# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _publ_contact_author_name 'Chi-Tien Chen' _publ_contact_author_address ; Department of Chemistry, National Chung Hsing University, Taichung 402, Taiwan, Republic of China ; _publ_contact_author_phone 886-4-22840412ext416 _publ_contact_author_fax 886-4-22862547 _publ_contact_author_email ctchen@dragon.nchu.edu.tw loop_ _publ_author_name 'Chi-Tien Chen' 'Ming-Tsz Chen' data_compound1 _database_code_depnum_ccdc_archive 'CCDC 827166' #TrackingRef '- Paper-amido-ox-LZnOBn-DT.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H52 N4 O2 Zn' _chemical_formula_weight 614.17 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.9372(8) _cell_length_b 11.1773(9) _cell_length_c 17.8036(14) _cell_angle_alpha 73.9740(10) _cell_angle_beta 87.5980(10) _cell_angle_gamma 66.0250(10) _cell_volume 1731.1(2) _cell_formula_units_Z 2 _cell_measurement_temperature 297(2) _cell_measurement_reflns_used 5855 _cell_measurement_theta_min 2.388 _cell_measurement_theta_max 25.982 _exptl_crystal_description parallelpiped _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.178 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 660 _exptl_absorpt_coefficient_mu 0.743 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.8079 _exptl_absorpt_correction_T_max 0.8968 _exptl_absorpt_process_details empirical _exptl_special_details ; ? ; _diffrn_ambient_temperature 297(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9785 _diffrn_reflns_av_R_equivalents 0.0180 _diffrn_reflns_av_sigmaI/netI 0.0247 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 26.03 _reflns_number_total 6686 _reflns_number_gt 5734 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0850P)^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 6686 _refine_ls_number_parameters 370 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0469 _refine_ls_R_factor_gt 0.0395 _refine_ls_wR_factor_ref 0.1180 _refine_ls_wR_factor_gt 0.1126 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.023 _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 Zn Zn 0.20460(2) 0.08314(2) 0.199207(13) 0.04521(10) Uani 1 1 d . . . O1 O 0.16209(18) 0.46876(15) 0.07093(9) 0.0586(4) Uani 1 1 d . . . O2 O 0.02212(17) -0.12323(16) 0.10524(10) 0.0603(4) Uani 1 1 d . . . N1 N 0.21627(18) 0.24731(16) 0.12173(10) 0.0454(4) Uani 1 1 d . . . N2 N 0.1209(2) 0.17691(18) 0.27845(10) 0.0529(4) Uani 1 1 d . . . N3 N 0.07339(18) 0.01431(17) 0.15818(10) 0.0476(4) Uani 1 1 d . . . N4 N 0.38065(19) -0.08577(17) 0.21280(11) 0.0518(4) Uani 1 1 d . . . C1 C 0.0591(2) 0.3134(2) 0.26606(13) 0.0509(5) Uani 1 1 d . . . C2 C -0.0250(3) 0.3752(3) 0.32312(16) 0.0682(6) Uani 1 1 d . . . H2A H -0.0385 0.3190 0.3694 0.082 Uiso 1 1 calc R . . C3 C -0.0860(3) 0.5130(3) 0.31258(19) 0.0778(7) Uani 1 1 d . . . H3A H -0.1390 0.5475 0.3517 0.093 Uiso 1 1 calc R . . C4 C -0.0708(3) 0.6023(3) 0.24496(18) 0.0724(7) Uani 1 1 d . . . H4A H -0.1117 0.6958 0.2387 0.087 Uiso 1 1 calc R . . C5 C 0.0058(2) 0.5501(2) 0.18742(15) 0.0585(5) Uani 1 1 d . . . H5A H 0.0162 0.6098 0.1418 0.070 Uiso 1 1 calc R . . C6 C 0.0700(2) 0.4081(2) 0.19508(13) 0.0479(4) Uani 1 1 d . . . C7 C 0.1179(3) 0.0888(3) 0.35649(14) 0.0671(6) Uani 1 1 d . . . H7A H 0.1411 -0.0023 0.3525 0.081 Uiso 1 1 calc R . . H7B H 0.0186 0.1236 0.3731 0.081 Uiso 1 1 calc R . . C8 C 0.2248(4) 0.0791(3) 0.41865(16) 0.0818(8) Uani 1 1 d . . . H8A H 0.1955 0.1680 0.4272 0.098 Uiso 1 1 calc R . . H8B H 0.3230 0.0528 0.4001 0.098 Uiso 1 1 calc R . . C9 C 0.2292(6) -0.0242(4) 0.4958(2) 0.1422(19) Uani 1 1 d . . . H9A H 0.2977 -0.0275 0.5335 0.213 Uiso 1 1 calc R . . H9B H 0.2599 -0.1128 0.4878 0.213 Uiso 1 1 calc R . . H9C H 0.1325 0.0024 0.5148 0.213 Uiso 1 1 calc R . . C10 C 0.1519(2) 0.36727(19) 0.13076(12) 0.0453(4) Uani 1 1 d . . . C11 C 0.2329(3) 0.4086(2) 0.01032(14) 0.0615(6) Uani 1 1 d . . . H11A H 0.3117 0.4365 -0.0081 0.074 Uiso 1 1 calc R . . H11B H 0.1623 0.4352 -0.0337 0.074 Uiso 1 1 calc R . . C12 C 0.2947(2) 0.2536(2) 0.04902(12) 0.0503(5) Uani 1 1 d . . . C13 C 0.4601(3) 0.1932(3) 0.07054(18) 0.0774(8) Uani 1 1 d . . . H13A H 0.4949 0.0966 0.0945 0.116 Uiso 1 1 calc R . . H13B H 0.4797 0.2351 0.1067 0.116 Uiso 1 1 calc R . . H13C H 0.5101 0.2097 0.0241 0.116 Uiso 1 1 calc R . . C14 C 0.2572(3) 0.1782(3) -0.00025(15) 0.0732(7) Uani 1 1 d . . . H14A H 0.2982 0.0823 0.0264 0.110 Uiso 1 1 calc R . . H14B H 0.2979 0.1932 -0.0501 0.110 Uiso 1 1 calc R . . H14C H 0.1518 0.2115 -0.0082 0.110 Uiso 1 1 calc R . . C15 C 0.3978(2) -0.1889(2) 0.18280(12) 0.0459(4) Uani 1 1 d . . . C16 C 0.5374(2) -0.3015(2) 0.18726(14) 0.0578(5) Uani 1 1 d . . . H16A H 0.6189 -0.3035 0.2124 0.069 Uiso 1 1 calc R . . C17 C 0.5566(3) -0.4060(2) 0.15635(15) 0.0666(6) Uani 1 1 d . . . H17A H 0.6499 -0.4766 0.1611 0.080 Uiso 1 1 calc R . . C18 C 0.4396(3) -0.4090(3) 0.11807(17) 0.0693(7) Uani 1 1 d . . . H18A H 0.4540 -0.4797 0.0965 0.083 Uiso 1 1 calc R . . C19 C 0.3041(3) -0.3063(2) 0.11288(14) 0.0582(5) Uani 1 1 d . . . H19A H 0.2254 -0.3089 0.0879 0.070 Uiso 1 1 calc R . . C20 C 0.2769(2) -0.1955(2) 0.14368(12) 0.0472(4) Uani 1 1 d . . . C21 C 0.5071(3) -0.0947(2) 0.25692(15) 0.0614(6) Uani 1 1 d . . . H21A H 0.4893 -0.0039 0.2593 0.074 Uiso 1 1 calc R . . H21B H 0.5940 -0.1255 0.2284 0.074 Uiso 1 1 calc R . . C22 C 0.5397(3) -0.1889(3) 0.33942(15) 0.0704(7) Uani 1 1 d . . . H22A H 0.5739 -0.2825 0.3374 0.084 Uiso 1 1 calc R . . H22B H 0.4495 -0.1675 0.3662 0.084 Uiso 1 1 calc R . . C23 C 0.6563(4) -0.1763(4) 0.3857(2) 0.0968(10) Uani 1 1 d . . . H23A H 0.6739 -0.2375 0.4377 0.145 Uiso 1 1 calc R . . H23B H 0.6220 -0.0842 0.3887 0.145 Uiso 1 1 calc R . . H23C H 0.7464 -0.1991 0.3600 0.145 Uiso 1 1 calc R . . C24 C 0.1256(2) -0.0966(2) 0.13692(12) 0.0462(4) Uani 1 1 d . . . C25 C -0.1158(3) -0.0069(3) 0.09716(16) 0.0658(6) Uani 1 1 d . . . H25A H -0.1942 -0.0352 0.1163 0.079 Uiso 1 1 calc R . . H25B H -0.1422 0.0468 0.0427 0.079 Uiso 1 1 calc R . . C26 C -0.0905(2) 0.0753(2) 0.14670(14) 0.0542(5) Uani 1 1 d . . . C27 C -0.1479(3) 0.2275(3) 0.1049(2) 0.0795(8) Uani 1 1 d . . . H27A H -0.1290 0.2735 0.1388 0.119 Uiso 1 1 calc R . . H27B H -0.2523 0.2637 0.0918 0.119 Uiso 1 1 calc R . . H27C H -0.0986 0.2412 0.0579 0.119 Uiso 1 1 calc R . . C28 C -0.1505(3) 0.0482(4) 0.22635(19) 0.0874(9) Uani 1 1 d . . . H28A H -0.1330 0.1012 0.2560 0.131 Uiso 1 1 calc R . . H28B H -0.1017 -0.0471 0.2539 0.131 Uiso 1 1 calc R . . H28C H -0.2548 0.0735 0.2197 0.131 Uiso 1 1 calc R . . C29 C 0.4932(11) -0.7151(8) 0.3027(5) 0.241(4) Uani 1 1 d . . . H29A H 0.5530 -0.8084 0.3306 0.361 Uiso 1 1 calc R . . H29B H 0.5503 -0.6799 0.2656 0.361 Uiso 1 1 calc R . . H29C H 0.4090 -0.7106 0.2755 0.361 Uiso 1 1 calc R . . C30 C 0.450(2) -0.6455(11) 0.3502(9) 0.403(13) Uani 1 1 d . . . H30A H 0.4089 -0.7020 0.3858 0.484 Uiso 1 1 calc R . . H30B H 0.5464 -0.6722 0.3761 0.484 Uiso 1 1 calc R . . C31 C 0.392(2) -0.5518(14) 0.3675(11) 0.386(12) Uani 1 1 d . . . H31A H 0.3482 -0.4912 0.3159 0.464 Uiso 1 1 calc R . . H31B H 0.4766 -0.5335 0.3755 0.464 Uiso 1 1 calc R . . C32 C 0.2969(19) -0.4734(14) 0.4111(12) 0.375(13) Uani 1 1 d . . . H32A H 0.2410 -0.5250 0.4364 0.450 Uiso 1 1 calc R . . H32B H 0.3604 -0.4778 0.4526 0.450 Uiso 1 1 calc R . . C33 C 0.197(2) -0.3428(17) 0.3891(7) 0.326(9) Uani 1 1 d . . . H33A H 0.1403 -0.3253 0.3413 0.391 Uiso 1 1 calc R . . H33B H 0.2471 -0.2819 0.3792 0.391 Uiso 1 1 calc R . . C34 C 0.1031(12) -0.3201(16) 0.4500(8) 0.313(7) Uani 1 1 d . . . H34A H 0.0310 -0.2272 0.4352 0.469 Uiso 1 1 calc R . . H34B H 0.1603 -0.3373 0.4969 0.469 Uiso 1 1 calc R . . H34C H 0.0539 -0.3805 0.4592 0.469 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 