# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'R E Mulvey' _publ_contact_author_email R.E.MULVEY@STRATH.AC.UK _publ_section_title ; Structurally-defined potassium-mediated regioselective zincation of amino-and alkoxy-substituted pyridines ; loop_ _publ_author_name 'R E Mulvey' 'Ben Conway' 'David V. Graham' 'Eva Hevia' 'Alan R Kennedy' 'Jan Klett' # Attachment 'dvgrem93edit.cif' data_dvgrem93 _database_code_depnum_ccdc_archive 'CCDC 683512' #------------------------------------------------- #----------------COMPOUND 1 --------------------- #-------------------------------------------------- _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H51 K N4 Zn' _chemical_formula_weight 476.14 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source K K 0.2009 0.2494 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P212121 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 8.0619(2) _cell_length_b 15.9886(4) _cell_length_c 21.2669(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2741.27(12) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 3402 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.48 _exptl_crystal_description 'cut needle' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.154 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1040 _exptl_absorpt_coefficient_mu 1.061 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(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 'Nonius Kappa CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 4780 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0359 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 4.28 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4780 _reflns_number_gt 4132 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Denzo & Collect' _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution SIR _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^)+(0.0159P)^2^+15.0712P] 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 0.12(4) _refine_ls_number_reflns 4780 _refine_ls_number_parameters 265 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0925 _refine_ls_R_factor_gt 0.0764 _refine_ls_wR_factor_ref 0.1607 _refine_ls_wR_factor_gt 0.1519 _refine_ls_goodness_of_fit_ref 1.120 _refine_ls_restrained_S_all 1.121 _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 K1 K 0.92740(19) 0.98044(9) 0.36909(6) 0.0304(3) Uani 1 1 d . . . Zn1 Zn 0.75144(12) 0.86593(5) 0.24897(4) 0.0416(2) Uani 1 1 d . . . N1 N 0.8855(6) 0.9713(3) 0.2370(2) 0.0263(12) Uani 1 1 d . . . N2 N 1.0729(9) 0.8561(4) 0.4499(3) 0.0439(15) Uani 1 1 d . . . N3 N 1.2226(9) 1.0289(4) 0.4380(3) 0.0543(19) Uani 1 1 d . . . N4 N 0.8983(8) 1.1257(4) 0.4510(3) 0.0458(16) Uani 1 1 d . . . C1 C 0.7139(11) 0.7768(6) 0.1811(5) 0.062(3) Uani 1 1 d . . . H1A H 0.7874 0.7892 0.1450 0.074 Uiso 1 1 calc R . . H1B H 0.7473 0.7217 0.1982 0.074 Uiso 1 1 calc R . . C2 C 0.5463(14) 0.7706(7) 0.1586(5) 0.070(3) Uani 1 1 d . . . H2A H 0.4768 0.7444 0.1908 0.105 Uiso 1 1 calc R . . H2B H 0.5439 0.7365 0.1203 0.105 Uiso 1 1 calc R . . H2C H 0.5038 0.8267 0.1492 0.105 Uiso 1 1 calc R . . C3 C 0.6639(9) 0.8452(5) 0.3380(3) 0.0371(17) Uani 1 1 d . . . H3A H 0.7574 0.8288 0.3655 0.045 Uiso 1 1 calc R . . H3B H 0.6166 0.8979 0.3547 0.045 Uiso 1 1 calc R . . C4 C 0.5307(10) 0.7767(5) 0.3399(4) 0.044(2) Uani 1 1 d . . . H4A H 0.4356 0.7938 0.3143 0.065 Uiso 1 1 calc R . . H4B H 0.4947 0.7681 0.3834 0.065 Uiso 1 1 calc R . . H4C H 0.5768 0.7245 0.3233 0.065 Uiso 1 1 calc R . . C5 C 0.6447(8) 1.0558(5) 0.2601(4) 0.0423(19) Uani 1 1 d . . . H5A H 0.5742 1.0059 0.2582 0.063 Uiso 1 1 calc R . . H5B H 0.5803 1.1049 0.2472 0.063 Uiso 1 1 calc R . . H5C H 0.6846 1.0637 0.3033 0.063 Uiso 1 1 calc R . . C6 C 0.7188(11) 1.0379(6) 0.1488(3) 0.057(2) Uani 1 1 d . . . H6A H 0.8026 1.0545 0.1179 0.085 Uiso 1 1 calc R . . H6B H 0.6221 1.0747 0.1453 0.085 Uiso 1 1 calc R . . H6C H 0.6850 0.9799 0.1409 0.085 Uiso 1 1 calc R . . C7 C 0.7929(9) 1.0448(4) 0.2159(3) 0.0329(17) Uani 1 1 d . . . C8 C 0.8980(9) 1.1240(5) 0.2206(4) 0.0417(18) Uani 1 1 d . . . H8A H 0.8360 1.1713 0.2019 0.050 Uiso 1 1 calc R . . H8B H 0.9173 1.1371 0.2655 0.050 Uiso 1 1 calc R . . C9 C 1.0639(12) 1.1156(5) 0.1876(4) 0.056(2) Uani 1 1 d . . . H9A H 1.1310 1.1666 0.1948 0.067 Uiso 1 1 calc R . . H9B H 1.0463 1.1095 0.1418 0.067 Uiso 1 1 calc R . . C10 C 1.1567(9) 1.0385(5) 0.2132(4) 0.049(2) Uani 1 1 d . . . H10A H 1.1865 1.0482 0.2578 0.058 Uiso 1 1 calc R . . H10B H 1.2607 1.0306 0.1892 0.058 Uiso 1 1 calc R . . C11 C 1.0486(9) 0.9579(4) 0.2081(3) 0.0340(16) Uani 1 1 d . . . C12 C 1.0522(12) 0.9277(5) 0.1392(4) 0.055(2) Uani 1 1 d . . . H12A H 0.9788 0.8793 0.1344 0.083 Uiso 1 1 calc R . . H12B H 1.1657 0.9118 0.1278 0.083 Uiso 1 1 calc R . . H12C H 1.0145 0.9729 0.1115 0.083 Uiso 1 1 calc R . . C13 C 1.1380(9) 0.8889(5) 0.2455(4) 0.0466(19) Uani 1 1 d . . . H13A H 1.1617 0.9090 0.2881 0.070 Uiso 1 1 calc R . . H13B H 1.2422 0.8745 0.2244 0.070 Uiso 1 1 calc R . . H13C H 1.0670 0.8393 0.2478 0.070 Uiso 1 1 calc R . . C14 C 1.0765(15) 0.7700(5) 0.4268(5) 0.069(3) Uani 1 1 d . . . H14A H 1.0970 0.7319 0.4620 0.104 Uiso 1 1 calc R . . H14B H 1.1652 0.7641 0.3956 0.104 Uiso 1 1 calc R . . H14C H 0.9697 0.7564 0.4073 0.104 Uiso 1 1 calc R . . C15 C 0.9464(17) 0.8658(7) 0.4964(4) 0.082(3) Uani 1 1 d . . . H15A H 0.8388 0.8505 0.4783 0.122 Uiso 1 1 calc R . . H15B H 0.9432 0.9241 0.5105 0.122 Uiso 1 1 calc R . . H15C H 0.9706 0.8293 0.5323 0.122 Uiso 1 1 calc R . . C16 C 1.2398(15) 0.8792(6) 0.4716(5) 0.076(3) Uani 1 1 d . . . H16A H 1.3203 0.8651 0.4381 0.091 Uiso 1 1 calc R . . H16B H 1.2673 0.8447 0.5088 0.091 Uiso 1 1 calc R . . C17 C 1.2619(15) 0.9690(6) 0.4886(5) 0.074(3) Uani 1 1 d . . . H17A H 1.1905 0.9816 0.5253 0.089 Uiso 1 1 calc R . . H17B H 1.3784 0.9778 0.5018 0.089 Uiso 1 1 calc R . . C18 C 1.3504(11) 1.0312(7) 0.3881(4) 0.066(3) Uani 1 1 d . . . H18A H 1.3218 1.0744 0.3573 0.098 Uiso 1 1 calc R . . H18B H 1.3557 0.9766 0.3672 0.098 Uiso 1 1 calc R . . H18C H 1.4585 1.0441 0.4069 0.098 Uiso 1 1 calc R . . C19 C 1.2065(11) 1.1133(6) 0.4633(5) 0.075(3) Uani 1 1 d D . . H19A H 1.2276 1.1536 0.4289 0.090 Uiso 1 1 calc R . . H19B H 1.2941 1.1215 0.4953 0.090 Uiso 1 1 calc R . . C20 C 1.0427(11) 1.1341(7) 0.4926(5) 0.080(3) Uani 1 1 d D . . H20A H 1.0262 1.0973 0.5295 0.097 Uiso 1 1 calc R . . H20B H 1.0471 1.1925 0.5081 0.097 Uiso 1 1 calc R . . C21 C 0.7565(15) 1.1201(6) 0.4942(4) 0.066(3) Uani 1 1 d . . . H21A H 0.7467 1.1724 0.5179 0.099 Uiso 1 1 calc R . . H21B H 0.7736 1.0735 0.5234 0.099 Uiso 1 1 calc R . . H21C H 0.6547 1.1107 0.4700 0.099 Uiso 1 1 calc R . . C22 C 0.8739(13) 1.1945(6) 0.4100(4) 0.068(3) Uani 1 1 d . . . H22A H 0.7671 1.1885 0.3884 0.102 Uiso 1 1 calc R . . H22B H 0.9633 1.1961 0.3788 0.102 Uiso 1 1 calc R . . H22C H 0.8743 1.2466 0.4343 0.102 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 K1 0.0312(7) 0.0365(7) 0.0236(6) -0.0024(6) -0.0051(7) -0.0042(7) Zn1 0.0495(5) 0.0415(4) 0.0338(4) -0.0078(4) 0.0041(6) -0.0171(4) N1 0.027(3) 0.030(3) 0.023(3) -0.002(2) -0.001(2) 0.003(2) N2 0.057(4) 0.037(3) 0.037(3) -0.003(3) -0.007(3) 0.003(4) N3 0.054(4) 0.038(4) 0.071(4) -0.014(3) -0.040(4) 0.006(4) N4 0.039(4) 0.035(4) 0.064(4) -0.019(3) -0.003(3) -0.005(3) C1 0.050(6) 0.059(5) 0.076(6) -0.012(5) 0.003(5) -0.008(5) C2 0.076(7) 0.084(7) 0.050(6) 0.004(5) -0.005(6) 0.003(6) C3 0.045(4) 0.033(4) 0.033(4) -0.004(3) 0.008(3) -0.006(3) C4 0.038(5) 0.049(5) 0.044(5) 0.016(4) 0.000(4) -0.008(4) C5 0.033(4) 0.051(4) 0.043(5) 0.004(4) -0.008(4) 0.009(3) C6 0.061(6) 0.073(6) 0.035(4) 0.006(4) -0.014(4) 0.011(5) C7 0.040(4) 0.033(4) 0.026(3) 0.006(3) -0.010(3) -0.001(3) C8 0.047(5) 0.035(4) 0.042(4) 0.005(3) 0.001(4) -0.003(4) C9 0.067(6) 0.052(5) 0.047(5) 0.010(4) -0.001(5) -0.025(5) C10 0.033(4) 0.067(6) 0.046(5) 0.003(4) 0.000(4) -0.012(4) C11 0.033(4) 0.039(4) 0.030(4) 0.001(3) 0.002(3) 0.001(3) C12 0.069(6) 0.058(5) 0.039(5) 0.003(4) 0.018(5) 0.005(5) C13 0.045(4) 0.055(5) 0.039(4) 0.006(4) 0.014(4) 0.020(3) C14 0.077(7) 0.042(5) 0.089(7) -0.008(5) -0.019(7) -0.005(5) C15 