Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _publ_contact_author_name 'Martin Broring' _publ_contact_author_address ; Fachbereich Chemie Philipps-Universitat Marburg Hans-Meerwein-Strasse Marburg 35032 GERMANY ; _publ_section_title ; Monomeric and polymeric copper- and zinc tripyrrins ; _publ_contact_author_email MARTIN.BROERING@CHEMIE.UNI-MARBURG.DE loop_ _publ_author_name M.Broring C.D.Brandt S.Kohler S.Prikhodovski E.C.Tejero # Attachment 'structures.cif' data_cb16cb _database_code_depnum_ccdc_archive 'CCDC 621916' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H38 Cl Cu N3' _chemical_formula_weight 515.60 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.3967(11) _cell_length_b 11.7846(14) _cell_length_c 14.3926(17) _cell_angle_alpha 66.798(2) _cell_angle_beta 75.999(2) _cell_angle_gamma 69.868(2) _cell_volume 1364.9(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5358 _cell_measurement_theta_min 2.326 _cell_measurement_theta_max 27.559 _exptl_crystal_description block _exptl_crystal_colour violet _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.255 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 546 _exptl_absorpt_coefficient_mu 0.918 _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 173(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 'Bruker Smart Apex with D8-Goniometer' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22590 _diffrn_reflns_av_R_equivalents 0.0291 _diffrn_reflns_av_sigmaI/netI 0.0206 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.55 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4779 _reflns_number_gt 4486 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART-NT V5.6' _computing_cell_refinement 'SAINT-NT V6.0' _computing_data_reduction 'SAINT-NT V6.0' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Mercury 1.4.1' _computing_publication_material 'WinGx-Version 1.70.00' _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^)+(0.0408P)^2^+1.0515P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary patterson _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 4779 _refine_ls_number_parameters 306 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0386 _refine_ls_R_factor_gt 0.0362 _refine_ls_wR_factor_ref 0.0928 _refine_ls_wR_factor_gt 0.0918 _refine_ls_goodness_of_fit_ref 1.142 _refine_ls_restrained_S_all 1.142 _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 Cl1 Cl 1.10471(8) 0.60063(7) 0.63296(5) 0.04286(18) Uani 1 1 d . . . Cu1 Cu 0.87540(3) 0.72315(2) 0.678674(19) 0.02408(10) Uani 1 1 d . . . C1 C 0.7662(4) 0.6673(3) 0.4898(2) 0.0460(7) Uani 1 1 d . . . H1A H 0.7781 0.6141 0.5611 0.069 Uiso 1 1 calc R . . H1B H 0.8511 0.6309 0.4455 0.069 Uiso 1 1 calc R . . H1C H 0.6695 0.6694 0.4739 0.069 Uiso 1 1 calc R . . C2 C 0.7662(3) 0.8009(2) 0.47272(19) 0.0346(6) Uani 1 1 d . . . C3 C 0.7480(3) 0.9077(3) 0.37805(19) 0.0381(6) Uani 1 1 d . . . C4 C 0.7612(3) 1.0093(2) 0.39517(18) 0.0326(5) Uani 1 1 d . . . C5 C 0.7896(3) 0.9637(2) 0.50033(17) 0.0293(5) Uani 1 1 d . . . C6 C 0.8183(3) 1.0337(2) 0.54661(18) 0.0301(5) Uani 1 1 d . . . H6 H 0.8218 1.1185 0.5047 0.036 Uiso 1 1 calc R . . C7 C 0.8434(3) 0.9957(2) 0.64969(18) 0.0282(5) Uani 1 1 d . . . C8 C 0.8518(3) 1.0739(2) 0.70213(19) 0.0302(5) Uani 1 1 d . . . C9 C 0.8595(3) 0.9966(2) 0.80306(18) 0.0303(5) Uani 1 1 d . . . C10 C 0.8549(3) 0.8733(2) 0.80993(18) 0.0278(5) Uani 1 1 d . . . C11 C 0.8439(3) 0.7647(2) 0.89846(17) 0.0285(5) Uani 1 1 d . . . H11 H 0.8553 0.7699 0.9604 0.034 Uiso 1 1 calc R . . C12 C 0.8188(3) 0.6532(2) 0.90598(17) 0.0276(5) Uani 1 1 d . . . C13 C 0.8054(3) 0.5456(2) 0.99919(18) 0.0289(5) Uani 1 1 d . . . C14 C 0.7884(3) 0.4528(2) 0.97152(18) 0.0303(5) Uani 1 1 d . . . C15 C 0.7917(3) 0.5032(2) 0.86255(18) 0.0298(5) Uani 1 1 d . . . C16 C 0.7824(4) 0.4366(3) 0.7961(2) 0.0414(6) Uani 1 1 d . . . H16A H 0.7070 0.4938 0.7489 0.062 Uiso 1 1 calc R . . H16B H 0.7516 0.3583 0.8383 0.062 Uiso 1 1 calc R . . H16C H 0.8826 0.4137 0.7572 0.062 Uiso 1 1 calc R . . C17 C 0.7214(4) 0.9038(3) 0.2797(2) 0.0505(8) Uani 1 1 d . . . H17A H 0.7737 0.9608 0.2214 0.061 Uiso 1 1 calc R . . H17B H 0.7673 0.8152 0.2782 0.061 Uiso 1 1 calc R . . C18 C 0.5553(4) 0.9448(4) 0.2674(3) 0.0744(11) Uani 1 1 d . . . H18A H 0.5030 0.8881 0.3244 0.112 Uiso 1 1 calc R . . H18B H 0.5445 0.9397 0.2032 0.112 Uiso 1 1 calc R . . H18C H 0.5099 1.0336 0.2664 0.112 Uiso 1 1 calc R . . C19 C 0.7479(3) 1.1444(3) 0.32300(19) 0.0391(6) Uani 1 1 d . . . H19A H 0.7593 1.1456 0.2525 0.047 Uiso 1 1 calc R . . H19B H 0.8325 1.1727 0.3284 0.047 Uiso 1 1 calc R . . C20 C 0.5962(4) 1.2397(3) 0.3434(2) 0.0533(8) Uani 1 1 d . . . H20A H 0.5119 1.2138 0.3364 0.080 Uiso 1 1 calc R . . H20B H 0.5944 1.3259 0.2943 0.080 Uiso 1 1 calc R . . H20C H 0.5849 1.2404 0.4127 0.080 Uiso 1 1 calc R . . C21 C 0.8473(3) 1.2139(2) 0.6529(2) 0.0355(6) Uani 1 1 d . . . H21A H 0.9091 1.2271 0.5852 0.043 Uiso 1 1 calc R . . H21B H 0.8949 1.2368 0.6950 0.043 Uiso 1 1 calc R . . C22 C 0.6858(3) 1.3043(3) 0.6400(2) 0.0462(7) Uani 1 1 d . . . H22A H 0.6390 1.2843 0.5965 0.069 Uiso 1 1 calc R . . H22B H 0.6906 1.3935 0.6083 0.069 Uiso 1 1 calc R . . H22C H 0.6242 1.2929 0.7068 0.069 Uiso 1 1 calc R . . C23 C 0.8630(3) 1.0312(3) 0.8920(2) 0.0382(6) Uani 1 1 d . . . H23A H 0.9022 1.1074 0.8668 0.046 Uiso 1 1 calc R . . H23B H 0.9349 0.9592 0.9370 0.046 Uiso 1 1 calc R . . C24 C 0.7070(4) 1.0604(3) 0.9540(2) 0.0573(8) Uani 1 1 d . . . H24A H 0.6360 1.1336 0.9106 0.086 Uiso 1 1 calc R . . H24B H 0.7167 1.0813 1.0113 0.086 Uiso 1 1 calc R . . H24C H 0.6679 0.9849 0.9801 0.086 Uiso 1 1 calc R . . C25 C 0.8079(3) 0.5414(3) 1.10474(18) 0.0348(6) Uani 1 1 d . . . H25A H 0.8887 0.5788 1.1024 0.042 Uiso 1 1 calc R . . H25B H 0.8350 0.4504 1.1500 0.042 Uiso 1 1 calc R . . C26 C 0.6566(3) 0.6133(3) 1.1506(2) 0.0473(7) Uani 1 1 d . . . H26A H 0.6310 0.7044 1.1081 0.071 Uiso 1 1 calc R . . H26B H 0.6659 0.6049 1.2195 0.071 Uiso 1 1 calc R . . H26C H 0.5757 0.5767 1.1536 0.071 Uiso 1 1 calc R . . C27 C 0.7682(3) 0.3225(2) 1.0389(2) 0.0361(6) Uani 1 1 d . . . H27A H 0.8157 0.2938 1.1016 0.043 Uiso 1 1 calc R . . H27B H 0.8224 0.2602 1.0030 0.043 Uiso 1 1 calc R . . C28 C 0.6014(3) 0.3218(3) 1.0683(2) 0.0403(6) Uani 1 1 d . . . H28A H 0.5467 0.3835 1.1037 0.060 Uiso 1 1 calc R . . H28B H 0.5953 0.2355 1.1134 0.060 Uiso 1 1 calc R . . H28C H 0.5548 0.3459 1.0068 0.060 Uiso 1 1 calc R . . N1 N 0.7888(2) 0.83286(19) 0.54559(15) 0.0307(4) Uani 1 1 d . . . N2 N 0.8481(2) 0.87451(18) 0.71568(14) 0.0282(4) Uani 1 1 d . . . N3 N 0.8074(2) 0.62197(18) 0.82341(14) 0.0280(4) 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 Cl1 0.0429(4) 0.0441(4) 0.0305(3) -0.0127(3) -0.0021(3) -0.0006(3) Cu1 0.03178(17) 0.02267(15) 0.01599(15) -0.00415(11) -0.00255(11) -0.00858(11) C1 0.067(2) 0.0413(15) 0.0359(15) -0.0124(13) -0.0127(14) -0.0185(14) C2 0.0385(14) 0.0377(14) 0.0280(13) -0.0103(11) -0.0050(11) -0.0115(11) C3 0.0405(15) 0.0443(15) 0.0265(13) -0.0087(12) -0.0060(11) -0.0111(12) C4 0.0310(13) 0.0379(14) 0.0229(12) -0.0049(10) -0.0015(10) -0.0102(11) C5 0.0293(12) 0.0307(12) 0.0223(12) -0.0028(10) -0.0026(10) -0.0094(10) C6 0.0309(13) 0.0273(12) 0.0266(12) -0.0047(10) -0.0012(10) -0.0085(10) C7 0.0285(12) 0.0281(12) 0.0252(12) -0.0075(10) 0.0009(9) -0.0093(10) C8 0.0289(13) 0.0307(12) 0.0301(13) -0.0101(10) 0.0003(10) -0.0105(10) C9 0.0295(13) 0.0333(13) 0.0289(13) -0.0106(10) -0.0022(10) -0.0108(10) C10 0.0287(12) 0.0314(12) 0.0236(12) -0.0100(10) -0.0024(9) -0.0085(10) C11 0.0274(12) 0.0346(13) 0.0210(11) -0.0095(10) -0.0039(9) -0.0051(10) C12 0.0269(12) 0.0311(12) 0.0200(11) -0.0062(10) -0.0024(9) -0.0057(10) C13 0.0223(12) 0.0318(12) 0.0249(12) -0.0046(10) -0.0023(9) -0.0048(10) C14 0.0274(12) 0.0287(12) 0.0253(12) -0.0016(10) -0.0038(10) -0.0052(10) C15 0.0294(13) 0.0288(12) 0.0272(12) -0.0047(10) -0.0023(10) -0.0099(10) C16 0.0590(18) 0.0353(14) 0.0319(14) -0.0081(11) -0.0029(12) -0.0212(13) C17 0.067(2) 0.0571(18) 0.0307(15) -0.0102(13) -0.0120(14) -0.0219(16) C18 0.071(2) 0.111(3) 0.055(2) -0.021(2) -0.0143(18) -0.046(2) C19 0.0432(15) 0.0406(15) 0.0252(13) 0.0005(11) -0.0054(11) -0.0144(12) C20 0.0549(19) 0.0424(16) 0.0465(18) -0.0007(14) -0.0122(15) -0.0073(14) C21 0.0438(15) 0.0329(13) 0.0321(13) -0.0111(11) 0.0006(11) -0.0168(12) C22 0.0506(17) 0.0320(14) 0.0504(18) -0.0114(13) -0.0042(14) -0.0094(13) C23 0.0515(17) 0.0355(14) 0.0327(14) -0.0129(11) -0.0076(12) -0.0150(12) C24 0.071(2) 0.062(2) 0.0442(18) -0.0309(16) 0.0075(16) -0.0195(17) C25 0.0316(13) 0.0413(14) 0.0232(12) -0.0050(11) -0.0051(10) -0.0061(11) C26 0.0418(16) 0.0613(19) 0.0312(15) -0.0186(14) -0.0059(12) -0.0009(14) C27 0.0369(14) 0.0302(13) 0.0304(13) -0.0001(11) -0.0045(11) -0.0084(11) C28 0.0412(15) 0.0366(14) 0.0361(15) -0.0020(12) -0.0065(12) -0.0137(12) N1 0.0364(11) 0.0315(11) 0.0229(10) -0.0063(9) -0.0035(9) -0.0114(9) N2 0.0340(11) 0.0279(10) 0.0218(10) -0.0065(8) -0.0036(8) -0.0096(9) N3 0.0321(11) 0.0264(10) 0.0222(10) -0.0048(8) -0.0032(8) -0.0084(8) _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 Cl1 Cu1 2.2541(7) . ? Cu1 N2 1.975(2) . ? Cu1 N1 2.020(2) . ? Cu1 N3 2.0231(19) . ? C1 C2 1.494(4) . ? C2 N1 1.327(3) . ? C2 C3 1.444(4) . ? C3 C4 1.362(4) . ? C3 C17 1.517(4) . ? C4 C5 1.452(3) . ? C4 C19 1.501(3) . ? C5 C6 1.367(3) . ? C5 N1 1.420(3) . ? C6 C7 1.425(3) . ? C7 N2 1.361(3) . ? C7 C8 1.433(3) . ? C8 C9 1.381(3) . ? C8 C21 1.507(3) . ? C9 C10 1.432(3) . ? C9 C23 1.499(3) . ? C10 N2 1.368(3) . ? C10 C11 1.419(3) . ? C11 C12 1.372(3) . ? C12 N3 1.411(3) . ? C12 C13 1.453(3) . ? C13 C14 1.369(4) . ? C13 C25 1.506(3) . ? C14 C15 1.438(3) . ? C14 C27 1.507(3) . ? C15 N3 1.333(3) . ? C15 C16 1.490(4) . ? C17 C18 1.499(5) . ? C19 C20 1.528(4) . ? C21 C22 1.530(4) . ? C23 C24 1.525(4) . ? C25 C26 1.527(4) . ? C27 C28 1.523(4) . ? 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 N2 Cu1 N1 92.58(8) . . ? N2 Cu1 N3 91.99(8) . . ? N1 Cu1 N3 139.66(8) . . ? N2 Cu1 Cl1 123.78(6) . . ? N1 Cu1 Cl1 104.13(6) . . ? N3 Cu1 Cl1 106.32(6) . . ? N1 C2 C3 111.9(2) . . ? N1 C2 C1 122.0(2) . . ? C3 C2 C1 126.0(2) . . ? C4 C3 C2 106.6(2) . . ? C4 C3 C17 127.9(2) . . ? C2 C3 C17 125.5(3) . . ? C3 C4 C5 106.9(2) . . ? C3 C4 C19 128.6(2) . . ? C5 C4 C19 124.5(2) . . ? C6 C5 N1 125.8(2) . . ? C6 C5 C4 125.6(2) . . ? N1 C5 C4 108.5(2) . . ? C5 C6 C7 128.3(2) . . ? N2 C7 C6 121.2(2) . . ? N2 C7 C8 110.2(2) . . ? C6 C7 C8 128.3(2) . . ? C9 C8 C7 106.4(2) . . ? C9 C8 C21 129.0(2) . . ? C7 C8 C21 124.6(2) . . ? C8 C9 C10 106.5(2) . . ? C8 C9 C23 128.8(2) . . ? C10 C9 C23 124.6(2) . . ? N2 C10 C11 121.2(2) . . ? N2 C10 C9 110.0(2) . . ? C11 C10 C9 128.5(2) . . ? C12 C11 C10 128.2(2) . . ? C11 C12 N3 125.4(2) . . ? C11 C12 C13 126.0(2) . . ? N3 C12 C13 108.5(2) . . ? C14 C13 C12 106.7(2) . . ? C14 C13 C25 128.0(2) . . ? C12 C13 C25 125.3(2) . . ? C13 C14 C15 106.7(2) . . ? C13 C14 C27 128.5(2) . . ? C15 C14 C27 124.9(2) . . ? N3 C15 C14 111.7(2) . . ? N3 C15 C16 121.2(2) . . ? C14 C15 C16 127.1(2) . . ? C18 C17 C3 112.8(3) . . ? C4 C19 C20 113.2(2) . . ? C8 C21 C22 113.5(2) . . ? C9 C23 C24 113.2(2) . . ? C13 C25 C26 114.0(2) . . ? C14 C27 C28 113.2(2) . . ? C2 N1 C5 106.1(2) . . ? C2 N1 Cu1 131.04(17) . . ? C5 N1 Cu1 120.04(15) . . ? C7 N2 C10 106.89(19) . . ? C7 N2 Cu1 126.15(16) . . ? C10 N2 Cu1 126.21(16) . . ? C15 N3 C12 106.44(19) . . ? C15 N3 Cu1 129.90(17) . . ? C12 N3 Cu1 120.69(15) . . ? 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 N1 C2 C3 C4 0.3(3) . . . . ? C1 C2 C3 C4 -177.6(3) . . . . ? N1 C2 C3 C17 179.6(3) . . . . ? C1 C2 C3 C17 1.8(5) . . . . ? C2 C3 C4 C5 0.8(3) . . . . ? C17 C3 C4 C5 -178.6(3) . . . . ? C2 C3 C4 C19 -178.4(3) . . . . ? C17 C3 C4 C19 2.2(5) . . . . ? C3 C4 C5 C6 176.1(2) . . . . ? C19 C4 C5 C6 -4.6(4) . . . . ? C3 C4 C5 N1 -1.5(3) . . . . ? C19 C4 C5 N1 177.8(2) . . . . ? N1 C5 C6 C7 -4.4(4) . . . . ? C4 C5 C6 C7 178.4(2) . . . . ? C5 C6 C7 N2 3.1(4) . . . . ? C5 C6 C7 C8 -170.2(2) . . . . ? N2 C7 C8 C9 -0.9(3) . . . . ? C6 C7 C8 C9 173.0(2) . . . . ? N2 C7 C8 C21 -179.1(2) . . . . ? C6 C7 C8 C21 -5.2(4) . . . . ? C7 C8 C9 C10 -0.3(3) . . . . ? C21 C8 C9 C10 177.9(2) . . . . ? C7 C8 C9 C23 -177.0(2) . . . . ? C21 C8 C9 C23 1.1(4) . . . . ? C8 C9 C10 N2 1.3(3) . . . . ? C23 C9 C10 N2 178.3(2) . . . . ? C8 C9 C10 C11 -172.9(2) . . . . ? C23 C9 C10 C11 4.1(4) . . . . ? N2 C10 C11 C12 -3.3(4) . . . . ? C9 C10 C11 C12 170.3(2) . . . . ? C10 C11 C12 N3 3.9(4) . . . . ? C10 C11 C12 C13 -178.7(2) . . . . ? C11 C12 C13 C14 -177.1(2) . . . . ? N3 C12 C13 C14 0.7(3) . . . . ? C11 C12 C13 C25 3.8(4) . . . . ? N3 C12 C13 C25 -178.5(2) . . . . ? C12 C13 C14 C15 0.1(3) . . . . ? C25 C13 C14 C15 179.2(2) . . . . ? C12 C13 C14 C27 -179.3(2) . . . . ? C25 C13 C14 C27 -0.2(4) . . . . ? C13 C14 C15 N3 -1.0(3) . . . . ? C27 C14 C15 N3 178.5(2) . . . . ? C13 C14 C15 C16 177.9(2) . . . . ? C27 C14 C15 C16 -2.7(4) . . . . ? C4 C3 C17 C18 -87.2(4) . . . . ? C2 C3 C17 C18 93.5(4) . . . . ? C3 C4 C19 C20 103.9(3) . . . . ? C5 C4 C19 C20 -75.2(3) . . . . ? C9 C8 C21 C22 -96.8(3) . . . . ? C7 C8 C21 C22 81.0(3) . . . . ? C8 C9 C23 C24 97.7(3) . . . . ? C10 C9 C23 C24 -78.6(3) . . . . ? C14 C13 C25 C26 -99.8(3) . . . . ? C12 C13 C25 C26 79.1(3) . . . . ? C13 C14 C27 C28 94.8(3) . . . . ? C15 C14 C27 C28 -84.6(3) . . . . ? C3 C2 N1 C5 -1.2(3) . . . . ? C1 C2 N1 C5 176.8(2) . . . . ? C3 C2 N1 Cu1 -161.56(18) . . . . ? C1 C2 N1 Cu1 16.4(4) . . . . ? C6 C5 N1 C2 -176.0(2) . . . . ? C4 C5 N1 C2 1.6(3) . . . . ? C6 C5 N1 Cu1 -13.0(3) . . . . ? C4 C5 N1 Cu1 164.63(16) . . . . ? N2 Cu1 N1 C2 -179.4(2) . . . . ? N3 Cu1 N1 C2 -83.3(3) . . . . ? Cl1 Cu1 N1 C2 54.8(2) . . . . ? N2 Cu1 N1 C5 22.46(18) . . . . ? N3 Cu1 N1 C5 118.59(18) . . . . ? Cl1 Cu1 N1 C5 -103.36(17) . . . . ? C6 C7 N2 C10 -172.7(2) . . . . ? C8 C7 N2 C10 1.7(3) . . . . ? C6 C7 N2 Cu1 16.7(3) . . . . ? C8 C7 N2 Cu1 -168.89(16) . . . . ? C11 C10 N2 C7 172.8(2) . . . . ? C9 C10 N2 C7 -1.8(3) . . . . ? C11 C10 N2 Cu1 -16.6(3) . . . . ? C9 C10 N2 Cu1 168.72(16) . . . . ? N1 Cu1 N2 C7 -25.5(2) . . . . ? N3 Cu1 N2 C7 -165.4(2) . . . . ? Cl1 Cu1 N2 C7 83.4(2) . . . . ? N1 Cu1 N2 C10 165.7(2) . . . . ? N3 Cu1 N2 C10 25.8(2) . . . . ? Cl1 Cu1 N2 C10 -85.4(2) . . . . ? C14 C15 N3 C12 1.4(3) . . . . ? C16 C15 N3 C12 -177.6(2) . . . . ? C14 C15 N3 Cu1 161.48(17) . . . . ? C16 C15 N3 Cu1 -17.4(4) . . . . ? C11 C12 N3 C15 176.6(2) . . . . ? C13 C12 N3 C15 -1.2(3) . . . . ? C11 C12 N3 Cu1 14.2(3) . . . . ? C13 C12 N3 Cu1 -163.58(15) . . . . ? N2 Cu1 N3 C15 178.8(2) . . . . ? N1 Cu1 N3 C15 82.5(2) . . . . ? Cl1 Cu1 N3 C15 -55.0(2) . . . . ? N2 Cu1 N3 C12 -23.48(18) . . . . ? N1 Cu1 N3 C12 -119.82(18) . . . . ? Cl1 Cu1 N3 C12 102.66(17) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.558 _refine_diff_density_min -0.208 _refine_diff_density_rms 0.058 data_sp5ec _database_code_depnum_ccdc_archive 'CCDC 621917' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H34 Cu N6' _chemical_formula_weight 518.15 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' Cu Cu 0.3201 1.2651 '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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.078(2) _cell_length_b 11.205(2) _cell_length_c 12.676(3) _cell_angle_alpha 111.376(3) _cell_angle_beta 102.728(3) _cell_angle_gamma 94.852(4) _cell_volume 1278.6(5) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5456 _cell_measurement_theta_min 4.736 _cell_measurement_theta_max 56.674 _exptl_crystal_description plate _exptl_crystal_colour brown _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.346 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 546 _exptl_absorpt_coefficient_mu 0.882 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.797 _exptl_absorpt_correction_T_max 0.957 _exptl_absorpt_process_details 'SADABS2.0 (Sheldrick 2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 25529 _diffrn_reflns_av_R_equivalents 0.0355 _diffrn_reflns_av_sigmaI/netI 0.0250 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.37 _diffrn_reflns_theta_max 25.35 _reflns_number_total 4690 _reflns_number_gt 4523 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART-NT V5.6' _computing_cell_refinement 'SAINT-NT V6.0' _computing_data_reduction 'SAINT-NT V6.0' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Mercury 1.4.1' _computing_publication_material 'XSHELL in SHELXTL-97' _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^)+(0.0526P)^2^+1.8690P] 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 4690 _refine_ls_number_parameters 324 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0545 _refine_ls_R_factor_gt 0.0524 _refine_ls_wR_factor_ref 0.1279 _refine_ls_wR_factor_gt 0.1266 _refine_ls_goodness_of_fit_ref 1.195 _refine_ls_restrained_S_all 1.195 _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 C1 C -0.2411(4) 0.6135(4) 0.1837(3) 0.0391(8) Uani 1 1 d . . . H1A H -0.1789 0.6957 0.2051 0.059 Uiso 1 1 calc R . . H1B H -0.3367 0.6224 0.1549 0.059 Uiso 1 1 calc R . . H1C H -0.2163 0.5438 0.1218 0.059 Uiso 1 1 calc R . . C2 C -0.2279(3) 0.5811(3) 0.2881(3) 0.0288(7) Uani 1 1 d . . . C3 C -0.3202(3) 0.4814(3) 0.2964(3) 0.0293(7) Uani 1 1 d . . . C4 C -0.2742(3) 0.4853(3) 0.4062(3) 0.0288(7) Uani 1 1 d . . . C5 C -0.1524(3) 0.5867(3) 0.4655(3) 0.0259(7) Uani 1 1 d . . . C6 C -0.0735(3) 0.6250(3) 0.5784(3) 0.0268(7) Uani 1 1 d . . . H6 H -0.0984 0.5773 0.6217 0.032 Uiso 1 1 calc R . . C7 C 0.0405(3) 0.7274(3) 0.6376(3) 0.0254(6) Uani 1 1 d . . . C8 C 0.1213(3) 0.7696(3) 0.7567(3) 0.0267(7) Uani 1 1 d . . . C9 C 0.2204(3) 0.8730(3) 0.7758(3) 0.0265(7) Uani 1 1 d . . . C10 C 0.1987(3) 0.8918(3) 0.6690(3) 0.0261(7) Uani 1 1 d . . . C11 C 0.2760(3) 0.9869(3) 0.6471(3) 0.0268(7) Uani 1 1 d . . . H11 H 0.3520 1.0434 0.7099 0.032 Uiso 1 1 calc R . . C12 C 0.2526(3) 1.0057(3) 0.5453(3) 0.0267(7) Uani 1 1 d . . . C13 C 0.3286(3) 1.1041(3) 0.5220(3) 0.0292(7) Uani 1 1 d . . . C14 C 0.2629(3) 1.0918(3) 0.4120(3) 0.0279(7) Uani 1 1 d . . . C15 C 0.1496(3) 0.9838(3) 0.3670(3) 0.0266(7) Uani 1 1 d . . . C16 C 0.0504(3) 0.9373(4) 0.2494(3) 0.0339(8) Uani 1 1 d . . . H16A H 0.0953 0.8908 0.1893 0.051 Uiso 1 1 calc R . . H16B H 0.0194 1.0119 0.2350 0.051 Uiso 1 1 calc R . . H16C H -0.0296 0.8784 0.2460 0.051 Uiso 1 1 calc R . . C17 C -0.4401(4) 0.3914(4) 0.1995(3) 0.0367(8) Uani 1 1 d . . . H17A H -0.4457 0.3040 0.2023 0.044 Uiso 1 1 calc R . . H17B H -0.4237 0.3833 0.1232 0.044 Uiso 1 1 calc R . . C18 C -0.5773(4) 0.4355(5) 0.2054(5) 0.0676(15) Uani 1 1 d . . . H18A H -0.5943 0.4445 0.2809 0.101 Uiso 1 1 calc R . . H18B H -0.6517 0.3709 0.1410 0.101 Uiso 1 1 calc R . . H18C H -0.5747 0.5198 0.1981 0.101 Uiso 1 1 calc R . . C19 C -0.3334(4) 0.4028(3) 0.4595(3) 0.0356(8) Uani 1 1 d . . . H19A H -0.4162 0.4327 0.4805 0.053 Uiso 1 1 calc R . . H19B H -0.2648 0.4093 0.5303 0.053 Uiso 1 1 calc R . . H19C H -0.3581 0.3119 0.4028 0.053 Uiso 1 1 calc R . . C20 C 0.0982(4) 0.7111(4) 0.8413(3) 0.0330(7) Uani 1 1 d . . . H20A H 0.1879 0.7224 0.8981 0.040 Uiso 1 1 calc R . . H20B H 0.0631 0.6164 0.7974 0.040 Uiso 1 1 calc R . . C21 C -0.0031(5) 0.7707(5) 0.9088(4) 0.0550(12) Uani 1 1 d . . . H21A H 0.0308 0.8646 0.9524 0.082 Uiso 1 1 calc R . . H21B H -0.0118 0.7300 0.9640 0.082 Uiso 1 1 calc R . . H21C H -0.0936 0.7561 0.8534 0.082 Uiso 1 1 calc R . . C22 C 0.3283(3) 0.9556(3) 0.8877(3) 0.0319(7) Uani 1 1 d . . . H22A H 0.4172 0.9704 0.8693 0.038 Uiso 1 1 calc R . . H22B H 0.3412 0.9078 0.9402 0.038 Uiso 1 1 calc R . . C23 C 0.2919(4) 1.0870(4) 0.9526(3) 0.0466(10) Uani 1 1 d . . . H23A H 0.2785 1.1349 0.9011 0.070 Uiso 1 1 calc R . . H23B H 0.3674 1.1374 1.0235 0.070 Uiso 1 1 calc R . . H23C H 0.2066 1.0734 0.9750 0.070 Uiso 1 1 calc R . . C24 C 0.4564(4) 1.1972(4) 0.6033(3) 0.0396(8) Uani 1 1 d . . . H24A H 0.5375 1.1576 0.5903 0.059 Uiso 1 1 calc R . . H24B H 0.4537 1.2183 0.6849 0.059 Uiso 1 1 calc R . . H24C H 0.4620 1.2771 0.5884 0.059 Uiso 1 1 calc R . . C25 C 0.3003(3) 1.1667(3) 0.3438(3) 0.0326(7) Uani 1 1 d . . . H25A H 0.3537 1.2538 0.3992 0.039 Uiso 1 1 calc R . . H25B H 0.2146 1.1793 0.2965 0.039 Uiso 1 1 calc R . . C26 C 0.3846(5) 1.0988(4) 0.2634(4) 0.0516(11) Uani 1 1 d . . . H26A H 0.4699 1.0869 0.3100 0.077 Uiso 1 1 calc R . . H26B H 0.4076 1.1518 0.2209 0.077 Uiso 1 1 calc R . . H26C H 0.3310 1.0136 0.2068 0.077 Uiso 1 1 calc R . . C27 C 0.1442(4) 0.6495(4) 0.2038(3) 0.0410(9) Uani 1 1 d . . . C28 C 0.2957(5) 0.6891(5) 0.1103(3) 0.0517(11) Uani 1 1 d . . . Cu Cu 0.03753(4) 0.76679(4) 0.42051(3) 0.02436(14) Uani 1 1 d . . . N1 N -0.1287(3) 0.6426(3) 0.3874(2) 0.0264(6) Uani 1 1 d . . . N2 N 0.0891(3) 0.8029(3) 0.5861(2) 0.0246(5) Uani 1 1 d . . . N3 N 0.1440(3) 0.9323(3) 0.4448(2) 0.0262(6) Uani 1 1 d . . . N4 N 0.0963(3) 0.6663(3) 0.2791(3) 0.0435(8) Uani 1 1 d . . . N5 N 0.1851(4) 0.6223(4) 0.1093(3) 0.0555(10) Uani 1 1 d . . . N6 N 0.3941(5) 0.7439(5) 0.1004(4) 0.0763(13) 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 C1 0.037(2) 0.045(2) 0.0275(18) 0.0123(16) 0.0021(15) -0.0021(16) C2 0.0253(16) 0.0303(17) 0.0256(16) 0.0056(13) 0.0059(13) 0.0051(13) C3 0.0261(16) 0.0274(16) 0.0278(17) 0.0040(13) 0.0071(13) 0.0021(13) C4 0.0232(15) 0.0269(16) 0.0326(18) 0.0058(14) 0.0104(13) 0.0056(13) C5 0.0238(15) 0.0254(15) 0.0273(16) 0.0068(13) 0.0100(13) 0.0070(12) C6 0.0272(16) 0.0272(16) 0.0282(16) 0.0104(13) 0.0121(13) 0.0072(13) C7 0.0261(16) 0.0285(16) 0.0230(15) 0.0090(13) 0.0094(13) 0.0097(13) C8 0.0279(16) 0.0303(17) 0.0213(15) 0.0074(13) 0.0082(13) 0.0099(13) C9 0.0226(15) 0.0333(17) 0.0213(15) 0.0077(13) 0.0049(12) 0.0089(13) C10 0.0218(15) 0.0301(16) 0.0214(15) 0.0048(13) 0.0047(12) 0.0061(13) C11 0.0228(15) 0.0296(16) 0.0216(15) 0.0039(13) 0.0043(12) 0.0044(13) C12 0.0223(15) 0.0283(16) 0.0248(16) 0.0055(13) 0.0062(12) 0.0041(13) C13 0.0277(17) 0.0293(17) 0.0278(17) 0.0074(14) 0.0093(14) 0.0041(13) C14 0.0238(16) 0.0294(16) 0.0293(17) 0.0082(14) 0.0105(13) 0.0061(13) C15 0.0219(15) 0.0315(17) 0.0281(16) 0.0109(14) 0.0106(13) 0.0076(13) C16 0.0273(17) 0.044(2) 0.0308(18) 0.0174(16) 0.0041(14) 0.0034(15) C17 0.0319(18) 0.0343(19) 0.0329(19) 0.0048(15) 0.0052(15) -0.0024(15) C18 0.035(2) 0.047(3) 0.078(3) -0.010(2) -0.007(2) 0.0042(19) C19 0.0335(19) 0.0335(18) 0.039(2) 0.0125(16) 0.0130(15) 0.0019(15) C20 0.0320(18) 0.043(2) 0.0266(17) 0.0169(15) 0.0074(14) 0.0100(15) C21 0.058(3) 0.083(3) 0.046(2) 0.037(2) 0.032(2) 0.028(2) C22 0.0255(16) 0.0427(19) 0.0213(16) 0.0077(14) 0.0025(13) 0.0076(14) C23 0.041(2) 0.046(2) 0.032(2) -0.0020(17) -0.0008(16) 0.0079(18) C24 0.0339(19) 0.0369(19) 0.037(2) 0.0072(16) 0.0044(16) -0.0061(15) C25 0.0278(17) 0.0360(18) 0.0376(19) 0.0172(16) 0.0111(14) 0.0061(14) C26 0.059(3) 0.051(2) 0.060(3) 0.025(2) 0.039(2) 0.011(2) C27 0.036(2) 0.041(2) 0.036(2) 0.0060(16) 0.0045(17) 0.0126(16) C28 0.054(3) 0.079(3) 0.028(2) 0.020(2) 0.0176(19) 0.029(2) Cu 0.0226(2) 0.0288(2) 0.0176(2) 0.00542(15) 0.00562(14) 0.00016(15) N1 0.0247(13) 0.0294(14) 0.0212(13) 0.0062(11) 0.0062(11) 0.0020(11) N2 0.0224(13) 0.0302(14) 0.0182(12) 0.0071(11) 0.0052(10) 0.0022(11) N3 0.0220(13) 0.0310(14) 0.0224(13) 0.0081(11) 0.0050(10) 0.0022(11) N4 0.0443(18) 0.0472(19) 0.0299(16) 0.0036(14) 0.0170(15) -0.0047(15) N5 0.059(2) 0.080(3) 0.0261(17) 0.0117(17) 0.0200(16) 0.025(2) N6 0.070(3) 0.116(4) 0.048(2) 0.034(3) 0.024(2) 0.014(3) _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 C1 C2 1.477(5) . ? C2 N1 1.325(4) . ? C2 C3 1.441(5) . ? C3 C4 1.349(5) . ? C3 C17 1.491(5) . ? C4 C5 1.448(4) . ? C4 C19 1.485(5) . ? C5 C6 1.363(5) . ? C5 N1 1.400(4) . ? C6 C7 1.403(5) . ? C7 N2 1.362(4) . ? C7 C8 1.428(4) . ? C8 C9 1.375(5) . ? C8 C20 1.493(5) . ? C9 C10 1.418(4) . ? C9 C22 1.498(4) . ? C10 N2 1.362(4) . ? C10 C11 1.411(5) . ? C11 C12 1.355(5) . ? C12 N3 1.403(4) . ? C12 C13 1.445(5) . ? C13 C14 1.355(5) . ? C13 C24 1.487(5) . ? C14 C15 1.438(5) . ? C14 C25 1.487(5) . ? C15 N3 1.320(4) . ? C15 C16 1.477(5) . ? C17 C18 1.515(6) . ? C20 C21 1.518(5) . ? C22 C23 1.523(5) . ? C25 C26 1.505(5) . ? C27 N4 1.126(5) . ? C27 N5 1.293(5) . ? C28 N6 1.177(6) . ? C28 N5 1.284(6) . ? Cu N2 1.925(3) . ? Cu N3 1.946(3) . ? Cu N1 1.947(3) . ? Cu N4 1.985(3) . ? 