# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Jones, Cameron' _publ_contact_author_email cameron.jones@sci.monash.edu.au _publ_section_title ; Bulky Guanidinato and Amidinato Zinc Complexes and their Comparative Stabilities ; loop_ _publ_author_name C.Jones L.Furness S.Nembenna R.Rose S.Aldridge 'Aldridge, S.' # Attachment 'compound1.CIF.txt' data_compound1 _database_code_depnum_ccdc_archive 'CCDC 779527' #TrackingRef 'compound1.CIF.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C37 H56 I N3 Zn' _chemical_formula_weight 735.12 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' I I -0.4742 1.8119 '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 10.659(2) _cell_length_b 18.297(4) _cell_length_c 19.481(4) _cell_angle_alpha 90.00 _cell_angle_beta 105.17(3) _cell_angle_gamma 90.00 _cell_volume 3666.8(13) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.332 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1528 _exptl_absorpt_coefficient_mu 1.539 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.512 _exptl_absorpt_correction_T_max 0.802 _exptl_absorpt_process_details 'Sortav (Blessing 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15002 _diffrn_reflns_av_R_equivalents 0.0348 _diffrn_reflns_av_sigmaI/netI 0.0516 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 27.00 _reflns_number_total 7927 _reflns_number_gt 6239 _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^)+(0.0305P)^2^+3.3544P] 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 7927 _refine_ls_number_parameters 387 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0579 _refine_ls_R_factor_gt 0.0405 _refine_ls_wR_factor_ref 0.0944 _refine_ls_wR_factor_gt 0.0874 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.016 _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 I1 I 0.32514(2) 0.583101(12) 0.110077(12) 0.04947(9) Uani 1 1 d . . . Zn1 Zn 0.38607(3) 0.678682(18) 0.198442(17) 0.03151(9) Uani 1 1 d . . . N1 N 0.4752(2) 0.77288(12) 0.22491(12) 0.0270(5) Uani 1 1 d . . . C1 C 0.4547(2) 0.76930(14) 0.29126(14) 0.0244(6) Uani 1 1 d . . . N2 N 0.3866(2) 0.70771(12) 0.29650(12) 0.0270(5) Uani 1 1 d . . . C2 C 0.4808(3) 0.83728(14) 0.18486(14) 0.0270(6) Uani 1 1 d . . . N3 N 0.4980(2) 0.81971(12) 0.34363(12) 0.0273(5) Uani 1 1 d . . . C3 C 0.3755(3) 0.88654(15) 0.16727(15) 0.0298(6) Uani 1 1 d . . . C4 C 0.3849(3) 0.94719(17) 0.12568(16) 0.0374(7) Uani 1 1 d . . . H4 H 0.3156 0.9815 0.1146 0.045 Uiso 1 1 calc R . . C5 C 0.4927(3) 0.95847(17) 0.10021(17) 0.0411(7) Uani 1 1 d . . . H5 H 0.4975 1.0004 0.0723 0.049 Uiso 1 1 calc R . . C6 C 0.5932(3) 0.90881(17) 0.11543(17) 0.0408(8) Uani 1 1 d . . . H6 H 0.6660 0.9162 0.0967 0.049 Uiso 1 1 calc R . . C7 C 0.5901(3) 0.84782(17) 0.15789(16) 0.0344(7) Uani 1 1 d . . . C8 C 0.2505(3) 0.87053(16) 0.18820(16) 0.0344(7) Uani 1 1 d . . . H8 H 0.2753 0.8467 0.2361 0.041 Uiso 1 1 calc R . . C9 C 0.1709(3) 0.9386(2) 0.1945(2) 0.0500(9) Uani 1 1 d . . . H9A H 0.2261 0.9738 0.2267 0.075 Uiso 1 1 calc R . . H9B H 0.0976 0.9249 0.2134 0.075 Uiso 1 1 calc R . . H9C H 0.1381 0.9609 0.1474 0.075 Uiso 1 1 calc R . . C10 C 0.1674(3) 0.81553(19) 0.13605(19) 0.0460(8) Uani 1 1 d . . . H10A H 0.1308 0.8395 0.0902 0.069 Uiso 1 1 calc R . . H10B H 0.0968 0.7977 0.1552 0.069 Uiso 1 1 calc R . . H10C H 0.2218 0.7743 0.1295 0.069 Uiso 1 1 calc R . . C11 C 0.7006(3) 0.7924(2) 0.1744(2) 0.0507(9) Uani 1 1 d . . . H11 H 0.7066 0.7725 0.2230 0.061 Uiso 1 1 calc R . . C12 C 0.8333(4) 0.8255(3) 0.1757(2) 0.0707(13) Uani 1 1 d . . . H12A H 0.9020 0.7902 0.1961 0.106 Uiso 1 1 calc R . . H12B H 0.8468 0.8700 0.2047 0.106 Uiso 1 1 calc R . . H12C H 0.8359 0.8376 0.1270 0.106 Uiso 1 1 calc R . . C13 C 0.6700(5) 0.7289(2) 0.1229(3) 0.0811(15) Uani 1 1 d . . . H13A H 0.6704 0.7458 0.0752 0.122 Uiso 1 1 calc R . . H13B H 0.5841 0.7091 0.1219 0.122 Uiso 1 1 calc R . . H13C H 0.7358 0.6906 0.1382 0.122 Uiso 1 1 calc R . . C14 C 0.3849(3) 0.66813(14) 0.35911(14) 0.0262(6) Uani 1 1 d . . . C15 C 0.2636(3) 0.65917(15) 0.37522(16) 0.0309(6) Uani 1 1 d . . . C16 C 0.2609(3) 0.62091(15) 0.43635(16) 0.0340(7) Uani 1 1 d . . . H16 H 0.1809 0.6162 0.4489 0.041 Uiso 1 1 calc R . . C17 C 0.3716(3) 0.58963(15) 0.47942(16) 0.0357(7) Uani 1 1 d . . . H17 H 0.3676 0.5641 0.5213 0.043 Uiso 1 1 calc R . . C18 C 0.4881(3) 0.59562(15) 0.46138(16) 0.0335(7) Uani 1 1 d . . . H18 H 0.5634 0.5729 0.4905 0.040 Uiso 1 1 calc R . . C19 C 0.4976(3) 0.63451(15) 0.40105(15) 0.0287(6) Uani 1 1 d . . . C20 C 0.1395(3) 0.68901(17) 0.32481(18) 0.0380(7) Uani 1 1 d . . . H20 H 0.1619 0.7364 0.3054 0.046 Uiso 1 1 calc R . . C21 C 0.0905(3) 0.6374(2) 0.26229(19) 0.0502(9) Uani 1 1 d . . . H21A H 0.1606 0.6277 0.2395 0.075 Uiso 1 1 calc R . . H21B H 0.0169 0.6599 0.2278 0.075 Uiso 1 1 calc R . . H21C H 0.0626 0.5914 0.2793 0.075 Uiso 1 1 calc R . . C22 C 0.0314(3) 0.7041(2) 0.3609(2) 0.0595(10) Uani 1 1 d . . . H22A H -0.0403 0.7294 0.3276 0.089 Uiso 1 1 calc R . . H22B H 0.0651 0.7349 0.4029 0.089 Uiso 1 1 calc R . . H22C H 0.0000 0.6578 0.3754 0.089 Uiso 1 1 calc R . . C23 C 0.6251(3) 0.63626(17) 0.37970(16) 0.0347(7) Uani 1 1 d . . . H23 H 0.6270 0.6824 0.3526 0.042 Uiso 1 1 calc R . . C24 C 0.7451(3) 0.6356(2) 0.44313(19) 0.0535(9) Uani 1 1 d . . . H24A H 0.7501 0.5888 0.4681 0.080 Uiso 1 1 calc R . . H24B H 0.7388 0.6755 0.4757 0.080 Uiso 1 1 calc R . . H24C H 0.8233 0.6422 0.4263 0.080 Uiso 1 1 calc R . . C25 C 0.6292(4) 0.57204(19) 0.3299(2) 0.0512(9) Uani 1 1 d . . . H25A H 0.6286 0.5260 0.3554 0.077 Uiso 1 1 calc R . . H25B H 0.7085 0.5750 0.3136 0.077 Uiso 1 1 calc R . . H25C H 0.5530 0.5741 0.2888 0.077 Uiso 1 1 calc R . . C26 C 0.6094(3) 0.86735(15) 0.34023(16) 0.0320(6) Uani 1 1 d . . . H26 H 0.6242 0.8576 0.2924 0.038 Uiso 1 1 calc R . . C27 C 0.7367(3) 0.8467(2) 0.3933(2) 0.0480(8) Uani 1 1 d . . . H27A H 0.7528 0.7937 0.3899 0.058 Uiso 1 1 calc R . . H27B H 0.7310 0.8574 0.4422 0.058 Uiso 1 1 calc R . . C28 C 0.8487(3) 0.8902(2) 0.3775(2) 0.0579(10) Uani 1 1 d . . . H28A H 0.9302 0.8791 0.4142 0.069 Uiso 1 1 calc R . . H28B H 0.8603 0.8751 0.3308 0.069 Uiso 1 1 calc R . . C29 C 0.8230(4) 0.9718(2) 0.3768(2) 0.0651(11) Uani 1 1 d . . . H29A H 0.8216 0.9879 0.4251 0.078 Uiso 1 1 calc R . . H29B H 0.8943 0.9981 0.3634 0.078 Uiso 1 1 calc R . . C30 C 0.6953(4) 0.99086(19) 0.3250(2) 0.0534(9) Uani 1 1 d . . . H30A H 0.7001 0.9794 0.2761 0.064 Uiso 1 1 calc R . . H30B H 0.6794 1.0440 0.3276 0.064 Uiso 1 1 calc R . . C31 C 0.5824(3) 0.94883(16) 0.34081(18) 0.0387(7) Uani 1 1 d . . . H31A H 0.5718 0.9634 0.3879 0.046 Uiso 1 1 calc R . . H31B H 0.5008 0.9605 0.3045 0.046 Uiso 1 1 calc R . . C32 C 0.4300(3) 0.82645(15) 0.40143(15) 0.0293(6) Uani 1 1 d . . . H32 H 0.3794 0.7801 0.3993 0.035 Uiso 1 1 calc R . . C33 C 0.3288(3) 0.8872(2) 0.38861(18) 0.0468(8) Uani 1 1 d . . . H33A H 0.2687 0.8819 0.3406 0.056 Uiso 1 1 calc R . . H33B H 0.3723 0.9353 0.3911 0.056 Uiso 1 1 calc R . . C34 C 0.2521(4) 0.88340(19) 0.44489(19) 0.0500(9) Uani 1 1 d . . . H34A H 0.1890 0.9242 0.4375 0.060 Uiso 1 1 calc R . . H34B H 0.2028 0.8370 0.4395 0.060 Uiso 1 1 calc R . . C35 C 0.3414(4) 0.8879(2) 0.5189(2) 0.0604(11) Uani 1 1 d . . . H35A H 0.2897 0.8845 0.5542 0.072 Uiso 1 1 calc R . . H35B H 0.3868 0.9356 0.5253 0.072 Uiso 1 1 calc R . . C36 C 0.4406(4) 0.8265(2) 0.53122(18) 0.0595(10) Uani 1 1 d . . . H36A H 0.3954 0.7789 0.5283 0.071 Uiso 1 1 calc R . . H36B H 0.5000 0.8312 0.5795 0.071 Uiso 1 1 calc R . . C37 C 0.5197(3) 0.8288(2) 0.47586(16) 0.0465(8) Uani 1 1 d . . . H37A H 0.5723 0.8741 0.4820 0.056 Uiso 1 1 calc R . . H37B H 0.5798 0.7866 0.4830 0.056 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 I1 0.05912(16) 0.03969(13) 0.04366(14) -0.01325(10) 0.00285(11) 0.00546(10) Zn1 0.03890(19) 0.02851(18) 0.02840(18) -0.00141(13) 0.01108(15) 0.00006(14) N1 0.0306(12) 0.0276(12) 0.0256(12) 0.0006(9) 0.0124(10) 0.0006(10) C1 0.0204(12) 0.0274(13) 0.0282(14) 0.0025(11) 0.0112(11) 0.0045(10) N2 0.0299(12) 0.0254(11) 0.0276(12) 0.0003(10) 0.0108(10) -0.0020(9) C2 0.0327(15) 0.0263(14) 0.0237(14) 0.0019(11) 0.0102(12) -0.0012(11) N3 0.0296(12) 0.0284(12) 0.0283(12) -0.0019(10) 0.0154(10) -0.0024(10) C3 0.0323(15) 0.0315(14) 0.0253(14) 0.0003(12) 0.0074(12) 0.0000(12) C4 0.0413(17) 0.0370(17) 0.0322(16) 0.0048(13) 0.0066(14) 0.0024(14) C5 0.053(2) 0.0358(17) 0.0366(18) 0.0079(14) 0.0147(16) -0.0052(15) C6 0.0463(18) 0.0451(18) 0.0372(18) 0.0053(14) 0.0218(15) -0.0085(15) C7 0.0382(16) 0.0373(16) 0.0320(16) 0.0025(13) 0.0171(13) -0.0010(13) C8 0.0310(15) 0.0400(17) 0.0341(16) 0.0080(13) 0.0123(13) 0.0077(13) C9 0.046(2) 0.055(2) 0.053(2) 0.0083(17) 0.0203(18) 0.0156(17) C10 0.0322(16) 0.054(2) 0.052(2) 0.0075(17) 0.0107(15) -0.0006(15) C11 0.048(2) 0.055(2) 0.062(2) 0.0162(18) 0.0380(19) 0.0127(17) C12 0.045(2) 0.095(3) 0.086(3) 0.036(3) 0.043(2) 0.018(2) C13 0.102(4) 0.062(3) 0.106(4) -0.006(3) 0.075(3) 0.017(2) C14 0.0326(14) 0.0225(13) 0.0265(14) 0.0001(11) 0.0129(12) -0.0018(11) C15 0.0328(15) 0.0277(14) 0.0365(16) -0.0011(12) 0.0169(13) -0.0012(12) C16 0.0411(17) 0.0301(15) 0.0380(17) -0.0026(13) 0.0234(14) -0.0063(13) C17 0.0529(19) 0.0282(15) 0.0302(16) 0.0027(12) 0.0181(15) -0.0026(13) C18 0.0423(17) 0.0282(15) 0.0301(16) 0.0014(12) 0.0096(14) 0.0010(13) C19 0.0362(15) 0.0259(14) 0.0260(15) -0.0018(11) 0.0118(12) 0.0006(12) C20 0.0310(15) 0.0384(17) 0.0482(19) 0.0086(14) 0.0169(14) 0.0008(13) C21 0.0401(18) 0.054(2) 0.054(2) 0.0079(17) 0.0076(17) -0.0036(16) C22 0.043(2) 0.069(3) 0.074(3) 0.011(2) 0.030(2) 0.0084(18) C23 0.0338(15) 0.0367(16) 0.0362(17) 0.0063(13) 0.0139(13) 0.0070(13) C24 0.0363(18) 0.075(3) 0.050(2) 0.0089(19) 0.0116(16) 0.0029(18) C25 0.054(2) 0.053(2) 0.054(2) -0.0011(17) 0.0271(18) 0.0144(17) C26 0.0331(15) 0.0326(15) 0.0348(16) -0.0034(12) 0.0169(13) -0.0076(12) C27 0.0364(18) 0.050(2) 0.058(2) -0.0014(17) 0.0128(16) -0.0041(15) C28 0.0339(18) 0.063(2) 0.077(3) -0.008(2) 0.0151(19) -0.0116(17) C29 0.052(2) 0.060(2) 0.087(3) -0.017(2) 0.025(2) -0.0261(19) C30 0.063(2) 0.0393(19) 0.064(2) -0.0045(17) 0.028(2) -0.0182(17) C31 0.0393(17) 0.0321(16) 0.0445(19) -0.0026(14) 0.0107(15) -0.0071(13) C32 0.0373(15) 0.0276(14) 0.0289(15) 0.0002(11) 0.0193(13) 0.0001(12) C33 0.054(2) 0.051(2) 0.044(2) 0.0082(16) 0.0274(17) 0.0152(16) C34 0.065(2) 0.0396(18) 0.060(2) 0.0054(17) 0.043(2) 0.0106(17) C35 0.094(3) 0.050(2) 0.057(2) -0.0128(19) 0.054(2) -0.005(2) C36 0.074(3) 0.082(3) 0.0290(18) 0.0042(18) 0.0259(18) 0.006(2) C37 0.0473(19) 0.064(2) 0.0311(17) -0.0018(16) 0.0146(15) 0.0027(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 I1 Zn1 2.4204(6) . ? Zn1 N1 1.970(2) . ? Zn1 N2 1.981(2) . ? N1 C1 1.367(3) . ? N1 C2 1.423(3) . ? C1 N2 1.359(3) . ? C1 N3 1.363(3) . ? N2 C14 1.423(3) . ? C2 C3 1.410(4) . ? C2 C7 1.411(4) . ? N3 C26 1.489(3) . ? N3 C32 1.495(3) . ? C3 C4 1.393(4) . ? C3 C8 1.521(4) . ? C4 C5 1.382(4) . ? C5 C6 1.376(5) . ? C6 C7 1.395(4) . ? C7 C11 1.523(4) . ? C8 C9 1.530(4) . ? C8 C10 1.535(5) . ? C11 C13 1.515(6) . ? C11 C12 1.534(5) . ? C14 C19 1.405(4) . ? C14 C15 1.417(4) . ? C15 C16 1.388(4) . ? C15 C20 1.527(4) . ? C16 C17 1.380(4) . ? C17 C18 1.381(4) . ? C18 C19 1.400(4) . ? C19 C23 1.522(4) . ? C20 C21 1.522(5) . ? C20 C22 1.523(4) . ? C23 C24 1.528(4) . ? C23 C25 1.532(4) . ? C26 C31 1.519(4) . ? C26 C27 1.522(4) . ? C27 C28 1.531(5) . ? C28 C29 1.517(6) . ? C29 C30 1.508(6) . ? C30 C31 1.526(4) . ? C32 C37 1.514(4) . ? C32 C33 1.524(4) . ? C33 C34 1.530(4) . ? C34 C35 1.507(5) . ? C35 C36 1.518(5) . ? C36 C37 1.533(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 Zn1 N2 68.50(9) . . ? N1 Zn1 I1 147.08(7) . . ? N2 Zn1 I1 144.29(7) . . ? C1 N1 C2 126.7(2) . . ? C1 N1 Zn1 91.16(16) . . ? C2 N1 Zn1 131.86(18) . . ? N2 C1 N3 126.0(2) . . ? N2 C1 N1 109.3(2) . . ? N3 C1 N1 124.7(2) . . ? C1 N2 C14 127.9(2) . . ? C1 N2 Zn1 90.97(16) . . ? C14 N2 Zn1 133.84(18) . . ? C3 C2 C7 120.3(2) . . ? C3 C2 N1 121.2(2) . . ? C7 C2 N1 118.3(2) . . ? C1 N3 C26 118.7(2) . . ? C1 N3 C32 118.9(2) . . ? C26 N3 C32 122.3(2) . . ? C4 C3 C2 118.5(3) . . ? C4 C3 C8 120.7(3) . . ? C2 C3 C8 120.6(2) . . ? C5 C4 C3 121.4(3) . . ? C6 C5 C4 119.9(3) . . ? C5 C6 C7 121.2(3) . . ? C6 C7 C2 118.7(3) . . ? C6 C7 C11 121.5(3) . . ? C2 C7 C11 119.9(3) . . ? C3 C8 C9 114.0(3) . . ? C3 C8 C10 110.0(2) . . ? C9 C8 C10 110.6(3) . . ? C13 C11 C7 110.5(3) . . ? C13 C11 C12 110.6(3) . . ? C7 C11 C12 113.5(3) . . ? C19 C14 C15 120.7(2) . . ? C19 C14 N2 121.4(2) . . ? C15 C14 N2 117.8(2) . . ? C16 C15 C14 118.2(3) . . ? C16 C15 C20 121.5(3) . . ? C14 C15 C20 120.2(2) . . ? C17 C16 C15 121.6(3) . . ? C16 C17 C18 119.7(3) . . ? C17 C18 C19 121.4(3) . . ? C18 C19 C14 118.2(3) . . ? C18 C19 C23 120.4(3) . . ? C14 C19 C23 121.4(2) . . ? C21 C20 C22 109.8(3) . . ? C21 C20 C15 110.5(3) . . ? C22 C20 C15 113.6(3) . . ? C19 C23 C24 113.4(3) . . ? C19 C23 C25 109.4(3) . . ? C24 C23 C25 110.5(3) . . ? N3 C26 C31 114.8(2) . . ? N3 C26 C27 113.9(2) . . ? C31 C26 C27 112.0(3) . . ? C26 C27 C28 109.8(3) . . ? C29 C28 C27 111.4(3) . . ? C30 C29 C28 111.3(3) . . ? C29 C30 C31 111.7(3) . . ? C26 C31 C30 109.4(3) . . ? N3 C32 C37 114.5(2) . . ? N3 C32 C33 113.5(2) . . ? C37 C32 C33 112.3(3) . . ? C32 C33 C34 109.7(3) . . ? C35 C34 C33 111.2(3) . . ? C34 C35 C36 110.5(3) . . ? C35 C36 C37 110.9(3) . . ? C32 C37 C36 110.3(3) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.823 _refine_diff_density_min -1.253 _refine_diff_density_rms 0.069 # Attachment 'compound1S.CIF.txt' data_compound1S _database_code_depnum_ccdc_archive 'CCDC 779528' #TrackingRef 'compound1S.CIF.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H23 Hg I2 N' _chemical_formula_weight 635.70 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' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Hg Hg -2.3894 9.2266 '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)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.008(2) _cell_length_b 17.306(4) _cell_length_c 9.2161(18) _cell_angle_alpha 90.00 _cell_angle_beta 96.37(3) _cell_angle_gamma 90.00 _cell_volume 1586.3(5) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.662 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1152 _exptl_absorpt_coefficient_mu 13.574 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.139 _exptl_absorpt_correction_T_max 0.343 _exptl_absorpt_process_details 'Sortav (Blessing 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7186 _diffrn_reflns_av_R_equivalents 0.0595 _diffrn_reflns_av_sigmaI/netI 0.0738 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.08 _diffrn_reflns_theta_max 28.00 _reflns_number_total 3809 _reflns_number_gt 2658 _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. After the final refinement cycle, the residual electron density peak and trough in the difference map were 3.69 e/ang.3 and -2.08e/ang.3. These were located very close to I1 and Hg1 respectively, and do not indicate the presence of missed atomic electron density. ; _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^)+(0.0692P)^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 3809 _refine_ls_number_parameters 145 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0844 _refine_ls_R_factor_gt 0.0485 _refine_ls_wR_factor_ref 0.1282 _refine_ls_wR_factor_gt 0.1125 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _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 Hg1 Hg 0.76123(4) 0.25261(2) 0.22135(4) 0.02753(14) Uani 1 1 d . . . I1 I 0.93035(6) 0.22277(4) 0.49020(7) 0.02691(18) Uani 1 1 d . . . N1 N 0.6751(7) 0.1328(5) 0.1699(9) 0.0271(18) Uani 1 1 d . . . H1A H 0.6728 0.1288 0.0690 0.033 Uiso 1 1 calc R . . C1 C 0.7649(9) 0.0706(7) 0.2253(14) 0.044(3) Uani 1 1 d . . . H1 H 0.7816 0.0783 0.3333 0.053 Uiso 1 1 calc R . . I2 I 0.64628(7) 0.39104(4) 0.26055(7) 0.03096(19) Uani 1 1 d . . . C2 C 0.9010(9) 0.0765(6) 0.1682(11) 0.027(2) Uani 1 1 d . . . H2A H 0.9406 0.1279 0.1927 0.032 Uiso 1 1 calc R . . H2B H 0.8896 0.0712 0.0606 0.032 Uiso 1 1 calc R . . C3 C 0.9963(10) 0.0134(6) 0.2349(13) 0.042(3) Uani 1 1 d . . . H3A H 1.0829 0.0173 0.1929 0.050 Uiso 1 1 calc R . . H3B H 1.0142 0.0219 0.3414 0.050 Uiso 1 1 calc R . . C4 C 0.9401(10) -0.0659(6) 0.2076(13) 0.039(3) Uani 1 1 d . . . H4A H 1.0029 -0.1046 0.2561 0.046 Uiso 1 1 calc R . . H4B H 0.9293 -0.0767 0.1015 0.046 Uiso 1 1 calc R . . C5 C 0.8052(12) -0.0722(6) 0.2664(13) 0.042(3) Uani 1 1 d . . . H5A H 0.8182 -0.0661 0.3739 0.050 Uiso 1 1 calc R . . H5B H 0.7675 -0.1243 0.2444 0.050 Uiso 1 1 calc R . . C6 C 0.7060(11) -0.0120(6) 0.2019(13) 0.041(3) Uani 1 1 d . . . H6A H 0.6218 -0.0161 0.2485 0.049 Uiso 1 1 calc R . . H6B H 0.6842 -0.0218 0.0961 0.049 Uiso 1 1 calc R . . C7 C 0.5306(9) 0.1258(6) 0.1967(11) 0.031(2) Uani 1 1 d . . . H7 H 0.4988 0.0729 0.1663 0.037 Uiso 1 1 calc R . . C8 C 0.5127(9) 0.1360(6) 0.3559(10) 0.028(2) Uani 1 1 d . . . H8A H 0.5469 0.1874 0.3893 0.034 Uiso 1 1 calc R . . H8B H 0.5656 0.0962 0.4142 0.034 Uiso 1 1 calc R . . C9 C 0.3648(10) 0.1290(6) 0.3806(11) 0.036(2) Uani 1 1 d . . . H9A H 0.3333 0.0756 0.3581 0.043 Uiso 1 1 calc R . . H9B H 0.3546 0.1396 0.4843 0.043 Uiso 1 1 calc R . . C10 C 0.2807(10) 0.1853(7) 0.2846(11) 0.036(3) Uani 1 1 d . . . H10A H 0.1849 0.1778 0.2986 0.043 Uiso 1 1 calc R . . H10B H 0.3060 0.2386 0.3156 0.043 Uiso 1 1 calc R . . C11 C 0.2964(10) 0.1767(7) 0.1274(11) 0.038(3) Uani 1 1 d . . . H11A H 0.2435 0.2172 0.0709 0.045 Uiso 1 1 calc R . . H11B H 0.2615 0.1257 0.0925 0.045 Uiso 1 1 calc R . . C12 C 0.4479(9) 0.1840(6) 0.1019(11) 0.032(2) Uani 1 1 d . . . H12A H 0.4581 0.1743 -0.0022 0.039 Uiso 1 1 calc R . . H12B H 0.4803 0.2369 0.1266 0.039 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 Hg1 0.0242(2) 0.0267(3) 0.0328(2) 0.00017(17) 0.00799(15) 0.00098(15) I1 0.0220(3) 0.0345(4) 0.0252(3) -0.0008(3) 0.0070(2) 0.0019(3) N1 0.019(4) 0.025(4) 0.037(5) -0.007(4) 0.001(3) -0.004(3) C1 0.020(5) 0.032(7) 0.083(9) -0.003(6) 0.024(5) -0.004(4) I2 0.0321(4) 0.0312(4) 0.0303(4) -0.0006(3) 0.0068(3) 0.0083(3) C2 0.021(5) 0.024(5) 0.035(5) 0.004(4) 0.007(4) -0.005(4) C3 0.032(6) 0.025(6) 0.069(8) 0.007(6) 0.010(5) 0.006(5) C4 0.032(5) 0.034(6) 0.049(7) 0.021(5) 0.001(5) 0.008(5) C5 0.056(7) 0.019(6) 0.051(7) 0.004(5) 0.010(5) -0.013(5) C6 0.033(6) 0.026(6) 0.066(8) -0.002(6) 0.011(5) 0.003(5) C7 0.014(4) 0.034(6) 0.043(6) -0.010(5) 0.000(4) 0.001(4) C8 0.018(5) 0.032(6) 0.037(6) -0.006(5) 0.009(4) 0.000(4) C9 0.030(5) 0.042(7) 0.038(6) -0.004(5) 0.019(4) -0.003(5) C10 0.023(5) 0.044(7) 0.042(6) -0.011(6) 0.010(4) -0.007(5) C11 0.024(5) 0.056(8) 0.033(6) -0.009(5) 0.000(4) 0.010(5) C12 0.027(5) 0.036(6) 0.036(6) 0.005(5) 0.006(4) 0.005(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 Hg1 N1 2.276(8) . ? Hg1 I2 2.6990(9) . ? Hg1 I1 2.8879(11) . ? Hg1 I1 2.8955(11) 4_565 ? I1 Hg1 2.8955(11) 4_566 ? N1 C1 1.457(13) . ? N1 C7 1.499(11) . ? N1 H1A 0.9300 . ? C1 C2 1.517(12) . ? C1 C6 1.553(15) . ? C1 H1 1.0000 . ? C2 C3 1.532(13) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.493(14) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 C5 1.513(15) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.514(15) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.508(13) . ? C7 C12 1.517(13) . ? C7 H7 1.0000 . ? C8 C9 1.526(12) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.509(14) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.482(14) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.565(13) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9900 . ? C12 H12B 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 N1 Hg1 I2 132.81(19) . . ? N1 Hg1 I1 100.9(2) . . ? I2 Hg1 I1 105.18(2) . . ? N1 Hg1 I1 102.7(2) . 4_565 ? I2 Hg1 I1 105.10(3) . 4_565 ? I1 Hg1 I1 108.83(3) . 4_565 ? Hg1 I1 Hg1 105.67(3) . 4_566 ? C1 N1 C7 116.9(8) . . ? C1 N1 Hg1 113.3(6) . . ? C7 N1 Hg1 112.9(6) . . ? C1 N1 H1A 104.0 . . ? C7 N1 H1A 104.0 . . ? Hg1 N1 H1A 104.0 . . ? N1 C1 C2 111.8(9) . . ? N1 C1 C6 114.9(8) . . ? C2 C1 C6 110.8(9) . . ? N1 C1 H1 106.2 . . ? C2 C1 H1 106.2 . . ? C6 C1 H1 106.2 . . ? C1 C2 C3 110.9(8) . . ? C1 C2 H2A 109.5 . . ? C3 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? C3 C2 H2B 109.5 . . ? H2A C2 H2B 108.1 . . ? C4 C3 C2 112.4(8) . . ? C4 C3 H3A 109.1 . . ? C2 C3 H3A 109.1 . . ? C4 C3 H3B 109.1 . . ? C2 C3 H3B 109.1 . . ? H3A C3 H3B 107.9 . . ? C3 C4 C5 109.9(10) . . ? C3 C4 H4A 109.7 . . ? C5 C4 H4A 109.7 . . ? C3 C4 H4B 109.7 . . ? C5 C4 H4B 109.7 . . ? H4A C4 H4B 108.2 . . ? C4 C5 C6 112.5(9) . . ? C4 C5 H5A 109.1 . . ? C6 C5 H5A 109.1 . . ? C4 C5 H5B 109.1 . . ? C6 C5 H5B 109.1 . . ? H5A C5 H5B 107.8 . . ? C5 C6 C1 110.9(9) . . ? C5 C6 H6A 109.5 . . ? C1 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? C1 C6 H6B 109.5 . . ? H6A C6 H6B 108.0 . . ? N1 C7 C8 111.9(7) . . ? N1 C7 C12 109.1(8) . . ? C8 C7 C12 111.5(8) . . ? N1 C7 H7 108.1 . . ? C8 C7 H7 108.1 . . ? C12 C7 H7 108.1 . . ? C7 C8 C9 111.0(8) . . ? C7 C8 H8A 109.4 . . ? C9 C8 H8A 109.4 . . ? C7 C8 H8B 109.4 . . ? C9 C8 H8B 109.4 . . ? H8A C8 H8B 108.0 . . ? C10 C9 C8 110.4(9) . . ? C10 C9 H9A 109.6 . . ? C8 C9 H9A 109.6 . . ? C10 C9 H9B 109.6 . . ? C8 C9 H9B 109.6 . . ? H9A C9 H9B 108.1 . . ? C11 C10 C9 113.3(9) . . ? C11 C10 H10A 108.9 . . ? C9 C10 H10A 108.9 . . ? C11 C10 H10B 108.9 . . ? C9 C10 H10B 108.9 . . ? H10A C10 H10B 107.7 . . ? C10 C11 C12 110.4(8) . . ? C10 C11 H11A 109.6 . . ? C12 C11 H11A 109.6 . . ? C10 C11 H11B 109.6 . . ? C12 C11 H11B 109.6 . . ? H11A C11 H11B 108.1 . . ? C7 C12 C11 109.7(9) . . ? C7 C12 H12A 109.7 . . ? C11 C12 H12A 109.7 . . ? C7 C12 H12B 109.7 . . ? C11 C12 H12B 109.7 . . ? H12A C12 H12B 108.2 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 3.694 _refine_diff_density_min -2.081 _refine_diff_density_rms 0.327 # Attachment 'compound2.CIF.txt' data_compound2 _database_code_depnum_ccdc_archive 'CCDC 779529' #TrackingRef 'compound2.CIF.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C45 H76 Br2 Li N3 O2 Zn' _chemical_formula_weight 923.22 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' Li Li -0.0003 0.0001 '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 monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 19.350(4) _cell_length_b 19.897(4) _cell_length_c 12.633(3) _cell_angle_alpha 90.00 _cell_angle_beta 103.02(3) _cell_angle_gamma 90.00 _cell_volume 4738.7(16) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.50 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.294 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1944 _exptl_absorpt_coefficient_mu 2.241 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.381 _exptl_absorpt_correction_T_max 0.400 _exptl_absorpt_process_details 'Sortav (Blessing 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17945 _diffrn_reflns_av_R_equivalents 0.0335 _diffrn_reflns_av_sigmaI/netI 0.0556 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.98 _diffrn_reflns_theta_max 27.00 _reflns_number_total 10313 _reflns_number_gt 7243 _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. During the course of refinement the carbon atoms of one cyclohexyl group, one isopropyl group, and all ethyl groups were found to be disordered over two sites. These disorders were successfully modelled. ; _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^)+(0.0389P)^2^+5.0740P] 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 10313 _refine_ls_number_parameters 671 _refine_ls_number_restraints 124 _refine_ls_R_factor_all 0.0788 _refine_ls_R_factor_gt 0.0469 _refine_ls_wR_factor_ref 0.1071 _refine_ls_wR_factor_gt 0.0968 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.042 _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 Br1 Br 0.332040(18) 0.624809(18) 0.96309(3) 0.04164(11) Uani 1 1 d . A . Br2 Br 0.21490(3) 0.656744(19) 0.69275(3) 0.05880(14) Uani 1 1 d . A . Zn1 Zn 0.266890(18) 0.565436(17) 0.80666(3) 0.02663(10) Uani 1 1 d . . . O1 O 0.1796(4) 0.7480(6) 0.9265(9) 0.044(2) Uani 0.750(11) 1 d PD A 1 O2 O 0.3112(6) 0.8023(6) 0.8538(11) 0.053(3) Uani 0.547(10) 1 d PD A 1 N1 N 0.21107(12) 0.48077(12) 0.82630(19) 0.0216(5) Uani 1 1 d . . . N2 N 0.30516(12) 0.48062(12) 0.7542(2) 0.0238(5) Uani 1 1 d . . . N3 N 0.25644(12) 0.37245(12) 0.7820(2) 0.0243(5) Uani 1 1 d D . . C1 C 0.25657(14) 0.44206(14) 0.7878(2) 0.0209(6) Uani 1 1 d . D . C2 C 0.16081(15) 0.46191(14) 0.8875(2) 0.0231(6) Uani 1 1 d . . . C3 C 0.18081(16) 0.44766(15) 0.9992(2) 0.0260(7) Uani 1 1 d . . . C4 C 0.12781(18) 0.43101(17) 1.0538(3) 0.0359(8) Uani 1 1 d . . . H4 H 0.1408 0.4199 1.1288 0.043 Uiso 1 1 calc R . . C5 C 0.05716(19) 0.43027(18) 1.0013(3) 0.0406(9) Uani 1 1 d . . . H5 H 0.0221 0.4172 1.0391 0.049 Uiso 1 1 calc R . . C6 C 0.03778(17) 0.44874(17) 0.8931(3) 0.0353(8) Uani 1 1 d . . . H6 H -0.0111 0.4499 0.8580 0.042 Uiso 1 1 calc R . . C7 C 0.08799(16) 0.46552(16) 0.8349(3) 0.0278(7) Uani 1 1 d . C . C8 C 0.25645(17) 0.45378(16) 1.0663(3) 0.0309(7) Uani 1 1 d . . . H8 H 0.2885 0.4624 1.0158 0.037 Uiso 1 1 calc R . . C9 C 0.26200(19) 0.51335(18) 1.1445(3) 0.0436(9) Uani 1 1 d . . . H9A H 0.2502 0.5550 1.1028 0.065 Uiso 1 1 calc R . . H9B H 0.3105 0.5163 1.1888 0.065 Uiso 1 1 calc R . . H9C H 0.2288 0.5069 1.1920 0.065 Uiso 1 1 calc R . . C10 C 0.2820(2) 0.39005(17) 1.1322(3) 0.0393(8) Uani 1 1 d . . . H10A H 0.3322 0.3950 1.1682 0.059 Uiso 1 1 calc R . . H10B H 0.2761 0.3512 1.0834 0.059 Uiso 1 1 calc R . . H10C H 0.2541 0.3834 1.1871 0.059 Uiso 1 1 calc R . . C11 C 0.06454(17) 0.4889(2) 0.7176(3) 0.0422(9) Uani 1 1 d D . . H11 H 0.1087 0.5032 0.6953 0.051 Uiso 1 1 calc R B 1 C12 C 0.0181(10) 0.5554(7) 0.7158(11) 0.049(4) Uani 0.42(2) 1 d PDU C 1 H12A H 0.0445 0.5881 0.7673 0.073 Uiso 0.42(2) 1 calc PR C 1 H12B H -0.0264 0.5442 0.7365 0.073 Uiso 0.42(2) 1 calc PR C 1 H12C H 0.0076 0.5746 0.6425 0.073 Uiso 0.42(2) 1 calc PR C 1 C13 C 0.0278(15) 0.4438(8) 0.6330(12) 0.093(8) Uani 0.42(2) 1 d PD C 1 H13A H 0.0162 0.4678 0.5635 0.140 Uiso 0.42(2) 1 calc PR C 1 H13B H -0.0160 0.4279 0.6512 0.140 Uiso 0.42(2) 1 calc PR C 1 H13C H 0.0584 0.4054 0.6272 0.140 Uiso 0.42(2) 1 calc PR C 1 C14 C 0.34288(16) 0.46462(15) 0.6734(3) 0.0279(7) Uani 1 1 d . . . C15 C 0.41725(17) 0.47408(17) 0.6993(3) 0.0357(8) Uani 1 1 d . . . C16 C 0.4554(2) 0.4592(2) 0.6208(4) 0.0506(10) Uani 1 1 d . . . H16 H 0.5054 0.4649 0.6379 0.061 Uiso 1 1 calc R . . C17 C 0.4222(2) 0.4366(2) 0.5194(4) 0.0633(12) Uani 1 1 d . . . H17 H 0.4493 0.4251 0.4680 0.076 Uiso 1 1 calc R . . C18 C 0.3495(2) 0.4305(2) 0.4929(3) 0.0507(10) Uani 1 1 d . . . H18 H 0.3269 0.4163 0.4217 0.061 Uiso 1 1 calc R . . C19 C 0.30807(18) 0.44463(17) 0.5670(3) 0.0346(8) Uani 1 1 d . . . C20 C 0.45467(17) 0.50350(18) 0.8076(3) 0.0410(9) Uani 1 1 d . . . H20 H 0.4231 0.4969 0.8594 0.049 Uiso 1 1 calc R . . C21 C 0.5257(2) 0.4701(3) 0.8569(5) 0.0782(15) Uani 1 1 d . . . H21A H 0.5188 0.4215 0.8621 0.117 Uiso 1 1 calc R . . H21B H 0.5447 0.4885 0.9295 0.117 Uiso 1 1 calc R . . H21C H 0.5591 0.4788 0.8105 0.117 Uiso 1 1 calc R . . C22 C 0.4651(2) 0.5790(2) 0.7965(4) 0.0613(12) Uani 1 1 d . . . H22A H 0.4862 0.5982 0.8680 0.092 Uiso 1 1 calc R . . H22B H 0.4191 0.6004 0.7672 0.092 Uiso 1 1 calc R . . H22C H 0.4967 0.5871 0.7471 0.092 Uiso 1 1 calc R . . C23 C 0.22760(18) 0.44431(17) 0.5302(3) 0.0348(8) Uani 1 1 d . . . H23 H 0.2078 0.4315 0.5939 0.042 Uiso 1 1 calc R . . C24 C 0.2004(2) 0.5145(2) 0.4938(3) 0.0565(11) Uani 1 1 d . . . H24A H 0.2181 0.5278 0.4301 0.085 Uiso 1 1 calc R . . H24B H 0.2172 0.5466 0.5530 0.085 Uiso 1 1 calc R . . H24C H 0.1484 0.5143 0.4752 0.085 Uiso 1 1 calc R . . C25 C 0.1988(2) 0.3947(2) 0.4383(3) 0.0515(10) Uani 1 1 d . . . H25A H 0.1474 0.3900 0.4296 0.077 Uiso 1 1 calc R . . H25B H 0.2215 0.3508 0.4560 0.077 Uiso 1 1 calc R . . H25C H 0.2090 0.4114 0.3704 0.077 Uiso 1 1 calc R . . C26 C 0.18859(16) 0.33472(14) 0.7685(2) 0.0250(7) Uani 1 1 d . D . H26 H 0.1504 0.3695 0.7587 0.030 Uiso 1 1 calc R . . C27 C 0.1803(2) 0.29254(18) 0.8653(3) 0.0481(10) Uani 1 1 d . . . H27A H 0.1908 0.3205 0.9318 0.058 Uiso 1 1 calc R D . H27B H 0.2146 0.2549 0.8755 0.058 Uiso 1 1 calc R . . C28 C 0.1051(2) 0.26475(19) 0.8479(3) 0.0575(12) Uani 1 1 d . D . H28A H 0.1011 0.2370 0.9112 0.069 Uiso 1 1 calc R . . H28B H 0.0712 0.3025 0.8426 0.069 Uiso 1 1 calc R . . C29 C 0.08569(18) 0.22251(17) 0.7455(3) 0.0368(8) Uani 1 1 d . . . H29A H 0.1156 0.1817 0.7543 0.044 Uiso 1 1 calc R D . H29B H 0.0355 0.2082 0.7337 0.044 Uiso 1 1 calc R . . C30 C 0.09614(19) 0.2616(2) 0.6485(3) 0.0476(10) Uani 1 1 d . D . H30A H 0.0611 0.2985 0.6333 0.057 Uiso 1 1 calc R . . H30B H 0.0877 0.2317 0.5842 0.057 Uiso 1 1 calc R . . C31 C 0.17100(19) 0.29092(19) 0.6672(3) 0.0409(9) Uani 1 1 d . . . H31A H 0.2058 0.2538 0.6746 0.049 Uiso 1 1 calc R D . H31B H 0.1751 0.3181 0.6032 0.049 Uiso 1 1 calc R . . C32 C 0.3264(3) 0.3371(3) 0.8035(5) 0.032(2) Uani 0.834(10) 1 d PD D 1 H32 H 0.3570 0.3735 0.7839 0.038 Uiso 0.834(10) 1 calc PR D 1 C33 C 0.3606(3) 0.3276(5) 0.9180(4) 0.068(2) Uani 0.834(10) 1 d PD D 1 H33A H 0.3298 0.2987 0.9516 0.081 Uiso 0.834(10) 1 calc PR D 1 H33B H 0.3641 0.3718 0.9547 0.081 Uiso 0.834(10) 1 calc PR D 1 C34 C 0.4337(3) 0.2966(3) 0.9391(5) 0.0588(18) Uani 0.834(10) 1 d PD D 1 H34A H 0.4464 0.2797 1.0147 0.071 Uiso 0.834(10) 1 calc PR D 1 H34B H 0.4686 0.3317 0.9316 0.071 Uiso 0.834(10) 1 calc PR D 1 C35 C 0.4386(3) 0.2367(3) 0.8583(5) 0.0608(19) Uani 0.834(10) 1 d PD D 1 H35A H 0.4884 0.2213 0.8693 0.073 Uiso 0.834(10) 1 calc PR D 1 H35B H 0.4095 0.1984 0.8730 0.073 Uiso 0.834(10) 1 calc PR D 1 C36 C 0.4124(4) 0.2602(5) 0.7436(6) 0.070(3) Uani 0.834(10) 1 d PD D 1 H36A H 0.4156 0.2228 0.6931 0.085 Uiso 0.834(10) 1 calc PR D 1 H36B H 0.4429 0.2973 0.7285 0.085 Uiso 0.834(10) 1 calc PR D 1 C37 C 0.3357(3) 0.2844(4) 0.7244(6) 0.0462(17) Uani 0.834(10) 1 d PD D 1 H37A H 0.3210 0.3027 0.6498 0.055 Uiso 0.834(10) 1 calc PR D 1 H37B H 0.3045 0.2458 0.7303 0.055 Uiso 0.834(10) 1 calc PR D 1 C38 C 0.1652(3) 0.7049(2) 1.0109(4) 0.0376(16) Uani 0.750(11) 1 d PD A 1 H38A H 0.1410 0.7319 1.0577 0.045 Uiso 0.750(11) 1 calc PR A 1 H38B H 0.2110 0.6897 1.0566 0.045 Uiso 0.750(11) 1 calc PR A 1 C39 C 0.1207(6) 0.6442(5) 0.9725(11) 0.047(3) Uani 0.750(11) 1 d PD A 1 H39D H 0.0770 0.6581 0.9216 0.071 Uiso 0.750(11) 1 calc PR A 1 H39E H 0.1088 0.6214 1.0348 0.071 Uiso 0.750(11) 1 calc PR A 1 H39F H 0.1472 0.6134 0.9359 0.071 Uiso 0.750(11) 1 calc PR A 1 C40 C 0.1271(5) 0.7949(6) 0.8854(8) 0.097(4) Uani 0.750(11) 1 d PD A 1 H40A H 0.1310 0.8322 0.9382 0.116 Uiso 0.750(11) 1 calc PR A 1 H40B H 0.0803 0.7734 0.8802 0.116 Uiso 0.750(11) 1 calc PR A 1 C41 C 0.1284(7) 0.8237(5) 0.7786(9) 0.077(3) Uani 0.750(11) 1 d PD A 1 H41A H 0.1666 0.8570 0.7869 0.115 Uiso 0.750(11) 1 calc PR A 1 H41B H 0.0829 0.8454 0.7480 0.115 Uiso 0.750(11) 1 calc PR A 1 H41C H 0.1368 0.7878 0.7298 0.115 Uiso 0.750(11) 1 calc PR A 1 C42 C 0.3247(7) 0.8580(5) 0.9198(9) 0.093(4) Uani 0.547(10) 1 d PD A 1 H42A H 0.2777 0.8713 0.9317 0.112 Uiso 0.547(10) 1 calc PR A 1 H42B H 0.3379 0.8934 0.8730 0.112 Uiso 0.547(10) 1 calc PR A 1 C43 C 0.3709(11) 0.8671(11) 1.0199(13) 0.129(7) Uani 0.547(10) 1 d PDU A 1 H43A H 0.3674 0.8287 1.0669 0.193 Uiso 0.547(10) 1 calc PR A 1 H43B H 0.3584 0.9084 1.0535 0.193 Uiso 0.547(10) 1 calc PR A 1 H43C H 0.4195 0.8706 1.0099 0.193 Uiso 0.547(10) 1 calc PR A 1 C44 C 0.3455(6) 0.8130(5) 0.7649(9) 0.075(3) Uani 0.547(10) 1 d PD A 1 H44A H 0.3099 0.8044 0.6966 0.090 Uiso 0.547(10) 1 calc PR A 1 H44B H 0.3582 0.8612 0.7649 0.090 Uiso 0.547(10) 1 calc PR A 1 C45 C 0.4067(8) 0.7754(8) 0.7607(16) 0.116(5) Uani 0.547(10) 1 d PDU A 1 H45A H 0.4437 0.7843 0.8262 0.174 Uiso 0.547(10) 1 calc PR A 1 H45B H 0.4239 0.7886 0.6963 0.174 Uiso 0.547(10) 1 calc PR A 1 H45C H 0.3951 0.7274 0.7567 0.174 Uiso 0.547(10) 1 calc PR A 1 Li1 Li 0.2598(3) 0.7233(3) 0.8692(6) 0.0513(17) Uani 1 1 d D . . O1A O 0.1727(12) 0.7395(19) 0.917(3) 0.037(7) Uani 0.250(11) 1 d PDU A 2 O2A O 0.3318(6) 0.7922(6) 0.8764(13) 0.051(4) Uani 0.453(10) 1 d PD A 2 C12A C 0.0486(8) 0.5607(5) 0.7069(9) 0.051(3) Uani 0.58(2) 1 d PDU C 2 H12D H 0.0331 0.5723 0.6297 0.077 Uiso 0.58(2) 1 calc PR C 2 H12E H 0.0912 0.5865 0.7393 0.077 Uiso 0.58(2) 1 calc PR C 2 H12F H 0.0108 0.5715 0.7443 0.077 Uiso 0.58(2) 1 calc PR C 2 C13A C 0.0007(5) 0.4450(6) 0.6572(9) 0.046(3) Uani 0.58(2) 1 d PDU C 2 H13D H -0.0421 0.4575 0.6819 0.070 Uiso 0.58(2) 1 calc PR C 2 H13E H 0.0114 0.3974 0.6731 0.070 Uiso 0.58(2) 1 calc PR C 2 H13F H -0.0072 0.4525 0.5788 0.070 Uiso 0.58(2) 1 calc PR C 2 C32A C 0.325(2) 0.336(3) 0.812(3) 0.08(3) Uani 0.166(10) 1 d PDU D 2 H32A H 0.3611 0.3711 0.8420 0.100 Uiso 