# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _audit_creation_date 2007-3-16 _audit_creation_method 'by CrystalStructure 3.6.0' _audit_update_record ? _publ_contact_author_name 'Jian-Ping Lang' _publ_contact_author_address ; School of Chemistry and Chemical Engineering Suzhou University Suzhou 215123, Jiangsu P.R.China ; _publ_contact_author_email jplang@suda.edu.cn _publ_contact_author_fax 86-512-65880089 _publ_contact_author_phone 86-512-65882865 _publ_requested_category FM _publ_requested_coeditor_name ? _publ_section_references ; Rigaku/MSC and Rigaku Corporation. (2004). CrystalStructure 3.6.0. Single Crystal Structure Analysis Software. Rigaku/MSC, 9009 New Trails Drive, The Woodlands, TX, USA 77381-5209. Rigaku, 3-9-12 Akishima, Tokyo 196-8666, Japan. Watkin, D.J., Prout, C.K. Carruthers, J.R. & Betteridge, P.W. (1996) CRYSTALS Issue 10, Chemical Crystallography Laboratory, Oxford, UK. ; _publ_section_title ; Unique Formation of Two High-Nuclearity Metallamacrocycles from a Mononuclear Complex [Zn(dmpzdtc)2] (dmpzdtc = 3,5-dimethylpyrazole-1-dithiocarboxylate) via CS2 Elimination ; loop_ _publ_author_name 'Jian-Ping Lang' 'Hong-Xi Li' 'Zhi-Gang Ren' 'Hua-Zhou Wu' ; Wen-Hua Zhang ; 'Yong Zhang' # Attachment 'compound1_revised_.CIF' data_1 _database_code_depnum_ccdc_archive 'CCDC 649469' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H14 N4 S4 Zn' _chemical_formula_sum 'C12 H14 N4 S4 Zn' _chemical_formula_weight 407.88 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 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' 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 8.8341(18) _cell_length_b 14.938(3) _cell_length_c 24.781(5) _cell_angle_alpha 90.00 _cell_angle_beta 94.72(3) _cell_angle_gamma 90.00 _cell_volume 3259.1(11) _cell_formula_units_Z 8 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 11314 _cell_measurement_theta_min 3.0494 _cell_measurement_theta_max 25.3491 _exptl_crystal_description Block _exptl_crystal_colour Orange _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.663 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1664 _exptl_absorpt_coefficient_mu 2.016 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4322 _exptl_absorpt_correction_T_max 0.6326 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication.' _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 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 30647 _diffrn_reflns_av_R_equivalents 0.0355 _diffrn_reflns_av_sigmaI/netI 0.0277 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 25.35 _reflns_number_total 5937 _reflns_number_gt 5496 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0322P)^2^+2.6074P] 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 5937 _refine_ls_number_parameters 386 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0473 _refine_ls_R_factor_gt 0.0422 _refine_ls_wR_factor_ref 0.0933 _refine_ls_wR_factor_gt 0.0912 _refine_ls_goodness_of_fit_ref 1.278 _refine_ls_restrained_S_all 1.278 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.59338(4) 0.57176(2) 0.111142(14) 0.02517(11) Uani 1 1 d . . . Zn2 Zn 0.54546(4) 0.54767(3) 0.347272(15) 0.02977(12) Uani 1 1 d . . . S1 S 0.36483(9) 0.58297(6) 0.06271(3) 0.0314(2) Uani 1 1 d . . . S2 S 0.29974(11) 0.64297(7) -0.04927(4) 0.0427(2) Uani 1 1 d . . . S3 S 0.71491(10) 0.47829(5) 0.17230(3) 0.0319(2) Uani 1 1 d . . . S4 S 0.91549(11) 0.52383(6) 0.26833(4) 0.0397(2) Uani 1 1 d . . . S5 S 0.43350(11) 0.44843(6) 0.28722(4) 0.0377(2) Uani 1 1 d . . . S6 S 0.26284(11) 0.48798(6) 0.18335(4) 0.0408(2) Uani 1 1 d . . . S7 S 0.77503(10) 0.55991(7) 0.39417(4) 0.0432(2) Uani 1 1 d . . . S8 S 0.84433(13) 0.62135(8) 0.50522(4) 0.0599(3) Uani 1 1 d . . . N1 N 0.6808(3) 0.60095(17) 0.04039(10) 0.0253(6) Uani 1 1 d . . . N2 N 0.5819(3) 0.63021(17) -0.00181(10) 0.0252(6) Uani 1 1 d . . . N3 N 0.6650(3) 0.67109(16) 0.16363(10) 0.0241(6) Uani 1 1 d . . . N4 N 0.7639(3) 0.64708(16) 0.20758(10) 0.0218(5) Uani 1 1 d . . . N5 N 0.4590(3) 0.64311(17) 0.29636(10) 0.0253(6) Uani 1 1 d . . . N6 N 0.3652(3) 0.61561(17) 0.25205(10) 0.0247(6) Uani 1 1 d . . . N7 N 0.4597(3) 0.57393(18) 0.41886(11) 0.0295(6) Uani 1 1 d . . . N8 N 0.5599(3) 0.60111(18) 0.46138(11) 0.0311(6) Uani 1 1 d . . . C1 C 0.9543(4) 0.5813(3) 0.06101(16) 0.0486(10) Uani 1 1 d . . . H1A H 1.0475 0.5977 0.0445 0.073 Uiso 1 1 calc R . . H1B H 0.9514 0.5162 0.0661 0.073 Uiso 1 1 calc R . . H1C H 0.9523 0.6110 0.0962 0.073 Uiso 1 1 calc R . . C2 C 0.8202(4) 0.6097(2) 0.02495(14) 0.0317(8) Uani 1 1 d . . . C3 C 0.8136(4) 0.6454(2) -0.02721(14) 0.0357(8) Uani 1 1 d . . . H3 H 0.8979 0.6582 -0.0474 0.043 Uiso 1 1 calc R . . C4 C 0.6650(4) 0.6584(2) -0.04395(13) 0.0318(8) Uani 1 1 d . . . C5 C 0.6004(5) 0.6963(3) -0.09642(15) 0.0492(10) Uani 1 1 d . . . H5A H 0.5423 0.6500 -0.1170 0.074 Uiso 1 1 calc R . . H5B H 0.6831 0.7173 -0.1173 0.074 Uiso 1 1 calc R . . H5C H 0.5334 0.7466 -0.0896 0.074 Uiso 1 1 calc R . . C6 C 0.4234(4) 0.6207(2) 0.00219(13) 0.0273(7) Uani 1 1 d . . . C7 C 0.5512(5) 0.8081(2) 0.12355(16) 0.0455(10) Uani 1 1 d . . . H7A H 0.6094 0.8556 0.1074 0.068 Uiso 1 1 calc R . . H7B H 0.4660 0.8347 0.1408 0.068 Uiso 1 1 calc R . . H7C H 0.5122 0.7664 0.0952 0.068 Uiso 1 1 calc R . . C8 C 0.6518(4) 0.7590(2) 0.16501(13) 0.0290(7) Uani 1 1 d . . . C9 C 0.7412(4) 0.7936(2) 0.20942(13) 0.0315(8) Uani 1 1 d . . . H9 H 0.7514 0.8550 0.2192 0.038 Uiso 1 1 calc R . . C10 C 0.8103(4) 0.7238(2) 0.23584(12) 0.0260(7) Uani 1 1 d . . . C11 C 0.9156(4) 0.7293(2) 0.28585(13) 0.0355(8) Uani 1 1 d . . . H11A H 0.9499 0.6690 0.2966 0.053 Uiso 1 1 calc R . . H11B H 0.8627 0.7563 0.3150 0.053 Uiso 1 1 calc R . . H11C H 1.0036 0.7661 0.2788 0.053 Uiso 1 1 calc R . . C12 C 0.7978(3) 0.5556(2) 0.21688(12) 0.0239(7) Uani 1 1 d . . . C13 C 0.5363(4) 0.7834(2) 0.34198(15) 0.0393(9) Uani 1 1 d . . . H13A H 0.5648 0.7440 0.3728 0.059 Uiso 1 1 calc R . . H13B H 0.4735 0.8326 0.3538 0.059 Uiso 1 1 calc R . . H13C H 0.6282 0.8078 0.3279 0.059 Uiso 1 1 calc R . . C14 C 0.4485(4) 0.7313(2) 0.29852(13) 0.0290(7) Uani 1 1 d . . . C15 C 0.3487(4) 0.7626(2) 0.25617(13) 0.0323(8) Uani 1 1 d . . . H15 H 0.3224 0.8233 0.2488 0.039 Uiso 1 1 calc R . . C16 C 0.2958(4) 0.6897(2) 0.22726(13) 0.0285(7) Uani 1 1 d . . . C17 C 0.1814(4) 0.6902(3) 0.17953(14) 0.0399(9) Uani 1 1 d . . . H17A H 0.1373 0.7502 0.1750 0.060 Uiso 1 1 calc R . . H17B H 0.1009 0.6470 0.1853 0.060 Uiso 1 1 calc R . . H17C H 0.2308 0.6738 0.1469 0.060 Uiso 1 1 calc R . . C18 C 0.3516(4) 0.5227(2) 0.24023(13) 0.0281(7) Uani 1 1 d . . . C19 C 0.1858(4) 0.5594(3) 0.39705(17) 0.0482(10) Uani 1 1 d . . . H19A H 0.1744 0.6035 0.3677 0.072 Uiso 1 1 calc R . . H19B H 0.0944 0.5597 0.4170 0.072 Uiso 1 1 calc R . . H19C H 0.1997 0.4997 0.3818 0.072 Uiso 1 1 calc R . . C20 C 0.3204(4) 0.5827(2) 0.43451(15) 0.0351(8) Uani 1 1 d . . . C21 C 0.3291(5) 0.6159(3) 0.48738(16) 0.0460(10) Uani 1 1 d . . . H21 H 0.2458 0.6281 0.5081 0.055 Uiso 1 1 calc R . . C22 C 0.4782(5) 0.6277(2) 0.50366(15) 0.0419(9) Uani 1 1 d . . . C23 C 0.5437(6) 0.6653(3) 0.55654(17) 0.0669(14) Uani 1 1 d . . . H23A H 0.6073 0.6199 0.5759 0.100 Uiso 1 1 calc R . . H23B H 0.4611 0.6826 0.5785 0.100 Uiso 1 1 calc R . . H23C H 0.6055 0.7180 0.5498 0.100 Uiso 1 1 calc R . . C24 C 0.7187(4) 0.5951(2) 0.45559(14) 0.0346(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 Zn1 0.0254(2) 0.0285(2) 0.0206(2) -0.00081(15) -0.00431(15) -0.00177(15) Zn2 0.0279(2) 0.0341(2) 0.0262(2) 0.00184(16) -0.00397(16) -0.00085(16) S1 0.0202(4) 0.0442(5) 0.0291(4) -0.0026(4) -0.0024(3) -0.0017(4) S2 0.0377(5) 0.0504(6) 0.0365(5) 0.0011(4) -0.0189(4) 0.0042(4) S3 0.0431(5) 0.0215(4) 0.0291(4) -0.0009(3) -0.0087(4) 0.0008(4) S4 0.0468(6) 0.0336(5) 0.0353(5) 0.0067(4) -0.0182(4) 0.0013(4) S5 0.0479(6) 0.0262(4) 0.0372(5) 0.0003(4) -0.0082(4) -0.0011(4) S6 0.0539(6) 0.0379(5) 0.0288(5) -0.0058(4) -0.0070(4) -0.0100(4) S7 0.0239(4) 0.0656(7) 0.0391(5) 0.0039(5) -0.0042(4) 0.0001(4) S8 0.0566(7) 0.0743(8) 0.0442(6) 0.0061(6) -0.0231(5) -0.0261(6) N1 0.0222(13) 0.0293(14) 0.0232(13) -0.0004(11) -0.0055(11) -0.0006(11) N2 0.0287(14) 0.0258(14) 0.0199(13) -0.0013(11) -0.0045(11) 0.0007(11) N3 0.0263(14) 0.0224(14) 0.0223(13) 0.0004(11) -0.0052(11) 0.0014(11) N4 0.0223(13) 0.0236(13) 0.0187(13) -0.0003(11) -0.0043(10) -0.0008(11) N5 0.0244(13) 0.0276(14) 0.0229(14) -0.0017(11) -0.0034(11) -0.0046(11) N6 0.0240(13) 0.0278(14) 0.0219(13) -0.0011(11) -0.0011(11) -0.0031(11) N7 0.0274(15) 0.0318(15) 0.0283(15) 0.0038(12) -0.0033(12) -0.0034(12) N8 0.0400(16) 0.0274(15) 0.0249(14) 0.0007(12) -0.0040(13) -0.0036(13) C1 0.0237(18) 0.073(3) 0.048(2) 0.006(2) -0.0042(17) -0.0026(19) C2 0.0234(17) 0.0358(19) 0.0356(19) -0.0033(16) 0.0010(15) -0.0017(14) C3 0.0350(19) 0.038(2) 0.0347(19) 0.0006(16) 0.0084(16) -0.0078(16) C4 0.041(2) 0.0288(18) 0.0256(17) 0.0014(14) 0.0035(15) -0.0027(15) C5 0.063(3) 