9) 0.2275(5) 0.599 Uiso 0.048 8 C C14 0.2716(8) 0.6463(5) 0.3692(7) 0.648 Uiso 0.028 8 H H14B 0.3294(9) 0.6473(6) 0.3386(6) 0.648 Uiso 0.042 8 H H14C 0.2759(8) 0.6878(5) 0.4163(9) 0.648 Uiso 0.042 8 H H14A 0.2215(10) 0.6660(4) 0.3333(10) 0.648 Uiso 0.042 8 C C15 0.3348(6) 0.5327(6) 0.4577(5) 1.0 Uiso 0.032 8 C C14A 0.2943(8) 0.6191(6) 0.3207(6) 0.352 Uiso 0.028 8 H H14E 0.3449(8) 0.5874(8) 0.2933(5) 0.352 Uiso 0.042 8 H H14F 0.3161(10) 0.6774(6) 0.3430(8) 0.352 Uiso 0.042 8 H H14D 0.2452(10) 0.6306(6) 0.2812(8) 0.352 Uiso 0.042 8 C C12A 0.2206(7) 0.3925(6) 0.4242(4) 0.314 Uiso 0.025 8 H H12D 0.1795(8) 0.3423(6) 0.4090(4) 0.314 Uiso 0.038 8 H H12F 0.1964(9) 0.4240(8) 0.47259(34) 0.314 Uiso 0.038 8 H H12E 0.2815(8) 0.3678(5) 0.4366(7) 0.314 Uiso 0.038 8 C C13A 0.2909(4) 0.4197(7) 0.2850(5) 0.401 Uiso 0.032 8 H H13F 0.3537(4) 0.4191(8) 0.3063(8) 0.401 Uiso 0.048 8 H H13E 0.2894(6) 0.4531(9) 0.2327(5) 0.401 Uiso 0.048 8 H H13D 0.2701(4) 0.3567(7) 0.2762(7) 0.401 Uiso 0.048 8 C C9A 0.1677(6) 0.5977(7) 0.4262(9) 0.524 Uiso 0.023 8 H H9AB 0.1688(8) 0.6631(6) 0.4102(11) 0.524 Uiso 0.027 8 H H9AA 0.1631(7) 0.5942(9) 0.4868(9) 0.524 Uiso 0.027 8 Zn ZN1 -0.0132(5) 0.0132(5) 0.25 1.0 Uiso 0.032 4 _chemical_formula_sum 'C30.00 H38.00 N4 O6 Zn' _chemical_formula_weight 616.04 _cell_formula_units_Z 4 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C6 1.221(12) . 1_555 N O2 O3 2.173(14) . 1_555 N O2 C15 1.193(11) . 1_555 N O3 O2 2.173(14) . 1_555 N O3 C15 1.295(12) . 1_555 N O3 ZN1 1.859(9) . 4_555 N N1 C1 1.299(15) . 1_555 N N1 C5 1.347(12) . 1_555 N N1 ZN1 1.922(10) . 1_555 N N2 H2 0.856(10) . 1_555 N N2 C4 1.412(11) . 1_555 N N2 C6 1.330(10) . 1_555 N H2 N2 0.856(10) . 1_555 N C1 N1 1.299(15) . 1_555 N C1 H1 0.934(16) . 1_555 N C1 C2 1.368(16) . 1_555 N H1 C1 0.934(16) . 1_555 N C2 C1 1.368(16) . 1_555 N C2 H2A 0.898(11) . 1_555 N C2 C3 1.389(16) . 1_555 N H2A C2 0.898(11) . 1_555 N C3 C2 1.389(16) . 1_555 N C3 H3 0.927(16) . 1_555 N C3 C4 1.365(9) . 1_555 N H3 C3 0.927(16) . 1_555 N C4 N2 1.412(11) . 1_555 N C4 C3 1.365(9) . 1_555 N C4 C5 1.379(12) . 1_555 N C5 N1 1.347(12) . 1_555 N C5 C4 1.379(12) . 1_555 N C5 H5 0.898(11) . 1_555 N H5 C5 0.898(11) . 1_555 N C6 O1 1.221(12) . 1_555 N C6 N2 1.330(10) . 1_555 N C6 C7 1.518(11) . 1_555 N C7 C6 1.518(11) . 1_555 N C7 H7 0.962(13) . 1_555 N C7 C8 1.512(16) . 1_555 N C7 C11 1.595(9) . 1_555 N H7 C7 0.962(13) . 1_555 N C8 C7 1.512(16) . 1_555 N C8 H8BD 0.975(16) . 1_555 N C8 H8BC 0.962(18) . 1_555 N C8 C9 1.50587(10) . 1_555 N C8 C9A 1.51765(11) . 1_555 N H8BD C8 0.975(16) . 1_555 N H8BC C8 0.962(18) . 