0.166(10) 1 calc PR D 2 C33A C 0.3340(11) 0.2832(14) 0.901(2) 0.040(6) Uani 0.166(10) 1 d PD D 2 H33C H 0.3085 0.2417 0.8713 0.047 Uiso 0.166(10) 1 calc PR D 2 H33D H 0.3126 0.3000 0.9600 0.047 Uiso 0.166(10) 1 calc PR D 2 C34A C 0.4130(10) 0.2665(14) 0.9475(17) 0.038(7) Uani 0.166(10) 1 d PDU D 2 H34C H 0.4320 0.3000 1.0046 0.046 Uiso 0.166(10) 1 calc PR D 2 H34D H 0.4154 0.2220 0.9833 0.046 Uiso 0.166(10) 1 calc PR D 2 C35A C 0.4611(11) 0.2649(16) 0.8701(18) 0.043(8) Uani 0.166(10) 1 d PDU D 2 H35C H 0.4997 0.2316 0.8911 0.052 Uiso 0.166(10) 1 calc PR D 2 H35D H 0.4809 0.3096 0.8597 0.052 Uiso 0.166(10) 1 calc PR D 2 C36A C 0.4045(14) 0.2426(12) 0.7725(19) 0.021(6) Uani 0.166(10) 1 d PDU D 2 H36C H 0.3757 0.2063 0.7948 0.025 Uiso 0.166(10) 1 calc PR D 2 H36D H 0.4276 0.2242 0.7164 0.025 Uiso 0.166(10) 1 calc PR D 2 C37A C 0.3553(15) 0.3010(14) 0.723(3) 0.035(9) Uani 0.166(10) 1 d PDU D 2 H37C H 0.3821 0.3340 0.6897 0.042 Uiso 0.166(10) 1 calc PR D 2 H37D H 0.3158 0.2836 0.6659 0.042 Uiso 0.166(10) 1 calc PR D 2 C38A C 0.1142(12) 0.7138(10) 0.9637(18) 0.076(7) Uani 0.250(11) 1 d PDU A 2 H38C H 0.0681 0.7143 0.9103 0.091 Uiso 0.250(11) 1 calc PR A 2 H38D H 0.1102 0.7390 1.0296 0.091 Uiso 0.250(11) 1 calc PR A 2 C39A C 0.1415(17) 0.6432(15) 0.990(4) 0.069(13) Uani 0.250(11) 1 d PD A 2 H39A H 0.1889 0.6450 1.0382 0.103 Uiso 0.250(11) 1 calc PR A 2 H39B H 0.1440 0.6198 0.9227 0.103 Uiso 0.250(11) 1 calc PR A 2 H39C H 0.1092 0.6189 1.0262 0.103 Uiso 0.250(11) 1 calc PR A 2 C40A C 0.1190(10) 0.7733(10) 0.8342(15) 0.050(6) Uani 0.250(11) 1 d PD A 2 H40C H 0.0791 0.7882 0.8656 0.060 Uiso 0.250(11) 1 calc PR A 2 H40D H 0.1003 0.7424 0.7730 0.060 Uiso 0.250(11) 1 calc PR A 2 C41A C 0.1544(16) 0.8328(16) 0.796(3) 0.062(9) Uani 0.250(11) 1 d PDU A 2 H41D H 0.1835 0.8562 0.8583 0.093 Uiso 0.250(11) 1 calc PR A 2 H41E H 0.1182 0.8635 0.7556 0.093 Uiso 0.250(11) 1 calc PR A 2 H41F H 0.1846 0.8174 0.7477 0.093 Uiso 0.250(11) 1 calc PR A 2 C42A C 0.3496(7) 0.8214(7) 0.9804(13) 0.100(6) Uani 0.453(10) 1 d PD A 2 H42C H 0.3884 0.7955 1.0271 0.120 Uiso 0.453(10) 1 calc PR A 2 H42D H 0.3080 0.8200 1.0138 0.120 Uiso 0.453(10) 1 calc PR A 2 C43A C 0.3725(9) 0.8922(7) 0.9733(16) 0.093(6) Uani 0.453(10) 1 d PD A 2 H43D H 0.4163 0.8933 0.9469 0.140 Uiso 0.453(10) 1 calc PR A 2 H43E H 0.3808 0.9130 1.0454 0.140 Uiso 0.453(10) 1 calc PR A 2 H43F H 0.3353 0.9171 0.9230 0.140 Uiso 0.453(10) 1 calc PR A 2 C44A C 0.3963(7) 0.7802(8) 0.8364(10) 0.093(5) Uani 0.453(10) 1 d PD A 2 H44C H 0.4331 0.8140 0.8659 0.112 Uiso 0.453(10) 1 calc PR A 2 H44D H 0.4156 0.7348 0.8574 0.112 Uiso 0.453(10) 1 calc PR A 2 C45A C 0.3743(11) 0.7859(12) 0.7207(13) 0.120(7) Uani 0.453(10) 1 d PDU A 2 H45D H 0.3428 0.7484 0.6920 0.180 Uiso 0.453(10) 1 calc PR A 2 H45E H 0.4160 0.7848 0.6889 0.180 Uiso 0.453(10) 1 calc PR A 2 H45F H 0.3490 0.8285 0.7019 0.180 Uiso 0.453(10) 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 Br1 0.03878(19) 0.03391(19) 0.0464(2) -0.00897(17) -0.00273(16) -0.00039(15) Br2 0.1031(4) 0.0276(2) 0.0387(2) 0.00631(17) 0.0012(2) 0.0125(2) Zn1 0.03061(19) 0.02053(18) 0.0293(2) 0.00032(15) 0.00782(15) 0.00020(15) O1 0.049(3) 0.039(4) 0.041(4) -0.002(3) 0.005(3) -0.014(3) O2 0.048(6) 0.037(4) 0.071(5) -0.009(3) 0.005(5) 0.014(4) N1 0.0249(12) 0.0199(12) 0.0206(13) 0.0022(10) 0.0069(10) 0.0016(10) N2 0.0237(12) 0.0232(13) 0.0254(13) -0.0025(11) 0.0073(11) -0.0010(10) N3 0.0228(12) 0.0200(12) 0.0292(14) -0.0021(11) 0.0040(11) 0.0033(10) C1 0.0214(14) 0.0223(15) 0.0170(14) -0.0011(12) -0.0002(11) 0.0003(12) C2 0.0275(15) 0.0182(14) 0.0248(16) -0.0043(13) 0.0084(13) 0.0018(12) C3 0.0317(16) 0.0235(16) 0.0240(16) 0.0007(13) 0.0087(13) -0.0003(13) C4 0.050(2) 0.0363(19) 0.0246(17) 0.0016(15) 0.0148(15) -0.0055(16) C5 0.0400(19) 0.042(2) 0.046(2) -0.0030(18) 0.0239(17) -0.0059(17) C6 0.0269(16) 0.0376(19) 0.042(2) -0.0073(16) 0.0097(15) -0.0009(14) C7 0.0274(16) 0.0287(17) 0.0287(17) -0.0021(14) 0.0098(13) 0.0023(13) C8 0.0348(17) 0.0313(18) 0.0250(16) 0.0019(14) 0.0031(14) -0.0007(14) C9 0.045(2) 0.040(2) 0.040(2) -0.0067(17) -0.0020(17) -0.0031(17) C10 0.054(2) 0.038(2) 0.0258(18) 0.0046(15) 0.0087(16) 0.0051(17) C11 0.0266(17) 0.065(3) 0.033(2) 0.0058(19) 0.0029(15) 0.0075(17) C12 0.059(6) 0.040(5) 0.043(5) 0.004(4) 0.002(5) 0.001(5) C13 0.19(2) 0.060(9) 0.025(7) -0.006(6) 0.006(10) 0.066(11) C14 0.0301(16) 0.0245(16) 0.0319(18) -0.0003(14) 0.0129(14) -0.0005(13) C15 0.0313(17) 0.0314(18) 0.049(2) 0.0016(16) 0.0176(16) -0.0007(14) C16 0.038(2) 0.056(3) 0.066(3) -0.004(2) 0.030(2) -0.0036(18) C17 0.063(3) 0.078(3) 0.065(3) -0.012(3) 0.046(2) -0.004(2) C18 0.060(3) 0.063(3) 0.038(2) -0.013(2) 0.0281(19) -0.010(2) C19 0.0409(19) 0.0345(19) 0.0316(18) -0.0019(15) 0.0150(15) -0.0033(15) C20 0.0266(17) 0.044(2) 0.053(2) 0.0014(18) 0.0100(16) -0.0038(15) C21 0.034(2) 0.090(4) 0.101(4) -0.001(3) -0.005(2) 0.011(2) C22 0.062(3) 0.056(3) 0.067(3) -0.010(2) 0.016(2) -0.021(2) C23 0.0411(19) 0.040(2) 0.0231(17) -0.0061(15) 0.0077(15) -0.0084(16) C24 0.054(2) 0.057(3) 0.049(2) -0.003(2) -0.009(2) -0.001(2) C25 0.067(3) 0.058(3) 0.032(2) -0.0107(18) 0.0144(19) -0.022(2) C26 0.0289(16) 0.0205(15) 0.0270(16) 0.0015(13) 0.0095(13) 0.0015(12) C27 0.088(3) 0.032(2) 0.0233(18) -0.0056(15) 0.0121(19) -0.0269(19) C28 0.093(3) 0.038(2) 0.061(3) -0.011(2) 0.058(3) -0.028(2) C29 0.0380(19) 0.0316(18) 0.043(2) 0.0033(16) 0.0128(16) -0.0089(15) C30 0.048(2) 0.054(2) 0.035(2) 0.0104(18) -0.0037(17) -0.0235(19) C31 0.049(2) 0.051(2) 0.0247(18) -0.0062(16) 0.0123(16) -0.0225(18) C32 0.028(3) 0.028(3) 0.034(3) -0.0079(19) -0.0018(18) 0.0136(18) C33 0.044(3) 0.125(7) 0.031(3) -0.002(3) 0.002(2) 0.042(4) C34 0.042(3) 0.065(4) 0.062(4) 0.023(3) -0.004(3) 0.007(3) C35 0.035(3) 0.045(3) 0.105(5) 0.024(3) 0.022(3) 0.012(3) C36 0.064(4) 0.076(6) 0.074(5) -0.015(4) 0.021(4) 0.033(4) C37 0.042(4) 0.050(4) 0.049(3) -0.010(3) 0.016(3) 0.018(3) C38 0.035(3) 0.042(3) 0.035(3) -0.005(2) 0.008(2) -0.003(2) C39 0.040(7) 0.052(5) 0.050(4) -0.002(3) 0.013(5) -0.009(3) C40 0.087(6) 0.154(10) 0.051(5) 0.036(6) 0.020(5) 0.072(6) C41 0.106(9) 0.066(6) 0.057(5) 0.014(5) 0.017(6) 0.029(6) C42 0.163(12) 0.035(6) 0.078(8) -0.033(5) 0.022(8) -0.017(7) C43 0.130(9) 0.124(9) 0.128(9) 0.000(6) 0.019(6) 0.019(6) C44 0.112(8) 0.048(5) 0.060(6) 0.005(5) 0.011(6) 0.024(5) C45 0.115(8) 0.123(8) 0.118(8) -0.008(6) 0.043(6) 0.010(6) Li1 0.060(4) 0.036(3) 0.057(4) -0.008(3) 0.011(3) 0.004(3) O1A 0.035(8) 0.041(10) 0.035(9) -0.003(6) 0.005(6) -0.009(6) O2A 0.035(6) 0.040(6) 0.085(9) -0.025(6) 0.028(6) -0.008(5) C12A 0.055(5) 0.047(4) 0.050(4) 0.006(3) 0.008(4) -0.004(4) C13A 0.048(4) 0.054(4) 0.032(4) -0.007(3) -0.002(3) 0.000(3) C32A 0.08(3) 0.08(3) 0.08(3) -0.002(7) 0.018(9) 0.002(7) C33A 0.031(12) 0.046(15) 0.044(14) -0.009(12) 0.015(11) 0.004(11) C34A 0.032(8) 0.040(9) 0.042(9) 0.016(6) 0.005(6) 0.004(6) C35A 0.040(9) 0.044(10) 0.046(9) 0.000(6) 0.009(6) 0.004(6) C36A 0.019(8) 0.009(7) 0.031(9) -0.011(6) 0.000(6) 0.001(5) C37A 0.035(11) 0.032(10) 0.038(10) -0.001(6) 0.008(7) -0.008(6) C38A 0.075(9) 0.075(9) 0.079(9) 0.002(6) 0.020(6) 0.000(6) C39A 0.019(14) 0.063(19) 0.12(3) 0.017(16) 0.007(14) 0.010(11) C40A 0.045(10) 0.087(15) 0.025(10) -0.011(11) 0.024(9) 0.009(9) C41A 0.066(10) 0.058(10) 0.062(10) 0.003(5) 0.012(5) 0.002(5) C42A 0.081(9) 0.070(9) 0.125(13) 0.019(10) -0.030(9) -0.043(7) C43A 0.088(10) 0.076(10) 0.134(15) -0.059(11) 0.064(10) -0.034(8) C44A 0.107(12) 0.095(10) 0.073(9) -0.015(8) 0.010(9) -0.031(9) C45A 0.116(9) 0.138(9) 0.108(9) 0.013(6) 0.026(6) 0.009(6) _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 Br1 Zn1 2.4016(8) . ? Br1 Li1 2.540(6) . ? Br2 Zn1 2.3940(7) . ? Br2 Li1 2.570(7) . ? Zn1 N2 2.014(2) . ? Zn1 N1 2.046(2) . ? O1 C40 1.391(9) . ? O1 C38 1.443(9) . ? O1 Li1 1.919(10) . ? O2 C42 1.376(12) . ? O2 C44 1.443(13) . ? O2 Li1 1.894(13) . ? N1 C1 1.341(4) . ? N1 C2 1.422(4) . ? N2 C1 1.354(4) . ? N2 C14 1.419(4) . ? N3 C1 1.387(4) . ? N3 C26 1.488(4) . ? N3 C32A 1.49(2) . ? N3 C32 1.495(5) . ? C2 C3 1.406(4) . ? C2 C7 1.418(4) . ? C3 C4 1.398(4) . ? C3 C8 1.522(4) . ? C4 C5 1.379(5) . ? C5 C6 1.383(5) . ? C6 C7 1.385(4) . ? C7 C11 1.521(5) . ? C8 C9 1.531(5) . ? C8 C10 1.536(4) . ? C11 C13 1.453(14) . ? C11 C12A 1.461(10) . ? C11 C13A 1.565(9) . ? C11 C12 1.596(12) . ? C14 C15 1.415(4) . ? C14 C19 1.418(5) . ? C15 C16 1.394(5) . ? C15 C20 1.514(5) . ? C16 C17 1.373(6) . ? C17 C18 1.376(6) . ? C18 C19 1.391(5) . ? C19 C23 1.521(5) . ? C20 C21 1.527(5) . ? C20 C22 1.527(5) . ? C23 C24 1.527(5) . ? C23 C25 1.531(5) . ? C26 C27 1.521(4) . ? C26 C31 1.522(4) . ? C27 C28 1.526(5) . ? C28 C29 1.517(5) . ? C29 C30 1.503(5) . ? C30 C31 1.530(5) . ? C32 C33 1.461(7) . ? C32 C37 1.486(6) . ? C33 C34 1.511(6) . ? C34 C35 1.587(8) . ? C35 C36 1.498(8) . ? C36 C37 1.528(8) . ? C38 C39 1.500(10) . ? C40 C41 1.470(10) . ? C42 C43 1.386(15) . ? C44 C45 1.412(14) . ? Li1 O1A 1.938(17) . ? Li1 O2A 1.943(13) . ? Li1 C42A 2.776(12) . ? O1A C40A 1.458(19) . ? O1A C38A 1.483(18) . ? O2A C42A 1.407(15) . ? O2A C44A 1.468(15) . ? C32A C33A 1.52(2) . ? C32A C37A 1.53(2) . ? C33A C34A 1.545(17) . ? C34A C35A 1.494(19) . ? C35A C36A 1.520(18) . ? C36A C37A 1.542(19) . ? C38A C39A 1.51(2) . ? C38A C40A 2.04(2) . ? C40A C41A 1.504(19) . ? C42A C43A 1.485(15) . ? C44A C45A 1.432(16) . ? 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 Zn1 Br1 Li1 82.15(15) . . ? Zn1 Br2 Li1 81.68(14) . . ? N2 Zn1 N1 66.01(10) . . ? N2 Zn1 Br2 125.02(7) . . ? N1 Zn1 Br2 122.40(7) . . ? N2 Zn1 Br1 121.28(7) . . ? N1 Zn1 Br1 119.92(7) . . ? Br2 Zn1 Br1 101.13(3) . . ? C40 O1 C38 115.4(6) . . ? C40 O1 Li1 128.0(7) . . ? C38 O1 Li1 115.7(6) . . ? C42 O2 C44 107.1(10) . . ? C42 O2 Li1 129.7(11) . . ? C44 O2 Li1 123.1(9) . . ? C1 N1 C2 129.1(2) . . ? C1 N1 Zn1 91.22(17) . . ? C2 N1 Zn1 136.68(19) . . ? C1 N2 C14 127.2(2) . . ? C1 N2 Zn1 92.23(17) . . ? C14 N2 Zn1 135.4(2) . . ? C1 N3 C26 120.0(2) . . ? C1 N3 C32A 119(2) . . ? C26 N3 C32A 120(2) . . ? C1 N3 C32 118.0(3) . . ? C26 N3 C32 121.5(3) . . ? C32A N3 C32 4.4(14) . . ? N1 C1 N2 110.3(3) . . ? N1 C1 N3 126.8(3) . . ? N2 C1 N3 122.8(3) . . ? C3 C2 C7 120.0(3) . . ? C3 C2 N1 122.1(3) . . ? C7 C2 N1 117.5(3) . . ? C4 C3 C2 118.4(3) . . ? C4 C3 C8 117.7(3) . . ? C2 C3 C8 123.8(3) . . ? C5 C4 C3 121.6(3) . . ? C4 C5 C6 119.4(3) . . ? C5 C6 C7 121.5(3) . . ? C6 C7 C2 118.7(3) . . ? C6 C7 C11 120.0(3) . . ? C2 C7 C11 121.3(3) . . ? C3 C8 C9 109.9(3) . . ? C3 C8 C10 112.8(3) . . ? C9 C8 C10 108.8(3) . . ? C13 C11 C12A 118.5(7) . . ? C13 C11 C7 121.1(8) . . ? C12A C11 C7 113.6(5) . . ? C13 C11 C13A 25.1(10) . . ? C12A C11 C13A 112.0(6) . . ? C7 C11 C13A 109.5(5) . . ? C13 C11 C12 108.7(8) . . ? C12A C11 C12 23.4(5) . . ? C7 C11 C12 108.1(6) . . ? C13A C11 C12 94.4(7) . . ? C15 C14 C19 119.9(3) . . ? C15 C14 N2 117.7(3) . . ? C19 C14 N2 122.3(3) . . ? C16 C15 C14 118.8(3) . . ? C16 C15 C20 120.1(3) . . ? C14 C15 C20 121.0(3) . . ? C17 C16 C15 121.4(4) . . ? C16 C17 C18 119.6(4) . . ? C17 C18 C19 122.1(4) . . ? C18 C19 C14 118.1(3) . . ? C18 C19 C23 119.9(3) . . ? C14 C19 C23 121.7(3) . . ? C15 C20 C21 113.8(3) . . ? C15 C20 C22 110.1(3) . . ? C21 C20 C22 109.9(3) . . ? C19 C23 C24 110.4(3) . . ? C19 C23 C25 114.1(3) . . ? C24 C23 C25 108.7(3) . . ? N3 C26 C27 115.9(3) . . ? N3 C26 C31 114.2(3) . . ? C27 C26 C31 108.4(3) . . ? C26 C27 C28 110.7(3) . . ? C29 C28 C27 111.6(3) . . ? C30 C29 C28 110.8(3) . . ? C29 C30 C31 111.6(3) . . ? C26 C31 C30 111.9(3) . . ? C33 C32 C37 118.6(5) . . ? C33 C32 N3 115.5(4) . . ? C37 C32 N3 116.8(5) . . ? C32 C33 C34 115.2(4) . . ? C33 C34 C35 112.5(5) . . ? C36 C35 C34 109.4(5) . . ? C35 C36 C37 111.0(7) . . ? C32 C37 C36 112.1(6) . . ? O1 C38 C39 115.5(8) . . ? O1 C40 C41 116.2(8) . . ? O2 C42 C43 130.8(15) . . ? C45 C44 O2 119.2(11) . . ? O2 Li1 O1 108.3(6) . . ? O2 Li1 O1A 114.0(12) . . ? O1 Li1 O1A 6.9(17) . . ? O2 Li1 O2A 14.3(6) . . ? O1 Li1 O2A 115.7(6) . . ? O1A Li1 O2A 122.2(13) . . ? O2 Li1 Br1 116.2(4) . . ? O1 Li1 Br1 115.4(4) . . ? O1A Li1 Br1 114.2(8) . . ? O2A Li1 Br1 102.1(5) . . ? O2 Li1 Br2 114.9(5) . . ? O1 Li1 Br2 108.4(5) . . ? O1A Li1 Br2 101.9(13) . . ? O2A Li1 Br2 120.2(5) . . ? Br1 Li1 Br2 92.90(19) . . ? O2 Li1 C42A 35.4(6) . . ? O1 Li1 C42A 95.5(6) . . ? O1A Li1 C42A 102.4(14) . . ? O2A Li1 C42A 28.2(5) . . ? Br1 Li1 C42A 95.2(4) . . ? Br2 Li1 C42A 148.4(4) . . ? C40A O1A C38A 87.7(14) . . ? C40A O1A Li1 112.7(16) . . ? C38A O1A Li1 150(2) . . ? C42A O2A C44A 109.9(11) . . ? C42A O2A Li1 110.9(9) . . ? C44A O2A Li1 121.7(9) . . ? N3 C32A C33A 118(2) . . ? N3 C32A C37A 120(3) . . ? C33A C32A C37A 104(3) . . ? C32A C33A C34A 111.3(19) . . ? C35A C34A C33A 117.7(18) . . ? C34A C35A C36A 95.5(18) . . ? C35A C36A C37A 112(2) . . ? C32A C37A C36A 110(2) . . ? O1A C38A C39A 99(3) . . ? O1A C38A C40A 45.7(9) . . ? C39A C38A C40A 130(3) . . ? O1A C40A C41A 107(2) . . ? O1A C40A C38A 46.7(9) . . ? C41A C40A C38A 145(2) . . ? O2A C42A C43A 110.4(14) . . ? O2A C42A Li1 40.8(6) . . ? C43A C42A Li1 142.9(13) . . ? C45A C44A O2A 104.9(16) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.206 _refine_diff_density_min -1.441 _refine_diff_density_rms 0.072 # Attachment 'compound2S.CIF.txt' data_compound2S _database_code_depnum_ccdc_archive 'CCDC 779530' #TrackingRef 'compound2S.CIF.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C45 H72 Br2 Li N3 O2 Zn' _chemical_formula_weight 919.19 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Li Li -0.0003 0.0001 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 19.562(4) _cell_length_b 19.440(4) _cell_length_c 12.458(3) _cell_angle_alpha 90.00 _cell_angle_beta 101.64(3) _cell_angle_gamma 90.00 _cell_volume 4640.2(16) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.316 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1928 _exptl_absorpt_coefficient_mu 2.289 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.681 _exptl_absorpt_correction_T_max 0.725 _exptl_absorpt_process_details 'Sortav (Blessing 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15390 _diffrn_reflns_av_R_equivalents 0.0352 _diffrn_reflns_av_sigmaI/netI 0.0518 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 25.00 _reflns_number_total 8093 _reflns_number_gt 5596 _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^)+(0.0733P)^2^+13.2502P] 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 8093 _refine_ls_number_parameters 495 _refine_ls_number_restraints 57 _refine_ls_R_factor_all 0.0948 _refine_ls_R_factor_gt 0.0602 _refine_ls_wR_factor_ref 0.1663 _refine_ls_wR_factor_gt 0.1484 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.058 _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 Br1 Br 0.27326(4) 0.32707(4) 0.27824(5) 0.0644(2) Uani 1 1 d . . . Zn1 Zn 0.22876(3) 0.42647(3) 0.17472(5) 0.0405(2) Uani 1 1 d . . . O1 O 0.3299(3) 0.2771(3) 0.0331(4) 0.0764(14) Uani 1 1 d D . . N1 N 0.2854(2) 0.5148(2) 0.1612(3) 0.0358(10) Uani 1 1 d . . . C1 C 0.2399(3) 0.5521(3) 0.2038(4) 0.0329(12) Uani 1 1 d . . . Li1 Li 0.2467(6) 0.2779(5) 0.0869(10) 0.061(3) Uani 1 1 d . . . Br2 Br 0.16309(3) 0.37437(3) 0.01050(5) 0.0515(2) Uani 1 1 d . . . O2 O 0.2025(3) 0.1925(3) 0.0861(5) 0.0879(18) Uani 1 1 d D . . N2 N 0.1936(2) 0.5109(2) 0.2398(3) 0.0351(10) Uani 1 1 d . . . C2 C 0.3339(3) 0.5359(3) 0.0967(4) 0.0387(13) Uani 1 1 d . . . N3 N 0.2387(2) 0.6235(2) 0.2108(3) 0.0347(10) Uani 1 1 d . . . C3 C 0.4061(3) 0.5357(3) 0.1485(5) 0.0425(14) Uani 1 1 d . . . C4 C 0.4549(3) 0.5538(3) 0.0869(5) 0.0532(16) Uani 1 1 d . . . H4 H 0.5030 0.5546 0.1207 0.064 Uiso 1 1 calc R . . C5 C 0.4349(4) 0.5710(3) -0.0237(5) 0.0542(17) Uani 1 1 d . . . H5 H 0.4688 0.5844 -0.0645 0.065 Uiso 1 1 calc R . . C6 C 0.3657(4) 0.5684(3) -0.0726(5) 0.0502(16) Uani 1 1 d . . . H6 H 0.3525 0.5788 -0.1485 0.060 Uiso 1 1 calc R . . C7 C 0.3139(3) 0.5510(3) -0.0157(4) 0.0412(14) Uani 1 1 d . . . C8 C 0.4293(3) 0.5129(3) 0.2672(5) 0.0485(15) Uani 1 1 d . . . H8 H 0.3894 0.5207 0.3049 0.058 Uiso 1 1 calc R . . C9 C 0.4459(4) 0.4366(4) 0.2730(6) 0.073(2) Uani 1 1 d . . . H9A H 0.4059 0.4109 0.2322 0.109 Uiso 1 1 calc R . . H9B H 0.4557 0.4217 0.3497 0.109 Uiso 1 1 calc R . . H9C H 0.4868 0.4279 0.2407 0.109 Uiso 1 1 calc R . . C10 C 0.4922(4) 0.5543(4) 0.3293(6) 0.078(2) Uani 1 1 d . . . H10A H 