# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Mitzel, Norbert' 'Berger, Raphael' 'Ullrich, Matthias' 'Jana, Surajit' 'Pape, Tania' 'Frohlich, Roland' _publ_contact_author_name 'Mitzel, Norbert' _publ_contact_author_email mitzel@uni-bielefeld.de _publ_section_title ; Organozinc hydroxylamides - On the bulk dependent interplay of nuclearity, structure and dynamics ; # Attachment '- comp_9.cif' data_fro3448 _database_code_depnum_ccdc_archive 'CCDC 791133' #TrackingRef '- comp_9.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H88 N6 O6 Zn5' _chemical_formula_weight 1027.97 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 orthorhombic _symmetry_space_group_name_H-M Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 11.586(1) _cell_length_b 17.078(1) _cell_length_c 25.013(1) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4949.2(6) _cell_formula_units_Z 4 _cell_measurement_temperature 198(2) _cell_measurement_reflns_used 6703 _cell_measurement_theta_min 0.41 _cell_measurement_theta_max 27.88 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.380 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2176 _exptl_absorpt_coefficient_mu 2.431 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5816 _exptl_absorpt_correction_T_max 0.5816 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 198(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode Nonius FR591' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 39791 _diffrn_reflns_av_R_equivalents 0.045 _diffrn_reflns_av_sigmaI/netI 0.0306 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 2.12 _diffrn_reflns_theta_max 27.90 _reflns_number_total 5911 _reflns_number_gt 4739 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0092P)^2^+9.1913P] 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 5911 _refine_ls_number_parameters 250 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0528 _refine_ls_R_factor_gt 0.0373 _refine_ls_wR_factor_ref 0.0752 _refine_ls_wR_factor_gt 0.0714 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.065 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.5000 0.25613(3) 0.2500 0.03027(11) Uani 1 2 d S . . Zn2 Zn 0.59602(3) 0.202265(19) 0.366263(12) 0.03074(8) Uani 1 1 d . . . Zn3 Zn 0.30743(3) 0.205095(19) 0.332544(12) 0.03086(8) Uani 1 1 d . . . O3 O 0.44657(16) 0.14543(10) 0.35581(7) 0.0287(4) Uani 1 1 d . . . O4 O 0.36979(16) 0.20967(12) 0.21461(7) 0.0344(4) Uani 1 1 d . . . O12 O 0.41867(17) 0.29748(11) 0.31313(7) 0.0323(4) Uani 1 1 d . . . N3 N 0.4094(2) 0.08139(13) 0.39024(9) 0.0323(5) Uani 1 1 d . . . N4 N 0.28211(19) 0.17633(13) 0.24797(10) 0.0316(5) Uani 