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 C2 C3 111.4(3) . . ? N1 C2 C1 123.4(3) . . ? C3 C2 C1 125.2(3) . . ? C4 C3 C2 106.5(3) . . ? C4 C3 C17 128.1(3) . . ? C2 C3 C17 125.3(3) . . ? C3 C4 C5 107.1(3) . . ? C3 C4 C19 128.0(3) . . ? C5 C4 C19 124.9(3) . . ? C6 C5 N1 124.5(3) . . ? C6 C5 C4 127.1(3) . . ? N1 C5 C4 108.4(3) . . ? C5 C6 C7 127.0(3) . . ? N2 C7 C6 123.0(3) . . ? N2 C7 C8 109.9(3) . . ? C6 C7 C8 127.1(3) . . ? C9 C8 C7 106.4(3) . . ? C9 C8 C20 128.2(3) . . ? C7 C8 C20 125.4(3) . . ? C8 C9 C10 106.8(3) . . ? C8 C9 C22 128.0(3) . . ? C10 C9 C22 125.2(3) . . ? N2 C10 C11 123.0(3) . . ? N2 C10 C9 110.1(3) . . ? C11 C10 C9 126.9(3) . . ? C12 C11 C10 126.4(3) . . ? C11 C12 N3 124.1(3) . . ? C11 C12 C13 127.3(3) . . ? N3 C12 C13 108.6(3) . . ? C14 C13 C12 106.6(3) . . ? C14 C13 C24 127.7(3) . . ? C12 C13 C24 125.6(3) . . ? C13 C14 C15 106.8(3) . . ? C13 C14 C25 128.8(3) . . ? C15 C14 C25 124.4(3) . . ? N3 C15 C14 111.4(3) . . ? N3 C15 C16 124.0(3) . . ? C14 C15 C16 124.6(3) . . ? C3 C17 C18 113.7(3) . . ? C8 C20 C21 113.5(3) . . ? C9 C22 C23 113.3(3) . . ? C14 C25 C26 112.2(3) . . ? N4 C27 N5 173.3(4) . . ? N6 C28 N5 173.9(5) . . ? N2 Cu N3 92.45(11) . . ? N2 Cu N1 93.79(11) . . ? N3 Cu N1 156.18(11) . . ? N2 Cu N4 137.66(13) . . ? N3 Cu N4 94.06(12) . . ? N1 Cu N4 96.69(12) . . ? C2 N1 C5 106.6(3) . . ? C2 N1 Cu 129.7(2) . . ? C5 N1 Cu 123.1(2) . . ? C7 N2 C10 106.8(3) . . ? C7 N2 Cu 125.7(2) . . ? C10 N2 Cu 126.3(2) . . ? C15 N3 C12 106.6(3) . . ? C15 N3 Cu 128.5(2) . . ? C12 N3 Cu 123.7(2) . . ? C27 N4 Cu 157.5(3) . . ? C28 N5 C27 120.4(4) . . ? 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 N1 C2 C3 C4 0.7(4) . . . . ? C1 C2 C3 C4 -178.6(3) . . . . ? N1 C2 C3 C17 -178.0(3) . . . . ? C1 C2 C3 C17 2.7(5) . . . . ? C2 C3 C4 C5 -0.6(4) . . . . ? C17 C3 C4 C5 178.1(3) . . . . ? C2 C3 C4 C19 179.8(3) . . . . ? C17 C3 C4 C19 -1.5(6) . . . . ? C3 C4 C5 C6 179.2(3) . . . . ? C19 C4 C5 C6 -1.1(5) . . . . ? C3 C4 C5 N1 0.3(3) . . . . ? C19 C4 C5 N1 179.9(3) . . . . ? N1 C5 C6 C7 2.1(5) . . . . ? C4 C5 C6 C7 -176.7(3) . . . . ? C5 C6 C7 N2 -1.0(5) . . . . ? C5 C6 C7 C8 178.4(3) . . . . ? N2 C7 C8 C9 0.0(3) . . . . ? C6 C7 C8 C9 -179.5(3) . . . . ? N2 C7 C8 C20 179.4(3) . . . . ? C6 C7 C8 C20 -0.1(5) . . . . ? C7 C8 C9 C10 -0.1(3) . . . . ? C20 C8 C9 C10 -179.5(3) . . . . ? C7 C8 C9 C22 177.6(3) . . . . ? C20 C8 C9 C22 -1.8(5) . . . . ? C8 C9 C10 N2 0.2(4) . . . . ? C22 C9 C10 N2 -177.6(3) . . . . ? C8 C9 C10 C11 -179.9(3) . . . . ? C22 C9 C10 C11 2.3(5) . . . . ? N2 C10 C11 C12 1.3(5) . . . . ? C9 C10 C11 C12 -178.5(3) . . . . ? C10 C11 C12 N3 0.9(5) . . . . ? C10 C11 C12 C13 178.6(3) . . . . ? C11 C12 C13 C14 -175.7(3) . . . . ? N3 C12 C13 C14 2.2(4) . . . . ? C11 C12 C13 C24 5.8(5) . . . . ? N3 C12 C13 C24 -176.2(3) . . . . ? C12 C13 C14 C15 -1.7(3) . . . . ? C24 C13 C14 C15 176.8(3) . . . . ? C12 C13 C14 C25 -178.2(3) . . . . ? C24 C13 C14 C25 0.2(6) . . . . ? C13 C14 C15 N3 0.6(4) . . . . ? C25 C14 C15 N3 177.3(3) . . . . ? C13 C14 C15 C16 179.6(3) . . . . ? C25 C14 C15 C16 -3.6(5) . . . . ? C4 C3 C17 C18 84.5(5) . . . . ? C2 C3 C17 C18 -97.1(5) . . . . ? C9 C8 C20 C21 91.3(4) . . . . ? C7 C8 C20 C21 -88.0(4) . . . . ? C8 C9 C22 C23 -101.5(4) . . . . ? C10 C9 C22 C23 75.9(4) . . . . ? C13 C14 C25 C26 94.8(4) . . . . ? C15 C14 C25 C26 -81.3(4) . . . . ? C3 C2 N1 C5 -0.6(4) . . . . ? C1 C2 N1 C5 178.8(3) . . . . ? C3 C2 N1 Cu 170.3(2) . . . . ? C1 C2 N1 Cu -10.4(5) . . . . ? C6 C5 N1 C2 -178.8(3) . . . . ? C4 C5 N1 C2 0.2(3) . . . . ? C6 C5 N1 Cu 9.6(4) . . . . ? C4 C5 N1 Cu -171.4(2) . . . . ? N2 Cu N1 C2 174.3(3) . . . . ? N3 Cu N1 C2 69.5(4) . . . . ? N4 Cu N1 C2 -46.8(3) . . . . ? N2 Cu N1 C5 -16.1(2) . . . . ? N3 Cu N1 C5 -121.0(3) . . . . ? N4 Cu N1 C5 122.8(3) . . . . ? C6 C7 N2 C10 179.7(3) . . . . ? C8 C7 N2 C10 0.2(3) . . . . ? C6 C7 N2 Cu -12.2(4) . . . . ? C8 C7 N2 Cu 168.3(2) . . . . ? C11 C10 N2 C7 179.9(3) . . . . ? C9 C10 N2 C7 -0.2(3) . . . . ? C11 C10 N2 Cu 11.9(4) . . . . ? C9 C10 N2 Cu -168.3(2) . . . . ? N3 Cu N2 C7 174.8(3) . . . . ? N1 Cu N2 C7 17.8(3) . . . . ? N4 Cu N2 C7 -86.5(3) . . . . ? N3 Cu N2 C10 -19.4(3) . . . . ? N1 Cu N2 C10 -176.4(3) . . . . ? N4 Cu N2 C10 79.4(3) . . . . ? C14 C15 N3 C12 0.8(3) . . . . ? C16 C15 N3 C12 -178.3(3) . . . . ? C14 C15 N3 Cu -166.6(2) . . . . ? C16 C15 N3 Cu 14.3(5) . . . . ? C11 C12 N3 C15 176.2(3) . . . . ? C13 C12 N3 C15 -1.9(3) . . . . ? C11 C12 N3 Cu -15.6(4) . . . . ? C13 C12 N3 Cu 166.4(2) . . . . ? N2 Cu N3 C15 -173.7(3) . . . . ? N1 Cu N3 C15 -68.6(4) . . . . ? N4 Cu N3 C15 48.1(3) . . . . ? N2 Cu N3 C12 20.7(3) . . . . ? N1 Cu N3 C12 125.8(3) . . . . ? N4 Cu N3 C12 -117.4(3) . . . . ? N5 C27 N4 Cu -123(4) . . . . ? N2 Cu N4 C27 -109.6(9) . . . . ? N3 Cu N4 C27 -11.4(9) . . . . ? N1 Cu N4 C27 147.3(9) . . . . ? N6 C28 N5 C27 -175(5) . . . . ? N4 C27 N5 C28 162(4) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.801 _refine_diff_density_min -0.525 _refine_diff_density_rms 0.083 data_sp4sk _database_code_depnum_ccdc_archive 'CCDC 621918' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H34 Ag Cu N5' _chemical_formula_weight 612.01 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' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 '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 17.070(3) _cell_length_b 10.780(2) _cell_length_c 17.740(4) _cell_angle_alpha 90.00 _cell_angle_beta 114.50(3) _cell_angle_gamma 90.00 _cell_volume 2970.5(12) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 8000 _cell_measurement_theta_min 2.15 _cell_measurement_theta_max 26 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.144 _exptl_crystal_size_min 0.072 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.368 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1252 _exptl_absorpt_coefficient_mu 1.398 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.790 _exptl_absorpt_correction_T_max 0.904 _exptl_absorpt_process_details 'SADABS2.0 (Sheldrick 2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(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 'IPDS1 (Stoe)' _diffrn_measurement_method phi-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22886 _diffrn_reflns_av_R_equivalents 0.0546 _diffrn_reflns_av_sigmaI/netI 0.0546 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.16 _diffrn_reflns_theta_max 26.01 _reflns_number_total 5808 _reflns_number_gt 3850 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'STOE WinXpose (X-Area)' _computing_cell_refinement 'STOE Wincell (X-Area)' _computing_data_reduction 'STOE WinIntegrate (X-Area)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Mercury 1.4.1' _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^)+(0.0636P)^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 5808 _refine_ls_number_parameters 316 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0710 _refine_ls_R_factor_gt 0.0423 _refine_ls_wR_factor_ref 0.1053 _refine_ls_wR_factor_gt 0.0963 _refine_ls_goodness_of_fit_ref 0.899 _refine_ls_restrained_S_all 0.899 _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 C1 C 0.6023(3) 0.1875(4) 0.4374(4) 0.0564(13) Uani 1 1 d . . . H1A H 0.6405 0.1924 0.4088 0.085 Uiso 1 1 calc R . . H1B H 0.5422 0.1855 0.3965 0.085 Uiso 1 1 calc R . . H1C H 0.6150 0.1120 0.4712 0.085 Uiso 1 1 calc R . . C2 C 0.6159(3) 0.2972(4) 0.4914(3) 0.0438(10) Uani 1 1 d . . . C3 C 0.5718(3) 0.3239(4) 0.5436(3) 0.0510(12) Uani 1 1 d . . . C4 C 0.6037(3) 0.4329(4) 0.5826(3) 0.0482(11) Uani 1 1 d . . . C5 C 0.6685(3) 0.4736(4) 0.5546(3) 0.0389(9) Uani 1 1 d . . . C6 C 0.7188(3) 0.5772(4) 0.5784(3) 0.0397(10) Uani 1 1 d . . . H6 H 0.7102 0.6286 0.6178 0.048 Uiso 1 1 calc R . . C7 C 0.7818(3) 0.6178(4) 0.5522(3) 0.0350(8) Uani 1 1 d . . . C8 C 0.8306(3) 0.7297(4) 0.5753(3) 0.0371(9) Uani 1 1 d . . . C9 C 0.8820(3) 0.7315(3) 0.5321(3) 0.0346(9) Uani 1 1 d . . . C10 C 0.8643(2) 0.6207(3) 0.4846(2) 0.0322(8) Uani 1 1 d . . . C11 C 0.9032(2) 0.5829(3) 0.4317(2) 0.0317(8) Uani 1 1 d . . . H11 H 0.9464 0.6367 0.4297 0.038 Uiso 1 1 calc R . . C12 C 0.8868(2) 0.4800(3) 0.3834(2) 0.0321(9) Uani 1 1 d . . . C13 C 0.9278(3) 0.4424(4) 0.3301(3) 0.0351(9) Uani 1 1 d . . . C14 C 0.8919(3) 0.3323(4) 0.2957(3) 0.0374(9) Uani 1 1 d . . . C15 C 0.8284(3) 0.3028(4) 0.3268(3) 0.0356(9) Uani 1 1 d . . . C16 C 0.7723(3) 0.1897(4) 0.3053(3) 0.0465(11) Uani 1 1 d . . . H16A H 0.7348 0.1920 0.3348 0.070 Uiso 1 1 calc R . . H16B H 0.8084 0.1152 0.3216 0.070 Uiso 1 1 calc R . . H16C H 0.7369 0.1880 0.2455 0.070 Uiso 1 1 calc R . . C17 C 0.5050(4) 0.2404(6) 0.5519(4) 0.0731(17) Uani 1 1 d . . . H17A H 0.4686 0.2052 0.4968 0.088 Uiso 1 1 calc R . . H17B H 0.4675 0.2904 0.5702 0.088 Uiso 1 1 calc R . . C18 C 0.5436(5) 0.1349(6) 0.6126(5) 0.089(2) Uani 1 1 d . . . H18A H 0.4973 0.0839 0.6152 0.134 Uiso 1 1 calc R . . H18B H 0.5786 0.1689 0.6676 0.134 Uiso 1 1 calc R . . H18C H 0.5799 0.0838 0.5942 0.134 Uiso 1 1 calc R . . C19 C 0.5789(4) 0.5020(5) 0.6430(4) 0.0705(16) Uani 1 1 d . . . H19A H 0.6137 0.5776 0.6610 0.106 Uiso 1 1 calc R . . H19B H 0.5890 0.4493 0.6911 0.106 Uiso 1 1 calc R . . H19C H 0.5178 0.5243 0.6161 0.106 Uiso 1 1 calc R . . C20 C 0.8236(3) 0.8271(4) 0.6326(3) 0.0474(11) Uani 1 1 d . . . H20A H 0.8776 0.8759 0.6552 0.057 Uiso 1 1 calc R . . H20B H 0.8173 0.7859 0.6796 0.057 Uiso 1 1 calc R . . C21 C 0.7479(4) 0.9154(5) 0.5907(4) 0.0672(15) Uani 1 1 d . . . H21A H 0.7469 0.9767 0.6311 0.101 Uiso 1 1 calc R . . H21B H 0.6940 0.8682 0.5694 0.101 Uiso 1 1 calc R . . H21C H 0.7543 0.9581 0.5448 0.101 Uiso 1 1 calc R . . C22 C 0.9391(3) 0.8345(4) 0.5268(3) 0.0422(10) Uani 1 1 d . . . H22A H 0.9919 0.7985 0.5255 0.051 Uiso 1 1 calc R . . H22B H 0.9565 0.8875 0.5767 0.051 Uiso 1 1 calc R . . C23 C 0.8934(3) 0.9133(4) 0.4499(3) 0.0518(12) Uani 1 1 d . . . H23A H 0.9321 0.9791 0.4480 0.078 Uiso 1 1 calc R . . H23B H 0.8418 0.9504 0.4517 0.078 Uiso 1 1 calc R . . H23C H 0.8768 0.8611 0.4005 0.078 Uiso 1 1 calc R . . C24 C 0.9964(3) 0.5139(4) 0.3176(3) 0.0457(11) Uani 1 1 d . . . H24A H 1.0090 0.5900 0.3507 0.068 Uiso 1 1 calc R . . H24B H 0.9765 0.5353 0.2589 0.068 Uiso 1 1 calc R . . H24C H 1.0486 0.4633 0.3349 0.068 Uiso 1 1 calc R . . C25 C 0.9097(3) 0.2540(5) 0.2346(3) 0.0511(12) Uani 1 1 d . . . H25A H 0.9105 0.1655 0.2499 0.061 Uiso 1 1 calc R . . H25B H 0.9673 0.2751 0.2374 0.061 Uiso 1 1 calc R . . C26 C 0.8430(4) 0.2723(7) 0.1465(4) 0.080(2) Uani 1 1 d . . . H26A H 0.8574 0.2199 0.1089 0.119 Uiso 1 1 calc R . . H26B H 0.8426 0.3595 0.1307 0.119 Uiso 1 1 calc R . . H26C H 0.7861 0.2495 0.1430 0.119 Uiso 1 1 calc R . . C27 C 0.5804(3) 0.3972(4) 0.2670(3) 0.0440(10) Uani 1 1 d . . . C28 C 0.3662(3) 0.3141(4) 0.0570(3) 0.0431(10) Uani 1 1 d . . . N5 N 0.8118(2) 0.2298(3) 0.5030(2) 0.0425(9) Uani 1 1 d . . . Ag1 Ag 0.47168(2) 0.36900(3) 0.16065(2) 0.04580(12) Uani 1 1 d . . . Cu Cu 0.74917(3) 0.39540(4) 0.43879(3) 0.03168(13) Uani 1 1 d . . . N1 N 0.6720(2) 0.3867(3) 0.4977(2) 0.0377(8) Uani 1 1 d . . . N2 N 0.8037(2) 0.5524(3) 0.4974(2) 0.0322(7) Uani 1 1 d . . . N3 N 0.8251(2) 0.3893(3) 0.3783(2) 0.0333(7) Uani 1 1 d . . . N4 N 0.6408(2) 0.3999(3) 0.3263(2) 0.0438(9) 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 C1 0.046(3) 0.046(3) 0.079(4) -0.005(2) 0.028(3) -0.020(2) C2 0.036(2) 0.040(2) 0.056(3) 0.007(2) 0.020(2) -0.0073(18) C3 0.038(2) 0.051(3) 0.075(3) 0.006(2) 0.034(2) -0.004(2) C4 0.048(3) 0.048(2) 0.062(3) 0.010(2) 0.036(2) 0.005(2) C5 0.036(2) 0.040(2) 0.046(2) 0.0048(19) 0.022(2) 0.0033(17) C6 0.045(2) 0.038(2) 0.042(2) -0.0013(18) 0.025(2) 0.0011(18) C7 0.035(2) 0.033(2) 0.037(2) -0.0019(17) 0.0152(17) -0.0016(16) C8 0.038(2) 0.033(2) 0.039(2) -0.0025(17) 0.0151(19) -0.0007(16) C9 0.033(2) 0.0300(19) 0.036(2) -0.0041(16) 0.0101(18) -0.0063(15) C10 0.0299(18) 0.0310(19) 0.034(2) -0.0018(16) 0.0117(16) -0.0047(15) C11 0.0289(19) 0.0298(18) 0.037(2) -0.0003(16) 0.0143(17) -0.0053(15) C12 0.0284(19) 0.0320(19) 0.037(2) -0.0003(16) 0.0144(17) -0.0034(15) C13 0.032(2) 0.036(2) 0.038(2) -0.0009(17) 0.0155(18) 0.0024(16) C14 0.034(2) 0.041(2) 0.037(2) -0.0041(17) 0.0140(18) 0.0006(17) C15 0.032(2) 0.035(2) 0.037(2) -0.0045(17) 0.0112(18) -0.0010(16) C16 0.051(3) 0.040(2) 0.052(3) -0.015(2) 0.024(2) -0.012(2) C17 0.066(4) 0.072(4) 0.103(5) -0.003(3) 0.057(4) -0.024(3) C18 0.120(6) 0.063(4) 0.123(6) 0.002(4) 0.090(5) -0.022(4) C19 0.079(4) 0.066(3) 0.095(5) 0.009(3) 0.065(4) 0.003(3) C20 0.056(3) 0.040(2) 0.054(3) -0.015(2) 0.031(2) -0.009(2) C21 0.068(4) 0.049(3) 0.092(4) -0.013(3) 0.040(3) 0.003(2) C22 0.044(2) 0.034(2) 0.052(3) -0.0106(18) 0.023(2) -0.0131(18) C23 0.056(3) 0.040(2) 0.064(3) -0.003(2) 0.029(3) -0.015(2) C24 0.044(2) 0.049(2) 0.051(3) -0.005(2) 0.026(2) -0.0049(19) C25 0.048(3) 0.051(3) 0.062(3) -0.018(2) 0.030(3) -0.003(2) C26 0.052(3) 0.136(6) 0.054(3) -0.038(4) 0.025(3) -0.014(3) C27 0.038(2) 0.047(2) 0.041(2) 0.0015(19) 0.010(2) 0.0012(18) C28 0.041(2) 0.035(2) 0.050(3) 0.0003(19) 0.016(2) 0.0004(18) N5 0.038(2) 0.0393(18) 0.042(2) 0.0108(16) 0.0086(18) 0.0065(15) Ag1 0.03765(18) 0.04705(19) 0.04066(19) -0.00321(15) 0.00422(14) -0.00179(14) Cu 0.0288(2) 0.0304(2) 0.0357(3) -0.00104(19) 0.0132(2) -0.00460(18) N1 0.0355(18) 0.0353(18) 0.0446(19) 0.0005(15) 0.0189(15) -0.0063(14) N2 0.0308(17) 0.0310(16) 0.0359(18) -0.0003(14) 0.0149(15) -0.0044(13) N3 0.0309(16) 0.0314(17) 0.0357(18) -0.0029(14) 0.0118(14) -0.0030(13) N4 0.0317(18) 0.055(2) 0.0377(19) 0.0007(16) 0.0072(17) -0.0026(16) _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 C1 C2 1.477(7) . ? C2 N1 1.332(5) . ? C2 C3 1.444(7) . ? C3 C4 1.358(7) . ? C3 C17 1.507(7) . ? C4 C5 1.456(6) . ? C4 C19 1.502(7) . ? C5 C6 1.365(6) . ? C5 N1 1.397(6) . ? C6 C7 1.406(6) . ? C7 N2 1.372(5) . ? C7 C8 1.427(5) . ? C8 C9 1.383(6) . ? C8 C20 1.499(6) . ? C9 C10 1.421(5) . ? C9 C22 1.507(6) . ? C10 N2 1.363(5) . ? C10 C11 1.416(6) . ? C11 C12 1.357(5) . ? C12 N3 1.413(5) . ? C12 C13 1.448(6) . ? C13 C14 1.359(6) . ? C13 C24 1.492(6) . ? C14 C15 1.441(6) . ? C14 C25 1.501(6) . ? C15 N3 1.322(5) . ? C15 C16 1.499(6) . ? C17 C18 1.516(9) . ? C20 C21 1.526(7) . ? C22 C23 1.519(7) . ? C25 C26 1.517(8) . ? C27 N4 1.127(6) . ? C27 Ag1 2.048(5) . ? C28 N5 1.126(5) 4_565 ? C28 Ag1 2.056(5) . ? N5 C28 1.126(5) 4_666 ? N5 Cu 2.149(3) . ? Cu N1 1.994(4) . ? Cu N3 1.998(3) . ? Cu N2 2.003(3) . ? Cu N4 2.085(4) . ? 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 C2 C3 110.5(4) . . ? N1 C2 C1 123.3(4) . . ? C3 C2 C1 126.3(4) . . ? C4 C3 C2 107.1(4) . . ? C4 C3 C17 128.8(5) . . ? C2 C3 C17 124.0(5) . . ? C3 C4 C5 106.7(4) . . ? C3 C4 C19 128.4(5) . . ? C5 C4 C19 125.0(5) . . ? C6 C5 N1 124.2(4) . . ? C6 C5 C4 127.6(4) . . ? N1 C5 C4 108.2(4) . . ? C5 C6 C7 128.5(4) . . ? N2 C7 C6 123.0(4) . . ? N2 C7 C8 109.9(4) . . ? C6 C7 C8 127.2(4) . . ? C9 C8 C7 106.3(4) . . ? C9 C8 C20 127.7(4) . . ? C7 C8 C20 125.9(4) . . ? C8 C9 C10 106.8(3) . . ? C8 C9 C22 128.4(4) . . ? C10 C9 C22 124.5(4) . . ? N2 C10 C11 123.5(3) . . ? N2 C10 C9 110.1(4) . . ? C11 C10 C9 126.3(4) . . ? C12 C11 C10 128.5(4) . . ? C11 C12 N3 124.0(4) . . ? C11 C12 C13 127.7(4) . . ? N3 C12 C13 108.2(3) . . ? C14 C13 C12 106.7(4) . . ? C14 C13 C24 128.3(4) . . ? C12 C13 C24 125.0(4) . . ? C13 C14 C15 106.9(4) . . ? C13 C14 C25 128.9(4) . . ? C15 C14 C25 124.2(4) . . ? N3 C15 C14 111.3(3) . . ? N3 C15 C16 122.9(4) . . ? C14 C15 C16 125.8(4) . . ? C3 C17 C18 113.2(5) . . ? C8 C20 C21 113.3(4) . . ? C9 C22 C23 111.3(4) . . ? C14 C25 C26 112.4(4) . . ? N4 C27 Ag1 172.9(4) . . ? N5 C28 Ag1 171.9(4) 4_565 . ? C28 N5 Cu 148.7(4) 4_666 . ? C27 Ag1 C28 171.81(17) . . ? N1 Cu N3 175.35(13) . . ? N1 Cu N2 91.91(14) . . ? N3 Cu N2 92.38(13) . . ? N1 Cu N4 89.23(15) . . ? N3 Cu N4 90.10(14) . . ? N2 Cu N4 120.95(14) . . ? N1 Cu N5 88.54(14) . . ? N3 Cu N5 88.08(14) . . ? N2 Cu N5 113.88(14) . . ? N4 Cu N5 125.16(15) . . ? C2 N1 C5 107.5(4) . . ? C2 N1 Cu 126.8(3) . . ? C5 N1 Cu 125.7(3) . . ? C10 N2 C7 106.8(3) . . ? C10 N2 Cu 126.2(3) . . ? C7 N2 Cu 126.7(3) . . ? C15 N3 C12 106.8(3) . . ? C15 N3 Cu 128.1(3) . . ? C12 N3 Cu 125.1(3) . . ? C27 N4 Cu 176.2(4) . . ? 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 N1 C2 C3 C4 -0.5(5) . . . . ? C1 C2 C3 C4 179.8(5) . . . . ? N1 C2 C3 C17 -179.0(5) . . . . ? C1 C2 C3 C17 1.2(8) . . . . ? C2 C3 C4 C5 -0.3(5) . . . . ? C17 C3 C4 C5 178.2(5) . . . . ? C2 C3 C4 C19 179.4(5) . . . . ? C17 C3 C4 C19 -2.2(9) . . . . ? C3 C4 C5 C6 -178.7(5) . . . . ? C19 C4 C5 C6 1.7(8) . . . . ? C3 C4 C5 N1 0.9(5) . . . . ? C19 C4 C5 N1 -178.7(5) . . . . ? N1 C5 C6 C7 0.3(7) . . . . ? C4 C5 C6 C7 179.8(4) . . . . ? C5 C6 C7 N2 -2.0(7) . . . . ? C5 C6 C7 C8 176.8(4) . . . . ? N2 C7 C8 C9 0.8(5) . . . . ? C6 C7 C8 C9 -178.1(4) . . . . ? N2 C7 C8 C20 178.6(4) . . . . ? C6 C7 C8 C20 -0.3(7) . . . . ? C7 C8 C9 C10 -0.7(4) . . . . ? C20 C8 C9 C10 -178.4(4) . . . . ? C7 C8 C9 C22 173.0(4) . . . . ? C20 C8 C9 C22 -4.7(7) . . . . ? C8 C9 C10 N2 0.3(5) . . . . ? C22 C9 C10 N2 -173.7(4) . . . . ? C8 C9 C10 C11 -179.2(4) . . . . ? C22 C9 C10 C11 6.8(6) . . . . ? N2 C10 C11 C12 2.6(6) . . . . ? C9 C10 C11 C12 -178.0(4) . . . . ? C10 C11 C12 N3 -0.1(7) . . . . ? C10 C11 C12 C13 -179.4(4) . . . . ? C11 C12 C13 C14 178.7(4) . . . . ? N3 C12 C13 C14 -0.7(4) . . . . ? C11 C12 C13 C24 -1.2(7) . . . . ? N3 C12 C13 C24 179.4(4) . . . . ? C12 C13 C14 C15 0.6(4) . . . . ? C24 C13 C14 C15 -179.5(4) . . . . ? C12 C13 C14 C25 178.7(4) . . . . ? C24 C13 C14 C25 -1.5(7) . . . . ? C13 C14 C15 N3 -0.3(5) . . . . ? C25 C14 C15 N3 -178.5(4) . . . . ? C13 C14 C15 C16 179.7(4) . . . . ? C25 C14 C15 C16 1.5(7) . . . . ? C4 C3 C17 C18 -96.0(7) . . . . ? C2 C3 C17 C18 82.3(7) . . . . ? C9 C8 C20 C21 96.6(6) . . . . ? C7 C8 C20 C21 -80.7(6) . . . . ? C8 C9 C22 C23 -95.6(5) . . . . ? C10 C9 C22 C23 77.1(5) . . . . ? C13 C14 C25 C26 -99.3(6) . . . . ? C15 C14 C25 C26 78.5(6) . . . . ? N4 C27 Ag1 C28 -2(4) . . . . ? N5 C28 Ag1 C27 -1(4) 4_565 . . . ? C28 N5 Cu N1 -95.3(7) 4_666 . . . ? C28 N5 Cu N3 87.9(7) 4_666 . . . ? C28 N5 Cu N2 -3.8(8) 4_666 . . . ? C28 N5 Cu N4 176.7(7) 4_666 . . . ? C3 C2 N1 C5 1.1(5) . . . . ? C1 C2 N1 C5 -179.2(4) . . . . ? C3 C2 N1 Cu -179.9(3) . . . . ? C1 C2 N1 Cu -0.2(6) . . . . ? C6 C5 N1 C2 178.4(4) . . . . ? C4 C5 N1 C2 -1.2(5) . . . . ? C6 C5 N1 Cu -0.7(6) . . . . ? C4 C5 N1 Cu 179.7(3) . . . . ? N3 Cu N1 C2 -19.9(19) . . . . ? N2 Cu N1 C2 -177.2(4) . . . . ? N4 Cu N1 C2 61.9(4) . . . . ? N5 Cu N1 C2 -63.3(4) . . . . ? N3 Cu N1 C5 159.0(15) . . . . ? N2 Cu N1 C5 1.7(3) . . . . ? N4 Cu N1 C5 -119.3(3) . . . . ? N5 Cu N1 C5 115.5(3) . . . . ? C11 C10 N2 C7 179.8(4) . . . . ? C9 C10 N2 C7 0.3(4) . . . . ? C11 C10 N2 Cu -5.7(5) . . . . ? C9 C10 N2 Cu 174.8(3) . . . . ? C6 C7 N2 C10 178.3(4) . . . . ? C8 C7 N2 C10 -0.7(4) . . . . ? C6 C7 N2 Cu 3.8(6) . . . . ? C8 C7 N2 Cu -175.2(3) . . . . ? N1 Cu N2 C10 -176.7(3) . . . . ? N3 Cu N2 C10 5.1(3) . . . . ? N4 Cu N2 C10 -86.4(3) . . . . ? N5 Cu N2 C10 94.1(3) . . . . ? N1 Cu N2 C7 -3.2(3) . . . . ? N3 Cu N2 C7 178.6(3) . . . . ? N4 Cu N2 C7 87.0(3) . . . . ? N5 Cu N2 C7 -92.5(3) . . . . ? C14 C15 N3 C12 -0.1(4) . . . . ? C16 C15 N3 C12 179.8(4) . . . . ? C14 C15 N3 Cu 180.0(3) . . . . ? C16 C15 N3 Cu -0.1(6) . . . . ? C11 C12 N3 C15 -178.9(4) . . . . ? C13 C12 N3 C15 0.5(4) . . . . ? C11 C12 N3 Cu 1.0(5) . . . . ? C13 C12 N3 Cu -179.6(2) . . . . ? N1 Cu N3 C15 19.8(18) . . . . ? N2 Cu N3 C15 177.1(3) . . . . ? N4 Cu N3 C15 -61.9(3) . . . . ? N5 Cu N3 C15 63.3(3) . . . . ? N1 Cu N3 C12 -160.0(15) . . . . ? N2 Cu N3 C12 -2.8(3) . . . . ? N4 Cu N3 C12 118.2(3) . . . . ? N5 Cu N3 C12 -116.6(3) . . . . ? Ag1 C27 N4 Cu -42(9) . . . . ? N1 Cu N4 C27 -45(6) . . . . ? N3 Cu N4 C27 130(6) . . . . ? N2 Cu N4 C27 -137(6) . . . . ? N5 Cu N4 C27 43(6) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.01 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.056 _refine_diff_density_min -0.486 _refine_diff_density_rms 0.091 data_sp14ec _database_code_depnum_ccdc_archive 'CCDC 621919' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H38 