0.128(10) 0.072(6) 0.044(5) 0.014(5) 0.010(6) 0.011(8) C16 0.086(7) 0.061(6) 0.081(6) -0.019(5) -0.054(7) 0.021(7) C17 0.075(7) 0.070(6) 0.078(6) -0.026(5) -0.034(6) -0.004(7) C18 0.040(5) 0.082(7) 0.074(7) -0.028(6) -0.008(5) -0.006(5) C19 0.067(7) 0.075(7) 0.084(7) -0.032(6) -0.013(6) 0.000(5) C20 0.070(7) 0.076(7) 0.095(8) -0.059(6) -0.002(6) -0.008(6) C21 0.074(6) 0.067(6) 0.057(5) 0.000(4) 0.017(6) -0.026(6) C22 0.088(8) 0.063(6) 0.054(6) -0.003(5) 0.020(5) -0.010(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag K1 N1 2.833(5) . ? K1 N2 2.877(6) . ? K1 N3 2.900(6) . ? K1 N4 2.912(6) . ? K1 C3 3.102(7) . ? K1 Zn1 3.4483(16) . ? Zn1 N1 2.017(5) . ? Zn1 C3 2.047(7) . ? Zn1 C1 2.052(9) . ? N1 C7 1.463(8) . ? N1 C11 1.467(8) . ? N2 C15 1.428(12) . ? N2 C14 1.462(10) . ? N2 C16 1.470(13) . ? N3 C19 1.459(11) . ? N3 C17 1.476(11) . ? N3 C18 1.479(11) . ? N4 C22 1.418(11) . ? N4 C20 1.468(11) . ? N4 C21 1.470(12) . ? C1 C2 1.437(14) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 C4 1.534(10) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 C7 1.531(10) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C7 1.550(9) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C8 1.527(10) . ? C8 C9 1.516(12) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.542(12) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.559(10) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C13 1.539(10) . ? C11 C12 1.545(10) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 C17 1.491(12) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C20 1.497(5) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 K1 N2 127.24(16) . . ? N1 K1 N3 127.8(2) . . ? N2 K1 N3 63.15(19) . . ? N1 K1 N4 128.65(19) . . ? N2 K1 N4 103.08(19) . . ? N3 K1 N4 63.31(19) . . ? N1 K1 C3 70.78(17) . . ? N2 K1 C3 85.7(2) . . ? N3 K1 C3 148.9(2) . . ? N4 K1 C3 128.92(19) . . ? N1 K1 Zn1 35.80(11) . . ? N2 K1 Zn1 104.09(13) . . ? N3 K1 Zn1 148.61(15) . . ? N4 K1 Zn1 146.45(14) . . ? C3 K1 Zn1 35.93(13) . . ? N1 Zn1 C3 115.9(2) . . ? N1 Zn1 C1 124.8(3) . . ? C3 Zn1 C1 119.2(3) . . ? N1 Zn1 K1 55.24(14) . . ? C3 Zn1 K1 62.8(2) . . ? C1 Zn1 K1 162.0(3) . . ? C7 N1 C11 116.5(5) . . ? C7 N1 Zn1 115.9(4) . . ? C11 N1 Zn1 114.3(4) . . ? C7 N1 K1 108.9(4) . . ? C11 N1 K1 108.4(4) . . ? Zn1 N1 K1 88.96(17) . . ? C15 N2 C14 110.4(8) . . ? C15 N2 C16 114.1(8) . . ? C14 N2 C16 108.9(8) . . ? C15 N2 K1 92.7(5) . . ? C14 N2 K1 117.3(5) . . ? C16 N2 K1 112.8(5) . . ? C19 N3 C17 110.5(7) . . ? C19 N3 C18 107.7(7) . . ? C17 N3 C18 112.9(8) . . ? C19 N3 K1 111.1(5) . . ? C17 N3 K1 111.8(5) . . ? C18 N3 K1 102.5(4) . . ? C22 N4 C20 114.1(8) . . ? C22 N4 C21 108.9(7) . . ? C20 N4 C21 104.2(7) . . ? C22 N4 K1 105.2(5) . . ? C20 N4 K1 111.7(5) . . ? C21 N4 K1 112.8(5) . . ? C2 C1 Zn1 114.9(7) . . ? C2 C1 H1A 108.5 . . ? Zn1 C1 H1A 108.5 . . ? C2 C1 H1B 108.5 . . ? Zn1 C1 H1B 108.5 . . ? H1A C1 H1B 107.5 . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C4 C3 Zn1 112.4(5) . . ? C4 C3 K1 166.1(5) . . ? Zn1 C3 K1 81.3(2) . . ? C4 C3 H3A 109.1 . . ? Zn1 C3 H3A 109.1 . . ? K1 C3 H3A 62.4 . . ? C4 C3 H3B 109.1 . . ? Zn1 C3 H3B 109.1 . . ? K1 C3 H3B 66.1 . . ? H3A C3 H3B 107.8 . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C7 C5 H5A 109.5 . . ? C7 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C7 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 H6A 109.5 . . ? C7 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C7 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N1 C7 C8 111.3(6) . . ? N1 C7 C5 107.6(5) . . ? C8 C7 C5 107.3(6) . . ? N1 C7 C6 114.9(6) . . ? C8 C7 C6 109.5(6) . . ? C5 C7 C6 105.8(6) . . ? C9 C8 C7 112.7(6) . . ? C9 C8 H8A 109.1 . . ? C7 C8 H8A 109.1 . . ? C9 C8 H8B 109.1 . . ? C7 C8 H8B 109.1 . . ? H8A C8 H8B 107.8 . . ? C8 C9 C10 109.6(6) . . ? C8 C9 H9A 109.8 . . ? C10 C9 H9A 109.8 . . ? C8 C9 H9B 109.8 . . ? C10 C9 H9B 109.8 . . ? H9A C9 H9B 108.2 . . ? C9 C10 C11 111.4(6) . . ? C9 C10 H10A 109.4 . . ? C11 C10 H10A 109.4 . . ? C9 C10 H10B 109.4 . . ? C11 C10 H10B 109.4 . . ? H10A C10 H10B 108.0 . . ? N1 C11 C13 107.9(5) . . ? N1 C11 C12 117.4(6) . . ? C13 C11 C12 104.9(6) . . ? N1 C11 C10 110.6(6) . . ? C13 C11 C10 107.1(6) . . ? C12 C11 C10 108.3(6) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N2 C14 H14A 109.5 . . ? N2 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N2 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N2 C15 H15A 109.5 . . ? N2 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? N2 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N2 C16 C17 115.3(8) . . ? N2 C16 H16A 108.4 . . ? C17 C16 H16A 108.4 . . ? N2 C16 H16B 108.4 . . ? C17 C16 H16B 108.4 . . ? H16A C16 H16B 107.5 . . ? N3 C17 C16 115.0(7) . . ? N3 C17 H17A 108.5 . . ? C16 C17 H17A 108.5 . . ? N3 C17 H17B 108.5 . . ? C16 C17 H17B 108.5 . . ? H17A C17 H17B 107.5 . . ? N3 C18 H18A 109.5 . . ? N3 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? N3 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? N3 C19 C20 116.0(8) . . ? N3 C19 H19A 108.3 . . ? C20 C19 H19A 108.3 . . ? N3 C19 H19B 108.3 . . ? C20 C19 H19B 108.3 . . ? H19A C19 H19B 107.4 . . ? N4 C20 C19 115.4(8) . . ? N4 C20 H20A 108.4 . . ? C19 C20 H20A 108.4 . . ? N4 C20 H20B 108.4 . . ? C19 C20 H20B 108.4 . . ? H20A C20 H20B 107.5 . . ? N4 C21 H21A 109.5 . . ? N4 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? N4 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N4 C22 H22A 109.5 . . ? N4 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? N4 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 K1 Zn1 N1 -135.9(2) . . . . ? N3 K1 Zn1 N1 -74.8(3) . . . . ? N4 K1 Zn1 N1 80.9(3) . . . . ? C3 K1 Zn1 N1 162.6(3) . . . . ? N1 K1 Zn1 C3 -162.6(3) . . . . ? N2 K1 Zn1 C3 61.5(3) . . . . ? N3 K1 Zn1 C3 122.6(4) . . . . ? N4 K1 Zn1 C3 -81.7(4) . . . . ? N1 K1 Zn1 C1 96.4(9) . . . . ? N2 K1 Zn1 C1 -39.6(9) . . . . ? N3 K1 Zn1 C1 21.6(10) . . . . ? N4 K1 Zn1 C1 177.2(9) . . . . ? C3 K1 Zn1 C1 -101.0(9) . . . . ? C3 Zn1 N1 C7 -93.4(5) . . . . ? C1 Zn1 N1 C7 91.4(5) . . . . ? K1 Zn1 N1 C7 -110.5(4) . . . . ? C3 Zn1 N1 C11 127.0(4) . . . . ? C1 Zn1 N1 C11 -48.3(6) . . . . ? K1 Zn1 N1 C11 109.8(4) . . . . ? C3 Zn1 N1 K1 17.2(3) . . . . ? C1 Zn1 N1 K1 -158.1(3) . . . . ? N2 K1 N1 C7 175.0(4) . . . . ? N3 K1 N1 C7 -102.4(4) . . . . ? N4 K1 N1 C7 -18.6(5) . . . . ? C3 K1 N1 C7 106.4(4) . . . . ? Zn1 K1 N1 C7 117.1(4) . . . . ? N2 K1 N1 C11 -57.4(5) . . . . ? N3 K1 N1 C11 25.2(5) . . . . ? N4 K1 N1 C11 109.0(4) . . . . ? C3 K1 N1 C11 -126.0(4) . . . . ? Zn1 K1 N1 C11 -115.3(5) . . . . ? N2 K1 N1 Zn1 57.9(3) . . . . ? N3 K1 N1 Zn1 140.53(19) . . . . ? N4 K1 N1 Zn1 -135.7(2) . . . . ? C3 K1 N1 Zn1 -10.70(19) . . . . ? N1 K1 N2 C15 -136.6(6) . . . . ? N3 K1 N2 C15 104.9(6) . . . . ? N4 K1 N2 C15 54.3(6) . . . . ? C3 K1 N2 C15 -74.7(6) . . . . ? Zn1 K1 N2 C15 -105.8(6) . . . . ? N1 K1 N2 C14 -22.0(8) . . . . ? N3 K1 N2 C14 -140.5(8) . . . . ? N4 K1 N2 C14 168.9(7) . . . . ? C3 K1 N2 C14 39.9(7) . . . . ? Zn1 K1 N2 C14 8.8(7) . . . . ? N1 K1 N2 C16 105.8(6) . . . . ? N3 K1 N2 C16 -12.8(6) . . . . ? N4 K1 N2 C16 -63.4(6) . . . . ? C3 K1 N2 C16 167.6(6) . . . . ? Zn1 K1 N2 C16 136.5(6) . . . . ? N1 K1 N3 C19 104.3(6) . . . . ? N2 K1 N3 C19 -137.9(7) . . . . ? N4 K1 N3 C19 -15.3(6) . . . . ? C3 K1 N3 C19 -137.2(6) . . . . ? Zn1 K1 N3 C19 149.9(5) . . . . ? N1 K1 N3 C17 -131.7(6) . . . . ? N2 K1 N3 C17 -14.0(6) . . . . ? N4 K1 N3 C17 108.6(6) . . . . ? C3 K1 N3 C17 -13.2(8) . . . . ? Zn1 K1 N3 C17 -86.2(7) . . . . ? N1 K1 N3 C18 -10.5(6) . . . . ? N2 K1 N3 C18 107.3(6) . . . . ? N4 K1 N3 C18 -130.1(6) . . . . ? C3 K1 N3 C18 108.0(6) . . . . ? Zn1 K1 N3 C18 35.1(7) . . . . ? N1 K1 N4 C22 -5.5(6) . . . . ? N2 K1 N4 C22 163.4(6) . . . . ? N3 K1 N4 C22 112.9(6) . . . . ? C3 K1 N4 C22 -101.5(6) . . . . ? Zn1 K1 N4 C22 -53.2(7) . . . . ? N1 K1 N4 C20 -129.9(6) . . . . ? N2 K1 N4 C20 39.0(7) . . . . ? N3 K1 N4 C20 -11.5(6) . . . . ? C3 K1 N4 C20 134.1(6) . . . . ? Zn1 K1 N4 C20 -177.6(5) . . . . ? N1 K1 N4 C21 113.0(6) . . . . ? N2 K1 N4 C21 -78.0(6) . . . . ? N3 