1_555 N C9 C8 1.50587(10) . 1_555 N C9 C10 1.66413(11) . 1_555 N H9A C9 0.96621(6) . 1_555 N H9B C9 0.96854(6) . 1_555 N C10 C9 1.66413(11) . 1_555 N C10 C11 1.528(9) . 1_555 N C10 C14 1.45465(11) . 1_555 N C10 C15 1.516(11) . 1_555 N C10 C9A 1.46902(11) . 1_555 N C11 C7 1.595(9) . 1_555 N C11 C10 1.528(9) . 1_555 N C11 C12 1.44670(10) . 1_555 N C11 C13 1.57283(12) . 1_555 N C11 C12A 1.61424(11) . 1_555 N C11 C13A 1.47240(9) . 1_555 N C12 C11 1.44670(10) . 1_555 N C12 H12A 0.94992(6) . 1_555 N C12 H12B 0.94123(7) . 1_555 N C12 H12C 0.96991(8) . 1_555 N C12 C13A 1.75127(13) . 1_555 N H12A C12 0.94992(6) . 1_555 N H12B C12 0.94123(7) . 1_555 N H12C C12 0.96991(8) . 1_555 N C13 C11 1.57283(12) . 1_555 N C13 H13C 0.96955(7) . 1_555 N C13 H13B 0.96274(7) . 1_555 N C13 H13A 0.95340(6) . 1_555 N C13 C14A 2.22816(16) . 1_555 N H13C C13 0.96955(7) . 1_555 N H13B C13 0.96274(7) . 1_555 N H13A C13 0.95340(6) . 1_555 N C14 C10 1.45465(11) . 1_555 N C14 H14B 0.96120(6) . 1_555 N C14 H14C 0.94439(7) . 1_555 N C14 H14A 0.95513(6) . 1_555 N C14 C9A 1.87864(13) . 1_555 N H14B C14 0.96120(6) . 1_555 N H14C C14 0.94439(7) . 1_555 N H14A C14 0.95513(6) . 1_555 N C15 O2 1.193(11) . 1_555 N C15 O3 1.295(12) . 1_555 N C15 C10 1.516(11) . 1_555 N C15 ZN1 2.680(9) . 4_555 N C14A C10 1.64734(11) . 1_555 N C14A C13 2.22816(16) . 1_555 N C14A H14E 0.96269(7) . 1_555 N C14A H14F 0.96550(7) . 1_555 N C14A H14D 0.95094(6) . 1_555 N H14E C14A 0.96269(7) . 1_555 N H14F C14A 0.96550(7) . 1_555 N H14D C14A 0.95094(6) . 1_555 N C12A C11 1.61424(11) . 1_555 N C12A C12 0.81246(7) . 1_555 N C12A H12D 0.96817(7) . 1_555 N C12A H12F 0.94267(7) . 1_555 N C12A H12E 0.97012(8) . 1_555 N H12D C12A 0.96817(7) . 1_555 N H12F C12A 0.94267(7) . 1_555 N H12E C12A 0.97012(8) . 1_555 N C13A C11 1.47240(9) . 1_555 N C13A C12 1.75127(13) . 1_555 N C13A H13F 0.96741(7) . 1_555 N C13A H13E 0.93921(8) . 1_555 N C13A H13D 0.97088(8) . 1_555 N H13F C13A 0.96741(7) . 1_555 N H13E C13A 0.93921(8) . 1_555 N H13D C13A 0.97088(8) . 1_555 N C9A C8 1.51765(11) . 1_555 N C9A C10 1.46902(11) . 1_555 N C9A C14 1.87864(13) . 1_555 N C9A H9AB 0.97959(7) . 1_555 N C9A H9AA 0.93724(10) . 1_555 N H9AB C9A 0.97959(7) . 1_555 N H9AA C9A 0.93724(10) . 1_555 N ZN1 O3 1.859(9) . 2_544 N ZN1 O3 1.859(9) . 5_545 N ZN1 N1 1.922(10) . 1_555 N ZN1 N1 1.922(10) . 6_555 N 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C15 O3 ZN1 115.2(6) 1_555 . 4_555 N C1 N1 C5 117.8422(21) 1_555 . 1_555 N C1 N1 ZN1 113.3(4) 1_555 . 1_555 N C5 N1 ZN1 128.6(4) 1_555 . 1_555 N H2 N2 C4 118.511(6) 1_555 . 1_555 N H2 N2 C6 114.691(5) 1_555 . 