Zn 0.04550(15) 0.03530(14) 0.05419(16) -0.01109(10) -0.00182(10) -0.01648(10) O1 0.0675(10) 0.0394(8) 0.0646(9) -0.0089(7) 0.0081(7) -0.0217(7) O2 0.0552(9) 0.0538(9) 0.0811(11) -0.0249(8) -0.0039(8) -0.0270(8) N1 0.0455(9) 0.0385(8) 0.0506(9) -0.0097(7) 0.0015(7) -0.0173(7) N2 0.0604(11) 0.0440(9) 0.0537(10) -0.0125(7) 0.0035(8) -0.0216(8) N3 0.0426(9) 0.0407(9) 0.0606(10) -0.0134(7) -0.0014(7) -0.0183(7) N4 0.0463(9) 0.0395(9) 0.0660(11) -0.0110(8) -0.0061(8) -0.0157(8) C1 0.0450(11) 0.0489(11) 0.0560(12) -0.0155(9) -0.0004(9) -0.0157(9) C2 0.0658(15) 0.0625(15) 0.0703(15) -0.0246(12) 0.0126(12) -0.0173(12) C3 0.0671(16) 0.0701(17) 0.0864(19) -0.0373(15) 0.0113(13) -0.0094(14) C4 0.0635(15) 0.0474(13) 0.0927(19) -0.0274(13) -0.0009(13) -0.0040(12) C5 0.0503(12) 0.0399(11) 0.0781(15) -0.0168(10) -0.0039(10) -0.0105(9) C6 0.0412(10) 0.0399(10) 0.0607(12) -0.0150(9) -0.0033(8) -0.0137(8) C7 0.0893(18) 0.0562(14) 0.0580(13) -0.0145(11) 0.0073(12) -0.0333(13) C8 0.107(2) 0.0662(16) 0.0636(15) -0.0147(13) -0.0091(14) -0.0280(16) C9 0.235(6) 0.115(3) 0.065(2) 0.007(2) -0.034(3) -0.077(4) C10 0.0418(10) 0.0379(10) 0.0543(11) -0.0069(8) -0.0047(8) -0.0176(8) C11 0.0719(15) 0.0512(12) 0.0579(13) -0.0092(10) 0.0092(11) -0.0264(11) C12 0.0516(11) 0.0465(11) 0.0537(11) -0.0118(9) 0.0049(9) -0.0228(9) C13 0.0509(13) 0.0786(18) 0.0826(18) -0.0061(14) 0.0105(12) -0.0182(13) C14 0.103(2) 0.0735(17) 0.0627(14) -0.0267(12) 0.0154(13) -0.0512(16) C15 0.0458(10) 0.0376(10) 0.0504(11) -0.0062(8) 0.0031(8) -0.0174(8) C16 0.0486(12) 0.0502(12) 0.0653(13) -0.0127(10) 0.0037(10) -0.0135(10) C17 0.0630(15) 0.0493(13) 0.0709(15) -0.0171(11) 0.0124(12) -0.0073(11) C18 0.0790(17) 0.0497(13) 0.0823(17) -0.0306(12) 0.0150(13) -0.0228(13) C19 0.0690(14) 0.0487(12) 0.0629(13) -0.0196(10) 0.0073(10) -0.0277(11) C20 0.0519(11) 0.0394(10) 0.0510(11) -0.0103(8) 0.0037(8) -0.0210(9) C21 0.0506(12) 0.0458(12) 0.0821(16) -0.0137(11) -0.0123(11) -0.0155(10) C22 0.0661(15) 0.0639(15) 0.0727(16) -0.0180(12) -0.0078(12) -0.0180(13) C23 0.093(2) 0.089(2) 0.096(2) -0.0269(17) -0.0340(18) -0.0209(19) C24 0.0493(11) 0.0415(10) 0.0506(10) -0.0095(8) 0.0006(8) -0.0234(9) C25 0.0490(12) 0.0647(15) 0.0856(17) -0.0245(13) -0.0072(11) -0.0220(11) C26 0.0418(11) 0.0522(12) 0.0702(14) -0.0183(10) -0.0030(9) -0.0196(9) C27 0.0518(14) 0.0510(14) 0.123(2) -0.0159(14) -0.0187(14) -0.0119(11) C28 0.0630(16) 0.119(3) 0.091(2) -0.0378(19) 0.0190(14) -0.0435(17) C29 0.318(11) 0.138(6) 0.198(7) -0.052(5) 0.056(7) -0.028(7) C30 0.69(4) 0.174(11) 0.302(15) -0.133(11) 0.062(19) -0.099(16) C31 0.48(3) 0.216(16) 0.49(3) -0.181(17) 0.22(2) -0.128(17) C32 0.39(2) 0.172(11) 0.49(3) 0.008(15) -0.11(2) -0.087(14) C33 0.60(3) 0.310(16) 0.210(11) -0.091(11) 0.092(15) -0.32(2) C34 0.257(12) 0.50(2) 0.256(12) -0.184(14) 0.093(10) -0.181(14) _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 Zn N4 1.9448(17) . ? Zn N2 1.9468(18) . ? Zn N3 2.0077(16) . ? Zn N1 2.0113(16) . ? O1 C10 1.360(2) . ? O1 C11 1.437(3) . ? O2 C24 1.362(2) . ? O2 C25 1.434(3) . ? N1 C10 1.283(3) . ? N1 C12 1.483(3) . ? N2 C1 1.348(3) . ? N2 C7 1.472(3) . ? N3 C24 1.292(3) . ? N3 C26 1.486(3) . ? N4 C15 1.348(3) . ? N4 C21 1.464(3) . ? C1 C2 1.433(3) . ? C1 C6 1.439(3) . ? C2 C3 1.366(4) . ? C2 H2A 0.9300 . ? C3 C4 1.383(4) . ? C3 H3A 0.9300 . ? C4 C5 1.368(4) . ? C4 H4A 0.9300 . ? C5 C6 1.418(3) . ? C5 H5A 0.9300 . ? C6 C10 1.446(3) . ? C7 C8 1.518(4) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.520(4) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C11 C12 1.537(3) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C14 1.520(3) . ? C12 C13 1.520(3) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 C16 1.432(3) . ? C15 C20 1.450(3) . ? C16 C17 1.367(3) . ? C16 H16A 0.9300 . ? C17 C18 1.388(4) . ? C17 H17A 0.9300 . ? C18 C19 1.354(3) . ? C18 H18A 0.9300 . ? C19 C20 1.414(3) . ? C19 H19A 0.9300 . ? C20 C24 1.445(3) . ? C21 C22 1.510(3) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C23 1.523(4) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C25 C26 1.530(3) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 C28 1.515(4) . ? C26 C27 1.524(3) . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C29 C30 1.251(10) . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C30 C31 1.095(13) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C31 C32 1.38(2) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 C33 1.343(19) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C33 C34 1.410(15) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 H34A 0.9600 . ? C34 H34B 0.9600 . ? C34 H34C 0.9600 . ? 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 N4 Zn N2 127.01(8) . . ? N4 Zn N3 94.25(7) . . ? N2 Zn N3 114.34(7) . . ? N4 Zn N1 114.76(7) . . ? N2 Zn N1 94.67(7) . . ? N3 Zn N1 112.87(7) . . ? C10 O1 C11 107.21(16) . . ? C24 O2 C25 107.13(16) . . ? C10 N1 C12 109.71(16) . . ? C10 N1 Zn 121.79(14) . . ? C12 N1 Zn 128.50(13) . . ? C1 N2 C7 118.73(18) . . ? C1 N2 Zn 125.48(15) . . ? C7 N2 Zn 115.65(14) . . ? C24 N3 C26 109.10(16) . . ? C24 N3 Zn 122.24(14) . . ? C26 N3 Zn 128.66(13) . . ? C15 N4 C21 118.58(18) . . ? C15 N4 Zn 126.49(14) . . ? C21 N4 Zn 114.85(14) . . ? N2 C1 C2 121.9(2) . . ? N2 C1 C6 123.26(19) . . ? C2 C1 C6 114.9(2) . . ? C3 C2 C1 122.9(3) . . ? C3 C2 H2A 118.5 . . ? C1 C2 H2A 118.5 . . ? C2 C3 C4 121.5(3) . . ? C2 C3 H3A 119.3 . . ? C4 C3 H3A 119.3 . . ? C5 C4 C3 118.6(2) . . ? C5 C4 H4A 120.7 . . ? C3 C4 H4A 120.7 . . ? C4 C5 C6 122.2(2) . . ? C4 C5 H5A 118.9 . . ? C6 C5 H5A 118.9 . . ? C5 C6 C1 119.9(2) . . ? C5 C6 C10 116.1(2) . . ? C1 C6 C10 123.85(18) . . ? N2 C7 C8 113.9(2) . . ? N2 C7 H7A 108.8 . . ? C8 C7 H7A 108.8 . . ? N2 C7 H7B 108.8 . . ? C8 C7 H7B 108.8 . . ? H7A C7 H7B 107.7 . . ? C7 C8 C9 111.9(3) . . ? C7 C8 H8A 109.2 . . ? C9 C8 H8A 109.2 . . ? C7 C8 H8B 109.2 . . ? C9 C8 H8B 109.2 . . ? H8A C8 H8B 107.9 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N1 C10 O1 114.76(18) . . ? N1 C10 C6 128.78(18) . . ? O1 C10 C6 116.45(18) . . ? O1 C11 C12 104.99(17) . . ? O1 C11 H11A 110.7 . . ? C12 C11 H11A 110.7 . . ? O1 C11 H11B 110.7 . . ? C12 C11 H11B 110.7 . . ? H11A C11 H11B 108.8 . . ? N1 C12 C14 110.35(18) . . ? N1 C12 C13 109.24(18) . . ? C14 C12 C13 111.1(2) . . ? N1 C12 C11 101.25(17) . . ? C14 C12 C11 112.8(2) . . ? C13 C12 C11 111.7(2) . . ? 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 . . ? N4 C15 C16 122.48(19) . . ? N4 C15 C20 123.00(18) . . ? C16 C15 C20 114.53(19) . . ? C17 C16 C15 123.1(2) . . ? C17 C16 H16A 118.5 . . ? C15 C16 H16A 118.5 . . ? C16 C17 C18 121.4(2) . . ? C16 C17 H17A 119.3 . . ? C18 C17 H17A 119.3 . . ? C19 C18 C17 118.4(2) . . ? C19 C18 H18A 120.8 . . ? C17 C18 H18A 120.8 . . ? C18 C19 C20 123.0(2) . . ? C18 C19 H19A 118.5 . . ? C20 C19 H19A 118.5 . . ? C19 C20 C24 116.92(19) . . ? C19 C20 C15 119.62(19) . . ? C24 C20 C15 123.41(18) . . ? N4 C21 C22 115.0(2) . . ? N4 C21 H21A 108.5 . . ? C22 C21 H21A 108.5 . . ? N4 C21 H21B 108.5 . . ? C22 C21 H21B 108.5 . . ? H21A C21 H21B 107.5 . . ? C21 C22 C23 112.0(2) . . ? C21 C22 H22A 109.2 . . ? C23 C22 H22A 109.2 . . ? C21 C22 H22B 109.2 . . ? C23 C22 H22B 109.2 . . ? H22A C22 H22B 107.9 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? N3 C24 O2 114.60(18) . . ? N3 C24 C20 128.71(18) . . ? O2 C24 C20 116.69(17) . . ? O2 C25 C26 105.12(17) . . ? O2 C25 H25A 110.7 . . ? C26 C25 H25A 110.7 . . ? O2 C25 H25B 110.7 . . ? C26 C25 H25B 110.7 . . ? H25A C25 H25B 108.8 . . ? N3 C26 C28 108.16(19) . . ? N3 C26 C27 110.04(18) . . ? C28 C26 C27 111.8(2) . . ? N3 C26 C25 101.42(17) . . ? C28 C26 C25 111.5(2) . . ? C27 C26 C25 