K1 N4 C21 -128.6(6) . . . . ? C3 K1 N4 C21 17.1(7) . . . . ? Zn1 K1 N4 C21 65.3(7) . . . . ? N1 Zn1 C1 C2 -112.0(7) . . . . ? C3 Zn1 C1 C2 72.9(9) . . . . ? K1 Zn1 C1 C2 164.3(6) . . . . ? N1 Zn1 C3 C4 166.2(5) . . . . ? C1 Zn1 C3 C4 -18.2(7) . . . . ? K1 Zn1 C3 C4 -177.9(6) . . . . ? N1 Zn1 C3 K1 -15.8(3) . . . . ? C1 Zn1 C3 K1 159.7(3) . . . . ? N1 K1 C3 C4 -177(2) . . . . ? N2 K1 C3 C4 51(2) . . . . ? N3 K1 C3 C4 50(2) . . . . ? N4 K1 C3 C4 -53(2) . . . . ? Zn1 K1 C3 C4 172(2) . . . . ? N1 K1 C3 Zn1 10.67(19) . . . . ? N2 K1 C3 Zn1 -121.3(2) . . . . ? N3 K1 C3 Zn1 -122.0(4) . . . . ? N4 K1 C3 Zn1 135.3(2) . . . . ? C11 N1 C7 C8 -52.2(7) . . . . ? Zn1 N1 C7 C8 169.0(4) . . . . ? K1 N1 C7 C8 70.7(6) . . . . ? C11 N1 C7 C5 -169.5(5) . . . . ? Zn1 N1 C7 C5 51.7(6) . . . . ? K1 N1 C7 C5 -46.6(6) . . . . ? C11 N1 C7 C6 73.0(8) . . . . ? Zn1 N1 C7 C6 -65.8(7) . . . . ? K1 N1 C7 C6 -164.2(5) . . . . ? N1 C7 C8 C9 52.9(8) . . . . ? C5 C7 C8 C9 170.3(6) . . . . ? C6 C7 C8 C9 -75.3(8) . . . . ? C7 C8 C9 C10 -54.9(9) . . . . ? C8 C9 C10 C11 54.5(9) . . . . ? C7 N1 C11 C13 169.0(6) . . . . ? Zn1 N1 C11 C13 -51.5(6) . . . . ? K1 N1 C11 C13 45.9(6) . . . . ? C7 N1 C11 C12 -72.8(8) . . . . ? Zn1 N1 C11 C12 66.7(7) . . . . ? K1 N1 C11 C12 164.1(5) . . . . ? C7 N1 C11 C10 52.2(7) . . . . ? Zn1 N1 C11 C10 -168.4(4) . . . . ? K1 N1 C11 C10 -71.0(6) . . . . ? C9 C10 C11 N1 -52.4(8) . . . . ? C9 C10 C11 C13 -169.8(6) . . . . ? C9 C10 C11 C12 77.5(8) . . . . ? C15 N2 C16 C17 -64.1(11) . . . . ? C14 N2 C16 C17 172.1(9) . . . . ? K1 N2 C16 C17 40.1(11) . . . . ? C19 N3 C17 C16 165.4(10) . . . . ? C18 N3 C17 C16 -73.9(12) . . . . ? K1 N3 C17 C16 41.1(12) . . . . ? N2 C16 C17 N3 -57.2(14) . . . . ? C17 N3 C19 C20 -81.6(12) . . . . ? C18 N3 C19 C20 154.6(9) . . . . ? K1 N3 C19 C20 43.1(11) . . . . ? C22 N4 C20 C19 -80.6(11) . . . . ? C21 N4 C20 C19 160.8(9) . . . . ? K1 N4 C20 C19 38.7(11) . . . . ? N3 C19 C20 N4 -58.5(14) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 2.024 _refine_diff_density_min -1.362 _refine_diff_density_rms 0.098 #===END #----------------------------------------------- #----------------COMPOUND 2 -------------------- #----------------------------------------------- data_dvg08rem008 _database_code_depnum_ccdc_archive 'CCDC 683513' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H84 K2 N10 Zn2' _chemical_formula_weight 914.11 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source K K 0.2009 0.2494 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 28.3709(8) _cell_length_b 12.1545(3) _cell_length_c 18.5001(5) _cell_angle_alpha 90.00 _cell_angle_beta 128.617(1) _cell_angle_gamma 90.00 _cell_volume 4984.5(2) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 5877 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.48 _exptl_crystal_description 'Hexagonal Plate' _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.218 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1968 _exptl_absorpt_coefficient_mu 1.166 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(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 'Nonius Kappa CCD' _diffrn_measurement_method 'Omega and Phi scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10886 _diffrn_reflns_av_R_equivalents 0.0215 _diffrn_reflns_av_sigmaI/netI 0.0285 _diffrn_reflns_limit_h_min -36 _diffrn_reflns_limit_h_max 36 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 27.49 _reflns_number_total 5679 _reflns_number_gt 4762 _reflns_threshold_expression I>2\s(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _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^)+(0.0284P)^2^+3.8801P] 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 5679 _refine_ls_number_parameters 269 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0396 _refine_ls_R_factor_gt 0.0274 _refine_ls_wR_factor_ref 0.0672 _refine_ls_wR_factor_gt 0.0617 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.062 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group K1 K 1.068327(15) 0.16011(3) 0.01920(2) 0.02539(9) Uani 1 1 d . . . Zn1 Zn 0.937302(8) 0.046161(14) -0.131439(11) 0.02023(6) Uani 1 1 d . . . N1 N 0.98477(6) 0.06206(10) 0.07137(8) 0.0217(3) Uani 1 1 d . . . N2 N 0.84478(6) 0.27220(12) 0.00375(9) 0.0295(3) Uani 1 1 d . . . N3 N 1.09358(6) 0.35626(11) 0.12134(9) 0.0277(3) Uani 1 1 d . . . N4 N 1.10972(6) 0.35550(11) -0.03054(10) 0.0277(3) Uani 1 1 d . . . N5 N 1.18227(6) 0.14229(12) 0.05532(10) 0.0293(3) Uani 1 1 d . . . C1 C 0.94235(7) 0.09489(13) -0.01895(10) 0.0203(3) Uani 1 1 d . . . C2 C 0.89658(7) 0.16598(13) -0.03947(11) 0.0227(3) Uani 1 1 d . . . H2 H 0.8674 0.1893 -0.1017 0.027 Uiso 1 1 calc R . . C3 C 0.89151(7) 0.20470(13) 0.02690(11) 0.0230(3) Uani 1 1 d . . . C4 C 0.93620(7) 0.16953(13) 0.11798(11) 0.0252(3) Uani 1 1 d . . . H4 H 0.9360 0.1935 0.1667 0.030 Uiso 1 1 calc R . . C5 C 0.98030(7) 0.09971(14) 0.13540(11) 0.0248(3) Uani 1 1 d . . . H5 H 1.0100 0.0761 0.1974 0.030 Uiso 1 1 calc R . . C6 C 0.79248(8) 0.28293(16) -0.09264(13) 0.0368(4) Uani 1 1 d . . . H6A H 0.8042 0.3188 -0.1267 0.055 Uiso 1 1 calc R . . H6B H 0.7618 0.3274 -0.0976 0.055 Uiso 1 1 calc R . . H6C H 0.7760 0.2098 -0.1189 0.055 Uiso 1 1 calc R . . C7 C 0.83790(9) 0.29918(16) 0.07302(13) 0.0365(4) Uani 1 1 d . . . H7A H 0.8306 0.2317 0.0937 0.055 Uiso 1 1 calc R . . H7B H 0.8037 0.3493 0.0463 0.055 Uiso 1 1 calc R . . H7C H 0.8748 0.3347 0.1259 0.055 Uiso 1 1 calc R . . C8 C 1.04418(9) 0.35214(17) 0.12644(14) 0.0405(4) Uani 1 1 d . . . H8A H 1.0503 0.2899 0.1651 0.061 Uiso 1 1 calc R . . H8B H 1.0058 0.3431 0.0641 0.061 Uiso 1 1 calc R . . H8C H 1.0433 0.4207 0.1535 0.061 Uiso 1 1 calc R . . C9 C 1.15035(9) 0.36615(18) 0.21468(13) 0.0419(5) Uani 1 1 d . . . H9A H 1.1506 0.4351 0.2424 0.063 Uiso 1 1 calc R . . H9B H 1.1839 0.3661 0.2123 0.063 Uiso 1 1 calc R . . H9C H 1.1547 0.3039 0.2521 0.063 Uiso 1 1 calc R . . C10 C 1.08479(8) 0.44769(14) 0.06240(13) 0.0319(4) Uani 1 1 d . . . H10A H 1.0919 0.5178 0.0950 0.038 Uiso 1 1 calc R . . H10B H 1.0424 0.4474 0.0051 0.038 Uiso 1 1 calc R . . C11 C 1.12609(8) 0.44283(14) 0.03652(13) 0.0321(4) Uani 1 1 d . . . H11A H 1.1248 0.5146 0.0101 0.039 Uiso 1 1 calc R . . H11B H 1.1680 0.4307 0.0933 0.039 Uiso 1 1 calc R . . C12 C 1.06214(8) 0.39450(16) -0.12431(12) 0.0363(4) Uani 1 1 d . . . H12A H 1.0772 0.4568 -0.1384 0.054 Uiso 1 1 calc R . . H12B H 1.0273 0.4180 -0.1290 0.054 Uiso 1 1 calc R . . H12C H 1.0501 0.3349 -0.1685 0.054 Uiso 1 1 calc R . . C13 C 1.16213(8) 0.32282(15) -0.02425(13) 0.0327(4) Uani 1 1 d . . . H13A H 1.1835 0.3900 -0.0200 0.039 Uiso 1 1 calc R . . H13B H 1.1476 0.2838 -0.0818 0.039 Uiso 1 1 calc R . . C14 C 1.20634(8) 0.24944(15) 0.05749(12) 0.0322(4) Uani 1 1 d . . . H14A H 1.2420 0.2378 0.0603 0.039 Uiso 1 1 calc R . . H14B H 1.2202 0.2881 0.1149 0.039 Uiso 1 1 calc R . . C15 C 1.22652(9) 0.08487(18) 0.14234(14) 0.0450(5) Uani 1 1 d . . . H15A H 1.2638 0.0745 0.1505 0.067 Uiso 1 1 calc R . . H15B H 1.2104 0.0130 0.1411 0.067 Uiso 1 1 calc R . . H15C H 1.2350 0.1286 0.1938 0.067 Uiso 1 1 calc R . . C16 C 1.16856(11) 0.07426(18) -0.02036(15) 0.0511(5) Uani 1 1 d . . . H16A H 1.1372 0.1099 -0.0794 0.077 Uiso 1 1 calc R . . H16B H 1.1542 0.0021 -0.0179 0.077 Uiso 1 1 calc R . . H16C H 1.2050 0.0650 -0.0148 0.077 Uiso 1 1 calc R . . C17 C 0.94926(8) 0.17412(14) -0.19224(11) 0.0266(3) Uani 1 1 d . . . C18 C 0.92206(9) 0.28240(14) -0.19148(13) 0.0357(4) Uani 1 1 d . . . H18A H 0.8794 0.2712 -0.2205 0.054 Uiso 1 1 calc R . . H18B H 0.9256 0.3384 -0.2259 0.054 Uiso 1 1 calc R . . H18C H 0.9437 0.3069 -0.1275 0.054 Uiso 1 1 calc R . . C19 C 0.86253(7) -0.04591(14) -0.23056(11) 0.0276(3) Uani 1 1 d . . . C20 C 0.81004(8) 0.03404(15) -0.29277(12) 0.0345(4) Uani 1 1 d . . . H20A H 0.7981 0.0665 -0.2578 0.052 Uiso 1 1 calc R . . H20B H 0.7757 -0.0057 -0.3464 0.052 Uiso 1 1 calc R . . H20C H 0.8227 0.0925 -0.3138 0.052 Uiso 1 1 calc R . . H17A H 0.9272(8) 0.1522(15) -0.2587(13) 0.032(5) Uiso 1 1 d . . . H17B H 0.9894(10) 0.1893(16) -0.1694(13) 0.039(5) Uiso 1 1 d . . . H19A H 0.8489(9) -0.1043(17) -0.2093(13) 