# Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is © The Royal Society of Chemistry 2003data_global _publ_contact_author_email DIEDERICH@ORG.CHEM.ETHZ.CH _publ_contact_author_name 'Prof Francois Diederich' _journal_name_full Org.Biomol.Chem. _journal_coden_Cambridge 0177 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name B.Felber C.Calleb P.Seiler A.Schweiger F.Diederich data_felb1 _database_code_CSD 199402 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C47 H40 N4 O4 Si Zn * 2(CH3OH)' _chemical_formula_sum 'C49 H48 N4 O6 Si Zn' _chemical_formula_weight 882.37 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.0817 0.0704 '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 Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 12.3217(2) _cell_length_b 15.4829(2) _cell_length_c 22.9369(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4375.80(10) _cell_formula_units_Z 4 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used 5415 _cell_measurement_theta_min 2.43 _cell_measurement_theta_max 27.46 _exptl_crystal_description 'Cut fragment' _exptl_crystal_colour red _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.339 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1848 _exptl_absorpt_coefficient_mu 0.643 _exptl_absorpt_correction_type non _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 203(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Kappa CCD' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_reflns_number 9896 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0428 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2.43 _diffrn_reflns_theta_max 27.46 _reflns_number_total 9896 _reflns_number_gt 8737 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Kappa CCD' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo + Scalepak (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al.,1994)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP (Johnson,1976)' _computing_publication_material SHELXL97 _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 'w=1/[\s^2^(Fo^2^)+(0.0266P)^2^+1.8675P] 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 'H-atoms riding' _refine_ls_extinction_method SHELXL97 _refine_ls_extinction_coef 0.0016(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.002(7) _refine_ls_number_reflns 9896 _refine_ls_number_parameters 602 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0472 _refine_ls_R_factor_gt 0.0370 _refine_ls_wR_factor_ref 0.0813 _refine_ls_wR_factor_gt 0.0765 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _refine_ls_shift/su_max 0.011 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.761658(19) 0.057494(16) 0.072519(11) 0.02711(7) Uani 1 d . . . Si1 Si 0.98108(6) -0.16341(5) -0.11147(4) 0.04289(19) Uani 1 d . . . N1 N 0.77916(14) 0.06951(12) 0.16172(8) 0.0291(4) Uani 1 d . . . C2 C 0.86228(19) 0.10997(15) 0.19137(10) 0.0307(5) Uani 1 d . . . C3 C 0.8499(2) 0.09378(17) 0.25317(11) 0.0389(6) Uani 1 d . . . H3A H 0.8962 0.1133 0.2829 0.047(8) Uiso 1 calc R . . C4 C 0.7599(2) 0.04582(16) 0.26021(10) 