1 1 d . . . N12 N 0.5032(2) 0.31406(13) 0.35507(9) 0.0340(5) Uani 1 1 d . . . C31 C 0.4144(3) 0.10993(18) 0.44520(12) 0.0413(7) Uani 1 1 d . . . H31A H 0.3782 0.1624 0.4470 0.050 Uiso 1 1 calc R . . H31B H 0.4962 0.1154 0.4561 0.050 Uiso 1 1 calc R . . C32 C 0.3535(3) 0.0555(2) 0.48378(14) 0.0583(10) Uani 1 1 d . . . H32A H 0.3543 0.0785 0.5197 0.087 Uiso 1 1 calc R . . H32B H 0.3933 0.0048 0.4845 0.087 Uiso 1 1 calc R . . H32C H 0.2735 0.0479 0.4722 0.087 Uiso 1 1 calc R . . C33 C 0.4910(3) 0.01765(16) 0.38238(13) 0.0408(7) Uani 1 1 d . . . H33A H 0.4777 -0.0229 0.4100 0.049 Uiso 1 1 calc R . . H33B H 0.5704 0.0379 0.3870 0.049 Uiso 1 1 calc R . . C34 C 0.4804(3) -0.01904(19) 0.32809(14) 0.0515(9) Uani 1 1 d . . . H34A H 0.5368 -0.0615 0.3247 0.077 Uiso 1 1 calc R . . H34B H 0.4953 0.0205 0.3006 0.077 Uiso 1 1 calc R . . H34C H 0.4024 -0.0401 0.3235 0.077 Uiso 1 1 calc R . . C41 C 0.1706(3) 0.2098(2) 0.22985(13) 0.0491(8) Uani 1 1 d . . . H41A H 0.1074 0.1879 0.2519 0.059 Uiso 1 1 calc R . . H41B H 0.1567 0.1942 0.1923 0.059 Uiso 1 1 calc R . . C42 C 0.1686(3) 0.2978(2) 0.23384(16) 0.0622(11) Uani 1 1 d . . . H42A H 0.0891 0.3165 0.2301 0.093 Uiso 1 1 calc R . . H42B H 0.2163 0.3202 0.2054 0.093 Uiso 1 1 calc R . . H42C H 0.1991 0.3139 0.2687 0.093 Uiso 1 1 calc R . . C43 C 0.2866(3) 0.09153(18) 0.23744(13) 0.0436(8) Uani 1 1 d . . . H43A H 0.3656 0.0725 0.2452 0.052 Uiso 1 1 calc R . . H43B H 0.2715 0.0825 0.1990 0.052 Uiso 1 1 calc R . . C44 C 0.2019(4) 0.0441(2) 0.26962(16) 0.0642(11) Uani 1 1 d . . . H44A H 0.2114 -0.0116 0.2612 0.096 Uiso 1 1 calc R . . H44B H 0.1231 0.0605 0.2608 0.096 Uiso 1 1 calc R . . H44C H 0.2160 0.0525 0.3078 0.096 Uiso 1 1 calc R . . C121 C 0.5684(3) 0.38173(18) 0.33507(13) 0.0472(8) Uani 1 1 d . . . H12A H 0.5146 0.4258 0.3287 0.057 Uiso 1 1 calc R . . H12B H 0.6046 0.3679 0.3005 0.057 Uiso 1 1 calc R . . C122 C 0.6617(4) 0.4078(2) 0.37386(15) 0.0660(12) Uani 1 1 d . . . H12C H 0.7120 0.4461 0.3563 0.099 Uiso 1 1 calc R . . H12D H 0.7074 0.3624 0.3850 0.099 Uiso 1 1 calc R . . H12E H 0.6257 0.4318 0.4053 0.099 Uiso 1 1 calc R . . C123 C 0.4375(3) 0.33386(18) 0.40398(12) 0.0433(8) Uani 1 1 d . . . H12F H 0.4932 0.3420 0.4335 0.052 Uiso 1 1 calc R . . H12J H 0.3892 0.2881 0.4136 0.052 Uiso 1 1 calc R . . C124 C 0.3597(4) 0.4054(2) 0.40086(16) 0.0728(13) Uani 1 1 d . . . H12G H 0.3093 0.4069 0.4323 0.109 Uiso 1 1 calc R . . H12H H 0.3125 0.4025 0.3684 0.109 Uiso 1 1 calc R . . H12I H 0.4072 0.4529 0.3999 0.109 Uiso 1 1 calc R . . C201 C 0.7281(3) 0.1977(2) 0.41740(12) 0.0439(8) Uani 1 1 d . . . H20A H 0.7906 0.2300 0.4009 0.053 Uiso 