113.3(2) . . ? C26 C27 H27A 109.5 . . ? C26 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C26 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C26 C28 H28A 109.5 . . ? C26 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C26 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C30 C29 H29A 109.5 . . ? C30 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C30 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C31 C30 C29 155(2) . . ? C31 C30 H30A 97.7 . . ? C29 C30 H30A 97.7 . . ? C31 C30 H30B 97.7 . . ? C29 C30 H30B 97.7 . . ? H30A C30 H30B 103.6 . . ? C30 C31 C32 155(2) . . ? C30 C31 H31A 97.7 . . ? C32 C31 H31A 97.7 . . ? C30 C31 H31B 97.7 . . ? C32 C31 H31B 97.7 . . ? H31A C31 H31B 103.7 . . ? C33 C32 C31 130(2) . . ? C33 C32 H32A 104.7 . . ? C31 C32 H32A 104.7 . . ? C33 C32 H32B 104.7 . . ? C31 C32 H32B 104.7 . . ? H32A C32 H32B 105.7 . . ? C32 C33 C34 108.3(14) . . ? C32 C33 H33A 110.0 . . ? C34 C33 H33A 110.0 . . ? C32 C33 H33B 110.0 . . ? C34 C33 H33B 110.0 . . ? H33A C33 H33B 108.4 . . ? C33 C34 H34A 109.5 . . ? C33 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C33 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 26.03 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.336 _refine_diff_density_min -0.300 _refine_diff_density_rms 0.048 #==END data_compound3 _database_code_depnum_ccdc_archive 'CCDC 827167' #TrackingRef '- Paper-amido-ox-LZnOBn-DT.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H44 N6 O2 Zn' _chemical_formula_weight 586.08 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 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 11.1690(11) _cell_length_b 8.6171(8) _cell_length_c 32.893(3) _cell_angle_alpha 90.00 _cell_angle_beta 94.650(2) _cell_angle_gamma 90.00 _cell_volume 3155.3(5) _cell_formula_units_Z 4 _cell_measurement_temperature 297(2) _cell_measurement_reflns_used 7389 _cell_measurement_theta_min 2.485 _cell_measurement_theta_max 25.9335 _exptl_crystal_description parallelplpiped _exptl_crystal_colour yellow _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.234 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1248 _exptl_absorpt_coefficient_mu 0.813 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7866 _exptl_absorpt_correction_T_max 0.9682 _exptl_absorpt_process_details empirical _exptl_special_details ; ? ; _diffrn_ambient_temperature 297(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17161 _diffrn_reflns_av_R_equivalents 0.0406 _diffrn_reflns_av_sigmaI/netI 0.0364 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -40 _diffrn_reflns_limit_l_max 37 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 26.03 _reflns_number_total 6184 _reflns_number_gt 4904 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0700P)^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 6184 _refine_ls_number_parameters 352 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0507 _refine_ls_R_factor_gt 0.0380 _refine_ls_wR_factor_ref 0.1104 _refine_ls_wR_factor_gt 0.1037 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.005 _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 Zn Zn 0.74037(2) 0.02299(3) 0.387685(7) 0.03696(10) Uani 1 1 d . . . O1 O 0.91850(17) 0.2353(3) 0.48782(5) 0.0778(7) Uani 1 1 d . . . O2 O 0.64116(14) -0.4367(2) 0.39683(6) 0.0577(5) Uani 1 1 d . . . N1 N 0.79266(15) 0.1151(2) 0.44230(5) 0.0417(4) Uani 1 1 d . . . N2 N 0.86984(16) 0.1174(2) 0.36012(5) 0.0420(4) Uani 1 1 d . . . N3 N 0.8048(2) 0.1995(3) 0.24789(7) 0.0704(7) Uani 1 1 d . . . N4 N 0.73286(15) -0.2101(2) 0.38923(6) 0.0405(4) Uani 1 1 d . . . N5 N 0.56958(16) 0.0467(2) 0.37152(6) 0.0405(4) Uani 1 1 d . . . N6 N 0.3993(2) 0.3245(3) 0.30106(7) 0.0614(6) Uani 1 1 d . . . C1 C 0.96854(18) 0.1884(3) 0.37816(7) 0.0386(5) Uani 1 1 d . . . C2 C 1.0671(2) 0.2384(3) 0.35598(8) 0.0523(6) Uani 1 1 d . . . H2A H 1.0627 0.2214 0.3280 0.063 Uiso 1 1 calc R . . C3 C 1.1661(2) 0.3090(3) 0.37379(10) 0.0605(8) Uani 1 1 d . . . H3A H 1.2268 0.3394 0.3577 0.073 Uiso 1 1 calc R . . C4 C 1.1792(2) 0.3368(3) 0.41504(10) 0.0645(8) Uani 1 1 d . . . H4A H 1.2485 0.3836 0.4270 0.077 Uiso 1 1 calc R . . C5 C 1.0887(2) 0.2945(3) 0.43813(9) 0.0528(6) Uani 1 1 d . . . H5A H 1.0965 0.3149 0.4660 0.063 Uiso 1 1 calc R . . C6 C 0.98296(18) 0.2202(3) 0.42103(7) 0.0415(5) Uani 1 1 d . . . C7 C 0.8652(2) 0.0902(3) 0.31605(7) 0.0531(6) Uani 1 1 d . . . H7A H 0.8076 0.0084 0.3090 0.064 Uiso 1 1 calc R . . H7B H 0.9433 0.0544 0.3091 0.064 Uiso 1 1 calc R . . C8 C 0.8304(2) 0.2335(3) 0.29060(7) 0.0548(6) Uani 1 1 d . . . H8A H 0.7601 0.2807 0.3009 0.066 Uiso 1 1 calc R . . H8B H 0.8954 0.3082 0.2937 0.066 Uiso 1 1 calc R . . C9 C 0.7516(4) 0.3306(5) 0.22630(10) 0.1030(13) Uani 1 1 d . . . H9A H 0.7353 0.3046 0.1980 0.155 Uiso 1 1 calc R . . H9B H 0.8060 0.4170 0.2288 0.155 Uiso 1 1 calc R . . H9C H 0.6780 0.3579 0.2377 0.155 Uiso 1 1 calc R . . C10 C 0.9079(4) 0.1511(6) 0.22868(12) 0.1283(18) Uani 1 1 d . . . H10A H 0.9434 0.0630 0.2429 0.193 Uiso 1 1 calc R . . H10B H 0.9651 0.2344 0.2293 0.193 Uiso 1 1 calc R . . H10C H 0.8849 0.1233 0.2009 0.193 Uiso 1 1 calc R . . C11 C 0.89380(19) 0.1849(3) 0.44899(7) 0.0433(5) Uani 1 1 d . . . C12 C 0.8264(3) 0.1720(6) 0.51163(9) 0.1087(16) Uani 1 1 d . . . H12A H 0.7964 0.2506 0.5293 0.130 Uiso 1 1 calc R . . H12B H 0.8576 0.0857 0.5282 0.130 Uiso 1 1 calc R . . C13 C 0.7280(2) 0.1180(4) 0.48022(7) 0.0557(7) Uani 1 1 d . . . C14 C 0.6237(3) 0.2278(5) 0.47430(11) 0.0882(11) Uani 1 1 d . . . H14A H 0.6525 0.3294 0.4681 0.132 Uiso 1 1 calc R . . H14B H 0.5827 0.2320 0.4988 0.132 Uiso 1 1 calc R . . H14C H 0.5694 0.1921 0.4522 0.132 Uiso 1 1 calc R . . C15 C 0.6834(3) -0.0439(5) 0.49019(10) 0.0864(11) Uani 1 1 d . . . H15A H 0.6221 -0.0753 0.4697 0.130 Uiso 1 1 calc R . . H15B H 0.6509 -0.0423 0.5163 0.130 Uiso 1 1 calc R . . H15C H 0.7491 -0.1159 0.4908 0.130 Uiso 1 1 calc R . . C16 C 0.48536(18) -0.0583(3) 0.37960(6) 0.0365(5) Uani 1 1 d . . . C17 C 0.3598(2) -0.0177(3) 0.37853(7) 0.0468(6) Uani 1 1 d . . . H17A H 0.3373 0.0840 0.3723 0.056 Uiso 1 1 calc R . . C18 C 0.2738(2) -0.1207(3) 0.38618(7) 0.0534(6) Uani 1 1 d . . . H18A H 0.1944 -0.0876 0.3853 0.064 Uiso 1 1 calc R . . C19 C 0.3001(2) -0.2740(3) 0.39534(8) 0.0549(6) Uani 1 1 d . . . H19A H 0.2395 -0.3444 0.4000 0.066 Uiso 1 1 calc R . . C20 C 0.4184(2) -0.3197(3) 0.39738(8) 0.0500(6) Uani 1 1 d . . . H20A H 0.4372 -0.4224 0.4038 0.060 Uiso 1 1 calc R . . C21 C 0.51164(18) -0.2172(3) 0.39007(6) 0.0381(5) Uani 1 1 d . . . C22 C 0.5289(2) 0.1989(3) 0.35622(8) 0.0472(6) Uani 1 1 d . . . H22A H 0.5964 0.2701 0.3580 0.057 Uiso 1 1 calc R . . H22B H 0.4693 0.2390 0.3733 0.057 Uiso 1 1 calc R . . C23 C 0.4750(2) 0.1917(3) 0.31226(8) 0.0509(6) Uani 1 1 d . . . H23A H 0.5394 0.1866 0.2942 0.061 Uiso 1 1 calc R . . H23B H 0.4277 0.0976 0.3084 0.061 Uiso 1 1 calc R . . C24 C 0.4660(4) 0.4665(4) 0.29999(11) 0.0854(11) Uani 1 1 d . . . H24A H 0.5092 0.4835 0.3260 0.128 Uiso 1 1 calc R . . H24B H 0.4117 0.5512 0.2939 0.128 Uiso 1 1 calc R . . H24C H 0.5217 0.4597 0.2793 0.128 Uiso 1 1 calc R . . C25 C 0.3335(4) 0.2978(5) 0.26114(13) 0.1200(16) Uani 1 1 d . . . H25A H 0.2840 0.3863 0.2539 0.180 Uiso 1 1 calc R . . H25B H 0.2838 0.2074 0.2625 0.180 Uiso 1 1 calc R . . H25C H 0.3897 0.2824 0.2409 0.180 Uiso 1 1 calc R . . C26 C 0.63220(19) -0.2802(3) 0.39185(7) 0.0395(5) Uani 1 1 d . . . C27 C 0.7679(3) -0.4729(4) 0.40116(14) 0.0816(10) Uani 1 1 d . . . H27A H 0.7860 -0.5569 0.3830 0.098 Uiso 1 1 calc R . . H27B H 0.7925 -0.5032 0.4290 0.098 Uiso 1 1 calc R . . C28 C 0.8309(2) -0.3265(3) 0.39007(8) 0.0492(6) Uani 1 1 d . . . C29 C 0.9321(3) -0.2811(5) 0.42007(15) 0.1109(16) Uani 