0.4970 0.5469 0.4083 0.117 Uiso 1 1 calc R . . H10B H 0.4848 0.6033 0.3128 0.117 Uiso 1 1 calc R . . H10C H 0.5347 0.5389 0.3063 0.117 Uiso 1 1 calc R . . C11 C 0.2391(3) 0.5465(3) -0.0778(5) 0.0449(14) Uani 1 1 d . . . H11 H 0.2088 0.5342 -0.0249 0.054 Uiso 1 1 calc R . . C12 C 0.2121(4) 0.6135(3) -0.1354(5) 0.0565(17) Uani 1 1 d . . . H12A H 0.2161 0.6507 -0.0813 0.085 Uiso 1 1 calc R . . H12B H 0.1631 0.6079 -0.1716 0.085 Uiso 1 1 calc R . . H12C H 0.2399 0.6250 -0.1902 0.085 Uiso 1 1 calc R . . C13 C 0.2325(4) 0.4895(3) -0.1655(5) 0.0575(17) Uani 1 1 d . . . H13A H 0.2609 0.5015 -0.2191 0.086 Uiso 1 1 calc R . . H13B H 0.1835 0.4850 -0.2027 0.086 Uiso 1 1 calc R . . H13C H 0.2488 0.4457 -0.1303 0.086 Uiso 1 1 calc R . . C14 C 0.1602(3) 0.5246(3) 0.3276(4) 0.0370(13) Uani 1 1 d . . . C15 C 0.1974(3) 0.5452(3) 0.4321(4) 0.0410(13) Uani 1 1 d . . . C16 C 0.1597(4) 0.5619(3) 0.5122(5) 0.0548(17) Uani 1 1 d . . . H16 H 0.1839 0.5770 0.5821 0.066 Uiso 1 1 calc R . . C17 C 0.0883(4) 0.5569(4) 0.4922(6) 0.0642(19) Uani 1 1 d . . . H17 H 0.0632 0.5719 0.5457 0.077 Uiso 1 1 calc R . . C18 C 0.0527(3) 0.5298(4) 0.3933(5) 0.0582(17) Uani 1 1 d . . . H18 H 0.0037 0.5230 0.3820 0.070 Uiso 1 1 calc R . . C19 C 0.0880(3) 0.5125(3) 0.3109(5) 0.0459(14) Uani 1 1 d . . . C20 C 0.2770(3) 0.5449(3) 0.4604(4) 0.0434(14) Uani 1 1 d . . . H20 H 0.2942 0.5616 0.3946 0.052 Uiso 1 1 calc R . . C21 C 0.3088(3) 0.5910(3) 0.5569(5) 0.0543(16) Uani 1 1 d . . . H21A H 0.2986 0.5717 0.6246 0.082 Uiso 1 1 calc R . . H21B H 0.2886 0.6372 0.5452 0.082 Uiso 1 1 calc R . . H21C H 0.3594 0.5936 0.5627 0.082 Uiso 1 1 calc R . . C22 C 0.3044(4) 0.4722(3) 0.4849(5) 0.0590(17) Uani 1 1 d . . . H22A H 0.3555 0.4725 0.4977 0.088 Uiso 1 1 calc R . . H22B H 0.2859 0.4423 0.4225 0.088 Uiso 1 1 calc R . . H22C H 0.2894 0.4550 0.5505 0.088 Uiso 1 1 calc R . . C23 C 0.0491(3) 0.4775(3) 0.2073(5) 0.0513(15) Uani 1 1 d . . . H23 H 0.0765 0.4855 0.1488 0.062 Uiso 1 1 calc R . . C24 C 0.0471(4) 0.4001(4) 0.2263(6) 0.0640(19) Uani 1 1 d . . . H24A H 0.0946 0.3832 0.2534 0.096 Uiso 1 1 calc R . . H24B H 0.0270 0.3771 0.1572 0.096 Uiso 1 1 calc R . . H24C H 0.0184 0.3905 0.2806 0.096 Uiso 1 1 calc R . . C25 C -0.0248(3) 0.5038(4) 0.1643(6) 0.072(2) Uani 1 1 d . . . H25A H -0.0536 0.4947 0.2187 0.108 Uiso 1 1 calc R . . H25B H -0.0449 0.4801 0.0958 0.108 Uiso 1 1 calc R . . H25C H -0.0235 0.5534 0.1509 0.108 Uiso 1 1 calc R . . C26 C 0.3048(3) 0.6632(3) 0.2253(4) 0.0356(12) Uani 1 1 d . . . H26 H 0.3435 0.6288 0.2403 0.043 Uiso 1 1 calc R . . C27 C 0.3156(3) 0.7115(3) 0.3244(4) 0.0448(14) Uani 1 1 d . . . H27A H 0.2804 0.7488 0.3106 0.054 Uiso 1 1 calc R . . H27B H 0.3086 0.6856 0.3897 0.054 Uiso 1 1 calc R . . C28 C 0.3882(3) 0.7427(3) 0.3467(5) 0.0504(15) Uani 1 1 d . . . H28A H 0.4232 0.7058 0.3673 0.060 Uiso 1 1 calc R . . H28B H 0.3928 0.7750 0.4091 0.060 Uiso 1 1 calc R . . C29 C 0.4028(3) 0.7808(3) 0.2472(4) 0.0467(15) Uani 1 1 d . . . H29A H 0.4522 0.7957 0.2618 0.056 Uiso 1 1 calc R . . H29B H 0.3732 0.8224 0.2341 0.056 Uiso 1 1 calc R . . C30 C 0.3885(4) 0.7356(3) 0.1456(5) 0.0537(16) Uani 1 1 d . . . H30A H 0.4232 0.6979 0.1542 0.064 Uiso 1 1 calc R . . H30B H 0.3938 0.7633 0.0811 0.064 Uiso 1 1 calc R . . C31 C 0.3154(3) 0.7047(3) 0.1254(4) 0.0459(15) Uani 1 1 d . . . H31A H 0.3086 0.6744 0.0602 0.055 Uiso 1 1 calc R . . H31B H 0.2803 0.7420 0.1106 0.055 Uiso 1 1 calc R . . C32 C 0.1721(3) 0.6614(3) 0.1922(4) 0.0472(15) Uani 1 1 d D . . H32 H 0.1886 0.7044 0.1613 0.057 Uiso 1 1 calc R . . C33 C 0.1482(3) 0.6936(3) 0.2875(5) 0.0568(17) Uani 1 1 d D . . H33A H 0.1368 0.6565 0.3354 0.068 Uiso 1 1 calc R . . H33B H 0.1873 0.7205 0.3305 0.068 Uiso 1 1 calc R . . C34 C 0.0861(3) 0.7398(4) 0.2570(6) 0.085(3) Uani 1 1 d D . . H34A H 0.0625 0.7412 0.3202 0.102 Uiso 1 1 calc R . . H34B H 0.1037 0.7868 0.2481 0.102 Uiso 1 1 calc R . . C35 C 0.0327(4) 0.7243(5) 0.1589(6) 0.090(3) Uani 1 1 d DU . . H35A H 0.0088 0.7677 0.1322 0.108 Uiso 1 1 calc R . . H35B H -0.0025 0.6935 0.1806 0.108 Uiso 1 1 calc R . . C36 C 0.0584(3) 0.6914(4) 0.0657(5) 0.0593(18) Uani 1 1 d D . . H36A H 0.0726 0.7284 0.0202 0.071 Uiso 1 1 calc R . . H36B H 0.0188 0.6667 0.0197 0.071 Uiso 1 1 calc R . . C37 C 0.1183(4) 0.6419(5) 0.0959(7) 0.094(3) Uani 1 1 d DU . . H37A H 0.0993 0.5963 0.1101 0.113 Uiso 1 1 calc R . . H37B H 0.1410 0.6369 0.0321 0.113 Uiso 1 1 calc R . . C38 C 0.3546(5) 0.3297(5) -0.0302(9) 0.111(3) Uani 1 1 d D . . H38A H 0.3682 0.3711 0.0155 0.133 Uiso 1 1 calc R . . H38B H 0.3173 0.3428 -0.0932 0.133 Uiso 1 1 calc R . . C39 C 0.4166(6) 0.3015(7) -0.0702(12) 0.161(5) Uani 1 1 d DU . . H39A H 0.4065 0.2983 -0.1511 0.193 Uiso 1 1 calc R . . H39B H 0.4578 0.3315 -0.0468 0.193 Uiso 1 1 calc R . . C40 C 0.4295(6) 0.2321(7) -0.0201(10) 0.142(4) Uani 1 1 d DU . . H40A H 0.4786 0.2283 0.0197 0.171 Uiso 1 1 calc R . . H40B H 0.4208 0.1963 -0.0777 0.171 Uiso 1 1 calc R . . C41 C 0.3808(5) 0.2229(5) 0.0577(9) 0.113(3) Uani 1 1 d D . . H41A H 0.3578 0.1774 0.0470 0.135 Uiso 1 1 calc R . . H41B H 0.4065 0.2264 0.1345 0.135 Uiso 1 1 calc R . . C42 C 0.1492(4) 0.1697(4) -0.0029(6) 0.079(2) Uani 1 1 d D . . H42A H 0.1640 0.1276 -0.0367 0.094 Uiso 1 1 calc R . . H42B H 0.1380 0.2059 -0.0597 0.094 Uiso 1 1 calc R . . C43 C 0.0877(5) 0.1553(8) 0.0480(9) 0.149(5) Uani 1 1 d DU . . H43A H 0.0699 0.1082 0.0297 0.179 Uiso 1 1 calc R . . H43B H 0.0497 0.1886 0.0217 0.179 Uiso 1 1 calc R . . C44 C 0.1139(6) 0.1626(8) 0.1694(9) 0.146(4) Uani 1 1 d DU . . H44A H 0.0970 0.1244 0.2097 0.175 Uiso 1 1 calc R . . H44B H 0.0988 0.2069 0.1963 0.175 Uiso 1 1 calc R . . C45 C 0.1923(6) 0.1600(7) 0.1823(8) 0.141(4) Uani 1 1 d DU . . H45A H 0.2158 0.1854 0.2484 0.169 Uiso 1 1 calc R . . H45B H 0.2095 0.1120 0.1865 0.169 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 Br1 0.0963(6) 0.0520(4) 0.0410(4) 0.0116(3) 0.0043(3) 0.0205(4) Zn1 0.0553(4) 0.0373(4) 0.0282(4) 0.0029(3) 0.0066(3) 0.0047(3) O1 0.083(4) 0.077(3) 0.072(4) -0.002(3) 0.023(3) 0.016(3) N1 0.047(3) 0.035(2) 0.027(2) 0.0009(19) 0.010(2) 0.002(2) C1 0.038(3) 0.039(3) 0.018(3) 0.000(2) -0.002(2) 0.001(2) Li1 0.082(8) 0.036(5) 0.065(7) 0.009(5) 0.015(6) 0.007(5) Br2 0.0681(4) 0.0454(4) 0.0366(3) -0.0008(3) 0.0004(3) -0.0011(3) O2 0.094(4) 0.065(3) 0.091(4) 0.032(3) -0.014(3) -0.024(3) N2 0.044(3) 0.041(3) 0.022(2) -0.0001(19) 0.0082(19) 0.002(2) C2 0.055(4) 0.033(3) 0.031(3) 0.002(2) 0.015(3) 0.009(3) N3 0.040(3) 0.041(3) 0.024(2) 0.0004(19) 0.0072(19) 0.005(2) C3 0.052(4) 0.040(3) 0.039(3) 0.003(3) 0.017(3) 0.008(3) C4 0.054(4) 0.053(4) 0.057(4) 0.001(3) 0.024(3) 0.012(3) C5 0.074(5) 0.049(4) 0.051(4) 0.004(3) 0.040(4) 0.005(3) C6 0.076(5) 0.044(3) 0.034(3) 0.002(3) 0.021(3) 0.007(3) C7 0.064(4) 0.034(3) 0.028(3) 0.000(2) 0.017(3) 0.010(3) C8 0.048(3) 0.063(4) 0.036(3) 0.002(3) 0.011(3) 0.007(3) C9 0.101(6) 0.064(5) 0.060(5) 0.022(4) 0.029(4) 0.025(4) C10 0.070(5) 0.100(6) 0.057(5) 0.014(4) -0.005(4) 0.004(4) C11 0.066(4) 0.039(3) 0.029(3) 0.002(2) 0.010(3) 0.001(3) C12 0.079(5) 0.049(4) 0.038(4) 0.006(3) 0.004(3) -0.002(3) C13 0.095(5) 0.044(4) 0.037(3) -0.009(3) 0.019(3) -0.007(3) C14 0.044(3) 0.040(3) 0.027(3) 0.003(2) 0.007(2) 0.000(3) C15 0.050(3) 0.050(3) 0.025(3) 0.006(2) 0.012(2) -0.005(3) C16 0.069(4) 0.071(4) 0.027(3) -0.003(3) 0.015(3) -0.006(4) C17 0.063(4) 0.092(5) 0.045(4) -0.011(4) 0.028(3) -0.008(4) C18 0.046(4) 0.085(5) 0.047(4) 0.004(4) 0.018(3) -0.001(3) C19 0.049(4) 0.050(4) 0.038(3) 0.002(3) 0.008(3) -0.004(3) C20 0.055(4) 0.054(4) 0.021(3) 0.005(2) 0.008(3) -0.007(3) C21 0.068(4) 0.066(4) 0.026(3) -0.004(3) 0.004(3) -0.011(3) C22 0.062(4) 0.062(4) 0.046(4) 0.002(3) -0.006(3) -0.001(3) C23 0.046(3) 0.065(4) 0.042(4) 0.001(3) 0.008(3) -0.004(3) C24 0.074(5) 0.062(4) 0.054(4) -0.004(3) 0.007(4) -0.014(4) C25 0.050(4) 0.087(5) 0.070(5) -0.002(4) -0.008(4) 0.000(4) C26 0.047(3) 0.037(3) 0.024(3) -0.001(2) 0.011(2) 0.004(3) C27 0.060(4) 0.057(4) 0.018(3) -0.001(2) 0.008(3) -0.006(3) C28 0.057(4) 0.056(4) 0.033(3) 0.007(3) -0.001(3) -0.011(3) C29 0.053(4) 0.057(4) 0.030(3) -0.002(3) 0.008(3) -0.011(3) C30 0.084(5) 0.044(3) 0.041(4) -0.004(3) 0.030(3) -0.010(3) C31 0.074(4) 0.042(3) 0.022(3) -0.005(2) 0.011(3) -0.012(3) C32 0.055(4) 0.058(4) 0.027(3) -0.005(3) 0.004(3) 0.011(3) C33 0.065(4) 0.066(4) 0.039(4) -0.008(3) 0.009(3) 0.018(4) C34 0.068(5) 0.110(7) 0.071(5) -0.036(5) 0.003(4) 0.033(5) C35 0.084(5) 0.108(5) 0.075(5) -0.009(4) 0.010(4) 0.036(4) C36 0.055(4) 0.071(4) 0.046(4) 0.003(3) -0.006(3) 0.016(3) C37 0.083(5) 0.115(5) 0.078(5) -0.023(4) 0.002(4) 0.027(4) C38 0.102(7) 0.122(9) 0.119(9) 0.004(7) 0.048(7) 0.000(6) C39 0.149(7) 0.182(8) 0.163(8) -0.018(6) 0.060(6) -0.030(6) C40 0.106(6) 0.169(7) 0.146(7) -0.025(6) 0.013(5) 0.016(6) C41 0.117(8) 0.100(7) 0.108(8) -0.006(6) -0.009(7) 0.018(7) C42 0.090(6) 0.078(5) 0.071(5) -0.018(4) 0.022(5) -0.019(5) C43 0.132(7) 0.169(7) 0.142(7) 0.020(6) 0.019(6) -0.027(6) C44 0.156(7) 0.178(7) 0.121(7) 0.025(6) 0.068(6) 0.025(6) C45 0.146(7) 0.136(7) 0.130(7) 0.027(6) 0.003(5) -0.035(6) _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 Br1 Zn1 2.3879(10) . ? Br1 Li1 2.522(12) . ? Zn1 N2 2.012(4) . ? Zn1 N1 2.068(4) . ? Zn1 Br2 2.4086(11) . ? O1 C38 1.433(7) . ? O1 C41 1.439(7) . ? O1 Li1 1.882(13) . ? N1 C1 1.338(7) . ? N1 C2 1.422(7) . ? C1 N2 1.353(7) . ? C1 N3 1.391(7) . ? Li1 O2 1.871(12) . ? Li1 Br2 2.543(11) . ? O2 C45 1.404(7) . ? O2 C42 1.431(6) . ? N2 C14 1.408(7) . ? C2 C7 1.407(8) . ? C2 C3 1.430(8) . ? N3 C32 1.474(7) . ? N3 C26 1.486(7) . ? C3 C4 1.385(8) . ? C3 C8 1.523(8) . ? C4 C5 1.395(9) . ? C5 C6 1.369(9) . ? C6 C7 1.389(8) . ? C7 C11 1.514(8) . ? C8 C9 1.518(9) . ? C8 C10 1.540(10) . ? C11 C12 1.530(8) . ? C11 C13 1.543(8) . ? C14 C19 1.406(8) . ? C14 C15 1.415(8) . ? C15 C16 1.395(8) . ? C15 C20 1.525(8) . ? C16 C17 1.372(9) . ? C17 C18 1.390(9) . ? C18 C19 1.389(9) . ? C19 C23 1.520(8) . ? C20 C22 1.520(9) . ? C20 C21 1.527(8) . ? C23 C24 1.524(9) . ? C23 C25 1.526(9) . ? C26 C27 1.532(7) . ? C26 C31 1.532(7) . ? C27 C28 1.518(8) . ? C28 C29 1.519(8) . ? C29 C30 1.520(8) . ? C30 C31 1.524(9) . ? C32 C37 1.478(6) . ? C32 C33 1.497(6) . ? C33 C34 1.496(6) . ? C34 C35 1.470(7) . ? C35 C36 1.498(6) . ? C36 C37 1.504(10) . ? C38 C39 1.505(7) . ? C39 C40 1.486(8) . ? C40 C41 1.501(7) . ? C42 C43 1.494(7) . ? C43 C44 1.503(8) . ? C44 C45 1.509(7) . ? 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 Zn1 Br1 Li1 79.2(2) . . ? N2 Zn1 N1 65.69(17) . . ? N2 Zn1 Br1 124.01(12) . . ? N1 Zn1 Br1 124.94(13) . . ? N2 Zn1 Br2 121.20(12) . . ? N1 Zn1 Br2 118.85(12) . . ? Br1 Zn1 Br2 101.09(4) . . ? C38 O1 C41 110.2(7) . . ? C38 O1 Li1 127.0(6) . . ? C41 O1 Li1 122.8(6) . . ? C1 N1 C2 129.8(4) . . ? C1 N1 Zn1 90.5(3) . . ? C2 N1 Zn1 135.7(3) . . ? N1 C1 N2 110.7(5) . . ? N1 C1 N3 126.0(5) . . ? N2 C1 N3 123.3(5) . . ? O2 Li1 O1 115.0(6) . . ? O2 Li1 Br1 110.4(5) . . ? O1 Li1 Br1 108.2(6) . . ? O2 Li1 Br2 113.0(6) . . ? O1 Li1 Br2 114.2(5) . . ? Br1 Li1 Br2 94.0(4) . . ? Zn1 Br2 Li1 78.4(3) . . ? C45 O2 C42 108.3(7) . . ? C45 O2 Li1 122.7(7) . . ? C42 O2 Li1 122.9(6) . . ? C1 N2 C14 126.3(4) . . ? C1 N2 Zn1 92.5(3) . . ? C14 N2 Zn1 135.9(4) . . ? C7 C2 N1 122.7(5) . . ? C7 C2 C3 120.0(5) . . ? N1 C2 C3 117.1(5) . . ? C1 N3 C32 121.0(5) . . ? C1 N3 C26 120.0(4) . . ? C32 N3 C26 118.6(4) . . ? C4 C3 C2 118.6(5) . . ? C4 C3 C8 120.5(6) . . ? C2 C3 C8 120.8(5) . . ? C3 C4 C5 121.3(6) . . ? C6 C5 C4 119.1(6) . . ? C5 C6 C7 122.6(6) . . ? C6 C7 C2 118.3(6) . . ? C6 C7 C11 118.8(5) . . ? C2 C7 C11 122.8(5) . . ? C9 C8 C3 110.4(5) . . ? C9 C8 C10 110.2(6) . . ? C3 C8 C10 112.8(5) . . ? C7 C11 C12 113.4(5) . . ? C7 C11 C13 109.8(5) . . ? C12 C11 C13 107.9(5) . . ? C19 C14 N2 117.6(5) . . ? C19 C14 C15 119.9(5) . . ? N2 C14 C15 122.4(5) . . ? C16 C15 C14 118.4(5) . . ? C16 C15 C20 120.0(5) . . ? C14 C15 C20 121.5(5) . . ? C17 C16 C15 121.3(6) . . ? C16 C17 C18 119.9(6) . . ? C19 C18 C17 120.8(6) . . ? C18 C19 C14 119.0(5) . . ? C18 C19 C23 119.9(5) . . ? C14 C19 C23 121.1(5) . . ? C22 C20 C15 110.6(5) . . ? C22 C20 C21 108.4(5) . . ? C15 C20 C21 114.4(5) . . ? C19 C23 C24 109.5(5) . . ? C19 C23 C25 115.1(6) . . ? C24 C23 C25 109.4(6) . . ? N3 C26 C27 113.0(4) . . ? N3 C26 C31 115.6(4) . . ? C27 C26 C31 108.2(4) . . ? C28 C27 C26 111.3(5) . . ? C27 C28 C29 111.7(5) . . ? C28 C29 C30 111.4(5) . . ? C29 C30 C31 112.0(5) . . ? C30 C31 C26 110.4(5) . . ? N3 C32 C37 117.5(5) . . ? N3 C32 C33 119.5(4) . . ? C37 C32 C33 117.8(6) . . ? C34 C33 C32 114.6(5) . . ? C35 C34 C33 119.5(6) . . ? C34 C35 C36 116.0(6) . . ? C35 C36 C37 116.5(6) . . ? C32 C37 C36 115.5(6) . . ? O1 C38 C39 107.8(8) . . ? C40 C39 C38 105.8(9) . . ? C39 C40 C41 107.6(10) . . ? O1 C41 C40 106.1(8) . . ? O2 C42 C43 104.7(7) . . ? C42 C43 C44 105.6(8) . . ? C43 C44 C45 103.7(9) . . ? O2 C45 C44 102.2(8) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 1.310 _refine_diff_density_min -1.004 _refine_diff_density_rms 0.089 # Attachment 'compound3.CIF.txt' data_compound3 _database_code_depnum_ccdc_archive 'CCDC 779531' #TrackingRef 'compound3.CIF.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H49 I2 N3 Zn2' _chemical_formula_weight 848.27 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' I I -0.4742 1.8119 '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 12.980(3) _cell_length_b 12.870(3) _cell_length_c 21.640(4) _cell_angle_alpha 90.00 _cell_angle_beta 93.42(3) _cell_angle_gamma 90.00 _cell_volume 3608.7(13) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.561 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1688 _exptl_absorpt_coefficient_mu 3.062 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.482 _exptl_absorpt_correction_T_max 0.656 _exptl_absorpt_process_details 'Sortav (Blessing 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14940 _diffrn_reflns_av_R_equivalents 0.0268 _diffrn_reflns_av_sigmaI/netI 0.0440 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.98 _diffrn_reflns_theta_max 27.00 _reflns_number_total 7856 _reflns_number_gt 6490 _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^)+(0.0161P)^2^+2.3009P] 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 7856 _refine_ls_number_parameters 355 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0412 _refine_ls_R_factor_gt 0.0290 _refine_ls_wR_factor_ref 0.0650 _refine_ls_wR_factor_gt 0.0609 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group I1 I 0.386404(16) 0.083488(15) 0.784614(10) 0.03784(6) Uani 1 1 d . . . Zn1 Zn 0.44295(2) 0.25965(2) 0.753918(14) 0.02468(8) Uani 1 1 d . . . N1 N 0.43782(16) 0.29113(17) 0.66512(10) 0.0227(5) Uani 1 1 d . . . C1 C 0.4864(2) 0.3672(2) 0.63807(12) 0.0237(6) Uani 1 1 d . . . H1 H 0.4812 0.3685 0.5941 0.028 Uiso 1 1 calc R . . I2 I 0.621643(15) 0.641636(15) 0.789551(10) 0.03691(6) Uani 1 1 d . . . Zn2 Zn 0.55576(2) 0.46806(2) 0.755284(14) 0.02481(8) Uani 1 1 d . . . N2 N 0.54142(16) 0.44171(17) 0.66600(10) 0.0228(5) Uani 1 1 d . . . C2 C 0.3872(2) 0.2156(2) 0.62411(12) 0.0235(6) Uani 1 1 d . . . N3 N 0.50541(17) 0.36270(17) 0.81278(10) 0.0240(5) Uani 1 1 d . . . C3 C 0.2808(2) 0.2261(2) 0.60814(12) 0.0248(6) Uani 1 1 d . . . C4 C 0.2348(2) 0.1510(2) 0.56895(12) 0.0269(6) Uani 1 1 d . . . H4 H 0.1631 0.1561 0.5576 0.032 Uiso 1 1 calc R . . C5 C 0.2906(2) 0.0695(2) 0.54625(13) 0.0296(6) Uani 1 1 d . . . H5 H 0.2579 0.0205 0.5187 0.035 Uiso 1 1 calc R . . C6 C 0.3940(2) 0.0596(2) 0.56369(13) 0.0312(6) Uani 1 1 d . . . H6 H 0.4318 0.0028 0.5485 0.037 Uiso 1 1 calc R . . C7 C 0.4444(2) 0.1317(2) 0.60344(13) 0.0274(6) Uani 1 1 d . . . C8 C 0.2153(2) 0.3125(2) 0.63331(13) 0.0279(6) Uani 1 1 d . . . H8 H 0.2633 0.3687 0.6489 0.033 Uiso 1 1 calc R . . C9 C 0.1591(3) 0.2731(3) 0.68790(16) 0.0482(9) Uani 1 1 d . . . H9A H 0.1230 0.3309 0.7066 0.072 Uiso 1 1 calc R . . H9B H 0.2089 0.2429 0.7186 0.072 Uiso 1 1 calc R . . H9C H 0.1089 0.2200 0.6738 0.072 Uiso 1 1 calc R . . C10 C 0.1400(3) 0.3607(3) 0.58477(15) 0.0464(9) Uani 1 1 d . . . H10A H 0.0891 0.3085 0.5703 0.070 Uiso 1 1 calc R . . H10B H 0.1779 0.3851 0.5497 0.070 Uiso 1 1 calc R . . H10C H 0.1046 0.4194 0.6030 0.070 Uiso 1 1 calc R . . C11 C 0.5586(2) 0.1170(2) 0.62230(14) 0.0338(7) Uani 1 1 d . . . H11 H 0.5742 0.1596 0.6604 0.041 Uiso 1 1 calc R . . C12 C 0.6262(2) 0.1578(3) 0.57222(16) 