1_555 N C4 N2 C6 126.7978(10) 1_555 . 1_555 N N1 C1 H1 118.0431(21) 1_555 . 1_555 N N1 C1 C2 120.600(4) 1_555 . 1_555 N H1 C1 C2 121.357(6) 1_555 . 1_555 N C1 C2 H2A 118.455(4) 1_555 . 1_555 N C1 C2 C3 122.227(6) 1_555 . 1_555 N H2A C2 C3 119.3186(17) 1_555 . 1_555 N C2 C3 H3 123.116(6) 1_555 . 1_555 N C2 C3 C4 117.4201(20) 1_555 . 1_555 N H3 C3 C4 119.464(4) 1_555 . 1_555 N N2 C4 C3 117.9658(20) 1_555 . 1_555 N N2 C4 C5 125.226(6) 1_555 . 1_555 N C3 C4 C5 116.714(4) 1_555 . 1_555 N N1 C5 H5 117.6463(22) 1_555 . 1_555 N C4 C5 H5 117.201(4) 1_555 . 1_555 N O1 C6 N2 119.916(5) 1_555 . 1_555 N O1 C6 C7 126.352(5) 1_555 . 1_555 N N2 C6 C7 113.69390(10) 1_555 . 1_555 N C6 C7 H7 109.899(5) 1_555 . 1_555 N C6 C7 C8 113.7059(6) 1_555 . 1_555 N C6 C7 C11 112.6499(6) 1_555 . 1_555 N H7 C7 C8 105.821(7) 1_555 . 1_555 N H7 C7 C11 107.3825(19) 1_555 . 1_555 N C8 C7 C11 106.968(5) 1_555 . 1_555 N C7 C8 H8BD 113.115(6) 1_555 . 1_555 N C7 C8 H8BC 109.024(5) 1_555 . 1_555 N C7 C8 C9 104.712(6) 1_555 . 1_555 N C7 C8 C9A 103.1168(33) 1_555 . 1_555 N H8BD C8 H8BC 108.1485(23) 1_555 . 1_555 N H8BD C8 C9 132.6469(8) 1_555 . 1_555 N H8BD C8 C9A 110.3663(15) 1_555 . 1_555 N H8BC C8 C9 84.108(6) 1_555 . 1_555 N H8BC C8 C9A 113.103(6) 1_555 . 1_555 N C8 C9 H9A 110.356(4) 1_555 . 1_555 N C8 C9 H9B 110.456(4) 1_555 . 1_555 N C8 C9 C10 101.805(7) 1_555 . 1_555 N H9A C9 H9B 112.188(7) 1_555 . 1_555 N H9A C9 C10 110.7569(33) 1_555 . 1_555 N H9B C9 C10 110.8179(29) 1_555 . 1_555 N H9B C9 C9A 69.525(7) 1_555 . 1_555 N C9 C10 C11 95.423(4) 1_555 . 1_555 N C9 C10 C14 107.7317(17) 1_555 . 1_555 N C9 C10 C15 109.382(7) 1_555 . 1_555 N C9 C10 C14A 133.2339(23) 1_555 . 1_555 N C11 C10 C14 129.815(6) 1_555 . 1_555 N C11 C10 C15 110.3666(33) 1_555 . 1_555 N C11 C10 C14A 100.282(7) 1_555 . 1_555 N C11 C10 C9A 108.3001(15) 1_555 . 1_555 N C14 C10 C15 103.0153(21) 1_555 . 1_555 N C14 C10 C9A 79.9646(16) 1_555 . 1_555 N C15 C10 C14A 105.775(5) 1_555 . 1_555 N C15 C10 C9A 124.520(6) 1_555 . 1_555 N C14A C10 C9A 104.6891(21) 1_555 . 1_555 N C7 C11 C10 101.2757(18) 1_555 . 1_555 N C7 C11 C12 113.6913(9) 1_555 . 1_555 N C7 C11 C13 107.494(5) 1_555 . 1_555 N C7 C11 C12A 106.9421(19) 1_555 . 1_555 N C7 C11 C13A 119.392(5) 1_555 . 1_555 N C10 C11 C12 123.916(5) 1_555 . 1_555 N C10 C11 C13 101.542(5) 1_555 . 1_555 N C10 C11 C12A 99.532(7) 1_555 . 1_555 N C10 C11 C13A 124.5107(26) 1_555 . 1_555 N C12 C11 C13 107.4518(25) 1_555 . 1_555 N C12 C11 C13A 73.724(5) 1_555 . 1_555 N C13 C11 C12A 134.763(4) 1_555 . 1_555 N C12A C11 C13A 102.414(6) 1_555 . 1_555 N C11 C12 H12A 111.445(5) 1_555 . 