Cu N4 Se' _chemical_formula_weight 585.13 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/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 11.6588(9) _cell_length_b 16.2256(11) _cell_length_c 15.5222(17) _cell_angle_alpha 90.00 _cell_angle_beta 110.596(10) _cell_angle_gamma 90.00 _cell_volume 2748.7(5) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 8000 _cell_measurement_theta_min 1.85 _cell_measurement_theta_max 25.9 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.414 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1212 _exptl_absorpt_coefficient_mu 2.143 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.5657 _exptl_absorpt_correction_T_max 0.9385 _exptl_absorpt_process_details 'XPREP 6.13' _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(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 'IPDS1 (Stoe)' _diffrn_measurement_method phi-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21271 _diffrn_reflns_av_R_equivalents 0.0745 _diffrn_reflns_av_sigmaI/netI 0.0807 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 25.94 _reflns_number_total 5349 _reflns_number_gt 3382 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'STOE WinXpose (X-Area)' _computing_cell_refinement 'STOE Wincell (X-Area)' _computing_data_reduction 'STOE WinIntegrate (X-Area)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Mercury 1.4.1' _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^)+(0.0370P)^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 5349 _refine_ls_number_parameters 324 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0767 _refine_ls_R_factor_gt 0.0377 _refine_ls_wR_factor_ref 0.0780 _refine_ls_wR_factor_gt 0.0705 _refine_ls_goodness_of_fit_ref 0.848 _refine_ls_restrained_S_all 0.848 _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 C1 C 0.9374(3) 0.7962(2) 0.6378(2) 0.0279(7) Uani 1 1 d . . . H1A H 0.9096 0.8527 0.6195 0.042 Uiso 1 1 calc R . . H1B H 0.9834 0.7946 0.7041 0.042 Uiso 1 1 calc R . . H1C H 0.8662 0.7596 0.6231 0.042 Uiso 1 1 calc R . . C2 C 1.0174(3) 0.76872(18) 0.5873(2) 0.0215(7) Uani 1 1 d . . . C3 C 1.1048(3) 0.70128(18) 0.6147(2) 0.0244(7) Uani 1 1 d . . . C4 C 1.1629(3) 0.69845(19) 0.5530(2) 0.0250(7) Uani 1 1 d . . . C5 C 1.1108(3) 0.76367(18) 0.4866(2) 0.0224(7) Uani 1 1 d . . . C6 C 1.1410(3) 0.78241(18) 0.4120(2) 0.0242(7) Uani 1 1 d . . . H6 H 1.2019 0.7490 0.4019 0.029 Uiso 1 1 calc R . . C7 C 1.0913(3) 0.84635(19) 0.3480(2) 0.0224(7) Uani 1 1 d . . . C8 C 1.1305(3) 0.86953(19) 0.2741(2) 0.0252(7) Uani 1 1 d . . . C9 C 1.0604(3) 0.93751(19) 0.2328(2) 0.0245(7) Uani 1 1 d . . . C10 C 0.9812(3) 0.95384(18) 0.2826(2) 0.0196(6) Uani 1 1 d . . . C11 C 0.8952(3) 1.01883(18) 0.2674(2) 0.0215(7) Uani 1 1 d . . . H11 H 0.8875 1.0541 0.2168 0.026 Uiso 1 1 calc R . . C12 C 0.8227(3) 1.03659(18) 0.3167(2) 0.0209(7) Uani 1 1 d . . . C13 C 0.7375(3) 1.10505(18) 0.3030(2) 0.0216(7) Uani 1 1 d . . . C14 C 0.6874(3) 1.09982(18) 0.3698(2) 0.0235(7) Uani 1 1 d . . . C15 C 0.7411(3) 1.02820(18) 0.4244(2) 0.0231(7) Uani 1 1 d . . . C16 C 0.7155(3) 0.9994(2) 0.5068(2) 0.0346(8) Uani 1 1 d . . . H16A H 0.6480 0.9596 0.4880 0.052 Uiso 1 1 calc R . . H16B H 0.6928 1.0466 0.5368 0.052 Uiso 1 1 calc R . . H16C H 0.7889 0.9731 0.5499 0.052 Uiso 1 1 calc R . . C17 C 1.1180(3) 0.6448(2) 0.6945(2) 0.0330(8) Uani 1 1 d . . . H17A H 1.1125 0.6775 0.7467 0.040 Uiso 1 1 calc R . . H17B H 1.1997 0.6184 0.7144 0.040 Uiso 1 1 calc R . . C18 C 1.0196(4) 0.5783(2) 0.6694(3) 0.0462(10) Uani 1 1 d . . . H18A H 0.9386 0.6042 0.6505 0.069 Uiso 1 1 calc R . . H18B H 1.0310 0.5430 0.7230 0.069 Uiso 1 1 calc R . . H18C H 1.0260 0.5449 0.6187 0.069 Uiso 1 1 calc R . . C19 C 1.2608(3) 0.63960(19) 0.5506(2) 0.0317(8) Uani 1 1 d . . . H19A H 1.3125 0.6252 0.6144 0.038 Uiso 1 1 calc R . . H19B H 1.3137 0.6671 0.5215 0.038 Uiso 1 1 calc R . . C20 C 1.2090(4) 0.5607(2) 0.4977(3) 0.0440(10) Uani 1 1 d . . . H20A H 1.1490 0.5366 0.5216 0.066 Uiso 1 1 calc R . . H20B H 1.2756 0.5214 0.5055 0.066 Uiso 1 1 calc R . . H20C H 1.1689 0.5736 0.4323 0.066 Uiso 1 1 calc R . . C21 C 1.2330(3) 0.8299(2) 0.2520(2) 0.0330(8) Uani 1 1 d . . . H21A H 1.2239 0.8433 0.1877 0.040 Uiso 1 1 calc R . . H21B H 1.2268 0.7693 0.2565 0.040 Uiso 1 1 calc R . . C22 C 1.3585(3) 0.8576(3) 0.3155(3) 0.0450(10) Uani 1 1 d . . . H22A H 1.3652 0.9176 0.3112 0.068 Uiso 1 1 calc R . . H22B H 1.4218 0.8309 0.2973 0.068 Uiso 1 1 calc R . . H22C H 1.3694 0.8424 0.3790 0.068 Uiso 1 1 calc R . . C23 C 1.0690(3) 0.9875(2) 0.1543(2) 0.0315(8) Uani 1 1 d . . . H23A H 0.9871 1.0100 0.1187 0.038 Uiso 1 1 calc R . . H23B H 1.0941 0.9511 0.1128 0.038 Uiso 1 1 calc R . . C24 C 1.1598(4) 1.0582(2) 0.1856(3) 0.0470(10) Uani 1 1 d . . . H24A H 1.1374 1.0933 0.2286 0.070 Uiso 1 1 calc R . . H24B H 1.1581 1.0909 0.1320 0.070 Uiso 1 1 calc R . . H24C H 1.2424 1.0361 0.2162 0.070 Uiso 1 1 calc R . . C25 C 0.7105(3) 1.16565(19) 0.2254(2) 0.0278(7) Uani 1 1 d . . . H25A H 0.7885 1.1823 0.2185 0.033 Uiso 1 1 calc R . . H25B H 0.6730 1.2155 0.2411 0.033 Uiso 1 1 calc R . . C26 C 0.6254(3) 1.1317(2) 0.1347(2) 0.0392(9) Uani 1 1 d . . . H26A H 0.6626 1.0830 0.1180 0.059 Uiso 1 1 calc R . . H26B H 0.6112 1.1738 0.0867 0.059 Uiso 1 1 calc R . . H26C H 0.5471 1.1164 0.1405 0.059 Uiso 1 1 calc R . . C27 C 0.5924(3) 1.1543(2) 0.3856(3) 0.0313(8) Uani 1 1 d . . . H27A H 0.5946 1.2090 0.3580 0.038 Uiso 1 1 calc R . . H27B H 0.6134 1.1622 0.4527 0.038 Uiso 1 1 calc R . . C28 C 0.4630(3) 1.1199(3) 0.3452(3) 0.0525(11) Uani 1 1 d . . . H28A H 0.4382 1.1173 0.2781 0.079 Uiso 1 1 calc R . . H28B H 0.4066 1.1558 0.3620 0.079 Uiso 1 1 calc R . . H28C H 0.4610 1.0644 0.3696 0.079 Uiso 1 1 calc R . . C29 C 0.6948(3) 0.7728(2) 0.4447(2) 0.0260(7) Uani 1 1 d . . . N1 N 1.0209(2) 0.80508(15) 0.51134(16) 0.0206(5) Uani 1 1 d . . . N2 N 1.0002(2) 0.89753(14) 0.35238(16) 0.0210(6) Uani 1 1 d . . . N3 N 0.8207(2) 0.99082(15) 0.39377(17) 0.0218(6) Uani 1 1 d . . . N4 N 0.7596(2) 0.82318(16) 0.43618(17) 0.0256(6) Uani 1 1 d . . . Cu Cu 0.90307(3) 0.88359(2) 0.42992(3) 0.02048(10) Uani 1 1 d . . . Se Se 0.59748(4) 0.69324(3) 0.45812(3) 0.05474(14) 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 C1 0.0306(18) 0.0300(18) 0.0204(16) 0.0019(14) 0.0055(14) -0.0004(15) C2 0.0214(16) 0.0191(16) 0.0181(16) -0.0026(13) -0.0005(13) -0.0058(13) C3 0.0264(17) 0.0173(16) 0.0229(17) 0.0023(14) 0.0003(14) -0.0024(14) C4 0.0262(17) 0.0196(16) 0.0222(17) -0.0008(14) 0.0000(14) -0.0023(14) C5 0.0205(16) 0.0189(16) 0.0239(17) 0.0004(13) 0.0028(14) 0.0016(13) C6 0.0247(17) 0.0202(16) 0.0272(17) -0.0015(14) 0.0084(14) 0.0009(13) C7 0.0217(16) 0.0225(16) 0.0223(17) -0.0001(14) 0.0069(14) 0.0031(14) C8 0.0242(17) 0.0239(18) 0.0261(17) -0.0008(14) 0.0073(14) 0.0006(14) C9 0.0243(17) 0.0274(18) 0.0199(16) -0.0021(14) 0.0052(14) -0.0023(15) C10 0.0186(15) 0.0211(16) 0.0168(15) -0.0018(13) 0.0035(13) -0.0028(13) C11 0.0219(17) 0.0182(16) 0.0195(16) 0.0034(13) 0.0012(13) -0.0025(13) C12 0.0222(16) 0.0162(15) 0.0214(16) -0.0023(13) 0.0039(13) -0.0038(13) C13 0.0173(15) 0.0144(16) 0.0269(16) -0.0021(13) 0.0004(13) -0.0043(13) C14 0.0204(16) 0.0177(17) 0.0284(17) -0.0030(13) 0.0037(13) -0.0003(13) C15 0.0234(17) 0.0199(16) 0.0232(17) -0.0048(14) 0.0047(14) -0.0029(14) C16 0.043(2) 0.0286(18) 0.036(2) -0.0001(16) 0.0188(17) 0.0023(17) C17 0.039(2) 0.0281(18) 0.0299(19) 0.0118(15) 0.0092(16) 0.0070(16) C18 0.072(3) 0.0221(19) 0.052(2) 0.0064(18) 0.032(2) -0.0036(19) C19 0.0313(19) 0.0282(19) 0.0306(19) 0.0079(15) 0.0047(15) 0.0101(15) C20 0.050(2) 0.027(2) 0.060(3) -0.0023(19) 0.026(2) 0.0077(18) C21 0.042(2) 0.036(2) 0.0257(18) 0.0035(16) 0.0179(16) 0.0102(17) C22 0.033(2) 0.057(3) 0.048(2) 0.001(2) 0.0177(19) 0.0114(19) C23 0.034(2) 0.037(2) 0.0260(18) 0.0061(16) 0.0134(16) 0.0040(16) C24 0.044(2) 0.047(2) 0.052(2) 0.016(2) 0.019(2) -0.005(2) C25 0.0255(18) 0.0193(17) 0.0343(19) 0.0049(14) 0.0051(15) 0.0029(14) C26 0.040(2) 0.030(2) 0.0317(19) 0.0081(16) -0.0064(16) -0.0045(17) C27 0.0273(18) 0.0254(17) 0.041(2) -0.0028(16) 0.0121(16) 0.0033(15) C28 0.028(2) 0.053(3) 0.075(3) -0.009(2) 0.018(2) 0.003(2) C29 0.0244(18) 0.0286(18) 0.0222(17) -0.0008(14) 0.0047(14) 0.0009(16) N1 0.0219(13) 0.0174(13) 0.0208(13) 0.0015(11) 0.0053(11) -0.0003(11) N2 0.0250(14) 0.0178(14) 0.0208(13) 0.0033(11) 0.0085(11) 0.0020(11) N3 0.0228(14) 0.0199(13) 0.0201(13) 0.0016(11) 0.0044(11) 0.0006(11) N4 0.0261(15) 0.0239(14) 0.0251(15) 0.0023(12) 0.0067(12) 0.0017(13) Cu 0.0222(2) 0.01787(18) 0.02123(19) 0.00384(18) 0.00741(15) 0.00190(18) Se 0.0514(3) 0.0439(2) 0.0705(3) 0.0036(2) 0.0235(2) -0.0211(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 C1 C2 1.483(4) . ? C2 N1 1.332(4) . ? C2 C3 1.453(4) . ? C3 C4 1.356(4) . ? C3 C17 1.504(4) . ? C4 C5 1.453(4) . ? C4 C19 1.499(4) . ? C5 C6 1.357(4) . ? C5 N1 1.408(4) . ? C6 C7 1.413(4) . ? C7 N2 1.369(4) . ? C7 C8 1.425(4) . ? C8 C9 1.388(4) . ? C8 C21 1.500(4) . ? C9 C10 1.423(4) . ? C9 C23 1.496(4) . ? C10 N2 1.374(4) . ? C10 C11 1.416(4) . ? C11 C12 1.355(4) . ? C12 N3 1.416(4) . ? C12 C13 1.456(4) . ? C13 C14 1.360(4) . ? C13 C25 1.500(4) . ? C14 C15 1.445(4) . ? C14 C27 1.503(4) . ? C15 N3 1.329(4) . ? C15 C16 1.487(4) . ? C17 C18 1.522(5) . ? C19 C20 1.525(5) . ? C21 C22 1.517(5) . ? C23 C24 1.520(5) . ? C25 C26 1.513(5) . ? C27 C28 1.522(5) . ? C29 N4 1.152(4) . ? C29 Se 1.778(3) . ? N1 Cu 1.971(2) . ? N2 Cu 1.934(2) . ? N3 Cu 1.971(2) . ? N4 Cu 1.971(3) . ? 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 C2 C3 110.9(3) . . ? N1 C2 C1 123.7(3) . . ? C3 C2 C1 125.4(3) . . ? C4 C3 C2 107.0(3) . . ? C4 C3 C17 129.0(3) . . ? C2 C3 C17 124.0(3) . . ? C3 C4 C5 106.8(3) . . ? C3 C4 C19 127.9(3) . . ? C5 C4 C19 125.3(3) . . ? C6 C5 N1 124.5(3) . . ? C6 C5 C4 126.8(3) . . ? N1 C5 C4 108.6(3) . . ? C5 C6 C7 126.9(3) . . ? N2 C7 C6 122.9(3) . . ? N2 C7 C8 110.7(3) . . ? C6 C7 C8 126.3(3) . . ? C9 C8 C7 106.2(3) . . ? C9 C8 C21 128.4(3) . . ? C7 C8 C21 125.3(3) . . ? C8 C9 C10 106.6(3) . . ? C8 C9 C23 127.6(3) . . ? C10 C9 C23 125.7(3) . . ? N2 C10 C11 122.3(3) . . ? N2 C10 C9 110.4(3) . . ? C11 C10 C9 127.2(3) . . ? C12 C11 C10 127.6(3) . . ? C11 C12 N3 124.4(3) . . ? C11 C12 C13 127.5(3) . . ? N3 C12 C13 108.1(2) . . ? C14 C13 C12 107.2(3) . . ? C14 C13 C25 128.9(3) . . ? C12 C13 C25 123.9(3) . . ? C13 C14 C15 106.5(3) . . ? C13 C14 C27 128.8(3) . . ? C15 C14 C27 124.7(3) . . ? N3 C15 C14 111.7(3) . . ? N3 C15 C16 122.8(3) . . ? C14 C15 C16 125.5(3) . . ? C3 C17 C18 111.9(3) . . ? C4 C19 C20 112.8(3) . . ? C8 C21 C22 112.8(3) . . ? C9 C23 C24 112.8(3) . . ? C13 C25 C26 113.1(3) . . ? C14 C27 C28 113.4(3) . . ? N4 C29 Se 178.7(3) . . ? C2 N1 C5 106.7(2) . . ? C2 N1 Cu 128.5(2) . . ? C5 N1 Cu 123.46(19) . . ? C7 N2 C10 106.1(2) . . ? C7 N2 Cu 126.49(19) . . ? C10 N2 Cu 126.93(19) . . ? C15 N3 C12 106.5(2) . . ? C15 N3 Cu 129.2(2) . . ? C12 N3 Cu 123.55(19) . . ? C29 N4 Cu 163.9(3) . . ? N2 Cu N4 141.44(11) . . ? N2 Cu N3 93.03(10) . . ? N4 Cu N3 96.67(10) . . ? N2 Cu N1 92.64(10) . . ? N4 Cu N1 93.38(10) . . ? N3 Cu N1 155.90(10) . . ? 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 N1 C2 C3 C4 0.7(3) . . . . ? C1 C2 C3 C4 -177.3(3) . . . . ? N1 C2 C3 C17 -176.2(3) . . . . ? C1 C2 C3 C17 5.7(5) . . . . ? C2 C3 C4 C5 -0.6(3) . . . . ? C17 C3 C4 C5 176.2(3) . . . . ? C2 C3 C4 C19 -179.6(3) . . . . ? C17 C3 C4 C19 -2.9(5) . . . . ? C3 C4 C5 C6 -179.1(3) . . . . ? C19 C4 C5 C6 0.0(5) . . . . ? C3 C4 C5 N1 0.3(3) . . . . ? C19 C4 C5 N1 179.4(3) . . . . ? N1 C5 C6 C7 1.5(5) . . . . ? C4 C5 C6 C7 -179.3(3) . . . . ? C5 C6 C7 N2 -2.1(5) . . . . ? C5 C6 C7 C8 174.7(3) . . . . ? N2 C7 C8 C9 0.2(4) . . . . ? C6 C7 C8 C9 -177.0(3) . . . . ? N2 C7 C8 C21 176.7(3) . . . . ? C6 C7 C8 C21 -0.4(5) . . . . ? C7 C8 C9 C10 0.2(3) . . . . ? C21 C8 C9 C10 -176.2(3) . . . . ? C7 C8 C9 C23 177.3(3) . . . . ? C21 C8 C9 C23 1.0(5) . . . . ? C8 C9 C10 N2 -0.5(3) . . . . ? C23 C9 C10 N2 -177.8(3) . . . . ? C8 C9 C10 C11 178.1(3) . . . . ? C23 C9 C10 C11 0.8(5) . . . . ? N2 C10 C11 C12 1.1(5) . . . . ? C9 C10 C11 C12 -177.3(3) . . . . ? C10 C11 C12 N3 -0.5(5) . . . . ? C10 C11 C12 C13 177.7(3) . . . . ? C11 C12 C13 C14 -178.3(3) . . . . ? N3 C12 C13 C14 0.2(3) . . . . ? C11 C12 C13 C25 4.1(5) . . . . ? N3 C12 C13 C25 -177.5(3) . . . . ? C12 C13 C14 C15 -0.2(3) . . . . ? C25 C13 C14 C15 177.3(3) . . . . ? C12 C13 C14 C27 -178.7(3) . . . . ? C25 C13 C14 C27 -1.2(5) . . . . ? C13 C14 C15 N3 0.3(3) . . . . ? C27 C14 C15 N3 178.8(3) . . . . ? C13 C14 C15 C16 178.5(3) . . . . ? C27 C14 C15 C16 -3.0(5) . . . . ? C4 C3 C17 C18 -96.4(4) . . . . ? C2 C3 C17 C18 79.8(4) . . . . ? C3 C4 C19 C20 87.5(4) . . . . ? C5 C4 C19 C20 -91.4(4) . . . . ? C9 C8 C21 C22 98.0(4) . . . . ? C7 C8 C21 C22 -77.8(4) . . . . ? C8 C9 C23 C24 -88.8(4) . . . . ? C10 C9 C23 C24 87.8(4) . . . . ? C14 C13 C25 C26 -100.0(4) . . . . ? C12 C13 C25 C26 77.2(4) . . . . ? C13 C14 C27 C28 97.1(4) . . . . ? C15 C14 C27 C28 -81.0(4) . . . . ? C3 C2 N1 C5 -0.5(3) . . . . ? C1 C2 N1 C5 177.6(3) . . . . ? C3 C2 N1 Cu 166.6(2) . . . . ? C1 C2 N1 Cu -15.3(4) . . . . ? C6 C5 N1 C2 179.5(3) . . . . ? C4 C5 N1 C2 0.2(3) . . . . ? C6 C5 N1 Cu 11.6(4) . . . . ? C4 C5 N1 Cu -167.77(19) . . . . ? C6 C7 N2 C10 176.8(3) . . . . ? C8 C7 N2 C10 -0.5(3) . . . . ? C6 C7 N2 Cu -11.0(4) . . . . ? C8 C7 N2 Cu 171.7(2) . . . . ? C11 C10 N2 C7 -178.0(3) . . . . ? C9 C10 N2 C7 0.6(3) . . . . ? C11 C10 N2 Cu 9.8(4) . . . . ? C9 C10 N2 Cu -171.5(2) . . . . ? C14 C15 N3 C12 -0.1(3) . . . . ? C16 C15 N3 C12 -178.4(3) . . . . ? C14 C15 N3 Cu -170.7(2) . . . . ? C16 C15 N3 Cu 11.0(4) . . . . ? C11 C12 N3 C15 178.5(3) . . . . ? C13 C12 N3 C15 0.0(3) . . . . ? C11 C12 N3 Cu -10.3(4) . . . . ? C13 C12 N3 Cu 171.21(19) . . . . ? Se C29 N4 Cu -7(14) . . . . ? C7 N2 Cu N4 -81.1(3) . . . . ? C10 N2 Cu N4 89.5(3) . . . . ? C7 N2 Cu N3 174.2(2) . . . . ? C10 N2 Cu N3 -15.2(3) . . . . ? C7 N2 Cu N1 17.6(3) . . . . ? C10 N2 Cu N1 -171.7(2) . . . . ? C29 N4 Cu N2 74.6(9) . . . . ? C29 N4 Cu N3 178.0(9) . . . . ? C29 N4 Cu N1 -24.0(9) . . . . ? C15 N3 Cu N2 -175.9(3) . . . . ? C12 N3 Cu N2 15.0(2) . . . . ? C15 N3 Cu N4 41.5(3) . . . . ? C12 N3 Cu N4 -127.6(2) . . . . ? C15 N3 Cu N1 -72.5(4) . . . . ? C12 N3 Cu N1 118.4(3) . . . . ? C2 N1 Cu N2 177.3(2) . . . . ? C5 N1 Cu N2 -17.5(2) . . . . ? C2 N1 Cu N4 -40.8(3) . . . . ? C5 N1 Cu N4 124.4(2) . . . . ? C2 N1 Cu N3 73.9(4) . . . . ? C5 N1 Cu N3 -121.0(3) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.94 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.618 _refine_diff_density_min -0.590 _refine_diff_density_rms 0.072 data_sp6ec _database_code_depnum_ccdc_archive 'CCDC 621920' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H34 Cu N6' _chemical_formula_weight 542.17 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Cu Cu 0.3201 1.2651 '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 triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.8897(8) _cell_length_b 11.6757(10) _cell_length_c 24.055(2) _cell_angle_alpha 94.9580(10) _cell_angle_beta 96.6490(10) _cell_angle_gamma 96.0560(10) _cell_volume 2729.8(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6556 _cell_measurement_theta_min 4.709 _cell_measurement_theta_max 53.875 _exptl_crystal_description block _exptl_crystal_colour violet _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.319 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1140 _exptl_absorpt_coefficient_mu 0.830 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.807 _exptl_absorpt_correction_T_max 0.936 _exptl_absorpt_process_details 'SADABS2.0 (Sheldrick 2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Brucker Smart Apex with D8-Goniometer' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 47740 _diffrn_reflns_av_R_equivalents 0.0339 _diffrn_reflns_av_sigmaI/netI 0.0248 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 0.86 _diffrn_reflns_theta_max 25.35 _reflns_number_total 9952 _reflns_number_gt 8723 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART-NT V5.6' _computing_cell_refinement 'SAINT-NT V6.0' _computing_data_reduction 'SAINT-NT V6.0' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Mercury 1.4.1' _computing_publication_material 'XSHELL in SHELXTL-97' _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^)+(0.0588P)^2^+1.4716P] 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 9952 _refine_ls_number_parameters 683 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0470 _refine_ls_R_factor_gt 0.0410 _refine_ls_wR_factor_ref 0.1064 _refine_ls_wR_factor_gt 0.1028 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _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 C1 C 0.8523(3) 1.0335(2) 0.10431(10) 0.0407(6) Uani 1 1 d . . . H1A H 0.7865 0.9686 0.1107 0.061 Uiso 1 1 calc R . . H1B H 0.9364 1.0042 0.0942 0.061 Uiso 1 1 calc R . . H1C H 0.8124 1.0743 0.0736 0.061 Uiso 1 1 calc R . . C2 C 0.8848(2) 1.1145(2) 0.15644(9) 0.0284(5) Uani 1 1 d . . . C3 C 0.9809(2) 1.2182(2) 0.16332(10) 0.0275(5) Uani 1 1 d . . . C4 C 0.9837(2) 1.26465(19) 0.21756(10) 0.0264(5) Uani 1 1 d . . . C5 C 0.8898(2) 1.18982(19) 0.24379(9) 0.0240(5) Uani 1 1 d . . . C6 C 0.8637(2) 1.20090(19) 0.29855(9) 0.0247(5) Uani 1 1 d . . . H6 H 0.9083 1.2678 0.3213 0.030 Uiso 1 1 calc R . . C7 C 0.7777(2) 1.12371(19) 0.32493(9) 0.0238(5) Uani 1 1 d . . . C8 C 0.7555(2) 1.13257(19) 0.38270(9) 0.0244(5) Uani 1 1 d . . . C9 C 0.6624(2) 1.03902(19) 0.38901(9) 0.0249(5) Uani 1 1 d . . . C10 C 0.6305(2) 0.97483(19) 0.33500(9) 0.0233(5) Uani 1 1 d . . . C11 C 0.5385(2) 0.87183(19) 0.32039(9) 0.0240(5) Uani 1 1 d . . . H11 H 0.4870 0.8460 0.3488 0.029 Uiso 1 1 calc R . . C12 C 0.5165(2) 0.80600(19) 0.26964(9) 0.0235(5) Uani 1 1 d . . . C13 C 0.4281(2) 0.69784(19) 0.25433(9) 0.0257(5) Uani 1 1 d . . . C14 C 0.4518(2) 0.65720(19) 0.20209(9) 0.0253(5) Uani 1 1 d . . . C15 C 0.5501(2) 0.74252(19) 0.18416(9) 0.0241(5) Uani 1 1 d . . . C16 C 0.6047(2) 0.7350(2) 0.12907(9) 0.0299(5) Uani 1 1 d . . . H16A H 0.5346 0.7519 0.0996 0.045 Uiso 1 1 calc R . . H16B H 0.6291 0.6568 0.1204 0.045 Uiso 1 1 calc R . . H16C H 0.6863 0.7913 0.1309 0.045 Uiso 1 1 calc R . . C17 C 1.0593(3) 1.2636(2) 0.11845(11) 0.0361(6) Uani 1 1 d . . . H17A H 1.0619 1.3489 0.1213 0.043 Uiso 1 1 calc R . . H17B H 1.0098 1.2324 0.0812 0.043 Uiso 1 1 calc R . . C18 C 1.2049(3) 1.2327(3) 0.12193(13) 0.0513(8) Uani 1 1 d . . . H18A H 1.2548 1.2631 0.1587 0.077 Uiso 1 1 calc R . . H18B H 1.2506 1.2667 0.0922 0.077 Uiso 1 1 calc R . . H18C H 1.2033 1.1483 0.1171 0.077 Uiso 1 1 calc R . . C19 C 1.0683(3) 1.3728(2) 0.24580(11) 0.0346(6) Uani 1 1 d . . . H19A H 1.1587 1.3542 0.2611 0.052 Uiso 1 1 calc R . . H19B H 1.0223 1.4055 0.2764 0.052 Uiso 1 1 calc R . . H19C H 1.0791 1.4293 0.2183 0.052 Uiso 1 1 calc R . . C20 C 0.8267(3) 1.2236(2) 0.42789(10) 0.0325(5) Uani 1 1 d . . . H20A H 0.7639 1.2380 0.4563 0.039 Uiso 1 1 calc R . . H20B H 0.8472 1.2967 0.4109 0.039 Uiso 1 1 calc R . . C21 C 0.9586(3) 1.1900(3) 0.45706(14) 0.0629(9) Uani 1 1 d . . . H21A H 0.9389 1.1186 0.4747 0.094 Uiso 1 1 calc R . . H21B H 1.0000 1.2521 0.4859 0.094 Uiso 1 1 calc R . . H21C H 1.0223 1.1774 0.4294 0.094 Uiso 1 1 calc R . . C22 C 0.6086(2) 1.0060(2) 0.44203(9) 0.0278(5) Uani 1 1 d . . . H22A H 0.5106 0.9750 0.4330 0.033 Uiso 1 1 calc R . . H22B H 0.6145 1.0763 0.4687 0.033 Uiso 1 1 calc R . . C23 C 0.6858(3) 0.9159(3) 0.47063(11) 0.0421(6) Uani 1 1 d . . . H23A H 0.6800 0.8457 0.4446 0.063 Uiso 1 1 calc R . . H23B H 0.6447 0.8971 0.5044 0.063 Uiso 1 1 calc R . . H23C H 0.7821 0.9471 0.4813 0.063 Uiso 1 1 calc R . . C24 C 0.3278(3) 0.6454(2) 0.28990(10) 0.0330(5) Uani 1 1 d . . . H24A H 0.2387 0.6735 0.2808 0.050 Uiso 1 1 calc R . . H24B H 0.3613 0.6677 0.3297 0.050 Uiso 1 1 calc R . . H24C H 0.3180 0.5609 0.2824 0.050 Uiso 1 1 calc R . . C25 C 0.3912(2) 0.54709(19) 0.16723(10) 0.0289(5) Uani 1 1 d . . . H25A H 0.3552 0.4914 0.1922 0.035 Uiso 1 1 calc R . . H25B H 0.4645 0.5128 0.1491 0.035 Uiso 1 1 calc R . . C26 C 0.2765(3) 0.5645(2) 0.12213(12) 0.0456(7) Uani 1 1 d . . . H26A H 0.2003 0.5924 0.1399 0.068 Uiso 1 1 calc R . . H26B H 0.2447 0.4908 0.0994 0.068 Uiso 1 1 calc R . . H26C H 0.3105 0.6216 0.0979 0.068 Uiso 1 1 calc R . . C27 C 0.4646(2) 0.9915(2) 0.11130(9) 0.0275(5) Uani 1 1 d . . . C28 C 0.3618(2) 0.9790(2) 0.06616(9) 0.0290(5) Uani 1 1 d . . . C29 C 0.3634(3) 1.0592(2) 0.02526(10) 0.0342(6) Uani 1 1 d . . . C30 C 0.2591(3) 0.8834(2) 0.05879(10) 0.0358(6) Uani 1 1 d . . . C31 C 0.9328(2) 0.8552(2) 0.36858(10) 0.0305(5) Uani 1 1 d . . . H31A H 0.8569 0.7954 0.3709 0.046 Uiso 1 1 calc R . . H31B H 0.9030 0.9318 0.3759 0.046 Uiso 1 1 calc R . . H31C H 1.0101 0.8461 0.3966 0.046 Uiso 1 1 calc R . . C32 C 0.9763(2) 0.8433(2) 0.31128(9) 0.0255(5) Uani 1 1 d . . . C33 C 1.0680(2) 0.9281(2) 0.28968(9) 0.0262(5) Uani 1 1 d . . . C34 C 1.0822(2) 0.8854(2) 0.23657(10) 0.0280(5) Uani 1 1 d . . . C35 C 0.9964(2) 0.7754(2) 0.22480(9) 0.0268(5) Uani 1 1 d . . . C36 C 0.9737(2) 0.7047(2) 0.17558(9) 0.0265(5) Uani 1 1 d . . . H36 H 1.0214 0.7291 0.1458 0.032 Uiso 1 1 calc R . . C37 C 0.8861(2) 0.5985(2) 0.16409(9) 0.0246(5) Uani 1 1 d . . . C38 C 0.8580(2) 0.5269(2) 0.11209(9) 0.0264(5) Uani 1 1 d . . . C39 C 0.7676(2) 0.4331(2) 0.12096(9) 0.0265(5) Uani 1 1 d . . . C40 C 0.7423(2) 0.45008(19) 0.17810(9) 0.0247(5) Uani 1 1 d . . . C41 C 0.6553(2) 0.3770(2) 0.20655(9) 0.0267(5) Uani 1 1 d . . . H41 H 0.6162 0.3052 0.1865 0.032 Uiso 1 1 calc R . . C42 C 0.6218(2) 0.39898(19) 0.25970(9) 0.0253(5) Uani 1 1 d . . . C43 C 0.5206(2) 0.3332(2) 0.28676(10) 0.0284(5) Uani 1 1 d . . . C44 C 0.5075(2) 0.3976(2) 0.33588(10) 0.0309(5) Uani 1 1 d . . . C45 C 0.6051(2) 0.5002(2) 0.33943(9) 0.0279(5) Uani 1 1 d . . . C46 C 0.6278(3) 0.5968(2) 0.38520(10) 0.0331(5) Uani 1 1 d . . . H46A H 0.7024 0.5830 0.4135 0.050 Uiso 1 1 calc R . . H46B H 0.5437 0.6013 0.4028 0.050 Uiso 1 1 calc R . . H46C H 0.6522 0.6698 0.3695 0.050 Uiso 1 1 calc R . . C47 C 1.1333(2) 1.0393(2) 0.32223(10) 0.0296(5) Uani 1 1 d . . . H47A H 1.0656 1.0717 0.3445 0.035 Uiso 1 1 calc R . . H47B H 1.1579 1.0954 0.2954 