0.0413(8) Uani 1 1 d . . . H12A H 0.6991 0.1513 0.5864 0.062 Uiso 1 1 calc R . . H12B H 0.6099 0.2309 0.5639 0.062 Uiso 1 1 calc R . . H12C H 0.6131 0.1171 0.5343 0.062 Uiso 1 1 calc R . . C13 C 0.5858(3) 0.0042(3) 0.63844(17) 0.0468(9) Uani 1 1 d . . . H13A H 0.5369 -0.0228 0.6673 0.070 Uiso 1 1 calc R . . H13B H 0.6559 0.0010 0.6578 0.070 Uiso 1 1 calc R . . H13C H 0.5819 -0.0378 0.6006 0.070 Uiso 1 1 calc R . . C14 C 0.5846(2) 0.5172(2) 0.62534(12) 0.0237(6) Uani 1 1 d . . . C15 C 0.5250(2) 0.6032(2) 0.60557(13) 0.0268(6) Uani 1 1 d . . . C16 C 0.5673(2) 0.6746(2) 0.56566(13) 0.0322(7) Uani 1 1 d . . . H16 H 0.5273 0.7322 0.5509 0.039 Uiso 1 1 calc R . . C17 C 0.6672(2) 0.6624(2) 0.54723(14) 0.0338(7) Uani 1 1 d . . . H17 H 0.6951 0.7110 0.5197 0.041 Uiso 1 1 calc R . . C18 C 0.7258(2) 0.5792(2) 0.56917(13) 0.0313(6) Uani 1 1 d . . . H18 H 0.7947 0.5724 0.5571 0.038 Uiso 1 1 calc R . . C19 C 0.6870(2) 0.5053(2) 0.60834(13) 0.0260(6) Uani 1 1 d . . . C20 C 0.4157(2) 0.6204(2) 0.62505(14) 0.0333(7) Uani 1 1 d . . . H20 H 0.4053 0.5735 0.6610 0.040 Uiso 1 1 calc R . . C21 C 0.3974(3) 0.7316(3) 0.64630(17) 0.0474(9) Uani 1 1 d . . . H21A H 0.3999 0.7788 0.6109 0.071 Uiso 1 1 calc R . . H21B H 0.4511 0.7510 0.6780 0.071 Uiso 1 1 calc R . . H21C H 0.3295 0.7364 0.6637 0.071 Uiso 1 1 calc R . . C22 C 0.3370(2) 0.5895(3) 0.57326(17) 0.0507(9) Uani 1 1 d . . . H22A H 0.2672 0.5961 0.5878 0.076 Uiso 1 1 calc R . . H22B H 0.3490 0.5173 0.5612 0.076 Uiso 1 1 calc R . . H22C H 0.3441 0.6351 0.5375 0.076 Uiso 1 1 calc R . . C23 C 0.7567(2) 0.4173(2) 0.63286(13) 0.0303(6) Uani 1 1 d . . . H23 H 0.7114 0.3601 0.6470 0.036 Uiso 1 1 calc R . . C24 C 0.8251(3) 0.3721(3) 0.58461(16) 0.0432(8) Uani 1 1 d . . . H24A H 0.7821 0.3508 0.5480 0.065 Uiso 1 1 calc R . . H24B H 0.8624 0.3117 0.6021 0.065 Uiso 1 1 calc R . . H24C H 0.8747 0.4249 0.5728 0.065 Uiso 1 1 calc R . . C25 C 0.8233(3) 0.4552(3) 0.68917(15) 0.0445(8) Uani 1 1 d . . . H25A H 0.8712 0.5087 0.6762 0.067 Uiso 1 1 calc R . . H25B H 0.8625 0.3967 0.7076 0.067 Uiso 1 1 calc R . . H25C H 0.7788 0.4845 0.7198 0.067 Uiso 1 1 calc R . . C26 C 0.4265(2) 0.4123(2) 0.85127(13) 0.0294(6) Uani 1 1 d . . . H26 H 0.4595 0.4728 0.8736 0.035 Uiso 1 1 calc R . . C27 C 0.3392(2) 0.4529(3) 0.80789(15) 0.0383(7) Uani 1 1 d . . . H27A H 0.3670 0.5018 0.7784 0.057 Uiso 1 1 calc R . . H27B H 0.2883 0.4885 0.8320 0.057 Uiso 1 1 calc R . . H27C H 0.3061 0.3947 0.7853 0.057 Uiso 1 1 calc R . . C28 C 0.3842(3) 0.3386(3) 0.89942(15) 0.0416(8) Uani 1 1 d . . . H28A H 0.3548 0.2769 0.8785 0.062 Uiso 1 1 calc R . . H28B H 0.3305 0.3742 0.9213 0.062 Uiso 1 1 calc R . . H28C H 0.4403 0.3177 0.9291 0.062 Uiso 1 1 calc R . . C29 C 0.5924(2) 0.3106(2) 0.84990(13) 0.0294(6) Uani 1 1 d . . . H29 H 0.5640 0.2491 0.8714 0.035 Uiso 1 1 calc R . . C30 C 0.6707(2) 0.2721(2) 0.80544(14) 0.0367(7) Uani 1 1 d . . . H30A H 0.6364 0.2258 0.7747 0.055 Uiso 1 1 calc R . . H30B H 0.7259 0.2341 0.8286 0.055 Uiso 1 1 calc R . . H30C H 0.7002 0.3315 0.7844 0.055 Uiso 1 1 calc R . . C31 C 0.6451(2) 0.3821(2) 0.89886(14) 0.0389(8) Uani 1 1 d . . . H31A H 0.6646 0.4474 0.8794 0.058 Uiso 1 1 calc R . . H31B H 0.7071 0.3479 0.9173 0.058 Uiso 1 1 calc R . . H31C H 0.5975 0.3966 0.9312 0.058 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 I1 0.04371(13) 0.02694(11) 0.04286(13) 0.00631(8) 0.00244(10) -0.00940(9) Zn1 0.02826(17) 0.02304(16) 0.02266(16) -0.00010(13) 0.00102(13) -0.00447(13) N1 0.0232(11) 0.0233(11) 0.0216(11) -0.0012(9) 0.0020(9) -0.0044(9) C1 0.0243(14) 0.0243(14) 0.0223(14) -0.0002(11) -0.0003(11) 0.0018(11) I2 0.04105(12) 0.02611(10) 0.04298(13) -0.00592(8) -0.00235(9) -0.00812(8) Zn2 0.02842(17) 0.02286(16) 0.02296(17) -0.00014(13) -0.00009(13) -0.00458(13) N2 0.0235(11) 0.0210(11) 0.0237(12) 0.0005(9) 0.0002(9) -0.0039(9) C2 0.0277(14) 0.0219(13) 0.0209(13) 0.0014(11) 0.0004(11) -0.0050(11) N3 0.0259(12) 0.0255(12) 0.0207(11) -0.0020(9) 0.0021(9) 0.0000(9) C3 0.0268(14) 0.0251(14) 0.0226(14) 0.0025(11) 0.0032(11) -0.0043(11) C4 0.0248(14) 0.0305(15) 0.0255(15) 0.0015(12) 0.0018(12) -0.0054(12) C5 0.0365(16) 0.0263(15) 0.0253(15) -0.0012(12) -0.0027(13) -0.0079(12) C6 0.0363(16) 0.0285(15) 0.0287(15) -0.0061(12) 0.0011(13) 0.0010(13) C7 0.0298(15) 0.0272(15) 0.0251(14) -0.0024(12) 0.0006(12) -0.0011(12) C8 0.0248(14) 0.0292(15) 0.0294(15) -0.0003(12) 0.0006(12) -0.0029(12) C9 0.057(2) 0.044(2) 0.047(2) 0.0050(16) 0.0247(18) 0.0070(17) C10 0.047(2) 0.052(2) 0.0392(19) -0.0014(16) -0.0007(16) 0.0191(17) C11 0.0268(15) 0.0390(17) 0.0350(17) -0.0104(14) -0.0024(13) 0.0039(13) C12 0.0319(16) 0.0425(19) 0.049(2) -0.0131(16) 0.0015(15) -0.0006(14) C13 0.0377(18) 0.045(2) 0.057(2) -0.0003(17) -0.0065(16) 0.0090(16) C14 0.0266(14) 0.0245(14) 0.0199(13) -0.0011(11) 0.0007(11) -0.0048(11) C15 0.0280(15) 0.0276(15) 0.0245(14) 0.0003(11) -0.0005(12) -0.0004(12) C16 0.0395(17) 0.0256(15) 0.0309(16) 0.0035(12) -0.0021(13) -0.0011(13) C17 0.0427(17) 0.0303(16) 0.0289(16) 0.0047(12) 0.0069(14) -0.0094(14) C18 0.0315(15) 0.0318(16) 0.0313(16) 0.0018(13) 0.0070(13) -0.0060(13) C19 0.0281(14) 0.0256(14) 0.0241(14) -0.0016(11) 0.0001(12) -0.0054(12) C20 0.0311(16) 0.0344(16) 0.0346(17) 0.0086(13) 0.0040(13) 0.0033(13) C21 0.0434(19) 0.048(2) 0.052(2) -0.0044(17) 0.0065(17) 0.0104(16) C22 0.0332(18) 0.064(2) 0.054(2) -0.0080(19) -0.0017(16) -0.0019(17) C23 0.0288(15) 0.0318(16) 0.0303(16) 0.0010(12) 0.0023(12) -0.0019(12) C24 0.0406(18) 0.046(2) 0.044(2) 0.0046(16) 0.0086(16) 0.0096(15) C25 0.0457(19) 0.0414(19) 0.045(2) 0.0001(16) -0.0106(16) 0.0042(16) C26 0.0333(16) 0.0301(15) 0.0251(15) -0.0039(12) 0.0048(12) 0.0008(12) C27 0.0347(17) 0.0405(18) 0.0396(18) -0.0052(14) 0.0006(14) 0.0058(14) C28 0.0452(19) 0.0447(19) 0.0364(18) -0.0018(15) 0.0151(15) -0.0028(15) C29 0.0337(16) 0.0292(15) 0.0249(15) 0.0024(12) -0.0027(12) -0.0019(13) C30 0.0367(17) 0.0396(18) 0.0334(17) 0.0001(14) -0.0009(14) 0.0043(14) C31 0.0399(18) 0.0419(18) 0.0335(17) -0.0012(14) -0.0104(14) 0.0004(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 I1 Zn1 2.4857(6) . ? Zn1 N1 1.961(2) . ? Zn1 N3 1.979(2) . ? N1 C1 1.320(3) . ? N1 C2 1.447(3) . ? C1 N2 1.320(3) . ? I2 Zn2 2.4892(6) . ? Zn2 N2 1.960(2) . ? Zn2 N3 1.978(2) . ? N2 C14 1.446(3) . ? C2 C7 1.399(4) . ? C2 C3 1.410(4) . ? N3 C26 1.501(3) . ? N3 C29 1.504(3) . ? C3 C4 1.397(4) . ? C3 C8 1.521(4) . ? C4 C5 1.382(4) . ? C5 C6 1.378(4) . ? C6 C7 1.400(4) . ? C7 C11 1.526(4) . ? C8 C9 1.513(4) . ? C8 C10 1.524(4) . ? C11 C12 1.528(4) . ? C11 C13 1.530(4) . ? C14 C15 1.403(4) . ? C14 C19 1.408(4) . ? C15 C16 1.396(4) . ? C15 C20 1.520(4) . ? C16 C17 1.388(4) . ? C17 C18 1.381(4) . ? C18 C19 1.389(4) . ? C19 C23 1.525(4) . ? C20 C22 1.523(4) . ? C20 C21 1.527(4) . ? C23 C24 1.526(4) . ? C23 C25 1.532(4) . ? C26 C27 1.520(4) . ? C26 C28 1.535(4) . ? C29 C30 1.523(4) . ? C29 C31 1.533(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 Zn1 N3 118.75(9) . . ? N1 Zn1 I1 117.19(6) . . ? N3 Zn1 I1 123.75(7) . . ? C1 N1 C2 115.9(2) . . ? C1 N1 Zn1 126.77(18) . . ? C2 N1 Zn1 116.73(16) . . ? N1 C1 N2 126.5(2) . . ? N2 Zn2 N3 119.09(9) . . ? N2 Zn2 I2 117.37(6) . . ? N3 Zn2 I2 123.27(7) . . ? C1 N2 C14 115.4(2) . . ? C1 N2 Zn2 126.43(18) . . ? C14 N2 Zn2 117.78(16) . . ? C7 C2 C3 121.7(2) . . ? C7 C2 N1 119.0(2) . . ? C3 C2 N1 119.2(2) . . ? C26 N3 C29 114.1(2) . . ? C26 N3 Zn2 108.64(17) . . ? C29 N3 Zn2 112.08(17) . . ? C26 N3 Zn1 112.05(16) . . ? C29 N3 Zn1 108.10(16) . . ? Zn2 N3 Zn1 101.11(10) . . ? C4 C3 C2 117.4(3) . . ? C4 C3 C8 119.7(2) . . ? C2 C3 C8 122.9(2) . . ? C5 C4 C3 121.7(3) . . ? C6 C5 C4 119.8(3) . . ? C5 C6 C7 121.2(3) . . ? C2 C7 C6 118.1(3) . . ? C2 C7 C11 122.3(2) . . ? C6 C7 C11 119.5(3) . . ? C9 C8 C3 109.9(2) . . ? C9 C8 C10 110.8(3) . . ? C3 C8 C10 113.6(2) . . ? C7 C11 C12 111.0(2) . . ? C7 C11 C13 112.7(3) . . ? C12 C11 C13 110.7(3) . . ? C15 C14 C19 121.2(2) . . ? C15 C14 N2 119.3(2) . . ? C19 C14 N2 119.4(2) . . ? C16 C15 C14 118.5(3) . . ? C16 C15 C20 119.0(3) . . ? C14 C15 C20 122.5(2) . . ? C17 C16 C15 120.9(3) . . ? C18 C17 C16 119.6(3) . . ? C17 C18 C19 121.9(3) . . ? C18 C19 C14 117.9(3) . . ? C18 C19 C23 119.4(2) . . ? C14 C19 C23 122.7(2) . . ? C15 C20 C22 110.7(3) . . ? C15 C20 C21 112.6(3) . . ? C22 C20 C21 110.9(3) . . ? C19 C23 C24 113.7(2) . . ? C19 C23 C25 109.6(2) . . ? C24 C23 C25 110.0(3) . . ? N3 C26 C27 108.2(2) . . ? N3 C26 C28 113.4(2) . . ? C27 C26 C28 110.4(2) . . ? N3 C29 C30 108.4(2) . . ? N3 C29 C31 113.0(2) . . ? C30 C29 C31 110.2(2) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.449 _refine_diff_density_min -0.661 _refine_diff_density_rms 0.082 # Attachment 'compound4.CIF.txt' data_ccompound4 _database_code_depnum_ccdc_archive 'CCDC 779532' #TrackingRef 'compound4.CIF.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H68 Br2 Li N3 O2 Zn' _chemical_formula_weight 843.09 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' Li Li -0.0003 0.0001 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.3323(19) _cell_length_b 14.519(3) _cell_length_c 18.076(4) _cell_angle_alpha 66.40(3) _cell_angle_beta 85.15(3) _cell_angle_gamma 75.77(3) _cell_volume 2175.3(8) _cell_formula_units_Z 2 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.287 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 884 _exptl_absorpt_coefficient_mu 2.434 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.388 _exptl_absorpt_correction_T_max 0.528 _exptl_absorpt_process_details 'Sortav (Blessing 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15510 _diffrn_reflns_av_R_equivalents 0.0316 _diffrn_reflns_av_sigmaI/netI 0.0478 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.98 _diffrn_reflns_theta_max 26.00 _reflns_number_total 8431 _reflns_number_gt 6490 _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. During the course of the refinement the carbon atoms of both diethyl ether molecules were found to be disordered over two sites. This disorder was successfully modelled. ; _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^)+(0.0474P)^2^+2.2622P] 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 8431 _refine_ls_number_parameters 445 _refine_ls_number_restraints 20 _refine_ls_R_factor_all 0.0623 _refine_ls_R_factor_gt 0.0416 _refine_ls_wR_factor_ref 0.1059 _refine_ls_wR_factor_gt 0.0971 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.045 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Br1 Br 0.33784(4) 0.15555(2) 0.34669(2) 0.03604(11) Uani 1 1 d . A . Br2 Br 0.55745(4) 0.26796(3) 0.16801(2) 0.04118(12) Uani 1 1 d . A . Zn1 Zn 0.35167(4) 0.32274(3) 0.24287(2) 0.02380(11) Uani 1 1 d . . . O1 O 0.7300(8) 0.0339(7) 0.3371(5) 0.042(2) Uiso 0.376(9) 1 d PD A 1 O2 O 0.5757(7) -0.0190(4) 0.2493(4) 0.0431(17) Uiso 0.576(14) 1 d PD A 1 N1 N 0.3222(3) 0.46220(19) 0.24454(15) 0.0205(5) Uani 1 1 d . . . N2 N 0.0802(3) 0.58610(19) 0.20220(15) 0.0213(6) Uani 1 1 d . . . N3 N 0.1323(3) 0.41526(19) 0.20811(15) 0.0216(6) Uani 1 1 d . . . C1 C 0.1796(3) 0.5013(2) 0.21922(17) 0.0196(6) Uani 1 1 d . . . C2 C 0.4112(3) 0.5136(2) 0.26778(19) 0.0225(7) Uani 1 1 d . . . C3 C 0.4678(3) 0.4666(2) 0.34752(19) 0.0228(7) Uani 1 1 d . . . C4 C 0.5529(4) 0.5166(3) 0.3724(2) 0.0291(7) Uani 1 1 d . . . H4 H 0.5905 0.4864 0.4262 0.035 Uiso 1 1 calc R . . C5 C 0.5830(4) 0.6091(3) 0.3196(2) 0.0312(8) Uani 1 1 d . . . H5 H 0.6354 0.6445 0.3381 0.037 Uiso 1 1 calc R . . C6 C 0.5368(4) 0.6499(3) 0.2404(2) 0.0303(8) Uani 1 1 d . . . H6 H 0.5626 0.7117 0.2040 0.036 Uiso 1 1 calc R . . C7 C 0.4530(3) 0.6031(2) 0.2118(2) 0.0252(7) Uani 1 1 d . . . C8 C 0.4457(4) 0.3620(3) 0.40593(19) 0.0269(7) Uani 1 1 d . . . H8 H 0.3694 0.3444 0.3815 0.032 Uiso 1 1 calc R . . C9 C 0.5888(4) 0.2791(3) 0.4154(2) 0.0431(10) Uani 1 1 d . . . H9A H 0.6220 0.2806 0.3621 0.065 Uiso 1 1 calc R . . H9B H 0.5707 0.2110 0.4491 0.065 Uiso 1 1 calc R . . H9C H 0.6652 0.2928 0.4410 0.065 Uiso 1 1 calc R . . C10 C 0.3909(5) 0.3588(3) 0.4882(2) 0.0423(10) Uani 1 1 d . . . H10A H 0.4673 0.3694 0.5159 0.064 Uiso 1 1 calc R . . H10B H 0.3689 0.2914 0.5204 0.064 Uiso 1 1 calc R . . H10C H 0.3010 0.4134 0.4815 0.064 Uiso 1 1 calc R . . C11 C 0.4207(4) 0.6414(2) 0.1223(2) 0.0285(7) Uani 1 1 d . . . H11 H 0.3188 0.6345 0.1162 0.034 Uiso 1 1 calc R . . C12 C 0.4263(4) 0.7538(3) 0.0737(2) 0.0454(10) Uani 1 1 d . . . H12A H 0.5287 0.7605 0.0712 0.068 Uiso 1 1 calc R . . H12B H 0.3656 0.7973 0.0999 0.068 Uiso 1 1 calc R . . H12C H 0.3881 0.7759 0.0189 0.068 Uiso 1 1 calc R . . C13 C 0.5294(4) 0.5726(3) 0.0860(2) 0.0361(8) Uani 1 1 d . . . H13A H 0.5007 0.5925 0.0298 0.054 Uiso 1 1 calc R . . H13B H 0.5272 0.5001 0.1172 0.054 Uiso 1 1 calc R . . H13C H 0.6296 0.5816 0.0879 0.054 Uiso 1 1 calc R . . C14 C 0.0898(3) 0.6831(2) 0.19894(19) 0.0216(7) Uani 1 1 d . . . C15 C 0.1105(3) 0.7030(2) 0.2675(2) 0.0251(7) Uani 1 1 d . . . C16 C 0.1138(4) 0.8030(3) 0.2563(2) 0.0324(8) Uani 1 1 d . . . H16 H 0.1322 0.8162 0.3016 0.039 Uiso 1 1 calc R . . C17 C 0.0912(5) 0.8838(3) 0.1813(2) 0.0400(9) Uani 1 1 d . . . H17 H 0.0976 0.9509 0.1748 0.048 Uiso 1 1 calc R . . C18 C 0.0591(4) 0.8653(3) 0.1160(2) 0.0346(8) Uani 1 1 d . . . H18 H 0.0386 0.9213 0.0649 0.042 Uiso 1 1 calc R . . C19 C 0.0560(4) 0.7675(2) 0.1231(2) 0.0261(7) Uani 1 1 d . . . C20 C 0.1115(3) 0.6206(2) 0.35187(19) 0.0234(7) Uani 1 1 d . . . H20 H 0.1658 0.5527 0.3506 0.028 Uiso 1 1 calc R . . C21 C 0.1858(4) 0.6386(3) 0.4157(2) 0.0316(8) Uani 1 1 d . . . H21A H 0.2860 0.6468 0.3986 0.047 Uiso 1 1 calc R . . H21B H 0.1908 0.5792 0.4673 0.047 Uiso 1 1 calc R . . H21C H 0.1281 0.7012 0.4219 0.047 Uiso 1 1 calc R . . C22 C -0.0492(4) 0.6147(3) 0.3754(2) 0.0321(8) Uani 1 1 d . . . H22A H -0.1035 0.6796 0.3791 0.048 Uiso 1 1 calc R . . H22B H -0.0504 0.5574 0.4277 0.048 Uiso 1 1 calc R . . H22C H -0.0962 0.6034 0.3343 0.048 Uiso 1 1 calc R . . C23 C 0.0073(4) 0.7507(2) 0.05217(19) 0.0268(7) Uani 1 1 d . . . H23 H 0.0636 0.6807 0.0561 0.032 Uiso 1 1 calc R . . C24 C 0.0371(6) 0.8282(3) -0.0302(2) 0.0513(11) Uani 1 1 d . . . H24A H -0.0221 0.8972 -0.0375 0.077 Uiso 1 1 calc R . . H24B H 0.0103 0.8086 -0.0723 0.077 Uiso 1 1 calc R . . H24C H 0.1423 0.8287 -0.0341 0.077 Uiso 1 1 calc R . . C25 C -0.1569(4) 0.7490(4) 0.0610(3) 0.0482(10) Uani 1 1 d . . . H25A H -0.1735 0.6990 0.1147 0.072 Uiso 1 1 calc R . . H25B H -0.1862 0.7290 0.0198 0.072 Uiso 1 1 calc R . . H25C H -0.2159 0.8179 0.0540 0.072 Uiso 1 1 calc R . . C26 C 0.0910(4) 0.4436(2) 0.12207(19) 0.0270(7) Uani 1 1 d . . . H26 H 0.0003 0.5012 0.1068 0.032 Uiso 1 1 calc R . . C27 C 0.2154(4) 0.4783(3) 0.0656(2) 0.0318(8) Uani 1 1 d . . . H27A H 0.2413 0.5351 0.0737 0.048 Uiso 1 1 calc R . . H27B H 0.1829 0.5019 0.0095 0.048 Uiso 1 1 calc R . . H27C H 0.3022 0.4203 0.0772 0.048 Uiso 1 1 calc R . . C28 C 0.0587(4) 0.3502(3) 0.1133(2) 0.0386(9) Uani 1 1 d . . . H28A H 0.1430 0.2909 0.1344 0.058 Uiso 1 1 calc R . . H28B H 0.0424 0.3664 0.0561 0.058 Uiso 1 1 calc R . . H28C H -0.0299 0.3335 0.1437 0.058 Uiso 1 1 calc R . . C29 C 0.0109(3) 0.3773(2) 0.2658(2) 0.0260(7) Uani 1 1 d . . . H29 H 0.0133 0.3064 0.2695 0.031 Uiso 1 1 calc R . . C30 C 0.0406(4) 0.3672(3) 0.3506(2) 0.0288(7) Uani 1 1 d . . . H30A H 0.1409 0.3256 0.3682 0.043 Uiso 1 1 calc R . . H30B H -0.0311 0.3335 0.3878 0.043 Uiso 1 1 calc R . . H30C H 0.0311 0.4360 0.3505 0.043 Uiso 1 1 calc R . . C31 C -0.1450(4) 0.4424(3) 0.2387(2) 0.0345(8) Uani 1 1 d . . . H31A H -0.1506 0.5136 0.2319 0.052 Uiso 1 1 calc R . . H31B H -0.2158 0.4137 0.2795 0.052 Uiso 1 1 calc R . . H31C H -0.1690 0.4417 0.1872 0.052 Uiso 1 1 calc R . . C32 C 0.7649(16) -0.0073(9) 0.4285(7) 0.038(4) Uiso 0.376(9) 1 d PD A 1 H32A H 0.6769 0.0057 0.4607 0.046 Uiso 0.376(9) 1 calc PR A 1 H32B H 0.8462 0.0178 0.4404 0.046 Uiso 0.376(9) 1 calc PR A 1 C33 C 0.8154(14) -0.1274(8) 0.4365(7) 0.045(3) Uiso 0.376(9) 1 d PD A 1 H33A H 0.7559 -0.1370 0.3992 0.068 Uiso 0.376(9) 1 calc PR A 1 H33B H 0.8004 -0.1738 0.4920 0.068 Uiso 0.376(9) 1 calc PR A 1 H33C H 0.9202 -0.1431 0.4232 0.068 Uiso 0.376(9) 1 calc PR A 1 C34 C 0.8616(17) 0.0437(14) 0.2900(11) 0.096(6) Uiso 0.376(9) 1 d PD A 1 H34A H 0.8359 0.0787 0.2317 0.115 Uiso 0.376(9) 1 calc PR A 1 H34B H 0.9268 -0.0254 0.3002 0.115 Uiso 0.376(9) 1 calc PR A 1 C35 C 0.937(3) 0.106(2) 0.315(2) 0.171(12) Uiso 