0.0389(5) Uani 1 d . . . H4A H 0.7315 0.0260 0.2958 0.039(7) Uiso 1 calc R . . C5 C 0.71504(19) 0.03027(15) 0.20297(10) 0.0322(5) Uani 1 d . . . C6 C 0.6205(2) -0.01488(16) 0.19150(11) 0.0345(5) Uani 1 d . . . H6A H 0.5859 -0.0402 0.2238 0.025(6) Uiso 1 calc R . . C7 C 0.57077(18) -0.02704(15) 0.13742(11) 0.0306(5) Uani 1 d . . . C8 C 0.46839(19) -0.06908(17) 0.12771(11) 0.0381(6) Uani 1 d . . . H8A H 0.4242 -0.0948 0.1562 0.055(9) Uiso 1 calc R . . C9 C 0.44742(17) -0.06474(16) 0.06988(12) 0.0366(5) Uani 1 d . . . H9A H 0.3860 -0.0869 0.0507 0.040(7) Uiso 1 calc R . . C10 C 0.53671(18) -0.01985(15) 0.04328(10) 0.0302(5) Uani 1 d . . . N11 N 0.61129(15) 0.00225(12) 0.08524(8) 0.0290(4) Uani 1 d . . . C12 C 0.54800(18) -0.00250(15) -0.01654(11) 0.0301(5) Uani 1 d . . . C13 C 0.63485(17) 0.04107(15) -0.04248(10) 0.0285(5) Uani 1 d . . . C14 C 0.64493(17) 0.05805(17) -0.10410(10) 0.0318(5) Uani 1 d . . . H14A H 0.5948 0.0424 -0.1331 0.055(8) Uiso 1 calc R . . C15 C 0.7393(2) 0.10049(15) -0.11247(10) 0.0312(5) Uani 1 d . . . H15A H 0.7671 0.1202 -0.1482 0.039(7) Uiso 1 calc R . . C16 C 0.78950(17) 0.10991(14) -0.05567(10) 0.0273(5) Uani 1 d . . . N17 N 0.72416(14) 0.07327(12) -0.01403(8) 0.0273(4) Uani 1 d . . . C18 C 0.88870(18) 0.15219(14) -0.04509(10) 0.0269(5) Uani 1 d . . . C19 C 0.93255(17) 0.16890(14) 0.00987(10) 0.0278(5) Uani 1 d . . . C20 C 1.02757(19) 0.22146(16) 0.02094(11) 0.0338(5) Uani 1 d . . . H20A H 1.0715 0.2484 -0.0072 0.039(7) Uiso 1 calc R . . C21 C 1.04106(19) 0.22439(15) 0.07957(12) 0.0352(5) Uani 1 d . . . H21A H 1.0958 0.2544 0.0997 0.041(7) Uiso 1 calc R . . C22 C 0.95613(18) 0.17312(15) 0.10532(10) 0.0289(5) Uani 1 d . . . N23 N 0.89078(15) 0.14007(12) 0.06211(8) 0.0280(4) Uani 1 d . . . C24 C 0.94388(19) 0.15897(15) 0.16528(11) 0.0321(5) Uani 1 d . . . C25 C 1.0270(2) 0.20401(16) 0.20291(10) 0.0341(5) Uani 1 d . . . C26 C 1.0032(2) 0.28263(17) 0.22937(12) 0.0409(6) Uani 1 d . . . C27 C 1.0836(3) 0.33004(19) 0.25810(12) 0.0471(7) Uani 1 d . . . H27A H 1.0668 0.3824 0.2767 0.070(11) Uiso 1 calc R . . C28 C 1.1876(3) 0.2986(2) 0.25860(12) 0.0491(8) Uani 1 d . . . H28A H 1.2424 0.3311 0.2768 0.066(9) Uiso 1 calc R . . C29 C 1.2143(2) 0.22073(19) 0.23326(11) 0.0436(6) Uani 1 d . . . H29A H 1.2860 0.2002 0.2342 0.044(8) Uiso 1 calc R . . C30 C 1.1326(2) 0.17317(17) 0.20626(11) 0.0354(5) Uani 1 d . . . O31 O 1.15065(14) 0.09408(12) 0.18031(8) 0.0424(4) Uani 1 d . . . C32 C 1.2593(2) 0.0631(2) 0.17802(14) 0.0554(7) Uani 1 d . . . H32A H 1.2607 0.0075 0.1585 0.065(10) Uiso 1 calc R . . H32B H 1.2872 0.0568 0.2173 0.054(8) Uiso 1 calc R . . H32C H 1.3040 0.1038 0.1567 0.068(11) Uiso 1 calc R . . O33 O 0.89780(18) 0.30967(13) 0.22433(10) 0.0585(6) Uani 1 d . . . C34 C 0.8715(4) 0.3918(3) 0.2478(2) 0.0891(15) Uani 1 d . . . H34A H 0.7950 0.4035 0.2417 0.112(16) Uiso 1 calc R . . H34B H 0.9145 0.4359 0.2286 0.094(15) Uiso 1 calc R . . H34C H 0.8871 0.3922 0.2893 0.100(14) Uiso 1 calc R . . C35 C 0.45886(18) -0.03172(15) -0.05671(10) 0.0321(5) Uani 1 d . . . C36 C 0.4680(2) -0.10786(17) -0.08888(11) 