# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_author_name 'Dong-Sheng Li' data_f:\z _database_code_depnum_ccdc_archive 'CCDC 805761' #TrackingRef '1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H17 N5 O5 Zn' _chemical_formula_weight 436.73 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 P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.8127(17) _cell_length_b 18.720(4) _cell_length_c 13.281(3) _cell_angle_alpha 90.00 _cell_angle_beta 94.294(4) _cell_angle_gamma 90.00 _cell_volume 1936.9(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.498 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 896 _exptl_absorpt_coefficient_mu 1.307 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.727 _exptl_absorpt_correction_T_max 0.844 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_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 9871 _diffrn_reflns_av_R_equivalents 0.0543 _diffrn_reflns_av_sigmaI/netI 0.0649 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 25.01 _reflns_number_total 3397 _reflns_number_gt 2348 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1154P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3397 _refine_ls_number_parameters 259 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0827 _refine_ls_R_factor_gt 0.0526 _refine_ls_wR_factor_ref 0.1910 _refine_ls_wR_factor_gt 0.1508 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.061 _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 0.08342(7) 0.19229(3) 0.29672(4) 0.0325(3) Uani 1 1 d . . . N3 N -0.2625(6) 0.3009(2) 0.4637(3) 0.0376(11) Uani 1 1 d . . . O1 O 0.2808(5) 0.1643(2) 0.3812(3) 0.0530(11) Uani 1 1 d . . . N2 N -0.0564(6) 0.2408(2) 0.3977(3) 0.0404(11) Uani 1 1 d . . . O3 O 0.5970(5) 0.2416(2) 0.6841(3) 0.0468(10) Uani 1 1 d . . . N5 N -0.4418(5) 0.6141(2) 0.2725(3) 0.0342(10) Uani 1 1 d . . . C4 C 0.6815(6) 0.1396(3) 0.5971(4) 0.0363(12) Uani 1 1 d . . . C1 C 0.3836(7) 0.1150(3) 0.3597(4) 0.0401(13) Uani 1 1 d . . . C9 C -0.2193(7) 0.2612(3) 0.3865(4) 0.0378(13) Uani 1 1 d . . . H9 H -0.2942 0.2491 0.3313 0.045 Uiso 1 1 calc R . . C3 C 0.5422(6) 0.1461(3) 0.5254(4) 0.0357(12) Uani 1 1 d . . . H3 H 0.4555 0.1787 0.5356 0.043 Uiso 1 1 calc R . . N4 N -0.3547(6) 0.5098(2) 0.3309(3) 0.0379(11) Uani 1 1 d . . . C8 C 0.6918(8) 0.1855(3) 0.6913(4) 0.0455(15) Uani 1 1 d . . . C15 C -0.4777(7) 0.5461(3) 0.2769(4) 0.0362(12) Uani 1 1 d . . . H15 H -0.5766 0.5254 0.2463 0.043 Uiso 1 1 calc R . . C2 C 0.5322(6) 0.1043(3) 0.4395(4) 0.0344(12) Uani 1 1 d . . . C7 C 0.6633(7) 0.0555(3) 0.4238(4) 0.0388(13) Uani 1 1 d . . . H7 H 0.6566 0.0268 0.3665 0.047 Uiso 1 1 calc R . . N1 N 0.9337(6) -0.0009(3) 0.4703(4) 0.0502(13) Uani 1 1 d . . . C11 C -0.1208(8) 0.3086(3) 0.5282(5) 0.0529(17) Uani 1 1 d . . . H11 H -0.1121 0.3339 0.5886 0.064 Uiso 1 1 calc R . . C6 C 0.8034(7) 0.0503(3) 0.4941(4) 0.0401(13) Uani 1 1 d . . . O2 O 0.3710(5) 0.0788(3) 0.2830(3) 0.0681(14) Uani 1 1 d . . . C13 C -0.4182(7) 0.4156(3) 0.4538(4) 0.0434(14) Uani 1 1 d . . . H13A H -0.3408 0.4367 0.5060 0.052 Uiso 1 1 calc R . . H13B H -0.5308 0.4367 0.4585 0.052 Uiso 1 1 calc R . . C12 C -0.4291(7) 0.3359(3) 0.4718(4) 0.0423(14) Uani 1 1 d . . . H12A H -0.4676 0.3274 0.5385 0.051 Uiso 1 1 calc R . . H12B H -0.5130 0.3152 0.4227 0.051 Uiso 1 1 calc R . . C10 C 0.0054(8) 0.2717(4) 0.4868(4) 0.0511(16) Uani 1 1 d . . . H10 H 0.1178 0.2678 0.5147 0.061 Uiso 1 1 calc R . . C17 C -0.2333(8) 0.5580(4) 0.3642(4) 0.0524(16) Uani 1 1 d . . . H17 H -0.1334 0.5487 0.4046 0.063 Uiso 1 1 calc R . . C5 C 0.8116(7) 0.0908(3) 0.5820(4) 0.0432(14) Uani 1 1 d . . . H5 H 0.9033 0.0854 0.6302 0.052 Uiso 1 1 calc R . . C14 C -0.3551(8) 0.4328(3) 0.3510(4) 0.0448(14) Uani 1 1 d . . . H14A H -0.2397 0.4143 0.3479 0.054 Uiso 1 1 calc R . . H14B H -0.4283 0.4092 0.2991 0.054 Uiso 1 1 calc R . . O4 O 0.7820(7) 0.1678(3) 0.7666(3) 0.0735(15) Uani 1 1 d . . . C16 C -0.2860(7) 0.6211(3) 0.3276(4) 0.0440(14) Uani 1 1 d . . . H16 H -0.2262 0.6638 0.3377 0.053 Uiso 1 1 calc R . . O1W O 0.3732(8) -0.0384(4) 0.1425(4) 0.101(2) Uani 1 1 d D . . H1WA H 0.385(12) -0.013(4) 0.201(4) 0.152 Uiso 1 1 d D . . H1WB H 0.459(11) -0.071(4) 0.153(7) 0.152 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0314(4) 0.0343(4) 0.0313(4) -0.0007(2) -0.0013(3) 0.0024(2) N3 0.038(3) 0.043(3) 0.032(2) 0.002(2) 0.007(2) 0.006(2) O1 0.058(3) 0.039(2) 0.059(3) -0.008(2) -0.017(2) 0.022(2) N2 0.039(3) 0.045(3) 0.038(3) -0.005(2) 0.003(2) 0.006(2) O3 0.056(3) 0.049(2) 0.035(2) -0.0073(18) 0.0024(18) 0.015(2) N5 0.035(2) 0.028(2) 0.039(2) 0.0012(19) -0.001(2) 0.0017(18) C4 0.036(3) 0.042(3) 0.031(3) 0.003(2) -0.001(2) 0.009(2) C1 0.034(3) 0.039(3) 0.046(3) 0.000(3) -0.002(3) 0.006(3) C9 0.041(3) 0.040(3) 0.032(3) -0.004(2) -0.001(2) 0.001(2) C3 0.029(3) 0.040(3) 0.038(3) -0.002(2) 0.004(2) 0.008(2) N4 0.037(3) 0.037(3) 0.040(3) 0.004(2) 0.003(2) 0.006(2) C8 0.048(4) 0.049(4) 0.039(3) 0.000(3) -0.003(3) 0.010(3) C15 0.040(3) 0.036(3) 0.032(3) 0.001(2) 0.001(2) 0.001(2) C2 0.031(3) 0.030(3) 0.041(3) -0.001(2) 0.001(2) 0.004(2) C7 0.036(3) 0.042(3) 0.039(3) -0.008(2) 0.005(2) 0.006(2) N1 0.043(3) 0.059(3) 0.048(3) -0.001(2) 0.001(2) 0.028(3) C11 0.045(4) 0.075(5) 0.038(3) -0.017(3) -0.004(3) 0.010(3) C6 0.033(3) 0.047(3) 0.040(3) 0.003(3) 0.003(2) 0.017(2) O2 0.049(3) 0.093(4) 0.059(3) -0.035(3) -0.017(2) 0.021(2) C13 0.049(3) 0.036(3) 0.046(3) 0.001(3) 0.012(3) 0.013(3) C12 0.043(3) 0.032(3) 0.054(4) 0.002(3) 0.012(3) 0.008(2) C10 0.046(4) 0.061(4) 0.045(4) -0.012(3) -0.007(3) 0.008(3) C17 0.037(3) 0.062(4) 0.056(4) 0.005(3) -0.012(3) 0.006(3) C5 0.041(3) 0.049(4) 0.039(3) 0.001(3) -0.007(2) 0.018(3) C14 0.060(4) 0.034(3) 0.041(3) 0.004(2) 0.005(3) 0.011(3) O4 0.098(4) 0.069(3) 0.048(3) -0.015(2) -0.030(3) 0.032(3) C16 0.039(3) 0.041(3) 