0.035 Uiso 1 1 calc R . . C48 C 1.2609(3) 1.0258(2) 0.36166(12) 0.0425(6) Uani 1 1 d . . . H48A H 1.2369 0.9729 0.3894 0.064 Uiso 1 1 calc R . . H48B H 1.2993 1.1015 0.3811 0.064 Uiso 1 1 calc R . . H48C H 1.3289 0.9944 0.3399 0.064 Uiso 1 1 calc R . . C49 C 1.1712(3) 0.9384(2) 0.19700(11) 0.0407(6) Uani 1 1 d . . . H49A H 1.1875 1.0224 0.2066 0.061 Uiso 1 1 calc R . . H49B H 1.1253 0.9215 0.1584 0.061 Uiso 1 1 calc R . . H49C H 1.2589 0.9061 0.2001 0.061 Uiso 1 1 calc R . . C50 C 0.9126(2) 0.5520(2) 0.05800(9) 0.0305(5) Uani 1 1 d . . . H50A H 0.9032 0.4791 0.0329 0.037 Uiso 1 1 calc R . . H50B H 1.0115 0.5800 0.0664 0.037 Uiso 1 1 calc R . . C51 C 0.8407(3) 0.6410(2) 0.02727(10) 0.0392(6) Uani 1 1 d . . . H51A H 0.7434 0.6125 0.0172 0.059 Uiso 1 1 calc R . . H51B H 0.8824 0.6543 -0.0070 0.059 Uiso 1 1 calc R . . H51C H 0.8499 0.7138 0.0517 0.059 Uiso 1 1 calc R . . C52 C 0.7022(3) 0.3359(2) 0.07838(10) 0.0349(6) Uani 1 1 d . . . H52A H 0.6727 0.2685 0.0982 0.042 Uiso 1 1 calc R . . H52B H 0.7710 0.3126 0.0542 0.042 Uiso 1 1 calc R . . C53 C 0.5788(3) 0.3682(3) 0.04146(13) 0.0549(8) Uani 1 1 d . . . H53A H 0.5098 0.3907 0.0651 0.082 Uiso 1 1 calc R . . H53B H 0.5393 0.3015 0.0148 0.082 Uiso 1 1 calc R . . H53C H 0.6079 0.4331 0.0207 0.082 Uiso 1 1 calc R . . C54 C 0.4454(3) 0.2175(2) 0.26434(11) 0.0355(6) Uani 1 1 d . . . H54A H 0.4710 0.1596 0.2895 0.053 Uiso 1 1 calc R . . H54B H 0.4694 0.1957 0.2268 0.053 Uiso 1 1 calc R . . H54C H 0.3464 0.2215 0.2620 0.053 Uiso 1 1 calc R . . C55 C 0.4097(3) 0.3732(2) 0.37820(11) 0.0387(6) Uani 1 1 d . . . H55A H 0.3352 0.3130 0.3608 0.046 Uiso 1 1 calc R . . H55B H 0.3677 0.4444 0.3880 0.046 Uiso 1 1 calc R . . C56 C 0.4780(3) 0.3330(3) 0.43167(12) 0.0493(7) Uani 1 1 d . . . H56A H 0.5174 0.2612 0.4225 0.074 Uiso 1 1 calc R . . H56B H 0.4098 0.3191 0.4576 0.074 Uiso 1 1 calc R . . H56C H 0.5509 0.3927 0.4495 0.074 Uiso 1 1 calc R . . C57 C 1.0371(2) 0.58796(19) 0.38826(9) 0.0272(5) Uani 1 1 d . . . C58 C 1.1488(2) 0.5961(2) 0.42993(10) 0.0301(5) Uani 1 1 d . . . C59 C 1.2542(3) 0.6887(2) 0.43182(9) 0.0319(5) Uani 1 1 d . . . C60 C 1.1569(3) 0.5155(3) 0.46980(12) 0.0459(7) Uani 1 1 d . . . Cu1 Cu 0.68104(3) 0.98359(2) 0.216590(10) 0.02267(9) Uani 1 1 d . . . Cu2 Cu 0.82985(3) 0.60567(2) 0.282315(10) 0.02274(9) Uani 1 1 d . . . N1 N 0.83037(19) 1.09821(16) 0.20365(8) 0.0260(4) Uani 1 1 d . . . N2 N 0.70188(18) 1.02673(16) 0.29666(7) 0.0233(4) Uani 1 1 d . . . N3 N 0.58766(19) 0.83056(16) 0.22379(7) 0.0240(4) Uani 1 1 d . . . N4 N 0.5495(2) 1.00282(18) 0.14923(8) 0.0330(5) Uani 1 1 d . . . N5 N 0.3634(3) 1.1239(2) -0.00800(10) 0.0518(6) Uani 1 1 d . . . N6 N 0.1733(3) 0.8071(2) 0.05281(11) 0.0578(7) Uani 1 1 d . . . N7 N 0.93428(19) 0.75294(16) 0.27325(7) 0.0253(4) Uani 1 1 d . . . N8 N 0.81441(18) 0.55116(16) 0.20354(7) 0.0232(4) Uani 1 1 d . . . N9 N 0.67232(19) 0.50047(16) 0.29488(8) 0.0252(4) Uani 1 1 d . . . N10 N 0.9473(2) 0.58538(18) 0.35314(8) 0.0327(5) Uani 1 1 d . . . N11 N 1.3397(2) 0.7642(2) 0.43298(9) 0.0469(6) Uani 1 1 d . . . N12 N 1.1648(3) 0.4500(3) 0.50268(13) 0.0813(11) 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 C1 0.0448(15) 0.0500(16) 0.0240(13) 0.0004(11) 0.0083(11) -0.0110(12) C2 0.0299(12) 0.0335(13) 0.0227(12) 0.0069(10) 0.0037(9) 0.0034(10) C3 0.0264(12) 0.0313(12) 0.0261(12) 0.0104(10) 0.0045(9) 0.0023(9) C4 0.0239(11) 0.0267(12) 0.0295(12) 0.0082(10) 0.0027(9) 0.0031(9) C5 0.0215(11) 0.0247(11) 0.0258(12) 0.0055(9) 0.0010(9) 0.0030(9) C6 0.0223(11) 0.0248(11) 0.0261(12) 0.0008(9) 0.0002(9) 0.0034(9) C7 0.0242(11) 0.0254(11) 0.0214(11) 0.0007(9) 0.0013(9) 0.0039(9) C8 0.0256(11) 0.0270(12) 0.0209(11) 0.0002(9) 0.0040(9) 0.0049(9) C9 0.0247(11) 0.0294(12) 0.0209(11) 0.0016(9) 0.0027(9) 0.0060(9) C10 0.0236(11) 0.0279(12) 0.0187(11) 0.0026(9) 0.0031(8) 0.0034(9) C11 0.0244(11) 0.0292(12) 0.0195(11) 0.0065(9) 0.0046(9) 0.0026(9) C12 0.0255(11) 0.0262(11) 0.0184(11) 0.0047(9) 0.0018(8) 0.0005(9) C13 0.0260(12) 0.0279(12) 0.0227(11) 0.0061(9) 0.0000(9) 0.0007(9) C14 0.0259(11) 0.0253(12) 0.0237(11) 0.0034(9) -0.0008(9) 0.0022(9) C15 0.0243(11) 0.0278(12) 0.0201(11) 0.0023(9) 0.0002(9) 0.0057(9) C16 0.0324(13) 0.0344(13) 0.0237(12) 0.0013(10) 0.0076(10) 0.0042(10) C17 0.0394(14) 0.0388(14) 0.0316(13) 0.0140(11) 0.0084(11) -0.0012(11) C18 0.0530(18) 0.0581(19) 0.0560(19) 0.0282(15) 0.0318(15) 0.0222(15) C19 0.0353(13) 0.0278(13) 0.0397(14) 0.0042(11) 0.0055(11) -0.0025(10) C20 0.0381(14) 0.0325(13) 0.0246(12) -0.0064(10) 0.0078(10) -0.0030(11) C21 0.0478(18) 0.067(2) 0.061(2) -0.0295(17) -0.0190(15) 0.0065(16) C22 0.0295(12) 0.0352(13) 0.0186(11) -0.0002(9) 0.0062(9) 0.0014(10) C23 0.0472(16) 0.0532(17) 0.0306(14) 0.0127(12) 0.0127(12) 0.0123(13) C24 0.0357(13) 0.0345(13) 0.0271(13) 0.0055(10) 0.0050(10) -0.0072(10) C25 0.0337(13) 0.0248(12) 0.0274(12) 0.0016(9) 0.0017(10) 0.0023(10) C26 0.0445(16) 0.0357(15) 0.0490(17) -0.0052(12) -0.0170(13) 0.0023(12) C27 0.0324(13) 0.0284(12) 0.0226(12) 0.0039(9) 0.0050(10) 0.0044(10) C28 0.0321(13) 0.0326(13) 0.0218(12) 0.0049(10) -0.0016(9) 0.0058(10) C29 0.0384(14) 0.0388(14) 0.0230(12) 0.0013(11) -0.0037(10) 0.0036(11) C30 0.0373(14) 0.0416(15) 0.0269(13) 0.0029(11) -0.0036(10) 0.0050(12) C31 0.0314(13) 0.0339(13) 0.0268(12) 0.0005(10) 0.0095(10) 0.0020(10) C32 0.0231(11) 0.0294(12) 0.0244(11) 0.0034(9) 0.0024(9) 0.0057(9) C33 0.0243(11) 0.0284(12) 0.0262(12) 0.0064(9) 0.0017(9) 0.0034(9) C34 0.0279(12) 0.0310(12) 0.0261(12) 0.0080(10) 0.0035(9) 0.0031(10) C35 0.0242(11) 0.0347(13) 0.0232(12) 0.0099(10) 0.0050(9) 0.0036(10) C36 0.0249(11) 0.0368(13) 0.0188(11) 0.0068(9) 0.0023(9) 0.0049(10) C37 0.0232(11) 0.0353(13) 0.0170(11) 0.0064(9) 0.0028(8) 0.0075(9) C38 0.0261(12) 0.0351(13) 0.0193(11) 0.0034(9) 0.0017(9) 0.0101(10) C39 0.0281(12) 0.0308(12) 0.0207(11) 0.0018(9) 0.0002(9) 0.0081(10) C40 0.0258(11) 0.0290(12) 0.0195(11) 0.0029(9) 0.0002(9) 0.0073(9) C41 0.0258(12) 0.0285(12) 0.0251(12) 0.0036(9) -0.0019(9) 0.0053(9) C42 0.0245(11) 0.0279(12) 0.0240(11) 0.0071(9) 0.0001(9) 0.0044(9) C43 0.0267(12) 0.0282(12) 0.0307(13) 0.0078(10) 0.0007(9) 0.0037(9) C44 0.0298(12) 0.0339(13) 0.0304(13) 0.0095(10) 0.0062(10) 0.0026(10) C45 0.0286(12) 0.0330(13) 0.0232(12) 0.0075(10) 0.0034(9) 0.0050(10) C46 0.0354(13) 0.0365(13) 0.0278(13) 0.0039(10) 0.0078(10) 0.0014(11) C47 0.0281(12) 0.0266(12) 0.0336(13) 0.0032(10) 0.0034(10) 0.0016(10) C48 0.0403(15) 0.0346(14) 0.0482(16) 0.0054(12) -0.0091(12) -0.0012(12) C49 0.0469(16) 0.0420(15) 0.0325(14) 0.0075(12) 0.0112(12) -0.0081(12) C50 0.0304(12) 0.0420(14) 0.0204(12) 0.0028(10) 0.0061(9) 0.0073(10) C51 0.0398(14) 0.0558(17) 0.0243(13) 0.0136(12) 0.0066(11) 0.0059(12) C52 0.0456(15) 0.0341(13) 0.0247(12) -0.0025(10) 0.0078(11) 0.0041(11) C53 0.0523(18) 0.0549(19) 0.0472(18) -0.0108(14) -0.0165(14) -0.0029(15) C54 0.0363(14) 0.0320(13) 0.0377(14) 0.0064(11) 0.0062(11) -0.0022(11) C55 0.0397(15) 0.0398(15) 0.0388(15) 0.0105(12) 0.0106(11) 0.0030(12) C56 0.0502(17) 0.0579(18) 0.0432(17) 0.0205(14) 0.0110(13) 0.0039(14) C57 0.0345(13) 0.0261(12) 0.0216(12) 0.0023(9) 0.0074(10) 0.0017(10) C58 0.0305(12) 0.0361(13) 0.0227(12) 0.0055(10) -0.0017(9) 0.0028(10) C59 0.0342(13) 0.0433(15) 0.0177(11) 0.0010(10) 0.0020(9) 0.0054(12) C60 0.0366(15) 0.0534(17) 0.0435(16) 0.0161(14) -0.0122(12) -0.0050(13) Cu1 0.02419(15) 0.02725(16) 0.01535(14) 0.00345(11) 0.00074(10) -0.00179(11) Cu2 0.02399(15) 0.02858(16) 0.01523(14) 0.00414(11) 0.00185(10) 0.00024(11) N1 0.0264(10) 0.0296(10) 0.0213(10) 0.0042(8) 0.0026(8) -0.0005(8) N2 0.0235(9) 0.0267(10) 0.0191(9) 0.0024(7) 0.0027(7) 0.0006(8) N3 0.0256(9) 0.0285(10) 0.0174(9) 0.0031(8) 0.0015(7) 0.0015(8) N4 0.0349(11) 0.0383(12) 0.0234(10) 0.0090(9) -0.0040(9) -0.0025(9) N5 0.0677(17) 0.0488(15) 0.0339(13) 0.0113(11) -0.0097(12) -0.0041(12) N6 0.0504(15) 0.0622(17) 0.0531(16) 0.0079(13) -0.0079(12) -0.0156(14) N7 0.0257(10) 0.0314(10) 0.0189(9) 0.0037(8) 0.0030(7) 0.0027(8) N8 0.0253(9) 0.0286(10) 0.0161(9) 0.0034(7) 0.0025(7) 0.0034(8) N9 0.0260(10) 0.0284(10) 0.0214(10) 0.0049(8) 0.0026(8) 0.0030(8) N10 0.0347(11) 0.0406(12) 0.0209(10) 0.0090(9) -0.0031(9) -0.0014(9) N11 0.0444(14) 0.0596(16) 0.0325(12) 0.0018(11) 0.0044(10) -0.0101(12) N12 0.072(2) 0.086(2) 0.078(2) 0.0530(19) -0.0323(17) -0.0187(17) _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 C1 C2 1.486(3) . ? C2 N1 1.332(3) . ? C2 C3 1.443(3) . ? C3 C4 1.365(3) . ? C3 C17 1.501(3) . ? C4 C5 1.443(3) . ? C4 C19 1.501(3) . ? C5 C6 1.369(3) . ? C5 N1 1.407(3) . ? C6 C7 1.414(3) . ? C7 N2 1.370(3) . ? C7 C8 1.429(3) . ? C8 C9 1.383(3) . ? C8 C20 1.507(3) . ? C9 C10 1.427(3) . ? C9 C22 1.502(3) . ? C10 N2 1.369(3) . ? C10 C11 1.421(3) . ? C11 C12 1.367(3) . ? C12 N3 1.409(3) . ? C12 C13 1.451(3) . ? C13 C14 1.360(3) . ? C13 C24 1.499(3) . ? C14 C15 1.446(3) . ? C14 C25 1.500(3) . ? C15 N3 1.331(3) . ? C15 C16 1.487(3) . ? C17 C18 1.515(4) . ? C20 C21 1.514(4) . ? C22 C23 1.528(3) . ? C25 C26 1.519(3) . ? C27 N4 1.155(3) . ? C27 C28 1.386(3) . ? C28 C30 1.411(4) . ? C28 C29 1.416(3) . ? C29 N5 1.147(3) . ? C30 N6 1.152(3) . ? C31 C32 1.490(3) . ? C32 N7 1.332(3) . ? C32 C33 1.443(3) . ? C33 C34 1.359(3) . ? C33 C47 1.499(3) . ? C34 C35 1.450(3) . ? C34 C49 1.498(3) . ? C35 C36 1.365(3) . ? C35 N7 1.411(3) . ? C36 C37 1.422(3) . ? C37 N8 1.368(3) . ? C37 C38 1.425(3) . ? C38 C39 1.386(3) . ? C38 C50 1.505(3) . ? C39 C40 1.426(3) . ? C39 C52 1.498(3) . ? C40 N8 1.368(3) . ? C40 C41 1.421(3) . ? C41 C42 1.367(3) . ? C42 N9 1.405(3) . ? C42 C43 1.445(3) . ? C43 C44 1.371(3) . ? C43 C54 1.496(3) . ? C44 C45 1.447(3) . ? C44 C55 1.508(3) . ? C45 N9 1.325(3) . ? C45 C46 1.486(3) . ? C47 C48 1.519(3) . ? C50 C51 1.517(3) . ? C52 C53 1.524(4) . ? C55 C56 1.517(4) . ? C57 N10 1.148(3) . ? C57 C58 1.393(3) . ? C58 C60 1.402(4) . ? C58 C59 1.414(3) . ? C59 N11 1.152(3) . ? C60 N12 1.149(4) . ? Cu1 N2 1.9298(18) . ? Cu1 N3 1.9539(19) . ? Cu1 N1 1.9572(18) . ? Cu1 N4 2.0008(19) . ? Cu2 N8 1.9296(17) . ? Cu2 N9 1.9485(19) . ? Cu2 N7 1.9526(19) . ? Cu2 N10 1.9944(19) . ? 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 C2 C3 111.3(2) . . ? N1 C2 C1 123.6(2) . . ? C3 C2 C1 125.1(2) . . ? C4 C3 C2 106.3(2) . . ? C4 C3 C17 128.2(2) . . ? C2 C3 C17 125.5(2) . . ? C3 C4 C5 107.3(2) . . ? C3 C4 C19 127.2(2) . . ? C5 C4 C19 125.4(2) . . ? C6 C5 N1 124.3(2) . . ? C6 C5 C4 127.4(2) . . ? N1 C5 C4 108.26(19) . . ? C5 C6 C7 127.2(2) . . ? N2 C7 C6 122.9(2) . . ? N2 C7 C8 110.04(19) . . ? C6 C7 C8 127.1(2) . . ? C9 C8 C7 106.66(19) . . ? C9 C8 C20 127.4(2) . . ? C7 C8 C20 125.8(2) . . ? C8 C9 C10 106.39(19) . . ? C8 C9 C22 127.9(2) . . ? C10 C9 C22 125.6(2) . . ? N2 C10 C11 122.49(19) . . ? N2 C10 C9 110.33(19) . . ? C11 C10 C9 127.2(2) . . ? C12 C11 C10 126.8(2) . . ? C11 C12 N3 123.55(19) . . ? C11 C12 C13 127.9(2) . . ? N3 C12 C13 108.36(18) . . ? C14 C13 C12 106.94(19) . . ? C14 C13 C24 127.9(2) . . ? C12 C13 C24 125.2(2) . . ? C13 C14 C15 106.71(19) . . ? C13 C14 C25 129.1(2) . . ? C15 C14 C25 124.2(2) . . ? N3 C15 C14 111.22(19) . . ? N3 C15 C16 123.3(2) . . ? C14 C15 C16 125.5(2) . . ? C3 C17 C18 113.8(2) . . ? C8 C20 C21 113.2(2) . . ? C9 C22 C23 113.56(19) . . ? C14 C25 C26 113.1(2) . . ? N4 C27 C28 179.2(3) . . ? C27 C28 C30 120.7(2) . . ? C27 C28 C29 119.9(2) . . ? C30 C28 C29 119.4(2) . . ? N5 C29 C28 179.3(3) . . ? N6 C30 C28 178.6(3) . . ? N7 C32 C33 111.35(19) . . ? N7 C32 C31 124.1(2) . . ? C33 C32 C31 124.5(2) . . ? C34 C33 C32 106.6(2) . . ? C34 C33 C47 129.0(2) . . ? C32 C33 C47 124.4(2) . . ? C33 C34 C35 107.2(2) . . ? C33 C34 C49 127.6(2) . . ? C35 C34 C49 125.2(2) . . ? C36 C35 N7 124.2(2) . . ? C36 C35 C34 127.6(2) . . ? N7 C35 C34 108.19(19) . . ? C35 C36 C37 127.0(2) . . ? N8 C37 C36 122.8(2) . . ? N8 C37 C38 110.1(2) . . ? C36 C37 C38 127.1(2) . . ? C39 C38 C37 106.49(19) . . ? C39 C38 C50 127.4(2) . . ? C37 C38 C50 126.0(2) . . ? C38 C39 C40 106.58(19) . . ? C38 C39 C52 127.1(2) . . ? C40 C39 C52 126.2(2) . . ? N8 C40 C41 122.7(2) . . ? N8 C40 C39 110.0(2) . . ? C41 C40 C39 127.3(2) . . ? C42 C41 C40 126.9(2) . . ? C41 C42 N9 123.4(2) . . ? C41 C42 C43 127.8(2) . . ? N9 C42 C43 108.48(19) . . ? C44 C43 C42 106.8(2) . . ? C44 C43 C54 127.5(2) . . ? C42 C43 C54 125.7(2) . . ? C43 C44 C45 106.3(2) . . ? C43 C44 C55 128.9(2) . . ? C45 C44 C55 124.8(2) . . ? N9 C45 C44 111.2(2) . . ? N9 C45 C46 122.5(2) . . ? C44 C45 C46 126.2(2) . . ? C33 C47 C48 113.6(2) . . ? C38 C50 C51 113.8(2) . . ? C39 C52 C53 112.8(2) . . ? C44 C55 C56 113.2(2) . . ? N10 C57 C58 177.2(3) . . ? C57 C58 C60 121.2(2) . . ? C57 C58 C59 118.6(2) . . ? C60 C58 C59 120.2(2) . . ? N11 C59 C58 179.5(3) . . ? N12 C60 C58 179.3(3) . . ? N2 Cu1 N3 92.69(8) . . ? N2 Cu1 N1 93.95(8) . . ? N3 Cu1 N1 157.43(8) . . ? N2 Cu1 N4 137.56(8) . . ? N3 Cu1 N4 91.54(8) . . ? N1 Cu1 N4 97.98(8) . . ? N8 Cu2 N9 93.02(8) . . ? N8 Cu2 N7 93.80(8) . . ? N9 Cu2 N7 157.46(8) . . ? N8 Cu2 N10 137.58(8) . . ? N9 Cu2 N10 96.49(8) . . ? N7 Cu2 N10 92.88(8) . . ? C2 N1 C5 106.84(18) . . ? C2 N1 Cu1 129.22(16) . . ? C5 N1 Cu1 123.57(15) . . ? C10 N2 C7 106.58(18) . . ? C10 N2 Cu1 126.54(15) . . ? C7 N2 Cu1 126.40(15) . . ? C15 N3 C12 106.70(18) . . ? C15 N3 Cu1 128.46(15) . . ? C12 N3 Cu1 123.00(14) . . ? C27 N4 Cu1 166.49(19) . . ? C32 N7 C35 106.65(19) . . ? C32 N7 Cu2 129.02(15) . . ? C35 N7 Cu2 123.80(15) . . ? C37 N8 C40 106.86(18) . . ? C37 N8 Cu2 126.53(15) . . ? C40 N8 Cu2 126.17(15) . . ? C45 N9 C42 107.10(19) . . ? C45 N9 Cu2 128.50(16) . . ? C42 N9 Cu2 123.86(15) . . ? C57 N10 Cu2 164.41(19) . . ? 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 N1 C2 C3 C4 0.5(3) . . . . ? C1 C2 C3 C4 -178.0(2) . . . . ? N1 C2 C3 C17 -179.1(2) . . . . ? C1 C2 C3 C17 2.5(4) . . . . ? C2 C3 C4 C5 0.0(2) . . . . ? C17 C3 C4 C5 179.5(2) . . . . ? C2 C3 C4 C19 179.6(2) . . . . ? C17 C3 C4 C19 -0.9(4) . . . . ? C3 C4 C5 C6 177.5(2) . . . . ? C19 C4 C5 C6 -2.1(4) . . . . ? C3 C4 C5 N1 -0.5(2) . . . . ? C19 C4 C5 N1 179.9(2) . . . . ? N1 C5 C6 C7 1.7(4) . . . . ? C4 C5 C6 C7 -176.0(2) . . . . ? C5 C6 C7 N2 -3.2(4) . . . . ? C5 C6 C7 C8 176.8(2) . . . . ? N2 C7 C8 C9 -0.8(3) . . . . ? C6 C7 C8 C9 179.2(2) . . . . ? N2 C7 C8 C20 176.3(2) . . . . ? C6 C7 C8 C20 -3.7(4) . . . . ? C7 C8 C9 C10 0.3(2) . . . . ? C20 C8 C9 C10 -176.7(2) . . . . ? C7 C8 C9 C22 177.7(2) . . . . ? C20 C8 C9 C22 0.7(4) . . . . ? C8 C9 C10 N2 0.2(3) . . . . ? C22 C9 C10 N2 -177.2(2) . . . . ? C8 C9 C10 C11 -179.5(2) . . . . ? C22 C9 C10 C11 3.1(4) . . . . ? N2 C10 C11 C12 5.8(4) . . . . ? C9 C10 C11 C12 -174.6(2) . . . . ? C10 C11 C12 N3 2.0(4) . . . . ? C10 C11 C12 C13 176.9(2) . . . . ? C11 C12 C13 C14 -172.6(2) . . . . ? N3 C12 C13 C14 2.9(2) . . . . ? C11 C12 C13 C24 9.0(4) . . . . ? N3 C12 C13 C24 -175.5(2) . . . . ? C12 C13 C14 C15 -2.5(2) . . . . ? C24 C13 C14 C15 175.9(2) . . . . ? C12 C13 C14 C25 177.9(2) . . . . ? C24 C13 C14 C25 -3.8(4) . . . . ? C13 C14 C15 N3 1.2(3) . . . . ? C25 C14 C15 N3 -179.1(2) . . . . ? C13 C14 C15 C16 -179.1(2) . . . . ? C25 C14 C15 C16 0.6(3) . . . . ? C4 C3 C17 C18 82.0(3) . . . . ? C2 C3 C17 C18 -98.6(3) . . . . ? C9 C8 C20 C21 87.4(3) . . . . ? C7 C8 C20 C21 -89.1(3) . . . . ? C8 C9 C22 C23 -95.9(3) . . . . ? C10 C9 C22 C23 81.0(3) . . . . ? C13 C14 C25 C26 100.5(3) . . . . ? C15 C14 C25 C26 -79.1(3) . . . . ? N4 C27 C28 C30 -101(21) . . . . ? N4 C27 C28 C29 82(21) . . . . ? C27 C28 C29 N5 -157(100) . . . . ? C30 C28 C29 N5 27(24) . . . . ? C27 C28 C30 N6 122(11) . . . . ? C29 C28 C30 N6 -61(11) . . . . ? N7 C32 C33 C34 -0.7(3) . . . . ? C31 C32 C33 C34 179.8(2) . . . . ? N7 C32 C33 C47 -179.7(2) . . . . ? C31 C32 C33 C47 0.7(4) . . . . ? C32 C33 C34 C35 1.4(2) . . . . ? C47 C33 C34 C35 -179.6(2) . . . . ? C32 C33 C34 C49 -177.3(2) . . . . ? C47 C33 C34 C49 1.7(4) . . . . ? C33 C34 C35 C36 176.5(2) . . . . ? C49 C34 C35 C36 -4.7(4) . . . . ? C33 C34 C35 N7 -1.7(3) . . . . ? C49 C34 C35 N7 177.1(2) . . . . ? N7 C35 C36 C37 -0.1(4) . . . . ? C34 C35 C36 C37 -178.0(2) . . . . ? C35 C36 C37 N8 -2.1(4) . . . . ? C35 C36 C37 C38 177.3(2) . . . . ? N8 C37 C38 C39 -0.6(2) . . . . ? C36 C37 C38 C39 179.9(2) . . . . ? N8 C37 C38 C50 177.3(2) . . . . ? C36 C37 C38 C50 -2.2(4) . . . . ? C37 C38 C39 C40 0.3(2) . . . . ? C50 C38 C39 C40 -177.6(2) . . . . ? C37 C38 C39 C52 177.0(2) . . . . ? C50 C38 C39 C52 -0.9(4) . . . . ? C38 C39 C40 N8 0.2(2) . . . . ? C52 C39 C40 N8 -176.6(2) . . . . ? C38 C39 C40 C41 179.5(2) . . . . ? C52 C39 C40 C41 2.7(4) . . . . ? N8 C40 C41 C42 5.7(4) . . . . ? C39 C40 C41 C42 -173.5(2) . . . . ? C40 C41 C42 N9 -0.8(4) . . . . ? C40 C41 C42 C43 171.5(2) . . . . ? C41 C42 C43 C44 -170.5(2) . . . . ? N9 C42 C43 C44 2.7(2) . . . . ? C41 C42 C43 C54 9.1(4) . . . . ? N9 C42 C43 C54 -177.8(2) . . . . ? C42 C43 C44 C45 -2.3(3) . . . . ? C54 C43 C44 C45 178.1(2) . . . . ? C42 C43 C44 C55 175.7(2) . . . . ? C54 C43 C44 C55 -3.9(4) . . . . ? C43 C44 C45 N9 1.2(3) . . . . ? C55 C44 C45 N9 -176.8(2) . . . . ? C43 C44 C45 C46 179.4(2) . . . . ? C55 C44 C45 C46 1.3(4) . . . . ? C34 C33 C47 C48 -96.7(3) . . . . ? C32 C33 C47 C48 82.1(3) . . . . ? C39 C38 C50 C51 100.5(3) . . . . ? C37 C38 C50 C51 -77.0(3) . . . . ? C38 C39 C52 C53 -80.2(3) . . . . ? C40 C39 C52 C53 96.0(3) . . . . ? C43 C44 C55 C56 105.5(3) . . . . ? C45 C44 C55 C56 -76.9(3) . . . . ? N10 C57 C58 C60 178(100) . . . . ? N10 C57 C58 C59 -1(5) . . . . ? C57 C58 C59 N11 -15(51) . . . . ? C60 C58 C59 N11 165(100) . . . . ? C57 C58 C60 N12 174(100) . . . . ? C59 C58 C60 N12 -7(35) . . . . ? C3 C2 N1 C5 -0.7(3) . . . . ? C1 C2 N1 C5 177.7(2) . . . . ? C3 C2 N1 Cu1 172.37(15) . . . . ? C1 C2 N1 Cu1 -9.2(4) . . . . ? C6 C5 N1 C2 -177.3(2) . . . . ? C4 C5 N1 C2 0.8(2) . . . . ? C6 C5 N1 Cu1 9.1(3) . . . . ? C4 C5 N1 Cu1 -172.85(14) . . . . ? N2 Cu1 N1 C2 174.4(2) . . . . ? N3 Cu1 N1 C2 67.6(3) . . . . ? N4 Cu1 N1 C2 -46.5(2) . . . . ? N2 Cu1 N1 C5 -13.53(18) . . . . ? N3 Cu1 N1 C5 -120.3(2) . . . . ? N4 Cu1 N1 C5 125.64(17) . . . . ? C11 C10 N2 C7 179.0(2) . . . . ? C9 C10 N2 C7 -0.7(2) . . . . ? C11 C10 N2 Cu1 6.6(3) . . . . ? C9 C10 N2 Cu1 -173.10(14) . . . . ? C6 C7 N2 C10 -179.1(2) . . . . ? C8 C7 N2 C10 0.9(2) . . . . ? C6 C7 N2 Cu1 -6.7(3) . . . . ? C8 C7 N2 Cu1 173.33(15) . . . . ? N3 Cu1 N2 C10 -18.00(19) . . . . ? N1 Cu1 N2 C10 -176.41(18) . . . . ? N4 Cu1 N2 C10 77.2(2) . . . . ? N3 Cu1 N2 C7 171.07(18) . . . . ? N1 Cu1 N2 C7 12.65(19) . . . . ? N4 Cu1 N2 C7 -93.7(2) . . . . ? C14 C15 N3 C12 0.6(2) . . . . ? C16 C15 N3 C12 -179.1(2) . . . . ? C14 C15 N3 Cu1 -164.10(15) . . . . ? C16 C15 N3 Cu1 16.2(3) . . . . ? C11 C12 N3 C15 173.7(2) . . . . ? C13 C12 N3 C15 -2.1(2) . . . . ? C11 C12 N3 Cu1 -20.6(3) . . . . ? C13 C12 N3 Cu1 163.62(14) . . . . ? N2 Cu1 N3 C15 -173.34(19) . . . . ? N1 Cu1 N3 C15 -66.3(3) . . . . ? N4 Cu1 N3 C15 48.9(2) . . . . ? N2 Cu1 N3 C12 24.20(17) . . . . ? N1 Cu1 N3 C12 131.2(2) . . . . ? N4 Cu1 N3 C12 -113.56(17) . . . . ? C28 C27 N4 Cu1 115(21) . . . . ? N2 Cu1 N4 C27 -103.1(9) . . . . ? N3 Cu1 N4 C27 -7.5(9) . . . . ? N1 Cu1 N4 C27 152.0(9) . . . . ? C33 C32 N7 C35 -0.4(2) . . . . ? C31 C32 N7 C35 179.2(2) . . . . ? C33 C32 N7 Cu2 171.37(15) . . . . ? C31 C32 N7 Cu2 -9.1(3) . . . . ? C36 C35 N7 C32 -177.0(2) . . . . ? C34 C35 N7 C32 1.2(2) . . . . ? C36 C35 N7 Cu2 10.7(3) . . . . ? C34 C35 N7 Cu2 -171.05(14) . . . . ? N8 Cu2 N7 C32 175.24(19) . . . . ? N9 Cu2 N7 C32 67.9(3) . . . . ? N10 Cu2 N7 C32 -46.7(2) . . . . ? N8 Cu2 N7 C35 -14.30(18) . . . . ? N9 Cu2 N7 C35 -121.6(2) . . . . ? N10 Cu2 N7 C35 123.78(18) . . . . ? C36 C37 N8 C40 -179.8(2) . . . . ? C38 C37 N8 C40 0.7(2) . . . . ? C36 C37 N8 Cu2 -7.0(3) . . . . ? C38 C37 N8 Cu2 173.50(14) . . . . ? C41 C40 N8 C37 -179.9(2) . . . . ? C39 C40 N8 C37 -0.5(2) . . . . ? C41 C40 N8 Cu2 7.3(3) . . . . ? C39 C40 N8 Cu2 -173.37(15) . . . . ? N9 Cu2 N8 C37 171.31(18) . . . . ? N7 Cu2 N8 C37 12.81(19) . . . . ? N10 Cu2 N8 C37 -85.7(2) . . . . ? N9 Cu2 N8 C40 -17.23(18) . . . . ? N7 Cu2 N8 C40 -175.72(18) . . . . ? N10 Cu2 N8 C40 85.8(2) . . . . ? C44 C45 N9 C42 0.5(3) . . . . ? C46 C45 N9 C42 -177.8(2) . . . . ? C44 C45 N9 Cu2 -171.29(15) . . . . ? C46 C45 N9 Cu2 10.5(3) . . . . ? C41 C42 N9 C45 171.6(2) . . . . ? C43 C42 N9 C45 -1.9(2) . . . . ? C41 C42 N9 Cu2 -16.1(3) . . . . ? C43 C42 N9 Cu2 170.33(14) . . . . ? N8 Cu2 N9 C45 -168.3(2) . . . . ? N7 Cu2 N9 C45 -60.8(3) . . . . ? N10 Cu2 N9 C45 53.1(2) . . . . ? N8 Cu2 N9 C42 21.21(17) . . . . ? N7 Cu2 N9 C42 128.7(2) . . . . ? N10 Cu2 N9 C42 -117.38(17) . . . . ? C58 C57 N10 Cu2 25(6) . . . . ? N8 Cu2 N10 C57 69.5(8) . . . . ? N9 Cu2 N10 C57 171.2(8) . . . . ? N7 Cu2 N10 C57 -29.3(8) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.508 _refine_diff_density_min -0.234 _refine_diff_density_rms 0.071 data_sp2ec _database_code_depnum_ccdc_archive 'CCDC 621921' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H34 N6 Zn' _chemical_formula_weight 519.98 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.3015(8) _cell_length_b 11.2634(9) _cell_length_c 12.6692(10) _cell_angle_alpha 112.0490(10) _cell_angle_beta 102.3180(10) _cell_angle_gamma 95.4420(10) _cell_volume 1306.05(18) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 8110 _cell_measurement_theta_min 2.344 _cell_measurement_theta_max 28.155 _exptl_crystal_description plate _exptl_crystal_colour violet _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.322 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 548 _exptl_absorpt_coefficient_mu 0.968 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.770 _exptl_absorpt_correction_T_max 0.953 _exptl_absorpt_process_details 'SADABS2.0 (Sheldrick 2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Bruker Smart Apex with D8-Goniometer' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25569 _diffrn_reflns_av_R_equivalents 0.0293 _diffrn_reflns_av_sigmaI/netI 0.0206 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.34 _diffrn_reflns_theta_max 25.35 _reflns_number_total 4783 _reflns_number_gt 4629 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART-NT V5.6' _computing_cell_refinement 'SAINT-NT V6.0' _computing_data_reduction 'SAINT-NT