0.038(5) Uiso 1 1 d . . . H19B H 0.8712(9) -0.0843(18) -0.2674(14) 0.044(6) Uiso 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 K1 0.02378(17) 0.02428(18) 0.02548(17) -0.00102(14) 0.01408(15) -0.00290(14) Zn1 0.01959(9) 0.02221(10) 0.01686(9) -0.00023(7) 0.01038(8) 0.00022(7) N1 0.0207(6) 0.0241(7) 0.0190(6) -0.0002(5) 0.0117(5) 0.0008(5) N2 0.0291(7) 0.0340(8) 0.0299(7) 0.0050(6) 0.0205(7) 0.0097(6) N3 0.0267(7) 0.0270(7) 0.0277(7) -0.0017(6) 0.0161(6) -0.0013(6) N4 0.0271(7) 0.0266(7) 0.0302(7) 0.0023(6) 0.0183(6) -0.0008(6) N5 0.0271(7) 0.0302(8) 0.0296(7) 0.0034(6) 0.0171(6) -0.0003(6) C1 0.0198(7) 0.0215(7) 0.0182(7) -0.0016(6) 0.0112(6) -0.0011(6) C2 0.0225(8) 0.0237(8) 0.0197(7) 0.0010(6) 0.0120(6) -0.0005(6) C3 0.0242(8) 0.0209(8) 0.0268(8) 0.0009(6) 0.0173(7) -0.0006(6) C4 0.0285(8) 0.0283(8) 0.0233(8) -0.0016(7) 0.0184(7) 0.0003(7) C5 0.0238(8) 0.0297(9) 0.0183(7) 0.0009(6) 0.0118(7) 0.0016(7) C6 0.0270(9) 0.0387(10) 0.0372(10) 0.0018(8) 0.0163(8) 0.0094(8) C7 0.0379(10) 0.0412(11) 0.0410(10) 0.0035(8) 0.0298(9) 0.0100(8) C8 0.0393(10) 0.0440(11) 0.0452(11) -0.0043(9) 0.0297(10) -0.0050(9) C9 0.0361(10) 0.0497(12) 0.0292(9) -0.0006(9) 0.0151(8) -0.0039(9) C10 0.0342(9) 0.0260(9) 0.0362(9) 0.0004(7) 0.0223(8) 0.0019(7) C11 0.0347(9) 0.0245(9) 0.0383(10) -0.0008(7) 0.0232(8) -0.0045(7) C12 0.0353(10) 0.0368(10) 0.0338(10) 0.0062(8) 0.0202(8) -0.0005(8) C13 0.0344(9) 0.0306(9) 0.0411(10) 0.0036(8) 0.0274(9) -0.0025(7) C14 0.0266(8) 0.0343(9) 0.0368(9) -0.0018(8) 0.0204(8) -0.0026(7) C15 0.0380(11) 0.0503(12) 0.0402(11) 0.0142(9) 0.0213(9) 0.0093(9) C16 0.0710(15) 0.0367(11) 0.0462(12) -0.0054(9) 0.0370(12) -0.0109(11) C17 0.0282(9) 0.0296(9) 0.0228(8) 0.0013(7) 0.0164(7) -0.0018(7) C18 0.0445(11) 0.0285(9) 0.0408(10) 0.0068(8) 0.0299(9) 0.0034(8) C19 0.0246(8) 0.0268(9) 0.0230(8) -0.0013(7) 0.0108(7) -0.0002(7) C20 0.0238(8) 0.0358(10) 0.0285(9) 0.0018(7) 0.0087(7) -0.0023(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag K1 N3 2.8422(14) . ? K1 N5 2.8719(14) . ? K1 N4 3.0355(14) . ? K1 N1 3.0361(13) 5_755 ? K1 C1 3.1139(16) 5_755 ? K1 C17 3.2012(17) . ? K1 Zn1 3.2515(4) . ? K1 C1 3.2791(15) . ? K1 N1 3.2905(13) . ? K1 Zn1 3.3222(4) 5_755 ? K1 C19 3.3896(17) 5_755 ? K1 H17B 2.749(19) . ? Zn1 C19 2.0639(17) . ? Zn1 C17 2.0678(16) . ? Zn1 C1 2.0809(15) . ? Zn1 N1 2.1878(13) 5_755 ? Zn1 K1 3.3222(4) 5_755 ? N1 C5 1.348(2) . ? N1 C1 1.3746(19) . ? N1 Zn1 2.1878(13) 5_755 ? N1 K1 3.0361(13) 5_755 ? N2 C3 1.380(2) . ? N2 C6 1.448(2) . ? N2 C7 1.449(2) . ? N3 C9 1.456(2) . ? N3 C8 1.463(2) . ? N3 C10 1.465(2) . ? N4 C12 1.461(2) . ? N4 C11 1.470(2) . ? N4 C13 1.472(2) . ? N5 C16 1.454(2) . ? N5 C14 1.459(2) . ? N5 C15 1.460(2) . ? C1 C2 1.401(2) . ? C1 K1 3.1139(16) 5_755 ? C2 C3 1.404(2) . ? C2 H2 0.9500 . ? C3 C4 1.401(2) . ? C4 C5 1.374(2) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.519(2) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C14 1.513(2) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.530(2) . ? C17 H17A 1.007(19) . ? C17 H17B 0.95(2) . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C20 1.532(2) . ? C19 K1 3.3896(17) 5_755 ? C19 H19A 1.00(2) . ? C19 H19B 0.98(2) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 K1 N5 97.38(4) . . ? N3 K1 N4 63.93(4) . . ? N5 K1 N4 62.44(4) . . ? N3 K1 N1 160.97(4) . 5_755 ? N5 K1 N1 99.21(4) . 5_755 ? N4 K1 N1 132.93(4) . 5_755 ? N3 K1 C1 145.07(4) . 5_755 ? N5 K1 C1 91.12(4) . 5_755 ? N4 K1 C1 146.51(4) . 5_755 ? N1 K1 C1 25.79(4) 5_755 5_755 ? N3 K1 C17 113.81(4) . . ? N5 K1 C17 117.68(4) . . ? N4 K1 C17 84.31(4) . . ? N1 K1 C17 65.87(4) 5_755 . ? C1 K1 C17 91.36(4) 5_755 . ? N3 K1 Zn1 127.31(3) . . ? N5 K1 Zn1 133.32(3) . . ? N4 K1 Zn1 121.67(3) . . ? N1 K1 Zn1 40.54(2) 5_755 . ? C1 K1 Zn1 61.09(3) 5_755 . ? C17 K1 Zn1 37.37(3) . . ? N3 K1 C1 97.73(4) . . ? N5 K1 C1 161.68(4) . . ? N4 K1 C1 134.41(4) . . ? N1 K1 C1 64.37(4) 5_755 . ? C1 K1 C1 70.55(4) 5_755 . ? C17 K1 C1 64.70(4) . . ? Zn1 K1 C1 37.16(3) . . ? N3 K1 N1 92.16(4) . . ? N5 K1 N1 144.77(4) . . ? N4 K1 N1 149.10(4) . . ? N1 K1 N1 68.87(4) 5_755 . ? C1 K1 N1 63.43(4) 5_755 . ? C17 K1 N1 88.49(4) . . ? Zn1 K1 N1 56.60(2) . . ? C1 K1 N1 24.15(3) . . ? N3 K1 Zn1 107.94(3) . 5_755 ? N5 K1 Zn1 106.49(3) . 5_755 ? N4 K1 Zn1 163.43(3) . 5_755 ? N1 K1 Zn1 58.19(2) 5_755 5_755 ? C1 K1 Zn1 37.55(3) 5_755 5_755 ? C17 K1 Zn1 112.22(3) . 5_755 ? Zn1 K1 Zn1 74.872(9) . 5_755 ? C1 K1 Zn1 58.73(3) . 5_755 ? N1 K1 Zn1 38.64(2) . 5_755 ? N3 K1 C19 81.50(4) . 5_755 ? N5 K1 C19 86.77(4) . 5_755 ? N4 K1 C19 127.97(4) . 5_755 ? N1 K1 C19 90.17(4) 5_755 5_755 ? C1 K1 C19 65.15(4) 5_755 5_755 ? C17 K1 C19 147.24(4) . 5_755 ? Zn1 K1 C19 110.08(3) . 5_755 ? C1 K1 C19 85.28(4) . 5_755 ? N1 K1 C19 61.16(4) . 5_755 ? Zn1 K1 C19 35.80(3) 5_755 5_755 ? N3 K1 H17B 113.8(4) . . ? N5 K1 H17B 102.2(4) . . ? N4 K1 H17B 71.2(4) . . ? N1 K1 H17B 71.6(4) 5_755 . ? C1 K1 H17B 97.2(4) 5_755 . ? C17 K1 H17B 16.3(4) . . ? Zn1 K1 H17B 51.5(4) . . ? C1 K1 H17B 81.0(4) . . ? N1 K1 H17B 104.7(4) . . ? Zn1 K1 H17B 124.9(4) 5_755 . ? C19 K1 H17B 160.6(4) 5_755 . ? C19 Zn1 C17 110.56(7) . . ? C19 Zn1 C1 115.71(7) . . ? C17 Zn1 C1 113.43(6) . . ? C19 Zn1 N1 106.13(6) . 5_755 ? C17 Zn1 N1 105.77(6) . 5_755 ? C1 Zn1 N1 104.25(5) . 5_755 ? C19 Zn1 K1 169.69(5) . . ? C17 Zn1 K1 70.00(5) . . ? C1 Zn1 K1 72.14(4) . . ? N1 Zn1 K1 64.43(3) 5_755 . ? C19 Zn1 K1 73.88(5) . 5_755 ? C17 Zn1 K1 174.78(5) . 5_755 ? C1 Zn1 K1 65.79(4) . 5_755 ? N1 Zn1 K1 69.90(3) 5_755 5_755 ? K1 Zn1 K1 105.128(9) . 5_755 ? C5 N1 C1 118.60(13) . . ? C5 N1 Zn1 112.16(10) . 5_755 ? C1 N1 Zn1 129.24(10) . 5_755 ? C5 N1 K1 120.04(10) . 5_755 ? C1 N1 K1 80.27(8) . 5_755 ? Zn1 N1 K1 75.03(4) 5_755 5_755 ? C5 N1 K1 127.96(10) . . ? C1 N1 K1 77.46(8) . . ? Zn1 N1 K1 71.46(3) 5_755 . ? K1 N1 K1 111.13(4) 5_755 . ? C3 N2 C6 118.90(14) . . ? C3 N2 C7 119.57(14) . . ? C6 N2 C7 117.95(14) . . ? C9 N3 C8 108.75(14) . . ? C9 N3 C10 111.63(14) . . ? C8 N3 C10 110.42(14) . . ? C9 N3 K1 119.43(11) . . ? C8 N3 K1 99.21(10) . . ? C10 N3 K1 106.63(10) . . ? C12 N4 C11 109.81(14) . . ? C12 N4 C13 108.71(13) . . ? C11 N4 C13 110.88(14) . . ? C12 N4 K1 111.61(10) . . ? C11 N4 K1 106.70(9) . . ? C13 N4 K1 109.13(10) . . ? C16 N5 C14 111.92(14) . . ? C16 N5 C15 108.60(16) . . ? C14 N5 C15 109.31(15) . . ? C16 N5 K1 103.47(12) . . ? C14 N5 K1 112.24(10) . . ? C15 N5 K1 111.16(11) . . ? N1 C1 C2 117.96(13) . . ? N1 C1 Zn1 126.48(11) . . ? C2 C1 Zn1 115.53(11) . . ? N1 C1 K1 73.94(8) . 5_755 ? C2 C1 K1 122.74(10) . 5_755 ? Zn1 C1 K1 76.66(4) . 5_755 ? N1 C1 K1 78.39(8) . . ? C2 C1 K1 127.65(10) . . ? Zn1 C1 K1 70.70(4) . . ? K1 C1 K1 109.45(4) 5_755 . ? C1 C2 C3 123.61(14) . . ? C1 C2 H2 118.2 . . ? C3 C2 H2 118.2 . . ? N2 C3 C4 121.84(14) . . ? N2 C3 C2 122.06(14) . . ? C4 C3 C2 116.10(14) . . ? C5 C4 C3 118.61(14) . . ? C5 C4 H4 120.7 . . ? C3 C4 H4 120.7 . . ? N1 C5 C4 125.11(14) . . ? N1 C5 H5 117.4 . . ? C4 C5 H5 117.4 . . ? N2 C6 H6A 109.5 . . ? N2 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? N2 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N2 C7 H7A 109.5 . . ? N2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? N2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N3 C8 H8A 109.5 . . ? N3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? N3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N3 C9 H9A 109.5 . . ? N3 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? N3 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N3 C10 C11 113.50(14) . . ? N3 C10 H10A 108.9 . . ? C11 C10 H10A 108.9 . . ? N3 C10 H10B 108.9 . . ? C11 C10 H10B 108.9 . . ? H10A C10 H10B 107.7 . . ? N4 C11 C10 113.22(14) . . ? N4 C11 H11A 108.9 . . ? C10 C11 H11A 108.9 . . ? N4 C11 H11B 108.9 . . ? C10 C11 H11B 108.9 . . ? H11A C11 H11B 107.7 . . ? N4 C12 H12A 109.5 . . ? N4 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N4 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N4 C13 C14 113.87(14) . . ? N4 C13 H13A 108.8 . . ? C14 C13 H13A 108.8 . . ? N4 C13 H13B 108.8 . . ? C14 C13 H13B 108.8 . . ? H13A C13 H13B 107.7 . . ? N5 C14 C13 114.64(14) . . ? N5 C14 H14A 108.6 . . ? C13 C14 H14A 108.6 . . ? N5 C14 H14B 108.6 . . ? C13 C14 H14B 108.6 . . ? H14A C14 H14B 107.6 . . ? N5 C15 H15A 109.5 . . ? N5 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? N5 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N5 C16 H16A 109.5 . . ? N5 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? N5 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C18 C17 Zn1 112.77(11) . . ? C18 C17 K1 100.84(11) . . ? Zn1 C17 K1 72.63(5) . . ? C18 C17 H17A 107.8(10) . . ? Zn1 C17 H17A 106.1(10) . . ? K1 C17 H17A 148.8(11) . . ? C18 C17 H17B 107.4(12) . . ? Zn1 C17 H17B 117.4(12) . . ? K1 C17 H17B 53.9(12) . . ? H17A C17 H17B 104.7(15) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C20 C19 Zn1 107.56(11) . . ? C20 C19 K1 135.87(12) . 