1_555 N C11 C12 H12B 108.6315(24) 1_555 . 1_555 N C11 C12 H12C 109.2924(7) 1_555 . 1_555 N C11 C12 C13A 53.8106(8) 1_555 . 1_555 N H12A C12 H12B 107.187(6) 1_555 . 1_555 N H12A C12 H12C 109.1126(9) 1_555 . 1_555 N H12B C12 H12C 111.170(5) 1_555 . 1_555 N H12B C12 C13A 162.3617(16) 1_555 . 1_555 N H12C C12 C13A 79.598(4) 1_555 . 1_555 N H12C C12 H13D 84.737(4) 1_555 . 1_555 N C11 C13 H13C 111.424(5) 1_555 . 1_555 N C11 C13 H13B 108.166(4) 1_555 . 1_555 N C11 C13 H13A 107.622(5) 1_555 . 1_555 N H13C C13 H13B 108.9460(11) 1_555 . 1_555 N H13C C13 H13A 108.9731(14) 1_555 . 1_555 N H13C C13 C13A 87.0561(13) 1_555 . 1_555 N H13B C13 H13A 111.727(6) 1_555 . 1_555 N H13B C13 C13A 163.7324 1_555 . 1_555 N H13A C13 C13A 58.218(6) 1_555 . 1_555 N C10 C14 H14B 108.8066(16) 1_555 . 1_555 N C10 C14 H14C 111.584(6) 1_555 . 1_555 N C10 C14 H14A 108.8212(18) 1_555 . 1_555 N H14B C14 H14C 108.031(4) 1_555 . 1_555 N H14B C14 H14A 111.842(6) 1_555 . 1_555 N H14C C14 H14A 107.782(5) 1_555 . 1_555 N O2 C15 O3 121.6078(20) 1_555 . 1_555 N O2 C15 C10 120.623(4) 1_555 . 1_555 N O3 C15 C10 117.760(7) 1_555 . 1_555 N C10 C14A H14E 108.2011(33) 1_555 . 1_555 N C10 C14A H14F 111.719(6) 1_555 . 1_555 N C10 C14A H14D 107.581(5) 1_555 . 1_555 N H14E C14A H14F 108.8219(17) 1_555 . 1_555 N H14E C14A H14D 111.900(6) 1_555 . 1_555 N H14F C14A H14D 108.6470(23) 1_555 . 1_555 N C11 C12A H12D 111.194(5) 1_555 . 1_555 N C11 C12A H12F 107.068(7) 1_555 . 1_555 N C11 C12A H12E 109.1248(8) 1_555 . 1_555 N H12D C12A H12F 109.0132(13) 1_555 . 1_555 N H12D C12A H12E 109.2695(4) 1_555 . 1_555 N H12F C12A H12E 111.165(4) 1_555 . 1_555 N C11 C13A C12 52.465(4) 1_555 . 1_555 N C11 C13A C13 79.234(4) 1_555 . 1_555 N C11 C13A H13F 111.351(5) 1_555 . 1_555 N C11 C13A H13E 107.365(6) 1_555 . 1_555 N C11 C13A H13D 109.36170(30) 1_555 . 1_555 N C12 C13A H13F 96.852(5) 1_555 . 1_555 N C12 C13A H13E 152.8833(25) 1_555 . 1_555 N C12 C13A H13D 67.628(4) 1_555 . 1_555 N H13F C13A H13E 108.4906(25) 1_555 . 1_555 N H13F C13A H13D 109.2820(4) 1_555 . 1_555 N H13E C13A H13D 110.984(4) 1_555 . 1_555 N C8 C9A C10 111.0425(26) 1_555 . 1_555 N C8 C9A H9AB 110.5033(23) 1_555 . 1_555 N C8 C9A H9AA 108.3814(34) 1_555 . 1_555 N C10 C9A H9AB 110.1664(16) 1_555 . 1_555 N C10 C9A H9AA 109.0123(18) 1_555 . 1_555 N H9AB C9A H9AA 107.6416(14) 1_555 . 1_555 N C14 H9AB H9AA 104.2849(32) 1_555 . 1_555 N O3 ZN1 O3 123.3(10) 2_544 . 5_545 N O3 ZN1 N1 113.0(5) 2_544 . 1_555 N O3 ZN1 N1 97.8(4) 2_544 . 6_555 N O3 ZN1 N1 97.8(4) 5_545 . 1_555 N O3 ZN1 N1 113.0(5) 5_545 . 6_555 N N1 ZN1 N1 112.8(10) 1_555 . 6_555 N