0.0373(6) Uani 1 d . . . C37 C 0.3896(2) -0.13062(19) -0.13012(12) 0.0458(7) Uani 1 d . . . H37A H 0.3966 -0.1815 -0.1522 0.041(8) Uiso 1 calc R . . C38 C 0.3020(2) -0.0767(2) -0.13761(14) 0.0525(8) Uani 1 d . . . H38A H 0.2494 -0.0914 -0.1656 0.055(8) Uiso 1 calc R . . C39 C 0.2884(2) -0.00242(19) -0.10591(14) 0.0487(7) Uani 1 d . . . H39A H 0.2270 0.0326 -0.1115 0.045(8) Uiso 1 calc R . . C40 C 0.36788(19) 0.02019(16) -0.06499(13) 0.0377(6) Uani 1 d . . . O41 O 0.36216(15) 0.09251(12) -0.03154(9) 0.0487(5) Uani 1 d . . . C42 C 0.2781(2) 0.1531(2) -0.04477(18) 0.0604(9) Uani 1 d . . . H42A H 0.2825 0.2016 -0.0181 0.078(11) Uiso 1 calc R . . H42B H 0.2080 0.1253 -0.0407 0.061(10) Uiso 1 calc R . . H42C H 0.2868 0.1735 -0.0845 0.091(14) Uiso 1 calc R . . O43 O 0.55791(14) -0.15706(12) -0.07745(9) 0.0467(5) Uani 1 d . . . C44 C 0.5662(2) -0.23859(18) -0.10570(14) 0.0485(7) Uani 1 d . . . H44A H 0.6330 -0.2667 -0.0940 0.063(10) Uiso 1 calc R . . H44B H 0.5662 -0.2303 -0.1476 0.086(12) Uiso 1 calc R . . H44C H 0.5049 -0.2744 -0.0947 0.068(10) Uiso 1 calc R . . C45 C 0.95269(18) 0.18293(15) -0.09672(10) 0.0301(5) Uani 1 d . . . C46 C 0.9682(2) 0.27069(18) -0.10669(12) 0.0410(6) Uani 1 d . . . H46A H 0.9330 0.3113 -0.0828 0.028(6) Uiso 1 calc R . . C47 C 1.0347(3) 0.2988(2) -0.15132(13) 0.0516(8) Uani 1 d . . . H47A H 1.0446 0.3583 -0.1573 0.059(9) Uiso 1 calc R . . C48 C 1.0866(2) 0.2407(2) -0.18708(13) 0.0529(8) Uani 1 d . . . H48A H 1.1326 0.2605 -0.2169 0.071(10) Uiso 1 calc R . . C49 C 1.0709(2) 0.1534(2) -0.17891(12) 0.0443(7) Uani 1 d . . . H49A H 1.1054 0.1137 -0.2038 0.044(8) Uiso 1 calc R . . C50 C 1.00365(19) 0.12331(16) -0.13360(10) 0.0323(5) Uani 1 d . . . C51 C 0.99379(19) 0.03202(17) -0.12522(11) 0.0366(6) Uani 1 d . . . C52 C 0.9898(2) -0.04601(18) -0.11966(12) 0.0424(6) Uani 1 d . . . C53 C 1.0540(3) -0.1959(2) -0.04432(18) 0.0729(11) Uani 1 d . . . H53A H 1.0498 -0.2581 -0.0398 0.094(14) Uiso 1 calc R . . H53B H 1.0208 -0.1681 -0.0109 0.19(3) Uiso 1 calc R . . H53C H 1.1294 -0.1785 -0.0472 0.092(14) Uiso 1 calc R . . C54 C 0.8363(3) -0.1941(3) -0.1091(2) 0.0829(13) Uani 1 d . . . H54A H 0.8302 -0.2563 -0.1047 0.19(3) Uiso 1 calc R . . H54B H 0.8012 -0.1764 -0.1450 0.22(3) Uiso 1 calc R . . H54C H 0.8016 -0.1659 -0.0763 0.107(16) Uiso 1 calc R . . C55 C 1.0489(4) -0.2125(3) -0.17547(18) 0.0762(11) Uani 1 d . . . H55A H 1.0458 -0.2749 -0.1724 0.17(3) Uiso 1 calc R . . H55B H 1.1241 -0.1940 -0.1767 0.17(2) Uiso 1 calc R . . H55C H 1.0123 -0.1942 -0.2108 0.17(3) Uiso 1 calc R . . O56 O 0.84787(15) -0.06304(12) 0.06273(9) 0.0470(5) Uani 1 d . . . H56 H 0.907(3) -0.057(2) 0.0749(14) 0.053(9) Uiso 1 d . . . C57 C 0.7951(3) -0.1434(2) 0.0652(2) 0.0757(12) Uani 1 d . . . H57A H 0.8478 -0.1892 0.0598 0.107(15) Uiso 1 calc R . . H57B H 0.7408 -0.1464 0.0347 0.17(2) Uiso 1 calc R . . H57C H 0.7604 -0.1499 0.1029 0.29(5) Uiso 1 calc R . . O58 O 1.05533(16) -0.03417(13) 0.10156(10) 0.0545(5) Uani 1 d . . . H58A H 1.0516 0.0067 0.1249 0.087(14) Uiso 1 calc R . . C59 C 1.1146(3) -0.0078(2) 0.05108(16) 0.0664(9) Uani 