V6.0' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Mercury 1.4.1' _computing_publication_material 'XSHELL in SHELXTL-97' _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^)+(0.0405P)^2^+0.9650P] 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 4783 _refine_ls_number_parameters 324 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0374 _refine_ls_R_factor_gt 0.0361 _refine_ls_wR_factor_ref 0.0884 _refine_ls_wR_factor_gt 0.0876 _refine_ls_goodness_of_fit_ref 1.111 _refine_ls_restrained_S_all 1.111 _refine_ls_shift/su_max 0.003 _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 C1 C -0.2484(3) 0.1159(3) 0.6773(2) 0.0389(6) Uani 1 1 d . . . H1A H -0.1681 0.1791 0.6903 0.058 Uiso 1 1 calc R . . H1B H -0.3295 0.1532 0.6643 0.058 Uiso 1 1 calc R . . H1C H -0.2552 0.0358 0.6077 0.058 Uiso 1 1 calc R . . C2 C -0.2369(2) 0.0848(2) 0.78346(19) 0.0283(5) Uani 1 1 d . . . C3 C -0.3277(2) -0.0143(2) 0.7926(2) 0.0284(5) Uani 1 1 d . . . C4 C -0.2795(2) -0.0099(2) 0.90353(19) 0.0264(5) Uani 1 1 d . . . C5 C -0.1578(2) 0.0910(2) 0.96145(18) 0.0249(4) Uani 1 1 d . . . C6 C -0.0748(2) 0.1226(2) 1.07190(19) 0.0252(4) Uani 1 1 d . . . H6 H -0.1003 0.0727 1.1128 0.030 Uiso 1 1 calc R . . C7 C 0.0450(2) 0.2205(2) 1.13347(18) 0.0245(4) Uani 1 1 d . . . C8 C 0.1238(2) 0.2627(2) 1.25352(18) 0.0254(4) Uani 1 1 d . . . C9 C 0.2236(2) 0.3666(2) 1.27390(18) 0.0252(4) Uani 1 1 d . . . C10 C 0.2035(2) 0.3843(2) 1.16567(18) 0.0251(4) Uani 1 1 d . . . C11 C 0.2756(2) 0.4817(2) 1.14227(19) 0.0270(5) Uani 1 1 d . . . H11 H 0.3535 0.5363 1.2031 0.032 Uiso 1 1 calc R . . C12 C 0.2463(2) 0.5064(2) 1.04268(19) 0.0266(5) Uani 1 1 d . . . C13 C 0.3244(2) 0.6037(2) 1.0201(2) 0.0285(5) Uani 1 1 d . . . C14 C 0.2586(2) 0.5952(2) 0.9108(2) 0.0275(5) Uani 1 1 d . . . C15 C 0.1420(2) 0.4915(2) 0.86631(19) 0.0270(5) Uani 1 1 d . . . C16 C 0.0427(2) 0.4436(2) 0.7482(2) 0.0333(5) Uani 1 1 d . . . H16A H 0.0848 0.3948 0.6870 0.050 Uiso 1 1 calc R . . H16B H 0.0144 0.5181 0.7338 0.050 Uiso 1 1 calc R . . H16C H -0.0365 0.3863 0.7460 0.050 Uiso 1 1 calc R . . C17 C -0.4477(2) -0.1062(2) 0.6960(2) 0.0347(5) Uani 1 1 d . . . H17A H -0.4555 -0.1921 0.7010 0.042 Uiso 1 1 calc R . . H17B H -0.4312 -0.1188 0.6186 0.042 Uiso 1 1 calc R . . C18 C -0.5804(3) -0.0606(3) 0.7001(3) 0.0695(11) Uani 1 1 d . . . H18A H -0.5967 -0.0456 0.7771 0.104 Uiso 1 1 calc R . . H18B H -0.6541 -0.1274 0.6373 0.104 Uiso 1 1 calc R . . H18C H -0.5765 0.0209 0.6887 0.104 Uiso 1 1 calc R . . C19 C -0.3374(2) -0.0921(2) 0.9575(2) 0.0326(5) Uani 1 1 d . . . H19A H -0.4066 -0.0524 0.9933 0.049 Uiso 1 1 calc R . . H19B H -0.2652 -0.0984 1.0184 0.049 Uiso 1 1 calc R . . H19C H -0.3785 -0.1797 0.8961 0.049 Uiso 1 1 calc R . . C20 C 0.0989(2) 0.2048(2) 1.3383(2) 0.0310(5) Uani 1 1 d . . . H20A H 0.1860 0.2178 1.3964 0.037 Uiso 1 1 calc R . . H20B H 0.0653 0.1096 1.2938 0.037 Uiso 1 1 calc R . . C21 C -0.0023(3) 0.2627(3) 1.4048(3) 0.0541(8) Uani 1 1 d . . . H21A H 0.0306 0.3569 1.4500 0.081 Uiso 1 1 calc R . . H21B H -0.0125 0.2215 1.4590 0.081 Uiso 1 1 calc R . . H21C H -0.0900 0.2472 1.3482 0.081 Uiso 1 1 calc R . . C22 C 0.3291(2) 0.4512(2) 1.38741(19) 0.0305(5) Uani 1 1 d . . . H22A H 0.4163 0.4676 1.3695 0.037 Uiso 1 1 calc R . . H22B H 0.3418 0.4037 1.4395 0.037 Uiso 1 1 calc R . . C23 C 0.2918(3) 0.5817(3) 1.4530(2) 0.0466(7) Uani 1 1 d . . . H23A H 0.2784 0.6290 1.4018 0.070 Uiso 1 1 calc R . . H23B H 0.3649 0.6336 1.5247 0.070 Uiso 1 1 calc R . . H23C H 0.2080 0.5663 1.4748 0.070 Uiso 1 1 calc R . . C24 C 0.4553(2) 0.6921(2) 1.1003(2) 0.0387(6) Uani 1 1 d . . . H24A H 0.5300 0.6453 1.0886 0.058 Uiso 1 1 calc R . . H24B H 0.4520 0.7202 1.1827 0.058 Uiso 1 1 calc R . . H24C H 0.4694 0.7688 1.0820 0.058 Uiso 1 1 calc R . . C25 C 0.3001(2) 0.6694(2) 0.8431(2) 0.0334(5) Uani 1 1 d . . . H25A H 0.3527 0.7570 0.8993 0.040 Uiso 1 1 calc R . . H25B H 0.2182 0.6813 0.7937 0.040 Uiso 1 1 calc R . . C26 C 0.3849(3) 0.5991(3) 0.7646(3) 0.0542(8) Uani 1 1 d . . . H26A H 0.4671 0.5890 0.8134 0.081 Uiso 1 1 calc R . . H26B H 0.4098 0.6499 0.7214 0.081 Uiso 1 1 calc R . . H26C H 0.3326 0.5128 0.7082 0.081 Uiso 1 1 calc R . . C27 C 0.1615(3) 0.1464(2) 0.7111(2) 0.0380(6) Uani 1 1 d . . . C28 C 0.3043(3) 0.1962(3) 0.6128(2) 0.0481(7) Uani 1 1 d . . . N1 N -0.13782(18) 0.14755(17) 0.88186(16) 0.0264(4) Uani 1 1 d . . . N2 N 0.09634(18) 0.29381(17) 1.08215(15) 0.0249(4) Uani 1 1 d . . . N3 N 0.13328(18) 0.43891(18) 0.94285(16) 0.0262(4) Uani 1 1 d . . . N4 N 0.1240(2) 0.1515(2) 0.79208(18) 0.0377(5) Uani 1 1 d . . . N5 N 0.1924(3) 0.1296(3) 0.6134(2) 0.0538(6) Uani 1 1 d . . . N6 N 0.3987(3) 0.2480(3) 0.6013(2) 0.0710(8) Uani 1 1 d . . . Zn Zn 0.03736(2) 0.26291(2) 0.91461(2) 0.02480(9) 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 C1 0.0390(14) 0.0443(14) 0.0276(12) 0.0151(11) 0.0012(10) -0.0024(11) C2 0.0273(11) 0.0289(11) 0.0244(11) 0.0074(9) 0.0047(9) 0.0053(9) C3 0.0263(11) 0.0257(11) 0.0274(11) 0.0057(9) 0.0059(9) 0.0030(9) C4 0.0260(11) 0.0222(10) 0.0275(11) 0.0059(9) 0.0075(9) 0.0052(8) C5 0.0255(11) 0.0239(10) 0.0244(11) 0.0076(9) 0.0085(9) 0.0063(8) C6 0.0282(11) 0.0233(10) 0.0257(11) 0.0093(9) 0.0108(9) 0.0070(9) C7 0.0265(11) 0.0250(10) 0.0209(10) 0.0077(8) 0.0064(8) 0.0064(8) C8 0.0276(11) 0.0279(11) 0.0218(10) 0.0098(9) 0.0072(9) 0.0103(9) C9 0.0258(11) 0.0273(11) 0.0206(10) 0.0077(9) 0.0046(8) 0.0087(9) C10 0.0246(10) 0.0281(11) 0.0183(10) 0.0061(9) 0.0038(8) 0.0046(8) C11 0.0253(11) 0.0278(11) 0.0213(10) 0.0050(9) 0.0030(8) 0.0031(9) C12 0.0259(11) 0.0262(11) 0.0243(11) 0.0074(9) 0.0058(9) 0.0032(9) C13 0.0283(11) 0.0265(11) 0.0286(11) 0.0083(9) 0.0094(9) 0.0044(9) C14 0.0286(11) 0.0264(11) 0.0299(11) 0.0117(9) 0.0113(9) 0.0077(9) C15 0.0268(11) 0.0285(11) 0.0273(11) 0.0117(9) 0.0084(9) 0.0088(9) C16 0.0320(12) 0.0370(13) 0.0306(12) 0.0167(10) 0.0036(10) 0.0039(10) C17 0.0331(12) 0.0299(12) 0.0297(12) 0.0045(10) 0.0028(10) -0.0016(10) C18 0.0348(15) 0.0488(18) 0.080(2) -0.0065(16) -0.0122(15) 0.0065(13) C19 0.0290(12) 0.0305(12) 0.0366(13) 0.0132(10) 0.0080(10) 0.0020(9) C20 0.0342(12) 0.0357(12) 0.0246(11) 0.0158(10) 0.0047(9) 0.0066(10) C21 0.0654(19) 0.075(2) 0.0470(17) 0.0380(16) 0.0331(15) 0.0300(16) C22 0.0289(11) 0.0361(12) 0.0218(11) 0.0103(9) 0.0009(9) 0.0051(9) C23 0.0461(15) 0.0400(14) 0.0317(13) -0.0007(11) -0.0048(11) 0.0078(12) C24 0.0356(13) 0.0361(13) 0.0355(13) 0.0120(11) 0.0029(11) -0.0067(10) C25 0.0332(12) 0.0336(12) 0.0374(13) 0.0187(11) 0.0104(10) 0.0050(10) C26 0.071(2) 0.0508(17) 0.0587(18) 0.0282(15) 0.0408(16) 0.0148(15) C27 0.0370(13) 0.0392(14) 0.0338(13) 0.0103(11) 0.0065(11) 0.0153(11) C28 0.0572(18) 0.0677(19) 0.0265(13) 0.0215(13) 0.0152(13) 0.0255(15) N1 0.0264(9) 0.0269(9) 0.0233(9) 0.0090(8) 0.0055(7) 0.0016(7) N2 0.0266(9) 0.0266(9) 0.0176(8) 0.0067(7) 0.0036(7) 0.0016(7) N3 0.0251(9) 0.0278(9) 0.0231(9) 0.0090(8) 0.0047(7) 0.0025(7) N4 0.0409(12) 0.0397(12) 0.0288(11) 0.0081(9) 0.0133(9) 0.0064(9) N5 0.0541(15) 0.0779(18) 0.0280(12) 0.0166(12) 0.0154(11) 0.0169(13) N6 0.076(2) 0.099(2) 0.0421(15) 0.0304(16) 0.0238(14) 0.0093(17) Zn 0.02536(15) 0.02705(15) 0.01821(14) 0.00743(10) 0.00378(10) 0.00008(10) _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 C1 C2 1.497(3) . ? C2 N1 1.325(3) . ? C2 C3 1.442(3) . ? C3 C4 1.367(3) . ? C3 C17 1.503(3) . ? C4 C5 1.454(3) . ? C4 C19 1.491(3) . ? C5 C6 1.369(3) . ? C5 N1 1.418(3) . ? C6 C7 1.426(3) . ? C7 N2 1.360(3) . ? C7 C8 1.434(3) . ? C8 C9 1.387(3) . ? C8 C20 1.503(3) . ? C9 C10 1.434(3) . ? C9 C22 1.505(3) . ? C10 N2 1.362(3) . ? C10 C11 1.424(3) . ? C11 C12 1.370(3) . ? C12 N3 1.420(3) . ? C12 C13 1.448(3) . ? C13 C14 1.369(3) . ? C13 C24 1.498(3) . ? C14 C15 1.441(3) . ? C14 C25 1.498(3) . ? C15 N3 1.326(3) . ? C15 C16 1.487(3) . ? C17 C18 1.510(4) . ? C20 C21 1.521(3) . ? C22 C23 1.525(3) . ? C25 C26 1.513(4) . ? C27 N4 1.155(3) . ? C27 N5 1.294(3) . ? C28 N6 1.151(4) . ? C28 N5 1.318(4) . ? N1 Zn 1.9870(18) . ? N2 Zn 1.9623(17) . ? N3 Zn 1.9947(18) . ? N4 Zn 2.031(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 N1 C2 C3 111.9(2) . . ? N1 C2 C1 122.3(2) . . ? C3 C2 C1 125.8(2) . . ? C4 C3 C2 106.38(19) . . ? C4 C3 C17 127.9(2) . . ? C2 C3 C17 125.7(2) . . ? C3 C4 C5 107.05(19) . . ? C3 C4 C19 127.7(2) . . ? C5 C4 C19 125.2(2) . . ? C6 C5 N1 126.2(2) . . ? C6 C5 C4 125.8(2) . . ? N1 C5 C4 107.98(18) . . ? C5 C6 C7 128.4(2) . . ? N2 C7 C6 121.56(19) . . ? N2 C7 C8 110.04(18) . . ? C6 C7 C8 128.3(2) . . ? C9 C8 C7 106.21(18) . . ? C9 C8 C20 128.2(2) . . ? C7 C8 C20 125.6(2) . . ? C8 C9 C10 106.52(18) . . ? C8 C9 C22 128.2(2) . . ? C10 C9 C22 125.2(2) . . ? N2 C10 C11 121.66(19) . . ? N2 C10 C9 109.79(19) . . ? C11 C10 C9 128.51(19) . . ? C12 C11 C10 127.9(2) . . ? C11 C12 N3 125.2(2) . . ? C11 C12 C13 126.5(2) . . ? N3 C12 C13 108.25(18) . . ? C14 C13 C12 107.04(19) . . ? C14 C13 C24 127.2(2) . . ? C12 C13 C24 125.7(2) . . ? C13 C14 C15 106.36(19) . . ? C13 C14 C25 128.7(2) . . ? C15 C14 C25 124.8(2) . . ? N3 C15 C14 111.96(19) . . ? N3 C15 C16 122.3(2) . . ? C14 C15 C16 125.7(2) . . ? C3 C17 C18 114.3(2) . . ? C8 C20 C21 113.9(2) . . ? C9 C22 C23 112.97(19) . . ? C14 C25 C26 111.6(2) . . ? N4 C27 N5 173.6(3) . . ? N6 C28 N5 173.8(3) . . ? C2 N1 C5 106.65(18) . . ? C2 N1 Zn 131.46(16) . . ? C5 N1 Zn 120.00(14) . . ? C7 N2 C10 107.42(17) . . ? C7 N2 Zn 125.88(14) . . ? C10 N2 Zn 126.46(14) . . ? C15 N3 C12 106.38(18) . . ? C15 N3 Zn 129.54(15) . . ? C12 N3 Zn 120.13(14) . . ? C27 N4 Zn 142.7(2) . . ? C27 N5 C28 121.3(3) . . ? N2 Zn N1 94.92(7) . . ? N2 Zn N3 93.18(7) . . ? N1 Zn N3 147.37(8) . . ? N2 Zn N4 122.59(8) . . ? N1 Zn N4 103.06(8) . . ? N3 Zn N4 98.94(8) . . ? 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 N1 C2 C3 C4 0.2(3) . . . . ? C1 C2 C3 C4 179.6(2) . . . . ? N1 C2 C3 C17 -177.8(2) . . . . ? C1 C2 C3 C17 1.7(4) . . . . ? C2 C3 C4 C5 -0.9(2) . . . . ? C17 C3 C4 C5 177.0(2) . . . . ? C2 C3 C4 C19 179.6(2) . . . . ? C17 C3 C4 C19 -2.4(4) . . . . ? C3 C4 C5 C6 -176.7(2) . . . . ? C19 C4 C5 C6 2.8(3) . . . . ? C3 C4 C5 N1 1.3(2) . . . . ? C19 C4 C5 N1 -179.2(2) . . . . ? N1 C5 C6 C7 2.8(4) . . . . ? C4 C5 C6 C7 -179.6(2) . . . . ? C5 C6 C7 N2 -3.6(3) . . . . ? C5 C6 C7 C8 172.8(2) . . . . ? N2 C7 C8 C9 1.2(2) . . . . ? C6 C7 C8 C9 -175.5(2) . . . . ? N2 C7 C8 C20 -179.56(19) . . . . ? C6 C7 C8 C20 3.7(4) . . . . ? C7 C8 C9 C10 -0.4(2) . . . . ? C20 C8 C9 C10 -179.5(2) . . . . ? C7 C8 C9 C22 176.5(2) . . . . ? C20 C8 C9 C22 -2.6(4) . . . . ? C8 C9 C10 N2 -0.6(2) . . . . ? C22 C9 C10 N2 -177.63(19) . . . . ? C8 C9 C10 C11 177.0(2) . . . . ? C22 C9 C10 C11 -0.1(4) . . . . ? N2 C10 C11 C12 5.0(4) . . . . ? C9 C10 C11 C12 -172.3(2) . . . . ? C10 C11 C12 N3 1.6(4) . . . . ? C10 C11 C12 C13 -177.8(2) . . . . ? C11 C12 C13 C14 -179.7(2) . . . . ? N3 C12 C13 C14 0.7(2) . . . . ? C11 C12 C13 C24 2.6(4) . . . . ? N3 C12 C13 C24 -177.0(2) . . . . ? C12 C13 C14 C15 -0.9(2) . . . . ? C24 C13 C14 C15 176.7(2) . . . . ? C12 C13 C14 C25 -176.8(2) . . . . ? C24 C13 C14 C25 0.8(4) . . . . ? C13 C14 C15 N3 0.8(3) . . . . ? C25 C14 C15 N3 176.9(2) . . . . ? C13 C14 C15 C16 -177.7(2) . . . . ? C25 C14 C15 C16 -1.5(4) . . . . ? C4 C3 C17 C18 87.8(3) . . . . ? C2 C3 C17 C18 -94.7(3) . . . . ? C9 C8 C20 C21 92.7(3) . . . . ? C7 C8 C20 C21 -86.3(3) . . . . ? C8 C9 C22 C23 -99.7(3) . . . . ? C10 C9 C22 C23 76.6(3) . . . . ? C13 C14 C25 C26 90.3(3) . . . . ? C15 C14 C25 C26 -84.9(3) . . . . ? C3 C2 N1 C5 0.6(2) . . . . ? C1 C2 N1 C5 -178.9(2) . . . . ? C3 C2 N1 Zn 164.50(16) . . . . ? C1 C2 N1 Zn -15.0(3) . . . . ? C6 C5 N1 C2 176.8(2) . . . . ? C4 C5 N1 C2 -1.2(2) . . . . ? C6 C5 N1 Zn 10.7(3) . . . . ? C4 C5 N1 Zn -167.26(13) . . . . ? C6 C7 N2 C10 175.37(19) . . . . ? C8 C7 N2 C10 -1.6(2) . . . . ? C6 C7 N2 Zn -10.1(3) . . . . ? C8 C7 N2 Zn 172.95(14) . . . . ? C11 C10 N2 C7 -176.40(19) . . . . ? C9 C10 N2 C7 1.4(2) . . . . ? C11 C10 N2 Zn 9.1(3) . . . . ? C9 C10 N2 Zn -173.16(14) . . . . ? C14 C15 N3 C12 -0.3(2) . . . . ? C16 C15 N3 C12 178.2(2) . . . . ? C14 C15 N3 Zn -157.42(15) . . . . ? C16 C15 N3 Zn 21.1(3) . . . . ? C11 C12 N3 C15 -179.8(2) . . . . ? C13 C12 N3 C15 -0.2(2) . . . . ? C11 C12 N3 Zn -20.1(3) . . . . ? C13 C12 N3 Zn 159.46(14) . . . . ? N5 C27 N4 Zn -112(2) . . . . ? N4 C27 N5 C28 -172(2) . . . . ? N6 C28 N5 C27 178(3) . . . . ? C7 N2 Zn N1 17.69(18) . . . . ? C10 N2 Zn N1 -168.76(18) . . . . ? C7 N2 Zn N3 166.05(18) . . . . ? C10 N2 Zn N3 -20.40(18) . . . . ? C7 N2 Zn N4 -91.23(19) . . . . ? C10 N2 Zn N4 82.32(19) . . . . ? C2 N1 Zn N2 -179.2(2) . . . . ? C5 N1 Zn N2 -17.09(16) . . . . ? C2 N1 Zn N3 77.1(2) . . . . ? C5 N1 Zn N3 -120.84(17) . . . . ? C2 N1 Zn N4 -54.1(2) . . . . ? C5 N1 Zn N4 108.01(16) . . . . ? C15 N3 Zn N2 178.88(19) . . . . ? C12 N3 Zn N2 24.48(16) . . . . ? C15 N3 Zn N1 -76.9(2) . . . . ? C12 N3 Zn N1 128.72(17) . . . . ? C15 N3 Zn N4 55.2(2) . . . . ? C12 N3 Zn N4 -99.23(16) . . . . ? C27 N4 Zn N2 -138.3(3) . . . . ? C27 N4 Zn N1 117.1(3) . . . . ? C27 N4 Zn N3 -38.6(3) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.354 _refine_diff_density_min -0.281 _refine_diff_density_rms 0.059 data_sp34ec _database_code_depnum_ccdc_archive 'CCDC 621922' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H30 N6 Zn' _chemical_formula_weight 491.93 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 15.1908(11) _cell_length_b 8.1931(6) _cell_length_c 19.5802(16) _cell_angle_alpha 90.00 _cell_angle_beta 97.272(9) _cell_angle_gamma 90.00 _cell_volume 2417.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 8000 _cell_measurement_theta_min 1.85 _cell_measurement_theta_max 25.95 _exptl_crystal_description 'irregular block' _exptl_crystal_colour brown _exptl_crystal_size_max 0.324 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.204 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.352 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1032 _exptl_absorpt_coefficient_mu 1.042 _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 193(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 'IPDS1 (Stoe)' _diffrn_measurement_method phi-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18188 _diffrn_reflns_av_R_equivalents 0.0413 _diffrn_reflns_av_sigmaI/netI 0.0399 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4681 _reflns_number_gt 3430 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'STOE WinXpose (X-Area)' _computing_cell_refinement 'STOE Wincell (X-Area)' _computing_data_reduction 'STOE WinIntegrate (X-Area)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Mercury 1.4.1' _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^)+(0.0467P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary patterson _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 4681 _refine_ls_number_parameters 304 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0487 _refine_ls_R_factor_gt 0.0311 _refine_ls_wR_factor_ref 0.0740 _refine_ls_wR_factor_gt 0.0702 _refine_ls_goodness_of_fit_ref 0.896 _refine_ls_restrained_S_all 0.896 _refine_ls_shift/su_max 0.005 _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 C1 C 0.93222(14) 0.7894(3) 0.69192(11) 0.0371(5) Uani 1 1 d . . . H1A H 0.8912 0.8751 0.7027 0.056 Uiso 1 1 calc R . . H1B H 0.9908 0.8088 0.7178 0.056 Uiso 1 1 calc R . . H1C H 0.9099 0.6828 0.7047 0.056 Uiso 1 1 calc R . . C2 C 0.93943(13) 0.7915(3) 0.61664(11) 0.0277(4) Uani 1 1 d . . . C3 C 1.02160(13) 0.7961(3) 0.58570(12) 0.0312(5) Uani 1 1 d . . . C4 C 0.99734(13) 0.7953(3) 0.51630(12) 0.0299(5) Uani 1 1 d . . . C5 C 0.90091(13) 0.7909(3) 0.50552(11) 0.0268(4) Uani 1 1 d . . . C6 C 0.84797(14) 0.7882(3) 0.44389(11) 0.0288(4) Uani 1 1 d . . . H6 H 0.8783 0.7889 0.4043 0.035 Uiso 1 1 calc R . . C7 C 0.75410(14) 0.7846(3) 0.43040(10) 0.0282(4) Uani 1 1 d . . . C8 C 0.70346(16) 0.7772(3) 0.36452(11) 0.0364(5) Uani 1 1 d . . . H8 H 0.7260 0.7732 0.3214 0.044 Uiso 1 1 calc R . . C9 C 0.61578(16) 0.7769(3) 0.37479(11) 0.0349(5) Uani 1 1 d . . . H9 H 0.5659 0.7727 0.3403 0.042 Uiso 1 1 calc R . . C10 C 0.61412(13) 0.7841(3) 0.44681(10) 0.0259(4) Uani 1 1 d . . . C11 C 0.53543(13) 0.7885(3) 0.47960(10) 0.0259(4) Uani 1 1 d . . . H11 H 0.4810 0.7837 0.4498 0.031 Uiso 1 1 calc R . . C12 C 0.52832(13) 0.7987(3) 0.54805(10) 0.0236(4) Uani 1 1 d . . . C13 C 0.44632(13) 0.8056(3) 0.57952(10) 0.0254(4) Uani 1 1 d . . . C14 C 0.47090(13) 0.8139(3) 0.64862(10) 0.0276(4) Uani 1 1 d . . . C15 C 0.56716(13) 0.8138(3) 0.65873(10) 0.0265(4) Uani 1 1 d . . . C16 C 0.62343(15) 0.8219(3) 0.72673(11) 0.0379(6) Uani 1 1 d . . . H16A H 0.6852 0.8427 0.7197 0.057 Uiso 1 1 calc R . . H16B H 0.6198 0.7180 0.7510 0.057 Uiso 1 1 calc R . . H16C H 0.6024 0.9103 0.7542 0.057 Uiso 1 1 calc R . . C17 C 1.11337(14) 0.8005(3) 0.62442(14) 0.0400(6) Uani 1 1 d . . . H17A H 1.1131 0.8721 0.6651 0.048 Uiso 1 1 calc R . . H17B H 1.1543 0.8492 0.5945 0.048 Uiso 1 1 calc R . . C18 C 1.14849(17) 0.6331(4) 0.64832(15) 0.0509(7) Uani 1 1 d . . . H18A H 1.1096 0.5855 0.6793 0.076 Uiso 1 1 calc R . . H18B H 1.2086 0.6444 0.6728 0.076 Uiso 1 1 calc R . . H18C H 1.1499 0.5618 0.6083 0.076 Uiso 1 1 calc R . . C19 C 1.05623(15) 0.7946(3) 0.46002(13) 0.0359(5) Uani 1 1 d . . . H19A H 1.1151 0.8390 0.4785 0.043 Uiso 1 1 calc R . . H19B H 1.0303 0.8678 0.4225 0.043 Uiso 1 1 calc R . . C20 C 1.06864(16) 0.6268(3) 0.43040(13) 0.0376(5) Uani 1 1 d . . . H20A H 1.0956 0.5540 0.4669 0.056 Uiso 1 1 calc R . . H20B H 1.1075 0.6346 0.3942 0.056 Uiso 1 1 calc R . . H20C H 1.0109 0.5830 0.4108 0.056 Uiso 1 1 calc R . . C21 C 0.35450(13) 0.7995(3) 0.54110(11) 0.0306(5) Uani 1 1 d . . . H21A H 0.3538 0.8587 0.4969 0.037 Uiso 1 1 calc R . . H21B H 0.3130 0.8555 0.5684 0.037 Uiso 1 1 calc R . . C22 C 0.32294(16) 0.6251(3) 0.52664(13) 0.0384(5) Uani 1 1 d . . . H22A H 0.3635 0.5695 0.4992 0.058 Uiso 1 1 calc R . . H22B H 0.2631 0.6265 0.5012 0.058 Uiso 1 1 calc R . . H22C H 0.3219 0.5670 0.5703 0.058 Uiso 1 1 calc R . . C23 C 0.41329(15) 0.8195(3) 0.70520(12) 0.0372(6) Uani 1 1 d . . . H23A H 0.3531 0.8561 0.6859 0.045 Uiso 1 1 calc R . . H23B H 0.4377 0.9008 0.7399 0.045 Uiso 1 1 calc R . . C24 C 0.40617(18) 0.6551(4) 0.74053(14) 0.0507(7) Uani 1 1 d . . . H24A H 0.3839 0.5730 0.7062 0.076 Uiso 1 1 calc R . . H24B H 0.3652 0.6643 0.7752 0.076 Uiso 1 1 calc R . . H24C H 0.4648 0.6221 0.7629 0.076 Uiso 1 1 calc R . . C25 C 0.71975(13) 0.4410(3) 0.64493(10) 0.0252(5) Uani 1 1 d . . . C26 C 0.72435(14) 1.1614(3) 0.64021(11) 0.0262(5) Uani 1 1 d . . . N1 N 0.86914(11) 0.7892(2) 0.56997(9) 0.0250(4) Uani 1 1 d . . . N2 N 0.69827(11) 0.7885(2) 0.48013(8) 0.0243(3) Uani 1 1 d . . . N3 N 0.60053(10) 0.8052(2) 0.60001(8) 0.0245(4) Uani 1 1 d . . . N4 N 0.74268(11) 0.5737(2) 0.63835(9) 0.0288(4) Uani 1 1 d . . . N6 N 0.75002(12) 1.0329(2) 0.62917(10) 0.0326(4) Uani 1 1 d . . . N5 N 0.68687(12) 0.2971(2) 0.65633(10) 0.0341(4) Uani 1 1 d . . . Zn Zn 0.734545(14) 0.79686(3) 0.582312(11) 0.02149(8) 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 C1 0.0293(11) 0.0485(14) 0.0336(12) -0.0029(12) 0.0041(9) -0.0057(12) C2 0.0255(10) 0.0220(10) 0.0360(11) -0.0010(10) 0.0060(8) -0.0015(9) C3 0.0257(10) 0.0232(10) 0.0457(13) 0.0001(11) 0.0087(9) -0.0014(10) C4 0.0288(10) 0.0190(10) 0.0445(13) 0.0007(11) 0.0148(9) -0.0010(10) C5 0.0290(10) 0.0206(10) 0.0333(11) 0.0012(10) 0.0134(9) 0.0005(9) C6 0.0343(11) 0.0244(10) 0.0304(11) 0.0034(10) 0.0145(9) 0.0027(10) C7 0.0359(11) 0.0259(11) 0.0241(10) 0.0050(9) 0.0088(8) 0.0035(10) C8 0.0441(13) 0.0447(14) 0.0218(10) 0.0035(11) 0.0100(9) 0.0057(11) C9 0.0409(12) 0.0409(13) 0.0222(10) 0.0015(10) 0.0016(9) 0.0049(11) C10 0.0306(10) 0.0251(10) 0.0217(10) 0.0017(9) 0.0025(8) 0.0032(9) C11 0.0273(10) 0.0246(10) 0.0245(10) 0.0018(10) -0.0017(8) -0.0001(9) C12 0.0244(9) 0.0221(10) 0.0234(9) 0.0014(9) -0.0010(8) 0.0019(9) C13 0.0249(10) 0.0230(10) 0.0281(10) 0.0014(10) 0.0024(8) 0.0036(9) C14 0.0285(10) 0.0273(11) 0.0278(11) 0.0000(10) 0.0065(8) 0.0048(9) C15 0.0282(10) 0.0282(11) 0.0229(10) -0.0023(9) 0.0016(8) 0.0031(9) C16 0.0334(11) 0.0563(17) 0.0234(11) -0.0047(11) 0.0005(9) 0.0035(11) C17 0.0239(10) 0.0394(13) 0.0575(15) -0.0081(14) 0.0073(10) -0.0041(11) C18 0.0345(13) 0.0583(17) 0.0583(17) 0.0102(15) -0.0001(12) -0.0017(13) C19 0.0333(11) 0.0282(11) 0.0506(14) -0.0003(12) 0.0226(10) -0.0024(11) C20 0.0355(12) 0.0316(12) 0.0483(14) -0.0054(12) 0.0159(11) 0.0009(10) C21 0.0258(10) 0.0339(12) 0.0315(11) 0.0008(11) 0.0014(8) 0.0037(11) C22 0.0335(12) 0.0428(14) 0.0373(13) -0.0022(12) -0.0023(10) -0.0078(11) C23 0.0322(11) 0.0476(15) 0.0333(12) -0.0037(11) 0.0100(9) 0.0063(11) C24 0.0444(14) 0.069(2) 0.0413(14) 0.0174(13) 0.0159(12) 0.0096(13) C25 0.0253(10) 0.0288(12) 0.0226(10) 0.0006(9) 0.0071(8) 0.0049(9) C26 0.0287(10) 0.0263(12) 0.0236(10) 0.0006(9) 0.0029(8) -0.0034(8) N1 0.0255(8) 0.0226(8) 0.0280(9) 0.0011(8) 0.0072(7) 0.0008(8) N2 0.0268(8) 0.0231(8) 0.0237(8) 0.0029(8) 0.0050(7) 0.0031(8) N3 0.0229(8) 0.0290(9) 0.0207(8) -0.0012(8) -0.0004(6) 0.0022(8) N4 0.0290(9) 0.0252(10) 0.0328(10) 0.0036(8) 0.0061(8) 0.0028(8) N6 0.0351(10) 0.0250(10) 0.0380(11) -0.0050(9) 0.0050(9) -0.0008(8) N5 0.0373(10) 0.0246(9) 0.0431(11) 0.0007(9) 0.0155(8) 0.0017(9) Zn 0.02182(12) 0.02121(12) 0.02172(12) 0.00017(12) 0.00382(8) 0.00053(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 C1 C2 1.492(3) . ? C2 N1 1.315(3) . ? C2 C3 1.455(3) . ? C3 C4 1.362(3) . ? C3 C17 1.501(3) . ? C4 C5 1.454(3) . ? C4 C19 1.505(3) . ? C5 C6 1.363(3) . ? C5 N1 1.407(2) . ? C6 C7 1.417(3) . ? C7 N2 1.370(2) . ? C7 C8 1.417(3) . ? C8 C9 1.372(3) . ? C9 C10 1.415(3) . ? C10 N2 1.360(3) . ? C10 C11 1.427(3) . ? C11 C12 1.361(3) . ? C12 N3 1.400(2) . ? C12 C13 1.459(3) . ? C13 C14 1.359(3) . ? C13 C21 1.499(3) . ? C14 C15 1.451(3) . ? C14 C23 1.497(3) . ? C15 N3 1.316(2) . ? C15 C16 1.490(3) . ? C17 C18 1.524(4) . ? C19 C20 1.513(3) . ? C21 C22 1.522(3) . ? C23 C24 1.525(4) . ? C25 N4 1.154(3) . ? C25 N5 1.310(3) . ? C26 N6 1.152(3) . ? C26 N5 1.306(3) 1_565 ? N1 Zn 2.0899(16) . ? N2 Zn 2.0080(16) . ? N3 Zn 2.1090(16) . ? N4 Zn 2.1278(18) . ? N6 Zn 2.1409(19) . ? N5 C26 1.306(3) 1_545 ? 