0.050(4) 0.009(3) -0.007(3) -0.005(3) O1W 0.113(5) 0.103(5) 0.092(4) -0.027(4) 0.033(4) -0.024(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 O1 1.911(4) . ? Zn1 O3 1.950(4) 4_565 ? Zn1 N2 2.009(4) . ? Zn1 N5 2.014(4) 2_445 ? N3 C9 1.332(6) . ? N3 C11 1.355(7) . ? N3 C12 1.469(7) . ? O1 C1 1.270(6) . ? N2 C9 1.326(7) . ? N2 C10 1.371(7) . ? O3 C8 1.284(6) . ? O3 Zn1 1.950(4) 4_666 ? N5 C15 1.306(6) . ? N5 C16 1.379(6) . ? N5 Zn1 2.014(4) 2_455 ? C4 C5 1.393(7) . ? C4 C3 1.397(7) . ? C4 C8 1.516(8) . ? C1 O2 1.222(6) . ? C1 C2 1.525(7) . ? C9 H9 0.9300 . ? C3 C2 1.381(7) . ? C3 H3 0.9300 . ? N4 C15 1.341(7) . ? N4 C17 1.359(8) . ? N4 C14 1.465(7) . ? C8 O4 1.225(7) . ? C15 H15 0.9300 . ? C2 C7 1.399(7) . ? C7 C6 1.388(7) . ? C7 H7 0.9300 . ? N1 N1 1.254(9) 3_756 ? N1 C6 1.449(6) . ? C11 C10 1.354(8) . ? C11 H11 0.9300 . ? C6 C5 1.390(7) . ? C13 C12 1.514(7) . ? C13 C14 1.519(7) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C10 H10 0.9300 . ? C17 C16 1.331(8) . ? C17 H17 0.9300 . ? C5 H5 0.9300 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C16 H16 0.9300 . ? O1W H1WA 0.92(2) . ? O1W H1WB 0.91(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 O3 122.44(19) . 4_565 ? O1 Zn1 N2 100.79(18) . . ? O3 Zn1 N2 106.73(18) 4_565 . ? O1 Zn1 N5 117.40(17) . 2_445 ? O3 Zn1 N5 99.84(16) 4_565 2_445 ? N2 Zn1 N5 109.01(18) . 2_445 ? C9 N3 C11 107.7(4) . . ? C9 N3 C12 125.7(5) . . ? C11 N3 C12 126.4(5) . . ? C1 O1 Zn1 124.3(4) . . ? C9 N2 C10 104.4(4) . . ? C9 N2 Zn1 128.3(4) . . ? C10 N2 Zn1 126.3(4) . . ? C8 O3 Zn1 121.7(4) . 4_666 ? C15 N5 C16 104.6(4) . . ? C15 N5 Zn1 128.1(4) . 2_455 ? C16 N5 Zn1 127.3(3) . 2_455 ? C5 C4 C3 119.9(5) . . ? C5 C4 C8 119.8(5) . . ? C3 C4 C8 120.3(5) . . ? O2 C1 O1 125.3(5) . . ? O2 C1 C2 121.0(5) . . ? O1 C1 C2 113.7(5) . . ? N2 C9 N3 111.7(5) . . ? N2 C9 H9 124.1 . . ? N3 C9 H9 124.1 . . ? C2 C3 C4 120.5(5) . . ? C2 C3 H3 119.8 . . ? C4 C3 H3 119.8 . . ? C15 N4 C17 107.0(5) . . ? C15 N4 C14 125.8(5) . . ? C17 N4 C14 127.2(5) . . ? O4 C8 O3 125.2(5) . . ? O4 C8 C4 120.7(5) . . ? O3 C8 C4 114.1(5) . . ? N5 C15 N4 111.8(5) . . ? N5 C15 H15 124.1 . . ? N4 C15 H15 124.1 . . ? C3 C2 C7 119.7(5) . . ? C3 C2 C1 119.5(4) . . ? C7 C2 C1 120.7(5) . . ? C6 C7 C2 119.7(5) . . ? C6 C7 H7 120.2 . . ? C2 C7 H7 120.2 . . ? N1 N1 C6 113.9(6) 3_756 . ? C10 C11 N3 105.9(5) . . ? C10 C11 H11 127.0 . . ? N3 C11 H11 127.0 . . ? C7 C6 C5 120.7(5) . . ? C7 C6 N1 115.6(5) . . ? C5 C6 N1 123.7(5) . . ? C12 C13 C14 112.2(4) . . ? C12 C13 H13A 109.2 . . ? C14 C13 H13A 109.2 . . ? C12 C13 H13B 109.2 . . ? C14 C13 H13B 109.2 . . ? H13A C13 H13B 107.9 . . ? N3 C12 C13 111.5(5) . . ? N3 C12 H12A 109.3 . . ? C13 C12 H12A 109.3 . . ? N3 C12 H12B 109.3 . . ? C13 C12 H12B 109.3 . . ? H12A C12 H12B 108.0 . . ? C11 C10 N2 110.2(5) . . ? C11 C10 H10 124.9 . . ? N2 C10 H10 124.9 . . ? C16 C17 N4 106.3(5) . . ? C16 C17 H17 126.8 . . ? N4 C17 H17 126.8 . . ? C6 C5 C4 119.4(5) . . ? C6 C5 H5 120.3 . . ? C4 C5 H5 120.3 . . ? N4 C14 C13 112.2(4) . . ? N4 C14 H14A 109.2 . . ? C13 C14 H14A 109.2 . . ? N4 C14 H14B 109.2 . . ? C13 C14 H14B 109.2 . . ? H14A C14 H14B 107.9 . . ? C17 C16 N5 110.3(5) . . ? C17 C16 H16 124.9 . . ? N5 C16 H16 124.9 . . ? H1WA O1W H1WB 102(3) . . ? 