0.052(2) 0.032(2) 0.0149(18) 0.0005(19) 0.000(2) C6 0.0280(17) 0.0256(16) 0.0268(17) -0.0083(14) -0.0076(14) 0.0024(13) C7 0.055(2) 0.0281(19) 0.050(2) 0.0064(17) -0.0154(19) 0.0051(17) C8 0.0296(17) 0.0258(17) 0.0307(18) 0.0017(14) -0.0026(14) 0.0011(14) C9 0.0355(19) 0.0252(17) 0.0332(18) -0.0066(15) -0.0012(15) -0.0011(15) C10 0.0270(16) 0.0287(17) 0.0219(16) -0.0065(13) 0.0007(13) -0.0044(14) C11 0.042(2) 0.0344(19) 0.0277(18) -0.0059(15) -0.0088(16) -0.0067(16) C12 0.0240(16) 0.0249(16) 0.0230(16) 0.0007(13) 0.0021(13) -0.0011(13) C13 0.038(2) 0.036(2) 0.043(2) -0.0115(17) -0.0019(17) -0.0055(16) C14 0.0260(17) 0.0291(18) 0.0320(18) -0.0012(14) 0.0034(14) -0.0035(14) C15 0.0364(19) 0.0249(17) 0.0354(19) 0.0006(15) 0.0019(16) 0.0055(15) C16 0.0268(17) 0.0346(18) 0.0243(17) 0.0018(14) 0.0025(14) 0.0054(14) C17 0.041(2) 0.047(2) 0.0292(19) -0.0038(17) -0.0078(16) 0.0142(17) C18 0.0263(17) 0.0293(17) 0.0290(17) -0.0026(14) 0.0035(14) -0.0045(14) C19 0.0267(19) 0.058(3) 0.059(3) 0.009(2) 0.0016(18) 0.0049(18) C20 0.0347(19) 0.0317(19) 0.039(2) 0.0092(16) 0.0035(16) 0.0036(15) C21 0.052(2) 0.043(2) 0.045(2) 0.0046(18) 0.015(2) 0.0112(19) C22 0.066(3) 0.0290(19) 0.0303(19) 0.0004(16) 0.0033(19) 0.0063(18) C23 0.104(4) 0.056(3) 0.041(2) -0.019(2) 0.003(3) 0.005(3) C24 0.0342(19) 0.0335(19) 0.0339(19) 0.0101(15) -0.0094(15) -0.0078(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N1 2.021(3) . ? Zn1 N3 2.039(3) . ? Zn1 S3 2.2652(10) . ? Zn1 S1 2.2685(11) . ? Zn2 N5 2.012(3) . ? Zn2 N7 2.024(3) . ? Zn2 S7 2.2603(12) . ? Zn2 S5 2.2689(11) . ? S1 C6 1.721(3) . ? S2 C6 1.644(3) . ? S3 C12 1.720(3) . ? S4 C12 1.647(3) . ? S5 C18 1.724(3) . ? S6 C18 1.640(3) . ? S7 C24 1.722(4) . ? S8 C24 1.635(3) . ? N1 C2 1.326(4) . ? N1 N2 1.377(3) . ? N2 C4 1.391(4) . ? N2 C6 1.419(4) . ? N3 C8 1.320(4) . ? N3 N4 1.386(3) . ? N4 C10 1.387(4) . ? N4 C12 1.414(4) . ? N5 C14 1.321(4) . ? N5 N6 1.382(3) . ? N6 C16 1.384(4) . ? N6 C18 1.422(4) . ? N7 C20 1.327(4) . ? N7 N8 1.380(4) . ? N8 C22 1.378(5) . ? N8 C24 1.425(4) . ? C1 C2 1.486(5) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.395(5) . ? C3 C4 1.358(5) . ? C3 H3 0.9500 . ? C4 C5 1.488(5) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C7 C8 1.494(5) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 C9 1.399(4) . ? C9 C10 1.351(5) . ? C9 H9 0.9500 . ? C10 C11 1.490(4) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C13 C14 1.494(4) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.395(5) . ? C15 C16 1.364(5) . ? C15 H15 0.9500 . ? C16 C17 1.491(5) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C19 C20 1.489(5) . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 C21 1.397(5) . ? C21 C22 1.357(6) . ? C21 H21 0.9500 . ? C22 C23 1.497(5) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Zn1 N3 106.00(10) . . ? N1 Zn1 S3 121.30(8) . . ? N3 Zn1 S3 85.22(7) . . ? N1 Zn1 S1 84.95(8) . . ? N3 Zn1 S1 119.98(8) . . ? S3 Zn1 S1 138.74(4) . . ? N5 Zn2 N7 105.19(11) . . ? N5 Zn2 S7 122.91(8) . . ? N7 Zn2 S7 85.31(8) . . ? N5 Zn2 S5 85.94(8) . . ? N7 Zn2 S5 121.81(8) . . ? S7 Zn2 S5 135.59(4) . . ? C6 S1 Zn1 99.60(11) . . ? C12 S3 Zn1 99.74(11) . . ? C18 S5 Zn2 99.13(11) . . ? C24 S7 Zn2 99.59(12) . . ? C2 N1 N2 107.2(3) . . ? C2 N1 Zn1 134.6(2) . . ? N2 N1 Zn1 117.60(19) . . ? N1 N2 C4 109.0(2) . . ? N1 N2 C6 118.9(2) . . ? C4 N2 C6 131.9(3) . . ? C8 N3 N4 106.8(2) . . ? C8 N3 Zn1 135.8(2) . . ? N4 N3 Zn1 117.09(18) . . ? C10 N4 N3 108.9(2) . . ? C10 N4 C12 131.8(3) . . ? N3 N4 C12 119.3(2) . . ? C14 N5 N6 106.8(3) . . ? C14 N5 Zn2 134.8(2) . . ? N6 N5 Zn2 117.33(19) . . ? N5 N6 C16 109.2(2) . . ? N5 N6 C18 119.3(2) . . ? C16 N6 C18 131.5(3) . . ? C20 N7 N8 107.4(3) . . ? C20 N7 Zn2 134.3(2) . . ? N8 N7 Zn2 117.6(2) . . ? N7 N8 C22 108.8(3) . . ? N7 N8 C24 118.6(3) . . ? C22 N8 C24 132.5(3) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C3 109.6(3) . . ? N1 C2 C1 120.8(3) . . ? C3 C2 C1 129.6(3) . . ? C4 C3 C2 107.7(3) . . ? C4 C3 H3 126.2 . . ? C2 C3 H3 126.2 . . ? C3 C4 N2 106.5(3) . . ? C3 C4 C5 127.8(3) . . ? N2 C4 C5 125.7(3) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N2 C6 S2 121.5(2) . . ? N2 C6 S1 117.6(2) . . ? S2 C6 S1 120.9(2) . . ? C8 C7 H7A 109.5 . . ? C8 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C8 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N3 C8 C9 110.0(3) . . ? N3 C8 C7 121.3(3) . . ? C9 C8 C7 128.6(3) . . ? C10 C9 C8 107.4(3) . . ? C10 C9 H9 126.3 . . ? C8 C9 H9 126.3 . . ? C9 C10 N4 106.9(3) . . ? C9 C10 C11 125.9(3) . . ? N4 C10 C11 127.2(3) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N4 C12 S4 121.1(2) . . ? N4 C12 S3 118.1(2) . . ? S4 C12 S3 120.80(18) . . ? C14 C13 H13A 109.5 . . ? C14 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C14 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N5 C14 C15 110.2(3) . . ? N5 C14 C13 121.0(3) . . ? C15 C14 C13 128.8(3) . . ? C16 C15 C14 107.2(3) . . ? C16 C15 H15 126.4 . . ? C14 C15 H15 126.4 . . ? C15 C16 N6 106.6(3) . . ? C15 C16 C17 126.3(3) . . ? N6 C16 C17 127.1(3) . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? N6 C18 S6 120.8(2) . . ? N6 C18 S5 117.7(2) . . ? S6 C18 S5 121.4(2) . . ? C20 C19 H19A 109.5 . . ? C20 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C20 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? N7 C20 C21 109.2(3) . . ? N7 C20 C19 120.5(3) . . ? C21 C20 C19 130.3(3) . . ? C22 C21 C20 107.6(3) . . ? C22 C21 H21 126.2 . . ? C20 C21 H21 126.2 . . ? C21 C22 N8 107.0(3) . . ? C21 C22 C23 127.2(4) . . ? N8 C22 C23 125.8(4) . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? N8 C24 S8 121.5(3) . . ? N8 C24 S7 117.8(2) . . ? S8 C24 S7 120.7(2) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.522 _refine_diff_density_min -0.594 _refine_diff_density_rms 0.096 # Attachment 'Compound_4.cif' data_4 _database_code_depnum_ccdc_archive 'CCDC 649470' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H42 N12 S4 Zn3, C H2 Cl2' _chemical_formula_sum 'C33 H44 Cl2 N12 S4 Zn3' _chemical_formula_weight 1004.15 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' 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' 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' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.1532(13) _cell_length_b 13.5228(12) _cell_length_c 14.3299(18) _cell_angle_alpha 81.603(8) _cell_angle_beta 86.174(8) _cell_angle_gamma 63.810(5) _cell_volume 2090.6(4) _cell_formula_units_Z 2 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 6824 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 25.3 _exptl_crystal_description block _exptl_crystal_colour orange-yellow _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.595 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1028 _exptl_absorpt_coefficient_mu 2.077 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5451 _exptl_absorpt_correction_T_max 0.7640 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 20557 _diffrn_reflns_av_R_equivalents 0.0374 _diffrn_reflns_av_sigmaI/netI 0.0486 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 25.35 _reflns_number_total 7624 _reflns_number_gt 6319 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0360P)^2^+4.3368P] 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 7624 _refine_ls_number_parameters 500 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0663 _refine_ls_R_factor_gt 0.0511 _refine_ls_wR_factor_ref 0.1107 _refine_ls_wR_factor_gt 0.1039 _refine_ls_goodness_of_fit_ref 1.094 _refine_ls_restrained_S_all 1.094 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.55874(5) 0.69292(4) 0.25919(4) 0.02636(14) Uani 1 1 d . . . Zn2 Zn 0.40695(4) 0.99422(4) 0.25939(3) 0.02154(13) Uani 1 1 d . . . Zn3 Zn 0.24742(5) 1.29489(4) 0.25580(4) 0.02522(14) Uani 1 1 d . . . S1 S 0.71039(14) 0.30390(11) 0.34079(12) 0.0571(4) Uani 1 1 d . . . S2 S 0.55778(12) 0.54009(10) 0.35773(9) 0.0346(3) Uani 1 1 d . . . S3 S 0.09347(11) 1.43989(9) 0.16243(9) 0.0321(3) Uani 1 1 d . . . S4 S 0.02522(12) 1.67880(10) 0.15250(10) 0.0417(3) Uani 1 1 d . . . Cl1 Cl 0.89580(12) 0.99809(11) 0.11124(10) 0.0458(3) Uani 1 1 d . . . Cl2 Cl 0.93328(14) 1.00936(11) 0.30734(10) 0.0529(4) Uani 1 1 d . . . N1 N 0.7054(3) 0.4670(3) 0.2091(3) 0.0275(8) Uani 1 1 d . . . N2 N 0.6792(3) 0.5773(3) 0.1809(3) 0.0266(8) Uani 1 1 d . . . N3 N 0.4071(3) 0.7943(3) 0.1906(2) 0.0227(8) Uani 1 1 d . . . N4 N 0.3517(3) 0.9089(3) 0.1877(3) 0.0237(8) Uani 1 1 d . . . N5 N 0.6294(3) 0.7772(3) 0.3133(2) 0.0230(8) Uani 1 1 d . . . N6 N 0.5630(3) 0.8886(3) 0.3257(2) 0.0228(8) Uani 1 1 d . . . N7 N 0.2673(3) 1.0744(3) 0.3430(2) 0.0226(8) Uani 1 1 d . . . N8 N 0.2007(3) 1.1886(3) 0.3366(2) 0.0226(8) Uani 1 1 d . . . N9 N 0.4474(3) 1.1064(3) 0.1775(2) 0.0227(8) Uani 1 1 d . . . N10 N 0.4038(3) 1.2167(3) 0.1911(2) 0.0240(8) Uani 1 1 d . . . N11 N 0.2488(3) 1.4178(3) 0.3207(3) 0.0263(8) Uani 1 1 d . . . N12 N 0.1686(3) 1.5274(3) 