5_755 ? Zn1 C19 K1 70.32(5) . 5_755 ? C20 C19 H19A 108.2(11) . . ? Zn1 C19 H19A 118.1(11) . . ? K1 C19 H19A 48.9(11) 5_755 . ? C20 C19 H19B 109.2(12) . . ? Zn1 C19 H19B 108.2(12) . . ? K1 C19 H19B 113.1(12) 5_755 . ? H19A C19 H19B 105.3(17) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 K1 Zn1 C19 175.7(3) . . . . ? N5 K1 Zn1 C19 15.5(3) . . . . ? N4 K1 Zn1 C19 96.0(3) . . . . ? N1 K1 Zn1 C19 -24.7(3) 5_755 . . . ? C1 K1 Zn1 C19 -45.2(3) 5_755 . . . ? C17 K1 Zn1 C19 95.0(3) . . . . ? C1 K1 Zn1 C19 -140.8(3) . . . . ? N1 K1 Zn1 C19 -120.8(3) . . . . ? Zn1 K1 Zn1 C19 -83.1(3) 5_755 . . . ? C19 K1 Zn1 C19 -89.7(3) 5_755 . . . ? N3 K1 Zn1 C17 80.70(6) . . . . ? N5 K1 Zn1 C17 -79.47(6) . . . . ? N4 K1 Zn1 C17 1.01(6) . . . . ? N1 K1 Zn1 C17 -119.65(6) 5_755 . . . ? C1 K1 Zn1 C17 -140.13(6) 5_755 . . . ? C1 K1 Zn1 C17 124.19(7) . . . . ? N1 K1 Zn1 C17 144.23(6) . . . . ? Zn1 K1 Zn1 C17 -178.05(5) 5_755 . . . ? C19 K1 Zn1 C17 175.33(6) 5_755 . . . ? N3 K1 Zn1 C1 -43.49(6) . . . . ? N5 K1 Zn1 C1 156.34(6) . . . . ? N4 K1 Zn1 C1 -123.18(6) . . . . ? N1 K1 Zn1 C1 116.16(6) 5_755 . . . ? C1 K1 Zn1 C1 95.68(5) 5_755 . . . ? C17 K1 Zn1 C1 -124.19(7) . . . . ? N1 K1 Zn1 C1 20.03(5) . . . . ? Zn1 K1 Zn1 C1 57.76(4) 5_755 . . . ? C19 K1 Zn1 C1 51.14(6) 5_755 . . . ? N3 K1 Zn1 N1 -159.65(5) . . . 5_755 ? N5 K1 Zn1 N1 40.19(5) . . . 5_755 ? N4 K1 Zn1 N1 120.66(5) . . . 5_755 ? C1 K1 Zn1 N1 -20.48(5) 5_755 . . 5_755 ? C17 K1 Zn1 N1 119.65(6) . . . 5_755 ? C1 K1 Zn1 N1 -116.16(6) . . . 5_755 ? N1 K1 Zn1 N1 -96.12(4) . . . 5_755 ? Zn1 K1 Zn1 N1 -58.40(4) 5_755 . . 5_755 ? C19 K1 Zn1 N1 -65.01(5) 5_755 . . 5_755 ? N3 K1 Zn1 K1 -101.25(4) . . . 5_755 ? N5 K1 Zn1 K1 98.59(4) . . . 5_755 ? N4 K1 Zn1 K1 179.06(3) . . . 5_755 ? N1 K1 Zn1 K1 58.40(4) 5_755 . . 5_755 ? C1 K1 Zn1 K1 37.92(3) 5_755 . . 5_755 ? C17 K1 Zn1 K1 178.05(5) . . . 5_755 ? C1 K1 Zn1 K1 -57.76(4) . . . 5_755 ? N1 K1 Zn1 K1 -37.72(3) . . . 5_755 ? Zn1 K1 Zn1 K1 0.0 5_755 . . 5_755 ? C19 K1 Zn1 K1 -6.62(3) 5_755 . . 5_755 ? N3 K1 N1 C5 -12.45(13) . . . . ? N5 K1 N1 C5 93.58(14) . . . . ? N4 K1 N1 C5 -49.95(15) . . . . ? N1 K1 N1 C5 169.13(15) 5_755 . . . ? C1 K1 N1 C5 141.50(13) 5_755 . . . ? C17 K1 N1 C5 -126.23(13) . . . . ? Zn1 K1 N1 C5 -147.02(13) . . . . ? C1 K1 N1 C5 -116.64(16) . . . . ? Zn1 K1 N1 C5 104.07(13) 5_755 . . . ? C19 K1 N1 C5 66.62(12) 5_755 . . . ? N3 K1 N1 C1 104.19(9) . . . . ? N5 K1 N1 C1 -149.78(9) . . . . ? N4 K1 N1 C1 66.69(11) . . . . ? N1 K1 N1 C1 -74.24(8) 5_755 . . . ? C1 K1 N1 C1 -101.86(9) 5_755 . . . ? C17 K1 N1 C1 -9.59(9) . . . . ? Zn1 K1 N1 C1 -30.38(7) . . . . ? Zn1 K1 N1 C1 -139.30(10) 5_755 . . . ? C19 K1 N1 C1 -176.74(9) 5_755 . . . ? N3 K1 N1 Zn1 -116.52(4) . . . 5_755 ? N5 K1 N1 Zn1 -10.49(8) . . . 5_755 ? N4 K1 N1 Zn1 -154.01(6) . . . 5_755 ? N1 K1 N1 Zn1 65.06(3) 5_755 . . 5_755 ? C1 K1 N1 Zn1 37.43(4) 5_755 . . 5_755 ? C17 K1 N1 Zn1 129.71(4) . . . 5_755 ? Zn1 K1 N1 Zn1 108.92(4) . . . 5_755 ? C1 K1 N1 Zn1 139.30(10) . . . 5_755 ? C19 K1 N1 Zn1 -37.44(4) 5_755 . . 5_755 ? N3 K1 N1 K1 178.42(4) . . . 5_755 ? N5 K1 N1 K1 -75.55(7) . . . 5_755 ? N4 K1 N1 K1 140.93(6) . . . 5_755 ? N1 K1 N1 K1 0.0 5_755 . . 5_755 ? C1 K1 N1 K1 -27.62(4) 5_755 . . 5_755 ? C17 K1 N1 K1 64.65(5) . . . 5_755 ? Zn1 K1 N1 K1 43.86(3) . . . 5_755 ? C1 K1 N1 K1 74.24(8) . . . 5_755 ? Zn1 K1 N1 K1 -65.06(3) 5_755 . . 5_755 ? C19 K1 N1 K1 -102.50(5) 5_755 . . 5_755 ? N5 K1 N3 C9 -47.44(13) . . . . ? N4 K1 N3 C9 -101.80(13) . . . . ? N1 K1 N3 C9 103.08(16) 5_755 . . . ? C1 K1 N3 C9 55.27(15) 5_755 . . . ? C17 K1 N3 C9 -172.13(12) . . . . ? Zn1 K1 N3 C9 146.97(11) . . . . ? C1 K1 N3 C9 122.17(12) . . . . ? N1 K1 N3 C9 98.57(12) . . . . ? Zn1 K1 N3 C9 62.61(12) 5_755 . . . ? C19 K1 N3 C9 38.16(12) 5_755 . . . ? N5 K1 N3 C8 -165.17(11) . . . . ? N4 K1 N3 C8 140.47(11) . . . . ? N1 K1 N3 C8 -14.65(18) 5_755 . . . ? C1 K1 N3 C8 -62.46(13) 5_755 . . . ? C17 K1 N3 C8 70.14(11) . . . . ? Zn1 K1 N3 C8 29.24(12) . . . . ? C1 K1 N3 C8 4.44(11) . . . . ? N1 K1 N3 C8 -19.16(11) . . . . ? Zn1 K1 N3 C8 -55.12(11) 5_755 . . . ? C19 K1 N3 C8 -79.57(11) 5_755 . . . ? N5 K1 N3 C10 80.16(10) . . . . ? N4 K1 N3 C10 25.81(9) . . . . ? N1 K1 N3 C10 -129.31(13) 5_755 . . . ? C1 K1 N3 C10 -177.13(9) 5_755 . . . ? C17 K1 N3 C10 -44.53(11) . . . . ? Zn1 K1 N3 C10 -85.42(10) . . . . ? C1 K1 N3 C10 -110.23(10) . . . . ? N1 K1 N3 C10 -133.83(10) . . . . ? Zn1 K1 N3 C10 -169.79(9) 5_755 . . . ? C19 K1 N3 C10 165.76(11) 5_755 . . . ? N3 K1 N4 C12 -114.17(12) . . . . ? N5 K1 N4 C12 131.21(12) . . . . ? N1 K1 N4 C12 55.03(13) 5_755 . . . ? C1 K1 N4 C12 89.69(13) 5_755 . . . ? C17 K1 N4 C12 5.86(11) . . . . ? Zn1 K1 N4 C12 5.24(12) . . . . ? C1 K1 N4 C12 -39.80(13) . . . . ? N1 K1 N4 C12 -71.54(13) . . . . ? Zn1 K1 N4 C12 -177.93(10) 5_755 . . . ? C19 K1 N4 C12 -167.99(11) 5_755 . . . ? N3 K1 N4 C11 5.80(10) . . . . ? N5 K1 N4 C11 -108.83(11) . . . . ? N1 K1 N4 C11 175.00(9) 5_755 . . . ? C1 K1 N4 C11 -150.35(10) 5_755 . . . ? C17 K1 N4 C11 125.82(11) . . . . ? Zn1 K1 N4 C11 125.21(10) . . . . ? C1 K1 N4 C11 80.16(11) . . . . ? N1 K1 N4 C11 48.42(13) . . . . ? Zn1 K1 N4 C11 -57.97(16) 5_755 . . . ? C19 K1 N4 C11 -48.02(12) 5_755 . . . ? N3 K1 N4 C13 125.66(11) . . . . ? N5 K1 N4 C13 11.04(10) . . . . ? N1 K1 N4 C13 -65.14(12) 5_755 . . . ? C1 K1 N4 C13 -30.48(14) 5_755 . . . ? C17 K1 N4 C13 -114.31(11) . . . . ? Zn1 K1 N4 C13 -114.93(10) . . . . ? C1 K1 N4 C13 -159.98(10) . . . . ? N1 K1 N4 C13 168.28(9) . . . . ? Zn1 K1 N4 C13 61.89(16) 5_755 . . . ? C19 K1 N4 C13 71.84(12) 5_755 . . . ? N3 K1 N5 C16 -157.65(11) . . . . ? N4 K1 N5 C16 -102.22(12) . . . . ? N1 K1 N5 C16 31.71(12) 5_755 . . . ? C1 K1 N5 C16 56.32(11) 5_755 . . . ? C17 K1 N5 C16 -35.80(12) . . . . ? Zn1 K1 N5 C16 6.56(13) . . . . ? C1 K1 N5 C16 57.00(18) . . . . ? N1 K1 N5 C16 97.93(12) . . . . ? Zn1 K1 N5 C16 91.12(11) 5_755 . . . ? C19 K1 N5 C16 121.36(11) 5_755 . . . ? N3 K1 N5 C14 -36.81(11) . . . . ? N4 K1 N5 C14 18.62(10) . . . . ? N1 K1 N5 C14 152.55(11) 5_755 . . . ? C1 K1 N5 C14 177.16(11) 5_755 . . . ? C17 K1 N5 C14 85.04(11) . . . . ? Zn1 K1 N5 C14 127.40(10) . . . . ? C1 K1 N5 C14 177.84(12) . . . . ? N1 K1 N5 C14 -141.24(10) . . . . ? Zn1 K1 N5 C14 -148.04(10) 5_755 . . . ? C19 K1 N5 C14 -117.80(11) 5_755 . . . ? N3 K1 N5 C15 85.97(13) . . . . ? N4 K1 N5 C15 141.40(13) . . . . ? N1 K1 N5 C15 -84.68(13) 5_755 . . . ? C1 K1 N5 C15 -60.06(13) 5_755 . . . ? C17 K1 N5 C15 -152.19(12) . . . . ? Zn1 K1 N5 C15 -109.82(12) . . . . ? C1 K1 N5 C15 -59.38(19) . . . . ? N1 K1 N5 C15 -18.46(16) . . . . ? Zn1 K1 N5 C15 -25.27(13) 5_755 . . . ? C19 K1 N5 C15 4.97(13) 5_755 . . . ? C5 N1 C1 C2 0.0(2) . . . . ? Zn1 N1 C1 C2 -179.62(11) 5_755 . . . ? K1 N1 C1 C2 118.97(13) 5_755 . . . ? K1 N1 C1 C2 -126.65(13) . . . . ? C5 N1 C1 Zn1 -178.26(11) . . . . ? Zn1 N1 C1 Zn1 2.2(2) 5_755 . . . ? K1 N1 C1 Zn1 -59.24(11) 5_755 . . . ? K1 N1 C1 Zn1 55.14(10) . . . . ? C5 N1 C1 K1 -119.01(13) . . . 5_755 ? Zn1 N1 C1 K1 61.41(10) 5_755 . . 5_755 ? K1 N1 C1 K1 114.38(3) . . . 