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 O1 C1 -83.0(5) 4_565 . . . ? N2 Zn1 O1 C1 159.1(5) . . . . ? N5 Zn1 O1 C1 40.9(5) 2_445 . . . ? O1 Zn1 N2 C9 -168.0(5) . . . . ? O3 Zn1 N2 C9 63.1(5) 4_565 . . . ? N5 Zn1 N2 C9 -43.9(5) 2_445 . . . ? O1 Zn1 N2 C10 24.8(5) . . . . ? O3 Zn1 N2 C10 -104.1(5) 4_565 . . . ? N5 Zn1 N2 C10 148.9(5) 2_445 . . . ? Zn1 O1 C1 O2 -0.2(9) . . . . ? Zn1 O1 C1 C2 179.1(4) . . . . ? C10 N2 C9 N3 -1.5(6) . . . . ? Zn1 N2 C9 N3 -170.9(4) . . . . ? C11 N3 C9 N2 1.3(7) . . . . ? C12 N3 C9 N2 175.7(5) . . . . ? C5 C4 C3 C2 0.1(8) . . . . ? C8 C4 C3 C2 -179.9(5) . . . . ? Zn1 O3 C8 O4 -0.3(9) 4_666 . . . ? Zn1 O3 C8 C4 178.3(4) 4_666 . . . ? C5 C4 C8 O4 -21.0(9) . . . . ? C3 C4 C8 O4 159.1(6) . . . . ? C5 C4 C8 O3 160.4(5) . . . . ? C3 C4 C8 O3 -19.6(8) . . . . ? C16 N5 C15 N4 -0.1(6) . . . . ? Zn1 N5 C15 N4 -179.0(3) 2_455 . . . ? C17 N4 C15 N5 0.8(6) . . . . ? C14 N4 C15 N5 179.7(5) . . . . ? C4 C3 C2 C7 -0.5(8) . . . . ? C4 C3 C2 C1 -176.9(5) . . . . ? O2 C1 C2 C3 -179.8(6) . . . . ? O1 C1 C2 C3 0.9(8) . . . . ? O2 C1 C2 C7 3.9(9) . . . . ? O1 C1 C2 C7 -175.5(5) . . . . ? C3 C2 C7 C6 -0.9(8) . . . . ? C1 C2 C7 C6 175.4(5) . . . . ? C9 N3 C11 C10 -0.5(7) . . . . ? C12 N3 C11 C10 -174.8(5) . . . . ? C2 C7 C6 C5 2.7(8) . . . . ? C2 C7 C6 N1 -179.0(5) . . . . ? N1 N1 C6 C7 173.0(6) 3_756 . . . ? N1 N1 C6 C5 -8.7(10) 3_756 . . . ? C9 N3 C12 C13 -104.9(6) . . . . ? C11 N3 C12 C13 68.5(7) . . . . ? C14 C13 C12 N3 57.9(6) . . . . ? N3 C11 C10 N2 -0.4(8) . . . . ? C9 N2 C10 C11 1.1(7) . . . . ? Zn1 N2 C10 C11 170.8(4) . . . . ? C15 N4 C17 C16 -1.1(6) . . . . ? C14 N4 C17 C16 179.9(5) . . . . ? C7 C6 C5 C4 -3.0(9) . . . . ? N1 C6 C5 C4 178.8(5) . . . . ? C3 C4 C5 C6 1.6(9) . . . . ? C8 C4 C5 C6 -178.3(5) . . . . ? C15 N4 C14 C13 -97.6(6) . . . . ? C17 N4 C14 C13 81.1(7) . . . . ? C12 C13 C14 N4 176.4(5) . . . . ? N4 C17 C16 N5 1.1(7) . . . . ? C15 N5 C16 C17 -0.6(7) . . . . ? Zn1 N5 C16 C17 178.3(4) 2_455 . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.121 _refine_diff_density_min -0.812 _refine_diff_density_rms 0.107 # Attachment '2.cif' data_z _database_code_depnum_ccdc_archive 'CCDC 805762' #TrackingRef '2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H23 N5 O7 Zn' _chemical_formula_weight 486.78 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 P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.267(4) _cell_length_b 13.257(6) _cell_length_c 16.324(7) _cell_angle_alpha 90.00 _cell_angle_beta 94.975(9) _cell_angle_gamma 90.00 _cell_volume 