0.2878(3) 0.0251(8) Uani 1 1 d . . . C1 C 0.8244(6) 0.2824(4) 0.1414(5) 0.0566(16) Uani 1 1 d . . . H1A H 0.8670 0.2613 0.0818 0.085 Uiso 1 1 calc R . . H1B H 0.7551 0.2633 0.1484 0.085 Uiso 1 1 calc R . . H1C H 0.8814 0.2425 0.1940 0.085 Uiso 1 1 calc R . . C2 C 0.7792(4) 0.4027(4) 0.1413(4) 0.0347(11) Uani 1 1 d . . . C3 C 0.7969(4) 0.4752(4) 0.0725(4) 0.0357(11) Uani 1 1 d . . . H3 H 0.8431 0.4572 0.0161 0.043 Uiso 1 1 calc R . . C4 C 0.7332(4) 0.5829(3) 0.1009(3) 0.0221(9) Uani 1 1 d . . . C5 C 0.7290(5) 0.6895(4) 0.0513(3) 0.0391(12) Uani 1 1 d . . . H5A H 0.6590 0.7251 0.0080 0.059 Uiso 1 1 calc R . . H5B H 0.8051 0.6745 0.0155 0.059 Uiso 1 1 calc R . . H5C H 0.7201 0.7390 0.0978 0.059 Uiso 1 1 calc R . . C6 C 0.6620(4) 0.4362(4) 0.2974(4) 0.0331(11) Uani 1 1 d . . . C7 C 0.3654(4) 0.6491(4) 0.1345(3) 0.0324(11) Uani 1 1 d . . . H7A H 0.4389 0.6209 0.0949 0.049 Uiso 1 1 calc R . . H7B H 0.2975 0.6453 0.1044 0.049 Uiso 1 1 calc R . . H7C H 0.3818 0.6038 0.1964 0.049 Uiso 1 1 calc R . . C8 C 0.3318(4) 0.7673(3) 0.1463(3) 0.0247(10) Uani 1 1 d . . . C9 C 0.2295(4) 0.8621(4) 0.1151(3) 0.0262(10) Uani 1 1 d . . . H9 H 0.1621 0.8668 0.0816 0.031 Uiso 1 1 calc R . . C10 C 0.2446(4) 0.9496(3) 0.1425(3) 0.0237(9) Uani 1 1 d . . . C11 C 0.1626(4) 1.0719(4) 0.1290(3) 0.0327(11) Uani 1 1 d . . . H11A H 0.1098 1.0921 0.1846 0.049 Uiso 1 1 calc R . . H11B H 0.1116 1.0906 0.0730 0.049 Uiso 1 1 calc R . . H11C H 0.2126 1.1129 0.1206 0.049 Uiso 1 1 calc R . . C12 C 0.8302(4) 0.6205(4) 0.3588(4) 0.0323(11) Uani 1 1 d . . . H12A H 0.7953 0.5727 0.3931 0.049 Uiso 1 1 calc R . . H12B H 0.9045 0.6087 0.3909 0.049 Uiso 1 1 calc R . . H12C H 0.8508 0.6020 0.2943 0.049 Uiso 1 1 calc R . . C13 C 0.7385(4) 0.7397(4) 0.3559(3) 0.0256(10) Uani 1 1 d . . . C14 C 0.7448(4) 0.8248(4) 0.3946(3) 0.0281(10) Uani 1 1 d . . . H14 H 0.8115 0.8211 0.4283 0.034 Uiso 1 1 calc R . . C15 C 0.6338(4) 0.9167(3) 0.3740(3) 0.0251(10) Uani 1 1 d . . . C16 C 0.5883(5) 1.0329(4) 0.3972(4) 0.0352(11) Uani 1 1 d . . . H16A H 0.5852 1.0829 0.3396 0.053 Uiso 1 1 calc R . . H16B H 0.6440 1.0350 0.4425 0.053 Uiso 1 1 calc R . . H16C H 0.5060 1.0569 0.4248 0.053 Uiso 1 1 calc R . . C17 C 0.2496(5) 0.9046(4) 0.4177(3) 0.0334(11) Uani 1 1 d . . . H17A H 0.2288 0.8773 0.3650 0.050 Uiso 1 1 calc R . . H17B H 0.2121 0.8852 0.4758 0.050 Uiso 1 1 calc R . . H17C H 0.3388 0.8704 0.4251 0.050 Uiso 1 1 calc R . . C18 C 0.2020(4) 1.0286(3) 0.3980(3) 0.0248(10) Uani 1 1 d . . . C19 C 0.0962(4) 1.1118(4) 0.4274(3) 0.0291(10) Uani 1 1 d . . . H19 H 0.0341 1.1031 0.4668 0.035 Uiso 1 1 calc R . . C20 C 0.0979(4) 1.2102(3) 0.3884(3) 0.0236(9) Uani 1 1 d . . . C21 C 0.0065(4) 1.3273(4) 0.3979(4) 0.0366(12) Uani 1 1 d . . . H21A H 0.0440 1.3625 0.4319 0.055 Uiso 1 1 calc R . . H21B H -0.0652 1.3266 0.4330 0.055 Uiso 1 1 calc R . . H21C H -0.0189 1.3691 0.3351 0.055 Uiso 1 1 calc R . . C22 C 0.6114(4) 0.9682(4) 0.0907(3) 0.0320(11) Uani 1 1 d . . . H22A H 0.6725 0.9206 0.1389 0.048 Uiso 1 1 calc R . . H22B H 0.6527 0.9720 0.0300 0.048 Uiso 1 1 calc R . . H22C H 0.5534 0.9371 0.0847 0.048 Uiso 1 1 calc R . . C23 C 0.5435(4) 1.0828(3) 0.1186(3) 0.0241(9) Uani 1 1 d . . . C24 C 0.5631(4) 1.1759(3) 0.0932(3) 0.0275(10) Uani 1 1 d . . . H24 H 0.6249 1.1823 0.0520 0.033 Uiso 1 1 calc R . . C25 C 0.4747(4) 1.2582(3) 0.1400(3) 0.0253(10) Uani 1 1 d . . . C26 C 0.4512(5) 1.3768(3) 0.1370(4) 0.0346(11) Uani 1 1 d . . . H26A H 0.3661 1.4255 0.1181 0.052 Uiso 1 1 calc R . . H26B H 0.5067 1.3928 0.0912 0.052 Uiso 1 1 calc R . . H26C H 0.4653 1.3900 0.1996 0.052 Uiso 1 1 calc R . . C27 C 0.4057(4) 1.3175(4) 0.4406(3) 0.0366(11) Uani 1 1 d . . . H27A H 0.3908 1.2530 0.4351 0.055 Uiso 1 1 calc R . . H27B H 0.4076 1.3251 0.5073 0.055 Uiso 1 1 calc R . . H27C H 0.4845 1.3071 0.4110 0.055 Uiso 1 1 calc R . . C28 C 0.3052(4) 1.4201(3) 0.3920(3) 0.0259(10) Uani 1 1 d . . . C29 C 0.2656(4) 1.5312(4) 0.4111(3) 0.0320(11) Uani 1 1 d . . . H29 H 0.2941 1.5542 0.4603 0.038 Uiso 1 1 calc R . . C30 C 0.1787(4) 1.5984(4) 0.3451(3) 0.0316(11) Uani 1 1 d . . . C31 C 0.1074(5) 1.7191(4) 0.3368(4) 0.0404(12) Uani 1 1 d . . . H31A H 0.1235 1.7468 0.3914 0.061 Uiso 1 1 calc R . . H31B H 0.0198 1.7380 0.3345 0.061 Uiso 1 1 calc R . . H31C H 0.1310 1.7535 0.2789 0.061 Uiso 1 1 calc R . . C32 C 0.0991(4) 1.5494(4) 0.2051(3) 0.0268(10) Uani 1 1 d . . . C33 C 0.8445(6) 0.9892(6) 0.2269(4) 0.0607(17) Uani 1 1 d . . . H33A H 0.8460 0.9151 0.2451 0.073 Uiso 1 1 calc R . . H33B H 0.7584 1.0457 0.2307 0.073 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0248(3) 0.0175(3) 0.0351(3) -0.0065(2) -0.0006(2) -0.0068(2) Zn2 0.0197(3) 0.0143(2) 0.0303(3) -0.0056(2) 0.0012(2) -0.0065(2) Zn3 0.0245(3) 0.0164(3) 0.0333(3) -0.0069(2) 0.0042(2) -0.0071(2) S1 0.0512(9) 0.0257(7) 0.0787(11) 0.0100(7) 0.0127(8) -0.0095(7) S2 0.0391(7) 0.0275(6) 0.0362(7) -0.0018(5) 0.0031(5) -0.0147(6) S3 0.0315(7) 0.0261(6) 0.0373(7) -0.0053(5) -0.0048(5) -0.0104(5) S4 0.0415(8) 0.0256(6) 0.0508(8) -0.0005(6) -0.0083(6) -0.0082(6) Cl1 0.0382(7) 0.0457(8) 0.0507(8) -0.0068(6) -0.0009(6) -0.0156(6) Cl2 0.0618(9) 0.0372(7) 0.0505(8) -0.0002(6) -0.0146(7) -0.0130(7) N1 0.025(2) 0.0117(17) 0.044(2) -0.0012(16) -0.0025(17) -0.0065(16) N2 0.0225(19) 0.0139(18) 0.039(2) -0.0041(16) -0.0034(17) -0.0036(16) N3 0.0227(19) 0.0161(17) 0.030(2) -0.0077(15) 0.0030(15) -0.0082(16) N4 0.0216(19) 0.0162(18) 0.034(2) -0.0065(15) 0.0006(16) -0.0079(16) N5 0.0223(19) 0.0163(17) 0.030(2) -0.0044(15) 0.0018(16) -0.0081(16) N6 0.0191(18) 0.0140(17) 0.031(2) -0.0038(15) -0.0015(15) -0.0028(15) N7 0.0203(19) 0.0195(18) 0.028(2) -0.0070(15) 0.0017(15) -0.0074(16) N8 0.0225(19) 0.0141(17) 0.030(2) -0.0054(15) 0.0023(16) -0.0061(16) N9 0.0211(19) 0.0139(17) 0.031(2) -0.0056(15) 0.0010(16) -0.0055(15) N10 0.026(2) 0.0151(17) 0.031(2) -0.0059(15) 0.0037(16) -0.0088(16) N11 0.0226(19) 0.0150(18) 0.036(2) -0.0042(16) 0.0039(17) -0.0038(16) N12 0.0218(19) 0.0145(17) 0.036(2) -0.0062(16) 0.0035(16) -0.0049(16) C1 0.055(4) 0.036(3) 0.070(4) -0.014(3) 0.013(3) -0.011(3) C2 0.025(2) 0.030(3) 0.046(3) -0.002(2) 0.001(2) -0.010(2) C3 0.035(3) 0.034(3) 0.037(3) -0.012(2) 0.002(2) -0.012(2) C4 0.026(2) 0.016(2) 0.024(2) -0.0034(17) -0.0061(19) -0.0084(19) C5 0.050(3) 0.032(3) 0.033(3) -0.006(2) 0.009(2) -0.017(3) C6 0.023(2) 0.032(3) 0.045(3) -0.006(2) -0.003(2) -0.011(2) C7 0.035(3) 0.022(2) 0.042(3) -0.011(2) -0.001(2) -0.011(2) C8 0.025(2) 0.024(2) 0.028(2) -0.0062(19) 0.0043(19) -0.012(2) C9 0.023(2) 0.027(2) 0.030(2) -0.0033(19) 0.0002(19) -0.011(2) C10 0.023(2) 0.019(2) 0.027(2) -0.0040(18) 0.0036(18) -0.0079(19) C11 0.029(3) 0.023(2) 0.042(3) -0.006(2) -0.003(2) -0.007(2) C12 0.022(2) 0.024(2) 0.045(3) -0.005(2) 0.000(2) -0.005(2) C13 0.020(2) 0.023(2) 0.031(2) -0.0013(19) 0.0019(19) -0.0079(19) C14 0.026(2) 0.025(2) 0.034(3) 0.001(2) -0.008(2) -0.012(2) C15 0.025(2) 0.023(2) 0.028(2) -0.0016(19) 0.0005(19) -0.011(2) C16 0.038(3) 0.026(2) 0.042(3) -0.007(2) -0.005(2) -0.013(2) C17 0.041(3) 0.026(2) 0.038(3) -0.004(2) 0.005(2) -0.020(2) C18 0.028(2) 0.023(2) 0.027(2) -0.0081(19) -0.0001(19) -0.013(2) C19 0.027(2) 0.031(3) 0.033(3) -0.008(2) 0.006(2) -0.015(2) C20 0.023(2) 0.025(2) 0.022(2) -0.0077(18) 0.0005(18) -0.008(2) C21 0.029(3) 0.030(3) 0.043(3) -0.010(2) 0.011(2) -0.005(2) C22 0.030(3) 0.023(2) 0.043(3) -0.009(2) 0.008(2) -0.010(2) C23 0.021(2) 0.020(2) 0.027(2) -0.0034(18) -0.0013(18) -0.0046(19) C24 0.026(2) 0.023(2) 0.032(3) -0.0001(19) 0.005(2) -0.011(2) C25 0.024(2) 0.016(2) 0.034(3) 0.0008(19) -0.0024(19) -0.0075(19) C26 0.040(3) 0.019(2) 0.045(3) -0.002(2) 0.010(2) -0.015(2) C27 0.036(3) 0.034(3) 0.034(3) -0.005(2) -0.005(2) -0.009(2) C28 0.029(2) 0.021(2) 0.022(2) -0.0053(18) 0.0066(19) -0.006(2) C29 0.034(3) 0.034(3) 0.032(3) -0.012(2) 0.006(2) -0.018(2) C30 0.032(3) 0.039(3) 0.031(3) -0.010(2) 0.011(2) -0.023(2) C31 0.043(3) 0.033(3) 0.045(3) -0.013(2) 0.010(2) -0.016(3) C32 0.023(2) 0.023(2) 0.035(3) -0.009(2) 0.010(2) -0.010(2) C33 0.053(4) 0.086(5) 0.049(4) 0.010(3) -0.009(3) -0.039(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N5 1.962(3) . ? Zn1 N3 1.965(4) . ? Zn1 N2 2.029(4) . ? Zn1 S2 2.3307(13) . ? Zn2 N4 1.989(3) . ? Zn2 N7 1.994(3) . ? Zn2 N9 1.996(3) . ? Zn2 N6 1.998(3) . ? Zn3 N10 1.966(3) . ? Zn3 N8 1.969(3) . ? Zn3 N11 2.027(4) . ? Zn3 S3 2.3377(13) . ? S1 C6 1.652(5) . ? S2 C6 1.721(5) . ? S3 C32 1.711(4) . ? S4 C32 1.659(5) . ? Cl1 C33 1.739(6) . ? Cl2 C33 1.756(6) . ? N1 N2 1.382(5) . ? N1 C2 1.396(6) . ? N1 C6 1.416(6) . ? N2 C4 1.292(5) . ? N3 C8 1.347(5) . ? N3 N4 1.386(4) . ? N4 C10 1.339(5) . ? N5 C13 1.345(5) . ? N5 N6 1.392(4) . ? N6 C15 1.345(5) . ? N7 C18 1.357(5) . ? N7 N8 1.384(5) . ? N8 C20 1.347(5) . ? N9 C23 1.340(5) . ? N9 N10 1.384(4) . ? N10 C25 1.347(5) . ? N11 C28 1.279(6) . ? N11 N12 1.397(5) . ? N12 C30 1.400(6) . ? N12 C32 1.421(6) . ? C1 C2 1.468(7) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.362(7) . ? C3 C4 1.422(6) . ? C3 H3 0.9500 . ? C4 C5 1.492(6) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C7 C8 1.497(6) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 C9 1.375(6) . ? C9 C10 1.387(6) . ? C9 H9 0.9500 . ? C10 C11 1.497(6) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 C13 1.498(6) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C14 1.382(6) . ? C14 C15 1.385(6) . ? C14 H14 0.9500 . ? C15 C16 1.500(6) . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.501(6) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 C19 1.373(6) . ? C19 C20 1.375(6) . ? C19 H19 0.9500 . ? C20 C21 1.499(6) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 C23 1.501(6) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C24 1.377(6) . ? C24 C25 1.381(6) . ? C24 H24 0.9500 . ? C25 C26 1.495(6) . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C28 1.496(6) . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 C29 1.424(6) . ? C29 C30 1.368(7) . ? C29 H29 0.9500 . ? C30 C31 1.462(6) . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? 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 N5 Zn1 N3 110.50(14) . . ? N5 Zn1 N2 113.75(14) . . ? N3 Zn1 N2 112.69(14) . . ? N5 Zn1 S2 115.62(11) . . ? N3 Zn1 S2 117.59(10) . . ? N2 Zn1 S2 84.45(11) . . ? N4 Zn2 N7 106.11(14) . . ? N4 Zn2 N9 113.55(14) . . ? N7 Zn2 N9 108.24(14) . . ? N4 Zn2 N6 108.50(14) . . ? N7 Zn2 N6 115.38(14) . . ? N9 Zn2 N6 105.29(14) . . ? N10 Zn3 N8 110.83(14) . . ? N10 Zn3 N11 111.40(14) . . ? N8 Zn3 N11 115.14(14) . . ? N10 Zn3 S3 115.55(11) . . ? N8 Zn3 S3 117.04(11) . . ? N11 Zn3 S3 84.56(11) . . ? C6 S2 Zn1 98.77(17) . . ? C32 S3 Zn3 98.60(16) . . ? N2 N1 C2 109.5(4) . . ? N2 N1 C6 119.6(4) . . ? C2 N1 C6 130.9(4) . . ? C4 N2 N1 107.6(3) . . ? C4 N2 Zn1 133.7(3) . . ? N1 N2 Zn1 118.3(3) . . ? C8 N3 N4 107.2(3) . . ? C8 N3 Zn1 127.6(3) . . ? N4 N3 Zn1 124.8(3) . . ? C10 N4 N3 108.3(3) . . ? C10 N4 Zn2 125.6(3) . . ? N3 N4 Zn2 125.2(3) . . ? C13 N5 N6 107.4(3) . . ? C13 N5 Zn1 128.9(3) . . ? N6 N5 Zn1 123.2(3) . . ? C15 N6 N5 107.8(3) . . ? C15 N6 Zn2 125.8(3) . . ? N5 N6 Zn2 125.2(3) . . ? C18 N7 N8 107.3(3) . . ? C18 N7 Zn2 125.5(3) . . ? N8 N7 Zn2 125.3(3) . . ? C20 N8 N7 107.8(3) . . ? C20 N8 Zn3 128.1(3) . . ? N7 N8 Zn3 123.9(3) . . ? C23 N9 N10 107.7(3) . . ? C23 N9 Zn2 125.2(3) . . ? N10 N9 Zn2 124.9(3) . . ? C25 N10 N9 107.7(3) . . ? C25 N10 Zn3 129.5(3) . . ? N9 N10 Zn3 122.0(3) . . ? C28 N11 N12 107.5(3) . . ? C28 N11 Zn3 134.4(3) . . ? N12 N11 Zn3 118.0(3) . . ? N11 N12 C30 109.0(4) . . ? N11 N12 C32 119.2(3) . . ? C30 N12 C32 131.7(4) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 N1 105.8(4) . . ? C3 C2 C1 126.7(5) . . ? N1 C2 C1 127.5(4) . . ? C2 C3 C4 107.1(4) . . ? C2 C3 H3 126.5 . . ? C4 C3 H3 126.5 . . ? N2 C4 C3 110.1(4) . . ? N2 C4 C5 122.3(4) . . ? C3 C4 C5 127.6(4) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N1 C6 S1 120.6(3) . . ? N1 C6 S2 118.2(3) . . ? S1 C6 S2 121.2(3) . . ? C8 C7 H7A 109.5 . . ? C8 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C8 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N3 C8 C9 109.5(4) . . ? N3 C8 C7 121.3(4) . . ? C9 C8 C7 129.2(4) . . ? C8 C9 C10 106.0(4) . . ? C8 C9 H9 127.0 . . ? C10 C9 H9 127.0 . . ? N4 C10 C9 108.9(4) . . ? N4 C10 C11 120.9(4) . . ? C9 C10 C11 130.3(4) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C13 C12 H12A 109.5 . . ? C13 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C13 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N5 C13 C14 109.7(4) . . ? N5 C13 C12 120.7(4) . . ? C14 C13 C12 129.5(4) . . ? C13 C14 C15 105.7(4) . . ? C13 C14 H14 127.1 . . ? C15 C14 H14 127.1 . . ? N6 C15 C14 109.4(4) . . ? N6 C15 C16 120.6(4) . . ? C14 C15 C16 130.0(4) . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C18 C17 H17A 109.5 . . ? C18 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C18 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? N7 C18 C19 109.3(4) . . ? N7 C18 C17 120.3(4) . . ? C19 C18 C17 130.4(4) . . ? C18 C19 C20 106.2(4) . . ? C18 C19 H19 126.9 . . ? C20 C19 H19 126.9 . . ? N8 C20 C19 109.4(4) . . ? N8 C20 C21 121.2(4) . . ? C19 C20 C21 129.4(4) . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C23 C22 H22A 109.5 . . ? C23 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C23 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N9 C23 C24 109.6(4) . . ? N9 C23 C22 120.3(4) . . ? C24 C23 C22 130.2(4) . . ? C23 C24 C25 105.9(4) . . ? C23 C24 H24 127.0 . . ? C25 C24 H24 127.0 . . ? N10 C25 C24 109.1(4) . . ? N10 C25 C26 121.8(4) . . ? C24 C25 C26 129.1(4) . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C28 C27 H27A 109.5 . . ? C28 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C28 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N11 C28 C29 110.9(4) . . ? N11 C28 C27 122.0(4) . . ? C29 C28 C27 126.9(4) . . ? C30 C29 C28 106.7(4) . . ? C30 C29 H29 126.6 . . ? C28 C29 H29 126.6 . . ? C29 C30 N12 105.8(4) . . ? C29 C30 C31 127.8(4) . . ? N12 C30 C31 126.4(4) . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? N12 C32 S4 120.0(3) . . ? N12 C32 S3 118.4(3) . . ? S4 C32 S3 121.6(3) . . ? Cl1 C33 Cl2 112.9(3) . . ? Cl1 C33 H33A 109.0 . . ? Cl2 C33 H33A 109.0 . . ? Cl1 C33 H33B 109.0 . . ? Cl2 C33 H33B 109.0 . . ? H33A C33 H33B 107.8 . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.252 _refine_diff_density_min -0.627 _refine_diff_density_rms 0.090 data_2 _database_code_depnum_ccdc_archive 'CCDC 649471' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C60 H88 N24 O4 Zn8, 2(C2 H4 Br2)' _chemical_formula_sum 'C64 H96 Br4 N24 O4 Zn8' _chemical_formula_weight 2108.37 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.577(2) _cell_length_b 14.267(3) _cell_length_c 16.194(3) _cell_angle_alpha 64.53(3) _cell_angle_beta 81.38(3) _cell_angle_gamma 68.43(3) _cell_volume 2051.6(10) _cell_formula_units_Z 1 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 6223 _cell_measurement_theta_min 3.0088 _cell_measurement_theta_max 25.3491 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.707 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1060 _exptl_absorpt_coefficient_mu 4.303 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4489 _exptl_absorpt_correction_T_max 0.6529 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication.' _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 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 20246 _diffrn_reflns_av_R_equivalents 0.0697 _diffrn_reflns_av_sigmaI/netI 0.0902 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 25.35 _reflns_number_total 7469 _reflns_number_gt 5297 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. C31 and C32 atoms are found to be split into two sites with an occupancy ratio of 0.68/0.32 for C31/C31A and C32/C32A. The Uij-values and the direction of thermal ellipsoids of C31, C32, C31A, and C32A were restrained to be equal. ; _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^)+(0.0860P)^2^+7.0190P] 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 7469 _refine_ls_number_parameters 500 _refine_ls_number_restraints 38 _refine_ls_R_factor_all 0.1215 _refine_ls_R_factor_gt 0.0830 _refine_ls_wR_factor_ref 0.2042 _refine_ls_wR_factor_gt 0.1828 _refine_ls_goodness_of_fit_ref 1.116 _refine_ls_restrained_S_all 1.113 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.63054(11) 0.29042(8) 0.33050(7) 0.0322(3) Uani 1 1 d . . . Zn2 Zn 0.66517(11) 0.23084(10) 0.15227(7) 0.0368(3) Uani 1 1 d . . . Zn3 Zn 0.63376(11) 0.29769(9) -0.08151(7) 0.0324(3) Uani 1 1 d . . . Zn4 Zn 0.53336(11) 0.45521(8) -0.29361(7) 0.0305(3) Uani 1 1 d . . . Br1 Br 0.81265(13) 0.52031(10) 0.10521(8) 0.0597(4) Uani 1 1 d . . . Br2 Br 0.76928(13) 0.61675(11) -0.20242(9) 0.0639(4) Uani 1 1 d . . . O1 O 0.5896(7) 0.3457(6) 0.1992(4) 0.0446(17) Uani 1 1 d . . . H1 H 0.5387 0.4202 0.1627 0.053 Uiso 1 1 calc R . . O2 O 0.5365(6) 0.4478(5) -0.1687(4) 0.0379(16) Uani 1 1 d . . . H2 H 0.4959 0.5094 -0.1530 0.045 Uiso 1 1 calc R . . N1 N 0.6593(8) 0.4845(6) 0.3307(5) 0.0348(18) Uani 1 1 d . . . N2 N 0.7317(8) 0.3758(6) 0.3452(5) 0.0327(18) Uani 1 1 d . . . N3 N 0.3805(8) 0.4346(6) 0.3767(5) 0.0320(17) Uani 1 1 d . . . N4 N 0.4531(7) 0.3251(6) 0.3923(5) 0.0339(18) Uani 1 1 d . . . N5 N 0.7323(8) 0.1341(6) 0.3494(5) 0.0323(18) Uani 1 1 d . . . N6 N 0.7421(8) 0.1110(7) 0.2745(5) 0.0355(19) Uani 1 1 d . . . N7 N 0.8153(7) 0.2483(6) 0.0647(5) 0.0307(17) Uani 1 1 d . . . N8 N 0.8022(8) 0.2796(6) -0.0279(5) 0.0331(18) Uani 1 1 d . . . N9 N 0.5395(7) 0.1892(6) 0.1076(5) 0.0332(18) Uani 1 1 d . . . N10 N 0.5270(7) 0.2163(6) 0.0149(5) 0.0295(17) Uani 1 1 d . . . N11 N 0.6876(7) 0.2344(6) -0.1759(5) 0.0287(17) Uani 1 1 d . . . N12 N 0.6369(7) 0.2988(6) -0.2642(5) 0.0288(17) Uani 1 1 d . . . C1 C 0.7049(12) 0.6487(9) 0.3219(8) 0.053(3) Uani 1 1 d . . . H1A H 0.6161 0.6897 0.2910 0.080 Uiso 1 1 calc R . . H1B