1 d . . . H59A H 1.1657 0.0372 0.0617 0.16(2) Uiso 1 calc R . . H59B H 1.0645 0.0142 0.0220 0.118(17) Uiso 1 calc R . . H59C H 1.1536 -0.0568 0.0352 0.102(14) Uiso 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.02630(12) 0.02665(12) 0.02837(12) 0.00013(11) -0.00204(10) -0.00131(10) Si1 0.0405(4) 0.0371(4) 0.0510(5) 0.0032(4) 0.0041(3) 0.0010(3) N1 0.0312(9) 0.0274(10) 0.0287(9) 0.0014(8) -0.0032(7) -0.0008(8) C2 0.0352(12) 0.0291(13) 0.0279(12) -0.0016(10) -0.0064(9) 0.0026(9) C3 0.0488(15) 0.0393(14) 0.0285(13) 0.0003(11) -0.0086(11) -0.0002(12) C4 0.0489(14) 0.0406(14) 0.0273(11) 0.0059(10) -0.0008(10) 0.0009(13) C5 0.0361(13) 0.0308(12) 0.0296(12) 0.0042(9) -0.0007(9) 0.0061(9) C6 0.0369(13) 0.0325(13) 0.0341(13) 0.0081(10) 0.0048(10) 0.0039(10) C7 0.0284(11) 0.0261(12) 0.0374(13) 0.0021(10) 0.0039(9) 0.0016(9) C8 0.0299(12) 0.0375(14) 0.0470(15) 0.0044(12) 0.0079(10) -0.0026(11) C9 0.0259(10) 0.0383(13) 0.0456(14) 0.0011(13) -0.0017(10) -0.0032(10) C10 0.0235(11) 0.0284(12) 0.0387(13) -0.0023(10) -0.0025(9) 0.0014(9) N11 0.0273(9) 0.0290(10) 0.0308(11) -0.0003(8) 0.0011(7) 0.0006(7) C12 0.0264(11) 0.0279(12) 0.0359(13) -0.0041(10) -0.0034(9) 0.0013(9) C13 0.0259(11) 0.0279(13) 0.0316(12) -0.0043(10) -0.0028(9) 0.0008(9) C14 0.0295(11) 0.0356(13) 0.0304(12) -0.0074(11) -0.0058(9) 0.0010(11) C15 0.0343(12) 0.0331(12) 0.0263(11) -0.0007(9) -0.0017(10) 0.0013(10) C16 0.0268(11) 0.0246(11) 0.0306(12) -0.0019(9) -0.0015(8) 0.0016(8) N17 0.0256(9) 0.0278(10) 0.0284(9) -0.0018(8) -0.0021(7) -0.0024(7) C18 0.0286(11) 0.0228(11) 0.0293(12) 0.0000(9) 0.0008(9) 0.0025(9) C19 0.0292(11) 0.0231(11) 0.0310(12) -0.0007(9) -0.0014(9) -0.0005(9) C20 0.0320(12) 0.0329(13) 0.0366(13) 0.0012(10) -0.0023(10) -0.0088(10) C21 0.0323(12) 0.0309(12) 0.0423(15) -0.0013(11) -0.0075(11) -0.0081(9) C22 0.0324(12) 0.0238(11) 0.0306(12) -0.0034(10) -0.0047(9) -0.0020(9) N23 0.0296(9) 0.0276(10) 0.0268(10) -0.0006(8) -0.0042(7) -0.0020(7) C24 0.0340(12) 0.0301(13) 0.0322(12) -0.0046(10) -0.0065(10) 0.0016(10) C25 0.0394(13) 0.0367(14) 0.0262(12) -0.0002(10) -0.0067(10) -0.0053(10) C26 0.0503(15) 0.0344(14) 0.0380(14) -0.0036(11) -0.0138(12) -0.0027(11) C27 0.0661(19) 0.0355(15) 0.0399(15) -0.0027(12) -0.0135(13) -0.0098(13) C28 0.0634(19) 0.0505(18) 0.0335(15) 0.0056(13) -0.0150(13) -0.0256(14) C29 0.0413(15) 0.0516(17) 0.0379(15) 0.0083(13) -0.0081(11) -0.0138(12) C30 0.0398(13) 0.0364(14) 0.0300(13) 0.0029(11) -0.0028(10) -0.0086(11) O31 0.0332(9) 0.0462(11) 0.0478(11) -0.0073(9) -0.0055(8) 0.0017(7) C32 0.0377(14) 0.0605(18) 0.0679(19) -0.0028(16) -0.0012(13) 0.0015(16) O33 0.0624(13) 0.0445(12) 0.0687(14) -0.0242(11) -0.0232(11) 0.0153(10) C34 0.101(3) 0.063(3) 0.104(3) -0.042(2) -0.047(3) 0.040(2) C35 0.0249(11) 0.0365(13) 0.0350(13) -0.0006(10) -0.0043(9) -0.0056(9) C36 0.0308(12) 0.0378(14) 0.0434(15) -0.0037(11) -0.0046(10) -0.0057(10) C37 0.0472(15) 0.0466(17) 0.0435(16) -0.0072(13) -0.0070(12) -0.0137(13) C38 0.0413(15) 0.058(2) 0.0579(18) -0.0061(15) -0.0205(13) -0.0119(13) C39 0.0318(14) 0.0518(18) 0.0627(19) 