0.376(9) 1 d PD A 1 H35A H 0.8965 0.1797 0.2840 0.257 Uiso 0.376(9) 1 calc PR A 1 H35B H 1.0436 0.0891 0.3049 0.257 Uiso 0.376(9) 1 calc PR A 1 H35C H 0.9223 0.0903 0.3728 0.257 Uiso 0.376(9) 1 calc PR A 1 C36 C 0.6804(13) -0.0307(10) 0.1892(7) 0.088(4) Uiso 0.576(14) 1 d PD A 1 H36A H 0.7389 -0.1030 0.2088 0.106 Uiso 0.576(14) 1 calc PR A 1 H36B H 0.7494 0.0145 0.1811 0.106 Uiso 0.576(14) 1 calc PR A 1 C37 C 0.6053(14) -0.0029(9) 0.1060(7) 0.083(4) Uiso 0.576(14) 1 d PD A 1 H37A H 0.5769 -0.0636 0.1063 0.125 Uiso 0.576(14) 1 calc PR A 1 H37B H 0.6750 0.0189 0.0624 0.125 Uiso 0.576(14) 1 calc PR A 1 H37C H 0.5171 0.0535 0.0975 0.125 Uiso 0.576(14) 1 calc PR A 1 C38 C 0.5346(15) -0.1149(8) 0.2807(7) 0.075(3) Uiso 0.576(14) 1 d PD A 1 H38A H 0.6217 -0.1717 0.3059 0.090 Uiso 0.576(14) 1 calc PR A 1 H38B H 0.4965 -0.1268 0.2366 0.090 Uiso 0.576(14) 1 calc PR A 1 C39 C 0.4223(12) -0.1131(8) 0.3398(6) 0.053(3) Uiso 0.576(14) 1 d PD A 1 H39A H 0.3305 -0.0652 0.3128 0.080 Uiso 0.576(14) 1 calc PR A 1 H39B H 0.4547 -0.0903 0.3784 0.080 Uiso 0.576(14) 1 calc PR A 1 H39C H 0.4049 -0.1826 0.3684 0.080 Uiso 0.576(14) 1 calc PR A 1 Li1 Li 0.5627(8) 0.0925(5) 0.2780(4) 0.0481(18) Uani 1 1 d D . . O1A O 0.7464(5) 0.0624(4) 0.3501(3) 0.0349(12) Uiso 0.624(9) 1 d PD A 2 O2A O 0.5227(14) -0.0023(7) 0.2246(7) 0.071(3) Uiso 0.424(14) 1 d PD A 2 C32A C 0.7346(9) -0.0222(6) 0.4253(5) 0.047(3) Uiso 0.624(9) 1 d PD A 2 H32C H 0.6483 -0.0487 0.4219 0.056 Uiso 0.624(9) 1 calc PR A 2 H32D H 0.7160 0.0039 0.4690 0.056 Uiso 0.624(9) 1 calc PR A 2 C33A C 0.8694(10) -0.1096(7) 0.4472(5) 0.064(2) Uiso 0.624(9) 1 d PD A 2 H33D H 0.8755 -0.1465 0.4116 0.096 Uiso 0.624(9) 1 calc PR A 2 H33E H 0.8631 -0.1572 0.5034 0.096 Uiso 0.624(9) 1 calc PR A 2 H33F H 0.9578 -0.0822 0.4409 0.096 Uiso 0.624(9) 1 calc PR A 2 C36A C 0.6310(18) 0.0005(14) 0.1552(10) 0.086(5) Uiso 0.424(14) 1 d PD A 2 H36C H 0.6794 0.0593 0.1369 0.103 Uiso 0.424(14) 1 calc PR A 2 H36D H 0.7049 -0.0655 0.1659 0.103 Uiso 0.424(14) 1 calc PR A 2 C37A C 0.502(3) 0.0171(17) 0.1011(12) 0.133(8) Uiso 0.424(14) 1 d PD A 2 H37D H 0.4784 -0.0493 0.1127 0.199 Uiso 0.424(14) 1 calc PR A 2 H37E H 0.5303 0.0469 0.0444 0.199 Uiso 0.424(14) 1 calc PR A 2 H37F H 0.4161 0.0644 0.1113 0.199 Uiso 0.424(14) 1 calc PR A 2 C38A C 0.466(2) -0.0972(12) 0.2710(9) 0.088(5) Uiso 0.424(14) 1 d PD A 2 H38C H 0.5506 -0.1578 0.2858 0.106 Uiso 0.424(14) 1 calc PR A 2 H38D H 0.4001 -0.1049 0.2345 0.106 Uiso 0.424(14) 1 calc PR A 2 C39A C 0.3792(19) -0.1009(13) 0.3489(9) 0.071(5) Uiso 0.424(14) 1 d PD A 2 H39D H 0.4488 -0.1146 0.3918 0.107 Uiso 0.424(14) 1 calc PR A 2 H39E H 0.3256 -0.1561 0.3659 0.107 Uiso 0.424(14) 1 calc PR A 2 H39F H 0.3088 -0.0345 0.3383 0.107 Uiso 0.424(14) 1 calc PR A 2 C34A C 0.8677(9) 0.1123(6) 0.3299(5) 0.051(2) Uiso 0.624(9) 1 d PD A 2 H34C H 0.9232 0.0938 0.3800 0.061 Uiso 0.624(9) 1 calc PR A 2 H34D H 0.8274 0.1880 0.3075 0.061 Uiso 0.624(9) 1 calc PR A 2 C35A C 0.9705(8) 0.0861(6) 0.2720(4) 0.050(2) Uiso 0.624(9) 1 d PD A 2 H35D H 1.0117 0.0113 0.2935 0.075 Uiso 0.624(9) 1 calc PR A 2 H35E H 1.0508 0.1219 0.2628 0.075 Uiso 0.624(9) 1 calc PR A 2 H35F H 0.9182 0.1075 0.2209 0.075 Uiso 0.624(9) 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 Br1 0.0443(2) 0.02184(18) 0.0341(2) -0.00623(15) 0.00503(16) -0.00342(15) Br2 0.0475(2) 0.0311(2) 0.0281(2) -0.00657(15) 0.00925(16) 0.00891(16) Zn1 0.0288(2) 0.01983(19) 0.0205(2) -0.00848(15) -0.00063(15) -0.00042(15) N1 0.0223(13) 0.0216(13) 0.0173(13) -0.0088(11) -0.0017(11) -0.0017(10) N2 0.0235(13) 0.0202(13) 0.0202(14) -0.0084(11) 0.0003(11) -0.0041(11) N3 0.0251(14) 0.0197(13) 0.0208(14) -0.0093(11) -0.0031(11) -0.0035(11) C1 0.0266(16) 0.0203(15) 0.0134(15) -0.0081(12) 0.0027(12) -0.0062(13) C2 0.0217(16) 0.0247(16) 0.0226(17) -0.0125(13) 0.0031(13) -0.0037(13) C3 0.0219(16) 0.0274(17) 0.0211(17) -0.0136(14) 0.0013(13) -0.0024(13) C4 0.0230(17) 0.040(2) 0.0274(18) -0.0182(16) -0.0010(14) -0.0038(14) C5 0.0225(17) 0.039(2) 0.041(2) -0.0240(17) 0.0033(15) -0.0095(15) C6 0.0268(18) 0.0298(18) 0.037(2) -0.0149(16) 0.0062(15) -0.0089(14) C7 0.0234(16) 0.0237(16) 0.0266(18) -0.0102(14) 0.0032(14) -0.0025(13) C8 0.0270(17) 0.0328(18) 0.0194(17) -0.0094(14) -0.0039(14) -0.0042(14) C9 0.041(2) 0.031(2) 0.046(2) -0.0108(18) 0.0073(18) -0.0005(17) C10 0.058(3) 0.036(2) 0.027(2) -0.0108(16) 0.0090(18) -0.0055(18) C11 0.0268(17) 0.0285(18) 0.0254(18) -0.0046(14) 0.0005(14) -0.0080(14) C12 0.041(2) 0.040(2) 0.043(2) 0.0000(18) -0.0039(18) -0.0142(18) C13 0.0281(18) 0.052(2) 0.0235(18) -0.0122(17) 0.0036(15) -0.0070(16) C14 0.0226(16) 0.0212(16) 0.0210(16) -0.0088(13) -0.0003(13) -0.0042(12) C15 0.0253(17) 0.0245(16) 0.0259(18) -0.0118(14) 0.0013(14) -0.0034(13) C16 0.048(2) 0.0257(18) 0.0287(19) -0.0154(15) -0.0056(16) -0.0066(15) C17 0.065(3) 0.0228(18) 0.036(2) -0.0138(16) -0.0026(19) -0.0121(17) C18 0.056(2) 0.0226(17) 0.0253(19) -0.0087(14) -0.0036(17) -0.0082(16) C19 0.0315(18) 0.0205(16) 0.0256(18) -0.0097(14) -0.0023(14) -0.0028(13) C20 0.0276(17) 0.0220(16) 0.0206(17) -0.0101(13) -0.0012(13) -0.0024(13) C21 0.0355(19) 0.0335(19) 0.0265(18) -0.0145(15) -0.0032(15) -0.0032(15) C22 0.0296(18) 0.0365(19) 0.031(2) -0.0160(16) 0.0044(15) -0.0060(15) C23 0.0369(19) 0.0205(16) 0.0227(17) -0.0084(13) -0.0031(15) -0.0050(14) C24 0.094(3) 0.041(2) 0.026(2) -0.0103(18) -0.005(2) -0.032(2) C25 0.041(2) 0.067(3) 0.044(2) -0.031(2) -0.0039(19) -0.008(2) C26 0.0344(19) 0.0228(16) 0.0239(18) -0.0110(14) -0.0061(14) -0.0014(14) C27 0.038(2) 0.0336(19) 0.0184(17) -0.0108(15) -0.0029(15) 0.0036(15) C28 0.054(2) 0.0312(19) 0.036(2) -0.0184(17) -0.0130(18) -0.0047(17) C29 0.0269(17) 0.0228(16) 0.0282(18) -0.0085(14) 0.0018(14) -0.0086(13) C30 0.0308(18) 0.0288(18) 0.0239(18) -0.0081(14) 0.0069(14) -0.0081(14) C31 0.0293(19) 0.0329(19) 0.041(2) -0.0138(17) 0.0022(16) -0.0092(15) Li1 0.066(5) 0.026(3) 0.040(4) -0.012(3) 0.015(3) 0.006(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 Br1 Zn1 2.4285(11) . ? Br1 Li1 2.512(6) . ? Br2 Zn1 2.4129(9) . ? Br2 Li1 2.519(6) . ? Zn1 N1 1.988(2) . ? Zn1 N3 2.141(3) . ? O1 C34 1.436(14) . ? O1 C32 1.549(12) . ? O1 Li1 1.791(9) . ? O2 C38 1.415(10) . ? O2 C36 1.432(10) . ? O2 Li1 1.861(8) . ? N1 C1 1.351(4) . ? N1 C2 1.428(4) . ? N2 C1 1.286(4) . ? N2 C14 1.411(4) . ? N3 C26 1.499(4) . ? N3 C1 1.511(4) . ? N3 C29 1.524(4) . ? C2 C3 1.409(4) . ? C2 C7 1.412(4) . ? C3 C4 1.401(5) . ? C3 C8 1.516(5) . ? C4 C5 1.382(5) . ? C5 C6 1.373(5) . ? C6 C7 1.397(5) . ? C7 C11 1.515(5) . ? C8 C10 1.518(5) . ? C8 C9 1.531(5) . ? C11 C12 1.525(5) . ? C11 C13 1.540(5) . ? C14 C15 1.418(4) . ? C14 C19 1.421(4) . ? C15 C16 1.392(4) . ? C15 C20 1.514(4) . ? C16 C17 1.383(5) . ? C17 C18 1.382(5) . ? C18 C19 1.382(4) . ? C19 C23 1.521(4) . ? C20 C21 1.531(5) . ? C20 C22 1.537(4) . ? C23 C24 1.518(5) . ? C23 C25 1.532(5) . ? C26 C27 1.523(5) . ? C26 C28 1.528(5) . ? C29 C30 1.523(5) . ? C29 C31 1.525(5) . ? C32 C33 1.641(13) . ? C34 C35 1.492(18) . ? C36 C37 1.571(13) . ? C38 C39 1.435(12) . ? Li1 O2A 2.083(11) . ? Li1 O1A 2.094(8) . ? O1A C34A 1.436(8) . ? O1A C32A 1.441(8) . ? O2A C38A 1.499(13) . ? O2A C36A 1.537(14) . ? C32A C33A 1.499(10) . ? C36A C37A 1.523(16) . ? C38A C39A 1.551(15) . ? C34A C35A 1.459(10) . ? 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 Zn1 Br1 Li1 83.07(15) . . ? Zn1 Br2 Li1 83.23(14) . . ? N1 Zn1 N3 66.87(10) . . ? N1 Zn1 Br2 117.85(8) . . ? N3 Zn1 Br2 132.83(7) . . ? N1 Zn1 Br1 132.73(8) . . ? N3 Zn1 Br1 109.03(8) . . ? Br2 Zn1 Br1 99.23(4) . . ? C34 O1 C32 111.5(10) . . ? C34 O1 Li1 113.7(9) . . ? C32 O1 Li1 133.7(7) . . ? C38 O2 C36 102.1(7) . . ? C38 O2 Li1 138.4(6) . . ? C36 O2 Li1 117.9(6) . . ? C1 N1 C2 125.6(2) . . ? C1 N1 Zn1 99.51(18) . . ? C2 N1 Zn1 134.8(2) . . ? C1 N2 C14 130.3(3) . . ? C26 N3 C1 112.1(2) . . ? C26 N3 C29 111.7(2) . . ? C1 N3 C29 112.7(2) . . ? C26 N3 Zn1 114.54(19) . . ? C1 N3 Zn1 88.23(16) . . ? C29 N3 Zn1 115.54(19) . . ? N2 C1 N1 139.2(3) . . ? N2 C1 N3 115.4(3) . . ? N1 C1 N3 105.4(2) . . ? C3 C2 C7 120.4(3) . . ? C3 C2 N1 117.4(3) . . ? C7 C2 N1 121.9(3) . . ? C4 C3 C2 118.6(3) . . ? C4 C3 C8 118.9(3) . . ? C2 C3 C8 122.4(3) . . ? C5 C4 C3 120.9(3) . . ? C6 C5 C4 119.8(3) . . ? C5 C6 C7 121.8(3) . . ? C6 C7 C2 117.9(3) . . ? C6 C7 C11 120.8(3) . . ? C2 C7 C11 121.1(3) . . ? C3 C8 C10 114.2(3) . . ? C3 C8 C9 110.2(3) . . ? C10 C8 C9 110.0(3) . . ? C7 C11 C12 114.6(3) . . ? C7 C11 C13 109.8(3) . . ? C12 C11 C13 108.9(3) . . ? N2 C14 C15 124.2(3) . . ? N2 C14 C19 116.2(3) . . ? C15 C14 C19 119.0(3) . . ? C16 C15 C14 118.5(3) . . ? C16 C15 C20 120.3(3) . . ? C14 C15 C20 120.8(3) . . ? C17 C16 C15 122.0(3) . . ? C18 C17 C16 118.9(3) . . ? C17 C18 C19 121.6(3) . . ? C18 C19 C14 119.4(3) . . ? C18 C19 C23 120.6(3) . . ? C14 C19 C23 119.9(3) . . ? C15 C20 C21 114.1(3) . . ? C15 C20 C22 108.2(3) . . ? C21 C20 C22 109.9(3) . . ? C24 C23 C19 114.6(3) . . ? C24 C23 C25 111.0(3) . . ? C19 C23 C25 108.8(3) . . ? N3 C26 C27 111.0(3) . . ? N3 C26 C28 109.6(3) . . ? C27 C26 C28 109.1(3) . . ? C30 C29 N3 111.4(3) . . ? C30 C29 C31 109.4(3) . . ? N3 C29 C31 114.7(3) . . ? O1 C32 C33 92.4(9) . . ? O1 C34 C35 106.9(17) . . ? O2 C36 C37 112.9(9) . . ? O2 C38 C39 108.8(8) . . ? O1 Li1 O2 93.6(5) . . ? O1 Li1 O2A 110.7(6) . . ? O2 Li1 O2A 17.2(3) . . ? O1 Li1 O1A 15.5(3) . . ? O2 Li1 O1A 109.0(4) . . ? O2A Li1 O1A 126.1(5) . . ? O1 Li1 Br1 116.3(4) . . ? O2 Li1 Br1 121.0(4) . . ? O2A Li1 Br1 112.0(4) . . ? O1A Li1 Br1 107.2(3) . . ? O1 Li1 Br2 114.6(4) . . ? O2 Li1 Br2 118.9(3) . . ? O2A Li1 Br2 107.9(4) . . ? O1A Li1 Br2 104.5(3) . . ? Br1 Li1 Br2 94.28(19) . . ? C34A O1A C32A 124.3(6) . . ? C34A O1A Li1 127.9(5) . . ? C32A O1A Li1 107.8(5) . . ? C38A O2A C36A 120.3(11) . . ? C38A O2A Li1 122.5(9) . . ? C36A O2A Li1 109.4(8) . . ? O1A C32A C33A 113.7(7) . . ? C37A C36A O2A 89.5(13) . . ? O2A C38A C39A 116.9(12) . . ? O1A C34A C35A 114.9(6) . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.936 _refine_diff_density_min -0.696 _refine_diff_density_rms 0.076 # Attachment '- compound5.CIF' data_compound5 _database_code_depnum_ccdc_archive 'CCDC 779533' #TrackingRef '- compound5.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C58 H86 Br2 N4 Zn2' _chemical_formula_weight 1129.87 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' 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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.0698(3) _cell_length_b 10.7948(4) _cell_length_c 14.8844(7) _cell_angle_alpha 105.869(2) _cell_angle_beta 102.254(2) _cell_angle_gamma 106.999(2) _cell_volume 1411.22(9) _cell_formula_units_Z 1 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.329 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 592 _exptl_absorpt_coefficient_mu 2.304 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.610 _exptl_absorpt_correction_T_max 0.800 _exptl_absorpt_process_details 'Sortav (Blessing 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21361 _diffrn_reflns_av_R_equivalents 0.0508 _diffrn_reflns_av_sigmaI/netI 0.0849 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.12 _diffrn_reflns_theta_max 28.00 _reflns_number_total 6293 _reflns_number_gt 3983 _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 relatively low completeness of the data arises as the theta max angle used for the data collection was 28 deg. The data above theta of 25 deg. were weak. It is believed the inclusion of the higher angle data in the refinement is acceptable given the quality of the crystal structure. ; _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^)+(0.0307P)^2^+0.3004P] 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 6293 _refine_ls_number_parameters 309 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0921 _refine_ls_R_factor_gt 0.0399 _refine_ls_wR_factor_ref 0.0819 _refine_ls_wR_factor_gt 0.0682 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.005 _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 Br1 Br 0.32046(3) 0.94551(4) 0.016905(19) 0.02397(10) Uani 1 1 d . . . Zn1 Zn 0.57724(4) 1.02075(4) 0.11156(2) 0.01902(11) Uani 1 1 d . . . N1 N 0.6615(2) 1.1408(3) 0.25395(15) 0.0160(6) Uani 1 1 d . . . C1 C 0.6843(3) 1.0373(3) 0.28007(19) 0.0146(7) Uani 1 1 d . . . N2 N 0.6402(2) 0.9229(3) 0.19918(16) 0.0168(6) Uani 1 1 d . . . C2 C 0.7502(3) 1.0499(3) 0.38660(19) 0.0197(7) Uani 1 1 d . . . C3 C 0.7599(3) 0.9152(3) 0.3965(2) 0.0233(8) Uani 1 1 d . . . H3A H 0.6618 0.8423 0.3690 0.035 Uiso 1 1 calc R . . H3B H 0.8005 0.9302 0.4662 0.035 Uiso 1 1 calc R . . H3C H 0.8235 0.8869 0.3605 0.035 Uiso 1 1 calc R . . C4 C 0.6540(4) 1.0929(4) 0.4474(2) 0.0315(9) Uani 1 1 d . . . H4A H 0.6561 1.1851 0.4497 0.047 Uiso 1 1 calc R . . H4B H 0.6917 1.0955 0.5145 0.047 Uiso 1 1 calc R . . H4C H 0.5530 1.0255 0.4167 0.047 Uiso 1 1 calc R . . C5 C 0.9046(3) 1.1611(4) 0.4310(2) 0.0303(9) Uani 1 1 d . . . H5A H 0.9636 1.1394 0.3889 0.046 Uiso 1 1 calc R . . H5B H 0.9497 1.1634 0.4969 0.046 Uiso 1 1 calc R . . H5C H 0.8995 1.2518 0.4356 0.046 Uiso 1 1 calc R . . C6 C 0.6909(3) 1.2819(3) 0.30874(18) 0.0155(7) Uani 1 1 d . . . C7 C 0.5772(3) 1.3187(3) 0.33652(19) 0.0181(7) Uani 1 1 d . . . C8 C 0.6024(3) 1.4586(3) 0.3796(2) 0.0222(7) Uani 1 1 d . . . H8 H 0.5279 1.4839 0.4002 0.027 Uiso 1 1 calc R . . C9 C 0.7317(3) 1.5612(4) 0.3933(2) 0.0238(8) Uani 1 1 d . . . H9 H 0.7463 1.6561 0.4229 0.029 Uiso 1 1 calc R . . C10 C 0.8409(3) 1.5244(3) 0.3632(2) 0.0213(7) Uani 1 1 d . . . H10 H 0.9298 1.5953 0.3716 0.026 Uiso 1 1 calc R . . C11 C 0.8230(3) 1.3870(3) 0.32145(19) 0.0178(7) Uani 1 1 d . . . C12 C 0.4259(3) 1.2116(4) 0.3122(2) 0.0217(7) Uani 1 1 d . . . H12 H 0.4305 1.1172 0.2894 0.026 Uiso 1 1 calc R . . C13 C 0.3194(3) 1.2240(4) 0.2275(2) 0.0295(8) Uani 1 1 d . . . H13A H 0.3100 1.3144 0.2495 0.044 Uiso 1 1 calc R . . H13B H 0.2232 1.1499 0.2075 0.044 Uiso 1 1 calc R . . H13C H 0.3569 1.2157 0.1714 0.044 Uiso 1 1 calc R . . C14 C 0.3684(3) 1.2265(4) 0.4014(2) 0.0311(9) Uani 1 1 d . . . H14A H 0.4388 1.2227 0.4562 0.047 Uiso 1 1 calc R . . H14B H 0.2740 1.1507 0.3830 0.047 Uiso 1 1 calc R . . H14C H 0.3560 1.3157 0.4215 0.047 Uiso 1 1 calc R . . C15 C 0.9440(3) 1.3541(4) 0.2850(2) 0.0220(7) Uani 1 1 d . . . H15 H 0.9233 1.2528 0.2694 0.026 Uiso 1 1 calc R . . C16 C 0.9448(3) 1.3857(4) 0.1903(2) 0.0270(8) Uani 1 1 d . . . H16A H 0.8464 1.3379 0.1421 0.041 Uiso 1 1 calc R . . H16B H 1.0140 1.3532 0.1630 0.041 Uiso 1 1 calc R . . H16C H 0.9744 1.4859 0.2057 0.041 Uiso 1 1 calc R . . C17 C 1.0955(3) 1.4358(4) 0.3627(2) 0.0307(9) Uani 1 1 d . . . H17A H 1.1200 1.5353 0.3763 0.046 Uiso 1 1 calc R . . H17B H 1.1688 1.4073 0.3381 0.046 Uiso 1 1 calc R . . H17C H 1.0945 1.4171 0.4235 0.046 Uiso 1 1 calc R . . C18 C 0.6332(3) 0.7857(3) 0.18339(18) 0.0175(7) Uani 1 1 d . . . C19 C 0.5031(3) 0.6821(4) 0.1742(2) 0.0207(7) Uani 1 1 d . . . C20 C 0.4945(3) 0.5464(4) 0.1490(2) 0.0273(8) Uani 1 1 d . . . H20 H 0.4075 0.4764 0.1445 0.033 Uiso 1 1 calc R . . C21 C 0.6089(4) 0.5098(4) 0.1302(2) 0.0275(8) Uani 1 1 d . . . H21 H 0.6011 0.4159 0.1128 0.033 Uiso 1 1 calc R . . C22 C 0.7341(3) 0.6115(4) 0.1371(2) 0.0266(8) Uani 1 1 d . . . H22 H 0.8123 0.5860 0.1233 0.032 Uiso 1 1 calc R . . C23 C 0.7507(3) 0.7491(4) 0.1631(2) 0.0225(8) Uani 1 1 d . . . C24 C 0.3710(3) 0.7166(4) 0.1902(2) 0.0246(8) Uani 1 1 d . . . H24 H 0.3949 0.8178 0.2032 0.030 Uiso 1 1 calc R . . C25 C 0.2365(3) 0.6342(4) 0.0976(2) 0.0329(9) Uani 1 1 d . . . H25A H 0.2610 0.6508 0.0406 0.049 Uiso 1 1 calc R . . H25B H 0.1558 0.6643 0.1066 0.049 Uiso 1 1 calc R . . H25C H 0.2070 0.5350 0.0867 0.049 Uiso 1 1 calc R . . C26 C 0.3357(3) 0.6858(4) 0.2790(2) 0.0353(9) Uani 1 1 d . . . H26A H 0.3110 0.5867 0.2671 0.053 Uiso 1 1 calc R . . H26B H 0.2524 0.7110 0.2885 0.053 Uiso 1 1 calc R . . H26C H 0.4211 0.7401 0.3382 0.053 Uiso 1 1 calc R . . C27 C 0.8903(3) 0.8568(4) 0.1664(2) 0.0277(8) Uani 1 1 d . . . H27 H 0.8844 0.9503 0.1912 0.033 Uiso 1 1 calc R . . C28 C 0.9049(4) 0.8315(4) 0.0625(2) 0.0399(10) Uani 1 1 d . . . H28A H 0.9918 0.9054 0.0655 0.060 Uiso 1 1 calc R . . H28B H 0.8176 0.8313 0.0182 0.060 Uiso 1 1 calc R . . H28C H 0.9145 0.7416 0.0378 0.060 Uiso 1 1 calc R . . C29 C 1.0265(3) 0.8574(4) 0.2365(2) 0.0407(10) Uani 1 1 d . . . H29A H 1.0195 0.8797 0.3033 0.061 Uiso 1 1 