H 0.7716 0.6824 0.2851 0.080 Uiso 1 1 calc R . . H1C H 0.6980 0.6510 0.3821 0.080 Uiso 1 1 calc R . . C2 C 0.7503(11) 0.5289(8) 0.3337(6) 0.040(2) Uani 1 1 d . . . C3 C 0.8759(10) 0.4524(8) 0.3482(7) 0.040(2) Uani 1 1 d . . . H3 H 0.9581 0.4629 0.3520 0.048 Uiso 1 1 calc R . . C4 C 0.8630(9) 0.3578(8) 0.3563(6) 0.038(2) Uani 1 1 d . . . C5 C 0.9704(11) 0.2469(9) 0.3760(7) 0.052(3) Uani 1 1 d . . . H5A H 0.9357 0.2017 0.3601 0.078 Uiso 1 1 calc R . . H5B H 0.9945 0.2102 0.4412 0.078 Uiso 1 1 calc R . . H5C H 1.0512 0.2562 0.3396 0.078 Uiso 1 1 calc R . . C6 C 0.1589(10) 0.5492(8) 0.4142(7) 0.046(3) Uani 1 1 d . . . H6A H 0.1762 0.5614 0.4659 0.069 Uiso 1 1 calc R . . H6B H 0.0668 0.5463 0.4187 0.069 Uiso 1 1 calc R . . H6C H 0.1673 0.6098 0.3568 0.069 Uiso 1 1 calc R . . C7 C 0.2618(9) 0.4405(8) 0.4162(6) 0.035(2) Uani 1 1 d . . . C8 C 0.2528(10) 0.3349(8) 0.4569(7) 0.041(2) Uani 1 1 d . . . H8 H 0.1773 0.3151 0.4890 0.049 Uiso 1 1 calc R . . C9 C 0.3731(9) 0.2661(8) 0.4416(6) 0.036(2) Uani 1 1 d . . . C10 C 0.4207(11) 0.1441(8) 0.4711(8) 0.050(3) Uani 1 1 d . . . H10A H 0.4411 0.1074 0.5369 0.075 Uiso 1 1 calc R . . H10B H 0.5029 0.1215 0.4375 0.075 Uiso 1 1 calc R . . H10C H 0.3494 0.1234 0.4584 0.075 Uiso 1 1 calc R . . C11 C 0.7974(11) 0.0429(8) 0.5114(6) 0.041(2) Uani 1 1 d . . . H11A H 0.8839 0.0479 0.5205 0.062 Uiso 1 1 calc R . . H11B H 0.7867 -0.0250 0.5593 0.062 Uiso 1 1 calc R . . H11C H 0.7223 0.1069 0.5143 0.062 Uiso 1 1 calc R . . C12 C 0.7966(9) 0.0411(7) 0.4202(6) 0.032(2) Uani 1 1 d . . . C13 C 0.8502(10) -0.0429(8) 0.3912(7) 0.044(3) Uani 1 1 d . . . H13 H 0.9024 -0.1173 0.4267 0.053 Uiso 1 1 calc R . . C14 C 0.8133(10) 0.0023(7) 0.2999(7) 0.036(2) Uani 1 1 d . . . C15 C 0.8427(13) -0.0518(10) 0.2347(8) 0.061(3) Uani 1 1 d . . . H15A H 0.7620 -0.0661 0.2279 0.092 Uiso 1 1 calc R . . H15B H 0.9186 -0.1217 0.2584 0.092 Uiso 1 1 calc R . . H15C H 0.8669 -0.0030 0.1751 0.092 Uiso 1 1 calc R . . C16 C 0.9945(11) 0.2023(10) 0.1732(7) 0.053(3) Uani 1 1 d . . . H16A H 0.9473 0.2618 0.1937 0.079 Uiso 1 1 calc R . . H16B H 1.0925 0.1888 0.1710 0.079 Uiso 1 1 calc R . . H16C H 0.9769 0.1348 0.2160 0.079 Uiso 1 1 calc R . . C17 C 0.9446(10) 0.2346(7) 0.0811(6) 0.035(2) Uani 1 1 d . . . C18 C 1.0142(9) 0.2576(8) -0.0024(7) 0.038(2) Uani 1 1 d . . . H18 H 1.1059 0.2554 -0.0116 0.046 Uiso 1 1 calc R . . C19 C 0.9233(9) 0.2842(7) -0.0687(6) 0.032(2) Uani 1 1 d . . . C20 C 0.9397(11) 0.3178(10) -0.1677(7) 0.046(3) Uani 1 1 d . . . H20A H 0.9578 0.2541 -0.1823 0.070 Uiso 1 1 calc R . . H20B H 1.0161 0.3455 -0.1879 0.070 Uiso 1 1 calc R . . H20C H 0.8563 0.3761 -0.1991 0.070 Uiso 1 1 calc R . . C21 C 0.4510(12) 0.0802(11) 0.2556(7) 0.062(3) Uani 1 1 d . . . H21A H 0.5417 0.0471 0.2835 0.093 Uiso 1 1 calc R . . H21B H 0.4070 0.0243 0.2771 0.093 Uiso 1 1 calc R . . H21C H 0.3962 0.1411 0.2730 0.093 Uiso 1 1 calc R . . C22 C 0.4635(9) 0.1233(9) 0.1537(7) 0.042(3) Uani 1 1 d . . . C23 C 0.4028(10) 0.1082(8) 0.0924(7) 0.044(3) Uani 1 1 d . . . H23 H 0.3448 0.0660 0.1069 0.053 Uiso 1 1 calc R . . C24 C 0.4433(9) 0.1667(8) 0.0058(6) 0.035(2) Uani 1 1 d . . . C25 C 0.4067(12) 0.1797(10) -0.0823(8) 0.053(3) Uani 1 1 d . . . H25A H 0.3669 0.2584 -0.1215 0.080 Uiso 1 1 calc R . . H25B H 0.3403 0.1432 -0.0736 0.080 Uiso 1 1 calc R . . H25C H 0.4881 0.1462 -0.1113 0.080 Uiso 1 1 calc R . . C26 C 0.8334(11) 0.0489(8) -0.0823(8) 0.057(3) Uani 1 1 d . . . H26A H 0.8864 0.0792 -0.0623 0.085 Uiso 1 1 calc R . . H26B H 0.8942 -0.0176 -0.0902 0.085 Uiso 1 1 calc R . . H26C H 0.7651 0.0300 -0.0362 0.085 Uiso 1 1 calc R . . C27 C 0.7625(9) 0.1345(8) -0.1731(7) 0.034(2) Uani 1 1 d . . . C28 C 0.7638(11) 0.1346(8) -0.2578(8) 0.048(3) Uani 1 1 d . . . H28 H 0.8111 0.0745 -0.2745 0.057 Uiso 1 1 calc R . . C29 C 0.6849(11) 0.2365(8) -0.3130(7) 0.042(2) Uani 1 1 d . . . C30 C 0.6463(13) 0.2861(9) -0.4120(8) 0.057(3) Uani 1 1 d . . . H30A H 0.5899 0.3640 -0.4303 0.085 Uiso 1 1 calc R . . H30B H 0.5950 0.2465 -0.4213 0.085 Uiso 1 1 calc R . . H30C H 0.7287 0.2804 -0.4491 0.085 Uiso 1 1 calc R . . C31 C 0.767(3) 0.531(2) -0.011(2) 0.082(8) Uani 0.68(4) 1 d PU A 1 H31A H 0.8163 0.4602 -0.0172 0.099 Uiso 0.68(4) 1 calc PR A 1 H31B H 0.6682 0.5461 -0.0144 0.099 Uiso 0.68(4) 1 calc PR A 1 C32 C 0.803(3) 0.615(2) -0.082(2) 0.077(8) Uani 0.68(4) 1 d PU A 1 H32A H 0.8997 0.6034 -0.0758 0.092 Uiso 0.68(4) 1 calc PR A 1 H32B H 0.7475 0.6870 -0.0790 0.092 Uiso 0.68(4) 1 calc PR A 1 C31A C 0.828(6) 0.587(5) -0.027(5) 0.089(13) Uani 0.32(4) 1 d PU A 2 H31C H 0.7901 0.6684 -0.0485 0.107 Uiso 0.32(4) 1 calc PR A 2 H31D H 0.9255 0.5674 -0.0433 0.107 Uiso 0.32(4) 1 calc PR A 2 C32A C 0.764(6) 0.557(5) -0.075(5) 0.089(13) Uani 0.32(4) 1 d PU A 2 H32C H 0.6669 0.5756 -0.0568 0.107 Uiso 0.32(4) 1 calc PR A 2 H32D H 0.8024 0.4758 -0.0527 0.107 Uiso 0.32(4) 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0324(6) 0.0301(6) 0.0286(6) -0.0080(5) -0.0024(5) -0.0083(5) Zn2 0.0354(6) 0.0560(7) 0.0230(6) -0.0155(5) 0.0014(5) -0.0211(5) Zn3 0.0335(6) 0.0407(6) 0.0210(6) -0.0074(5) -0.0019(4) -0.0158(5) Zn4 0.0340(6) 0.0280(5) 0.0271(6) -0.0098(4) -0.0013(5) -0.0091(5) Br1 0.0604(8) 0.0636(7) 0.0516(7) -0.0199(6) 0.0048(6) -0.0234(6) Br2 0.0589(8) 0.0806(9) 0.0554(8) -0.0283(7) 0.0034(6) -0.0274(7) O1 0.047(4) 0.045(4) 0.026(4) 0.000(3) -0.012(3) -0.010(3) O2 0.044(4) 0.041(4) 0.035(4) -0.024(3) 0.006(3) -0.012(3) N1 0.038(4) 0.037(4) 0.032(4) -0.014(4) -0.004(4) -0.013(4) N2 0.038(5) 0.031(4) 0.026(4) -0.008(3) -0.003(3) -0.012(4) N3 0.038(4) 0.027(4) 0.026(4) -0.008(3) 0.000(3) -0.010(3) N4 0.032(4) 0.035(4) 0.032(4) -0.012(4) 0.005(3) -0.011(4) N5 0.041(4) 0.035(4) 0.023(4) -0.013(3) -0.007(3) -0.010(4) N6 0.031(4) 0.050(5) 0.029(4) -0.015(4) 0.001(3) -0.018(4) N7 0.030(4) 0.034(4) 0.028(4) -0.007(3) -0.006(3) -0.014(3) N8 0.040(5) 0.037(4) 0.019(4) -0.008(3) 0.001(3) -0.013(4) N9 0.029(4) 0.047(5) 0.023(4) -0.011(4) 0.002(3) -0.017(4) N10 0.031(4) 0.042(4) 0.022(4) -0.015(3) -0.001(3) -0.015(4) N11 0.031(4) 0.030(4) 0.021(4) -0.008(3) 0.001(3) -0.008(3) N12 0.036(4) 0.027(4) 0.023(4) -0.007(3) -0.010(3) -0.010(3) C1 0.057(7) 0.058(7) 0.052(7) -0.019(6) -0.012(6) -0.027(6) C2 0.058(7) 0.051(6) 0.019(5) -0.014(4) 0.003(5) -0.029(6) C3 0.034(6) 0.045(6) 0.040(6) -0.016(5) -0.001(4) -0.013(5) C4 0.033(5) 0.042(6) 0.027(5) -0.010(4) -0.007(4) -0.002(4) C5 0.043(6) 0.058(7) 0.038(6) -0.017(5) -0.013(5) 0.002(5) C6 0.040(6) 0.052(6) 0.046(6) -0.026(5) 0.017(5) -0.014(5) C7 0.030(5) 0.060(6) 0.020(5) -0.022(5) 0.002(4) -0.012(5) C8 0.041(6) 0.042(6) 0.045(6) -0.015(5) 0.004(5) -0.025(5) C9 0.032(5) 0.039(5) 0.035(5) -0.011(4) -0.004(4) -0.012(4) C10 0.055(7) 0.033(5) 0.057(7) -0.016(5) 0.024(6) -0.021(5) C11 0.053(6) 0.036(5) 0.030(5) -0.012(4) -0.007(5) -0.010(5) C12 0.036(5) 0.025(5) 0.030(5) -0.011(4) 0.002(4) -0.004(4) C13 0.043(6) 0.030(5) 0.043(6) -0.009(5) -0.007(5) 0.000(4) C14 0.038(5) 0.027(5) 0.040(6) -0.014(4) -0.001(5) -0.008(4) C15 0.081(9) 0.070(8) 0.049(7) -0.035(6) 0.000(7) -0.030(7) C16 0.054(7) 0.068(7) 0.042(6) -0.012(6) -0.015(5) -0.033(6) C17 0.037(5) 0.035(5) 0.030(5) -0.004(4) -0.004(4) -0.017(4) C18 0.024(5) 0.039(5) 0.055(7) -0.023(5) 0.010(5) -0.012(4) C19 0.033(5) 0.033(5) 0.033(5) -0.014(4) 0.003(4) -0.015(4) C20 0.046(6) 0.076(8) 0.035(6) -0.029(6) 0.016(5) -0.040(6) C21 0.060(7) 0.094(9) 0.027(6) -0.008(6) 0.008(5) -0.045(7) C22 0.028(5) 0.064(7) 0.030(5) -0.008(5) 0.007(4) -0.025(5) C23 0.041(6) 0.047(6) 0.045(6) -0.010(5) 0.007(5) -0.029(5) C24 0.031(5) 0.039(5) 0.035(5) -0.019(4) 0.003(4) -0.010(4) C25 0.052(7) 0.077(8) 0.051(7) -0.036(6) 0.003(6) -0.032(6) C26 0.046(7) 0.036(6) 0.068(8) -0.005(6) -0.015(6) -0.006(5) C27 0.029(5) 0.037(5) 0.035(5) -0.013(4) 0.000(4) -0.011(4) C28 0.053(7) 0.030(5) 0.061(7) -0.029(5) 0.003(6) -0.002(5) C29 0.051(6) 0.045(6) 0.039(6) -0.028(5) 0.007(5) -0.016(5) C30 0.077(9) 0.051(7) 0.044(7) -0.028(6) -0.006(6) -0.010(6) C31 0.064(12) 0.058(13) 0.11(2) -0.020(14) -0.008(14) -0.017(10) C32 0.070(12) 0.056(13) 0.11(2) -0.018(13) -0.032(13) -0.040(10) C31A 0.06(2) 0.08(2) 0.11(3) -0.02(2) -0.02(2) -0.038(18) C32A 0.063(19) 0.08(2) 0.11(3) -0.01(2) -0.02(2) -0.031(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.979(6) . ? Zn1 N4 1.987(7) . ? Zn1 N2 1.992(7) . ? Zn1 N5 1.993(7) . ? Zn2 O1 1.956(7) . ? Zn2 N9 1.970(7) . ? Zn2 N7 1.977(7) . ? Zn2 N6 2.013(8) . ? Zn3 O2 1.963(6) . ? Zn3 N8 1.981(8) . ? Zn3 N10 1.984(7) . ? Zn3 N11 2.007(7) . ? Zn4 N12 1.963(7) . ? Zn4 N1 1.971(8) 2_665 ? Zn4 O2 1.985(6) . ? Zn4 N3 1.994(7) 2_665 ? Br1 C31 1.95(3) . ? Br1 C31A 1.95(7) . ? Br2 C32A 1.87(7) . ? Br2 C32 2.03(3) . ? O1 H1 0.9500 . ? O2 H2 0.9500 . ? N1 C2 1.348(12) . ? N1 N2 1.385(10) . ? N1 Zn4 1.971(8) 2_665 ? N2 C4 1.341(12) . ? N3 C7 1.312(11) . ? N3 N4 1.391(10) . ? N3 Zn4 1.994(7) 2_665 ? N4 C9 1.344(11) . ? N5 C12 1.342(11) . ? N5 N6 1.368(10) . ? N6 C14 1.351(12) . ? N7 C17 1.359(11) . ? N7 N8 1.382(10) . ? N8 C19 1.361(11) . ? N9 C22 1.364(11) . ? N9 N10 1.394(10) . ? N10 C24 1.377(11) . ? N11 C27 1.336(12) . ? N11 N12 1.383(9) . ? N12 C29 1.351(12) . ? C1 C2 1.528(14) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.348(14) . ? C3 C4 1.354(14) . ? C3 H3 0.9500 . ? C4 C5 1.499(14) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C7 1.522(14) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C8 1.395(13) . ? C8 C9 1.357(14) . ? C8 H8 0.9500 . ? C9 C10 1.490(13) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.488(13) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 C13 1.372(13) . ? C13 C14 1.386(14) . ? C13 H13 0.9500 . ? C14 C15 1.494(15) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 C17 1.477(13) . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.406(13) . ? C18 C19 1.383(13) . ? C18 H18 0.9500 . ? C19 C20 1.465(13) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 C22 1.497(14) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 C23 1.385(15) . ? C23 C24 1.386(13) . ? C23 H23 0.9500 . ? C24 C25 1.451(14) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 C27 1.525(14) . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C28 1.369(14) . ? C28 C29 1.350(14) . ? C28 H28 0.9500 . ? C29 C30 1.498(14) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 C32 1.39(5) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C31A C32A 1.37(12) . ? C31A H31C 0.9900 . ? C31A H31D 0.9900 . ? C32A H32C 0.9900 . ? C32A H32D 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 N4 106.7(3) . . ? O1 Zn1 N2 109.0(3) . . ? N4 Zn1 N2 106.8(3) . . ? O1 Zn1 N5 96.2(3) . . ? N4 Zn1 N5 118.7(3) . . ? N2 Zn1 N5 118.0(3) . . ? O1 Zn2 N9 118.8(3) . . ? O1 Zn2 N7 114.8(3) . . ? N9 Zn2 N7 109.6(3) . . ? O1 Zn2 N6 93.9(3) . . ? N9 Zn2 N6 109.1(3) . . ? N7 Zn2 N6 109.2(3) . . ? O2 Zn3 N8 115.3(3) . . ? O2 Zn3 N10 118.2(3) . . ? N8 Zn3 N10 110.0(3) . . ? O2 Zn3 N11 94.6(3) . . ? N8 Zn3 N11 108.0(3) . . ? N10 Zn3 N11 109.1(3) . . ? N12 Zn4 N1 119.6(3) . 2_665 ? N12 Zn4 O2 96.8(3) . . ? N1 Zn4 O2 106.8(3) 2_665 . ? N12 Zn4 N3 117.5(3) . 2_665 ? N1 Zn4 N3 107.2(3) 2_665 2_665 ? O2 Zn4 N3 107.3(3) . 2_665 ? Zn2 O1 Zn1 112.9(3) . . ? Zn2 O1 H1 123.6 . . ? Zn1 O1 H1 123.6 . . ? Zn3 O2 Zn4 111.7(3) . . ? Zn3 O2 H2 124.1 . . ? Zn4 O2 H2 124.1 . . ? C2 N1 N2 106.6(8) . . ? C2 N1 Zn4 134.5(7) . 2_665 ? N2 N1 Zn4 118.1(6) . 2_665 ? C4 N2 N1 107.7(7) . . ? C4 N2 Zn1 134.8(7) . . ? N1 N2 Zn1 117.0(6) . . ? C7 N3 N4 108.6(7) . . ? C7 N3 Zn4 134.9(6) . 2_665 ? N4 N3 Zn4 116.1(5) . 2_665 ? C9 N4 N3 107.0(7) . . ? C9 N4 Zn1 134.0(6) . . ? N3 N4 Zn1 118.5(5) . . ? C12 N5 N6 108.9(7) . . ? C12 N5 Zn1 135.3(6) . . ? N6 N5 Zn1 115.9(5) . . ? C14 N6 N5 107.6(7) . . ? C14 N6 Zn2 131.3(7) . . ? N5 N6 Zn2 121.1(6) . . ? C17 N7 N8 107.9(7) . . ? C17 N7 Zn2 128.6(6) . . ? N8 N7 Zn2 123.4(5) . . ? C19 N8 N7 108.8(7) . . ? C19 N8 Zn3 129.1(6) . . ? N7 N8 Zn3 121.8(5) . . ? C22 N9 N10 106.8(7) . . ? C22 N9 Zn2 131.0(6) . . ? N10 N9 Zn2 121.8(5) . . ? C24 N10 N9 108.4(7) . . ? C24 N10 Zn3 128.0(6) . . ? N9 N10 Zn3 123.2(5) . . ? C27 N11 N12 106.7(7) . . ? C27 N11 Zn3 133.6(6) . . ? N12 N11 Zn3 119.6(5) . . ? C29 N12 N11 107.9(7) . . ? C29 N12 Zn4 134.9(6) . . ? N11 N12 Zn4 116.8(5) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C3 109.5(9) . . ? N1 C2 C1 120.9(9) . . ? C3 C2 C1 129.6(9) . . ? C2 C3 C4 107.3(9) . . ? C2 C3 H3 126.4 . . ? C4 C3 H3 126.4 . . ? N2 C4 C3 108.9(8) . . ? N2 C4 C5 122.0(9) . . ? C3 C4 C5 129.1(10) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 H6A 109.5 . . ? C7 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C7 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N3 C7 C8 108.6(8) . . ? N3 C7 C6 121.8(9) . . ? C8 C7 C6 129.5(9) . . ? C9 C8 C7 106.5(9) . . ? C9 C8 H8 126.8 . . ? C7 C8 H8 126.8 . . ? N4 C9 C8 109.2(8) . . ? N4 C9 C10 121.1(8) . . ? C8 C9 C10 129.7(9) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 H11A 109.5 . . ? C12 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C12 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N5 C12 C13 108.6(8) . . ? N5 C12 C11 119.8(8) . . ? C13 C12 C11 131.7(9) . . ? C12 C13 C14 106.5(8) . . ? C12 C13 H13 126.7 . . ? C14 C13 H13 126.7 . . ? N6 C14 C13 108.5(8) . . ? N6 C14 C15 122.0(9) . . ? C13 C14 C15 129.5(9) . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C17 C16 H16A 109.5 . . ? C17 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C17 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N7 C17 C18 108.3(8) . . ? N7 C17 C16 122.8(9) . . ? C18 C17 C16 128.9(9) . . ? C19 C18 C17 106.7(8) . . ? C19 C18 H18 126.6 . . ? C17 C18 H18 126.6 . . ? N8 C19 C18 108.3(8) . . ? N8 C19 C20 121.3(8) . . ? C18 C19 C20 130.3(9) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C22 C21 H21A 109.5 . . ? C22 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C22 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N9 C22 C23 109.9(8) . . ? N9 C22 C21 121.5(9) . . ? C23 C22 C21 128.6(9) . . ? C22 C23 C24 106.7(8) . . ? C22 C23 H23 126.6 . . ? C24 C23 H23 126.6 . . ? N10 C24 C23 108.2(8) . . ? N10 C24 C25 122.8(9) . . ? C23 C24 C25 129.0(9) . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C27 C26 H26A 109.5 . . ? C27 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C27 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? N11 C27 C28 109.7(8) . . ? N11 C27 C26 116.5(9) . . ? C28 C27 C26 133.7(9) . . ? C29 C28 C27 106.8(9) . . ? C29 C28 H28 126.6 . . ? C27 C28 H28 126.6 . . ? C28 C29 N12 108.8(9) . . ? C28 C29 C30 131.8(9) . . ? N12 C29 C30 119.4(9) . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C32 C31 Br1 109(2) . . ? C32 C31 H31A 109.9 . . ? Br1 C31 H31A 109.9 . . ? C32 C31 H31B 109.9 . . ? Br1 C31 H31B 109.9 . . ? H31A C31 H31B 108.3 . . ? C31 C32 Br2 109(2) . . ? C31 C32 H32A 110.0 . . ? Br2 C32 H32A 110.0 . . ? C31 C32 H32B 110.0 . . ? Br2 C32 H32B 110.0 . . ? H32A C32 H32B 108.4 . . ? C32A C31A Br1 115(5) . . ? C32A C31A H31C 108.5 . . ? Br1 C31A H31C 108.5 . . ? C32A C31A H31D 108.5 . . ? Br1 C31A H31D 108.5 . . ? H31C C31A H31D 107.5 . . ? C31A C32A Br2 119(6) . . ? C31A C32A H32C 107.5 . . ? Br2 C32A H32C 107.5 . . ? C31A C32A H32D 107.5 . . ? Br2 C32A H32D 107.5 . . ? H32C C32A H32D 107.0 . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 3.353 _refine_diff_density_min -0.801 _refine_diff_density_rms 0.152 # Attachment 'compound3__revised_.CIF' data_3 _database_code_depnum_ccdc_archive 'CCDC 649472' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C120 H176 N48 O8 Zn16, 2(C3 H7 N O), 2(C3 H7 N O)' _chemical_formula_sum 'C132 H204 N52 O12 Zn16' _chemical_formula_weight 3757.71 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M 'P 4 n c' _symmetry_space_group_name_Hall 'P 4 -2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-y, x, z' 'y, -x, z' 'x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1/2, z+1/2' '-y+1/2, -x+1/2, z+1/2' 'y+1/2, x+1/2, z+1/2' _cell_length_a 27.083(4) _cell_length_b 27.083(4) _cell_length_c 14.675(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 10764(3) _cell_formula_units_Z 2 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 37253 _cell_measurement_theta_min 3.0088 _cell_measurement_theta_max 25.3491 _exptl_crystal_description Block _exptl_crystal_colour light-yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.159 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3872 _exptl_absorpt_coefficient_mu 1.799 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5331 _exptl_absorpt_correction_T_max 0.6619 _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 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 9648 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0434 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 32 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 25.35 _reflns_number_total 9648 _reflns_number_gt 8684 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The larger thermal parameters associated with each DMF solvent molecule suggest sign of disorder. However, attempts to model this disorder failed to improve R values. With the aid of distance and co-plane restraints, the O, N, and C atoms for each DMF molecule was fixed and refined with 50% occupancy to receive acceptable thermal parameters. The Uij parameters of C31, C32, C33, N13, O3 and C34, C35, C36, N14, O4 were restrained to equal. The C31-N13, C32-N13, C34-N14, and C35-N14 bond distances were fixed at 1.46 \%A, while the C33-N13, C36-N14 bond distances were fixed at 1.32 \%A. C33-O3, C36-O4 bond distances were fixed at 1.20 \%A. C31...32, C34...35 contacts were fixed at 2.50\%A. Atoms C31, C32, N13, C33 O3 and C34, C35, N14, C36, O4 were restrained in one plane, respectively. The C31-C33, C32-C33, C34-C36, C35-C36, C31-N13, C32-N13, C34-N14, and C35-N14 bond distances were restrained to equal within an error of about 0.01 \%A. ; _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^)+(0.0885P)^2^+13.9310P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.007(18) _refine_ls_number_reflns 9648 _refine_ls_number_parameters 478 _refine_ls_number_restraints 27 _refine_ls_R_factor_all 0.0707 _refine_ls_R_factor_gt 0.0624 _refine_ls_wR_factor_ref 0.1666 _refine_ls_wR_factor_gt 0.1615 _refine_ls_goodness_of_fit_ref 1.110 _refine_ls_restrained_S_all 1.113 _refine_ls_shift/su_max 0.020 _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 Zn1 Zn 1.07225(3) 0.68737(3) 0.67630(6) 0.0451(2) Uani 1 1 d . . . Zn2 Zn 0.95656(3) 0.66969(3) 0.65077(6) 0.0434(2) Uani 1 1 d . . . Zn3 Zn 0.85190(3) 0.72317(3) 0.62428(6) 0.0408(2) Uani 1 1 d . . . Zn4 Zn 0.76060(3) 0.81929(3) 0.65153(6) 0.0411(2) Uani 1 1 d . . . O1 O 1.01480(18) 0.70313(19) 0.6032(4) 0.0520(13) Uani 1 1 d . . . H1 H 1.0150 0.7242 0.5514 0.062 Uiso 1 1 calc R . . O2 O 0.91197(18) 0.72014(17) 0.6964(4) 0.0480(12) Uani 1 1 d . . . H2 H 0.9187 0.7407 0.7474 0.058 Uiso 1 1 calc R . . N1 N 1.1712(2) 0.6955(2) 0.5925(4) 0.0446(14) Uani 1 1 d . . . N2 N 1.1307(2) 0.6656(2) 0.6059(4) 0.0483(14) Uani 1 1 d . . . N3 N 1.1293(2) 0.7724(2) 0.7447(4) 0.0459(14) Uani 1 1 d . . . N4 N 1.0879(2) 0.7427(2) 0.7586(4) 0.0421(13) Uani 1 1 d . . . N5 N 1.0417(2) 0.6317(2) 0.7443(4) 0.0419(13) Uani 1 1 d . . . N6 N 0.9917(2) 0.6233(2) 0.7322(4) 0.0450(14) Uani 1 1 d . . . N7 N 0.90835(19) 0.6369(2) 0.5695(4) 0.0393(13) Uani 1 1 d . . . N8 N 0.8638(2) 0.6607(2) 0.5542(4) 0.0435(13) Uani 1 1 d . . . N9 N 0.7939(2) 0.7183(2) 0.7041(4) 0.0465(14) Uani 1 1 d . . . N10 N 0.7588(2) 0.7547(2) 0.7142(4) 0.0449(14) Uani 1 1 d . . . N11 N 0.8512(2) 0.7855(2) 0.5519(4) 0.0416(13) Uani 1 1 d . . . N12 N 0.8152(2) 0.8205(2) 0.5609(4) 0.0419(13) Uani 1 1 d . . . C1 C 1.2515(3) 0.6939(4) 0.5134(8) 0.082(3) Uani 1 1 d . . . H1A H 1.2546 0.7270 0.5397 0.123 Uiso 1 1 calc R . . H1B H 1.2528 0.6961 0.4468 0.123 Uiso 1 1 calc R . . H1C H 1.2787 0.6731 0.5351 0.123 Uiso 1 1 calc R . . C2 C 1.2037(3) 0.6718(3) 0.5415(6) 0.056(2) Uani 1 1 d . . . C3 C 1.1834(3) 0.6250(3) 0.5201(6) 0.062(2) Uani 1 1 d . . . H3 H 1.1982 0.5997 0.4844 0.074 Uiso 1 1 calc R . . C4 C 1.1387(3) 0.6235(3) 0.5608(6) 0.0527(19) Uani 1 1 d . . . C5 C 1.1006(4) 0.5818(4) 0.5602(7) 0.078(3) Uani 1 1 d . . . H5A H 1.1045 0.5616 0.6152 0.118 Uiso 1 1 calc R . . H5B H 1.1055 0.5611 0.5062 0.118 Uiso 1 1 calc R . . H5C H 1.0673 0.5959 0.5590 0.118 Uiso 1 1 calc R . . C6 C 1.1680(3) 0.8476(3) 0.8117(7) 0.067(2) Uani 1 1 d . . . H6A H 1.1995 0.8327 0.8298 0.100 Uiso 1 1 calc R . . H6B H 1.1589 0.8733 0.8556 0.100 Uiso 1 1 calc R . . H6C H 1.1713 0.8622 0.7509 0.100 Uiso 1 1 calc R . . C7 C 1.1281(3) 0.8080(3) 0.8098(5) 0.0457(17) Uani 1 1 d . . . C8 C 1.0862(3) 0.8006(3) 0.8648(5) 0.055(2) Uani 1 1 d . . . H8 H 1.0763 0.8200 0.9155 0.066 Uiso 1 1 calc R . . C9 C 1.0629(3) 0.7601(3) 0.8311(5) 0.0497(18) Uani 1 1 d . . . C10 C 1.0178(3) 0.7372(4) 0.8662(6) 0.067(2) Uani 1 1 d . . . H10A H 1.0094 0.7084 0.8287 0.100 Uiso 1 1 calc R . . H10B H 0.9907 0.7611 0.8641 0.100 Uiso 1 1 calc R . . H10C H 1.0231 0.7266 0.9293 0.100 Uiso 1 1 calc R . . C11 C 1.1142(3) 0.5954(3) 0.8217(6) 0.060(2) Uani 1 1 d . . . H11A H 1.1335 0.5931 0.7654 0.090 Uiso 1 1 calc R . . H11B H 1.1214 0.5668 0.8605 0.090 Uiso 1 1 calc R . . H11C H 1.1230 0.6258 0.8541 0.090 Uiso 1 1 calc R . . C12 C 1.0596(3) 0.5961(3) 0.7986(5) 0.0465(17) Uani 1 1 d . . . C13 C 1.0218(3) 0.5650(3) 0.8234(5) 0.0436(16) Uani 1 1 d . . . H13 H 1.0241 0.5372 0.8627 0.052 Uiso 1 1 calc R . . C14 C 0.9797(3) 0.5818(3) 0.7800(5) 0.0438(16) Uani 1 1 d . . . C15 C 0.9286(3) 0.5635(3) 0.7794(7) 0.056(2) Uani 1 1 d . . . H15A H 0.9126 0.5721 0.8372 0.085 Uiso 1 1 calc R . . H15B H 0.9287 0.5276 0.7719 0.085 Uiso 1 1 calc R . . H15C H 0.9105 0.5787 0.7289 0.085 Uiso 1 1 calc R . . C16 C 0.9505(3) 0.5580(3) 0.5309(7) 0.067(3) Uani 1 1 d . . . H16A H 0.9788 0.5733 0.5003 0.101 Uiso 1 1 calc R . . H16B H 0.9418 0.5272 0.4998 0.101 Uiso 1 1 calc R . . H16C H 0.9591 0.5509 0.5944 0.101 Uiso 1 1 calc R . . C17 C 0.9071(3) 0.5928(3) 0.5282(5) 0.0457(16) Uani 1 1 d . . . C18 C 0.8613(3) 0.5873(3) 0.4839(7) 0.064(2) Uani 1 1 d . . . H18 H 0.8508 0.5604 0.4473 0.077 Uiso 1 1 calc R . . C19 C 0.8352(3) 0.6290(3) 0.5047(6) 0.054(2) Uani 1 1 d . . . C20 C 0.7849(4) 0.6431(4) 0.4783(9) 0.089(4) Uani 1 1 d . . . H20A H 0.7841 0.6784 0.4637 0.133 Uiso 1 1 calc R . . H20B H 0.7622 0.6364 0.5288 0.133 Uiso 1 1 calc R . . H20C H 0.7748 0.6240 0.4247 0.133 Uiso 1 1 calc R . . C21 C 0.8151(4) 0.6390(4) 0.7742(9) 0.097(4) Uani 1 1 d . . . H21A H 0.8475 0.6473 0.7486 0.145 Uiso 1 1 calc R . . H21B H 0.8013 0.6106 0.7417 0.145 Uiso 1 1 calc R . . H21C H 0.8187 0.6309 0.8389 0.145 Uiso 1 1 calc R . . C22 C 0.7815(4) 0.6820(3) 0.7642(7) 0.070(3) Uani 1 1 d . . . C23 C 0.7410(4) 0.6955(4) 0.8115(7) 0.079(3) Uani 1 1 d . . . H23 H 0.7250 0.6771 0.8581 0.095 Uiso 1 1 calc R . . C24 C 0.7272(3) 0.7416(3) 0.7787(6) 0.0543(19) Uani 1 1 d . . . C25 C 0.6841(4) 0.7745(4) 0.8034(7) 0.079(3) Uani 1 1 d . . . H25A H 0.6654 0.7826 0.7483 0.119 Uiso 1 1 calc R . . H25B H 0.6964 0.8050 0.8314 0.119 Uiso 1 1 calc R . . H25C H 0.6626 0.7573 0.8467 0.119 Uiso 1 1 calc R . . C26 C 0.9288(3) 0.7732(4) 0.4649(7) 0.067(2) Uani 1 1 d . . . H26A H 0.9581 0.7861 0.4961 0.100 Uiso 1 1 calc R . . H26B H 0.9335 0.7757 0.3988 0.100 Uiso 1 1 calc R . . H26C H 0.9239 0.7386 0.4818 0.100 Uiso 1 1 calc R . . C27 C 0.8847(3) 0.8026(3) 0.4923(5) 0.0497(18) Uani 1 1 d . . . C28 C 0.8702(3) 0.8486(3) 0.4633(5) 0.055(2) Uani 1 1 d . . . H28 H 0.8870 0.8692 0.4209 0.066 Uiso 1 1 calc R . . C29 C 0.8265(3) 0.8591(3) 0.5077(5) 0.0471(18) Uani 1 1 d . . . C30 C 0.7932(4) 0.9043(3) 0.5020(6) 0.068(2) Uani 1 1 d . . . H30A H 0.7651 0.8971 0.4620 0.102 Uiso 1 1 calc R . . H30B H 0.8119 0.9322 0.4773 0.102 Uiso 1 1 calc R . . H30C H 0.7810 0.9126 0.5630 0.102 Uiso 1 1 calc R . . O3 O 0.8088(6) 1.0262(6) 0.6729(12) 0.103(3) Uiso 0.50 1 d PD . . C31 C 0.9100(8) 0.9523(7) 0.6927(16) 0.103(3) Uiso 0.50 1 d PD . . H31A H 0.9105 0.9598 0.7580 0.155 Uiso 0.50 1 calc PR . . H31B H 0.9434 0.9553 0.6678 0.155 Uiso 0.50 1 calc PR . . H31C H 0.8979 0.9186 0.6835 0.155 Uiso 0.50 1 calc PR . . C32 C 0.8866(9) 0.9984(9) 0.5554(11) 0.103(3) Uiso 0.50 1 d PD . . H32A H 0.8658 0.9778 0.5162 0.155 Uiso 0.50 1 calc PR . . H32B H 0.9214 0.9929 0.5403 0.155 Uiso 0.50 1 calc PR . . H32C H 0.8784 1.0333 0.5456 0.155 Uiso 0.50 1 calc PR . . C33 C 0.8430(7) 1.0089(8) 0.6960(14) 0.103(3) Uiso 0.50 1 d PD . . H33 H 0.8485 1.0103 0.7598 0.124 Uiso 0.50 1 calc PR . . N13 N 0.8783(6) 0.9860(5) 0.6476(10) 0.103(3) Uiso 0.50 1 d PD . . O4 O 1.0213(9) 0.7113(9) 0.3985(16) 0.150(5) Uiso 0.50 1 d PD . . N14 N 1.0127(6) 0.7241(7) 0.2401(16) 0.150(5) Uiso 0.50 1 d PD . . C35 C 0.9966(11) 0.6980(10) 0.1615(16) 0.150(5) Uiso 0.50 1 d PD . . H35A H 1.0041 0.7175 0.1069 0.224 Uiso 0.50 1 calc PR . . H35B H 0.9609 0.6925 0.1652 0.224 Uiso 0.50 1 calc PR . . H35C H 1.0136 0.6662 0.1582 0.224 Uiso 0.50 1 calc PR . . C34 C 1.0302(12) 0.7732(8) 0.229(2) 0.150(5) Uiso 0.50 1 d PD . . H34A H 1.0241 0.7919 0.2851 0.224 Uiso 0.50 1 calc PR . . H34B H 1.0128 0.7889 0.1783 0.224 Uiso 0.50 1 calc PR . . H34C H 1.0657 0.7726 0.2164 0.224 Uiso 0.50 1 calc PR . . C36 C 1.0075(12) 0.7046(10) 0.3223(16) 0.150(5) Uiso 0.50 1 d PD . . H36 H 0.9863 0.6767 0.3198 0.180 Uiso 0.50 1 calc PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0355(4) 0.0422(4) 0.0575(5) 0.0006(4) -0.0034(3) -0.0068(3) Zn2 0.0337(4) 0.0378(4) 0.0589(5) 0.0021(4) -0.0083(4) 0.0000(3) Zn3 0.0346(4) 0.0376(4) 0.0502(5) 0.0009(3) -0.0020(3) 0.0033(3) Zn4 0.0371(4) 0.0348(4) 0.0514(5) 0.0026(4) -0.0018(4) 0.0039(3) O1 0.046(3) 0.059(3) 0.051(3) 0.012(2) -0.008(2) -0.006(2) O2 0.047(3) 0.045(3) 0.052(3) 0.001(2) -0.011(2) 0.006(2) N1 0.036(3) 0.045(3) 0.053(4) -0.004(3) -0.002(3) -0.007(2) N2 0.046(3) 0.048(3) 0.051(4) -0.005(3) -0.003(3) -0.011(3) N3 0.044(3) 0.043(3) 0.051(4) 0.001(3) -0.006(3) -0.008(3) N4 0.029(3) 0.043(3) 0.054(4) -0.006(3) -0.001(3) -0.002(2) N5 0.031(3) 0.047(3) 0.048(3) -0.002(3) -0.002(2) -0.005(2) N6 0.041(3) 0.037(3) 0.057(4) 0.000(3) -0.002(3) -0.006(2) N7 0.028(3) 0.035(3) 0.054(4) -0.003(2) 0.000(2) 0.003(2) N8 0.036(3) 0.043(3) 0.051(4) -0.008(3) -0.001(3) 0.000(2) N9 0.047(3) 0.042(3) 0.051(4) 0.004(3) -0.002(3) 0.010(3) N10 0.036(3) 0.041(3) 0.058(4) 0.010(3) 0.000(3) 0.003(2) N11 0.036(3) 0.039(3) 0.051(4) 0.001(3) -0.003(3) 0.004(2) N12 0.047(3) 0.037(3) 0.042(3) 0.001(2) -0.003(3) -0.001(2) C1 0.051(5) 0.086(7) 0.109(8) -0.033(6) 0.023(5) -0.012(5) C2 0.052(5) 0.051(5) 0.065(5) -0.010(4) 0.008(4) -0.004(4) C3 0.071(6) 0.043(4) 0.072(6) -0.014(4) 0.012(4) -0.008(4) C4 0.066(5) 0.038(4) 0.054(5) -0.004(3) 0.004(4) -0.007(4) C5 0.093(8) 0.068(6) 0.074(6) -0.019(5) 0.014(5) -0.039(5) C6 0.056(5) 0.061(6) 0.083(7) -0.023(5) 0.001(5) -0.009(4) C7 