5_755 ? C5 N1 C1 K1 126.61(13) . . . . ? Zn1 N1 C1 K1 -52.97(10) 5_755 . . . ? K1 N1 C1 K1 -114.38(3) 5_755 . . . ? C19 Zn1 C1 N1 114.41(13) . . . . ? C17 Zn1 C1 N1 -116.29(13) . . . . ? N1 Zn1 C1 N1 -1.73(16) 5_755 . . . ? K1 Zn1 C1 N1 -58.38(12) . . . . ? K1 Zn1 C1 N1 58.07(12) 5_755 . . . ? C19 Zn1 C1 C2 -63.85(13) . . . . ? C17 Zn1 C1 C2 65.46(13) . . . . ? N1 Zn1 C1 C2 -179.98(11) 5_755 . . . ? K1 Zn1 C1 C2 123.36(12) . . . . ? K1 Zn1 C1 C2 -120.18(12) 5_755 . . . ? C19 Zn1 C1 K1 56.33(6) . . . 5_755 ? C17 Zn1 C1 K1 -174.36(5) . . . 5_755 ? N1 Zn1 C1 K1 -59.80(4) 5_755 . . 5_755 ? K1 Zn1 C1 K1 -116.46(3) . . . 5_755 ? C19 Zn1 C1 K1 172.79(5) . . . . ? C17 Zn1 C1 K1 -57.90(6) . . . . ? N1 Zn1 C1 K1 56.66(4) 5_755 . . . ? K1 Zn1 C1 K1 116.46(3) 5_755 . . . ? N3 K1 C1 N1 -77.88(9) . . . . ? N5 K1 C1 N1 67.44(16) . . . . ? N4 K1 C1 N1 -138.68(8) . . . . ? N1 K1 C1 N1 95.33(8) 5_755 . . . ? C1 K1 C1 N1 68.16(8) 5_755 . . . ? C17 K1 C1 N1 169.39(10) . . . . ? Zn1 K1 C1 N1 135.65(10) . . . . ? Zn1 K1 C1 N1 28.45(7) 5_755 . . . ? C19 K1 C1 N1 2.87(8) 5_755 . . . ? N3 K1 C1 C2 38.61(13) . . . . ? N5 K1 C1 C2 -176.07(12) . . . . ? N4 K1 C1 C2 -22.20(15) . . . . ? N1 K1 C1 C2 -148.18(13) 5_755 . . . ? C1 K1 C1 C2 -175.35(15) 5_755 . . . ? C17 K1 C1 C2 -74.13(12) . . . . ? Zn1 K1 C1 C2 -107.86(13) . . . . ? N1 K1 C1 C2 116.49(16) . . . . ? Zn1 K1 C1 C2 144.94(13) 5_755 . . . ? C19 K1 C1 C2 119.35(13) 5_755 . . . ? N3 K1 C1 Zn1 146.47(4) . . . . ? N5 K1 C1 Zn1 -68.21(13) . . . . ? N4 K1 C1 Zn1 85.66(6) . . . . ? N1 K1 C1 Zn1 -40.32(4) 5_755 . . . ? C1 K1 C1 Zn1 -67.49(4) 5_755 . . . ? C17 K1 C1 Zn1 33.73(4) . . . . ? N1 K1 C1 Zn1 -135.65(10) . . . . ? Zn1 K1 C1 Zn1 -107.20(4) 5_755 . . . ? C19 K1 C1 Zn1 -132.79(5) 5_755 . . . ? N3 K1 C1 K1 -146.04(5) . . . 5_755 ? N5 K1 C1 K1 -0.72(15) . . . 5_755 ? N4 K1 C1 K1 153.15(5) . . . 5_755 ? N1 K1 C1 K1 27.17(4) 5_755 . . 5_755 ? C1 K1 C1 K1 0.0 5_755 . . 5_755 ? C17 K1 C1 K1 101.22(5) . . . 5_755 ? Zn1 K1 C1 K1 67.49(4) . . . 5_755 ? N1 K1 C1 K1 -68.16(8) . . . 5_755 ? Zn1 K1 C1 K1 -39.71(3) 5_755 . . 5_755 ? C19 K1 C1 K1 -65.30(5) 5_755 . . 5_755 ? N1 C1 C2 C3 -0.5(2) . . . . ? Zn1 C1 C2 C3 177.94(12) . . . . ? K1 C1 C2 C3 87.76(17) 5_755 . . . ? K1 C1 C2 C3 -97.46(16) . . . . ? C6 N2 C3 C4 -164.44(16) . . . . ? C7 N2 C3 C4 -6.2(2) . . . . ? C6 N2 C3 C2 14.6(2) . . . . ? C7 N2 C3 C2 172.84(16) . . . . ? C1 C2 C3 N2 -178.08(15) . . . . ? C1 C2 C3 C4 1.0(2) . . . . ? N2 C3 C4 C5 178.04(15) . . . . ? C2 C3 C4 C5 -1.1(2) . . . . ? C1 N1 C5 C4 -0.1(2) . . . . ? Zn1 N1 C5 C4 179.58(13) 5_755 . . . ? K1 N1 C5 C4 -95.39(17) 5_755 . . . ? K1 N1 C5 C4 96.34(17) . . . . ? C3 C4 C5 N1 0.6(3) . . . . ? C9 N3 C10 C11 71.55(19) . . . . ? C8 N3 C10 C11 -167.34(15) . . . . ? K1 N3 C10 C11 -60.52(15) . . . . ? C12 N4 C11 C10 83.71(17) . . . . ? C13 N4 C11 C10 -156.14(14) . . . . ? K1 N4 C11 C10 -37.41(16) . . . . ? N3 C10 C11 N4 72.07(19) . . . . ? C12 N4 C13 C14 -162.06(15) . . . . ? C11 N4 C13 C14 77.14(18) . . . . ? K1 N4 C13 C14 -40.12(17) . . . . ? C16 N5 C14 C13 66.3(2) . . . . ? C15 N5 C14 C13 -173.39(15) . . . . ? K1 N5 C14 C13 -49.57(16) . . . . ? N4 C13 C14 N5 64.2(2) . . . . ? C19 Zn1 C17 C18 96.25(13) . . . . ? C1 Zn1 C17 C18 -35.63(14) . . . . ? N1 Zn1 C17 C18 -149.28(12) 5_755 . . . ? K1 Zn1 C17 C18 -94.73(12) . . . . ? K1 Zn1 C17 C18 -115.9(5) 5_755 . . . ? C19 Zn1 C17 K1 -169.02(5) . . . . ? C1 Zn1 C17 K1 59.10(6) . . . . ? N1 Zn1 C17 K1 -54.55(4) 5_755 . . . ? K1 Zn1 C17 K1 -21.2(5) 5_755 . . . ? N3 K1 C17 C18 -10.25(11) . . . . ? N5 K1 C17 C18 -123.20(10) . . . . ? N4 K1 C17 C18 -68.47(10) . . . . ? N1 K1 C17 C18 148.91(11) 5_755 . . . ? C1 K1 C17 C18 144.82(10) 5_755 . . . ? Zn1 K1 C17 C18 110.67(11) . . . . ? C1 K1 C17 C18 77.12(10) . . . . ? N1 K1 C17 C18 81.44(10) . . . . ? Zn1 K1 C17 C18 112.70(10) 5_755 . . . ? C19 K1 C17 C18 102.55(12) 5_755 . . . ? N3 K1 C17 Zn1 -120.92(5) . . . . ? N5 K1 C17 Zn1 126.13(5) . . . . ? N4 K1 C17 Zn1 -179.14(5) . . . . ? N1 K1 C17 Zn1 38.24(4) 5_755 . . . ? C1 K1 C17 Zn1 34.15(5) 5_755 . . . ? C1 K1 C17 Zn1 -33.55(4) . . . . ? N1 K1 C17 Zn1 -29.22(5) . . . . ? Zn1 K1 C17 Zn1 2.03(5) 5_755 . . . ? C19 K1 C17 Zn1 -8.12(10) 5_755 . . . ? C17 Zn1 C19 C20 -49.54(14) . . . . ? C1 Zn1 C19 C20 81.15(13) . . . . ? N1 Zn1 C19 C20 -163.78(11) 5_755 . . . ? K1 Zn1 C19 C20 -140.7(2) . . . . ? K1 Zn1 C19 C20 133.34(13) 5_755 . . . ? C17 Zn1 C19 K1 177.11(5) . . . 5_755 ? C1 Zn1 C19 K1 -52.19(6) . . . 5_755 ? N1 Zn1 C19 K1 62.87(4) 5_755 . . 5_755 ? K1 Zn1 C19 K1 86.0(3) . . . 5_755 ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.356 _refine_diff_density_min -0.376 _refine_diff_density_rms 0.049 #===END #-------------------------------------------------- #---------------COMPOUND 3------------------------- #---------------------------------------------------- data_dvg08rem015 _database_code_depnum_ccdc_archive 'CCDC 683514' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H39 K N4 O Zn' _chemical_formula_weight 444.01 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source K K 0.2009 0.2494 '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' O O 0.0106 0.0060 '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' 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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pna21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y+1/2, z+1/2' 'x+1/2, -y+1/2, z' _cell_length_a 19.3708(11) _cell_length_b 7.6797(4) _cell_length_c 16.2156(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2412.3(2) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 3108 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.48 _exptl_crystal_description Plate _exptl_crystal_colour Orange _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.223 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 952 _exptl_absorpt_coefficient_mu 1.204 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(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 'Nonius Kappa CCD' _diffrn_measurement_method 'Omega and Phi scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5218 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0803 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 27.49 _reflns_number_total 5218 _reflns_number_gt 3704 _reflns_threshold_expression I>2\s(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _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^)+(0.0302P)^2^+2.4261P] 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 0.460(18) _refine_ls_number_reflns 5218 _refine_ls_number_parameters 244 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0967 _refine_ls_R_factor_gt 0.0529 _refine_ls_wR_factor_ref 0.1037 _refine_ls_wR_factor_gt 0.0884 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _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 K1 K 0.77547(5) 0.44840(12) 0.54225(6) 0.0279(2) Uani 1 1 d . . . Zn1 Zn 0.86851(2) 0.17573(6) 0.65894(4) 0.02740(13) Uani 1 1 d . . . O1 O 0.70417(14) 0.2866(3) 0.6711(2) 0.0288(8) Uani 1 1 d . . . N1 N 0.9115(2) 0.5021(5) 0.4701(3) 0.0407(11) Uani 1 1 d . . . N2 N 0.8064(2) 0.2656(5) 0.3883(2) 0.0379(11) Uani 1 1 d . . . N3 N 0.6684(2) 0.4343(6) 0.4189(3) 0.0399(11) Uani 1 1 d . . . N4 N 0.7241(2) -0.2287(5) 0.5961(3) 0.0340(10) Uani 1 1 d . . . C1 C 0.9696(3) 0.5220(9) 0.5278(4) 0.0661(19) Uani 1 1 d . . . H1A H 1.0124 0.5402 0.4967 0.099 Uiso 1 1 calc R . . H1B H 0.9739 0.4166 0.5615 0.099 Uiso 1 1 calc R . . H1C H 0.9613 0.6225 0.5637 0.099 Uiso 1 1 calc R . . C2 C 0.9025(3) 0.6610(8) 0.4261(4) 0.0583(17) Uani 1 1 d . . . H2A H 0.9428 0.6817 0.3909 0.087 Uiso 1 1 calc R . . H2B H 0.8976 0.7574 0.4653 0.087 Uiso 1 1 calc R . . H2C H 0.8610 0.6533 0.3918 0.087 Uiso 1 1 calc R . . C3 C 0.9288(3) 0.3515(8) 0.4189(4) 0.0577(17) Uani 1 1 d . . . H3A H 0.9361 0.2496 0.4552 0.069 Uiso 1 1 calc R . . H3B H 0.9729 0.3752 0.3901 0.069 Uiso 1 1 calc R . . C4 C 0.8750(3) 0.3060(8) 0.3558(3) 0.0535(16) Uani 1 1 d . . . H4A H 0.8706 0.4047 0.3169 0.064 Uiso 1 1 calc R . . H4B H 0.8915 0.2042 0.3239 0.064 Uiso 1 1 calc R . . C5 C 0.8036(4) 0.0890(8) 0.4211(4) 0.0566(18) Uani 1 1 d . . . H5A H 0.7581 0.0682 0.4457 0.085 Uiso 1 1 calc R . . H5B H 0.8394 0.0747 0.4633 0.085 Uiso 1 1 calc R . . H5C H 0.8114 0.0055 0.3764 0.085 Uiso 1 1 calc R . . C6 C 0.7540(3) 0.2869(7) 0.3246(3) 