calc R . . H29B H 1.1142 0.9272 0.2364 0.061 Uiso 1 1 calc R . . H29C H 1.0329 0.7657 0.2146 0.061 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 Br1 0.02596(18) 0.0322(2) 0.01463(16) 0.00844(15) 0.00856(13) 0.01052(16) Zn1 0.0284(2) 0.0192(2) 0.01101(17) 0.00521(16) 0.00654(15) 0.01097(18) N1 0.0248(13) 0.0127(16) 0.0124(11) 0.0036(11) 0.0071(10) 0.0095(12) C1 0.0182(15) 0.0151(19) 0.0162(14) 0.0076(13) 0.0095(12) 0.0096(13) N2 0.0251(13) 0.0140(16) 0.0133(12) 0.0046(11) 0.0072(10) 0.0096(12) C2 0.0267(16) 0.019(2) 0.0128(14) 0.0039(13) 0.0068(12) 0.0097(14) C3 0.0363(18) 0.023(2) 0.0151(14) 0.0096(14) 0.0068(13) 0.0151(16) C4 0.053(2) 0.042(3) 0.0193(16) 0.0176(16) 0.0212(15) 0.032(2) C5 0.0373(19) 0.027(2) 0.0195(16) 0.0094(15) -0.0007(14) 0.0081(17) C6 0.0237(16) 0.0135(19) 0.0119(13) 0.0060(13) 0.0053(12) 0.0096(14) C7 0.0272(17) 0.019(2) 0.0122(14) 0.0055(13) 0.0083(12) 0.0125(15) C8 0.0313(18) 0.023(2) 0.0183(15) 0.0066(14) 0.0118(13) 0.0168(16) C9 0.0391(19) 0.014(2) 0.0185(15) 0.0031(13) 0.0088(14) 0.0131(16) C10 0.0258(17) 0.016(2) 0.0168(15) 0.0049(13) 0.0057(13) 0.0022(14) C11 0.0242(16) 0.020(2) 0.0112(13) 0.0076(13) 0.0050(12) 0.0094(15) C12 0.0274(17) 0.020(2) 0.0221(16) 0.0060(14) 0.0126(13) 0.0124(15) C13 0.0283(18) 0.032(2) 0.0245(17) 0.0041(16) 0.0094(14) 0.0105(16) C14 0.0307(18) 0.036(3) 0.0293(17) 0.0129(17) 0.0155(15) 0.0111(17) C15 0.0275(17) 0.026(2) 0.0193(15) 0.0099(14) 0.0132(13) 0.0135(15) C16 0.0304(18) 0.029(2) 0.0226(16) 0.0077(15) 0.0127(14) 0.0105(16) C17 0.0256(17) 0.041(3) 0.0291(17) 0.0146(17) 0.0093(14) 0.0156(17) C18 0.0313(17) 0.016(2) 0.0089(13) 0.0046(12) 0.0062(12) 0.0136(15) C19 0.0283(17) 0.020(2) 0.0158(14) 0.0075(14) 0.0083(13) 0.0093(15) C20 0.0315(18) 0.023(2) 0.0261(17) 0.0091(15) 0.0106(14) 0.0064(16) C21 0.046(2) 0.013(2) 0.0241(16) 0.0039(14) 0.0102(15) 0.0160(17) C22 0.0324(19) 0.025(2) 0.0281(17) 0.0092(15) 0.0115(14) 0.0177(17) C23 0.0298(18) 0.024(2) 0.0175(15) 0.0073(14) 0.0074(13) 0.0152(16) C24 0.0284(17) 0.022(2) 0.0262(16) 0.0088(15) 0.0145(14) 0.0097(15) C25 0.0307(19) 0.040(3) 0.0320(18) 0.0154(17) 0.0107(15) 0.0167(18) C26 0.0332(19) 0.048(3) 0.0295(18) 0.0156(18) 0.0169(15) 0.0160(18) C27 0.0271(18) 0.022(2) 0.0360(18) 0.0070(16) 0.0139(14) 0.0120(16) C28 0.042(2) 0.048(3) 0.043(2) 0.023(2) 0.0245(17) 0.021(2) C29 0.0299(19) 0.048(3) 0.041(2) 0.0101(19) 0.0110(16) 0.0157(19) _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 Br1 Zn1 2.4182(4) 2_675 ? Br1 Zn1 2.4352(4) . ? Zn1 N1 1.996(2) . ? Zn1 N2 2.003(2) . ? Zn1 Br1 2.4182(4) 2_675 ? Zn1 C1 2.446(3) . ? N1 C1 1.343(4) . ? N1 C6 1.424(4) . ? C1 N2 1.345(4) . ? C1 C2 1.535(4) . ? N2 C18 1.412(4) . ? C2 C5 1.528(4) . ? C2 C3 1.529(4) . ? C2 C4 1.542(4) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C11 1.409(4) . ? C6 C7 1.420(4) . ? C7 C8 1.390(4) . ? C7 C12 1.516(4) . ? C8 C9 1.373(4) . ? C8 H8 0.9500 . ? C9 C10 1.392(4) . ? C9 H9 0.9500 . ? C10 C11 1.382(4) . ? C10 H10 0.9500 . ? C11 C15 1.527(4) . ? C12 C13 1.536(4) . ? C12 C14 1.545(4) . ? C12 H12 1.0000 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C17 1.533(4) . ? C15 C16 1.539(4) . ? C15 H15 1.0000 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 C19 1.404(4) . ? C18 C23 1.417(4) . ? C19 C20 1.380(4) . ? C19 C24 1.530(4) . ? C20 C21 1.380(4) . ? C20 H20 0.9500 . ? C21 C22 1.371(4) . ? C21 H21 0.9500 . ? C22 C23 1.377(5) . ? C22 H22 0.9500 . ? C23 C27 1.521(4) . ? C24 C26 1.534(4) . ? C24 C25 1.535(4) . ? C24 H24 1.0000 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C29 1.534(4) . ? C27 C28 1.541(4) . ? C27 H27 1.0000 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 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 Zn1 Br1 Zn1 82.476(14) 2_675 . ? N1 Zn1 N2 66.64(10) . . ? N1 Zn1 Br1 126.04(7) . 2_675 ? N2 Zn1 Br1 123.67(7) . 2_675 ? N1 Zn1 Br1 123.26(7) . . ? N2 Zn1 Br1 120.54(7) . . ? Br1 Zn1 Br1 97.524(14) 2_675 . ? N1 Zn1 C1 33.28(10) . . ? N2 Zn1 C1 33.36(10) . . ? Br1 Zn1 C1 133.30(6) 2_675 . ? Br1 Zn1 C1 129.05(6) . . ? C1 N1 C6 132.8(2) . . ? C1 N1 Zn1 92.08(18) . . ? C6 N1 Zn1 135.07(19) . . ? N1 C1 N2 109.6(2) . . ? N1 C1 C2 124.3(3) . . ? N2 C1 C2 126.1(3) . . ? N1 C1 Zn1 54.64(13) . . ? N2 C1 Zn1 54.94(14) . . ? C2 C1 Zn1 178.8(2) . . ? C1 N2 C18 133.9(2) . . ? C1 N2 Zn1 91.70(19) . . ? C18 N2 Zn1 134.33(17) . . ? C5 C2 C3 107.9(3) . . ? C5 C2 C1 109.6(2) . . ? C3 C2 C1 113.9(2) . . ? C5 C2 C4 109.0(3) . . ? C3 C2 C4 107.5(2) . . ? C1 C2 C4 108.9(2) . . ? C2 C3 H3A 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C2 C4 H4A 109.5 . . ? C2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C2 C5 H5A 109.5 . . ? C2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C11 C6 C7 119.6(3) . . ? C11 C6 N1 120.3(3) . . ? C7 C6 N1 119.3(3) . . ? C8 C7 C6 118.6(3) . . ? C8 C7 C12 119.1(3) . . ? C6 C7 C12 122.0(3) . . ? C9 C8 C7 121.9(3) . . ? C9 C8 H8 119.0 . . ? C7 C8 H8 119.0 . . ? C8 C9 C10 119.1(3) . . ? C8 C9 H9 120.4 . . ? C10 C9 H9 120.4 . . ? C11 C10 C9 121.5(3) . . ? C11 C10 H10 119.3 . . ? C9 C10 H10 119.3 . . ? C10 C11 C6 119.2(3) . . ? C10 C11 C15 118.7(3) . . ? C6 C11 C15 122.0(3) . . ? C7 C12 C13 109.0(3) . . ? C7 C12 C14 112.9(2) . . ? C13 C12 C14 109.8(2) . . ? C7 C12 H12 108.4 . . ? C13 C12 H12 108.4 . . ? C14 C12 H12 108.4 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C11 C15 C17 112.1(2) . . ? C11 C15 C16 110.2(3) . . ? C17 C15 C16 109.4(2) . . ? C11 C15 H15 108.3 . . ? C17 C15 H15 108.3 . . ? C16 C15 H15 108.3 . . ? 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 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C19 C18 N2 120.2(3) . . ? C19 C18 C23 119.8(3) . . ? N2 C18 C23 119.5(3) . . ? C20 C19 C18 119.0(3) . . ? C20 C19 C24 119.8(3) . . ? C18 C19 C24 121.3(3) . . ? C19 C20 C21 121.7(3) . . ? C19 C20 H20 119.1 . . ? C21 C20 H20 119.1 . . ? C22 C21 C20 118.8(3) . . ? C22 C21 H21 120.6 . . ? C20 C21 H21 120.6 . . ? C21 C22 C23 122.5(3) . . ? C21 C22 H22 118.7 . . ? C23 C22 H22 118.7 . . ? C22 C23 C18 118.2(3) . . ? C22 C23 C27 120.2(3) . . ? C18 C23 C27 121.5(3) . . ? C19 C24 C26 111.2(3) . . ? C19 C24 C25 110.5(3) . . ? C26 C24 C25 109.8(3) . . ? C19 C24 H24 108.4 . . ? C26 C24 H24 108.4 . . ? C25 C24 H24 108.4 . . ? 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 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C23 C27 C29 111.7(3) . . ? C23 C27 C28 110.7(3) . . ? C29 C27 C28 109.9(3) . . ? C23 C27 H27 108.1 . . ? C29 C27 H27 108.1 . . ? C28 C27 H27 108.1 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.922 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.922 _refine_diff_density_max 0.747 _refine_diff_density_min -0.783 _refine_diff_density_rms 0.097 # Attachment 'compound6.CIF.txt' data_compound6 _database_code_depnum_ccdc_archive 'CCDC 779534' #TrackingRef 'compound6.CIF.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C68.50 H98 N4 Zn' _chemical_formula_weight 1042.88 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' 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 12.650(3) _cell_length_b 12.723(3) _cell_length_c 19.058(4) _cell_angle_alpha 100.62(3) _cell_angle_beta 90.59(3) _cell_angle_gamma 92.15(3) _cell_volume 3012.3(10) _cell_formula_units_Z 2 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.150 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1134 _exptl_absorpt_coefficient_mu 0.451 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.871 _exptl_absorpt_correction_T_max 0.922 _exptl_absorpt_process_details 'Sortav (Blessing 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27427 _diffrn_reflns_av_R_equivalents 0.0245 _diffrn_reflns_av_sigmaI/netI 0.0390 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.93 _diffrn_reflns_theta_max 28.00 _reflns_number_total 14451 _reflns_number_gt 11872 _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. During the course of the structure refinement, the methyl groups of one tert-butyl and one isopropyl substituent were found to be disordered over two sites. This disorder was successfully modelled. In addition, two molecules of toluene of crystallisation were located in the asymmetric unit. The atomic positions of one of these were refined at 50% occupancy whereas those of the other molecule were refined at 100% occupancy. ; _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^)+(0.0521P)^2^+1.4092P] 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 14451 _refine_ls_number_parameters 770 _refine_ls_number_restraints 28 _refine_ls_R_factor_all 0.0557 _refine_ls_R_factor_gt 0.0417 _refine_ls_wR_factor_ref 0.1110 _refine_ls_wR_factor_gt 0.1030 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.052 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.728559(14) 0.817477(14) 0.717973(10) 0.02006(6) Uani 1 1 d . . . N1 N 0.64459(10) 0.88942(10) 0.80023(7) 0.0197(3) Uani 1 1 d . . . N2 N 0.61209(10) 0.71812(10) 0.75954(7) 0.0212(3) Uani 1 1 d . . . N3 N 0.87229(10) 0.76772(11) 0.68538(7) 0.0210(3) Uani 1 1 d . . . N4 N 0.79813(11) 0.89051(11) 0.63569(7) 0.0229(3) Uani 1 1 d . . . C1 C 0.58819(12) 0.80054(12) 0.80942(8) 0.0195(3) Uani 1 1 d . . . C2 C 0.51829(13) 0.79822(13) 0.87634(9) 0.0251(3) Uani 1 1 d . . . C3 C 0.59407(15) 0.82068(16) 0.94137(9) 0.0318(4) Uani 1 1 d . . . H3A H 0.5555 0.8111 0.9842 0.048 Uiso 1 1 calc R . . H3B H 0.6232 0.8943 0.9475 0.048 Uiso 1 1 calc R . . H3C H 0.6519 0.7709 0.9339 0.048 Uiso 1 1 calc R . . C4 C 0.43322(15) 0.88344(16) 0.88861(11) 0.0353(4) Uani 1 1 d . . . H4A H 0.3924 0.8755 0.9309 0.053 Uiso 1 1 calc R . . H4B H 0.3857 0.8739 0.8468 0.053 Uiso 1 1 calc R . . H4C H 0.4676 0.9550 0.8960 0.053 Uiso 1 1 calc R . . C5 C 0.45806(15) 0.69103(15) 0.87647(11) 0.0329(4) Uani 1 1 d . . . H5A H 0.5087 0.6344 0.8756 0.049 Uiso 1 1 calc R . . H5B H 0.4114 0.6738 0.8342 0.049 Uiso 1 1 calc R . . H5C H 0.4157 0.6966 0.9197 0.049 Uiso 1 1 calc R . . C6 C 0.62244(13) 0.99711(12) 0.83017(9) 0.0223(3) Uani 1 1 d . . . C7 C 0.53622(14) 1.04592(14) 0.80267(9) 0.0264(4) Uani 1 1 d . . . C8 C 0.51640(16) 1.15162(15) 0.83333(11) 0.0340(4) Uani 1 1 d . . . H8 H 0.4578 1.1851 0.8165 0.041 Uiso 1 1 calc R . . C9 C 0.58027(17) 1.20838(14) 0.88761(11) 0.0375(5) Uani 1 1 d . . . H9 H 0.5643 1.2795 0.9087 0.045 Uiso 1 1 calc R . . C10 C 0.66706(16) 1.16188(14) 0.91115(10) 0.0338(4) Uani 1 1 d . . . H10 H 0.7118 1.2025 0.9474 0.041 Uiso 1 1 calc R . . C11 C 0.69084(14) 1.05600(13) 0.88287(9) 0.0256(3) Uani 1 1 d . . . C12 C 0.46894(14) 0.98567(15) 0.74107(10) 0.0309(4) Uani 1 1 d . . . H12 H 0.4658 0.9086 0.7457 0.037 Uiso 1 1 calc R . . C13 C 0.35471(16) 1.0217(2) 0.74034(13) 0.0458(5) Uani 1 1 d . . . H13A H 0.3234 1.0211 0.7871 0.069 Uiso 1 1 calc R . . H13B H 0.3135 0.9727 0.7035 0.069 Uiso 1 1 calc R . . H13C H 0.3542 1.0943 0.7299 0.069 Uiso 1 1 calc R . . C14 C 0.52087(16) 0.99235(19) 0.66972(11) 0.0394(5) Uani 1 1 d . . . H14A H 0.5219 1.0665 0.6622 0.059 Uiso 1 1 calc R . . H14B H 0.4804 0.9465 0.6309 0.059 Uiso 1 1 calc R . . H14C H 0.5935 0.9683 0.6704 0.059 Uiso 1 1 calc R . . C15 C 0.79155(14) 1.00875(14) 0.90514(9) 0.0275(4) Uani 1 1 d . . . H15 H 0.7807 0.9291 0.8950 0.033 Uiso 1 1 calc R . . C16 C 0.82061(17) 1.04256(18) 0.98446(10) 0.0407(5) Uani 1 1 d . . . H16A H 0.8375 1.1197 0.9952 0.061 Uiso 1 1 calc R . . H16B H 0.8822 1.0039 0.9957 0.061 Uiso 1 1 calc R . . H16C H 0.7607 1.0258 1.0132 0.061 Uiso 1 1 calc R . . C17 C 0.88349(15) 1.03747(16) 0.85954(11) 0.0355(4) Uani 1 1 d . . . H17A H 0.8682 1.0073 0.8092 0.053 Uiso 1 1 calc R . . H17B H 0.9486 1.0080 0.8747 0.053 Uiso 1 1 calc R . . H17C H 0.8925 1.1155 0.8656 0.053 Uiso 1 1 calc R . . C18 C 0.57432(13) 0.60909(13) 0.74887(9) 0.0241(3) Uani 1 1 d . . . C19 C 0.49397(14) 0.57580(14) 0.69659(10) 0.0299(4) Uani 1 1 d . . . C20 C 0.46054(17) 0.46814(16) 0.68246(11) 0.0390(5) Uani 1 1 d . . . H20 H 0.4056 0.4451 0.6481 0.047 Uiso 1 1 calc R . . C21 C 0.50539(18) 0.39419(15) 0.71732(12) 0.0406(5) Uani 1 1 d . . . H21 H 0.4811 0.3213 0.7072 0.049 Uiso 1 1 calc R . . C22 C 0.58520(16) 0.42680(14) 0.76655(10) 0.0332(4) Uani 1 1 d . . . H22 H 0.6161 0.3755 0.7900 0.040 Uiso 1 1 calc R . . C23 C 0.62250(14) 0.53336(13) 0.78320(9) 0.0262(4) Uani 1 1 d . . . C24 C 0.44465(15) 0.65431(16) 0.65595(10) 0.0345(4) Uani 1 1 d . . . H24 H 0.4979 0.7144 0.6557 0.041 Uiso 1 1 calc R . . C25 C 0.4184(2) 0.6041(2) 0.57798(12) 0.0511(6) Uani 1 1 d . . . H25A H 0.4803 0.5680 0.5561 0.077 Uiso 1 1 calc R . . H25B H 0.3992 0.6602 0.5518 0.077 Uiso 1 1 calc R . . H25C H 0.3590 0.5519 0.5762 0.077 Uiso 1 1 calc R . . C26 C 0.34584(17) 0.7025(2) 0.69192(13) 0.0500(6) Uani 1 1 d . . . H26A H 0.2925 0.6453 0.6940 0.075 Uiso 1 1 calc R . . H26B H 0.3174 0.7532 0.6644 0.075 Uiso 1 1 calc R . . H26C H 0.3642 0.7398 0.7405 0.075 Uiso 1 1 calc R . . C27 C 0.71355(15) 0.56146(14) 0.83633(10) 0.0294(4) Uani 1 1 d . . . H27 H 0.7274 0.6407 0.8444 0.035 Uiso 1 1 calc R . . C28 C 0.69117(18) 0.52959(18) 0.90918(11) 0.0410(5) Uani 1 1 d . . . H28A H 0.6802 0.4517 0.9027 0.061 Uiso 1 1 calc R . . H28B H 0.6276 0.5643 0.9294 0.061 Uiso 1 1 calc R . . H28C H 0.7516 0.5525 0.9417 0.061 Uiso 1 1 calc R . . C29 C 0.81388(16) 0.50769(16) 0.80658(11) 0.0363(4) Uani 1 1 d . . . H29A H 0.8022 0.4298 0.7984 0.054 Uiso 1 1 calc R . . H29B H 0.8725 0.5288 0.8409 0.054 Uiso 1 1 calc R . . H29C H 0.8313 0.5300 0.7614 0.054 Uiso 1 1 calc R . . C30 C 0.88380(12) 0.83303(13) 0.63768(8) 0.0207(3) Uani 1 1 d . A . C31 C 0.98910(13) 0.84903(14) 0.59788(9) 0.0265(4) Uani 1 1 d D . . C32 C 1.0345(2) 0.9650(2) 0.63070(19) 0.0398(8) Uani 0.662(4) 1 d PD A 1 H32A H 1.0402 0.9727 0.6827 0.060 Uiso 0.662(4) 1 calc PR A 1 H32B H 0.9868 1.0181 0.6185 0.060 Uiso 0.662(4) 1 calc PR A 1 H32C H 1.1046 0.9761 0.6113 0.060 Uiso 0.662(4) 1 calc PR A 1 C33 C 0.9744(3) 0.8454(4) 0.51862(16) 0.0467(10) Uani 0.662(4) 1 d PD A 1 H33A H 0.9250 0.8998 0.5108 0.070 Uiso 0.662(4) 1 calc PR A 1 H33B H 0.9460 0.7745 0.4959 0.070 Uiso 0.662(4) 1 calc PR A 1 H33C H 1.0428 0.8597 0.4978 0.070 Uiso 0.662(4) 1 calc PR A 1 C34 C 1.0776(2) 0.7755(2) 0.60841(18) 0.0343(8) Uani 0.662(4) 1 d PD A 1 H34A H 1.1407 0.7949 0.5834 0.051 Uiso 0.662(4) 1 calc PR A 1 H34B H 1.0550 0.7012 0.5891 0.051 Uiso 0.662(4) 1 calc PR A 1 H34C H 1.0942 0.7830 0.6595 0.051 Uiso 0.662(4) 1 calc PR A 1 C35 C 0.93256(12) 0.67716(13) 0.69081(9) 0.0221(3) Uani 1 1 d . . . C36 C 0.91319(14) 0.58079(14) 0.64175(9) 0.0280(4) Uani 1 1 d . C . C37 C 0.97508(17) 0.49401(15) 0.64710(11) 0.0364(4) Uani 1 1 d . . . H37 H 0.9649 0.4294 0.6133 0.044 Uiso 1 1 calc R . . C38 C 1.05070(16) 0.50018(16) 0.70054(12) 0.0399(5) Uani 1 1 d . . . H38 H 1.0931 0.4408 0.7027 0.048 Uiso 1 1 calc R . . C39 C 1.06461(15) 0.59283(16) 0.75087(11) 0.0344(4) Uani 1 1 d . . . H39 H 1.1150 0.5956 0.7886 0.041 Uiso 1 1 calc R . . C40 C 1.00579(13) 0.68261(14) 0.74734(9) 0.0254(3) Uani 1 1 d . . . C41 C 0.82567(18) 0.56730(16) 0.58568(10) 0.0398(5) Uani 1 1 d D . . H41 H 0.7875 0.6356 0.5971 0.048 Uiso 1 1 calc R B 1 C42 C 0.8489(3) 0.5576(4) 0.51078(19) 0.0370(12) Uani 0.529(8) 1 d PD C 1 H42A H 0.8811 0.4888 0.4938 0.055 Uiso 0.529(8) 1 calc PR C 1 H42B H 0.8982 0.6160 0.5040 0.055 Uiso 0.529(8) 1 calc PR C 1 H42C H 0.7833 0.5613 0.4837 0.055 Uiso 0.529(8) 1 calc PR C 1 C43 C 0.7399(4) 0.4791(5) 0.5973(3) 0.0381(11) Uani 0.529(8) 1 d PD C 1 H43A H 0.7221 0.4891 0.6479 0.057 Uiso 0.529(8) 1 calc PR C 1 H43B H 0.7682 0.4079 0.5822 0.057 Uiso 0.529(8) 1 calc PR C 1 H43C H 0.6762 0.4853 0.5689 0.057 Uiso 0.529(8) 1 calc PR C 1 C44 C 1.01968(14) 0.78243(14) 0.80477(10) 0.0289(4) Uani 1 1 d . . . H44 H 0.9877 0.8426 0.7860 0.035 Uiso 1 1 calc R . . C45 C 0.95876(17) 0.76728(17) 0.87136(11) 0.0387(4) Uani 1 1 d . . . H45A H 0.8834 0.7544 0.8591 0.058 Uiso 1 1 calc R . . H45B H 0.9684 0.8319 0.9082 0.058 Uiso 1 1 calc R . . H45C H 0.9855 0.7059 0.8894 0.058 Uiso 1 1 calc R . . C46 C 1.13511(17) 0.81516(19) 0.82428(12) 0.0451(5) Uani 1 1 d . . . H46A H 1.1665 0.7615 0.8481 0.068 Uiso 1 1 calc R . . H46B H 1.1388 0.8849 0.8565 0.068 Uiso 1 1 calc R . . H46C H 1.1742 0.8201 0.7808 0.068 Uiso 1 1 calc R . . C47 C 0.77248(13) 0.96240(14) 0.58915(9) 0.0265(4) Uani 1 1 d . . . C48 C 0.78170(15) 1.07440(15) 0.61206(10) 0.0312(4) Uani 1 1 d . . . C49 C 0.74154(16) 1.14003(17) 0.56724(12) 