1997.8(16) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.618 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1008 _exptl_absorpt_coefficient_mu 1.283 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.794 _exptl_absorpt_correction_T_max 0.846 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_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 12929 _diffrn_reflns_av_R_equivalents 0.0624 _diffrn_reflns_av_sigmaI/netI 0.0863 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.98 _diffrn_reflns_theta_max 28.37 _reflns_number_total 4890 _reflns_number_gt 2818 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1058P)^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 4890 _refine_ls_number_parameters 280 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1189 _refine_ls_R_factor_gt 0.0640 _refine_ls_wR_factor_ref 0.1980 _refine_ls_wR_factor_gt 0.1675 _refine_ls_goodness_of_fit_ref 1.001 _refine_ls_restrained_S_all 1.001 _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 0.26910(6) 0.84477(4) 0.18324(3) 0.0365(2) Uani 1 1 d . . . O1 O 0.1214(4) 0.8475(3) 0.0911(2) 0.0450(9) Uani 1 1 d . . . O4 O -0.2825(4) 0.7477(3) -0.2284(2) 0.0461(9) Uani 1 1 d . . . N5 N 0.5195(5) 0.6966(3) 0.0291(3) 0.0449(10) Uani 1 1 d . . . N4 N 0.4286(4) 0.7892(3) 0.1197(2) 0.0395(9) Uani 1 1 d . . . C3 C -0.0875(5) 0.8336(3) -0.0399(3) 0.0345(10) Uani 1 1 d . . . H3 H 0.0016 0.8026 -0.0441 0.041 Uiso 1 1 calc R . . C2 C -0.1106(5) 0.8888(3) 0.0297(3) 0.0324(9) Uani 1 1 d . . . C8 C -0.1739(5) 0.7627(4) -0.1773(3) 0.0401(11) Uani 1 1 d . . . O3 O -0.0519(4) 0.7272(3) -0.1863(2) 0.0551(10) Uani 1 1 d . . . C1 C 0.0024(5) 0.8929(4) 0.1010(3) 0.0396(11) Uani 1 1 d . . . N1 N -0.4884(4) 0.9745(3) -0.0305(2) 0.0455(10) Uani 1 1 d . . . C4 C -0.1960(5) 0.8242(3) -0.1035(3) 0.0351(10) Uani 1 1 d . . . C7 C -0.2392(5) 0.9364(4) 0.0351(3) 0.0390(11) Uani 1 1 d . . . H7 H -0.2540 0.9745 0.0815 0.047 Uiso 1 1 calc R . . C5 C -0.3273(5) 0.8716(4) -0.0976(3) 0.0391(11) Uani 1 1 d . . . H5 H -0.4008 0.8654 -0.1398 0.047 Uiso 1 1 calc R . . C6 C -0.3492(5) 0.9285(4) -0.0286(3) 0.0382(11) Uani 1 1 d . . . C15 C 0.6235(5) 0.7041(4) 0.0914(3) 0.0417(11) Uani 1 1 d . . . H15 H 0.7158 0.6760 0.0959 0.050 Uiso 1 1 calc R . . O2 O -0.0220(4) 0.9353(4) 0.1638(2) 0.0709(13) Uani 1 1 d . . . C16 C 0.4042(5) 0.7473(4) 0.0465(3) 0.0422(12) Uani 1 1 d . . . H16 H 0.3187 0.7528 0.0125 0.051 Uiso 1 1 calc R . . C14 C 0.5644(6) 0.7590(4) 0.1424(4) 0.0545(14) Uani 1 1 d . . . H14 H 0.6122 0.7773 0.1926 0.065 Uiso 1 1 calc R . . C17 C 0.5377(7) 0.6332(4) -0.0424(4) 0.0557(15) Uani 1 1 d . . . H17A H 0.6402 0.6239 -0.0480 0.067 Uiso 1 1 calc R . . H17B H 0.4956 0.6669 -0.0915 0.067 Uiso 1 1 calc R . . N2 N 0.3063(4) 0.9706(3) 0.2501(2) 0.0412(10) Uani 1 1 d . . . C18 C 0.4653(7) 0.5296(5) -0.0347(4) 0.0673(17) Uani 1 1 d . . . H18A H 0.3637 0.5392 -0.0269 0.081 Uiso 