0.0040(15) -0.0148(12) -0.0042(12) C40 0.0281(12) 0.0347(13) 0.0502(16) 0.0003(12) -0.0030(11) -0.0065(9) O41 0.0353(10) 0.0437(11) 0.0673(13) -0.0111(10) -0.0112(9) 0.0058(8) C42 0.0351(16) 0.0442(17) 0.102(3) -0.0067(18) -0.0151(16) 0.0052(13) O43 0.0420(10) 0.0381(10) 0.0599(12) -0.0133(10) -0.0112(9) 0.0023(8) C44 0.0509(17) 0.0352(15) 0.0594(19) -0.0066(13) 0.0031(14) -0.0041(12) C45 0.0292(12) 0.0316(13) 0.0294(12) 0.0032(10) -0.0044(9) -0.0046(9) C46 0.0464(15) 0.0361(14) 0.0405(15) 0.0027(12) -0.0020(12) -0.0044(12) C47 0.0594(18) 0.0416(17) 0.0537(18) 0.0140(14) -0.0011(15) -0.0216(14) C48 0.0512(17) 0.066(2) 0.0413(16) 0.0095(15) 0.0110(13) -0.0171(15) C49 0.0390(14) 0.0568(18) 0.0370(15) 0.0005(13) 0.0071(11) -0.0056(12) C50 0.0297(12) 0.0391(14) 0.0281(12) 0.0023(10) -0.0019(9) -0.0034(10) C51 0.0295(12) 0.0454(16) 0.0348(13) 0.0003(11) 0.0024(10) 0.0035(10) C52 0.0392(13) 0.0400(16) 0.0479(15) -0.0007(13) 0.0019(11) 0.0030(12) C53 0.086(3) 0.054(2) 0.079(3) 0.0147(19) -0.019(2) 0.0031(19) C54 0.051(2) 0.069(3) 0.129(4) 0.032(3) 0.010(2) -0.0014(18) C55 0.093(3) 0.059(2) 0.077(3) -0.023(2) 0.024(2) -0.020(2) O56 0.0363(10) 0.0316(9) 0.0732(14) -0.0011(10) -0.0111(9) 0.0028(8) C57 0.059(2) 0.0363(17) 0.132(4) -0.007(2) -0.002(2) 0.0030(14) O58 0.0503(12) 0.0414(12) 0.0717(14) -0.0056(11) -0.0133(10) 0.0038(9) C59 0.067(2) 0.060(2) 0.072(2) -0.0107(18) -0.0076(19) 0.0037(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N17 2.0529(18) . ? Zn1 N23 2.0550(18) . ? Zn1 N11 2.0614(19) . ? Zn1 N1 2.0658(18) . ? Zn1 O56 2.1592(19) . ? Si1 C52 1.830(3) . ? Si1 C54 1.847(4) . ? Si1 C55 1.852(4) . ? Si1 C53 1.852(4) . ? N1 C5 1.374(3) . ? N1 C2 1.380(3) . ? C2 C24 1.394(3) . ? C2 C3 1.448(3) . ? C3 C4 1.344(4) . ? C4 C5 1.445(3) . ? C5 C6 1.384(3) . ? C6 C7 1.396(4) . ? C7 N11 1.374(3) . ? C7 C8 1.437(3) . ? C8 C9 1.353(4) . ? C9 C10 1.437(3) . ? C10 N11 1.374(3) . ? C10 C12 1.405(3) . ? C12 C13 1.398(3) . ? C12 C35 1.503(3) . ? C13 N17 1.373(3) . ? C13 C14 1.443(3) . ? C14 C15 1.349(3) . ? C15 C16 1.450(3) . ? C16 N17 1.372(3) . ? C16 C18 1.408(3) . ? C18 C19 1.396(3) . ? C18 C45 1.500(3) . ? C19 N23 1.378(3) . ? C19 C20 1.448(3) . ? C20 C21 1.356(4) . ? C21 C22 1.440(3) . ? C22 N23 1.376(3) . ? C22 C24 1.401(3) . ? C24 C25 1.510(3) . ? C25 C30 1.388(4) . ? C25 C26 1.391(4) . ? C26 O33 1.369(3) . ? C26 C27 1.399(4) . ? C27 C28 1.371(4) . ? C28 C29 1.378(4) . ? C29 C30 1.392(3) . ? C30 O31 1.380(3) . ? O31 C32 1.423(3) . ? O33 C34 1.419(4) . ? C35 C40 1.392(3) . ? C35 C36 1.395(3) . ? C36 O43 1.370(3) . ? C36 C37 1.396(3) . ? C37 C38 1.375(4) . ? C38 C39 1.371(4) . ? C39 C40 1.401(4) . ? C40 O41 1.359(3) . ? O41 C42 1.430(3) . ? O43 C44 1.423(3) . ? C45 C46 1.391(4) . ? C45 C50 1.401(3) . ? C46 C47 1.381(4) . ? C47 C48 1.375(4) . ? C48 C49 1.378(4) . ? C49 C50 1.409(3) . ? C50 C51 1.432(4) . ? C51 C52 1.216(4) . ? O56 C57 1.404(4) . ? O58 C59 1.428(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 N17 Zn1 N23 89.30(7) . . ? N17 Zn1 N11 89.08(7) . . ? N23 Zn1 N11 166.04(7) . . ? N17 Zn1 N1 166.07(7) . . ? N23 