1 1 calc R . . C202 C 0.7802(3) 0.1165(2) 0.42555(15) 0.0547(9) Uani 1 1 d . . . H20B H 0.8483 0.1205 0.4486 0.082 Uiso 1 1 calc R . . H20C H 0.8028 0.0946 0.3909 0.082 Uiso 1 1 calc R . . H20D H 0.7230 0.0822 0.4424 0.082 Uiso 1 1 calc R . . C203 C 0.7047(4) 0.2347(3) 0.47176(14) 0.0693(12) Uani 1 1 d . . . H20E H 0.7759 0.2347 0.4929 0.104 Uiso 1 1 calc R . . H20F H 0.6452 0.2046 0.4905 0.104 Uiso 1 1 calc R . . H20G H 0.6781 0.2887 0.4668 0.104 Uiso 1 1 calc R . . C301 C 0.1702(3) 0.2137(2) 0.38057(16) 0.0576(10) Uani 1 1 d . . . H30A H 0.2074 0.2246 0.4159 0.069 Uiso 1 1 calc R . . C302 C 0.0921(4) 0.2825(3) 0.37468(19) 0.0820(15) Uani 1 1 d . . . H30B H 0.0355 0.2825 0.4038 0.123 Uiso 1 1 calc R . . H30C H 0.0518 0.2794 0.3403 0.123 Uiso 1 1 calc R . . H30D H 0.1376 0.3308 0.3761 0.123 Uiso 1 1 calc R . . C303 C 0.1067(4) 0.1405(3) 0.3919(2) 0.0795(14) Uani 1 1 d . . . H30E H 0.0544 0.1489 0.4222 0.119 Uiso 1 1 calc R . . H30F H 0.1617 0.0989 0.4008 0.119 Uiso 1 1 calc R . . H30G H 0.0619 0.1253 0.3604 0.119 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0360(2) 0.0325(2) 0.0223(2) 0.000 0.00170(19) 0.000 Zn2 0.03749(18) 0.03049(17) 0.02424(16) -0.00040(13) -0.00308(13) -0.00327(15) Zn3 0.03388(17) 0.03170(17) 0.02701(16) 0.00309(14) 0.00366(13) 0.00582(15) O3 0.0331(10) 0.0234(9) 0.0297(10) 0.0077(8) -0.0013(8) -0.0010(8) O4 0.0306(10) 0.0494(12) 0.0231(9) 0.0005(9) 0.0026(8) -0.0033(9) O12 0.0455(11) 0.0266(9) 0.0249(9) 0.0001(8) 0.0021(8) 0.0039(9) N3 0.0376(13) 0.0256(11) 0.0337(13) 0.0090(10) 0.0004(11) 0.0004(11) N4 0.0262(12) 0.0384(12) 0.0301(12) 0.0023(11) 0.0004(10) 0.0006(10) N12 0.0524(15) 0.0247(11) 0.0248(11) -0.0029(9) 0.0012(11) -0.0038(11) C31 0.0500(19) 0.0411(17) 0.0326(16) 0.0049(13) 0.0036(14) 0.0021(15) C32 0.064(2) 0.068(2) 0.043(2) 0.0188(18) 0.0089(18) 0.000(2) C33 0.0455(18) 0.0288(15) 0.0482(18) 0.0095(13) -0.0018(15) 0.0040(14) C34 0.062(2) 0.0344(17) 0.058(2) -0.0047(16) 0.0072(18) 0.0016(16) C41 0.0321(16) 0.074(2) 0.0418(18) 0.0074(17) -0.0033(14) 0.0123(17) C42 0.054(2) 0.070(2) 0.062(2) 0.022(2) 0.0047(19) 0.029(2) C43 0.051(2) 0.0398(17) 0.0396(18) -0.0061(14) 0.0030(15) -0.0038(15) C44 0.076(3) 0.049(2) 0.067(3) 0.0009(19) 0.008(2) -0.018(2) C121 0.073(2) 0.0283(15) 0.0402(18) -0.0007(13) 0.0052(17) -0.0124(16) C122 0.097(3) 0.050(2) 0.051(2) -0.0086(18) -0.002(2) -0.031(2) C123 0.069(2) 0.0333(16) 0.0277(15) -0.0060(13) 0.0069(15) 0.0041(16) C124 0.113(4) 0.049(2) 0.056(2) -0.0058(18) 0.022(2) 0.030(2) C201 0.0481(19) 0.053(2) 0.0302(15) 0.0000(14) -0.0097(13) -0.0125(17) C202 0.046(2) 0.065(2) 0.053(2) 