1 1 calc R . . H18B H 0.4713 0.4923 -0.0854 0.081 Uiso 1 1 calc R . . N3 N 0.4095(5) 1.0561(3) 0.3516(2) 0.0451(10) Uani 1 1 d . . . C10 C 0.2686(5) 1.0701(4) 0.3552(3) 0.0405(11) Uani 1 1 d . . . H10 H 0.2220 1.1088 0.3925 0.049 Uiso 1 1 calc R . . C12 C 0.5161(6) 1.0973(4) 0.4129(3) 0.0570(15) Uani 1 1 d . . . H12A H 0.5070 1.1701 0.4140 0.068 Uiso 1 1 calc R . . H12B H 0.6126 1.0810 0.3982 0.068 Uiso 1 1 calc R . . C11 C 0.4319(6) 0.9966(4) 0.2892(3) 0.0464(12) Uani 1 1 d . . . H11 H 0.5223 0.9759 0.2748 0.056 Uiso 1 1 calc R . . C9 C 0.2107(6) 1.0160(4) 0.2933(3) 0.0521(14) Uani 1 1 d . . . H9 H 0.1112 1.0101 0.2810 0.063 Uiso 1 1 calc R . . C13 C 0.4957(6) 1.0552(4) 0.4971(3) 0.0537(14) Uani 1 1 d . . . H13A H 0.5689 1.0840 0.5363 0.064 Uiso 1 1 calc R . . H13B H 0.4019 1.0765 0.5129 0.064 Uiso 1 1 calc R . . O1W O -0.2266(6) 0.9847(8) 0.2673(4) 0.182(4) Uani 1 1 d . . . O2W O 0.2273(7) 0.7123(10) -0.1333(4) 0.214(5) Uani 1 1 d . . . O3W O -0.6134(11) 0.7955(11) -0.2390(6) 0.258(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0378(3) 0.0431(4) 0.0276(3) -0.0005(2) -0.0033(2) 0.0012(2) O1 0.0389(18) 0.060(2) 0.0342(18) -0.0038(16) -0.0108(14) 0.0109(16) O4 0.051(2) 0.051(2) 0.0335(19) -0.0075(15) -0.0094(16) 0.0002(16) N5 0.047(2) 0.039(2) 0.051(3) 0.003(2) 0.014(2) 0.004(2) N4 0.037(2) 0.042(2) 0.039(2) 0.0031(18) 0.0005(17) 0.0023(18) C3 0.032(2) 0.036(3) 0.034(2) 0.0000(19) -0.0017(18) 0.0045(19) C2 0.034(2) 0.034(2) 0.028(2) -0.0003(19) -0.0004(18) 0.0003(19) C8 0.048(3) 0.041(3) 0.031(3) -0.001(2) 0.002(2) -0.003(2) O3 0.046(2) 0.074(3) 0.045(2) -0.0222(19) 0.0007(17) 0.0057(19) C1 0.038(3) 0.046(3) 0.033(3) -0.002(2) -0.006(2) -0.001(2) N1 0.040(2) 0.049(3) 0.047(3) -0.0024(19) -0.0028(19) 0.0124(19) C4 0.038(2) 0.037(3) 0.030(2) 0.0043(19) 0.0009(19) 0.0024(19) C7 0.046(3) 0.038(3) 0.032(3) -0.004(2) 0.001(2) 0.009(2) C5 0.035(2) 0.045(3) 0.035(3) 0.005(2) -0.008(2) 0.000(2) C6 0.034(2) 0.038(3) 0.042(3) 0.007(2) 0.000(2) 0.001(2) C15 0.033(2) 0.046(3) 0.046(3) -0.003(2) 0.003(2) 0.010(2) O2 0.054(2) 0.117(4) 0.039(2) -0.029(2) -0.0079(18) 0.011(2) C16 0.036(2) 0.048(3) 0.043(3) 0.005(2) 0.006(2) -0.002(2) C14 0.043(3) 0.066(4) 0.053(3) 0.000(3) -0.010(3) 0.001(3) C17 0.067(4) 0.046(3) 0.057(4) -0.002(3) 0.024(3) 0.002(3) N2 0.046(2) 0.044(2) 0.032(2) 0.0001(18) -0.0038(18) -0.0056(19) C18 0.077(4) 0.060(4) 0.065(4) -0.009(3) 0.010(3) 0.013(3) N3 0.058(3) 0.037(2) 0.037(2) -0.0027(18) -0.0097(19) -0.005(2) C10 0.038(3) 0.044(3) 0.038(3) -0.015(2) -0.001(2) 0.010(2) C12 0.067(4) 0.051(4) 0.051(3) -0.005(3) -0.010(3) -0.015(3) C11 0.048(3) 0.043(3) 0.047(3) 0.005(2) 0.001(2) -0.003(2) C9 0.052(3) 0.058(4) 0.044(3) -0.004(3) -0.006(2) 0.001(3) C13 0.060(3) 0.052(3) 0.046(3) -0.009(3) -0.015(2) -0.002(3) O1W 0.076(4) 0.358(13) 0.113(5) -0.085(7) 0.021(4) 0.010(6) O2W 0.070(4) 0.481(17) 0.090(5) 0.010(7) -0.006(3) 