0.0391(5) Uani 1 1 d . . . H49 H 0.7470 1.2155 0.5823 0.047 Uiso 1 1 calc R . . C50 C 0.69467(17) 1.09833(19) 0.50229(12) 0.0442(5) Uani 1 1 d . . . H50 H 0.6676 1.1445 0.4731 0.053 Uiso 1 1 calc R . . C51 C 0.68714(16) 0.98917(19) 0.47977(11) 0.0410(5) Uani 1 1 d . . . H51 H 0.6556 0.9605 0.4345 0.049 Uiso 1 1 calc R . . C52 C 0.72496(14) 0.91967(16) 0.52208(10) 0.0323(4) Uani 1 1 d . . . C53 C 0.83167(17) 1.12776(16) 0.68332(11) 0.0384(5) Uani 1 1 d . . . H53 H 0.8631 1.0717 0.7067 0.046 Uiso 1 1 calc R . . C54 C 0.9198(2) 1.2130(2) 0.67492(15) 0.0636(7) Uani 1 1 d . . . H54A H 0.9728 1.1801 0.6415 0.095 Uiso 1 1 calc R . . H54B H 0.9537 1.2407 0.7215 0.095 Uiso 1 1 calc R . . H54C H 0.8885 1.2720 0.6565 0.095 Uiso 1 1 calc R . . C55 C 0.74973(19) 1.18490(17) 0.73224(13) 0.0473(5) Uani 1 1 d . . . H55A H 0.7183 1.2399 0.7097 0.071 Uiso 1 1 calc R . . H55B H 0.7836 1.2186 0.7777 0.071 Uiso 1 1 calc R . . H55C H 0.6943 1.1331 0.7409 0.071 Uiso 1 1 calc R . . C56 C 0.71187(17) 0.80068(18) 0.49499(11) 0.0401(5) Uani 1 1 d . . . H56 H 0.7605 0.7647 0.5239 0.048 Uiso 1 1 calc R . . C57 C 0.6001(2) 0.7607(2) 0.50624(16) 0.0685(8) Uani 1 1 d . . . H57A H 0.5824 0.7810 0.5567 0.103 Uiso 1 1 calc R . . H57B H 0.5951 0.6825 0.4922 0.103 Uiso 1 1 calc R . . H57C H 0.5506 0.7925 0.4771 0.103 Uiso 1 1 calc R . . C58 C 0.7414(2) 0.7669(2) 0.41615(12) 0.0557(6) Uani 1 1 d . . . H58A H 0.6872 0.7898 0.3857 0.084 Uiso 1 1 calc R . . H58B H 0.7457 0.6889 0.4046 0.084 Uiso 1 1 calc R . . H58C H 0.8100 0.8006 0.4080 0.084 Uiso 1 1 calc R . . C59 C 0.28233(19) 1.3377(2) 0.86735(15) 0.0544(6) Uani 1 1 d D . . C60 C 0.2433(2) 1.3230(3) 0.79555(15) 0.0627(7) Uani 1 1 d D . . H60 H 0.2664 1.3700 0.7650 0.075 Uiso 1 1 calc R . . C61 C 0.1733(2) 1.2419(3) 0.77171(15) 0.0705(9) Uani 1 1 d D . . H61 H 0.1476 1.2322 0.7238 0.085 Uiso 1 1 calc R . . C62 C 0.1377(2) 1.1726(3) 0.81439(16) 0.0727(8) Uani 1 1 d D . . H62 H 0.0871 1.1168 0.7963 0.087 Uiso 1 1 calc R . . C63 C 0.1759(3) 1.1841(2) 0.88437(17) 0.0697(8) Uani 1 1 d D . . H63 H 0.1536 1.1363 0.9146 0.084 Uiso 1 1 calc R . . C64 C 0.2470(2) 1.2676(2) 0.90756(14) 0.0599(7) Uani 1 1 d D . . H64 H 0.2731 1.2766 0.9553 0.072 Uiso 1 1 calc R . . C65 C 0.3558(3) 1.4280(3) 0.8932(2) 0.0941(12) Uani 1 1 d D . . H65A H 0.3165 1.4884 0.9180 0.141 Uiso 1 1 calc R . . H65B H 0.3928 1.4491 0.8527 0.141 Uiso 1 1 calc R . . H65C H 0.4074 1.4072 0.9263 0.141 Uiso 1 1 calc R . . C66 C 1.0151(4) 1.5528(4) 1.0247(3) 0.0508(12) Uani 0.50 1 d PD D -1 C67 C 0.9345(17) 1.5031(14) 1.0561(9) 0.060(3) Uani 0.50 1 d PD D -1 H67 H 0.9121 1.5336 1.1026 0.072 Uiso 0.50 1 calc PR D -1 C68 C 0.8853(4) 1.4077(4) 1.0196(3) 0.0584(13) Uani 0.50 1 d PD D -1 H68 H 0.8254 1.3752 1.0380 0.070 Uiso 0.50 1 calc PR D -1 C69 C 0.9294(9) 1.3641(10) 0.9556(5) 0.092(5) Uani 0.50 1 d PD D -1 H69 H 0.9018 1.2961 0.9320 0.111 Uiso 0.50 1 calc PR D -1 C70 C 1.0102(6) 1.4112(5) 0.9232(4) 0.0718(18) Uani 0.50 1 d PD D -1 H70 H 1.0329 1.3803 0.8769 0.086 Uiso 0.50 1 calc PR D -1 C71 C 1.0570(15) 1.5050(13) 0.9605(8) 0.058(3) Uani 0.50 1 d PD D -1 H71 H 1.1176 1.5365 0.9422 0.070 Uiso 0.50 1 calc PR D -1 C72 C 1.0678(10) 1.6545(9) 1.0613(7) 0.076(3) Uani 0.50 1 d PD D -1 H72A H 1.0547 1.7111 1.0341 0.114 Uiso 0.50 1 calc PR D -1 H72B H 1.1442 1.6452 1.0647 0.114 Uiso 0.50 1 calc PR D -1 H72C H 1.0395 1.6744 1.1094 0.114 Uiso 0.50 1 calc PR D -1 C32A C 0.9805(4) 0.9213(5) 0.5432(3) 0.0299(13) Uani 0.338(4) 1 d PD A 2 H32D H 0.9546 0.9906 0.5663 0.045 Uiso 0.338(4) 1 calc PR A 2 H32E H 0.9310 0.8880 0.5049 0.045 Uiso 0.338(4) 1 calc PR A 2 H32F H 1.0502 0.9319 0.5232 0.045 Uiso 0.338(4) 1 calc PR A 2 C33A C 1.0228(6) 0.7395(4) 0.5501(4) 0.048(2) Uani 0.338(4) 1 d PD A 2 H33D H 1.0915 0.7504 0.5287 0.072 Uiso 0.338(4) 1 calc PR A 2 H33E H 0.9695 0.7158 0.5122 0.072 Uiso 0.338(4) 1 calc PR A 2 H33F H 1.0281 0.6849 0.5800 0.072 Uiso 0.338(4) 1 calc PR A 2 C34A C 1.0719(4) 0.8865(6) 0.6530(3) 0.049(2) Uani 0.338(4) 1 d PD A 2 H34D H 1.1345 0.9129 0.6306 0.074 Uiso 0.338(4) 1 calc PR A 2 H34E H 1.0911 0.8271 0.6761 0.074 Uiso 0.338(4) 1 calc PR A 2 H34F H 1.0451 0.9444 0.6887 0.074 Uiso 0.338(4) 1 calc PR A 2 C42A C 0.8613(4) 0.4833(6) 0.5175(3) 0.051(2) Uani 0.471(8) 1 d PD C 2 H42D H 0.8595 0.4112 0.5289 0.076 Uiso 0.471(8) 1 calc PR C 2 H42E H 0.9334 0.5025 0.5047 0.076 Uiso 0.471(8) 1 calc PR C 2 H42F H 0.8130 0.4848 0.4773 0.076 Uiso 0.471(8) 1 calc PR C 2 C43A C 0.7268(4) 0.5351(7) 0.6106(3) 0.0497(18) Uani 0.471(8) 1 d PD C 2 H43D H 0.6721 0.5354 0.5739 0.074 Uiso 0.471(8) 1 calc PR C 2 H43E H 0.7090 0.5849 0.6541 0.074 Uiso 0.471(8) 1 calc PR C 2 H43F H 0.7309 0.4628 0.6211 0.074 Uiso 0.471(8) 1 calc PR C 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 0.01802(10) 0.02293(10) 0.01918(10) 0.00352(7) 0.00306(7) 0.00145(7) N1 0.0214(6) 0.0183(6) 0.0194(6) 0.0036(5) 0.0038(5) 0.0011(5) N2 0.0200(6) 0.0202(6) 0.0228(7) 0.0031(5) 0.0029(5) -0.0022(5) N3 0.0184(6) 0.0244(7) 0.0213(7) 0.0065(5) 0.0028(5) 0.0030(5) N4 0.0231(7) 0.0278(7) 0.0199(7) 0.0092(5) 0.0040(5) 0.0044(5) C1 0.0167(7) 0.0214(7) 0.0212(8) 0.0060(6) 0.0015(6) 0.0020(6) C2 0.0249(8) 0.0266(8) 0.0252(9) 0.0073(7) 0.0087(7) 0.0032(6) C3 0.0349(10) 0.0382(10) 0.0233(9) 0.0083(7) 0.0067(7) 0.0010(8) C4 0.0318(10) 0.0377(10) 0.0404(11) 0.0145(8) 0.0187(8) 0.0108(8) C5 0.0308(9) 0.0342(10) 0.0360(10) 0.0120(8) 0.0129(8) -0.0006(7) C6 0.0260(8) 0.0191(7) 0.0228(8) 0.0054(6) 0.0081(6) 0.0030(6) C7 0.0272(8) 0.0258(8) 0.0286(9) 0.0101(7) 0.0089(7) 0.0065(7) C8 0.0398(10) 0.0285(9) 0.0382(11) 0.0141(8) 0.0158(8) 0.0144(8) C9 0.0532(12) 0.0200(8) 0.0402(11) 0.0056(8) 0.0189(9) 0.0092(8) C10 0.0456(11) 0.0235(9) 0.0302(10) -0.0008(7) 0.0104(8) 0.0001(8) C11 0.0314(9) 0.0220(8) 0.0228(8) 0.0023(6) 0.0059(7) 0.0012(7) C12 0.0252(9) 0.0357(10) 0.0347(10) 0.0133(8) 0.0022(7) 0.0069(7) C13 0.0272(10) 0.0602(14) 0.0557(14) 0.0226(11) 0.0041(9) 0.0142(9) C14 0.0300(10) 0.0580(13) 0.0325(10) 0.0134(9) -0.0008(8) 0.0054(9) C15 0.0305(9) 0.0262(8) 0.0234(9) -0.0005(7) 0.0008(7) -0.0019(7) C16 0.0411(11) 0.0509(12) 0.0264(10) -0.0029(9) -0.0019(8) 0.0019(9) C17 0.0339(10) 0.0354(10) 0.0374(11) 0.0069(8) 0.0077(8) 0.0015(8) C18 0.0241(8) 0.0207(8) 0.0256(8) 0.0005(6) 0.0045(6) -0.0041(6) C19 0.0278(9) 0.0304(9) 0.0295(9) 0.0018(7) 0.0014(7) -0.0067(7) C20 0.0396(11) 0.0360(10) 0.0376(11) -0.0002(8) -0.0029(9) -0.0154(8) C21 0.0502(12) 0.0238(9) 0.0441(12) -0.0010(8) 0.0057(10) -0.0114(8) C22 0.0419(11) 0.0218(8) 0.0354(10) 0.0042(7) 0.0080(8) -0.0007(7) C23 0.0282(9) 0.0224(8) 0.0277(9) 0.0034(7) 0.0056(7) 0.0003(7) C24 0.0292(9) 0.0401(10) 0.0335(10) 0.0076(8) -0.0066(8) -0.0094(8) C25 0.0548(14) 0.0595(14) 0.0378(12) 0.0109(11) -0.0134(10) -0.0191(11) C26 0.0344(11) 0.0656(15) 0.0533(14) 0.0194(12) -0.0029(10) 0.0053(10) C27 0.0336(9) 0.0235(8) 0.0314(10) 0.0055(7) 0.0008(7) 0.0030(7) C28 0.0449(12) 0.0482(12) 0.0314(11) 0.0099(9) 0.0023(9) 0.0083(9) C29 0.0339(10) 0.0355(10) 0.0424(11) 0.0139(9) 0.0048(8) 0.0040(8) C30 0.0200(7) 0.0239(8) 0.0178(7) 0.0026(6) 0.0015(6) 0.0001(6) C31 0.0208(8) 0.0346(9) 0.0263(9) 0.0104(7) 0.0074(7) 0.0034(7) C32 0.0277(15) 0.0325(16) 0.058(2) 0.0047(14) 0.0134(14) -0.0036(12) C33 0.0295(16) 0.088(3) 0.0256(16) 0.0166(18) 0.0090(12) 0.0041(17) C34 0.0238(13) 0.0373(16) 0.0449(19) 0.0136(13) 0.0146(13) 0.0075(11) C35 0.0202(7) 0.0229(8) 0.0238(8) 0.0056(6) 0.0039(6) 0.0025(6) C36 0.0328(9) 0.0258(8) 0.0250(9) 0.0044(7) 0.0038(7) -0.0014(7) C37 0.0479(12) 0.0239(9) 0.0362(11) 0.0013(8) 0.0125(9) 0.0048(8) C38 0.0381(11) 0.0305(10) 0.0536(13) 0.0117(9) 0.0103(10) 0.0144(8) C39 0.0280(9) 0.0381(10) 0.0398(11) 0.0126(8) -0.0008(8) 0.0082(8) C40 0.0223(8) 0.0269(8) 0.0276(9) 0.0062(7) 0.0003(7) 0.0031(6) C41 0.0551(13) 0.0301(10) 0.0311(10) -0.0003(8) -0.0086(9) -0.0049(9) C42 0.037(2) 0.041(3) 0.031(2) 0.0047(17) -0.0007(15) -0.0097(18) C43 0.033(2) 0.050(3) 0.028(2) -0.001(2) 0.0073(17) -0.001(2) C44 0.0278(9) 0.0300(9) 0.0281(9) 0.0034(7) -0.0057(7) 0.0019(7) C45 0.0404(11) 0.0392(11) 0.0339(11) 0.0005(8) 0.0037(9) 0.0015(9) C46 0.0332(11) 0.0574(14) 0.0400(12) -0.0013(10) -0.0068(9) -0.0079(9) C47 0.0222(8) 0.0353(9) 0.0253(9) 0.0130(7) 0.0052(7) 0.0076(7) C48 0.0311(9) 0.0362(10) 0.0300(9) 0.0139(8) 0.0082(7) 0.0093(8) C49 0.0375(11) 0.0400(11) 0.0465(12) 0.0233(9) 0.0083(9) 0.0114(9) C50 0.0369(11) 0.0601(14) 0.0456(13) 0.0344(11) 0.0011(9) 0.0104(10) C51 0.0335(10) 0.0618(14) 0.0331(11) 0.0233(10) -0.0031(8) 0.0023(9) C52 0.0260(9) 0.0468(11) 0.0269(9) 0.0140(8) 0.0013(7) 0.0035(8) C53 0.0508(12) 0.0314(10) 0.0352(11) 0.0104(8) 0.0034(9) 0.0080(9) C54 0.0491(14) 0.0823(19) 0.0607(17) 0.0201(15) 0.0030(12) -0.0158(13) C55 0.0543(14) 0.0352(11) 0.0502(13) 0.0015(9) 0.0168(11) -0.0010(10) C56 0.0456(12) 0.0485(12) 0.0261(10) 0.0071(9) -0.0049(8) 0.0002(9) C57 0.0710(18) 0.0631(17) 0.0665(18) 0.0032(14) 0.0253(15) -0.0232(14) C58 0.0493(14) 0.0759(17) 0.0355(12) -0.0034(11) 0.0001(10) -0.0121(12) C59 0.0425(13) 0.0520(14) 0.0640(16) -0.0035(12) 0.0122(11) 0.0089(11) C60 0.0491(15) 0.091(2) 0.0532(16) 0.0198(14) 0.0129(12) 0.0305(14) C61 0.0384(13) 0.123(3) 0.0459(15) 0.0039(16) 0.0050(11) 0.0122(15) C62 0.0553(16) 0.091(2) 0.0622(19) -0.0095(16) 0.0123(14) -0.0007(15) C63 0.077(2) 0.0630(18) 0.071(2) 0.0153(15) 0.0160(16) 0.0102(15) C64 0.0688(17) 0.0702(18) 0.0468(14) 0.0214(13) 0.0064(13) 0.0269(14) C65 0.085(2) 0.082(2) 0.105(3) -0.008(2) 0.041(2) -0.0090(19) C66 0.049(3) 0.036(2) 0.069(4) 0.013(2) -0.013(3) 0.009(2) C67 0.072(8) 0.066(6) 0.042(6) 0.009(4) -0.005(4) 0.023(5) C68 0.052(3) 0.059(3) 0.070(4) 0.027(3) -0.008(3) 0.005(3) C69 0.123(9) 0.056(6) 0.093(7) -0.002(5) -0.062(7) 0.035(6) C70 0.083(5) 0.075(5) 0.059(4) 0.009(3) 0.004(3) 0.037(4) C71 0.046(4) 0.078(8) 0.061(8) 0.036(5) 0.010(5) 0.021(5) C72 0.088(7) 0.042(4) 0.094(7) 0.007(4) -0.023(5) -0.019(4) C32A 0.024(3) 0.042(3) 0.028(3) 0.015(3) 0.009(2) 0.004(2) C33A 0.049(4) 0.031(3) 0.069(5) 0.014(3) 0.046(4) 0.011(3) C34A 0.028(3) 0.081(5) 0.045(4) 0.033(4) 0.002(3) -0.018(3) C42A 0.033(2) 0.074(5) 0.035(3) -0.013(3) 0.0033(19) 0.004(2) C43A 0.027(2) 0.081(5) 0.031(3) -0.012(3) 0.0045(19) 0.000(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 Zn1 N1 2.0005(14) . ? Zn1 N3 2.0143(14) . ? Zn1 N4 2.1452(14) . ? Zn1 N2 2.1564(14) . ? N1 C1 1.354(2) . ? N1 C6 1.423(2) . ? N2 C1 1.325(2) . ? N2 C18 1.428(2) . ? N3 C30 1.345(2) . ? N3 C35 1.424(2) . ? N4 C30 1.334(2) . ? N4 C47 1.430(2) . ? C1 C2 1.564(2) . ? C2 C3 1.537(3) . ? C2 C5 1.537(2) . ? C2 C4 1.545(2) . ? C6 C11 1.405(3) . ? C6 C7 1.417(2) . ? C7 C8 1.397(2) . ? C7 C12 1.513(3) . ? C8 C9 1.381(3) . ? C9 C10 1.376(3) . ? C10 C11 1.401(2) . ? C11 C15 1.518(3) . ? C12 C14 1.531(3) . ? C12 C13 1.533(3) . ? C15 C16 1.531(3) . ? C15 C17 1.532(3) . ? C18 C23 1.413(2) . ? C18 C19 1.413(3) . ? C19 C20 1.395(3) . ? C19 C24 1.520(3) . ? C20 C21 1.382(3) . ? C21 C22 1.370(3) . ? C22 C23 1.397(2) . ? C23 C27 1.514(3) . ? C24 C26 1.526(3) . ? C24 C25 1.533(3) . ? C27 C29 1.529(3) . ? C27 C28 1.542(3) . ? C30 C31 1.565(2) . ? C31 C34A 1.477(5) . ? C31 C33 1.512(3) . ? C31 C32A 1.516(5) . ? C31 C34 1.521(3) . ? C31 C32 1.576(3) . ? C31 C33A 1.593(5) . ? C35 C40 1.404(2) . ? C35 C36 1.410(2) . ? C36 C37 1.395(3) . ? C36 C41 1.514(3) . ? C37 C38 1.380(3) . ? C38 C39 1.380(3) . ? C39 C40 1.398(2) . ? C40 C44 1.519(2) . ? C41 C43A 1.415(5) . ? C41 C42 1.444(4) . ? C41 C43 1.578(4) . ? C41 C42A 1.603(4) . ? C44 C46 1.526(3) . ? C44 C45 1.530(3) . ? C47 C48 1.411(3) . ? C47 C52 1.412(3) . ? C48 C49 1.404(3) . ? C48 C53 1.521(3) . ? C49 C50 1.373(3) . ? C50 C51 1.375(3) . ? C51 C52 1.396(3) . ? C52 C56 1.509(3) . ? C53 C55 1.516(3) . ? C53 C54 1.557(3) . ? C56 C57 1.515(3) . ? C56 C58 1.539(3) . ? C59 C64 1.346(4) . ? C59 C60 1.427(4) . ? C59 C65 1.459(4) . ? C60 C61 1.344(4) . ? C61 C62 1.373(4) . ? C62 C63 1.394(4) . ? C63 C64 1.371(4) . ? C66 C67 1.380(7) . ? C66 C71 1.382(7) . ? C66 C72 1.483(8) . ? C67 C68 1.402(7) . ? C68 C69 1.377(7) . ? C69 C70 1.374(7) . ? C70 C71 1.381(7) . ? 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 145.50(6) . . ? N1 Zn1 N4 126.81(5) . . ? N3 Zn1 N4 63.88(6) . . ? N1 Zn1 N2 63.65(6) . . ? N3 Zn1 N2 123.48(6) . . ? N4 Zn1 N2 153.87(6) . . ? C1 N1 C6 126.46(13) . . ? C1 N1 Zn1 96.10(10) . . ? C6 N1 Zn1 135.45(10) . . ? C1 N2 C18 129.90(14) . . ? C1 N2 Zn1 90.04(10) . . ? C18 N2 Zn1 139.85(11) . . ? C30 N3 C35 127.26(13) . . ? C30 N3 Zn1 95.45(10) . . ? C35 N3 Zn1 135.08(10) . . ? C30 N4 C47 129.62(14) . . ? C30 N4 Zn1 90.01(10) . . ? C47 N4 Zn1 140.18(11) . . ? N2 C1 N1 110.09(13) . . ? N2 C1 C2 127.25(14) . . ? N1 C1 C2 122.17(14) . . ? C3 C2 C5 108.22(15) . . ? C3 C2 C4 107.35(15) . . ? C5 C2 C4 105.18(14) . . ? C3 C2 C1 106.28(13) . . ? C5 C2 C1 114.63(14) . . ? C4 C2 C1 114.85(14) . . ? C11 C6 C7 120.84(15) . . ? C11 C6 N1 119.54(15) . . ? C7 C6 N1 119.46(16) . . ? C8 C7 C6 118.06(18) . . ? C8 C7 C12 121.11(17) . . ? C6 C7 C12 120.82(15) . . ? C9 C8 C7 121.31(18) . . ? C10 C9 C8 119.98(17) . . ? C9 C10 C11 121.43(19) . . ? C10 C11 C6 118.18(17) . . ? C10 C11 C15 120.74(17) . . ? C6 C11 C15 120.96(15) . . ? C7 C12 C14 110.63(16) . . ? C7 C12 C13 114.12(17) . . ? C14 C12 C13 110.02(16) . . ? C11 C15 C16 114.17(15) . . ? C11 C15 C17 109.69(15) . . ? C16 C15 C17 109.96(16) . . ? C23 C18 C19 120.16(16) . . ? C23 C18 N2 121.78(15) . . ? C19 C18 N2 117.70(16) . . ? C20 C19 C18 118.47(18) . . ? C20 C19 C24 120.11(17) . . ? C18 C19 C24 121.43(16) . . ? C21 C20 C19 121.58(19) . . ? C22 C21 C20 119.48(18) . . ? C21 C22 C23 121.90(19) . . ? C22 C23 C18 118.35(17) . . ? C22 C23 C27 118.28(16) . . ? C18 C23 C27 123.36(15) . . ? C19 C24 C26 112.25(17) . . ? C19 C24 C25 112.40(18) . . ? C26 C24 C25 109.63(18) . . ? C23 C27 C29 110.60(16) . . ? C23 C27 C28 113.38(16) . . ? C29 C27 C28 108.40(16) . . ? N4 C30 N3 110.63(14) . . ? N4 C30 C31 125.04(14) . . ? N3 C30 C31 123.89(14) . . ? C34A C31 C33 137.1(3) . . ? C34A C31 C32A 113.1(4) . . ? C33 C31 C32A 38.2(3) . . ? C34A C31 C34 60.6(4) . . ? C33 C31 C34 108.1(2) . . ? C32A C31 C34 128.5(3) . . ? C34A C31 C30 107.3(3) . . ? C33 C31 C30 114.00(17) . . ? C32A C31 C30 114.1(2) . . ? C34 C31 C30 116.31(16) . . ? C34A C31 C32 48.6(3) . . ? C33 C31 C32 106.6(2) . . ? C32A C31 C32 70.2(3) . . ? C34 C31 C32 104.7(2) . . ? C30 C31 C32 106.27(16) . . ? C34A C31 C33A 109.1(5) . . ? C33 C31 C33A 66.5(3) . . ? C32A C31 C33A 102.2(4) . . ? C34 C31 C33A 49.4(3) . . ? C30 C31 C33A 111.1(2) . . ? C32 C31 C33A 141.4(3) . . ? C40 C35 C36 120.65(15) . . ? C40 C35 N3 119.82(15) . . ? C36 C35 N3 119.41(15) . . ? C37 C36 C35 118.31(17) . . ? C37 C36 C41 119.24(17) . . ? C35 C36 C41 122.41(16) . . ? C38 C37 C36 121.30(18) . . ? C37 C38 C39 119.88(18) . . ? C38 C39 C40 121.10(19) . . ? C39 C40 C35 118.54(17) . . ? C39 C40 C44 120.18(16) . . ? C35 C40 C44 121.26(15) . . ? C43A C41 C42 123.0(3) . . ? C43A C41 C36 113.3(3) . . ? C42 C41 C36 121.3(2) . . ? C43A C41 C43 27.8(3) . . ? C42 C41 C43 110.4(3) . . ? C36 C41 C43 111.6(2) . . ? C43A C41 C42A 110.9(3) . . ? C42 C41 C42A 37.7(3) . . ? C36 C41 C42A 108.5(3) . . ? C43 C41 C42A 86.4(3) . . ? C40 C44 C46 113.69(16) . . ? C40 C44 C45 110.00(15) . . ? C46 C44 C45 110.34(17) . . ? C48 C47 C52 119.61(16) . . ? C48 C47 N4 121.47(16) . . ? C52 C47 N4 118.47(16) . . ? C49 C48 C47 118.37(19) . . ? C49 C48 C53 118.24(18) . . ? C47 C48 C53 123.38(16) . . ? C50 C49 C48 121.9(2) . . ? C49 C50 C51 119.48(19) . . ? C50 C51 C52 121.3(2) . . ? C51 C52 C47 119.28(19) . . ? C51 C52 C56 118.65(19) . . ? C47 C52 C56 122.06(17) . . ? C55 C53 C48 110.91(19) . . ? C55 C53 C54 106.80(19) . . ? C48 C53 C54 112.43(18) . . ? C52 C56 C57 110.88(19) . . ? C52 C56 C58 113.39(19) . . ? C57 C56 C58 109.9(2) . . ? C64 C59 C60 117.3(3) . . ? C64 C59 C65 124.0(3) . . ? C60 C59 C65 118.7(3) . . ? C61 C60 C59 119.2(3) . . ? C60 C61 C62 122.1(3) . . ? C61 C62 C63 119.9(3) . . ? C64 C63 C62 117.0(3) . . ? C59 C64 C63 124.5(3) . . ? C67 C66 C71 121.4(7) . . ? C67 C66 C72 121.6(7) . . ? C71 C66 C72 116.7(7) . . ? C66 C67 C68 120.2(8) . . ? C69 C68 C67 115.8(8) . . ? C70 C69 C68 125.1(9) . . ? C69 C70 C71 117.6(9) . . ? C70 C71 C66 119.4(8) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.786 _refine_diff_density_min -0.364 _refine_diff_density_rms 0.051