0.0120(18) -0.0174(16) -0.0016(18) C203 0.079(3) 0.088(3) 0.041(2) -0.007(2) -0.024(2) -0.008(2) C301 0.053(2) 0.060(2) 0.061(2) 0.0061(19) 0.0209(18) 0.0151(19) C302 0.078(3) 0.089(3) 0.080(3) 0.013(3) 0.025(3) 0.044(3) C303 0.049(2) 0.089(3) 0.100(4) 0.012(3) 0.033(2) -0.005(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O4 1.9207(19) . ? Zn1 O4 1.9207(19) 3_655 ? Zn1 O12 1.9698(18) . ? Zn1 O12 1.9698(18) 3_655 ? Zn2 C201 1.996(3) . ? Zn2 O3 2.0022(19) . ? Zn2 O4 2.0652(18) 3_655 ? Zn2 N12 2.209(2) . ? Zn3 O3 1.9939(18) . ? Zn3 C301 1.998(3) . ? Zn3 O12 2.0943(19) . ? Zn3 N4 2.191(2) . ? O3 N3 1.457(3) . ? O4 N4 1.433(3) . ? O4 Zn2 2.0652(18) 3_655 ? O12 N12 1.463(3) . ? N3 C33 1.455(4) . ? N3 C31 1.460(4) . ? N4 C43 1.473(4) . ? N4 C41 1.483(4) . ? N12 C121 1.468(4) . ? N12 C123 1.480(4) . ? C31 C32 1.515(4) . ? C33 C34 1.501(4) . ? C41 C42 1.506(5) . ? C43 C44 1.506(5) . ? C121 C122 1.519(5) . ? C123 C124 1.520(5) . ? C201 C203 1.524(5) . ? C201 C202 1.526(5) . ? C301 C303 1.478(5) . ? C301 C302 1.491(5) . ? 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 O4 Zn1 O4 131.20(13) . 3_655 ? O4 Zn1 O12 98.15(8) . . ? O4 Zn1 O12 98.88(8) 3_655 . ? O4 Zn1 O12 98.88(8) . 3_655 ? O4 Zn1 O12 98.15(8) 3_655 3_655 ? O12 Zn1 O12 137.99(11) . 3_655 ? C201 Zn2 O3 136.69(11) . . ? C201 Zn2 O4 118.89(11) . 3_655 ? O3 Zn2 O4 93.88(8) . 3_655 ? C201 Zn2 N12 119.22(12) . . ? O3 Zn2 N12 88.94(8) . . ? O4 Zn2 N12 85.20(8) 3_655 . ? O3 Zn3 C301 120.35(12) . . ? O3 Zn3 O12 87.43(7) . . ? C301 Zn3 O12 125.01(12) . . ? O3 Zn3 N4 105.99(8) . . ? C301 Zn3 N4 119.36(14) . . ? O12 Zn3 N4 91.57(8) . . ? N3 O3 Zn3 108.50(14) . . ? N3 O3 Zn2 122.83(14) . . ? Zn3 O3 Zn2 119.31(9) . . ? N4 O4 Zn1 116.92(14) . . ? N4 O4 Zn2 133.01(15) . 3_655 ? Zn1 O4 Zn2 109.03(9) . 3_655 ? N12 O12 Zn1 108.90(15) . . ? N12 O12 Zn3 113.06(13) . . ? Zn1 O12 Zn3 102.13(8) . . ? C33 N3 O3 106.9(2) . . ? C33 N3 C31 110.6(2) . . ? O3 N3 C31 107.1(2) . . ? O4 N4 C43 105.2(2) . . ? O4 N4 C41 106.6(2) . . ? C43 N4 C41 110.8(3) . . ? O4 N4 Zn3 112.22(15) . . ? C43 N4 Zn3 112.85(18) . . ? C41 N4 Zn3 108.99(18) . . ? O12 N12 C121 104.6(2) . . ? O12 N12 C123 107.0(2) . . ? C121 N12 C123 111.5(2) . . ? O12 N12 Zn2 104.45(13) . . ? C121 N12 Zn2 118.2(2) . . ? C123 N12 Zn2 110.07(17) . . ? N3 C31 C32 112.1(3) . . ? N3 C33 C34 112.5(3) . . ? N4 C41 C42 112.2(3) . . ? N4 C43 C44 114.2(3) . . ? N12 C121 C122 112.3(3) . . ? N12 C123 C124 116.5(3) . . ? C203 C201 C202 109.1(3) . . ? C203 C201 Zn2 114.8(3) . . ? C202 C201 Zn2 115.1(2) . . ? C303 C301 C302 112.5(3) . . ? C303 C301 Zn3 116.7(3) . . ? C302 C301 Zn3 118.8(3) . . ? 