Zn1 N1 88.75(7) . . ? N11 Zn1 N1 89.48(7) . . ? N17 Zn1 O56 96.49(8) . . ? N23 Zn1 O56 98.32(7) . . ? N11 Zn1 O56 95.64(7) . . ? N1 Zn1 O56 97.44(8) . . ? C52 Si1 C54 108.40(16) . . ? C52 Si1 C55 107.44(16) . . ? C54 Si1 C55 110.7(2) . . ? C52 Si1 C53 109.05(15) . . ? C54 Si1 C53 111.9(2) . . ? C55 Si1 C53 109.2(2) . . ? C5 N1 C2 106.75(19) . . ? C5 N1 Zn1 125.60(15) . . ? C2 N1 Zn1 127.34(15) . . ? N1 C2 C24 124.8(2) . . ? N1 C2 C3 109.0(2) . . ? C24 C2 C3 126.2(2) . . ? C4 C3 C2 107.5(2) . . ? C3 C4 C5 107.4(2) . . ? N1 C5 C6 125.2(2) . . ? N1 C5 C4 109.4(2) . . ? C6 C5 C4 125.4(2) . . ? C5 C6 C7 127.3(2) . . ? N11 C7 C6 124.7(2) . . ? N11 C7 C8 109.5(2) . . ? C6 C7 C8 125.7(2) . . ? C9 C8 C7 107.3(2) . . ? C8 C9 C10 107.1(2) . . ? N11 C10 C12 124.8(2) . . ? N11 C10 C9 109.6(2) . . ? C12 C10 C9 125.6(2) . . ? C10 N11 C7 106.55(19) . . ? C10 N11 Zn1 127.25(15) . . ? C7 N11 Zn1 125.94(15) . . ? C13 C12 C10 125.7(2) . . ? C13 C12 C35 116.3(2) . . ? C10 C12 C35 117.9(2) . . ? N17 C13 C12 125.9(2) . . ? N17 C13 C14 109.28(19) . . ? C12 C13 C14 124.8(2) . . ? C15 C14 C13 107.60(19) . . ? C14 C15 C16 106.8(2) . . ? N17 C16 C18 125.6(2) . . ? N17 C16 C15 109.48(19) . . ? C18 C16 C15 124.9(2) . . ? C16 N17 C13 106.85(18) . . ? C16 N17 Zn1 126.17(14) . . ? C13 N17 Zn1 126.63(15) . . ? C19 C18 C16 125.3(2) . . ? C19 C18 C45 116.8(2) . . ? C16 C18 C45 117.9(2) . . ? N23 C19 C18 125.5(2) . . ? N23 C19 C20 109.4(2) . . ? C18 C19 C20 125.1(2) . . ? C21 C20 C19 107.0(2) . . ? C20 C21 C22 107.4(2) . . ? N23 C22 C24 125.9(2) . . ? N23 C22 C21 109.6(2) . . ? C24 C22 C21 124.6(2) . . ? C22 N23 C19 106.70(18) . . ? C22 N23 Zn1 126.92(15) . . ? C19 N23 Zn1 126.27(14) . . ? C2 C24 C22 125.7(2) . . ? C2 C24 C25 119.7(2) . . ? C22 C24 C25 114.6(2) . . ? C30 C25 C26 118.3(2) . . ? C30 C25 C24 120.6(2) . . ? C26 C25 C24 120.7(2) . . ? O33 C26 C25 115.5(2) . . ? O33 C26 C27 123.5(3) . . ? C25 C26 C27 121.0(3) . . ? C28 C27 C26 118.7(3) . . ? C27 C28 C29 122.0(3) . . ? C28 C29 C30 118.5(3) . . ? O31 C30 C25 115.6(2) . . ? O31 C30 C29 123.0(2) . . ? C25 C30 C29 121.3(3) . . ? C30 O31 C32 117.9(2) . . ? C26 O33 C34 117.3(3) . . ? C40 C35 C36 118.7(2) . . ? C40 C35 C12 119.9(2) . . ? C36 C35 C12 121.3(2) . . ? O43 C36 C35 115.7(2) . . ? O43 C36 C37 123.2(2) . . ? C35 C36 C37 121.1(2) . . ? C38 C37 C36 118.3(3) . . ? C39 C38 C37 122.6(3) . . ? C38 C39 C40 118.6(3) . . ? O41 C40 C35 116.1(2) . . ? O41 C40 C39 123.2(2) . . ? C35 C40 C39 120.7(2) . . ? C40 O41 C42 117.3(2) . . ? C36 O43 C44 117.6(2) . . ? C46 C45 C50 118.9(2) . . ? C46 C45 C18 120.8(2) . . ? C50 C45 C18 120.2(2) . . ? C47 C46 C45 120.7(3) . . ? C48 C47 C46 120.8(3) . . ? C47 C48 C49 119.6(3) . . ? C48 C49 C50 120.5(3) . . ? C45 C50 C49 119.4(2) . . ? C45 C50 C51 122.1(2) . . ? C49 C50 C51 118.4(2) . . ? C52 C51 C50 176.9(3) . . ? C51 C52 Si1 179.0(2) . . ? C57 O56 Zn1 122.23(18) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N17 Zn1 N1 C5 97.1(3) . . . . ? N23 Zn1 N1 C5 179.11(18) . . . . ? N11 Zn1 N1 C5 12.96(18) . . . . ? O56 Zn1 N1 C5 -82.66(18) . . . . ? N17 Zn1 N1 C2 -90.3(3) . . . . ? N23 Zn1 N1 C2 -8.24(19) . . . . ? N11 Zn1 N1 C2 -174.39(19) . . . . ? O56 Zn1 N1 C2 89.99(19) . . . . ? C5 N1 C2 C24 -178.5(2) . . . . ? Zn1 N1 C2 C24 7.8(3) . . . . ? C5 N1 C2 C3 1.0(3) . . . . ? Zn1 N1 C2 C3 -172.77(16) . . . . ? N1 C2 C3 C4 -1.0(3) . . . . ? C24 C2 C3 C4 178.4(2) . . . . ? C2 C3 C4 C5 0.6(3) . . . . ? C2 N1 C5 C6 177.6(2) . . . . ? Zn1 N1 C5 C6 -8.5(3) . . . . ? C2 N1 C5 C4 -0.6(3) . . . . ? Zn1 N1 C5 C4 173.28(15) . . . . ? C3 C4 C5 N1 0.0(3) . . . . ? C3 C4 C5 C6 -178.3(2) . . . . ? N1 C5 C6 C7 -2.1(4) . . . . ? C4 C5 C6 C7 175.8(2) . . . . ? C5 C6 C7 N11 2.5(4) . . . . ? C5 C6 C7 C8 -175.2(2) . . . . ? N11 C7 C8 C9 -0.2(3) . . . . ? C6 C7 C8 C9 177.8(2) . . . . ? C7 C8 C9 C10 -0.1(3) . . . . ? C8 C9 C10 N11 0.3(3) . . . . ? C8 C9 C10 C12 179.0(2) . . . . ? C12 C10 N11 C7 -179.2(2) . . . . ? C9 C10 N11 C7 -0.4(3) . . . . ? C12 C10 N11 Zn1 -4.7(3) . . . . ? C9 C10 N11 Zn1 174.04(15) . . . . ? C6 C7 N11 C10 -177.7(2) . . . . ? C8 C7 N11 C10 0.4(3) . . . . ? C6 C7 N11 Zn1 7.8(3) . . . . ? C8 C7 N11 Zn1 -174.17(15) . . . . ? N17 Zn1 N11 C10 7.77(19) . . . . ? N23 Zn1 N11 C10 91.2(4) . . . . ? N1 Zn1 N11 C10 173.91(19) . . . . ? O56 Zn1 N11 C10 -88.66(19) . . . . ? N17 Zn1 N11 C7 -178.81(19) . . . . ? N23 Zn1 N11 C7 -95.4(4) . . . . ? N1 Zn1 N11 C7 -12.66(19) . . . . ? O56 Zn1 N11 C7 84.76(19) . . . . ? N11 C10 C12 C13 -1.4(4) . . . . ? C9 C10 C12 C13 -179.9(2) . . . . ? N11 C10 C12 C35 179.6(2) . . . . ? C9 C10 C12 C35 1.0(4) . . . . ? C10 C12 C13 N17 0.8(4) . . . . ? C35 C12 C13 N17 179.9(2) . . . . ? C10 C12 C13 C14 179.9(2) . . . . ? C35 C12 C13 C14 -1.1(3) . . . . ? N17 C13 C14 C15 -0.3(3) . . . . ? C12 C13 C14 C15 -179.5(2) . . . . ? C13 C14 C15 C16 0.3(3) . . . . ? C14 C15 C16 N17 -0.3(3) . . . . ? C14 C15 C16 C18 -178.8(2) . . . . ? C18 C16 N17 C13 178.6(2) . . . . ? C15 C16 N17 C13 0.1(2) . . . . ? C18 C16 N17 Zn1 -7.8(3) . . . . ? C15 C16 N17 Zn1 173.66(14) . . . . ? C12 C13 N17 C16 179.3(2) . . . . ? C14 C13 N17 C16 0.1(3) . . . . ? C12 C13 N17 Zn1 5.8(3) . . . . ? C14 C13 N17 Zn1 -173.42(16) . . . . ? N23 Zn1 N17 C16 13.34(18) . . . . ? N11 Zn1 N17 C16 179.47(18) . . . . ? N1 Zn1 N17 C16 95.3(3) . . . . ? O56 Zn1 N17 C16 -84.96(18) . . . . ? N23 Zn1 N17 C13 -174.32(18) . . . . ? N11 Zn1 N17 C13 -8.19(18) . . . . ? N1 Zn1 N17 C13 -92.3(3) . . . . ? O56 Zn1 N17 C13 87.38(19) . . . . ? N17 C16 C18 C19 -4.8(4) . . . . ? C15 C16 C18 C19 173.5(2) . . . . ? N17 C16 C18 C45 175.9(2) . . . . ? C15 C16 C18 C45 -5.9(3) . . . . ? C16 C18 C19 N23 6.1(4) . . . . ? C45 C18 C19 N23 -174.6(2) . . . . ? C16 C18 C19 C20 -172.0(2) . . . . ? C45 C18 C19 C20 7.3(3) . . . . ? N23 C19 C20 C21 -0.7(3) . . . . ? C18 C19 C20 C21 177.7(2) . . . . ? C19 C20 C21 C22 0.8(3) . . . . ? C20 C21 C22 N23 -0.6(3) . . . . ? C20 C21 C22 C24 178.7(2) . . . . ? C24 C22 N23 C19 -179.1(2) . . . . ? C21 C22 N23 C19 0.2(2) . . . . ? C24 C22 N23 Zn1 -2.6(3) . . . . ? C21 C22 N23 Zn1 176.70(15) . . . . ? C18 C19 N23 C22 -178.1(2) . . . . ? C20 C19 N23 C22 0.3(2) . . . . ? C18 C19 N23 Zn1 5.4(3) . . . . ? C20 