0.028(7) O3W 0.201(10) 0.380(16) 0.181(10) 0.057(10) -0.050(8) -0.141(11) _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 O1 1.945(3) . ? Zn1 O4 1.982(3) 4_676 ? Zn1 N2 2.007(4) . ? Zn1 N4 2.017(4) . ? O1 C1 1.278(6) . ? O4 C8 1.266(5) . ? O4 Zn1 1.982(3) 4_575 ? N5 C16 1.314(6) . ? N5 C15 1.343(6) . ? N5 C17 1.459(7) . ? N4 C16 1.320(6) . ? N4 C14 1.342(6) . ? C3 C4 1.387(6) . ? C3 C2 1.384(6) . ? C3 H3 0.9300 . ? C2 C7 1.358(6) . ? C2 C1 1.498(6) . ? C8 O3 1.245(6) . ? C8 C4 1.484(6) . ? C1 O2 1.207(6) . ? N1 N1 1.237(8) 3_475 ? N1 C6 1.425(6) . ? C4 C5 1.380(7) . ? C7 C6 1.395(6) . ? C7 H7 0.9300 . ? C5 C6 1.385(7) . ? C5 H5 0.9300 . ? C15 C14 1.265(7) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C14 H14 0.9300 . ? C17 C18 1.538(8) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? N2 C11 1.323(6) . ? N2 C9 1.325(7) . ? C18 C18 1.480(12) 3_665 ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? N3 C11 1.320(6) . ? N3 C10 1.325(6) . ? N3 C12 1.450(6) . ? C10 C9 1.316(7) . ? C10 H10 0.9300 . ? C12 C13 1.512(8) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C11 H11 0.9300 . ? C9 H9 0.9300 . ? C13 C13 1.468(11) 3_676 ? C13 H13A 0.9700 . ? C13 H13B 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 O1 Zn1 O4 112.09(15) . 4_676 ? O1 Zn1 N2 118.78(15) . . ? O4 Zn1 N2 99.19(15) 4_676 . ? O1 Zn1 N4 96.14(15) . . ? O4 Zn1 N4 112.46(16) 4_676 . ? N2 Zn1 N4 118.94(17) . . ? C1 O1 Zn1 117.8(3) . . ? C8 O4 Zn1 110.4(3) . 4_575 ? C16 N5 C15 110.0(4) . . ? C16 N5 C17 128.3(5) . . ? C15 N5 C17 121.5(4) . . ? C16 N4 C14 101.9(4) . . ? C16 N4 Zn1 123.0(3) . . ? C14 N4 Zn1 132.7(4) . . ? C4 C3 C2 120.5(4) . . ? C4 C3 H3 119.7 . . ? C2 C3 H3 119.7 . . ? C7 C2 C3 119.9(4) . . ? C7 C2 C1 119.4(4) . . ? C3 C2 C1 120.7(4) . . ? O3 C8 O4 122.8(4) . . ? O3 C8 C4 119.6(4) . . ? O4 C8 C4 117.6(4) . . ? O2 C1 O1 123.7(4) . . ? O2 C1 C2 120.4(4) . . ? O1 C1 C2 115.9(4) . . ? N1 N1 C6 115.8(5) 3_475 . ? C5 C4 C3 119.5(4) . . ? C5 C4 C8 119.5(4) . . ? C3 C4 C8 121.0(4) . . ? C2 C7 C6 120.3(4) . . ? C2 C7 H7 119.8 . . ? C6 C7 H7 119.8 . . ? C4 C5 C6 119.8(4) . . ? C4 C5 H5 120.1 . . ? C6 C5 H5 120.1 . . ? C5 C6 C7 119.9(4) . . ? C5 C6 N1 114.3(4) . . ? C7 C6 N1 125.9(4) . . ? C14 C15 N5 102.6(4) . . ? C14 C15 H15 128.7 . . ? N5 C15 H15 128.7 . . ? N5 C16 N4 109.4(4) . . ? N5 C16 H16 125.3 . . ? N4 C16 H16 125.3 . . ? C15 C14 N4 116.1(5) . . ? C15 C14 H14 122.0 . . ? N4 C14 H14 122.0 . . ? N5 C17 C18 111.6(5) . . ? N5 C17 H17A 109.3 . . ? C18 C17 H17A 109.3 . . ? N5 C17 H17B 109.3 . . ? C18 C17 H17B 109.3 . . ? H17A C17 H17B 108.0 . . ? C11 N2 C9 103.1(4) . . ? C11 N2 Zn1 125.5(4) . . ? C9 N2 Zn1 125.1(4) . . ? C18 C18 C17 111.9(7) 3_665 . ? C18 C18 H18A 109.2 3_665 . ? C17 C18 H18A 109.2 . . ? C18 C18 H18B 109.2 3_665 . ? C17 C18 H18B 109.2 . . ? H18A C18 H18B 107.9 . . ? C11 N3 C10 109.9(4) . . ? C11 N3 C12 127.9(5) . . ? C10 N3 C12 