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 C2 C3 112.03(19) . . ? N1 C2 C1 122.12(18) . . ? C3 C2 C1 125.85(19) . . ? C4 C3 C2 106.08(18) . . ? C4 C3 C17 128.38(19) . . ? C2 C3 C17 125.5(2) . . ? C3 C4 C5 106.59(17) . . ? C3 C4 C19 128.3(2) . . ? C5 C4 C19 125.1(2) . . ? C6 C5 N1 124.26(18) . . ? C6 C5 C4 126.86(18) . . ? N1 C5 C4 108.88(18) . . ? C5 C6 C7 129.22(19) . . ? N2 C7 C8 109.53(18) . . ? N2 C7 C6 124.45(19) . . ? C8 C7 C6 126.01(18) . . ? C9 C8 C7 106.97(18) . . ? C8 C9 C10 106.6(2) . . ? N2 C10 C9 110.19(18) . . ? N2 C10 C11 124.98(17) . . ? C9 C10 C11 124.8(2) . . ? C12 C11 C10 128.32(19) . . ? C11 C12 N3 124.45(18) . . ? C11 C12 C13 126.64(18) . . ? N3 C12 C13 108.91(16) . . ? C14 C13 C12 106.30(17) . . ? C14 C13 C21 128.46(18) . . ? C12 C13 C21 125.21(18) . . ? C13 C14 C15 106.32(17) . . ? C13 C14 C23 128.74(19) . . ? C15 C14 C23 124.93(19) . . ? N3 C15 C14 111.96(18) . . ? N3 C15 C16 122.84(18) . . ? C14 C15 C16 125.20(18) . . ? C3 C17 C18 113.6(2) . . ? C4 C19 C20 113.48(19) . . ? C13 C21 C22 112.06(19) . . ? C14 C23 C24 113.0(2) . . ? N4 C25 N5 173.5(2) . . ? N6 C26 N5 172.4(2) . 1_565 ? C2 N1 C5 106.41(16) . . ? C2 N1 Zn 129.76(14) . . ? C5 N1 Zn 123.71(13) . . ? C10 N2 C7 106.68(16) . . ? C10 N2 Zn 126.99(13) . . ? C7 N2 Zn 126.32(14) . . ? C15 N3 C12 106.50(16) . . ? C15 N3 Zn 129.20(14) . . ? C12 N3 Zn 124.29(13) . . ? C25 N4 Zn 150.29(18) . . ? C26 N6 Zn 152.15(19) . . ? C26 N5 C25 122.53(17) 1_545 . ? N2 Zn N1 91.89(7) . . ? N2 Zn N3 90.91(6) . . ? N1 Zn N3 177.20(6) . . ? N2 Zn N4 118.38(7) . . ? N1 Zn N4 92.30(7) . . ? N3 Zn N4 86.41(7) . . ? N2 Zn N6 117.33(8) . . ? N1 Zn N6 91.18(7) . . ? N3 Zn N6 87.49(7) . . ? N4 Zn N6 124.00(7) . . ? 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 N1 C2 C3 C4 -0.5(3) . . . . ? C1 C2 C3 C4 179.5(2) . . . . ? N1 C2 C3 C17 179.7(2) . . . . ? C1 C2 C3 C17 -0.4(4) . . . . ? C2 C3 C4 C5 0.2(2) . . . . ? C17 C3 C4 C5 -179.9(2) . . . . ? C2 C3 C4 C19 -178.3(2) . . . . ? C17 C3 C4 C19 1.5(4) . . . . ? C3 C4 C5 C6 -179.8(2) . . . . ? C19 C4 C5 C6 -1.2(4) . . . . ? C3 C4 C5 N1 0.0(3) . . . . ? C19 C4 C5 N1 178.7(2) . . . . ? N1 C5 C6 C7 0.5(4) . . . . ? C4 C5 C6 C7 -179.7(2) . . . . ? C5 C6 C7 N2 2.3(4) . . . . ? C5 C6 C7 C8 -178.0(2) . . . . ? N2 C7 C8 C9 0.1(3) . . . . ? C6 C7 C8 C9 -179.7(2) . . . . ? C7 C8 C9 C10 0.0(3) . . . . ? C8 C9 C10 N2 -0.1(3) . . . . ? C8 C9 C10 C11 179.1(2) . . . . ? N2 C10 C11 C12 0.5(4) . . . . ? C9 C10 C11 C12 -178.6(2) . . . . ? C10 C11 C12 N3 -0.7(4) . . . . ? C10 C11 C12 C13 178.9(2) . . . . ? C11 C12 C13 C14 179.6(2) . . . . ? N3 C12 C13 C14 -0.7(3) . . . . ? C11 C12 C13 C21 1.1(4) . . . . ? N3 C12 C13 C21 -179.2(2) . . . . ? C12 C13 C14 C15 0.5(2) . . . . ? C21 C13 C14 C15 179.0(2) . . . . ? C12 C13 C14 C23 -178.5(2) . . . . ? C21 C13 C14 C23 0.0(4) . . . . ? C13 C14 C15 N3 -0.2(3) . . . . ? C23 C14 C15 N3 178.8(2) . . . . ? C13 C14 C15 C16 179.9(2) . . . . ? C23 C14 C15 C16 -1.1(4) . . . . ? C4 C3 C17 C18 -97.5(3) . . . . ? C2 C3 C17 C18 82.4(3) . . . . ? C3 C4 C19 C20 98.7(3) . . . . ? C5 C4 C19 C20 -79.6(3) . . . . ? C14 C13 C21 C22 -93.1(3) . . . . ? C12 C13 C21 C22 85.0(3) . . . . ? C13 C14 C23 C24 100.9(3) . . . . ? C15 C14 C23 C24 -77.9(3) . . . . ? C3 C2 N1 C5 0.5(3) . . . . ? C1 C2 N1 C5 -179.5(2) . . . . ? C3 C2 N1 Zn -175.81(15) . . . . ? C1 C2 N1 Zn 4.2(3) . . . . ? C6 C5 N1 C2 179.5(2) . . . . ? C4 C5 N1 C2 -0.3(2) . . . . ? C6 C5 N1 Zn -3.9(3) . . . . ? C4 C5 N1 Zn 176.26(14) . . . . ? C9 C10 N2 C7 0.1(2) . . . . ? C11 C10 N2 C7 -179.1(2) . . . . ? C9 C10 N2 Zn -179.29(15) . . . . ? C11 C10 N2 Zn 1.5(3) . . . . ? C8 C7 N2 C10 -0.1(2) . . . . ? C6 C7 N2 C10 179.6(2) . . . . ? C8 C7 N2 Zn 179.29(16) . . . . ? C6 C7 N2 Zn -1.0(3) . . . . ? C14 C15 N3 C12 -0.2(3) . . . . ? C16 C15 N3 C12 179.7(2) . . . . ? C14 C15 N3 Zn -178.92(15) . . . . ? C16 C15 N3 Zn 1.0(3) . . . . ? C11 C12 N3 C15 -179.8(2) . . . . ? C13 C12 N3 C15 0.5(2) . . . . ? C11 C12 N3 Zn -1.0(3) . . . . ? C13 C12 N3 Zn 179.34(14) . . . . ? N5 C25 N4 Zn -89(2) . . . . ? N5 C26 N6 Zn 60(2) 1_565 . . . ? N4 C25 N5 C26 -172(2) . . . 1_545 ? C10 N2 Zn N1 177.78(18) . . . . ? C7 N2 Zn N1 -1.53(18) . . . . ? C10 N2 Zn N3 -2.27(19) . . . . ? C7 N2 Zn N3 178.43(18) . . . . ? C10 N2 Zn N4 84.14(19) . . . . ? C7 N2 Zn N4 -95.16(18) . . . . ? C10 N2 Zn N6 -89.91(19) . . . . ? C7 N2 Zn N6 90.78(18) . . . . ? C2 N1 Zn N2 179.5(2) . . . . ? C5 N1 Zn N2 3.81(17) . . . . ? C2 N1 Zn N3 0.5(15) . . . . ? C5 N1 Zn N3 -175.2(13) . . . . ? C2 N1 Zn N4 -62.0(2) . . . . ? C5 N1 Zn N4 122.32(17) . . . . ? C2 N1 Zn N6 62.1(2) . . . . ? C5 N1 Zn N6 -113.58(17) . . . . ? C15 N3 Zn N2 -179.5(2) . . . . ? C12 N3 Zn N2 2.00(18) . . . . ? C15 N3 Zn N1 -0.5(15) . . . . ? C12 N3 Zn N1 -179(100) . . . . ? C15 N3 Zn N4 62.1(2) . . . . ? C12 N3 Zn N4 -116.39(18) . . . . ? C15 N3 Zn N6 -62.2(2) . . . . ? C12 N3 Zn N6 119.31(18) . . . . ? C25 N4 Zn N2 -28.7(3) . . . . ? C25 N4 Zn N1 -122.1(3) . . . . ? C25 N4 Zn N3 60.4(3) . . . . ? C25 N4 Zn N6 144.9(3) . . . . ? C26 N6 Zn N2 53.9(4) . . . . ? C26 N6 Zn N1 146.6(4) . . . . ? C26 N6 Zn N3 -35.9(4) . . . . ? C26 N6 Zn N4 -119.8(4) . . . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.421 _refine_diff_density_min -0.225 _refine_diff_density_rms 0.059 data_cb26cb _database_code_depnum_ccdc_archive 'CCDC 621923' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H38 N6 Zn' _chemical_formula_weight 524.01 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' N N 0.0061 0.0033 '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' 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 Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 15.5919(8) _cell_length_b 17.4451(9) _cell_length_c 19.8805(10) _cell_angle_alpha 90.0000 _cell_angle_beta 90.0000 _cell_angle_gamma 90.0000 _cell_volume 5407.5(5) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 8425 _cell_measurement_theta_min 2.430 _cell_measurement_theta_max 28.226 _exptl_crystal_description block _exptl_crystal_colour violet _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.287 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2224 _exptl_absorpt_coefficient_mu 0.935 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.769 _exptl_absorpt_correction_T_max 0.869 _exptl_absorpt_process_details 'SADABS2.0 (Sheldrick 2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Bruker Smart Apex with D8-Goniometer' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 69567 _diffrn_reflns_av_R_equivalents 0.0279 _diffrn_reflns_av_sigmaI/netI 0.0120 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 26.37 _reflns_number_total 5532 _reflns_number_gt 5187 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART-NT V5.6' _computing_cell_refinement 'SAINT-NT V6.0' _computing_data_reduction 'SAINT-NT V6.0' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Mercury 1.4.1' _computing_publication_material 'WinGx-Version 1.70.00' _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^)+(0.0495P)^2^+3.4042P] 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 5532 _refine_ls_number_parameters 324 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0404 _refine_ls_R_factor_gt 0.0381 _refine_ls_wR_factor_ref 0.0972 _refine_ls_wR_factor_gt 0.0954 _refine_ls_goodness_of_fit_ref 1.109 _refine_ls_restrained_S_all 1.109 _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 C1 C 0.59427(14) 0.47103(12) 0.63884(10) 0.0353(4) Uani 1 1 d . . . H1A H 0.5319 0.4656 0.6429 0.053 Uiso 1 1 calc R . . H1B H 0.6104 0.5246 0.6466 0.053 Uiso 1 1 calc R . . H1C H 0.6225 0.4383 0.6722 0.053 Uiso 1 1 calc R . . C2 C 0.62155(12) 0.44759(10) 0.57016(9) 0.0277(4) Uani 1 1 d . . . C3 C 0.70791(12) 0.45136(11) 0.54399(10) 0.0294(4) Uani 1 1 d . . . C4 C 0.70420(12) 0.42675(10) 0.47908(10) 0.0279(4) Uani 1 1 d . . . C5 C 0.61519(12) 0.40606(11) 0.46632(9) 0.0256(4) Uani 1 1 d . . . C6 C 0.58394(12) 0.37462(10) 0.40828(10) 0.0261(4) Uani 1 1 d . . . H6 H 0.6241 0.3688 0.3727 0.031 Uiso 1 1 calc R . . C7 C 0.49874(11) 0.34941(10) 0.39419(9) 0.0247(4) Uani 1 1 d . . . C8 C 0.46529(11) 0.32458(10) 0.33127(9) 0.0249(4) Uani 1 1 d . . . C9 C 0.37854(11) 0.31077(10) 0.34172(9) 0.0246(4) Uani 1 1 d . . . C10 C 0.36225(11) 0.32742(10) 0.41109(9) 0.0246(4) Uani 1 1 d . . . C11 C 0.28237(11) 0.32557(10) 0.44545(9) 0.0250(4) Uani 1 1 d . . . H11 H 0.2351 0.3060 0.4207 0.030 Uiso 1 1 calc R . . C12 C 0.26512(12) 0.34864(11) 0.51023(9) 0.0268(4) Uani 1 1 d . . . C13 C 0.18352(12) 0.34065(12) 0.54454(10) 0.0306(4) Uani 1 1 d . . . C14 C 0.19626(14) 0.36334(11) 0.60964(11) 0.0340(4) Uani 1 1 d . . . C15 C 0.28490(13) 0.38714(12) 0.61416(10) 0.0311(4) Uani 1 1 d . . . C16 C 0.32936(14) 0.41698(14) 0.67516(10) 0.0405(5) Uani 1 1 d . . . H16A H 0.3608 0.3752 0.6970 0.061 Uiso 1 1 calc R . . H16B H 0.2869 0.4379 0.7065 0.061 Uiso 1 1 calc R . . H16C H 0.3696 0.4575 0.6621 0.061 Uiso 1 1 calc R . . C17 C 0.78525(14) 0.47541(13) 0.58366(11) 0.0398(5) Uani 1 1 d . . . H17A H 0.7695 0.5187 0.6133 0.048 Uiso 1 1 calc R . . H17B H 0.8301 0.4936 0.5523 0.048 Uiso 1 1 calc R . . C18 C 0.82156(18) 0.41059(17) 0.62641(14) 0.0596(7) Uani 1 1 d . . . H18A H 0.7771 0.3918 0.6571 0.089 Uiso 1 1 calc R . . H18B H 0.8705 0.4296 0.6525 0.089 Uiso 1 1 calc R . . H18C H 0.8404 0.3687 0.5971 0.089 Uiso 1 1 calc R . . C19 C 0.77636(12) 0.41847(12) 0.42970(10) 0.0330(4) Uani 1 1 d . . . H19A H 0.8235 0.4534 0.4429 0.040 Uiso 1 1 calc R . . H19B H 0.7560 0.4345 0.3847 0.040 Uiso 1 1 calc R . . C20 C 0.81143(14) 0.33674(14) 0.42505(13) 0.0437(5) Uani 1 1 d . . . H20A H 0.8320 0.3204 0.4694 0.066 Uiso 1 1 calc R . . H20B H 0.8590 0.3353 0.3928 0.066 Uiso 1 1 calc R . . H20C H 0.7658 0.3021 0.4100 0.066 Uiso 1 1 calc R . . C21 C 0.51425(12) 0.31751(12) 0.26669(9) 0.0315(4) Uani 1 1 d . . . H21A H 0.4861 0.2784 0.2381 0.038 Uiso 1 1 calc R . . H21B H 0.5729 0.2992 0.2769 0.038 Uiso 1 1 calc R . . C22 C 0.52048(17) 0.39157(16) 0.22750(12) 0.0508(6) Uani 1 1 d . . . H22A H 0.4627 0.4101 0.2170 0.076 Uiso 1 1 calc R . . H22B H 0.5521 0.3826 0.1856 0.076 Uiso 1 1 calc R . . H22C H 0.5507 0.4300 0.2545 0.076 Uiso 1 1 calc R . . C23 C 0.31353(12) 0.28781(12) 0.28992(10) 0.0326(4) Uani 1 1 d . . . H23A H 0.2724 0.2515 0.3105 0.039 Uiso 1 1 calc R . . H23B H 0.3431 0.2608 0.2527 0.039 Uiso 1 1 calc R . . C24 C 0.26413(16) 0.35561(15) 0.26123(13) 0.0499(6) Uani 1 1 d . . . H24A H 0.2312 0.3803 0.2972 0.075 Uiso 1 1 calc R . . H24B H 0.2249 0.3376 0.2261 0.075 Uiso 1 1 calc R . . H24C H 0.3045 0.3926 0.2419 0.075 Uiso 1 1 calc R . . C25 C 0.10208(13) 0.31172(13) 0.51386(11) 0.0374(5) Uani 1 1 d . . . H25A H 0.0653 0.2905 0.5499 0.045 Uiso 1 1 calc R . . H25B H 0.1160 0.2694 0.4825 0.045 Uiso 1 1 calc R . . C26 C 0.05230(16) 0.37229(16) 0.47622(17) 0.0549(7) Uani 1 1 d . . . H26A H 0.0368 0.4138 0.5071 0.082 Uiso 1 1 calc R . . H26B H 0.0001 0.3496 0.4574 0.082 Uiso 1 1 calc R . . H26C H 0.0877 0.3928 0.4397 0.082 Uiso 1 1 calc R . . C27 C 0.13262(16) 0.36217(14) 0.66673(12) 0.0455(5) Uani 1 1 d . . . H27A H 0.0908 0.3204 0.6589 0.055 Uiso 1 1 calc R . . H27B H 0.1634 0.3507 0.7091 0.055 Uiso 1 1 calc R . . C28 C 0.08485(18) 0.43633(17) 0.67479(14) 0.0590(7) Uani 1 1 d . . . H28A H 0.1253 0.4772 0.6865 0.089 Uiso 1 1 calc R . . H28B H 0.0422 0.4310 0.7107 0.089 Uiso 1 1 calc R . . H28C H 0.0559 0.4491 0.6325 0.089 Uiso 1 1 calc R . . N1 N 0.56676(10) 0.42099(9) 0.52485(8) 0.0259(3) Uani 1 1 d . . . N2 N 0.43623(10) 0.34948(9) 0.44188(8) 0.0248(3) Uani 1 1 d . . . N3 N 0.32542(10) 0.37901(9) 0.55606(8) 0.0264(3) Uani 1 1 d . . . N4 N 0.48213(10) 0.29570(10) 0.61225(8) 0.0314(4) Uani 1 1 d . . . N5 N 0.55513(10) 0.28761(9) 0.62948(8) 0.0290(4) Uani 1 1 d . . . N6 N 0.62467(11) 0.27832(11) 0.64781(10) 0.0424(4) Uani 1 1 d . . . Zn1 Zn 0.451751(13) 0.369397(12) 0.538546(10) 0.02430(9) 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 C1 0.0433(11) 0.0339(10) 0.0287(10) -0.0042(8) -0.0020(9) -0.0014(9) C2 0.0350(9) 0.0221(8) 0.0260(9) 0.0030(7) -0.0033(8) -0.0006(7) C3 0.0318(9) 0.0250(9) 0.0314(10) 0.0050(7) -0.0051(8) -0.0036(7) C4 0.0283(9) 0.0253(9) 0.0303(10) 0.0065(7) -0.0021(8) -0.0018(7) C5 0.0260(9) 0.0260(9) 0.0247(9) 0.0055(7) -0.0004(7) 0.0011(7) C6 0.0245(9) 0.0298(9) 0.0241(9) 0.0041(7) 0.0024(7) 0.0033(7) C7 0.0257(9) 0.0273(9) 0.0211(9) 0.0014(7) 0.0011(7) 0.0037(7) C8 0.0277(8) 0.0251(9) 0.0219(9) 0.0000(7) 0.0017(7) 0.0028(7) C9 0.0279(9) 0.0258(9) 0.0199(8) -0.0005(7) 0.0009(7) -0.0001(7) C10 0.0262(8) 0.0261(9) 0.0217(9) 0.0021(7) -0.0017(7) 0.0005(7) C11 0.0239(8) 0.0268(9) 0.0243(9) 0.0028(7) 0.0000(7) -0.0007(7) C12 0.0260(9) 0.0287(9) 0.0256(9) 0.0043(7) 0.0014(7) 0.0023(7) C13 0.0283(9) 0.0327(10) 0.0307(10) 0.0023(8) 0.0062(8) 0.0014(8) C14 0.0353(10) 0.0359(10) 0.0309(11) 0.0017(8) 0.0080(8) 0.0036(8) C15 0.0326(10) 0.0352(10) 0.0254(10) 0.0002(8) 0.0025(8) 0.0081(8) C16 0.0396(11) 0.0567(13) 0.0251(10) -0.0060(9) 0.0009(9) 0.0084(10) C17 0.0391(11) 0.0422(12) 0.0382(12) 0.0006(9) -0.0079(9) -0.0142(9) C18 0.0514(14) 0.0697(18) 0.0575(16) 0.0137(14) -0.0274(13) -0.0077(13) C19 0.0258(9) 0.0379(11) 0.0353(11) 0.0049(9) 0.0010(8) -0.0059(8) C20 0.0300(10) 0.0489(13) 0.0522(14) 0.0035(11) 0.0034(10) 0.0044(9) C21 0.0295(9) 0.0404(11) 0.0247(10) -0.0068(8) 0.0048(8) -0.0002(8) C22 0.0526(14) 0.0654(16) 0.0344(12) 0.0160(11) 0.0151(11) 0.0110(12) C23 0.0302(9) 0.0428(11) 0.0248(9) -0.0069(8) 0.0009(8) -0.0086(8) C24 0.0411(13) 0.0677(16) 0.0407(13) 0.0029(11) -0.0180(10) -0.0033(11) C25 0.0307(10) 0.0438(11) 0.0376(11) -0.0041(9) 0.0093(9) -0.0084(9) C26 0.0422(14) 0.0564(16) 0.0662(18) 0.0057(13) -0.0183(12) -0.0117(11) C27 0.0468(13) 0.0527(14) 0.0371(12) -0.0013(10) 0.0142(10) -0.0026(10) C28 0.0523(15) 0.0748(18) 0.0499(15) -0.0036(13) 0.0176(12) 0.0114(13) N1 0.0274(7) 0.0266(8) 0.0237(7) 0.0023(6) -0.0014(6) 0.0021(6) N2 0.0235(7) 0.0309(8) 0.0200(7) 0.0027(6) -0.0006(6) 0.0024(6) N3 0.0253(7) 0.0323(8) 0.0216(7) 0.0008(6) 0.0000(6) 0.0054(6) N4 0.0278(8) 0.0376(9) 0.0288(8) 0.0110(7) -0.0006(7) 0.0007(7) N5 0.0333(9) 0.0304(8) 0.0232(8) 0.0069(6) 0.0020(6) 0.0030(6) N6 0.0299(9) 0.0550(12) 0.0422(10) 0.0106(9) -0.0046(8) 0.0081(8) Zn1 0.02347(13) 0.03143(14) 0.01800(13) 0.00166(8) -0.00073(7) 0.00324(8) _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 C1 C2 1.487(3) . ? C2 N1 1.325(2) . ? C2 C3 1.445(3) . ? C3 C4 1.361(3) . ? C3 C17 1.501(3) . ? C4 C5 1.456(3) . ? C4 C19 1.500(3) . ? C5 C6 1.367(3) . ? C5 N1 1.411(2) . ? C6 C7 1.427(3) . ? C7 N2 1.360(2) . ? C7 C8 1.423(3) . ? C8 C9 1.389(2) . ? C8 C21 1.499(2) . ? C9 C10 1.432(2) . ? C9 C23 1.499(2) . ? C10 N2 1.362(2) . ? C10 C11 1.421(2) . ? C11 C12 1.376(3) . ? C12 N3 1.412(2) . ? C12 C13 1.450(3) . ? C13 C14 1.368(3) . ? C13 C25 1.496(3) . ? C14 C15 1.446(3) . ? C14 C27 1.508(3) . ? C15 N3 1.324(2) . ? C15 C16 1.491(3) . ? C17 C18 1.524(3) . ? C19 C20 1.530(3) . ? C21 C22 1.512(3) . ? C23 C24 1.522(3) . ? C25 C26 1.510(3) . ? C27 C28 1.502(4) . ? N1 Zn1 2.0248(16) . ? N2 Zn1 1.9678(16) . ? N3 Zn1 2.0073(16) . ? N4 N5 1.197(2) . ? N4 Zn1 2.0060(16) . ? N5 N6 1.155(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 N1 C2 C3 111.83(17) . . ? N1 C2 C1 122.41(18) . . ? C3 C2 C1 125.76(17) . . ? C4 C3 C2 106.70(17) . . ? C4 C3 C17 128.35(19) . . ? C2 C3 C17 124.91(18) . . ? C3 C4 C5 106.48(17) . . ? C3 C4 C19 128.23(18) . . ? C5 C4 C19 125.24(17) . . ? C6 C5 N1 125.39(17) . . ? C6 C5 C4 125.87(17) . . ? N1 C5 C4 108.70(16) . . ? C5 C6 C7 128.38(17) . . ? N2 C7 C8 110.52(16) . . ? N2 C7 C6 122.01(17) . . ? C8 C7 C6 127.42(16) . . ? C9 C8 C7 106.16(16) . . ? C9 C8 C21 127.56(17) . . ? C7 C8 C21 126.25(16) . . ? C8 C9 C10 106.35(16) . . ? C8 C9 C23 127.00(17) . . ? C10 C9 C23 126.55(16) . . ? N2 C10 C11 122.20(16) . . ? N2 C10 C9 109.88(16) . . ? C11 C10 C9 127.87(17) . . ? C12 C11 C10 127.94(17) . . ? C11 C12 N3 125.69(17) . . ? C11 C12 C13 125.71(18) . . ? N3 C12 C13 108.46(16) . . ? C14 C13 C12 106.85(18) . . ? C14 C13 C25 127.34(18) . . ? C12 C13 C25 125.80(18) . . ? C13 C14 C15 106.30(17) . . ? C13 C14 C27 127.8(2) . . ? C15 C14 C27 125.9(2) . . ? N3 C15 C14 111.79(18) . . ? N3 C15 C16 121.68(18) . . ? C14 C15 C16 126.53(18) . . ? C3 C17 C18 112.60(18) . . ? C4 C19 C20 113.42(16) . . ? C8 C21 C22 113.82(17) . . ? C9 C23 C24 113.07(17) . . ? C13 C25 C26 113.72(18) . . ? C28 C27 C14 113.3(2) . . ? C2 N1 C5 106.27(15) . . ? C2 N1 Zn1 129.42(13) . . ? C5 N1 Zn1 120.18(12) . . ? C7 N2 C10 107.07(15) . . ? C7 N2 Zn1 126.37(13) . . ? C10 N2 Zn1 126.39(12) . . ? C15 N3 C12 106.57(16) . . ? C15 N3 Zn1 128.93(13) . . ? C12 N3 Zn1 120.67(12) . . ? N5 N4 Zn1 120.61(13) . . ? N6 N5 N4 177.8(2) . . ? N2 Zn1 N4 128.99(7) . . ? N2 Zn1 N3 93.64(6) . . ? N4 Zn1 N3 99.13(6) . . ? N2 Zn1 N1 93.21(6) . . ? N4 Zn1 N1 100.02(6) . . ? N3 Zn1 N1 148.79(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 N1 C2 C3 C4 1.0(2) . . . . ? C1 C2 C3 C4 -178.24(18) . . . . ? N1 C2 C3 C17 -176.97(18) . . . . ? C1 C2 C3 C17 3.8(3) . . . . ? C2 C3 C4 C5 -1.4(2) . . . . ? C17 C3 C4 C5 176.45(19) . . . . ? C2 C3 C4 C19 -179.01(18) . . . . ? C17 C3 C4 C19 -1.1(3) . . . . ? C3 C4 C5 C6 -176.27(18) . . . . ? C19 C4 C5 C6 1.4(3) . . . . ? C3 C4 C5 N1 1.4(2) . . . . ? C19 C4 C5 N1 179.12(17) . . . . ? N1 C5 C6 C7 -1.1(3) . . . . ? C4 C5 C6 C7 176.27(18) . . . . ? C5 C6 C7 N2 -4.6(3) . . . . ? C5 C6 C7 C8 172.59(19) . . . . ? N2 C7 C8 C9 1.3(2) . . . . ? C6 C7 C8 C9 -176.19(17) . . . . ? N2 C7 C8 C21 179.49(17) . . . . ? C6 C7 C8 C21 2.0(3) . . . . ? C7 C8 C9 C10 -0.3(2) . . . . ? C21 C8 C9 C10 -178.48(18) . . . . ? C7 C8 C9 C23 176.23(18) . . . . ? C21 C8 C9 C23 -2.0(3) . . . . ? C8 C9 C10 N2 -0.8(2) . . . . ? C23 C9 C10 N2 -177.30(17) . . . . ? C8 C9 C10 C11 176.78(18) . . . . ? C23 C9 C10 C11 0.3(3) . . . . ? N2 C10 C11 C12 4.2(3) . . . . ? C9 C10 C11 C12 -173.07(19) . . . . ? C10 C11 C12 N3 -0.3(3) . . . . ? C10 C11 C12 C13 -175.48(18) . . . . ? C11 C12 C13 C14 173.90(19) . . . . ? N3 C12 C13 C14 -2.0(2) . . . . ? C11 C12 C13 C25 -5.2(3) . . . . ? N3 C12 C13 C25 178.96(18) . . . . ? C12 C13 C14 C15 1.6(2) . . . . ? C25 C13 C14 C15 -179.3(2) . . . . ? C12 C13 C14 C27 -176.7(2) . . . . ? C25 C13 C14 C27 2.3(4) . . . . ? C13 C14 C15 N3 -0.8(2) . . . . ? C27 C14 C15 N3 177.61(19) . . . . ? C13 C14 C15 C16 179.7(2) . . . . ? C27 C14 C15 C16 -1.9(3) . . . . ? C4 C3 C17 C18 -95.7(3) . . . . ? C2 C3 C17 C18 81.8(3) . . . . ? C3 C4 C19 C20 97.2(2) . . . . ? C5 C4 C19 C20 -80.0(2) . . . . ? C9 C8 C21 C22 93.3(2) . . . . ? C7 C8 C21 C22 -84.6(2) . . . . ? C8 C9 C23 C24 -95.2(2) . . . . ? C10 C9 C23 C24 80.7(2) . . . . ? C14 C13 C25 C26 97.7(3) . . . . ? C12 C13 C25 C26 -83.4(3) . . . . ? C13 C14 C27 C28 -92.9(3) . . . . ? C15 C14 C27 C28 89.1(3) . . . . ? C3 C2 N1 C5 -0.1(2) . . . . ? C1 C2 N1 C5 179.18(17) . . . . ? C3 C2 N1 Zn1 156.53(13) . . . . ? C1 C2 N1 Zn1 -24.2(3) . . . . ? C6 C5 N1 C2 176.89(17) . . . . ? C4 C5 N1 C2 -0.8(2) . . . . ? C6 C5 N1 Zn1 17.7(2) . . . . ? C4 C5 N1 Zn1 -160.03(12) . . . . ? C8 C7 N2 C10 -1.7(2) . . . . ? C6 C7 N2 C10 175.87(16) . . . . ? C8 C7 N2 Zn1 173.67(12) . . . . ? C6 C7 N2 Zn1 -8.7(2) . . . . ? C11 C10 N2 C7 -176.18(17) . . . . ? C9 C10 N2 C7 1.5(2) . . . . ? C11 C10 N2 Zn1 8.4(3) . . . . ? C9 C10 N2 Zn1 -173.86(12) . . . . ? C14 C15 N3 C12 -0.5(2) . . . . ? C16 C15 N3 C12 179.06(18) . . . . ? C14 C15 N3 Zn1 -158.06(14) . . . . ? C16 C15 N3 Zn1 21.5(3) . . . . ? C11 C12 N3 C15 -174.39(18) . . . . ? C13 C12 N3 C15 1.5(2) . . . . ? C11 C12 N3 Zn1 -14.6(3) . . . . ? C13 C12 N3 Zn1 161.31(12) . . . . ? Zn1 N4 N5 N6 173(100) . . . . ? C7 N2 Zn1 N4 -86.92(17) . . . . ? C10 N2 Zn1 N4 87.62(16) . . . . ? C7 N2 Zn1 N3 168.25(15) . . . . ? C10 N2 Zn1 N3 -17.20(16) . . . . ? C7 N2 Zn1 N1 18.72(16) . . . . ? C10 N2 Zn1 N1 -166.73(15) . . . . ? N5 N4 Zn1 N2 94.74(17) . . . . ? N5 N4 Zn1 N3 -162.98(16) . . . . ? N5 N4 Zn1 N1 -7.75(17) . . . . ? C15 N3 Zn1 N2 174.12(17) . . . . ? C12 N3 Zn1 N2 19.25(14) . . . . ? C15 N3 Zn1 N4 43.67(18) . . . . ? C12 N3 Zn1 N4 -111.19(14) . . . . ? C15 N3 Zn1 N1 -83.6(2) . . . . ? C12 N3 Zn1 N1 121.56(15) . . . . ? C2 N1 Zn1 N2 -175.86(16) . . . . ? C5 N1 Zn1 N2 -22.04(14) . . . . ? C2 N1 Zn1 N4 -45.33(17) . . . . ? C5 N1 Zn1 N4 108.49(14) . . . . ? C2 N1 Zn1 N3 81.7(2) . . . . ? C5 N1 Zn1 N3 -124.46(15) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.417 _refine_diff_density_min -0.272 _refine_diff_density_rms 0.062 data_sp9ec _database_code_depnum_ccdc_archive 'CCDC 621924' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H38 N4 Se Zn' _chemical_formula_weight 586.96 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 11.3125(12) _cell_length_b 16.2290(11) _cell_length_c 16.0330(16) _cell_angle_alpha 90.00 _cell_angle_beta 109.224(11) _cell_angle_gamma 90.00 _cell_volume 2779.4(5) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 8000 _cell_measurement_theta_min 1.85 _cell_measurement_theta_max 25.9 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.211 _exptl_crystal_size_mid 0.122 _exptl_crystal_size_min 0.024 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.403 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1216 _exptl_absorpt_coefficient_mu 2.217 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.725 _exptl_absorpt_correction_T_max 0.940 _exptl_absorpt_process_details 'SADABS 2.0 (Sheldrick 2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(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 'IPDS1 (STOE)' _diffrn_measurement_method phi-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21599 _diffrn_reflns_av_R_equivalents 0.0674 _diffrn_reflns_av_sigmaI/netI 0.0766 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.84 _diffrn_reflns_theta_max 26.03 _reflns_number_total 5379 _reflns_number_gt 3483 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'STOE WinXpose (X-Area)' _computing_cell_refinement 'STOE Wincell (X-Area)' _computing_data_reduction 'STOE WinIntegrate (X-Area)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Mercury 1.4.1' _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^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary patterson _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 5379 _refine_ls_number_parameters 324 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0674 _refine_ls_R_factor_gt 0.0342 _refine_ls_wR_factor_ref 0.0684 _refine_ls_wR_factor_gt 0.0629 _refine_ls_goodness_of_fit_ref 0.848 _refine_ls_restrained_S_all 0.848 _refine_ls_shift/su_max 0.003 _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 C1 C 0.7189(3) -0.0065(2) 1.0118(2) 0.0331(8) Uani 1 1 d . . . H1A H 0.7026 0.0529 1.0089 0.050 Uiso 1 1 calc R . . H1B H 0.7919 -0.0189 1.0635 0.050 Uiso 1 1 calc R . . H1C H 0.6457 -0.0360 1.0164 0.050 Uiso 1 1 calc R . . C2 C 0.7437(2) -0.03324(18) 0.93043(18) 0.0219(6) Uani 1 1 d . . . C3 C 0.6892(2) -0.10279(17) 0.87549(18) 0.0221(7) Uani 1 1 d . . . C4 C 0.7398(2) -0.10446(17) 0.80907(18) 0.0199(6) Uani 1 1 d . . . C5 C 0.8249(2) -0.03536(17) 0.82322(17) 0.0189(6) Uani 1 1 d . . . C6 C 0.8930(2) -0.01186(18) 0.77052(17) 0.0202(6) Uani 1 1 d . . . H6A H 0.8832 -0.0456 0.7203 0.024 Uiso 1 1 calc R . . C7 C 0.9758(2) 0.05552(18) 0.78050(16) 0.0190(6) Uani 1 1 d . . . C8 C 1.0613(2) 0.07128(18) 0.73454(17) 0.0205(6) Uani 1 1 d . . . C9 C 1.1317(2) 0.13898(18) 0.77455(17) 0.0206(6) Uani 1 1 d . . . C10 C 1.0869(2) 0.16263(18) 0.84454(17) 0.0192(6) Uani 1 1 d . . . C11 C 1.1379(2) 0.22278(18) 0.91098(18) 0.0218(6) Uani 1 1 d . . . H11A H 1.1994 0.2580 0.9015 0.026 Uiso 1 1 calc R . . C12 C 1.1108(2) 0.23700(18) 0.98645(17) 0.0186(6) Uani 1 1 d . . . C13 C 1.1636(2) 0.30138(17) 1.05091(17) 0.0200(6) Uani 1 1 d . . . C14 C 1.1027(2) 0.29746(18) 1.11144(18) 0.0206(6) Uani 1 1 d . . . C15 C 1.0165(2) 0.22924(18) 1.08647(17) 0.0191(6) Uani 1 1 d . . . C16 C 0.9311(3) 0.2006(2) 1.13341(19) 0.0268(7) Uani 1 1 d . . . H16A H 0.9072 0.1433 1.1173 0.040 Uiso 1 1 calc R . . H16B H 0.8560 0.2352 1.1167 0.040 Uiso 1 1 calc R . . H16C H 0.9737 0.2044 1.1973 0.040 Uiso 1 1 calc R . . C17 C 0.5914(3) -0.1588(2) 0.8896(2) 0.0292(7) Uani 1 1 d . . . H17A H 0.6112 -0.1683 0.9538 0.035 Uiso 1 1 calc R . . H17B H 0.5946 -0.2126 0.8615 0.035 Uiso 1 1 calc R . . C18 C 0.4599(3) -0.1241(3) 0.8522(2) 0.0478(9) Uani 1 1 d . . . H18A H 0.4010 -0.1610 0.8668 0.072 Uiso 1 1 calc R . . H18B H 0.4367 -0.1193 0.7879 0.072 Uiso 1 1 calc R . . H18C H 0.4570 -0.0695 0.8777 0.072 Uiso 1 1 calc R . . C19 C 0.7133(3) -0.16322(18) 0.73270(18) 0.0241(7) Uani 1 1 d . . . H19A H 0.6792 -0.2150 0.7481 0.029 Uiso 1 1 calc R . . H19B H 0.7928 -0.1766 0.7225 0.029 Uiso 1 1 calc R . . C20 C 0.6212(3) -0.1290(2) 0.64805(19) 0.0364(8) Uani 1 1 d . . . H20A H 0.6088 -0.1692 0.6004 0.055 Uiso 1 1 calc R . . H20B H 0.6543 -0.0777 0.6323 0.055 Uiso 1 1 calc R . . H20C H 0.5409 -0.1180 0.6569 0.055 Uiso 1 1 calc R . . C21 C 1.0758(3) 0.02019(19) 0.66020(18) 0.0264(7) Uani 1 1 d . . . H21A H 1.1032 0.0563 0.6202 0.032 Uiso 1 1 calc R . . H21B H 0.9934 -0.0033 0.6258 0.032 Uiso 1 1 calc R . . C22 C 1.1692(3) -0.0492(2) 0.6920(2) 0.0445(9) Uani 1 1 d . . . H22A H 1.1696 -0.0832 0.6416 0.067 Uiso 1 1 calc R . . H22B H 1.1456 -0.0832 0.7345 0.067 Uiso 1 1 calc R . . H22C H 1.2529 -0.0262 0.7205 0.067 Uiso 1 1 calc R . . C23 C 1.2410(3) 0.1771(2) 0.75598(19) 0.0289(7) Uani 1 1 d . . . H23A H 1.2364 0.2378 0.7609 0.035 Uiso 1 1 calc R . . H23B H 1.2359 0.1640 0.6946 0.035 Uiso 1 1 calc R . . C24 C 1.3665(3) 0.1469(2) 0.8192(2) 0.0370(9) Uani 1 1 d . . . H24A H 1.4348 0.1714 0.8026 0.056 Uiso 1 1 calc R . . H24B H 1.3706 0.0867 0.8158 0.056 Uiso 1 1 calc R . . H24C H 1.3746 0.1632 0.8797 0.056 Uiso 1 1 calc R . . C25 C 1.2624(3) 0.36113(18) 1.04784(19) 0.0264(7) Uani 1 1 d . . . H25A H 1.3160 0.3350 1.0175 0.032 Uiso 1 1 calc R . . H25B H 1.3158 0.3741 1.1090 0.032 Uiso 1 1 calc R . . C26 C 1.2094(3) 0.4413(2) 1.0004(2) 0.0390(8) Uani 1 1 d . . . H26A H 1.2778 0.4804 1.0066 0.058 Uiso 1 1 calc R . . H26B H 1.1499 0.4650 1.0265 0.058 Uiso 1 1 calc R . . H26C H 1.1664 0.4301 0.9376 0.058 Uiso 1 1 calc R . . C27 C 1.1149(3) 0.35387(19) 1.18787(19) 0.0287(7) Uani 1 1 d . . . H27A H 1.1971 0.3819 1.2048 0.034 Uiso 1 1 calc R . . H27B H 1.1118 0.3209 1.2391 0.034 Uiso 1 1 calc R . . C28 C 1.0114(4) 0.4183(2) 1.1659(2) 0.0406(9) Uani 1 1 d . . . H28A H 1.0231 0.4542 1.2171 0.061 Uiso 1 1 calc R . . H28B H 0.9299 0.3909 1.1508 0.061 Uiso 1 1 calc R . . H28C H 1.0147 0.4514 1.1155 0.061 Uiso 1 1 calc R . . C29 C 0.6842(3) 0.2383(2) 0.93507(19) 0.0259(7) Uani 1 1 d . . . N1 N 0.8244(2) 0.00656(15) 0.90073(14) 0.0201(5) Uani 1 1 d . . . N2 N 0.99042(19) 0.11282(15) 0.84585(14) 0.0191(5) Uani 1 1 d . . . N3 N 1.0212(2) 0.19323(14) 1.01329(14) 0.0183(5) Uani 1 1 d . . . N4 N 0.7430(2) 0.18768(16) 0.91750(15) 0.0261(6) Uani 1 1 d . . . Zn Zn 0.89441(3) 0.12027(2) 0.92776(2) 0.01864(9) Uani 1 1 d . . . Se Se 0.59522(4) 0.31811(3) 0.96273(3) 0.05788(14) 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 C1 0.0396(19) 0.029(2) 0.0362(18) -0.0011(15) 0.0199(15) -0.0042(15) C2 0.0194(14) 0.0202(18) 0.0265(15) 0.0042(13) 0.0080(12) -0.0015(12) C3 0.0191(14) 0.0155(18) 0.0298(15) 0.0028(12) 0.0057(12) 0.0005(11) C4 0.0174(14) 0.0120(18) 0.0260(14) 0.0008(12) 0.0014(11) 0.0023(11) C5 0.0174(14) 0.0173(17) 0.0196(14) -0.0023(12) 0.0030(11) 0.0037(11) C6 0.0186(14) 0.0213(18) 0.0194(14) -0.0033(12) 0.0044(11) 0.0038(12) C7 0.0186(14) 0.0219(17) 0.0147(13) -0.0034(12) 0.0029(11) 0.0021(12) C8 0.0204(14) 0.0233(18) 0.0177(14) 0.0016(12) 0.0060(11) 0.0030(12) C9 0.0190(14) 0.0219(19) 0.0209(14) 0.0030(12) 0.0065(11) 0.0006(11) C10 0.0195(14) 0.0193(17) 0.0203(14) 0.0009(12) 0.0083(12) -0.0019(12) C11 0.0196(14) 0.0196(18) 0.0255(15) 0.0012(12) 0.0064(12) -0.0015(12) C12 0.0141(13) 0.0182(17) 0.0217(14) 0.0013(12) 0.0037(11) -0.0014(11) C13 0.0196(14) 0.0175(17) 0.0187(14) 0.0001(12) 0.0008(11) 0.0009(12) C14 0.0192(14) 0.0174(18) 0.0208(14) -0.0001(12) 0.0007(11) 0.0030(11) C15 0.0188(14) 0.0181(17) 0.0167(14) -0.0008(12) 0.0010(11) 0.0044(11) C16 0.0286(16) 0.0267(19) 0.0261(15) -0.0035(13) 0.0102(13) -0.0016(13) C17 0.0251(16) 0.0238(19) 0.0393(18) 0.0008(14) 0.0114(14) -0.0047(13) C18 0.0257(17) 0.046(2) 0.071(2) 0.004(2) 0.0155(16) -0.0004(17) C19 0.0247(15) 0.0154(17) 0.0283(16) -0.0045(12) 0.0036(13) -0.0018(12) C20 0.0366(18) 0.031(2) 0.0313(16) -0.0073(16) -0.0030(14) 0.0037(15) C21 0.0297(16) 0.031(2) 0.0217(15) -0.0039(13) 0.0123(13) -0.0033(13) C22 0.045(2) 0.044(2) 0.045(2) -0.0122(18) 0.0169(17) 0.0100(17) C23 0.0319(17) 0.032(2) 0.0274(16) -0.0018(14) 0.0155(13) -0.0058(14) C24 0.0242(16) 0.053(3) 0.0359(18) -0.0034(16) 0.0121(14) -0.0080(15) C25 0.0243(15) 0.026(2) 0.0260(15) -0.0040(13) 0.0037(12) -0.0072(12) C26 0.044(2) 0.026(2) 0.051(2) 0.0015(16) 0.0206(17) -0.0049(15) C27 0.0331(17) 0.025(2) 0.0258(15) -0.0096(13) 0.0066(13) -0.0055(13) C28 0.060(2) 0.025(2) 0.046(2) -0.0018(16) 0.0297(18) 0.0031(17) C29 0.0236(16) 0.0250(19) 0.0253(16) 0.0023(14) 0.0030(13) -0.0009(14) N1 0.0201(12) 0.0194(15) 0.0196(12) -0.0010(10) 0.0047(10) -0.0002(10) N2 0.0188(11) 0.0179(14) 0.0213(11) -0.0016(11) 0.0076(9) -0.0014(10) N3 0.0180(11) 0.0164(14) 0.0194(12) -0.0019(10) 0.0047(9) -0.0005(10) N4 0.0215(13) 0.0267(16) 0.0292(14) -0.0026(12) 0.0071(11) 0.0045(11) Zn 0.01866(16) 0.01780(19) 0.02044(15) -0.00366(16) 0.00775(12) -0.00257(15) Se 0.0543(3) 0.0414(3) 0.0826(3) -0.0116(2) 0.0289(2) 0.0178(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 C1 C2 1.486(4) . ? C2 N1 1.328(3) . ? C2 C3 1.440(4) . ? C3 C4 1.365(4) . ? C3 C17 1.505(4) . ? C4 C5 1.446(4) . ? C4 C19 1.502(4) . ? C5 C6 1.372(4) . ? C5 N1 1.418(3) . ? C6 C7 1.414(4) . ? C7 N2 1.370(3) . ? C7 C8 1.420(4) . ? C8 C9 1.384(4) . ? C8 C21 1.504(4) . ? C9 C10 1.428(4) . ? C9 C23 1.498(4) . ? C10 N2 1.363(3) . ? C10 C11 1.420(4) . ? C11 C12 1.362(4) . ? C12 N3 1.415(3) . ? C12 C13 1.453(4) . ? C13 C14 1.364(4) . ? C13 C25 1.492(4) . ? C14 C15 1.442(4) . ? C14 C27 1.499(4) . ? C15 N3 1.327(3) . ? C15 C16 1.481(4) . ? C17 C18 1.518(4) . ? C19 C20 1.518(4) . ? C21 C22 1.514(4) . ? C23 C24 1.528(4) . ? C25 C26 1.527(4) . ? C27 C28 1.522(4) . ? C29 N4 1.149(4) . ? C29 Se 1.784(3) . ? N1 Zn 1.999(2) . ? N2 Zn 1.964(2) . ? N3 Zn 2.011(2) . ? N4 Zn 1.993(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 N1 C2 C3 111.6(2) . . ? N1 C2 C1 121.6(3) . . ? C3 C2 C1 126.8(3) . . ? C4 C3 C2 106.7(2) . . ? C4 C3 C17 128.6(3) . . ? C2 C3 C17 124.7(3) . . ? C3 C4 C5 106.9(2) . . ? C3 C4 C19 128.7(3) . . ? C5 C4 C19 124.4(3) . . ? C6 C5 N1 124.9(3) . . ? C6 C5 C4 126.8(2) . . ? N1 C5 C4 108.4(2) . . ? C5 C6 C7 129.1(3) . . ? N2 C7 C6 121.4(2) . . ? N2 C7 C8 110.1(2) . . ? C6 C7 C8 128.3(2) . . ? C9 C8 C7 106.8(2) . . ? C9 C8 C21 127.5(3) . . ? C7 C8 C21 125.6(3) . . ? C8 C9 C10 106.2(2) . . ? C8 C9 C23 128.5(3) . . ? C10 C9 C23 125.1(3) . . ? N2 C10 C11 121.7(2) . . ? N2 C10 C9 110.2(2) . . ? C11 C10 C9 127.8(2) . . ? C12 C11 C10 128.9(3) . . ? C11 C12 N3 125.3(2) . . ? C11 C12 C13 126.4(3) . . ? N3 C12 C13 108.2(2) . . ? C14 C13 C12 106.7(2) . . ? C14 C13 C25 127.8(3) . . ? C12 C13 C25 125.5(2) . . ? C13 C14 C15 107.0(2) . . ? C13 C14 C27 128.4(3) . . ? C15 C14 C27 124.6(3) . . ? N3 C15 C14 111.3(2) . . ? N3 C15 C16 122.3(3) . . ? C14 C15 C16 126.4(2) . . ? C3 C17 C18 113.0(3) . . ? C4 C19 C20 113.0(2) . . ? C8 C21 C22 112.9(2) . . ? C9 C23 C24 112.5(3) . . ? C13 C25 C26 113.2(2) . . ? C14 C27 C28 111.9(3) . . ? N4 C29 Se 178.9(3) . . ? C2 N1 C5 106.4(2) . . ? C2 N1 Zn 129.9(2) . . ? C5 N1 Zn 121.14(18) . . ? C10 N2 C7 106.7(2) . . ? C10 N2 Zn 126.52(19) . . ? C7 N2 Zn 126.80(19) . . ? C15 N3 C12 106.8(2) . . ? C15 N3 Zn 129.38(18) . . ? C12 N3 Zn 120.63(17) . . ? C29 N4 Zn 157.5(2) . . ? N2 Zn N4 128.89(10) . . ? N2 Zn N1 93.73(10) . . ? N4 Zn N1 102.74(10) . . ? N2 Zn N3 93.71(9) . . ? N4 Zn N3 97.69(10) . . ? N1 Zn N3 146.53(9) . . ? 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 N1 C2 C3 C4 -0.2(3) . . . . ? C1 C2 C3 C4 -179.3(3) . . . . ? N1 C2 C3 C17 -177.9(3) . . . . ? C1 C2 C3 C17 3.0(5) . . . . ? C2 C3 C4 C5 -0.4(3) . . . . ? C17 C3 C4 C5 177.2(3) . . . . ? C2 C3 C4 C19 -178.6(3) . . . . ? C17 C3 C4 C19 -1.0(5) . . . . ? C3 C4 C5 C6 -177.7(3) . . . . ? C19 C4 C5 C6 0.6(4) . . . . ? C3 C4 C5 N1 0.8(3) . . . . ? C19 C4 C5 N1 179.1(2) . . . . ? N1 C5 C6 C7 0.7(5) . . . . ? C4 C5 C6 C7 179.0(3) . . . . ? C5 C6 C7 N2 -5.5(4) . . . . ? C5 C6 C7 C8 168.2(3) . . . . ? N2 C7 C8 C9 1.3(3) . . . . ? C6 C7 C8 C9 -172.9(3) . . . . ? N2 C7 C8 C21 178.2(3) . . . . ? C6 C7 C8 C21 3.9(5) . . . . ? C7 C8 C9 C10 0.2(3) . . . . ? C21 C8 C9 C10 -176.6(3) . . . . ? C7 C8 C9 C23 175.1(3) . . . . ? C21 C8 C9 C23 -1.7(5) . . . . ? C8 C9 C10 N2 -1.7(3) . . . . ? C23 C9 C10 N2 -176.8(3) . . . . ? C8 C9 C10 C11 172.4(3) . . . . ? C23 C9 C10 C11 -2.7(5) . . . . ? N2 C10 C11 C12 5.7(5) . . . . ? C9 C10 C11 C12 -167.7(3) . . . . ? C10 C11 C12 N3 -1.1(5) . . . . ? C10 C11 C12 C13 -178.0(3) . . . . ? C11 C12 C13 C14 174.9(3) . . . . ? N3 C12 C13 C14 -2.5(3) . . . . ? C11 C12 C13 C25 -3.2(4) . . . . ? N3 C12 C13 C25 179.4(2) . . . . ? C12 C13 C14 C15 2.2(3) . . . . ? C25 C13 C14 C15 -179.8(3) . . . . ? C12 C13 C14 C27 -175.2(3) . . . . ? C25 C13 C14 C27 2.9(5) . . . . ? C13 C14 C15 N3 -1.2(3) . . . . ? C27 C14 C15 N3 176.3(3) . . . . ? C13 C14 C15 C16 179.2(3) . . . . ? C27 C14 C15 C16 -3.3(4) . . . . ? C4 C3 C17 C18 -95.1(4) . . . . ? C2 C3 C17 C18 82.1(4) . . . . ? C3 C4 C19 C20 98.4(4) . . . . ? C5 C4 C19 C20 -79.5(3) . . . . ? C9 C8 C21 C22 87.4(4) . . . . ? C7 C8 C21 C22 -88.8(4) . . . . ? C8 C9 C23 C24 -96.4(3) . . . . ? C10 C9 C23 C24 77.6(4) . . . . ? C14 C13 C25 C26 -85.6(4) . . . . ? C12 C13 C25 C26 92.1(3) . . . . ? C13 C14 C27 C28 98.0(4) . . . . ? C15 C14 C27 C28 -78.9(4) . . . . ? C3 C2 N1 C5 0.7(3) . . . . ? C1 C2 N1 C5 179.8(3) . . . . ? C3 C2 N1 Zn 162.35(19) . . . . ? C1 C2 N1 Zn -18.5(4) . . . . ? C6 C5 N1 C2 177.6(3) . . . . ? C4 C5 N1 C2 -0.9(3) . . . . ? C6 C5 N1 Zn 14.0(3) . . . . ? C4 C5 N1 Zn -164.52(17) . . . . ? C11 C10 N2 C7 -172.0(3) . . . . ? C9 C10 N2 C7 2.5(3) . . . . ? C11 C10 N2 Zn 6.5(4) . . . . ? C9 C10 N2 Zn -179.01(18) . . . . ? C6 C7 N2 C10 172.4(2) . . . . ? C8 C7 N2 C10 -2.3(3) . . . . ? C6 C7 N2 Zn -6.1(4) . . . . ? C8 C7 N2 Zn 179.13(18) . . . . ? C14 C15 N3 C12 -0.4(3) . . . . ? C16 C15 N3 C12 179.2(3) . . . . ? C14 C15 N3 Zn -159.87(18) . . . . ? C16 C15 N3 Zn 19.8(4) . . . . ? C11 C12 N3 C15 -175.6(3) . . . . ? C13 C12 N3 C15 1.8(3) . . . . ? C11 C12 N3 Zn -14.0(4) . . . . ? C13 C12 N3 Zn 163.39(17) . . . . ? Se C29 N4 Zn 41(15) . . . . ? C10 N2 Zn N4 87.2(2) . . . . ? C7 N2 Zn N4 -94.5(2) . . . . ? C10 N2 Zn N1 -163.1(2) . . . . ? C7 N2 Zn N1 15.1(2) . . . . ? C10 N2 Zn N3 -15.8(2) . . . . ? C7 N2 Zn N3 162.5(2) . . . . ? C29 N4 Zn N2 -113.8(6) . . . . ? C29 N4 Zn N1 140.6(7) . . . . ? C29 N4 Zn N3 -12.7(7) . . . . ? C2 N1 Zn N2 -177.5(2) . . . . ? C5 N1 Zn N2 -18.1(2) . . . . ? C2 N1 Zn N4 -46.2(3) . . . . ? C5 N1 Zn N4 113.16(19) . . . . ? C2 N1 Zn N3 80.1(3) . . . . ? C5 N1 Zn N3 -120.6(2) . . . . ? C15 N3 Zn N2 175.5(2) . . . . ? C12 N3 Zn N2 18.5(2) . . . . ? C15 N3 Zn N4 45.5(2) . . . . ? C12 N3 Zn N4 -111.5(2) . . . . ? C15 N3 Zn N1 -82.0(3) . . . . ? C12 N3 Zn N1 121.0(2) . . . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 26.03 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.812 _refine_diff_density_min -1.027 _refine_diff_density_rms 0.067 data_sp21eca _database_code_depnum_ccdc_archive 'CCDC 621925' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H38 N4 S Zn' _chemical_formula_weight 540.06 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/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 11.2771(11) _cell_length_b 16.1722(12) _cell_length_c 15.9937(15) _cell_angle_alpha 90.00 _cell_angle_beta 108.955(11) _cell_angle_gamma 90.00 _cell_volume 2758.7(5) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 7998 _cell_measurement_theta_min 1.85 _cell_measurement_theta_max 25.95 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.300 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1144 _exptl_absorpt_coefficient_mu 0.990 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.816 _exptl_absorpt_correction_T_max 0.906 _exptl_absorpt_process_details 'SADABS 2.0 (Sheldrick 2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(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 'IPDS1 (Stoe)' _diffrn_measurement_method phi-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21333 _diffrn_reflns_av_R_equivalents 0.0481 _diffrn_reflns_av_sigmaI/netI 0.0537 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.84 _diffrn_reflns_theta_max 26.00 _reflns_number_total 5359 _reflns_number_gt 3752 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'STOE WinXpose (X-Area)' _computing_cell_refinement 'STOE Wincell (X-Area)' _computing_data_reduction 'STOE WinIntegrate (X-Area)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Mercury 1.4.1' _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^)+(0.0380P)^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 5359 _refine_ls_number_parameters 324 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0535 _refine_ls_R_factor_gt 0.0301 _refine_ls_wR_factor_ref 0.0680 _refine_ls_wR_factor_gt 0.0636 _refine_ls_goodness_of_fit_ref 0.877 _refine_ls_restrained_S_all 0.877 _refine_ls_shift/su_max 0.046 _refine_ls_shift/su_mean 0.001 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 C1 C 0.7822(2) 1.00611(16) 0.48761(15) 0.0367(6) Uani 1 1 d . . . H1A H 0.8042 0.9473 0.4927 0.055 Uiso 1 1 calc R . . H1B H 0.8518 1.0382 0.4802 0.055 Uiso 1 1 calc R . . H1C H 0.7069 1.0147 0.4363 0.055 Uiso 1 1 calc R . . C2 C 0.75736(19) 1.03367(14) 0.56914(13) 0.0251(5) Uani 1 1 d . . . C3 C 0.81297(19) 1.10355(13) 0.62427(14) 0.0258(5) Uani 1 1 d . . . C4 C 0.76227(19) 1.10510(13) 0.69107(13) 0.0242(5) Uani 1 1 d . . . C5 C 0.67697(18) 1.03570(13) 0.67705(12) 0.0225(4) Uani 1 1 d . . . C6 C 0.60907(18) 1.01250(13) 0.73008(13) 0.0233(5) Uani 1 1 d . . . H6 H 0.6191 1.0464 0.7804 0.028 Uiso 1 1 calc R . . C7 C 0.52583(18) 0.94490(13) 0.72025(12) 0.0222(4) Uani 1 1 d . . . C8 C 0.44000(19) 0.92914(14) 0.76693(13) 0.0254(5) Uani 1 1 d . . . C9 C 0.36947(19) 0.86113(14) 0.72684(13) 0.0258(5) Uani 1 1 d . . . C10 C 0.41444(18) 0.83700(13) 0.65690(13) 0.0235(5) Uani 1 1 d . . . C11 C 0.36221(19) 0.77679(14) 0.59053(13) 0.0248(5) Uani 1 1 d . . . H11 H 0.3002 0.7419 0.6002 0.030 Uiso 1 1 calc R . . C12 C 0.38933(18) 0.76240(13) 0.51461(13) 0.0227(4) Uani 1 1 d . . . C13 C 0.33611(19) 0.69778(14) 0.45017(13) 0.0244(5) Uani 1 1 d . . . C14 C 0.39668(19) 0.70212(13) 0.38905(13) 0.0239(5) Uani 1 1 d . . . C15 C 0.48333(18) 0.77018(13) 0.41421(12) 0.0220(4) Uani 1 1 d . . . C16 C 0.5685(2) 0.79908(15) 0.36665(14) 0.0299(5) Uani 1 1 d . . . H16A H 0.5918 0.8568 0.3824 0.045 Uiso 1 1 calc R . . H16B H 0.5258 0.7949 0.3028 0.045 Uiso 1 1 calc R . . H16C H 0.6441 0.7647 0.3833 0.045 Uiso 1 1 calc R . . C17 C 0.9101(2) 1.15976(15) 0.60936(16) 0.0330(5) Uani 1 1 d . . . H17A H 0.9067 1.2139 0.6373 0.040 Uiso 1 1 calc R . . H17B H 0.8903 1.1691 0.5451 0.040 Uiso 1 1 calc R . . C18 C 1.0421(2) 1.1250(2) 0.64671(19) 0.0512(7) Uani 1 1 d . . . H18A H 1.0649 1.1197 0.7110 0.077 Uiso 1 1 calc R . . H18B H 1.1012 1.1624 0.6324 0.077 Uiso 1 1 calc R . . H18C H 1.0454 1.0705 0.6208 0.077 Uiso 1 1 calc R . . C19 C 0.7891(2) 1.16410(14) 0.76707(14) 0.0290(5) Uani 1 1 d . . . H19A H 0.7093 1.1788 0.7766 0.035 Uiso 1 1 calc R . . H19B H 0.8253 1.2154 0.7518 0.035 Uiso 1 1 calc R . . C20 C 0.8789(2) 1.12937(17) 0.85241(15) 0.0416(6) Uani 1 1 d . . . H20A H 0.8425 1.0796 0.8691 0.062 Uiso 1 1 calc R . . H20B H 0.8935 1.1708 0.8994 0.062 Uiso 1 1 calc R . . H20C H 0.9586 1.1153 0.8438 0.062 Uiso 1 1 calc R . . C21 C 0.4264(2) 0.98057(15) 0.84138(13) 0.0311(5) Uani 1 1 d . . . H21A H 0.5094 1.0035 0.8756 0.037 Uiso 1 1 calc R . . H21B H 0.3983 0.9447 0.8814 0.037 Uiso 1 1 calc R . . C22 C 0.3340(3) 1.05117(18) 0.80993(18) 0.0491(7) Uani 1 1 d . . . H22A H 0.3589 1.0855 0.7680 0.074 Uiso 1 1 calc R . . H22B H 0.3334 1.0849 0.8607 0.074 Uiso 1 1 calc R . . H22C H 0.2499 1.0287 0.7808 0.074 Uiso 1 1 calc R . . C23 C 0.2587(2) 0.82332(16) 0.74538(14) 0.0331(5) Uani 1 1 d . . . H23A H 0.2625 0.8378 0.8063 0.040 Uiso 1 1 calc R . . H23B H 0.2640 0.7624 0.7420 0.040 Uiso 1 1 calc R . . C24 C 0.1338(2) 0.85174(18) 0.68159(16) 0.0437(7) Uani 1 1 d . . . H24A H 0.1279 0.9121 0.6844 0.066 Uiso 1 1 calc R . . H24B H 0.0654 0.8264 0.6978 0.066 Uiso 1 1 calc R . . H24C H 0.1275 0.8352 0.6214 0.066 Uiso 1 1 calc R . . C25 C 0.2368(2) 0.63749(14) 0.45361(14) 0.0312(5) Uani 1 1 d . . . H25A H 0.1830 0.6247 0.3925 0.037 Uiso 1 1 calc R . . H25B H 0.1834 0.6635 0.4846 0.037 Uiso 1 1 calc R . . C26 C 0.2906(3) 0.55720(16) 0.50052(18) 0.0441(6) Uani 1 1 d . . . H26A H 0.3482 0.5330 0.4727 0.066 Uiso 1 1 calc R . . H26B H 0.2222 0.5183 0.4962 0.066 Uiso 1 1 calc R . . H26C H 0.3361 0.5686 0.5629 0.066 Uiso 1 1 calc R . . C27 C 0.3839(2) 0.64525(14) 0.31240(14) 0.0328(5) Uani 1 1 d . . . H27A H 0.3862 0.6782 0.2608 0.039 Uiso 1 1 calc R . . H27B H 0.3017 0.6169 0.2963 0.039 Uiso 1 1 calc R . . C28 C 0.4875(3) 0.58105(17) 0.33372(18) 0.0456(7) Uani 1 1 d . . . H28A H 0.5688 0.6088 0.3472 0.068 Uiso 1 1 calc R . . H28B H 0.4748 0.5444 0.2828 0.068 Uiso 1 1 calc R . . H28C H 0.4857 0.5485 0.3850 0.068 Uiso 1 1 calc R . . C29 C 0.8181(2) 0.75884(15) 0.56534(14) 0.0311(5) Uani 1 1 d . . . N1 N 0.67718(16) 0.99351(11) 0.59956(11) 0.0242(4) Uani 1 1 d . . . N2 N 0.51084(15) 0.88688(11) 0.65496(10) 0.0235(4) Uani 1 1 d . . . N3 N 0.47914(15) 0.80656(11) 0.48770(10) 0.0220(4) Uani 1 1 d . . . N4 N 0.75925(17) 0.81124(12) 0.58266(11) 0.0300(4) Uani 1 1 d . . . S1 S 0.89854(9) 0.68562(6) 0.54125(7) 0.0744(3) Uani 1 1 d . . . Zn1 Zn 0.60819(2) 0.878525(16) 0.573378(15) 0.02165(7) 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 C1 0.0457(14) 0.0324(15) 0.0383(13) -0.0038(11) 0.0221(11) -0.0066(11) C2 0.0247(11) 0.0215(12) 0.0296(11) 0.0028(9) 0.0097(9) 0.0000(9) C3 0.0220(10) 0.0189(13) 0.0339(11) 0.0041(9) 0.0057(9) 0.0011(8) C4 0.0224(10) 0.0169(13) 0.0298(11) 0.0002(8) 0.0036(8) 0.0032(8) C5 0.0225(10) 0.0194(12) 0.0242(10) -0.0019(8) 0.0059(8) 0.0020(9) C6 0.0229(10) 0.0224(12) 0.0227(10) -0.0046(9) 0.0046(8) 0.0039(9) C7 0.0206(10) 0.0244(13) 0.0210(10) -0.0036(9) 0.0058(8) 0.0019(9) C8 0.0257(11) 0.0277(13) 0.0223(10) 0.0008(9) 0.0073(8) 0.0026(9) C9 0.0264(10) 0.0294(14) 0.0232(10) 0.0038(9) 0.0105(8) -0.0002(9) C10 0.0233(11) 0.0233(12) 0.0243(10) 0.0004(9) 0.0083(8) -0.0007(9) C11 0.0237(11) 0.0229(13) 0.0281(11) 0.0009(9) 0.0089(9) -0.0020(9) C12 0.0209(10) 0.0193(12) 0.0266(10) 0.0008(9) 0.0061(8) -0.0012(9) C13 0.0230(10) 0.0202(12) 0.0267(11) -0.0004(9) 0.0034(8) -0.0005(9) C14 0.0254(11) 0.0189(12) 0.0239(10) -0.0003(9) 0.0030(8) 0.0019(9) C15 0.0232(10) 0.0206(12) 0.0205(10) 0.0006(8) 0.0048(8) 0.0039(9) C16 0.0334(12) 0.0312(14) 0.0261(11) -0.0034(9) 0.0111(9) -0.0029(10) C17 0.0301(12) 0.0259(13) 0.0444(13) 0.0013(10) 0.0139(10) -0.0048(10) C18 0.0305(12) 0.0516(18) 0.0724(18) 0.0032(16) 0.0178(12) -0.0030(14) C19 0.0276(11) 0.0211(13) 0.0354(12) -0.0059(10) 0.0064(9) -0.0013(10) C20 0.0439(14) 0.0340(15) 0.0368(12) -0.0095(12) -0.0008(10) 0.0026(12) C21 0.0327(12) 0.0377(15) 0.0256(11) -0.0050(10) 0.0133(9) -0.0008(10) C22 0.0537(16) 0.0496(19) 0.0491(15) -0.0080(13) 0.0235(13) 0.0119(14) C23 0.0384(13) 0.0352(15) 0.0322(12) 0.0005(10) 0.0204(10) -0.0075(11) C24 0.0307(13) 0.061(2) 0.0431(14) -0.0016(12) 0.0172(11) -0.0089(12) C25 0.0308(11) 0.0291(15) 0.0315(11) -0.0059(9) 0.0071(9) -0.0103(10) C26 0.0512(15) 0.0307(16) 0.0560(16) 0.0010(12) 0.0251(13) -0.0071(12) C27 0.0389(13) 0.0283(14) 0.0296(11) -0.0093(9) 0.0087(10) -0.0056(10) C28 0.0653(18) 0.0282(15) 0.0528(16) -0.0019(12) 0.0322(14) 0.0060(13) C29 0.0300(12) 0.0284(14) 0.0336(12) 0.0007(10) 0.0086(10) 0.0010(11) N1 0.0260(9) 0.0225(10) 0.0249(9) -0.0018(7) 0.0095(7) -0.0004(8) N2 0.0244(8) 0.0209(10) 0.0251(8) -0.0025(8) 0.0078(7) -0.0019(8) N3 0.0218(9) 0.0214(10) 0.0230(8) 0.0008(7) 0.0075(7) 0.0013(7) N4 0.0288(10) 0.0301(12) 0.0293(10) -0.0012(8) 0.0071(8) 0.0006(9) S1 0.0669(5) 0.0535(6) 0.1095(7) -0.0170(5) 0.0377(5) 0.0227(4) Zn1 0.02245(12) 0.02062(13) 0.02309(12) -0.00327(11) 0.00907(8) -0.00256(12) _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 C1 C2 1.488(3) . ? C2 N1 1.327(3) . ? C2 C3 1.445(3) . ? C3 C4 1.366(3) . ? C3 C17 1.501(3) . ? C4 C5 1.447(3) . ? C4 C19 1.497(3) . ? C5 C6 1.367(3) . ? C5 N1 1.416(3) . ? C6 C7 1.416(3) . ? C7 N2 1.373(3) . ? C7 C8 1.424(3) . ? C8 C9 1.386(3) . ? C8 C21 1.500(3) . ? C9 C10 1.425(3) . ? C9 C23 1.505(3) . ? C10 N2 1.362(3) . ? C10 C11 1.420(3) . ? C11 C12 1.365(3) . ? C12 N3 1.416(3) . ? C12 C13 1.454(3) . ? C13 C14 1.364(3) . ? C13 C25 1.499(3) . ? C14 C15 1.440(3) . ? C14 C27 1.502(3) . ? C15 N3 1.329(3) . ? C15 C16 1.481(3) . ? C17 C18 1.520(3) . ? C19 C20 1.519(3) . ? C21 C22 1.518(3) . ? C23 C24 1.517(3) . ? C25 C26 1.524(3) . ? C27 C28 1.516(3) . ? C29 N4 1.164(3) . ? C29 S1 1.613(3) . ? N1 Zn1 2.0066(18) . ? N2 Zn1 1.9639(16) . ? N3 Zn1 2.0137(17) . ? N4 Zn1 1.9858(19) . ? 