0.047(4) 0.045(4) 0.045(4) -0.005(3) -0.010(3) -0.002(3) C8 0.051(5) 0.075(6) 0.040(4) -0.007(4) 0.006(3) 0.000(4) C9 0.039(4) 0.054(5) 0.056(5) 0.001(4) -0.005(3) 0.001(3) C10 0.042(5) 0.100(7) 0.058(5) 0.000(5) 0.006(4) -0.014(5) C11 0.049(5) 0.074(6) 0.058(5) 0.013(4) -0.006(4) 0.001(4) C12 0.040(4) 0.039(4) 0.060(5) -0.002(3) -0.005(3) 0.006(3) C13 0.036(4) 0.045(4) 0.050(4) 0.004(3) -0.003(3) -0.004(3) C14 0.040(4) 0.038(4) 0.053(4) 0.005(3) 0.004(3) 0.005(3) C15 0.037(4) 0.055(5) 0.078(6) 0.005(4) -0.005(4) 0.000(3) C16 0.051(5) 0.055(5) 0.097(7) -0.018(5) -0.016(5) 0.023(4) C17 0.043(4) 0.044(4) 0.050(4) -0.004(3) -0.002(3) -0.002(3) C18 0.052(5) 0.057(5) 0.084(7) -0.023(5) -0.009(4) -0.005(4) C19 0.043(4) 0.049(5) 0.070(5) -0.004(4) -0.009(4) 0.002(3) C20 0.052(6) 0.097(8) 0.117(9) -0.033(7) -0.031(6) 0.015(5) C21 0.118(9) 0.051(6) 0.120(10) 0.035(6) 0.057(8) 0.029(6) C22 0.076(6) 0.036(4) 0.097(7) 0.025(4) 0.020(5) 0.018(4) C23 0.077(7) 0.073(6) 0.087(7) 0.043(5) 0.035(5) 0.029(5) C24 0.052(5) 0.051(5) 0.060(5) 0.017(4) 0.007(4) 0.003(4) C25 0.081(7) 0.079(7) 0.077(7) 0.010(5) 0.031(5) 0.024(5) C26 0.063(6) 0.074(6) 0.064(6) 0.004(5) -0.002(4) 0.013(4) C27 0.043(4) 0.064(5) 0.043(4) 0.004(3) -0.002(3) -0.003(3) C28 0.068(5) 0.051(5) 0.045(4) 0.009(4) 0.001(4) -0.012(4) C29 0.060(5) 0.043(4) 0.039(4) -0.003(3) 0.001(3) -0.013(3) C30 0.100(7) 0.042(5) 0.062(6) 0.014(4) -0.009(5) 0.006(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.938(5) . ? Zn1 N4 1.971(6) . ? Zn1 N2 1.980(6) . ? Zn1 N5 1.988(6) . ? Zn2 O2 1.943(5) . ? Zn2 O1 1.948(5) . ? Zn2 N6 1.978(6) . ? Zn2 N7 1.978(6) . ? Zn3 O2 1.943(5) . ? Zn3 N9 1.963(6) . ? Zn3 N11 1.995(6) . ? Zn3 N8 2.006(6) . ? Zn4 N3 1.977(6) 4_575 ? Zn4 N10 1.977(6) . ? Zn4 N1 1.982(6) 4_575 ? Zn4 N12 1.988(6) . ? O1 H1 0.9500 . ? O2 H2 0.9500 . ? N1 C2 1.322(10) . ? N1 N2 1.376(8) . ? N1 Zn4 1.982(6) 3_755 ? N2 C4 1.337(10) . ? N3 C7 1.359(9) . ? N3 N4 1.394(8) . ? N3 Zn4 1.977(6) 3_755 ? N4 C9 1.347(10) . ? N5 C12 1.341(9) . ? N5 N6 1.383(8) . ? N6 C14 1.363(9) . ? N7 C17 1.341(9) . ? N7 N8 1.386(8) . ? N8 C19 1.366(10) . ? N9 C22 1.364(10) . ? N9 N10 1.378(8) . ? N10 C24 1.323(10) . ? N11 C27 1.343(10) . ? N11 N12 1.366(8) . ? N12 C29 1.339(10) . ? C1 C2 1.486(12) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.418(11) . ? C3 C4 1.350(12) . ? C3 H3 0.9500 . ? C4 C5 1.529(11) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C7 1.523(11) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C8 1.405(11) . ? C8 C9 1.357(12) . ? C8 H8 0.9500 . ? C9 C10 1.464(11) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.518(10) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 C13 1.376(10) . ? C13 C14 1.382(10) . ? C13 H13 0.9500 . ? C14 C15 1.470(10) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 C17 1.506(10) . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.409(11) . ? C18 C19 1.367(12) . ? C18 H18 0.9500 . ? C19 C20 1.465(12) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 C22 1.483(12) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 C23 1.348(13) . ? C23 C24 1.390(12) . ? C23 H23 0.9500 . ? C24 C25 1.513(12) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 C27 1.492(12) . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C28 1.373(11) . ? C28 C29 1.381(11) . ? C28 H28 0.9500 . ? C29 C30 1.523(12) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? O3 C33 1.091(15) . ? C31 N13 1.415(10) . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 N13 1.413(10) . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 N13 1.344(15) . ? C33 H33 0.9500 . ? O4 C36 1.193(17) . ? N14 C36 1.323(16) . ? N14 C34 1.421(10) . ? N14 C35 1.421(10) . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C36 H36 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 N4 110.2(2) . . ? O1 Zn1 N2 114.7(2) . . ? N4 Zn1 N2 112.0(2) . . ? O1 Zn1 N5 96.3(2) . . ? N4 Zn1 N5 111.0(2) . . ? N2 Zn1 N5 111.7(2) . . ? O2 Zn2 O1 107.4(2) . . ? O2 Zn2 N6 122.5(2) . . ? O1 Zn2 N6 97.0(2) . . ? O2 Zn2 N7 96.5(2) . . ? O1 Zn2 N7 121.8(2) . . ? N6 Zn2 N7 113.4(2) . . ? O2 Zn3 N9 110.0(2) . . ? O2 Zn3 N11 109.5(2) . . ? N9 Zn3 N11 111.5(2) . . ? O2 Zn3 N8 96.3(2) . . ? N9 Zn3 N8 112.2(2) . . ? N11 Zn3 N8 116.3(3) . . ? N3 Zn4 N10 107.8(3) 4_575 . ? N3 Zn4 N1 110.7(2) 4_575 4_575 ? N10 Zn4 N1 107.2(2) . 4_575 ? N3 Zn4 N12 109.3(2) 4_575 . ? N10 Zn4 N12 110.2(2) . . ? N1 Zn4 N12 111.5(3) 4_575 . ? Zn1 O1 Zn2 110.5(2) . . ? Zn1 O1 H1 124.8 . . ? Zn2 O1 H1 124.8 . . ? Zn3 O2 Zn2 111.2(2) . . ? Zn3 O2 H2 124.4 . . ? Zn2 O2 H2 124.4 . . ? C2 N1 N2 109.1(6) . . ? C2 N1 Zn4 126.3(5) . 3_755 ? N2 N1 Zn4 124.4(5) . 3_755 ? C4 N2 N1 107.6(6) . . ? C4 N2 Zn1 129.9(5) . . ? N1 N2 Zn1 122.4(5) . . ? C7 N3 N4 106.6(6) . . ? C7 N3 Zn4 128.2(5) . 3_755 ? N4 N3 Zn4 125.1(5) . 3_755 ? C9 N4 N3 108.6(6) . . ? C9 N4 Zn1 130.0(5) . . ? N3 N4 Zn1 121.4(4) . . ? C12 N5 N6 108.1(6) . . ? C12 N5 Zn1 133.8(5) . . ? N6 N5 Zn1 117.9(4) . . ? C14 N6 N5 107.6(6) . . ? C14 N6 Zn2 136.0(5) . . ? N5 N6 Zn2 116.3(4) . . ? C17 N7 N8 108.6(5) . . ? C17 N7 Zn2 133.6(5) . . ? N8 N7 Zn2 117.6(4) . . ? C19 N8 N7 106.8(6) . . ? C19 N8 Zn3 135.3(5) . . ? N7 N8 Zn3 116.6(4) . . ? C22 N9 N10 106.0(6) . . ? C22 N9 Zn3 129.2(5) . . ? N10 N9 Zn3 124.7(4) . . ? C24 N10 N9 109.4(6) . . ? C24 N10 Zn4 125.9(5) . . ? N9 N10 Zn4 124.4(4) . . ? C27 N11 N12 107.8(6) . . ? C27 N11 Zn3 129.2(5) . . ? N12 N11 Zn3 122.9(4) . . ? C29 N12 N11 108.8(6) . . ? C29 N12 Zn4 125.0(5) . . ? N11 N12 Zn4 125.7(4) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C3 107.5(7) . . ? N1 C2 C1 122.9(7) . . ? C3 C2 C1 129.5(8) . . ? C4 C3 C2 106.0(7) . . ? C4 C3 H3 127.0 . . ? C2 C3 H3 127.0 . . ? N2 C4 C3 109.8(7) . . ? N2 C4 C5 121.5(8) . . ? C3 C4 C5 128.7(8) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 H6A 109.5 . . ? C7 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C7 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N3 C7 C8 108.8(7) . . ? N3 C7 C6 119.7(7) . . ? C8 C7 C6 131.6(7) . . ? C9 C8 C7 106.4(7) . . ? C9 C8 H8 126.8 . . ? C7 C8 H8 126.8 . . ? N4 C9 C8 109.6(7) . . ? N4 C9 C10 123.3(7) . . ? C8 C9 C10 127.1(8) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 H11A 109.5 . . ? C12 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C12 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N5 C12 C13 109.2(6) . . ? N5 C12 C11 119.7(7) . . ? C13 C12 C11 131.2(7) . . ? C12 C13 C14 106.8(6) . . ? C12 C13 H13 126.6 . . ? C14 C13 H13 126.6 . . ? N6 C14 C13 108.2(6) . . ? N6 C14 C15 120.0(7) . . ? C13 C14 C15 131.8(7) . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C17 C16 H16A 109.5 . . ? C17 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C17 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N7 C17 C18 108.9(7) . . ? N7 C17 C16 121.7(7) . . ? C18 C17 C16 129.3(7) . . ? C19 C18 C17 105.5(7) . . ? C19 C18 H18 127.3 . . ? C17 C18 H18 127.3 . . ? C18 C19 N8 110.1(7) . . ? C18 C19 C20 129.6(8) . . ? N8 C19 C20 120.2(8) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C22 C21 H21A 109.5 . . ? C22 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C22 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C23 C22 N9 109.7(7) . . ? C23 C22 C21 131.4(8) . . ? N9 C22 C21 118.5(8) . . ? C22 C23 C24 106.5(8) . . ? C22 C23 H23 126.8 . . ? C24 C23 H23 126.7 . . ? N10 C24 C23 108.4(7) . . ? N10 C24 C25 120.8(7) . . ? C23 C24 C25 130.8(8) . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C27 C26 H26A 109.5 . . ? C27 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C27 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? N11 C27 C28 108.8(7) . . ? N11 C27 C26 122.2(7) . . ? C28 C27 C26 129.0(8) . . ? C27 C28 C29 106.6(7) . . ? C27 C28 H28 126.7 . . ? C29 C28 H28 126.7 . . ? N12 C29 C28 108.1(7) . . ? N12 C29 C30 121.6(7) . . ? C28 C29 C30 130.3(7) . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? N13 C31 H31A 109.5 . . ? N13 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? N13 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? N13 C32 H32A 109.5 . . ? N13 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? N13 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? O3 C33 N13 129.7(19) . . ? O3 C33 H33 115.2 . . ? N13 C33 H33 115.1 . . ? C33 N13 C32 120.6(10) . . ? C33 N13 C31 118.8(10) . . ? C32 N13 C31 120.4(17) . . ? C36 N14 C34 120.8(12) . . ? C36 N14 C35 120.6(12) . . ? C34 N14 C35 118(2) . . ? N14 C35 H35A 109.5 . . ? N14 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? N14 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? N14 C34 H34A 109.4 . . ? N14 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? N14 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? O4 C36 N14 140(3) . . ? O4 C36 H36 110.2 . . ? N14 C36 H36 110.3 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.975 _refine_diff_density_min -0.485 _refine_diff_density_rms 0.093