0.0433(14) Uani 1 1 d . . . H6A H 0.7576 0.1882 0.2856 0.052 Uiso 1 1 calc R . . H6B H 0.7641 0.3949 0.2935 0.052 Uiso 1 1 calc R . . C7 C 0.6816(3) 0.2961(8) 0.3557(3) 0.0505(15) Uani 1 1 d . . . H7A H 0.6693 0.1818 0.3799 0.061 Uiso 1 1 calc R . . H7B H 0.6504 0.3164 0.3083 0.061 Uiso 1 1 calc R . . C8 C 0.6755(3) 0.6057(8) 0.3822(4) 0.0553(18) Uani 1 1 d . . . H8A H 0.6449 0.6150 0.3343 0.083 Uiso 1 1 calc R . . H8B H 0.7234 0.6232 0.3646 0.083 Uiso 1 1 calc R . . H8C H 0.6630 0.6947 0.4229 0.083 Uiso 1 1 calc R . . C9 C 0.5997(3) 0.4134(9) 0.4513(4) 0.0581(17) Uani 1 1 d . . . H9A H 0.5904 0.5057 0.4916 0.087 Uiso 1 1 calc R . . H9B H 0.5958 0.2997 0.4783 0.087 Uiso 1 1 calc R . . H9C H 0.5662 0.4207 0.4062 0.087 Uiso 1 1 calc R . . C10 C 0.8727(3) 0.4136(6) 0.7127(3) 0.0345(12) Uani 1 1 d . . . H10A H 0.8691 0.5044 0.6695 0.041 Uiso 1 1 calc R . . H10B H 0.8329 0.4271 0.7503 0.041 Uiso 1 1 calc R . . C11 C 0.9391(3) 0.4400(7) 0.7609(3) 0.0428(14) Uani 1 1 d . . . H11A H 0.9433 0.3492 0.8030 0.064 Uiso 1 1 calc R . . H11B H 0.9383 0.5546 0.7875 0.064 Uiso 1 1 calc R . . H11C H 0.9786 0.4333 0.7232 0.064 Uiso 1 1 calc R . . C12 C 0.9532(2) 0.0391(7) 0.6252(3) 0.0364(12) Uani 1 1 d . . . H12A H 0.9422 -0.0291 0.5751 0.044 Uiso 1 1 calc R . . H12B H 0.9905 0.1218 0.6109 0.044 Uiso 1 1 calc R . . C13 C 0.9796(3) -0.0850(7) 0.6917(3) 0.0488(16) Uani 1 1 d . . . H13A H 0.9913 -0.0186 0.7414 0.073 Uiso 1 1 calc R . . H13B H 1.0207 -0.1457 0.6715 0.073 Uiso 1 1 calc R . . H13C H 0.9436 -0.1703 0.7049 0.073 Uiso 1 1 calc R . . C14 C 0.7760(2) 0.0520(6) 0.6362(2) 0.0243(10) Uani 1 1 d . . . C15 C 0.7775(2) -0.1216(6) 0.6114(3) 0.0264(10) Uani 1 1 d . . . H15 H 0.8221 -0.1709 0.6044 0.032 Uiso 1 1 calc R . . C16 C 0.6617(3) -0.1563(6) 0.6075(3) 0.0362(12) Uani 1 1 d . . . H16 H 0.6222 -0.2265 0.5971 0.043 Uiso 1 1 calc R . . C17 C 0.6508(2) 0.0118(6) 0.6333(3) 0.0309(12) Uani 1 1 d . . . H17 H 0.6055 0.0561 0.6415 0.037 Uiso 1 1 calc R . . C18 C 0.7089(2) 0.1146(5) 0.6469(3) 0.0249(10) Uani 1 1 d . . . C19 C 0.6375(2) 0.3560(6) 0.6891(3) 0.0372(13) Uani 1 1 d . . . H19A H 0.6083 0.3484 0.6398 0.056 Uiso 1 1 calc R . . H19B H 0.6420 0.4781 0.7058 0.056 Uiso 1 1 calc R . . H19C H 0.6164 0.2892 0.7339 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 K1 0.0302(5) 0.0305(5) 0.0228(5) 0.0003(5) -0.0018(5) 0.0006(5) Zn1 0.0225(2) 0.0292(2) 0.0305(2) 0.0018(3) -0.0033(3) 0.0005(2) O1 0.0232(15) 0.0290(16) 0.034(2) 0.0002(16) 0.0069(16) 0.0052(12) N1 0.042(3) 0.038(2) 0.042(3) -0.001(2) 0.010(2) -0.002(2) N2 0.047(3) 0.043(3) 0.024(2) 0.0041(19) -0.005(2) 0.007(2) N3 0.034(3) 0.052(3) 0.034(2) 0.005(2) -0.004(2) -0.004(2) N4 0.032(2) 0.029(2) 0.041(2) -0.0022(19) 0.000(2) -0.0041(19) C1 0.039(4) 0.086(5) 0.073(5) 0.027(4) -0.001(4) -0.001(3) C2 0.057(4) 0.064(4) 0.054(4) 0.011(3) 0.004(3) 0.004(3) C3 0.049(4) 0.067(4) 0.057(4) 0.003(3) 0.016(3) 0.004(3) C4 0.052(4) 0.080(4) 0.028(3) -0.002(3) 0.009(3) 0.022(3) C5 0.080(5) 0.059(4) 0.031(3) 0.000(3) -0.001(3) 0.009(4) C6 0.051(4) 0.050(3) 0.028(3) -0.004(2) -0.006(2) -0.002(3) C7 0.049(4) 0.066(4) 0.037(3) -0.004(3) -0.013(3) -0.017(3) C8 0.054(4) 0.058(4) 0.054(4) 0.012(3) -0.004(3) 0.006(3) C9 0.042(4) 0.088(5) 0.044(4) -0.001(3) 0.000(3) -0.006(3) C10 0.026(3) 0.037(3) 0.040(3) -0.004(2) -0.009(2) 0.004(2) C11 0.043(3) 0.038(3) 0.048(3) 0.000(3) -0.016(3) -0.008(3) C12 0.025(3) 0.040(3) 0.044(3) -0.001(2) 0.003(2) -0.003(2) C13 0.031(3) 0.046(3) 0.070(4) 0.012(3) 0.009(3) 0.009(2) C14 0.024(2) 0.030(2) 0.019(2) 0.0019(18) 0.0003(18) 0.0032(19) C15 0.022(3) 0.035(3) 0.022(2) 0.0031(19) -0.002(2) 0.001(2) C16 0.027(3) 0.038(3) 0.043(3) 0.007(2) 0.000(2) -0.016(2) C17 0.027(3) 0.034(3) 0.032(3) 0.004(2) -0.0040(19) 0.006(2) C18 0.027(2) 0.030(2) 0.017(2) 0.004(2) 0.000(2) -0.0007(17) C19 0.028(3) 0.041(3) 0.043(3) -0.006(2) 0.005(2) 0.008(2) _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 K1 O1 2.796(3) . ? K1 N4 2.811(4) 1_565 ? K1 N3 2.884(4) . ? K1 N1 2.913(4) . ? K1 N2 2.926(4) . ? K1 C18 3.334(4) . ? K1 Zn1 3.3485(11) . ? K1 C14 3.404(4) . ? K1 C15 3.487(5) 1_565 ? Zn1 C12 2.023(5) . ? Zn1 C10 2.025(5) . ? Zn1 C14 2.062(4) . ? O1 C18 1.381(5) . ? O1 C19 1.427(5) . ? N1 C2 1.425(7) . ? N1 C3 1.463(7) . ? N1 C1 1.472(7) . ? N2 C6 1.457(6) . ? N2 C5 1.457(7) . ? N2 C4 1.463(7) . ? N3 C9 1.440(7) . ? N3 C8 1.451(7) . ? N3 C7 1.497(7) . ? N4 C16 1.343(6) . ? N4 C15 1.346(6) . ? N4 K1 2.811(4) 1_545 ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 C4 1.503(8) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C7 1.493(8) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.519(7) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 C13 1.527(7) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.393(6) . ? C14 C18 1.397(6) . ? C15 K1 3.487(5) 1_545 ? C15 H15 0.9500 . ? C16 C17 1.373(7) . ? C16 H16 0.9500 . ? C17 C18 1.391(6) . ? C17 H17 0.9500 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 K1 N4 89.13(11) . 1_565 ? O1 K1 N3 98.43(11) . . ? N4 K1 N3 89.64(13) 1_565 . ? O1 K1 N1 144.09(11) . . ? N4 K1 N1 108.68(12) 1_565 . ? N3 K1 N1 112.18(13) . . ? O1 K1 N2 121.70(11) . . ? N4 K1 N2 139.52(12) 1_565 . ? N3 K1 N2 62.43(12) . . ? N1 K1 N2 62.64(12) . . ? O1 K1 C18 24.05(9) . . ? N4 K1 C18 112.53(12) 1_565 . ? N3 K1 C18 92.63(12) . . ? N1 K1 C18 131.56(11) . . ? N2 K1 C18 98.31(11) . . ? O1 K1 Zn1 64.26(6) . . ? N4 K1 Zn1 124.53(9) 1_565 . ? N3 K1 Zn1 139.08(9) . . ? N1 K1 Zn1 80.12(9) . . ? N2 K1 Zn1 94.13(8) . . ? C18 K1 Zn1 55.93(8) . . ? O1 K1 C14 43.09(9) . . ? N4 K1 C14 130.62(12) 1_565 . ? N3 K1 C14 106.19(12) . . ? N1 K1 C14 107.68(11) . . ? N2 K1 C14 87.25(11) . . ? C18 K1 C14 23.90(10) . . ? Zn1 K1 C14 35.55(7) . . ? O1 K1 C15 100.72(10) . 1_565 ? N4 K1 C15 21.41(11) 1_565 1_565 ? N3 K1 C15 105.47(12) . 1_565 ? N1 K1 C15 89.12(12) . 1_565 ? N2 K1 C15 136.58(12) . 1_565 ? C18 K1 C15 124.67(11) . 1_565 ? Zn1 K1 C15 113.85(8) . 1_565 ? C14 K1 C15 134.66(10) . 1_565 ? C12 Zn1 C10 123.5(2) . . ? C12 Zn1 C14 114.67(19) . . ? C10 Zn1 C14 121.85(18) . . ? C12 Zn1 K1 127.46(14) . . ? C10 Zn1 K1 72.59(14) . . ? C14 Zn1 K1 73.69(12) . . ? C18 O1 C19 118.3(3) . . ? C18 O1 K1 100.4(2) . . ? C19 O1 K1 115.7(3) . . ? C2 N1 C3 114.9(5) . . ? C2 N1 C1 108.9(5) . . ? C3 N1 C1 105.5(5) . . ? C2 N1 K1 102.2(3) . . ? C3 N1 K1 108.9(3) . . ? C1 N1 K1 116.9(3) . . ? C6 N2 C5 109.7(5) . . ? C6 N2 C4 110.6(4) . . ? C5 N2 C4 111.2(5) . . ? C6 N2 K1 114.1(3) . . ? C5 N2 K1 97.3(3) . . ? C4 N2 K1 113.1(3) . . ? C9 N3 C8 109.8(5) . . ? C9 N3 C7 109.2(4) . . ? C8 N3 C7 110.3(4) . . ? C9 N3 K1 114.5(3) . . ? C8 N3 K1 100.5(3) . . ? C7 N3 K1 112.3(3) . . ? C16 N4 C15 114.5(4) . . ? C16 N4 K1 136.6(3) . 1_545 ? C15 N4 K1 108.9(3) . 1_545 ? N1 C1 H1A 109.5 . . ? N1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? N1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? N1 C3 C4 114.3(5) . . ? N1 C3 H3A 108.7 . . ? C4 C3 H3A 108.7 . . ? N1 C3 H3B 108.7 . . ? C4 C3 H3B 108.7 . . ? H3A C3 H3B 107.6 . . ? N2 C4 C3 115.7(4) . . ? N2 C4 H4A 108.4 . . ? C3 C4 H4A 108.4 . . ? N2 C4 H4B 108.4 . . ? C3 C4 H4B 108.4 . . ? H4A C4 H4B 107.4 . . ? N2 C5 H5A 109.5 . . ? N2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? N2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N2 C6 C7 114.8(4) . . ? N2 C6 H6A 108.6 . . ? C7 C6 H6A 108.6 . . ? N2 C6 H6B 108.6 . . ? C7 C6 H6B 108.6 . . ? H6A C6 H6B 107.5 . . ? C6 C7 N3 115.1(4) . . ? C6 C7 H7A 108.5 . . ? N3 C7 H7A 108.5 . . ? C6 C7 H7B 108.5 . . ? N3 C7 H7B 108.5 . . ? H7A C7 H7B 107.5 . . ? N3 C8 H8A 109.5 . . ? N3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? N3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N3 C9 H9A 109.5 . . ? N3 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? N3 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 Zn1 112.1(3) . . ? C11 C10 H10A 109.2 . . ? Zn1 C10 H10A 109.2 . . ? C11 C10 H10B 109.2 . . ? Zn1 C10 H10B 109.2 . . ? H10A C10 H10B 107.9 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C13 C12 Zn1 113.8(3) . . ? C13 C12 H12A 108.8 . . ? Zn1 C12 H12A 108.8 . . ? C13 C12 H12B 108.8 . . ? Zn1 C12 H12B 108.8 . . ? H12A C12 H12B 107.7 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 C18 112.7(4) . . ? C15 C14 Zn1 118.3(3) . . ? C18 C14 Zn1 128.9(3) . . ? C15 C14 K1 136.6(3) . . ? C18 C14 K1 75.3(2) . . ? Zn1 C14 K1 70.76(12) . . ? N4 C15 C14 128.4(4) . . ? N4 C15 K1 49.7(2) . 