1 1 d . . . H29A H 0.9036 -0.2729 0.4467 0.166 Uiso 1 1 calc R . . H29B H 0.9640 -0.1829 0.4124 0.166 Uiso 1 1 calc R . . H29C H 0.9941 -0.3585 0.4204 0.166 Uiso 1 1 calc R . . C30 C 0.8735(4) -0.3401(5) 0.34784(13) 0.1252(17) Uani 1 1 d . . . H30A H 0.8075 -0.3698 0.3289 0.188 Uiso 1 1 calc R . . H30B H 0.9355 -0.4174 0.3479 0.188 Uiso 1 1 calc R . . H30C H 0.9048 -0.2420 0.3398 0.188 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 Zn 0.03774(15) 0.03375(16) 0.03899(15) 0.00261(10) 0.00065(10) -0.00611(10) O1 0.0660(11) 0.1244(19) 0.0427(10) -0.0169(11) 0.0031(8) -0.0399(12) O2 0.0455(9) 0.0309(9) 0.0965(14) 0.0120(9) 0.0053(9) -0.0014(7) N1 0.0377(9) 0.0512(12) 0.0362(9) 0.0018(8) 0.0037(7) -0.0097(8) N2 0.0474(10) 0.0397(11) 0.0397(10) 0.0023(8) 0.0092(8) -0.0077(8) N3 0.0978(18) 0.0750(18) 0.0395(12) 0.0024(11) 0.0124(12) -0.0046(15) N4 0.0366(9) 0.0343(10) 0.0502(11) 0.0018(8) 0.0019(8) 0.0008(8) N5 0.0407(9) 0.0314(10) 0.0483(10) 0.0051(8) -0.0034(8) -0.0004(8) N6 0.0680(14) 0.0566(14) 0.0576(13) 0.0146(11) -0.0069(11) 0.0123(12) C1 0.0372(11) 0.0315(11) 0.0477(12) 0.0087(9) 0.0079(9) 0.0047(9) C2 0.0463(13) 0.0500(15) 0.0626(16) 0.0112(12) 0.0160(11) 0.0074(11) C3 0.0342(12) 0.0566(17) 0.092(2) 0.0270(15) 0.0153(13) 0.0014(11) C4 0.0372(13) 0.0571(17) 0.098(2) 0.0211(16) -0.0054(13) -0.0097(12) C5 0.0433(12) 0.0480(15) 0.0651(16) 0.0091(12) -0.0067(11) -0.0070(11) C6 0.0351(11) 0.0380(13) 0.0509(13) 0.0071(10) 0.0004(9) -0.0030(9) C7 0.0698(16) 0.0464(14) 0.0445(13) -0.0021(11) 0.0130(12) -0.0084(13) C8 0.0695(16) 0.0559(16) 0.0404(13) 0.0017(11) 0.0128(11) -0.0049(13) C9 0.143(3) 0.107(3) 0.0578(19) 0.025(2) 0.002(2) 0.009(3) C10 0.155(4) 0.168(5) 0.069(2) 0.004(3) 0.056(3) 0.037(4) C11 0.0439(12) 0.0482(14) 0.0371(11) 0.0005(10) -0.0011(9) -0.0053(10) C12 0.084(2) 0.200(5) 0.0436(16) -0.024(2) 0.0131(15) -0.059(3) C13 0.0517(14) 0.078(2) 0.0376(12) -0.0023(12) 0.0079(10) -0.0162(14) C14 0.086(2) 0.103(3) 0.082(2) -0.004(2) 0.0425(18) 0.006(2) C15 0.097(2) 0.101(3) 0.0633(19) 0.0227(18) 0.0220(18) -0.021(2) C16 0.0384(11) 0.0364(12) 0.0340(10) -0.0010(9) -0.0021(9) -0.0018(9) C17 0.0436(12) 0.0456(14) 0.0512(13) 0.0014(11) 0.0027(10) 0.0049(10) C18 0.0384(12) 0.0667(18) 0.0559(15) -0.0013(13) 0.0089(11) 0.0017(12) C19 0.0448(13) 0.0569(17) 0.0648(16) 0.0018(13) 0.0147(11) -0.0120(12) C20 0.0530(13) 0.0404(13) 0.0581(15) 0.0008(11) 0.0129(11) -0.0053(11) C21 0.0382(11) 0.0354(12) 0.0406(11) -0.0009(9) 0.0026(9) -0.0032(9) C22 0.0492(12) 0.0353(13) 0.0554(14) 0.0052(10) -0.0062(11) 0.0001(10) C23 0.0570(14) 0.0425(14) 0.0518(14) 0.0092(11) -0.0050(11) 0.0008(11) C24 0.122(3) 0.0495(18) 0.085(2) 0.0162(16) 0.005(2) 0.0130(19) C25 0.151(4) 0.091(3) 0.105(3) 0.019(2) -0.066(3) 0.021(3) C26 0.0436(12) 0.0297(11) 0.0446(12) 0.0021(9) 0.0001(9) -0.0027(9) C27 0.0528(16) 0.0469(17) 0.146(3) 0.0211(19) 0.0118(18) 0.0084(13) C28 0.0413(12) 0.0376(13) 0.0683(16) 0.0057(12) 0.0025(11) 0.0052(10) C29 0.075(2) 0.086(3) 0.162(4) -0.017(3) -0.050(2) 0.023(2) C30 0.168(4) 0.098(3) 0.122(3) 0.028(3) 0.084(3) 0.068(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 Zn N2 1.9459(18) . ? Zn N5 1.9491(18) . ? Zn N1 2.0069(18) . ? Zn N4 2.0110(19) . ? O1 C11 1.356(3) . ? O1 C12 1.449(4) . ? O2 C26 1.362(3) . ? O2 C27 1.445(3) . ? N1 C11 1.283(3) . ? N1 C13 1.491(3) . ? N2 C1 1.355(3) . ? N2 C7 1.465(3) . ? N3 C10 1.420(4) . ? N3 C9 1.437(4) . ? N3 C8 1.441(3) . ? N4 C26 1.285(3) . ? N4 C28 1.483(3) . ? N5 C16 1.347(3) . ? N5 C22 1.464(3) . ? N6 C24 1.434(4) . ? N6 C23 1.452(3) . ? N6 C25 1.470(4) . ? C1 C6 1.433(3) . ? C1 C2 1.435(3) . ? C2 C3 1.354(4) . ? C2 H2A 0.9300 . ? C3 C4 1.374(4) . ? C3 H3A 0.9300 . ? C4 C5 1.363(4) . ? C4 H4A 0.9300 . ? C5 C6 1.419(3) . ? C5 H5A 0.9300 . ? C6 C11 1.442(3) . ? C7 C8 1.524(4) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C12 C13 1.519(4) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.500(4) . ? C13 C15 1.526(4) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C21 1.437(3) . ? C16 C17 1.443(3) . ? C17 C18 1.347(3) . ? C17 H17A 0.9300 . ? C18 C19 1.382(4) . ? C18 H18A 0.9300 . ? C19 C20 1.375(3) . ? C19 H19A 0.9300 . ? C20 C21 1.401(3) . ? C20 H20A 0.9300 . ? C21 C26 1.449(3) . ? C22 C23 1.522(3) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C27 C28 1.504(4) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 C29 1.492(4) . ? C28 C30 1.509(4) . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Zn N5 125.24(8) . . ? N2 Zn N1 94.50(7) . . ? N5 Zn N1 114.21(8) . . ? N2 Zn N4 117.60(8) . . ? N5 Zn N4 93.99(7) . . ? N1 Zn N4 112.46(8) . . ? C11 O1 C12 106.8(2) . . ? C26 O2 C27 106.71(19) . . ? C11 N1 C13 109.14(18) . . ? C11 N1 Zn 121.82(15) . . ? C13 N1 Zn 129.04(14) . . ? C1 N2 C7 117.89(18) . . ? C1 N2 Zn 126.43(15) . . ? C7 N2 Zn 115.22(15) . . ? C10 N3 C9 109.2(3) . . ? C10 N3 C8 112.9(3) . . ? C9 N3 C8 111.3(3) . . ? C26 N4 C28 109.22(18) . . ? C26 N4 Zn 120.64(15) . . ? C28 N4 Zn 130.06(14) . . ? C16 N5 C22 117.86(18) . . ? C16 N5 Zn 124.03(14) . . ? C22 N5 Zn 117.20(14) . . ? C24 N6 C23 112.7(2) . . ? C24 N6 C25 109.5(3) . . ? C23 N6 C25 110.0(3) . . ? N2 C1 C6 122.68(19) . . ? N2 C1 C2 122.9(2) . . ? C6 C1 C2 114.4(2) . . ? C3 C2 C1 123.3(3) . . ? C3 C2 H2A 118.4 . . ? C1 C2 H2A 118.4 . . ? C2 C3 C4 121.6(2) . . ? C2 C3 H3A 119.2 . . ? C4 C3 H3A 119.2 . . ? C5 C4 C3 118.6(2) . . ? C5 C4 H4A 120.7 . . ? C3 C4 H4A 120.7 . . ? C4 C5 C6 122.1(3) . . ? C4 C5 H5A 119.0 . . ? C6 C5 H5A 119.0 . . ? C5 C6 C1 120.0(2) . . ? C5 C6 C11 116.0(2) . . ? C1 C6 C11 123.98(19) . . ? N2 C7 C8 113.7(2) . . ? N2 C7 H7A 108.8 . . ? C8 C7 H7A 108.8 . . ? N2 C7 H7B 108.8 . . ? C8 C7 H7B 108.8 . . ? H7A C7 H7B 107.7 . . ? N3 C8 C7 113.1(2) . . ? N3 C8 H8A 109.0 . . ? C7 C8 H8A 109.0 . . ? N3 C8 H8B 109.0 . . ? C7 C8 H8B 109.0 . . ? H8A C8 H8B 107.8 . . ? N3 C9 H9A 109.5 . . ? N3 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? N3 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N3 C10 H10A 109.5 . . ? N3 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? N3 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N1 C11 O1 114.9(2) . . ? N1 C11 C6 129.3(2) . . ? O1 C11 C6 115.77(19) . . ? O1 C12 C13 104.7(2) . . ? O1 C12 H12A 110.8 . . ? C13 C12 H12A 110.8 . . ? O1 C12 H12B 110.8 . . ? C13 C12 H12B 110.8 . . ? H12A C12 H12B 108.9 . . ? N1 C13 C14 109.0(2) . . ? N1 C13 C12 101.6(2) . . ? C14 C13 C12 114.0(3) . . ? N1 C13 C15 110.7(2) . . ? C14 C13 C15 109.9(3) . . ? C12 C13 C15 111.4(3) . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N5 C16 C21 123.71(19) . . ? N5 C16 C17 121.7(2) . . ? C21 C16 C17 114.6(2) . . ? C18 C17 C16 122.8(2) . . ? C18 C17 H17A 118.6 . . ? C16 C17 H17A 118.6 . . ? C17 C18 C19 121.9(2) . . ? C17 C18 H18A 119.0 . . ? C19 C18 H18A 119.0 . . ? C20 C19 C18 118.1(2) . . ? C20 C19 H19A 121.0 . . ? C18 C19 H19A 121.0 . . ? C19 C20 C21 122.4(2) . . ? C19 C20 H20A 118.8 . . ? C21 C20 H20A 118.8 . . ? C20 C21 C16 120.13(19) . . ? C20 C21 C26 117.3(2) . . ? C16 C21 C26 122.56(19) . . ? N5 C22 C23 112.2(2) . . ? N5 C22 H22A 109.2 . . ? C23 C22 H22A 109.2 . . ? N5 C22 H22B 109.2 . . ? C23 C22 H22B 109.2 . . ? H22A C22 H22B 107.9 . . ? N6 C23 C22 112.7(2) . . ? N6 C23 H23A 109.0 . . ? C22 C23 H23A 109.0 . . ? N6 C23 H23B 109.0 . . ? C22 C23 H23B 109.0 . . ? H23A C23 H23B 107.8 . . ? N6 C24 H24A 109.5 . . ? N6 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N6 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? N6 C25 H25A 109.5 . . ? N6 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? N6 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? N4 C26 O2 114.68(19) . . ? N4 C26 C21 129.5(2) . . ? O2 C26 C21 115.79(19) . . ? O2 C27 C28 105.6(2) . . ? O2 C27 H27A 110.6 . . ? C28 C27 H27A 110.6 . . ? O2 C27 H27B 110.6 . . ? C28 C27 H27B 110.6 . . ? H27A C27 H27B 108.8 . . ? N4 C28 C29 110.8(2) . . ? N4 C28 C27 102.29(19) . . ? C29 C28 C27 113.8(3) . . ? N4 C28 C30 108.9(2) . . ? C29 C28 C30 110.5(3) . . ? C27 C28 C30 110.3(3) . . ? C28 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C28 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C28 C30 H30A 109.5 . . ? C28 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C28 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 26.03 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.425 _refine_diff_density_min -0.440 _refine_diff_density_rms 0.050 #==END data_compound5 _database_code_depnum_ccdc_archive 'CCDC 827168' #TrackingRef '- Paper-amido-ox-LZnOBn-DT.