C19 N23 Zn1 -176.25(15) . . . . ? N17 Zn1 N23 C22 171.99(19) . . . . ? N11 Zn1 N23 C22 88.6(4) . . . . ? N1 Zn1 N23 C22 5.79(19) . . . . ? O56 Zn1 N23 C22 -91.56(19) . . . . ? N17 Zn1 N23 C19 -12.20(18) . . . . ? N11 Zn1 N23 C19 -95.6(4) . . . . ? N1 Zn1 N23 C19 -178.41(18) . . . . ? O56 Zn1 N23 C19 84.25(18) . . . . ? N1 C2 C24 C22 -1.7(4) . . . . ? C3 C2 C24 C22 178.9(2) . . . . ? N1 C2 C24 C25 176.7(2) . . . . ? C3 C2 C24 C25 -2.7(4) . . . . ? N23 C22 C24 C2 -1.0(4) . . . . ? C21 C22 C24 C2 179.7(2) . . . . ? N23 C22 C24 C25 -179.5(2) . . . . ? C21 C22 C24 C25 1.3(3) . . . . ? C2 C24 C25 C30 106.6(3) . . . . ? C22 C24 C25 C30 -74.9(3) . . . . ? C2 C24 C25 C26 -81.1(3) . . . . ? C22 C24 C25 C26 97.5(3) . . . . ? C30 C25 C26 O33 179.7(2) . . . . ? C24 C25 C26 O33 7.2(4) . . . . ? C30 C25 C26 C27 0.7(4) . . . . ? C24 C25 C26 C27 -171.8(2) . . . . ? O33 C26 C27 C28 -177.5(3) . . . . ? C25 C26 C27 C28 1.5(4) . . . . ? C26 C27 C28 C29 -2.0(4) . . . . ? C27 C28 C29 C30 0.2(4) . . . . ? C26 C25 C30 O31 178.7(2) . . . . ? C24 C25 C30 O31 -8.8(3) . . . . ? C26 C25 C30 C29 -2.5(4) . . . . ? C24 C25 C30 C29 170.0(2) . . . . ? C28 C29 C30 O31 -179.2(2) . . . . ? C28 C29 C30 C25 2.1(4) . . . . ? C25 C30 O31 C32 174.6(2) . . . . ? C29 C30 O31 C32 -4.2(4) . . . . ? C25 C26 O33 C34 -176.5(3) . . . . ? C27 C26 O33 C34 2.5(5) . . . . ? C13 C12 C35 C40 -94.3(3) . . . . ? C10 C12 C35 C40 84.8(3) . . . . ? C13 C12 C35 C36 81.8(3) . . . . ? C10 C12 C35 C36 -99.1(3) . . . . ? C40 C35 C36 O43 -178.3(2) . . . . ? C12 C35 C36 O43 5.6(3) . . . . ? C40 C35 C36 C37 2.2(4) . . . . ? C12 C35 C36 C37 -174.0(2) . . . . ? O43 C36 C37 C38 179.4(3) . . . . ? C35 C36 C37 C38 -1.1(4) . . . . ? C36 C37 C38 C39 -0.6(5) . . . . ? C37 C38 C39 C40 1.1(5) . . . . ? C36 C35 C40 O41 178.6(2) . . . . ? C12 C35 C40 O41 -5.2(3) . . . . ? C36 C35 C40 C39 -1.6(4) . . . . ? C12 C35 C40 C39 174.6(2) . . . . ? C38 C39 C40 O41 179.8(3) . . . . ? C38 C39 C40 C35 0.0(4) . . . . ? C35 C40 O41 C42 171.4(3) . . . . ? C39 C40 O41 C42 -8.4(4) . . . . ? C35 C36 O43 C44 175.0(2) . . . . ? C37 C36 O43 C44 -5.5(4) . . . . ? C19 C18 C45 C46 -65.6(3) . . . . ? C16 C18 C45 C46 113.7(3) . . . . ? C19 C18 C45 C50 110.3(2) . . . . ? C16 C18 C45 C50 -70.3(3) . . . . ? C50 C45 C46 C47 -1.5(4) . . . . ? C18 C45 C46 C47 174.5(2) . . . . ? C45 C46 C47 C48 0.3(5) . . . . ? C46 C47 C48 C49 1.0(5) . . . . ? C47 C48 C49 C50 -1.1(4) . . . . ? C46 C45 C50 C49 1.4(4) . . . . ? C18 C45 C50 C49 -174.6(2) . . . . ? C46 C45 C50 C51 178.4(2) . . . . ? C18 C45 C50 C51 2.4(3) . . . . ? C48 C49 C50 C45 -0.1(4) . . . . ? C48 C49 C50 C51 -177.2(3) . . . . ? C45 C50 C51 C52 -160(5) . . . . ? C49 C50 C51 C52 17(5) . . . . ? C50 C51 C52 Si1 -139(10) . . . . ? C54 Si1 C52 C51 -8(12) . . . . ? C55 Si1 C52 C51 112(12) . . . . ? C53 Si1 C52 C51 -130(12) . . . . ? N17 Zn1 O56 C57 -88.7(3) . . . . ? N23 Zn1 O56 C57 -178.9(3) . . . . ? N11 Zn1 O56 C57 1.0(3) . . . . ? N1 Zn1 O56 C57 91.3(3) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.227 _refine_diff_density_min -0.273 _refine_diff_density_rms 0.044