1_545 ? C14 C15 K1 177.3(3) . 1_545 ? N4 C15 H15 115.8 . . ? C14 C15 H15 115.8 . . ? K1 C15 H15 66.1 1_545 . ? N4 C16 C17 124.7(4) . . ? N4 C16 H16 117.7 . . ? C17 C16 H16 117.7 . . ? C16 C17 C18 117.3(4) . . ? C16 C17 H17 121.4 . . ? C18 C17 H17 121.4 . . ? O1 C18 C17 122.3(4) . . ? O1 C18 C14 115.2(4) . . ? C17 C18 C14 122.5(4) . . ? O1 C18 K1 55.6(2) . . ? C17 C18 K1 131.9(3) . . ? C14 C18 K1 80.8(2) . . ? O1 C19 H19A 109.5 . . ? O1 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? O1 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 K1 Zn1 C12 152.9(2) . . . . ? N4 K1 Zn1 C12 -137.8(2) 1_565 . . . ? N3 K1 Zn1 C12 80.8(2) . . . . ? N1 K1 Zn1 C12 -31.8(2) . . . . ? N2 K1 Zn1 C12 29.5(2) . . . . ? C18 K1 Zn1 C12 126.7(2) . . . . ? C14 K1 Zn1 C12 108.9(2) . . . . ? C15 K1 Zn1 C12 -116.4(2) 1_565 . . . ? O1 K1 Zn1 C10 -87.95(17) . . . . ? N4 K1 Zn1 C10 -18.57(19) 1_565 . . . ? N3 K1 Zn1 C10 -160.0(2) . . . . ? N1 K1 Zn1 C10 87.38(18) . . . . ? N2 K1 Zn1 C10 148.68(18) . . . . ? C18 K1 Zn1 C10 -114.08(19) . . . . ? C14 K1 Zn1 C10 -131.9(2) . . . . ? C15 K1 Zn1 C10 2.78(18) 1_565 . . . ? O1 K1 Zn1 C14 43.97(14) . . . . ? N4 K1 Zn1 C14 113.34(16) 1_565 . . . ? N3 K1 Zn1 C14 -28.11(18) . . . . ? N1 K1 Zn1 C14 -140.70(15) . . . . ? N2 K1 Zn1 C14 -79.41(15) . . . . ? C18 K1 Zn1 C14 17.83(14) . . . . ? C15 K1 Zn1 C14 134.69(15) 1_565 . . . ? N4 K1 O1 C18 166.9(2) 1_565 . . . ? N3 K1 O1 C18 77.4(3) . . . . ? N1 K1 O1 C18 -71.4(3) . . . . ? N2 K1 O1 C18 14.7(3) . . . . ? Zn1 K1 O1 C18 -63.5(2) . . . . ? C14 K1 O1 C18 -27.3(2) . . . . ? C15 K1 O1 C18 -175.0(2) 1_565 . . . ? N4 K1 O1 C19 38.3(3) 1_565 . . . ? N3 K1 O1 C19 -51.2(3) . . . . ? N1 K1 O1 C19 160.0(3) . . . . ? N2 K1 O1 C19 -113.9(3) . . . . ? C18 K1 O1 C19 -128.6(4) . . . . ? Zn1 K1 O1 C19 167.9(3) . . . . ? C14 K1 O1 C19 -155.9(3) . . . . ? C15 K1 O1 C19 56.4(3) 1_565 . . . ? O1 K1 N1 C2 -155.9(3) . . . . ? N4 K1 N1 C2 -39.8(4) 1_565 . . . ? N3 K1 N1 C2 57.7(4) . . . . ? N2 K1 N1 C2 97.0(4) . . . . ? C18 K1 N1 C2 173.0(3) . . . . ? Zn1 K1 N1 C2 -163.1(4) . . . . ? C14 K1 N1 C2 174.2(3) . . . . ? C15 K1 N1 C2 -48.7(4) 1_565 . . . ? O1 K1 N1 C3 82.2(4) . . . . ? N4 K1 N1 C3 -161.7(4) 1_565 . . . ? N3 K1 N1 C3 -64.2(4) . . . . ? N2 K1 N1 C3 -24.9(3) . . . . ? C18 K1 N1 C3 51.1(4) . . . . ? Zn1 K1 N1 C3 75.0(4) . . . . ? C14 K1 N1 C3 52.3(4) . . . . ? C15 K1 N1 C3 -170.6(4) 1_565 . . . ? O1 K1 N1 C1 -37.2(5) . . . . ? N4 K1 N1 C1 78.9(4) 1_565 . . . ? N3 K1 N1 C1 176.4(4) . . . . ? N2 K1 N1 C1 -144.3(4) . . . . ? C18 K1 N1 C1 -68.3(4) . . . . ? Zn1 K1 N1 C1 -44.4(4) . . . . ? C14 K1 N1 C1 -67.1(4) . . . . ? C15 K1 N1 C1 70.0(4) 1_565 . . . ? O1 K1 N2 C6 91.6(4) . . . . ? N4 K1 N2 C6 -42.5(4) 1_565 . . . ? N3 K1 N2 C6 9.0(3) . . . . ? N1 K1 N2 C6 -129.6(4) . . . . ? C18 K1 N2 C6 97.6(4) . . . . ? Zn1 K1 N2 C6 153.7(3) . . . . ? C14 K1 N2 C6 118.8(4) . . . . ? C15 K1 N2 C6 -74.5(4) 1_565 . . . ? O1 K1 N2 C5 -23.9(4) . . . . ? N4 K1 N2 C5 -158.1(3) 1_565 . . . ? N3 K1 N2 C5 -106.6(4) . . . . ? N1 K1 N2 C5 114.9(4) . . . . ? C18 K1 N2 C5 -17.9(3) . . . . ? Zn1 K1 N2 C5 38.2(3) . . . . ? C14 K1 N2 C5 3.3(3) . . . . ? C15 K1 N2 C5 170.0(3) 1_565 . . . ? O1 K1 N2 C4 -140.8(3) . . . . ? N4 K1 N2 C4 85.1(4) 1_565 . . . ? N3 K1 N2 C4 136.6(4) . . . . ? N1 K1 N2 C4 -2.0(3) . . . . ? C18 K1 N2 C4 -134.8(3) . . . . ? Zn1 K1 N2 C4 -78.6(3) . . . . ? C14 K1 N2 C4 -113.6(3) . . . . ? C15 K1 N2 C4 53.1(4) 1_565 . . . ? O1 K1 N3 C9 21.0(4) . . . . ? N4 K1 N3 C9 -68.0(4) 1_565 . . . ? N1 K1 N3 C9 -178.1(4) . . . . ? N2 K1 N3 C9 142.5(4) . . . . ? C18 K1 N3 C9 44.5(4) . . . . ? Zn1 K1 N3 C9 81.1(4) . . . . ? C14 K1 N3 C9 64.5(4) . . . . ? C15 K1 N3 C9 -82.6(4) 1_565 . . . ? O1 K1 N3 C8 138.6(3) . . . . ? N4 K1 N3 C8 49.5(3) 1_565 . . . ? N1 K1 N3 C8 -60.6(4) . . . . ? N2 K1 N3 C8 -99.9(4) . . . . ? C18 K1 N3 C8 162.1(3) . . . . ? Zn1 K1 N3 C8 -161.4(3) . . . . ? C14 K1 N3 C8 -177.9(3) . . . . ? C15 K1 N3 C8 34.9(4) 1_565 . . . ? O1 K1 N3 C7 -104.2(3) . . . . ? N4 K1 N3 C7 166.7(3) 1_565 . . . ? N1 K1 N3 C7 56.6(4) . . . . ? N2 K1 N3 C7 17.2(3) . . . . ? C18 K1 N3 C7 -80.8(3) . . . . ? Zn1 K1 N3 C7 -44.2(4) . . . . ? C14 K1 N3 C7 -60.8(3) . . . . ? C15 K1 N3 C7 152.1(3) 1_565 . . . ? C2 N1 C3 C4 -61.0(7) . . . . ? C1 N1 C3 C4 179.1(5) . . . . ? K1 N1 C3 C4 52.9(5) . . . . ? C6 N2 C4 C3 159.0(5) . . . . ? C5 N2 C4 C3 -78.8(6) . . . . ? K1 N2 C4 C3 29.6(6) . . . . ? N1 C3 C4 N2 -58.9(7) . . . . ? C5 N2 C6 C7 72.6(6) . . . . ? C4 N2 C6 C7 -164.3(5) . . . . ? K1 N2 C6 C7 -35.4(6) . . . . ? N2 C6 C7 N3 55.5(7) . . . . ? C9 N3 C7 C6 -172.3(5) . . . . ? C8 N3 C7 C6 67.0(6) . . . . ? K1 N3 C7 C6 -44.2(5) . . . . ? C12 Zn1 C10 C11 -27.5(5) . . . . ? C14 Zn1 C10 C11 151.5(3) . . . . ? K1 Zn1 C10 C11 -151.3(4) . . . . ? C10 Zn1 C12 C13 91.7(4) . . . . ? C14 Zn1 C12 C13 -87.3(4) . . . . ? K1 Zn1 C12 C13 -175.2(3) . . . . ? C12 Zn1 C14 C15 9.1(4) . . . . ? C10 Zn1 C14 C15 -169.9(3) . . . . ? K1 Zn1 C14 C15 133.4(3) . . . . ? C12 Zn1 C14 C18 -175.4(4) . . . . ? C10 Zn1 C14 C18 5.6(4) . . . . ? K1 Zn1 C14 C18 -51.1(4) . . . . ? C12 Zn1 C14 K1 -124.26(16) . . . . ? C10 Zn1 C14 K1 56.72(19) . . . . ? O1 K1 C14 C15 135.1(5) . . . . ? N4 K1 C14 C15 153.9(4) 1_565 . . . ? N3 K1 C14 C15 50.0(5) . . . . ? N1 K1 C14 C15 -70.3(5) . . . . ? N2 K1 C14 C15 -10.2(5) . . . . ? C18 K1 C14 C15 107.6(5) . . . . ? Zn1 K1 C14 C15 -111.2(5) . . . . ? C15 K1 C14 C15 -177.3(5) 1_565 . . . ? O1 K1 C14 C18 27.5(2) . . . . ? N4 K1 C14 C18 46.4(3) 1_565 . . . ? N3 K1 C14 C18 -57.5(3) . . . . ? N1 K1 C14 C18 -177.9(2) . . . . ? N2 K1 C14 C18 -117.7(3) . . . . ? Zn1 K1 C14 C18 141.2(3) . . . . ? C15 K1 C14 C18 75.1(3) 1_565 . . . ? O1 K1 C14 Zn1 -113.73(17) . . . . ? N4 K1 C14 Zn1 -94.84(16) 1_565 . . . ? N3 K1 C14 Zn1 161.26(12) . . . . ? N1 K1 C14 Zn1 40.91(15) . . . . ? N2 K1 C14 Zn1 101.03(13) . . . . ? C18 K1 C14 Zn1 -141.2(3) . . . . ? C15 K1 C14 Zn1 -66.09(18) 1_565 . . . ? C16 N4 C15 C14 -0.9(7) . . . . ? K1 N4 C15 C14 177.4(4) 1_545 . . . ? C16 N4 C15 K1 -178.3(5) . . . 1_545 ? C18 C14 C15 N4 1.3(6) . . . . ? Zn1 C14 C15 N4 177.5(4) . . . . ? K1 C14 C15 N4 -91.0(6) . . . . ? C18 C14 C15 K1 48(7) . . . 1_545 ? Zn1 C14 C15 K1 -136(7) . . . 1_545 ? K1 C14 C15 K1 -45(7) . . . 1_545 ? C15 N4 C16 C17 -0.5(7) . . . . ? K1 N4 C16 C17 -178.1(3) 1_545 . . . ? N4 C16 C17 C18 1.2(7) . . . . ? C19 O1 C18 C17 5.2(6) . . . . ? K1 O1 C18 C17 -121.6(4) . . . . ? C19 O1 C18 C14 -175.6(4) . . . . ? K1 O1 C18 C14 57.6(4) . . . . ? C19 O1 C18 K1 126.8(4) . . . . ? C16 C17 C18 O1 178.5(4) . . . . ? C16 C17 C18 C14 -0.7(7) . . . . ? C16 C17 C18 K1 107.9(4) . . . . ? C15 C14 C18 O1 -179.7(4) . . . . ? Zn1 C14 C18 O1 4.6(6) . . . . ? K1 C14 C18 O1 -44.9(3) . . . . ? C15 C14 C18 C17 -0.4(6) . . . . ? Zn1 C14 C18 C17 -176.2(3) . . . . ? K1 C14 C18 C17 134.4(4) . . . . ? C15 C14 C18 K1 -134.8(3) . . . . ? Zn1 C14 C18 K1 49.4(3) . . . . ? N4 K1 C18 O1 -14.2(3) 1_565 . . . ? N3 K1 C18 O1 -104.9(2) . . . . ? N1 K1 C18 O1 132.0(2) . . . . ? N2 K1 C18 O1 -167.4(2) . . . . ? Zn1 K1 C18 O1 103.2(2) . . . . ? C14 K1 C18 O1 129.3(4) . . . . ? C15 K1 C18 O1 6.0(3) 1_565 . . . ? O1 K1 C18 C17 104.8(5) . . . . ? N4 K1 C18 C17 90.6(4) 1_565 . . . ? N3 K1 C18 C17 -0.1(4) . . . . ? N1 K1 C18 C17 -123.2(4) . . . . ? N2 K1 C18 C17 -62.6(4) . . . . ? Zn1 K1 C18 C17 -152.0(4) . . . . ? C14 K1 C18 C17 -125.9(5) . . . . ? C15 K1 C18 C17 110.8(4) 1_565 . . . ? O1 K1 C18 C14 -129.3(4) . . . . ? N4 K1 C18 C14 -143.5(2) 1_565 . . . ? N3 K1 C18 C14 125.8(3) . . . . ? N1 K1 C18 C14 2.7(3) . . . . ? N2 K1 C18 C14 63.3(3) . . . . ? Zn1 K1 C18 C14 -26.1(2) . . . . ? C15 K1 C18 C14 -123.3(2) 1_565 . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.496 _refine_diff_density_min -0.351 _refine_diff_density_rms 0.076 #===END