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H24 N2 O S Zn' _chemical_formula_sum 'C20 H24 N2 O S Zn' _chemical_formula_weight 405.84 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 14.5692(11) _cell_length_b 15.4862(12) _cell_length_c 17.1701(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3873.9(5) _cell_formula_units_Z 8 _cell_measurement_temperature 297(2) _cell_measurement_reflns_used 4036 _cell_measurement_theta_min 2.256 _cell_measurement_theta_max 23.2595 _exptl_crystal_description parallelplpiped _exptl_crystal_colour yellow _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.392 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1696 _exptl_absorpt_coefficient_mu 1.385 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.8739 _exptl_absorpt_correction_T_max 0.9032 _exptl_absorpt_process_details empirical _exptl_special_details ; ? ; _diffrn_ambient_temperature 297(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 20817 _diffrn_reflns_av_R_equivalents 0.0629 _diffrn_reflns_av_sigmaI/netI 0.0473 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 26.05 _reflns_number_total 3821 _reflns_number_gt 2342 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0650P)^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 3821 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0809 _refine_ls_R_factor_gt 0.0411 _refine_ls_wR_factor_ref 0.1159 _refine_ls_wR_factor_gt 0.0987 _refine_ls_goodness_of_fit_ref 0.933 _refine_ls_restrained_S_all 0.933 _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 Zn Zn 0.89084(3) 0.08192(3) 0.52008(2) 0.05004(16) Uani 1 1 d . . . S S 0.71160(8) 0.06959(6) 0.65864(6) 0.0619(3) Uani 1 1 d . . . O O 0.80076(16) 0.24139(16) 0.34290(13) 0.0577(7) Uani 1 1 d . . . N1 N 0.87562(18) 0.16712(17) 0.43420(15) 0.0446(7) Uani 1 1 d . . . N2 N 0.77253(19) 0.02796(18) 0.50058(15) 0.0475(7) Uani 1 1 d . . . C1 C 0.7060(2) 0.0543(2) 0.45101(19) 0.0407(7) Uani 1 1 d . . . C2 C 0.6196(2) 0.0115(2) 0.4472(2) 0.0504(9) Uani 1 1 d . . . H2A H 0.6095 -0.0359 0.4794 0.060 Uiso 1 1 calc R . . C3 C 0.5517(2) 0.0371(3) 0.3987(2) 0.0582(10) Uani 1 1 d . . . H3A H 0.4968 0.0064 0.3978 0.070 Uiso 1 1 calc R . . C4 C 0.5622(3) 0.1083(3) 0.3502(2) 0.0638(11) Uani 1 1 d . . . H4A H 0.5148 0.1261 0.3176 0.077 Uiso 1 1 calc R . . C5 C 0.6437(3) 0.1511(3) 0.3515(2) 0.0559(9) Uani 1 1 d . . . H5A H 0.6515 0.1985 0.3189 0.067 Uiso 1 1 calc R . . C6 C 0.7168(2) 0.1265(2) 0.40040(17) 0.0422(8) Uani 1 1 d . . . C7 C 0.7549(2) -0.0472(2) 0.5477(2) 0.0456(8) Uani 1 1 d . . . C8 C 0.7697(2) -0.1294(2) 0.5190(2) 0.0529(9) Uani 1 1 d . . . H8A H 0.7889 -0.1364 0.4677 0.063 Uiso 1 1 calc R . . C9 C 0.7564(2) -0.2012(2) 0.5653(2) 0.0567(10) Uani 1 1 d . . . H9A H 0.7661 -0.2562 0.5452 0.068 Uiso 1 1 calc R . . C10 C 0.7289(3) -0.1910(2) 0.6407(2) 0.0575(10) Uani 1 1 d . . . H10A H 0.7194 -0.2392 0.6720 0.069 Uiso 1 1 calc R . . C11 C 0.7153(2) -0.1096(2) 0.6706(2) 0.0537(9) Uani 1 1 d . . . H11A H 0.6970 -0.1033 0.7222 0.064 Uiso 1 1 calc R . . C12 C 0.7284(2) -0.0370(2) 0.6249(2) 0.0454(8) Uani 1 1 d . . . C13 C 0.7139(4) 0.0568(3) 0.7623(2) 0.0846(14) Uani 1 1 d . . . H13A H 0.7052 0.1119 0.7867 0.127 Uiso 1 1 calc R . . H13B H 0.7720 0.0332 0.7777 0.127 Uiso 1 1 calc R . . H13C H 0.6656 0.0183 0.7779 0.127 Uiso 1 1 calc R . . C14 C 0.8007(2) 0.1763(2) 0.39566(18) 0.0435(8) Uani 1 1 d . . . C15 C 0.8853(3) 0.2879(3) 0.3546(2) 0.0722(12) Uani 1 1 d . . . H15A H 0.8738 0.3424 0.3808 0.087 Uiso 1 1 calc R . . H15B H 0.9149 0.2996 0.3051 0.087 Uiso 1 1 calc R . . C16 C 0.9451(2) 0.2299(2) 0.4046(2) 0.0503(9) Uani 1 1 d . . . C17 C 0.9893(3) 0.2786(3) 0.4707(2) 0.0667(11) Uani 1 1 d . . . H17A H 1.0264 0.2398 0.5009 0.100 Uiso 1 1 calc R . . H17B H 0.9425 0.3031 0.5033 0.100 Uiso 1 1 calc R . . H17C H 1.0271 0.3239 0.4501 0.100 Uiso 1 1 calc R . . C18 C 1.0156(3) 0.1807(3) 0.3570(2) 0.0761(13) Uani 1 1 d . . . H18A H 1.0511 0.1444 0.3909 0.114 Uiso 1 1 calc R . . H18B H 1.0555 0.2209 0.3312 0.114 Uiso 1 1 calc R . . H18C H 0.9848 0.1458 0.3189 0.114 Uiso 1 1 calc R . . C19 C 0.9896(3) 0.0717(3) 0.5966(2) 0.0668(11) Uani 1 1 d . . . H19A H 0.9970 0.0111 0.6096 0.080 Uiso 1 1 calc R . . H19B H 1.0463 0.0909 0.5725 0.080 Uiso 1 1 calc R . . C20 C 0.9768(4) 0.1190(6) 0.6672(4) 0.166(3) Uani 1 1 d . . . H20A H 1.0285 0.1100 0.7008 0.249 Uiso 1 1 calc R . . H20B H 0.9220 0.0995 0.6926 0.249 Uiso 1 1 calc R . . H20C H 0.9714 0.1794 0.6554 0.249 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 Zn 0.0553(3) 0.0436(3) 0.0513(3) 0.0087(2) -0.0080(2) -0.00666(19) S 0.0827(7) 0.0363(5) 0.0667(6) 0.0003(5) 0.0008(5) 0.0012(5) O 0.0730(16) 0.0465(15) 0.0536(15) 0.0182(12) -0.0077(12) -0.0099(13) N1 0.0546(17) 0.0362(16) 0.0430(16) 0.0045(12) 0.0003(14) -0.0067(13) N2 0.0555(17) 0.0401(17) 0.0471(16) 0.0094(13) -0.0050(13) -0.0046(14) C1 0.053(2) 0.0335(17) 0.0362(17) -0.0030(14) -0.0014(15) 0.0020(15) C2 0.058(2) 0.042(2) 0.052(2) 0.0000(17) 0.0002(18) -0.0052(17) C3 0.052(2) 0.060(3) 0.063(2) 0.000(2) -0.0048(19) -0.0082(19) C4 0.058(2) 0.078(3) 0.055(2) 0.011(2) -0.0139(19) 0.003(2) C5 0.065(2) 0.055(2) 0.047(2) 0.0110(18) -0.0065(18) 0.001(2) C6 0.054(2) 0.0390(19) 0.0337(17) -0.0006(14) -0.0020(15) -0.0013(17) C7 0.0486(19) 0.0375(19) 0.051(2) 0.0080(16) -0.0086(16) -0.0068(15) C8 0.062(2) 0.046(2) 0.051(2) -0.0003(18) -0.0049(18) -0.0014(18) C9 0.070(2) 0.032(2) 0.068(3) 0.0001(19) -0.015(2) -0.0022(17) C10 0.071(2) 0.035(2) 0.067(3) 0.0136(18) -0.012(2) -0.0102(18) C11 0.066(2) 0.045(2) 0.050(2) 0.0108(17) 0.0001(18) -0.0029(19) C12 0.0499(19) 0.0318(18) 0.054(2) 0.0053(16) -0.0048(16) -0.0045(16) C13 0.125(4) 0.059(3) 0.070(3) -0.014(2) 0.013(3) -0.002(3) C14 0.064(2) 0.0319(18) 0.0342(17) 0.0015(14) 0.0047(16) 0.0002(16) C15 0.080(3) 0.057(3) 0.080(3) 0.026(2) -0.003(2) -0.016(2) C16 0.058(2) 0.042(2) 0.051(2) 0.0064(16) 0.0061(17) -0.0112(17) C17 0.080(3) 0.049(2) 0.071(3) -0.001(2) -0.002(2) -0.018(2) C18 0.074(3) 0.081(3) 0.073(3) -0.006(2) 0.024(2) -0.010(2) C19 0.066(2) 0.062(3) 0.073(3) 0.006(2) -0.012(2) -0.001(2) C20 0.113(5) 0.280(10) 0.105(5) -0.095(6) -0.039(4) 0.068(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 Zn N2 1.944(3) . ? Zn C19 1.955(4) . ? Zn N1 1.991(3) . ? S C12 1.766(3) . ? S C13 1.791(4) . ? O C14 1.355(4) . ? O C15 1.442(4) . ? N1 C14 1.285(4) . ? N1 C16 1.492(4) . ? N2 C1 1.353(4) . ? N2 C7 1.440(4) . ? C1 C2 1.423(5) . ? C1 C6 1.425(4) . ? C2 C3 1.354(5) . ? C2 H2A 0.9300 . ? C3 C4 1.391(5) . ? C3 H3A 0.9300 . ? C4 C5 1.361(5) . ? C4 H4A 0.9300 . ? C5 C6 1.408(5) . ? C5 H5A 0.9300 . ? C6 C14 1.448(5) . ? C7 C8 1.383(5) . ? C7 C12 1.389(5) . ? C8 C9 1.381(5) . ? C8 H8A 0.9300 . ? C9 C10 1.364(5) . ? C9 H9A 0.9300 . ? C10 C11 1.374(5) . ? C10 H10A 0.9300 . ? C11 C12 1.385(5) . ? C11 H11A 0.9300 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C15 C16 1.518(5) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C17 1.507(5) . ? C16 C18 1.518(5) . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 C20 1.428(7) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Zn C19 137.16(15) . . ? N2 Zn N1 93.36(11) . . ? C19 Zn N1 129.30(15) . . ? C12 S C13 102.71(19) . . ? C14 O C15 106.2(3) . . ? C14 N1 C16 109.2(3) . . ? C14 N1 Zn 123.3(2) . . ? C16 N1 Zn 127.5(2) . . ? C1 N2 C7 118.0(3) . . ? C1 N2 Zn 127.9(2) . . ? C7 N2 Zn 114.1(2) . . ? N2 C1 C2 121.4(3) . . ? N2 C1 C6 122.8(3) . . ? C2 C1 C6 115.8(3) . . ? C3 C2 C1 122.5(3) . . ? C3 C2 H2A 118.7 . . ? C1 C2 H2A 118.7 . . ? C2 C3 C4 121.4(4) . . ? C2 C3 H3A 119.3 . . ? C4 C3 H3A 119.3 . . ? C5 C4 C3 118.2(3) . . ? C5 C4 H4A 120.9 . . ? C3 C4 H4A 120.9 . . ? C4 C5 C6 122.5(3) . . ? C4 C5 H5A 118.7 . . ? C6 C5 H5A 118.7 . . ? C5 C6 C1 119.5(3) . . ? C5 C6 C14 117.4(3) . . ? C1 C6 C14 123.1(3) . . ? C8 C7 C12 119.3(3) . . ? C8 C7 N2 121.0(3) . . ? C12 C7 N2 119.6(3) . . ? C9 C8 C7 120.9(3) . . ? C9 C8 H8A 119.5 . . ? C7 C8 H8A 119.5 . . ? C10 C9 C8 119.6(4) . . ? C10 C9 H9A 120.2 . . ? C8 C9 H9A 120.2 . . ? C9 C10 C11 120.2(3) . . ? C9 C10 H10A 119.9 . . ? C11 C10 H10A 119.9 . . ? C10 C11 C12 120.8(4) . . ? C10 C11 H11A 119.6 . . ? C12 C11 H11A 119.6 . . ? C11 C12 C7 119.1(3) . . ? C11 C12 S 123.6(3) . . ? C7 C12 S 117.3(3) . . ? S C13 H13A 109.5 . . ? S C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? S C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N1 C14 O 115.2(3) . . ? N1 C14 C6 129.0(3) . . ? O C14 C6 115.8(3) . . ? O C15 C16 105.8(3) . . ? O C15 H15A 110.6 . . ? C16 C15 H15A 110.6 . . ? O C15 H15B 110.6 . . ? C16 C15 H15B 110.6 . . ? H15A C15 H15B 108.7 . . ? N1 C16 C17 111.1(3) . . ? N1 C16 C18 108.4(3) . . ? C17 C16 C18 111.5(3) . . ? N1 C16 C15 100.9(3) . . ? C17 C16 C15 112.0(3) . . ? C18 C16 C15 112.4(3) . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C20 C19 Zn 115.6(3) . . ? C20 C19 H19A 108.4 . . ? Zn C19 H19A 108.4 . . ? C20 C19 H19B 108.4 . . ? Zn C19 H19B 108.4 . . ? H19A C19 H19B 107.4 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.548 _refine_diff_density_min -0.520 _refine_diff_density_rms 0.063 #==END data_compound6 _database_code_depnum_ccdc_archive 'CCDC 827169' #TrackingRef '- Paper-amido-ox-LZnOBn-DT.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H52 N4 O4 Zn2' _chemical_formula_weight 807.62 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.0773(7) _cell_length_b 16.3723(10) _cell_length_c 11.3458(7) _cell_angle_alpha 90.00 _cell_angle_beta 99.0590(10) _cell_angle_gamma 90.00 _cell_volume 2032.0(2) _cell_formula_units_Z 2 _cell_measurement_temperature 297(2) _cell_measurement_reflns_used 5223 _cell_measurement_theta_min 2.239 _cell_measurement_theta_max 25.9935 _exptl_crystal_description parallelpiped _exptl_crystal_colour yellow _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.320 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 848 _exptl_absorpt_coefficient_mu 1.225 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7413 _exptl_absorpt_correction_T_max 0.8978 _exptl_absorpt_process_details empirical _exptl_special_details ; ? ; _diffrn_ambient_temperature 297(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11282 _diffrn_reflns_av_R_equivalents 0.0244 _diffrn_reflns_av_sigmaI/netI 0.0219 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.20 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3978 _reflns_number_gt 2919 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0700P)^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 3978 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0461 _refine_ls_R_factor_gt 0.0315 _refine_ls_wR_factor_ref 0.1077 _refine_ls_wR_factor_gt 0.0987 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _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 Zn Zn 0.91643(2) -0.000003(13) 0.09187(2) 0.04836(12) Uani 1 1 d . . . O1 O 0.86304(14) 0.09171(10) 0.41669(14) 0.0686(4) Uani 1 1 d . . . O2 O 0.94775(13) 0.06429(8) -0.04793(12) 0.0550(4) Uani 1 1 d . . . N1 N 0.93350(14) 0.05006(10) 0.25245(15) 0.0507(4) Uani 1 1 d . . . N2 N 0.75812(16) -0.05010(11) 0.09504(16) 0.0578(5) Uani 1 1 d . . . C1 C 0.6824(2) -0.03092(14) 0.1737(2) 0.0552(5) Uani 1 1 d . . . C2 C 0.5594(2) -0.05970(18) 0.1601(2) 0.0774(7) Uani 1 1 d . . . H2A H 0.5322 -0.0950 0.0974 0.093 Uiso 1 1 calc R . . C3 C 0.4800(2) -0.0377(2) 0.2351(3) 0.0936(9) Uani 1 1 d . . . H3A H 0.4005 -0.0579 0.2217 0.112 Uiso 1 1 calc R . . C4 C 0.5158(3) 0.0141(2) 0.3310(3) 0.0883(9) Uani 1 1 d . . . H4A H 0.4603 0.0299 0.3803 0.106 Uiso 1 1 calc R . . C5 C 0.6329(2) 0.04146(17) 0.3518(2) 0.0709(6) Uani 1 1 d . . . H5A H 0.6574 0.0753 0.4170 0.085 Uiso 1 1 calc R . . C6 C 0.7194(2) 0.01965(13) 0.2764(2) 0.0536(5) Uani 1 1 d . . . C7 C 0.7128(2) -0.10192(16) -0.0093(2) 0.0746(7) Uani 1 1 d . . . H7A H 0.7568 -0.0880 -0.0740 0.090 Uiso 1 1 calc R . . H7B H 0.6270 -0.0899 -0.0356 0.090 Uiso 1 1 calc R . . C8 C 0.7267(3) -0.19205(18) 0.0154(3) 0.0974(10) Uani 1 1 d . . . H8A H 0.6789 -0.2072 0.0766 0.117 Uiso 1 1 calc R . . H8B H 0.8118 -0.2043 0.0449 0.117 Uiso 1 1 calc R . . C9 C 0.6841(3) -0.2422(2) -0.0980(3) 0.1246(14) Uani 1 1 d . . . H9A H 0.6938 -0.2994 -0.0799 0.187 Uiso 1 1 calc R . . H9B H 0.7322 -0.2279 -0.1582 0.187 Uiso 1 1 calc R . . H9C H 0.5995 -0.2308 -0.1266 0.187 Uiso 1 1 calc R . . C10 C 0.84091(19) 0.05236(12) 0.30998(18) 0.0522(5) Uani 1 1 d . . . C11 C 0.9923(2) 0.11195(16) 0.4395(2) 0.0704(6) Uani 1 1 d . . . H11A H 1.0355 0.0773 0.5017 0.084 Uiso 1 1 calc R . . H11B H 1.0043 0.1686 0.4637 0.084 Uiso 1 1 calc R . . C12 C 1.03729(19) 0.09674(13) 0.31980(18) 0.0551(5) Uani 1 1 d . . . C13 C 1.0503(2) 0.17652(15) 0.2540(2) 0.0804(7) Uani 1 1 d . . . H13A H 1.0785 0.1652 0.1798 0.121 Uiso 1 1 calc R . . H13B H 1.1083 0.2111 0.3022 0.121 Uiso 1 1 calc R . . H13C H 0.9725 0.2035 0.2384 0.121 Uiso 1 1 calc R . . C14 C 1.1531(2) 0.04622(16) 0.3341(2) 0.0718(7) Uani 1 1 d . . . H14A H 1.1776 0.0383 0.2574 0.108 Uiso 1 1 calc R . . H14B H 1.1383 -0.0059 0.3679 0.108 Uiso 1 1 calc R . . H14C H 1.2167 0.0742 0.3859 0.108 Uiso 1 1 calc R . . C15 C 0.8835(2) 0.12836(14) -0.1119(2) 0.0684(6) Uani 1 1 d . . . H15A H 0.8191 0.1058 -0.1707 0.082 Uiso 1 1 calc R . . H15B H 0.9387 0.1586 -0.1541 0.082 Uiso 1 1 calc R . . C16 C 0.8283(2) 0.18569(13) -0.0320(2) 0.0598(6) Uani 1 1 d . . . C17 C 0.8727(3) 0.26480(15) -0.0098(2) 0.0835(8) Uani 1 1 d . . . H17A H 0.9356 0.2836 -0.0482 0.100 Uiso 1 1 calc R . . C18 C 0.8253(4) 0.31547(19) 0.0681(3) 0.1096(13) Uani 1 1 d . . . H18A H 0.8553 0.3683 0.0810 0.132 Uiso 1 1 calc R . . C19 C 0.7342(2) 0.16152(16) 0.0246(2) 0.0717(7) Uani 1 1 d . . . H19A H 0.7002 0.1100 0.0090 0.086 Uiso 1 1 calc R . . C20 C 0.6884(3) 0.2121(2) 0.1048(3) 0.0979(10) Uani 1 1 d . . . H20A H 0.6259 0.1942 0.1443 0.117 Uiso 1 1 calc R . . C21 C 0.7359(4) 0.2889(2) 0.1254(3) 0.1175(14) Uani 1 1 d . . . H21A H 0.7059 0.3229 0.1797 0.141 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 Zn 0.04652(18) 0.05486(19) 0.04472(18) -0.00055(10) 0.01031(12) 0.00020(9) O1 0.0652(10) 0.0884(11) 0.0552(9) -0.0149(8) 0.0185(7) -0.0034(8) O2 0.0576(9) 0.0566(8) 0.0533(9) 0.0104(7) 0.0167(7) 0.0128(7) N1 0.0470(9) 0.0589(10) 0.0472(10) -0.0020(8) 0.0104(7) -0.0011(7) N2 0.0547(11) 0.0623(11) 0.0577(11) -0.0050(9) 0.0127(8) -0.0106(8) C1 0.0484(12) 0.0623(12) 0.0554(14) 0.0117(11) 0.0095(10) -0.0021(10) C2 0.0545(15) 0.107(2) 0.0706(17) 0.0009(15) 0.0100(12) -0.0116(13) C3 0.0493(15) 0.145(3) 0.087(2) 0.009(2) 0.0138(14) -0.0092(17) C4 0.0563(16) 0.132(3) 0.082(2) 0.0066(18) 