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 C2 C3 111.80(18) . . ? N1 C2 C1 121.27(19) . . ? C3 C2 C1 126.93(19) . . ? C4 C3 C2 106.42(18) . . ? C4 C3 C17 128.7(2) . . ? C2 C3 C17 124.83(19) . . ? C3 C4 C5 106.89(18) . . ? C3 C4 C19 128.4(2) . . ? C5 C4 C19 124.68(19) . . ? C6 C5 N1 124.86(19) . . ? C6 C5 C4 126.50(19) . . ? N1 C5 C4 108.63(17) . . ? C5 C6 C7 128.89(19) . . ? N2 C7 C6 121.70(18) . . ? N2 C7 C8 109.85(18) . . ? C6 C7 C8 128.23(19) . . ? C9 C8 C7 106.56(18) . . ? C9 C8 C21 128.00(19) . . ? C7 C8 C21 125.4(2) . . ? C8 C9 C10 106.46(18) . . ? C8 C9 C23 128.30(19) . . ? C10 C9 C23 125.01(19) . . ? N2 C10 C11 121.97(18) . . ? N2 C10 C9 110.24(18) . . ? C11 C10 C9 127.44(19) . . ? C12 C11 C10 128.6(2) . . ? C11 C12 N3 125.00(19) . . ? C11 C12 C13 126.38(19) . . ? N3 C12 C13 108.57(17) . . ? C14 C13 C12 106.48(19) . . ? C14 C13 C25 127.9(2) . . ? C12 C13 C25 125.65(18) . . ? C13 C14 C15 106.94(18) . . ? C13 C14 C27 128.0(2) . . ? C15 C14 C27 124.94(19) . . ? N3 C15 C14 111.70(18) . . ? N3 C15 C16 122.00(19) . . ? C14 C15 C16 126.30(18) . . ? C3 C17 C18 112.7(2) . . ? C4 C19 C20 113.20(19) . . ? C8 C21 C22 112.97(18) . . ? C9 C23 C24 113.14(19) . . ? C13 C25 C26 112.92(19) . . ? C14 C27 C28 111.91(19) . . ? N4 C29 S1 179.5(2) . . ? C2 N1 C5 106.27(17) . . ? C2 N1 Zn1 129.87(14) . . ? C5 N1 Zn1 121.24(14) . . ? C10 N2 C7 106.83(16) . . ? C10 N2 Zn1 126.65(14) . . ? C7 N2 Zn1 126.52(14) . . ? C15 N3 C12 106.27(17) . . ? C15 N3 Zn1 129.22(14) . . ? C12 N3 Zn1 120.99(12) . . ? C29 N4 Zn1 157.32(18) . . ? N2 Zn1 N4 129.72(7) . . ? N2 Zn1 N1 93.45(7) . . ? N4 Zn1 N1 103.13(7) . . ? N2 Zn1 N3 93.18(7) . . ? N4 Zn1 N3 98.45(7) . . ? N1 Zn1 N3 145.40(7) . . ? 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 N1 C2 C3 C4 -0.3(2) . . . . ? C1 C2 C3 C4 179.8(2) . . . . ? N1 C2 C3 C17 178.00(19) . . . . ? C1 C2 C3 C17 -1.9(3) . . . . ? C2 C3 C4 C5 0.6(2) . . . . ? C17 C3 C4 C5 -177.6(2) . . . . ? C2 C3 C4 C19 179.0(2) . . . . ? C17 C3 C4 C19 0.7(4) . . . . ? C3 C4 C5 C6 177.8(2) . . . . ? C19 C4 C5 C6 -0.6(3) . . . . ? C3 C4 C5 N1 -0.7(2) . . . . ? C19 C4 C5 N1 -179.14(18) . . . . ? N1 C5 C6 C7 -0.8(3) . . . . ? C4 C5 C6 C7 -179.1(2) . . . . ? C5 C6 C7 N2 5.8(3) . . . . ? C5 C6 C7 C8 -168.4(2) . . . . ? N2 C7 C8 C9 -1.6(2) . . . . ? C6 C7 C8 C9 173.1(2) . . . . ? N2 C7 C8 C21 -178.47(19) . . . . ? C6 C7 C8 C21 -3.8(3) . . . . ? C7 C8 C9 C10 0.2(2) . . . . ? C21 C8 C9 C10 176.9(2) . . . . ? C7 C8 C9 C23 -174.4(2) . . . . ? C21 C8 C9 C23 2.4(4) . . . . ? C8 C9 C10 N2 1.3(2) . . . . ? C23 C9 C10 N2 176.10(19) . . . . ? C8 C9 C10 C11 -172.0(2) . . . . ? C23 C9 C10 C11 2.8(4) . . . . ? N2 C10 C11 C12 -5.1(3) . . . . ? C9 C10 C11 C12 167.4(2) . . . . ? C10 C11 C12 N3 0.5(4) . . . . ? C10 C11 C12 C13 177.6(2) . . . . ? C11 C12 C13 C14 -175.3(2) . . . . ? N3 C12 C13 C14 2.2(2) . . . . ? C11 C12 C13 C25 3.0(3) . . . . ? N3 C12 C13 C25 -179.46(19) . . . . ? C12 C13 C14 C15 -1.7(2) . . . . ? C25 C13 C14 C15 -180.0(2) . . . . ? C12 C13 C14 C27 175.0(2) . . . . ? C25 C13 C14 C27 -3.3(4) . . . . ? C13 C14 C15 N3 0.6(2) . . . . ? C27 C14 C15 N3 -176.20(19) . . . . ? C13 C14 C15 C16 -179.2(2) . . . . ? C27 C14 C15 C16 4.0(3) . . . . ? C4 C3 C17 C18 95.1(3) . . . . ? C2 C3 C17 C18 -82.9(3) . . . . ? C3 C4 C19 C20 -100.0(3) . . . . ? C5 C4 C19 C20 78.1(3) . . . . ? C9 C8 C21 C22 -88.0(3) . . . . ? C7 C8 C21 C22 88.2(3) . . . . ? C8 C9 C23 C24 97.6(3) . . . . ? C10 C9 C23 C24 -76.1(3) . . . . ? C14 C13 C25 C26 85.7(3) . . . . ? C12 C13 C25 C26 -92.3(3) . . . . ? C13 C14 C27 C28 -98.0(3) . . . . ? C15 C14 C27 C28 78.1(3) . . . . ? C3 C2 N1 C5 -0.1(2) . . . . ? C1 C2 N1 C5 179.75(19) . . . . ? C3 C2 N1 Zn1 -161.53(14) . . . . ? C1 C2 N1 Zn1 18.4(3) . . . . ? C6 C5 N1 C2 -178.0(2) . . . . ? C4 C5 N1 C2 0.5(2) . . . . ? C6 C5 N1 Zn1 -14.7(3) . . . . ? C4 C5 N1 Zn1 163.87(13) . . . . ? C11 C10 N2 C7 171.40(19) . . . . ? C9 C10 N2 C7 -2.3(2) . . . . ? C11 C10 N2 Zn1 -7.8(3) . . . . ? C9 C10 N2 Zn1 178.51(14) . . . . ? C6 C7 N2 C10 -172.70(18) . . . . ? C8 C7 N2 C10 2.4(2) . . . . ? C6 C7 N2 Zn1 6.5(3) . . . . ? C8 C7 N2 Zn1 -178.40(13) . . . . ? C14 C15 N3 C12 0.7(2) . . . . ? C16 C15 N3 C12 -179.45(19) . . . . ? C14 C15 N3 Zn1 159.26(14) . . . . ? C16 C15 N3 Zn1 -20.9(3) . . . . ? C11 C12 N3 C15 175.8(2) . . . . ? C13 C12 N3 C15 -1.8(2) . . . . ? C11 C12 N3 Zn1 15.1(3) . . . . ? C13 C12 N3 Zn1 -162.46(13) . . . . ? S1 C29 N4 Zn1 -43(24) . . . . ? C10 N2 Zn1 N4 -86.65(18) . . . . ? C7 N2 Zn1 N4 94.33(19) . . . . ? C10 N2 Zn1 N1 163.12(17) . . . . ? C7 N2 Zn1 N1 -15.91(17) . . . . ? C10 N2 Zn1 N3 17.10(17) . . . . ? C7 N2 Zn1 N3 -161.93(17) . . . . ? C29 N4 Zn1 N2 110.4(5) . . . . ? C29 N4 Zn1 N1 -143.7(5) . . . . ? C29 N4 Zn1 N3 9.1(5) . . . . ? C2 N1 Zn1 N2 178.10(18) . . . . ? C5 N1 Zn1 N2 19.11(15) . . . . ? C2 N1 Zn1 N4 45.92(19) . . . . ? C5 N1 Zn1 N4 -113.07(15) . . . . ? C2 N1 Zn1 N3 -81.2(2) . . . . ? C5 N1 Zn1 N3 119.78(16) . . . . ? C15 N3 Zn1 N2 -175.57(18) . . . . ? C12 N3 Zn1 N2 -19.77(16) . . . . ? C15 N3 Zn1 N4 -44.62(19) . . . . ? C12 N3 Zn1 N4 111.17(15) . . . . ? C15 N3 Zn1 N1 83.7(2) . . . . ? C12 N3 Zn1 N1 -120.53(16) . . . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.529 _refine_diff_density_min -0.409 _refine_diff_density_rms 0.056 data_sp4ec _database_code_depnum_ccdc_archive 'CCDC 621926' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H38 N6 Zn' _chemical_formula_weight 572.05 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' N N 0.0061 0.0033 '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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.3616(9) _cell_length_b 11.0049(10) _cell_length_c 14.7717(14) _cell_angle_alpha 83.966(2) _cell_angle_beta 89.846(2) _cell_angle_gamma 86.132(2) _cell_volume 1509.9(2) _cell_formula_units_Z 2 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 9009 _cell_measurement_theta_min 2.438 _cell_measurement_theta_max 28.044 _exptl_crystal_description plate _exptl_crystal_colour brown _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.258 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 604 _exptl_absorpt_coefficient_mu 0.844 _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 193(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 'Bruker Smart Apex with D8-Goniometer' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18700 _diffrn_reflns_av_R_equivalents 0.0266 _diffrn_reflns_av_sigmaI/netI 0.0263 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.20 _diffrn_reflns_theta_max 25.35 _reflns_number_total 5512 _reflns_number_gt 5120 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART-NT V5.6' _computing_cell_refinement 'SAINT-NT V6.0' _computing_data_reduction 'SAINT-NT V6.0' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Mercury 1.4.1' _computing_publication_material 'XSHELL in SHELXS-97' _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^)+(0.0500P)^2^+0.5965P] 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 5512 _refine_ls_number_parameters 360 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0440 _refine_ls_R_factor_gt 0.0406 _refine_ls_wR_factor_ref 0.0983 _refine_ls_wR_factor_gt 0.0967 _refine_ls_goodness_of_fit_ref 1.143 _refine_ls_restrained_S_all 1.143 _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 C1 C 0.9524(3) 0.6807(2) 0.67903(17) 0.0368(6) Uani 1 1 d . . . H1A H 0.9795 0.6943 0.7396 0.055 Uiso 1 1 calc R . . H1B H 1.0349 0.6506 0.6474 0.055 Uiso 1 1 calc R . . H1C H 0.8812 0.6216 0.6819 0.055 Uiso 1 1 calc R . . C2 C 0.8930(2) 0.7978(2) 0.62979(15) 0.0276(5) Uani 1 1 d . . . C3 C 0.8945(2) 0.8314(2) 0.53267(15) 0.0291(5) Uani 1 1 d . . . C4 C 0.8269(2) 0.9458(2) 0.51803(15) 0.0289(5) Uani 1 1 d . . . C5 C 0.7841(2) 0.9827(2) 0.60642(15) 0.0275(5) Uani 1 1 d . . . C6 C 0.7093(2) 1.0897(2) 0.62197(15) 0.0286(5) Uani 1 1 d . . . H6 H 0.6868 1.1440 0.5706 0.034 Uiso 1 1 calc R . . C7 C 0.6616(2) 1.1285(2) 0.70598(15) 0.0272(5) Uani 1 1 d . . . C8 C 0.5929(2) 1.2439(2) 0.72391(16) 0.0301(5) Uani 1 1 d . . . C9 C 0.5783(2) 1.2393(2) 0.81786(16) 0.0299(5) Uani 1 1 d . . . C10 C 0.6374(2) 1.1216(2) 0.85475(16) 0.0284(5) Uani 1 1 d . . . C11 C 0.6595(2) 1.0753(2) 0.94684(16) 0.0298(5) Uani 1 1 d . . . H11 H 0.6232 1.1259 0.9893 0.036 Uiso 1 1 calc R . . C12 C 0.7267(2) 0.9665(2) 0.98237(15) 0.0282(5) Uani 1 1 d . . . C13 C 0.7520(2) 0.9265(2) 1.07802(15) 0.0299(5) Uani 1 1 d . . . C14 C 0.8167(2) 0.8110(2) 1.08411(15) 0.0303(5) Uani 1 1 d . . . C15 C 0.8315(2) 0.7799(2) 0.99154(16) 0.0291(5) Uani 1 1 d . . . C16 C 0.8923(3) 0.6612(2) 0.96351(17) 0.0399(6) Uani 1 1 d . . . H16A H 0.8648 0.6544 0.9018 0.060 Uiso 1 1 calc R . . H16B H 0.8566 0.5950 1.0027 0.060 Uiso 1 1 calc R . . H16C H 0.9948 0.6577 0.9679 0.060 Uiso 1 1 calc R . . C17 C 0.9588(3) 0.7515(2) 0.46445(17) 0.0361(6) Uani 1 1 d . . . H17A H 1.0478 0.7112 0.4891 0.043 Uiso 1 1 calc R . . H17B H 0.9816 0.8030 0.4096 0.043 Uiso 1 1 calc R . . C18 C 0.8621(4) 0.6548(3) 0.4393(2) 0.0554(8) Uani 1 1 d . . . H18A H 0.8430 0.6008 0.4927 0.083 Uiso 1 1 calc R . . H18B H 0.9086 0.6088 0.3946 0.083 Uiso 1 1 calc R . . H18C H 0.7737 0.6938 0.4149 0.083 Uiso 1 1 calc R . . C19 C 0.7944(3) 1.0202(2) 0.42868(16) 0.0331(5) Uani 1 1 d . . . H19A H 0.8598 0.9923 0.3830 0.040 Uiso 1 1 calc R . . H19B H 0.8102 1.1053 0.4344 0.040 Uiso 1 1 calc R . . C20 C 0.6408(3) 1.0112(3) 0.39696(17) 0.0418(6) Uani 1 1 d . . . H20A H 0.6241 0.9270 0.3921 0.063 Uiso 1 1 calc R . . H20B H 0.6262 1.0577 0.3386 0.063 Uiso 1 1 calc R . . H20C H 0.5756 1.0433 0.4402 0.063 Uiso 1 1 calc R . . C21 C 0.5494(3) 1.3489(2) 0.65373(17) 0.0355(5) Uani 1 1 d . . . H21A H 0.4606 1.3891 0.6726 0.043 Uiso 1 1 calc R . . H21B H 0.5314 1.3167 0.5965 0.043 Uiso 1 1 calc R . . C22 C 0.6611(3) 1.4433(2) 0.63856(19) 0.0432(6) Uani 1 1 d . . . H22A H 0.6753 1.4793 0.6940 0.065 Uiso 1 1 calc R . . H22B H 0.6285 1.5060 0.5916 0.065 Uiso 1 1 calc R . . H22C H 0.7498 1.4041 0.6205 0.065 Uiso 1 1 calc R . . C23 C 0.5173(3) 1.3383(2) 0.87219(18) 0.0379(6) Uani 1 1 d . . . H23A H 0.4657 1.3009 0.9237 0.045 Uiso 1 1 calc R . . H23B H 0.4489 1.3912 0.8345 0.045 Uiso 1 1 calc R . . C24 C 0.6289(3) 1.4162(3) 0.9071(2) 0.0471(7) Uani 1 1 d . . . H24A H 0.6915 1.3662 0.9494 0.071 Uiso 1 1 calc R . . H24B H 0.5821 1.4811 0.9372 0.071 Uiso 1 1 calc R . . H24C H 0.6837 1.4506 0.8569 0.071 Uiso 1 1 calc R . . C25 C 0.7204(3) 1.0033(2) 1.15472(16) 0.0377(6) Uani 1 1 d . . . H25A H 0.7020 0.9503 1.2096 0.045 Uiso 1 1 calc R . . H25B H 0.6348 1.0564 1.1403 0.045 Uiso 1 1 calc R . . C26 C 0.8440(3) 1.0809(3) 1.1720(2) 0.0503(7) Uani 1 1 d . . . H26A H 0.9283 1.0285 1.1879 0.076 Uiso 1 1 calc R . . H26B H 0.8199 1.1292 1.2210 0.076 Uiso 1 1 calc R . . H26C H 0.8618 1.1341 1.1179 0.076 Uiso 1 1 calc R . . C27 C 0.8659(3) 0.7305(2) 1.16759(17) 0.0378(6) Uani 1 1 d . . . H27A H 0.8463 0.6467 1.1600 0.045 Uiso 1 1 calc R . . H27B H 0.8107 0.7549 1.2192 0.045 Uiso 1 1 calc R . . C28 C 1.0229(3) 0.7348(4) 1.1885(2) 0.0689(10) Uani 1 1 d . . . H28A H 1.0783 0.7154 1.1366 0.103 Uiso 1 1 calc R . . H28B H 1.0487 0.6763 1.2397 0.103 Uiso 1 1 calc R . . H28C H 1.0415 0.8154 1.2026 0.103 Uiso 1 1 calc R . . C29 C 0.5031(3) 0.7113(2) 0.76557(16) 0.0314(5) Uani 1 1 d . . . C30 C 0.3810(2) 0.6569(2) 0.74151(16) 0.0310(5) Uani 1 1 d . . . C31 C 0.2870(3) 0.6123(2) 0.81036(18) 0.0354(6) Uani 1 1 d . . . C32 C 0.3475(3) 0.6543(2) 0.64827(19) 0.0382(6) Uani 1 1 d . . . N1 N 0.82969(19) 0.88626(17) 0.67352(12) 0.0266(4) Uani 1 1 d . . . N2 N 0.6842(2) 1.05555(16) 0.78579(13) 0.0276(4) Uani 1 1 d . . . N3 N 0.7812(2) 0.87105(17) 0.93181(12) 0.0278(4) Uani 1 1 d . . . N4 N 0.6037(2) 0.75662(19) 0.78564(14) 0.0385(5) Uani 1 1 d . . . N5 N 0.2116(3) 0.5764(2) 0.86698(17) 0.0505(6) Uani 1 1 d . . . N6 N 0.3191(3) 0.6532(3) 0.57296(17) 0.0548(6) Uani 1 1 d . . . Zn Zn 0.74994(3) 0.88269(2) 0.798548(17) 0.02565(10) 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 C1 0.0400(14) 0.0384(13) 0.0315(13) -0.0058(11) 0.0011(11) 0.0040(11) C2 0.0246(11) 0.0323(12) 0.0265(12) -0.0049(9) -0.0003(9) -0.0048(9) C3 0.0258(11) 0.0369(13) 0.0263(12) -0.0079(10) 0.0016(9) -0.0068(9) C4 0.0261(11) 0.0363(12) 0.0254(12) -0.0049(10) 0.0006(9) -0.0081(9) C5 0.0263(11) 0.0332(12) 0.0232(11) -0.0015(9) -0.0016(9) -0.0058(9) C6 0.0284(11) 0.0316(12) 0.0258(12) -0.0004(9) -0.0047(9) -0.0061(9) C7 0.0270(11) 0.0279(11) 0.0268(12) -0.0027(9) -0.0042(9) -0.0034(9) C8 0.0255(11) 0.0296(12) 0.0355(13) -0.0039(10) -0.0033(10) -0.0034(9) C9 0.0243(11) 0.0292(11) 0.0366(13) -0.0061(10) -0.0004(10) -0.0009(9) C10 0.0264(11) 0.0293(11) 0.0301(12) -0.0062(9) 0.0007(9) -0.0019(9) C11 0.0287(11) 0.0340(12) 0.0283(12) -0.0104(10) 0.0042(9) -0.0026(9) C12 0.0295(12) 0.0327(12) 0.0234(11) -0.0054(9) 0.0025(9) -0.0051(9) C13 0.0287(11) 0.0378(13) 0.0244(12) -0.0066(10) 0.0040(9) -0.0064(10) C14 0.0284(12) 0.0381(13) 0.0246(12) -0.0021(10) 0.0012(9) -0.0053(10) C15 0.0284(11) 0.0330(12) 0.0259(12) -0.0026(9) 0.0019(9) -0.0035(9) C16 0.0531(16) 0.0357(13) 0.0292(13) -0.0011(11) 0.0025(11) 0.0049(12) C17 0.0384(13) 0.0421(14) 0.0290(13) -0.0096(11) 0.0055(10) -0.0028(11) C18 0.067(2) 0.0584(19) 0.0470(18) -0.0251(15) 0.0132(15) -0.0174(15) C19 0.0342(13) 0.0404(13) 0.0246(12) -0.0013(10) 0.0025(10) -0.0044(10) C20 0.0408(14) 0.0590(17) 0.0252(13) 0.0005(12) -0.0046(11) -0.0083(12) C21 0.0359(13) 0.0329(13) 0.0364(14) -0.0016(10) -0.0041(11) 0.0041(10) C22 0.0486(16) 0.0376(14) 0.0421(16) 0.0013(12) 0.0034(12) -0.0025(12) C23 0.0353(13) 0.0352(13) 0.0429(15) -0.0088(11) 0.0047(11) 0.0069(10) C24 0.0537(17) 0.0437(15) 0.0470(17) -0.0205(13) 0.0077(13) -0.0023(13) C25 0.0452(14) 0.0445(14) 0.0241(12) -0.0080(11) 0.0035(10) -0.0015(11) C26 0.0627(18) 0.0460(16) 0.0461(17) -0.0175(13) 0.0010(14) -0.0110(14) C27 0.0427(14) 0.0448(14) 0.0251(12) 0.0008(11) -0.0004(10) -0.0036(11) C28 0.0444(17) 0.094(3) 0.061(2) 0.0215(19) -0.0121(15) 0.0035(17) C29 0.0386(14) 0.0274(12) 0.0276(12) -0.0018(9) 0.0033(10) 0.0004(10) C30 0.0300(12) 0.0316(12) 0.0314(13) -0.0019(10) -0.0006(10) -0.0041(9) C31 0.0338(13) 0.0321(12) 0.0394(15) -0.0006(11) -0.0031(11) 0.0004(10) C32 0.0345(13) 0.0376(14) 0.0423(16) -0.0050(11) -0.0027(11) -0.0009(11) N1 0.0286(10) 0.0287(10) 0.0224(10) -0.0020(8) -0.0011(8) -0.0030(8) N2 0.0317(10) 0.0254(9) 0.0260(10) -0.0044(8) -0.0002(8) -0.0006(8) N3 0.0313(10) 0.0289(10) 0.0234(10) -0.0038(8) 0.0019(8) -0.0014(8) N4 0.0448(13) 0.0404(12) 0.0320(12) -0.0038(9) 0.0009(10) -0.0146(10) N5 0.0440(13) 0.0506(14) 0.0541(15) 0.0073(12) 0.0080(12) -0.0035(11) N6 0.0551(15) 0.0696(17) 0.0398(15) -0.0091(12) -0.0095(12) 0.0006(13) Zn 0.03053(16) 0.02517(15) 0.02151(15) -0.00369(10) 0.00031(10) -0.00178(10) _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 C1 C2 1.486(3) . ? C2 N1 1.330(3) . ? C2 C3 1.444(3) . ? C3 C4 1.366(3) . ? C3 C17 1.504(3) . ? C4 C5 1.455(3) . ? C4 C19 1.499(3) . ? C5 C6 1.369(3) . ? C5 N1 1.418(3) . ? C6 C7 1.415(3) . ? C7 N2 1.363(3) . ? C7 C8 1.434(3) . ? C8 C9 1.390(3) . ? C8 C21 1.503(3) . ? C9 C10 1.427(3) . ? C9 C23 1.502(3) . ? C10 N2 1.366(3) . ? C10 C11 1.412(3) . ? C11 C12 1.369(3) . ? C12 N3 1.418(3) . ? C12 C13 1.450(3) . ? C13 C14 1.366(3) . ? C13 C25 1.500(3) . ? C14 C15 1.448(3) . ? C14 C27 1.495(3) . ? C15 N3 1.326(3) . ? C15 C16 1.488(3) . ? C17 C18 1.518(4) . ? C19 C20 1.526(3) . ? C21 C22 1.523(4) . ? C23 C24 1.520(4) . ? C25 C26 1.521(4) . ? C27 C28 1.507(4) . ? C29 N4 1.148(3) . ? C29 C30 1.390(3) . ? C30 C31 1.413(3) . ? C30 C32 1.417(4) . ? C31 N5 1.148(3) . ? C32 N6 1.146(3) . ? N1 Zn 1.9877(18) . ? N2 Zn 1.9496(18) . ? N3 Zn 1.9805(19) . ? N4 Zn 2.037(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 N1 C2 C3 111.7(2) . . ? N1 C2 C1 121.7(2) . . ? C3 C2 C1 126.6(2) . . ? C4 C3 C2 106.4(2) . . ? C4 C3 C17 129.0(2) . . ? C2 C3 C17 124.6(2) . . ? C3 C4 C5 107.3(2) . . ? C3 C4 C19 127.9(2) . . ? C5 C4 C19 124.7(2) . . ? C6 C5 N1 126.0(2) . . ? C6 C5 C4 126.2(2) . . ? N1 C5 C4 107.77(19) . . ? C5 C6 C7 128.5(2) . . ? N2 C7 C6 121.4(2) . . ? N2 C7 C8 109.6(2) . . ? C6 C7 C8 128.9(2) . . ? C9 C8 C7 106.4(2) . . ? C9 C8 C21 127.7(2) . . ? C7 C8 C21 125.9(2) . . ? C8 C9 C10 106.6(2) . . ? C8 C9 C23 127.8(2) . . ? C10 C9 C23 125.6(2) . . ? N2 C10 C11 121.2(2) . . ? N2 C10 C9 109.8(2) . . ? C11 C10 C9 128.9(2) . . ? C12 C11 C10 129.1(2) . . ? C11 C12 N3 125.8(2) . . ? C11 C12 C13 126.5(2) . . ? N3 C12 C13 107.69(19) . . ? C14 C13 C12 107.6(2) . . ? C14 C13 C25 127.0(2) . . ? C12 C13 C25 125.2(2) . . ? C13 C14 C15 106.1(2) . . ? C13 C14 C27 128.4(2) . . ? C15 C14 C27 125.5(2) . . ? N3 C15 C14 111.6(2) . . ? N3 C15 C16 122.4(2) . . ? C14 C15 C16 126.0(2) . . ? C3 C17 C18 113.9(2) . . ? C4 C19 C20 112.54(19) . . ? C8 C21 C22 113.6(2) . . ? C9 C23 C24 114.0(2) . . ? C13 C25 C26 111.7(2) . . ? C14 C27 C28 113.9(2) . . ? N4 C29 C30 179.6(3) . . ? C29 C30 C31 119.4(2) . . ? C29 C30 C32 119.6(2) . . ? C31 C30 C32 120.9(2) . . ? N5 C31 C30 179.3(3) . . ? N6 C32 C30 179.1(3) . . ? C2 N1 C5 106.85(18) . . ? C2 N1 Zn 130.94(15) . . ? C5 N1 Zn 119.69(14) . . ? C7 N2 C10 107.58(18) . . ? C7 N2 Zn 126.18(15) . . ? C10 N2 Zn 125.88(15) . . ? C15 N3 C12 106.95(19) . . ? C15 N3 Zn 132.16(16) . . ? C12 N3 Zn 120.28(15) . . ? C29 N4 Zn 162.2(2) . . ? N2 Zn N3 95.34(8) . . ? N2 Zn N1 94.59(8) . . ? N3 Zn N1 149.51(8) . . ? N2 Zn N4 118.38(9) . . ? N3 Zn N4 102.98(8) . . ? N1 Zn N4 97.42(8) . . ? 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 N1 C2 C3 C4 -0.6(3) . . . . ? C1 C2 C3 C4 179.2(2) . . . . ? N1 C2 C3 C17 179.7(2) . . . . ? C1 C2 C3 C17 -0.4(4) . . . . ? C2 C3 C4 C5 0.1(2) . . . . ? C17 C3 C4 C5 179.7(2) . . . . ? C2 C3 C4 C19 -177.2(2) . . . . ? C17 C3 C4 C19 2.5(4) . . . . ? C3 C4 C5 C6 -177.8(2) . . . . ? C19 C4 C5 C6 -0.4(4) . . . . ? C3 C4 C5 N1 0.4(2) . . . . ? C19 C4 C5 N1 177.8(2) . . . . ? N1 C5 C6 C7 0.2(4) . . . . ? C4 C5 C6 C7 178.1(2) . . . . ? C5 C6 C7 N2 -2.0(4) . . . . ? C5 C6 C7 C8 174.7(2) . . . . ? N2 C7 C8 C9 1.6(2) . . . . ? C6 C7 C8 C9 -175.4(2) . . . . ? N2 C7 C8 C21 -179.6(2) . . . . ? C6 C7 C8 C21 3.3(4) . . . . ? C7 C8 C9 C10 -0.3(2) . . . . ? C21 C8 C9 C10 -179.0(2) . . . . ? C7 C8 C9 C23 177.9(2) . . . . ? C21 C8 C9 C23 -0.8(4) . . . . ? C8 C9 C10 N2 -1.1(3) . . . . ? C23 C9 C10 N2 -179.4(2) . . . . ? C8 C9 C10 C11 174.1(2) . . . . ? C23 C9 C10 C11 -4.1(4) . . . . ? N2 C10 C11 C12 0.7(4) . . . . ? C9 C10 C11 C12 -174.0(2) . . . . ? C10 C11 C12 N3 -4.7(4) . . . . ? C10 C11 C12 C13 176.8(2) . . . . ? C11 C12 C13 C14 177.6(2) . . . . ? N3 C12 C13 C14 -1.0(2) . . . . ? C11 C12 C13 C25 -6.0(4) . . . . ? N3 C12 C13 C25 175.4(2) . . . . ? C12 C13 C14 C15 0.1(2) . . . . ? C25 C13 C14 C15 -176.2(2) . . . . ? C12 C13 C14 C27 179.3(2) . . . . ? C25 C13 C14 C27 3.0(4) . . . . ? C13 C14 C15 N3 1.0(3) . . . . ? C27 C14 C15 N3 -178.3(2) . . . . ? C13 C14 C15 C16 -178.1(2) . . . . ? C27 C14 C15 C16 2.7(4) . . . . ? C4 C3 C17 C18 -98.3(3) . . . . ? C2 C3 C17 C18 81.2(3) . . . . ? C3 C4 C19 C20 98.3(3) . . . . ? C5 C4 C19 C20 -78.5(3) . . . . ? C9 C8 C21 C22 84.2(3) . . . . ? C7 C8 C21 C22 -94.3(3) . . . . ? C8 C9 C23 C24 -94.4(3) . . . . ? C10 C9 C23 C24 83.5(3) . . . . ? C14 C13 C25 C26 89.6(3) . . . . ? C12 C13 C25 C26 -86.1(3) . . . . ? C13 C14 C27 C28 -96.9(3) . . . . ? C15 C14 C27 C28 82.2(3) . . . . ? N4 C29 C30 C31 -61(55) . . . . ? N4 C29 C30 C32 115(55) . . . . ? C29 C30 C31 N5 -1(24) . . . . ? C32 C30 C31 N5 -177(100) . . . . ? C29 C30 C32 N6 -106(22) . . . . ? C31 C30 C32 N6 70(22) . . . . ? C3 C2 N1 C5 0.8(2) . . . . ? C1 C2 N1 C5 -179.0(2) . . . . ? C3 C2 N1 Zn 162.23(15) . . . . ? C1 C2 N1 Zn -17.6(3) . . . . ? C6 C5 N1 C2 177.5(2) . . . . ? C4 C5 N1 C2 -0.7(2) . . . . ? C6 C5 N1 Zn 13.6(3) . . . . ? C4 C5 N1 Zn -164.63(14) . . . . ? C6 C7 N2 C10 175.0(2) . . . . ? C8 C7 N2 C10 -2.3(2) . . . . ? C6 C7 N2 Zn -11.5(3) . . . . ? C8 C7 N2 Zn 171.16(15) . . . . ? C11 C10 N2 C7 -173.6(2) . . . . ? C9 C10 N2 C7 2.1(2) . . . . ? C11 C10 N2 Zn 13.0(3) . . . . ? C9 C10 N2 Zn -171.38(15) . . . . ? C14 C15 N3 C12 -1.6(3) . . . . ? C16 C15 N3 C12 177.5(2) . . . . ? C14 C15 N3 Zn -172.42(16) . . . . ? C16 C15 N3 Zn 6.7(3) . . . . ? C11 C12 N3 C15 -177.0(2) . . . . ? C13 C12 N3 C15 1.6(2) . . . . ? C11 C12 N3 Zn -4.9(3) . . . . ? C13 C12 N3 Zn 173.74(14) . . . . ? C30 C29 N4 Zn -56(55) . . . . ? C7 N2 Zn N3 170.43(18) . . . . ? C10 N2 Zn N3 -17.27(19) . . . . ? C7 N2 Zn N1 19.30(19) . . . . ? C10 N2 Zn N1 -168.40(18) . . . . ? C7 N2 Zn N4 -81.7(2) . . . . ? C10 N2 Zn N4 90.61(19) . . . . ? C15 N3 Zn N2 -177.5(2) . . . . ? C12 N3 Zn N2 12.69(17) . . . . ? C15 N3 Zn N1 -69.0(3) . . . . ? C12 N3 Zn N1 121.18(18) . . . . ? C15 N3 Zn N4 61.7(2) . . . . ? C12 N3 Zn N4 -108.07(17) . . . . ? C2 N1 Zn N2 -178.6(2) . . . . ? C5 N1 Zn N2 -19.14(17) . . . . ? C2 N1 Zn N3 72.8(3) . . . . ? C5 N1 Zn N3 -127.82(17) . . . . ? C2 N1 Zn N4 -59.1(2) . . . . ? C5 N1 Zn N4 100.28(17) . . . . ? C29 N4 Zn N2 24.2(7) . . . . ? C29 N4 Zn N3 127.7(7) . . . . ? C29 N4 Zn N1 -75.1(7) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.651 _refine_diff_density_min -0.223 _refine_diff_density_rms 0.063