122.1(4) . . ? C9 C10 N3 103.1(4) . . ? C9 C10 H10 128.4 . . ? N3 C10 H10 128.4 . . ? N3 C12 C13 110.9(4) . . ? N3 C12 H12A 109.5 . . ? C13 C12 H12A 109.5 . . ? N3 C12 H12B 109.5 . . ? C13 C12 H12B 109.5 . . ? H12A C12 H12B 108.0 . . ? N3 C11 N2 109.7(5) . . ? N3 C11 H11 125.2 . . ? N2 C11 H11 125.2 . . ? C10 C9 N2 114.2(5) . . ? C10 C9 H9 122.9 . . ? N2 C9 H9 122.9 . . ? C13 C13 C12 114.6(6) 3_676 . ? C13 C13 H13A 108.6 3_676 . ? C12 C13 H13A 108.6 . . ? C13 C13 H13B 108.6 3_676 . ? C12 C13 H13B 108.6 . . ? H13A C13 H13B 107.6 . . ? 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 O4 Zn1 O1 C1 72.8(4) 4_676 . . . ? N2 Zn1 O1 C1 -42.0(4) . . . . ? N4 Zn1 O1 C1 -169.9(4) . . . . ? O1 Zn1 N4 C16 -15.3(4) . . . . ? O4 Zn1 N4 C16 101.7(4) 4_676 . . . ? N2 Zn1 N4 C16 -143.1(4) . . . . ? O1 Zn1 N4 C14 -174.5(5) . . . . ? O4 Zn1 N4 C14 -57.5(5) 4_676 . . . ? N2 Zn1 N4 C14 57.7(5) . . . . ? C4 C3 C2 C7 -1.7(7) . . . . ? C4 C3 C2 C1 175.5(4) . . . . ? Zn1 O4 C8 O3 3.7(6) 4_575 . . . ? Zn1 O4 C8 C4 -175.5(3) 4_575 . . . ? Zn1 O1 C1 O2 1.3(7) . . . . ? Zn1 O1 C1 C2 -177.2(3) . . . . ? C7 C2 C1 O2 2.3(7) . . . . ? C3 C2 C1 O2 -174.9(5) . . . . ? C7 C2 C1 O1 -179.1(5) . . . . ? C3 C2 C1 O1 3.6(7) . . . . ? C2 C3 C4 C5 1.0(7) . . . . ? C2 C3 C4 C8 -178.1(4) . . . . ? O3 C8 C4 C5 173.7(5) . . . . ? O4 C8 C4 C5 -7.1(7) . . . . ? O3 C8 C4 C3 -7.2(7) . . . . ? O4 C8 C4 C3 172.0(4) . . . . ? C3 C2 C7 C6 1.2(7) . . . . ? C1 C2 C7 C6 -176.1(4) . . . . ? C3 C4 C5 C6 0.3(7) . . . . ? C8 C4 C5 C6 179.5(4) . . . . ? C4 C5 C6 C7 -0.9(7) . . . . ? C4 C5 C6 N1 179.2(4) . . . . ? C2 C7 C6 C5 0.1(7) . . . . ? C2 C7 C6 N1 180.0(5) . . . . ? N1 N1 C6 C5 179.7(6) 3_475 . . . ? N1 N1 C6 C7 -0.1(9) 3_475 . . . ? C16 N5 C15 C14 -0.1(6) . . . . ? C17 N5 C15 C14 -175.9(5) . . . . ? C15 N5 C16 N4 0.1(6) . . . . ? C17 N5 C16 N4 175.5(5) . . . . ? C14 N4 C16 N5 0.0(5) . . . . ? Zn1 N4 C16 N5 -164.6(3) . . . . ? N5 C15 C14 N4 0.1(7) . . . . ? C16 N4 C14 C15 0.0(7) . . . . ? Zn1 N4 C14 C15 162.2(4) . . . . ? C16 N5 C17 C18 -77.6(7) . . . . ? C15 N5 C17 C18 97.4(6) . . . . ? O1 Zn1 N2 C11 -150.2(4) . . . . ? O4 Zn1 N2 C11 88.2(4) 4_676 . . . ? N4 Zn1 N2 C11 -33.9(5) . . . . ? O1 Zn1 N2 C9 62.4(5) . . . . ? O4 Zn1 N2 C9 -59.2(4) 4_676 . . . ? N4 Zn1 N2 C9 178.7(4) . . . . ? N5 C17 C18 C18 -64.5(8) . . . 3_665 ? C11 N3 C10 C9 0.6(6) . . . . ? C12 N3 C10 C9 -175.8(5) . . . . ? C11 N3 C12 C13 -114.3(6) . . . . ? C10 N3 C12 C13 61.3(7) . . . . ? C10 N3 C11 N2 0.4(6) . . . . ? C12 N3 C11 N2 176.4(5) . . . . ? C9 N2 C11 N3 -1.1(6) . . . . ? Zn1 N2 C11 N3 -154.2(3) . . . . ? N3 C10 C9 N2 -1.4(7) . . . . ? C11 N2 C9 C10 1.6(6) . . . . ? Zn1 N2 C9 C10 154.8(4) . . . . ? N3 C12 C13 C13 58.0(8) . . . 3_676 ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 28.37 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 1.015 _refine_diff_density_min -0.601 _refine_diff_density_rms 0.102