0.0275(15) 0.0092(16) C5 0.0628(15) 0.0900(18) 0.0637(16) 0.0057(13) 0.0215(11) 0.0105(13) C6 0.0483(12) 0.0596(12) 0.0545(14) 0.0090(10) 0.0133(10) 0.0025(9) C7 0.0743(16) 0.0862(18) 0.0649(16) -0.0043(13) 0.0155(12) -0.0199(14) C8 0.122(3) 0.086(2) 0.085(2) -0.0109(16) 0.0177(18) -0.0311(18) C9 0.159(3) 0.113(3) 0.113(3) -0.045(2) 0.057(2) -0.061(2) C10 0.0585(13) 0.0532(11) 0.0457(12) 0.0011(9) 0.0109(9) 0.0044(9) C11 0.0661(15) 0.0836(17) 0.0621(16) -0.0155(13) 0.0123(11) -0.0097(12) C12 0.0522(12) 0.0616(12) 0.0510(13) -0.0046(10) 0.0064(9) -0.0044(10) C13 0.0788(18) 0.0763(16) 0.0834(19) 0.0034(14) 0.0040(14) -0.0184(13) C14 0.0588(14) 0.0908(18) 0.0634(15) -0.0118(13) 0.0025(11) 0.0035(13) C15 0.0799(16) 0.0689(14) 0.0554(14) 0.0104(11) 0.0079(11) 0.0184(12) C16 0.0684(15) 0.0502(12) 0.0549(13) 0.0040(10) -0.0085(11) 0.0121(10) C17 0.0937(19) 0.0621(15) 0.0854(19) 0.0097(14) -0.0147(15) 0.0031(13) C18 0.154(4) 0.0590(17) 0.098(3) -0.0171(18) -0.036(2) 0.027(2) C19 0.0680(16) 0.0707(16) 0.0742(17) 0.0054(13) 0.0045(13) 0.0177(13) C20 0.095(2) 0.117(3) 0.083(2) 0.0165(19) 0.0162(16) 0.050(2) C21 0.163(4) 0.101(3) 0.079(2) -0.014(2) -0.009(2) 0.070(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 Zn N2 1.9414(17) . ? Zn O2 1.9637(13) 3_755 ? Zn O2 1.9793(13) . ? Zn N1 1.9795(16) . ? Zn Zn 2.9983(5) 3_755 ? O1 C10 1.359(2) . ? O1 C11 1.453(3) . ? O2 C15 1.404(2) . ? O2 Zn 1.9637(13) 3_755 ? N1 C10 1.300(2) . ? N1 C12 1.488(2) . ? N2 C1 1.354(3) . ? N2 C7 1.479(3) . ? C1 C2 1.427(3) . ? C1 C6 1.435(4) . ? C2 C3 1.365(4) . ? C2 H2A 0.9300 . ? C3 C4 1.388(5) . ? C3 H3A 0.9300 . ? C4 C5 1.357(4) . ? C4 H4A 0.9300 . ? C5 C6 1.427(3) . ? C5 H5A 0.9300 . ? C6 C10 1.443(3) . ? C7 C8 1.505(4) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.536(4) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C11 C12 1.539(3) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C14 1.513(3) . ? C12 C13 1.523(3) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 C16 1.500(3) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C19 1.367(3) . ? C16 C17 1.395(3) . ? C17 C18 1.375(4) . ? C17 H17A 0.9300 . ? C18 C21 1.340(5) . ? C18 H18A 0.9300 . ? C19 C20 1.384(4) . ? C19 H19A 0.9300 . ? C20 C21 1.368(5) . ? C20 H20A 0.9300 . ? C21 H21A 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Zn O2 120.57(7) . 3_755 ? N2 Zn O2 120.82(7) . . ? O2 Zn O2 81.00(6) 3_755 . ? N2 Zn N1 96.52(7) . . ? O2 Zn N1 119.32(6) 3_755 . ? O2 Zn N1 120.93(7) . . ? N2 Zn Zn 132.17(6) . 3_755 ? O2 Zn Zn 40.69(4) 3_755 3_755 ? O2 Zn Zn 40.31(4) . 3_755 ? N1 Zn Zn 131.30(5) . 3_755 ? C10 O1 C11 107.55(16) . . ? C15 O2 Zn 128.00(13) . 3_755 ? C15 O2 Zn 132.30(13) . . ? Zn O2 Zn 99.00(6) 3_755 . ? C10 N1 C12 109.53(17) . . ? C10 N1 Zn 120.36(14) . . ? C12 N1 Zn 129.76(13) . . ? C1 N2 C7 119.56(19) . . ? C1 N2 Zn 124.68(15) . . ? C7 N2 Zn 114.93(14) . . ? N2 C1 C2 122.1(2) . . ? N2 C1 C6 122.8(2) . . ? C2 C1 C6 115.1(2) . . ? C3 C2 C1 122.9(3) . . ? C3 C2 H2A 118.5 . . ? C1 C2 H2A 118.5 . . ? C2 C3 C4 121.2(3) . . ? C2 C3 H3A 119.4 . . ? C4 C3 H3A 119.4 . . ? C5 C4 C3 119.0(3) . . ? C5 C4 H4A 120.5 . . ? C3 C4 H4A 120.5 . . ? C4 C5 C6 121.8(3) . . ? C4 C5 H5A 119.1 . . ? C6 C5 H5A 119.1 . . ? C5 C6 C1 119.9(2) . . ? C5 C6 C10 115.8(2) . . ? C1 C6 C10 124.3(2) . . ? N2 C7 C8 113.7(2) . . ? N2 C7 H7A 108.8 . . ? C8 C7 H7A 108.8 . . ? N2 C7 H7B 108.8 . . ? C8 C7 H7B 108.8 . . ? H7A C7 H7B 107.7 . . ? C7 C8 C9 111.1(3) . . ? 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 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N1 C10 O1 114.52(18) . . ? N1 C10 C6 129.3(2) . . ? O1 C10 C6 116.17(19) . . ? O1 C11 C12 104.63(17) . . ? O1 C11 H11A 110.8 . . ? C12 C11 H11A 110.8 . . ? O1 C11 H11B 110.8 . . ? C12 C11 H11B 110.8 . . ? H11A C11 H11B 108.9 . . ? N1 C12 C14 110.34(17) . . ? N1 C12 C13 108.31(17) . . ? C14 C12 C13 112.1(2) . . ? N1 C12 C11 101.83(17) . . ? C14 C12 C11 112.39(19) . . ? C13 C12 C11 111.3(2) . . ? 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 . . ? O2 C15 C16 112.17(18) . . ? O2 C15 H15A 109.2 . . ? C16 C15 H15A 109.2 . . ? O2 C15 H15B 109.2 . . ? C16 C15 H15B 109.2 . . ? H15A C15 H15B 107.9 . . ? C19 C16 C17 117.2(3) . . ? C19 C16 C15 121.1(2) . . ? C17 C16 C15 121.6(3) . . ? C18 C17 C16 121.1(3) . . ? C18 C17 H17A 119.4 . . ? C16 C17 H17A 119.4 . . ? C21 C18 C17 120.2(3) . . ? C21 C18 H18A 119.9 . . ? C17 C18 H18A 119.9 . . ? C16 C19 C20 121.4(3) . . ? C16 C19 H19A 119.3 . . ? C20 C19 H19A 119.3 . . ? C21 C20 C19 119.4(4) . . ? C21 C20 H20A 120.3 . . ? C19 C20 H20A 120.3 . . ? C18 C21 C20 120.6(3) . . ? C18 C21 H21A 119.7 . . ? C20 C21 H21A 119.7 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.288 _refine_diff_density_min -0.172 _refine_diff_density_rms 0.044 #==END data_compound7 _database_code_depnum_ccdc_archive 'CCDC 827170' #TrackingRef '- Paper-amido-ox-LZnOBn-DT.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H52 N4 O6 Zn2' _chemical_formula_weight 839.62 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 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 10.8346(9) _cell_length_b 19.8535(17) _cell_length_c 9.8078(8) _cell_angle_alpha 90.00 _cell_angle_beta 103.536(2) _cell_angle_gamma 90.00 _cell_volume 2051.1(3) _cell_formula_units_Z 2 _cell_measurement_temperature 297(2) _cell_measurement_reflns_used 5643 _cell_measurement_theta_min 2.724 _cell_measurement_theta_max 25.9835 _exptl_crystal_description parallelpied _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.359 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 880 _exptl_absorpt_coefficient_mu 1.220 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7925 _exptl_absorpt_correction_T_max 0.8382 _exptl_absorpt_process_details empirical _exptl_special_details ; ? ; _diffrn_ambient_temperature 297(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11474 _diffrn_reflns_av_R_equivalents 0.0273 _diffrn_reflns_av_sigmaI/netI 0.0249 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 26.03 _reflns_number_total 4036 _reflns_number_gt 3204 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0700P)^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 4036 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0459 _refine_ls_R_factor_gt 0.0340 _refine_ls_wR_factor_ref 0.1030 _refine_ls_wR_factor_gt 0.0958 _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_restrained_S_all 1.014 _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 Zn Zn 0.55668(2) 0.049761(13) 0.11192(2) 0.04374(12) Uani 1 1 d . . . O1 O 0.20966(17) 0.03046(10) 0.3488(2) 0.0660(5) Uani 1 1 d . . . O2 O 0.88679(15) 0.15019(9) 0.29219(18) 0.0580(4) Uani 1 1 d . . . O3 O 0.53199(16) -0.04845(7) 0.08705(16) 0.0482(4) Uani 1 1 d . . . N1 N 0.49131(17) 0.09990(10) 0.24947(18) 0.0486(4) Uani 1 1 d . . . N2 N 0.72945(17) 0.08971(9) 0.16112(19) 0.0450(4) Uani 1 1 d . . . C1 C 0.6905(2) 0.15573(11) 0.3611(2) 0.0463(5) Uani 1 1 d . . . C2 C 0.5601(2) 0.14035(11) 0.3510(2) 0.0461(5) Uani 1 1 d . . . C3 C 0.5056(3) 0.17015(12) 0.4567(3) 0.0597(6) Uani 1 1 d . . . H3A H 0.4201 0.1629 0.4532 0.072 Uiso 1 1 calc R . . C4 C 0.5756(3) 0.20908(14) 0.5627(3) 0.0716(8) Uani 1 1 d . . . H4A H 0.5366 0.2270 0.6297 0.086 Uiso 1 1 calc R . . C5 C 0.7032(3) 0.22240(14) 0.5726(3) 0.0744(8) Uani 1 1 d . . . H5A H 0.7503 0.2479 0.6461 0.089 Uiso 1 1 calc R . . C6 C 0.7577(3) 0.19700(12) 0.4710(3) 0.0606(6) Uani 1 1 d . . . H6A H 0.8422 0.2073 0.4745 0.073 Uiso 1 1 calc R . . C7 C 0.3570(2) 0.08865(13) 0.2478(2) 0.0527(6) Uani 1 1 d . . . H7A H 0.3120 0.0758 0.1539 0.063 Uiso 1 1 calc R . . H7B H 0.3203 0.1304 0.2712 0.063 Uiso 1 1 calc R . . C8 C 0.3396(2) 0.03454(12) 0.3498(3) 0.0510(5) Uani 1 1 d . . . H8A H 0.3693 -0.0084 0.3227 0.061 Uiso 1 1 calc R . . H8B H 0.3884 0.0455 0.4434 0.061 Uiso 1 1 calc R . . C9 C 0.1825(3) -0.02368(18) 0.4310(4) 0.0874(10) Uani 1 1 d . . . H9A H 0.0931 -0.0246 0.4269 0.131 Uiso 1 1 calc R . . H9B H 0.2286 -0.0178 0.5265 0.131 Uiso 1 1 calc R . . H9C H 0.2072 -0.0653 0.3954 0.131 Uiso 1 1 calc R . . C10 C 0.7638(2) 0.12982(11) 0.2662(2) 0.0441(5) Uani 1 1 d . . . C11 C 0.9407(2) 0.12257(15) 0.1837(3) 0.0688(7) Uani 1 1 d . . . H11A H 1.0174 0.0975 0.2241 0.083 Uiso 1 1 calc R . . H11B H 0.9613 0.1582 0.1250 0.083 Uiso 1 1 calc R . . C12 C 0.8395(2) 0.07609(13) 0.0984(3) 0.0515(5) Uani 1 1 d . . . C13 C 0.8750(3) 0.00239(14) 0.1224(4) 0.0765(9) Uani 1 1 d . . . H13A H 0.8087 -0.0251 0.0676 0.115 Uiso 1 1 calc R . . H13B H 0.8857 -0.0082 0.2199 0.115 Uiso 1 1 calc R . . H13C H 0.9529 -0.0061 0.0947 0.115 Uiso 1 1 calc R . . C14 C 0.8044(3) 0.09440(16) -0.0570(3) 0.0705(8) Uani 1 1 d . . . H14A H 0.7839 0.1415 -0.0672 0.106 Uiso 1 1 calc R . . H14B H 0.7324 0.0683 -0.1038 0.106 Uiso 1 1 calc R . . H14C H 0.8750 0.0850 -0.0978 0.106 Uiso 1 1 calc R . . C15 C 0.5496(2) -0.10300(14) 0.1830(3) 0.0613(6) Uani 1 1 d . . . H15A H 0.4831 -0.1360 0.1508 0.074 Uiso 1 1 calc R . . H15B H 0.5415 -0.0866 0.2737 0.074 Uiso 1 1 calc R . . C16 C 0.6760(2) -0.13652(11) 0.1995(3) 0.0511(6) Uani 1 1 d . . . C17 C 0.7037(3) -0.17238(14) 0.0913(3) 0.0750(8) Uani 1 1 d . . . H17A H 0.6427 -0.1774 0.0078 0.090 Uiso 1 1 calc R . . C18 C 0.8238(5) -0.20144(19) 0.1064(6) 0.1138(15) Uani 1 1 d . . . H18A H 0.8434 -0.2255 0.0329 0.137 Uiso 1 1 calc R . . C19 C 0.9123(4) -0.1940(2) 0.2308(6) 0.1189(17) Uani 1 1 d . . . H19A H 0.9924 -0.2131 0.2406 0.143 Uiso 1 1 calc R . . C20 C 0.8856(4) -0.1598(2) 0.3388(5) 0.1055(13) Uani 1 1 d . . . H20A H 0.9464 -0.1553 0.4226 0.127 Uiso 1 1 calc R . . C21 C 0.7673(3) -0.13155(15) 0.3238(3) 0.0714(8) Uani 1 1 d . . . H21A H 0.7483 -0.1086 0.3989 0.086 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 Zn 0.03955(17) 0.05711(19) 0.03545(17) -0.00433(10) 0.01060(11) 0.00074(10) O1 0.0483(9) 0.0809(11) 0.0720(13) 0.0259(10) 0.0206(9) 0.0048(9) O2 0.0426(9) 0.0714(11) 0.0586(10) -0.0027(8) 0.0092(7) -0.0080(8) O3 0.0570(9) 0.0497(9) 0.0354(8) 0.0039(6) 0.0057(7) 0.0046(7) N1 0.0423(10) 0.0666(12) 0.0388(10) -0.0052(9) 0.0132(8) 0.0019(9) N2 0.0389(9) 0.0554(11) 0.0434(10) -0.0025(8) 0.0153(8) 0.0019(8) C1 0.0533(13) 0.0469(12) 0.0377(11) 0.0030(9) 0.0086(9) 0.0034(10) C2 0.0553(13) 0.0473(12) 0.0374(11) 0.0020(9) 0.0143(10) 0.0056(10) C3 0.0717(17) 0.0601(15) 0.0534(15) -0.0076(11) 0.0266(13) 0.0044(12) C4 0.104(2) 0.0595(16) 0.0593(16) -0.0142(13) 0.0357(16) 0.0027(15) C5 0.103(2) 0.0616(16) 0.0580(17) -0.0222(13) 0.0168(16) -0.0108(16) C6 0.0704(16) 0.0536(14) 0.0553(15) -0.0064(12) 0.0095(12) -0.0055(12) C7 0.0430(12) 0.0735(16) 0.0429(12) -0.0005(11) 0.0131(10) 0.0050(11) C8 0.0433(12) 0.0630(14) 0.0472(13) -0.0021(11) 0.0117(10) 0.0070(10) C9 0.085(2) 0.100(2) 0.081(2) 0.0300(19) 0.0246(17) -0.0083(19) C10 0.0411(11) 0.0470(12) 0.0423(12) 0.0075(9) 0.0055(9) 0.0023(9) C11 0.0463(14) 0.0839(19) 0.0786(19) -0.0031(15) 0.0192(13) -0.0022(13) C12 0.0418(12) 0.0589(14) 0.0585(14) 0.0024(12) 0.0211(11) 0.0035(10) C13 0.0664(17) 0.0680(18) 0.106(3) 0.0112(16) 0.0416(17) 0.0162(13) C14 0.0654(17) 0.095(2) 0.0603(16) 0.0039(15) 0.0332(13) 0.0075(15) C15 0.0599(15) 0.0698(16) 0.0566(15) 0.0222(13) 0.0182(12) 0.0118(12) C16 0.0547(13) 0.0465(12) 0.0517(14) 0.0106(10) 0.0120(11) 0.0038(10) C17 0.093(2) 0.0630(17) 0.073(2) -0.0063(14) 0.0278(17) 0.0053(15) C18 0.148(4) 0.082(2) 0.137(4) 0.005(2) 0.084(3) 0.034(3) C19 0.091(3) 0.120(3) 0.156(5) 0.061(3) 0.048(3) 0.050(3) C20 0.069(2) 0.122(3) 0.115(3) 0.050(3) 0.000(2) 0.010(2) C21 0.0692(18) 0.0765(19) 0.0632(17) 0.0207(14) 0.0048(14) 0.0067(14) _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 Zn N1 1.9390(18) . ? Zn O3 1.9632(16) 3_655 ? Zn O3 1.9754(14) . ? Zn N2 1.9857(18) . ? Zn Zn 2.9950(5) 3_655 ? O1 C8 1.408(3) . ? O1 C9 1.416(3) . ? O2 C10 1.358(3) . ? O2 C11 1.437(3) . ? O3 C15 1.418(3) . ? O3 Zn 1.9632(16) 3_655 ? N1 C2 1.358(3) . ? N1 C7 1.468(3) . ? N2 C10 1.286(3) . ? N2 C12 1.489(3) . ? C1 C6 1.413(3) . ? C1 C2 1.426(3) . ? C1 C10 1.452(3) . ? C2 C3 1.435(3) . ? C3 C4 1.373(4) . ? C3 H3A 0.9300 . ? C4 C5 1.389(4) . ? C4 H4A 0.9300 . ? C5 C6 1.367(4) . ? C5 H5A 0.9300 . ? C6 H6A 0.9300 . ? C7 C8 1.510(3) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C11 C12 1.524(4) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.517(4) . ? C12 C14 1.526(4) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 C16 1.498(3) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C17 1.368(4) . ? C16 C21 1.381(4) . ? C17 C18 1.400(5) . ? C17 H17A 0.9300 . ? C18 C19 1.371(6) . ? C18 H18A 0.9300 . ? C19 C20 1.346(6) . ? C19 H19A 0.9300 . ? C20 C21 1.375(5) . ? C20 H20A 0.9300 . ? C21 H21A 0.9300 . ? 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 Zn O3 121.66(7) . 3_655 ? N1 Zn O3 122.11(8) . . ? O3 Zn O3 81.00(6) 3_655 . ? N1 Zn N2 95.91(8) . . ? O3 Zn N2 117.45(7) 3_655 . ? O3 Zn N2 121.12(7) . . ? N1 Zn Zn 134.01(6) . 3_655 ? O3 Zn Zn 40.65(4) 3_655 3_655 ? O3 Zn Zn 40.35(5) . 3_655 ? N2 Zn Zn 130.03(5) . 3_655 ? C8 O1 C9 112.4(2) . . ? C10 O2 C11 107.32(18) . . ? C15 O3 Zn 127.45(16) . 3_655 ? C15 O3 Zn 132.73(16) . . ? Zn O3 Zn 99.00(6) 3_655 . ? C2 N1 C7 118.07(18) . . ? C2 N1 Zn 125.92(15) . . ? C7 N1 Zn 115.87(15) . . ? C10 N2 C12 109.49(18) . . ? C10 N2 Zn 121.43(15) . . ? C12 N2 Zn 128.88(15) . . ? C6 C1 C2 120.2(2) . . ? C6 C1 C10 115.7(2) . . ? C2 C1 C10 124.1(2) . . ? N1 C2 C1 122.83(19) . . ? N1 C2 C3 121.7(2) . . ? C1 C2 C3 115.5(2) . . ? C4 C3 C2 122.1(3) . . ? C4 C3 H3A 118.9 . . ? C2 C3 H3A 118.9 . . ? C3 C4 C5 121.6(3) . . ? C3 C4 H4A 119.2 . . ? C5 C4 H4A 119.2 . . ? C6 C5 C4 118.2(3) . . ? C6 C5 H5A 120.9 . . ? C4 C5 H5A 120.9 . . ? C5 C6 C1 122.4(3) . . ? C5 C6 H6A 118.8 . . ? C1 C6 H6A 118.8 . . ? N1 C7 C8 112.20(19) . . ? N1 C7 H7A 109.2 . . ? C8 C7 H7A 109.2 . . ? N1 C7 H7B 109.2 . . ? C8 C7 H7B 109.2 . . ? H7A C7 H7B 107.9 . . ? O1 C8 C7 108.41(19) . . ? O1 C8 H8A 110.0 . . ? C7 C8 H8A 110.0 . . ? O1 C8 H8B 110.0 . . ? C7 C8 H8B 110.0 . . ? H8A C8 H8B 108.4 . . ? O1 C9 H9A 109.5 . . ? O1 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? O1 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N2 C10 O2 115.0(2) . . ? N2 C10 C1 129.3(2) . . ? O2 C10 C1 115.7(2) . . ? O2 C11 C12 105.86(19) . . ? O2 C11 H11A 110.6 . . ? C12 C11 H11A 110.6 . . ? O2 C11 H11B 110.6 . . ? C12 C11 H11B 110.6 . . ? H11A C11 H11B 108.7 . . ? N2 C12 C13 108.02(19) . . ? N2 C12 C11 101.87(19) . . ? C13 C12 C11 112.1(2) . . ? N2 C12 C14 109.45(19) . . ? C13 C12 C14 112.3(2) . . ? C11 C12 C14 112.5(2) . . ? 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 . . ? O3 C15 C16 112.9(2) . . ? O3 C15 H15A 109.0 . . ? C16 C15 H15A 109.0 . . ? O3 C15 H15B 109.0 . . ? C16 C15 H15B 109.0 . . ? H15A C15 H15B 107.8 . . ? C17 C16 C21 118.7(3) . . ? C17 C16 C15 120.5(2) . . ? C21 C16 C15 120.8(2) . . ? C16 C17 C18 120.0(3) . . ? C16 C17 H17A 120.0 . . ? C18 C17 H17A 120.0 . . ? C19 C18 C17 119.3(4) . . ? C19 C18 H18A 120.3 . . ? C17 C18 H18A 120.3 . . ? C20 C19 C18 121.3(4) . . ? C20 C19 H19A 119.4 . . ? C18 C19 H19A 119.4 . . ? C19 C20 C21 119.3(4) . . ? C19 C20 H20A 120.4 . . ? C21 C20 H20A 120.4 . . ? C20 C21 C16 121.5(3) . . ? C20 C21 H21A 119.3 . . ? C16 C21 H21A 119.3 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.03 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.492 _refine_diff_density_min -0.200 _refine_diff_density_rms 0.054 #==END