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 C301 Zn3 O3 N3 31.8(2) . . . . ? O12 Zn3 O3 N3 161.52(15) . . . . ? N4 Zn3 O3 N3 -107.58(15) . . . . ? C301 Zn3 O3 Zn2 -115.72(16) . . . . ? O12 Zn3 O3 Zn2 14.01(10) . . . . ? N4 Zn3 O3 Zn2 104.91(11) . . . . ? C201 Zn2 O3 N3 -0.8(3) . . . . ? O4 Zn2 O3 N3 140.28(17) 3_655 . . . ? N12 Zn2 O3 N3 -134.60(18) . . . . ? C201 Zn2 O3 Zn3 141.89(15) . . . . ? O4 Zn2 O3 Zn3 -77.03(11) 3_655 . . . ? N12 Zn2 O3 Zn3 8.09(11) . . . . ? O4 Zn1 O4 N4 74.98(16) 3_655 . . . ? O12 Zn1 O4 N4 -34.45(18) . . . . ? O12 Zn1 O4 N4 -175.90(16) 3_655 . . . ? O4 Zn1 O4 Zn2 -94.89(9) 3_655 . . 3_655 ? O12 Zn1 O4 Zn2 155.68(9) . . . 3_655 ? O12 Zn1 O4 Zn2 14.22(11) 3_655 . . 3_655 ? O4 Zn1 O12 N12 161.95(14) . . . . ? O4 Zn1 O12 N12 27.86(15) 3_655 . . . ? O12 Zn1 O12 N12 -84.97(13) 3_655 . . . ? O4 Zn1 O12 Zn3 42.15(9) . . . . ? O4 Zn1 O12 Zn3 -91.95(9) 3_655 . . . ? O12 Zn1 O12 Zn3 155.23(9) 3_655 . . . ? O3 Zn3 O12 N12 -46.38(15) . . . . ? C301 Zn3 O12 N12 79.5(2) . . . . ? N4 Zn3 O12 N12 -152.31(16) . . . . ? O3 Zn3 O12 Zn1 70.47(9) . . . . ? C301 Zn3 O12 Zn1 -163.65(15) . . . . ? N4 Zn3 O12 Zn1 -35.47(9) . . . . ? Zn3 O3 N3 C33 148.76(18) . . . . ? Zn2 O3 N3 C33 -65.1(2) . . . . ? Zn3 O3 N3 C31 -92.7(2) . . . . ? Zn2 O3 N3 C31 53.4(3) . . . . ? Zn1 O4 N4 C43 -113.4(2) . . . . ? Zn2 O4 N4 C43 53.4(3) 3_655 . . . ? Zn1 O4 N4 C41 128.9(2) . . . . ? Zn2 O4 N4 C41 -64.3(3) 3_655 . . . ? Zn1 O4 N4 Zn3 9.6(2) . . . . ? Zn2 O4 N4 Zn3 176.46(12) 3_655 . . . ? O3 Zn3 N4 O4 -70.00(17) . . . . ? C301 Zn3 N4 O4 150.15(18) . . . . ? O12 Zn3 N4 O4 17.77(16) . . . . ? O3 Zn3 N4 C43 48.6(2) . . . . ? C301 Zn3 N4 C43 -91.3(2) . . . . ? O12 Zn3 N4 C43 136.4(2) . . . . ? O3 Zn3 N4 C41 172.11(19) . . . . ? C301 Zn3 N4 C41 32.3(2) . . . . ? O12 Zn3 N4 C41 -100.1(2) . . . . ? Zn1 O12 N12 C121 69.6(2) . . . . ? Zn3 O12 N12 C121 -177.61(18) . . . . ? Zn1 O12 N12 C123 -171.97(16) . . . . ? Zn3 O12 N12 C123 -59.2(2) . . . . ? Zn1 O12 N12 Zn2 -55.28(14) . . . . ? Zn3 O12 N12 Zn2 57.50(16) . . . . ? C201 Zn2 N12 O12 176.46(16) . . . . ? O3 Zn2 N12 O12 -38.10(15) . . . . ? O4 Zn2 N12 O12 55.89(15) 3_655 . . . ? C201 Zn2 N12 C121 60.7(2) . . . . ? O3 Zn2 N12 C121 -153.8(2) . . . . ? O4 Zn2 N12 C121 -59.9(2) 3_655 . . . ? C201 Zn2 N12 C123 -69.0(2) . . . . ? O3 Zn2 N12 C123 76.4(2) . . . . ? O4 Zn2 N12 C123 170.4(2) 3_655 . . . ? C33 N3 C31 C32 -76.5(3) . . . . ? O3 N3 C31 C32 167.4(3) . . . . ? O3 N3 C33 C34 -69.6(3) . . . . ? C31 N3 C33 C34 174.2(3) . . . . ? O4 N4 C41 C42 -59.2(3) . . . . ? C43 N4 C41 C42 -173.1(3) . . . . ? Zn3 N4 C41 C42 62.2(3) . . . . ? O4 N4 C43 C44 178.9(3) . . . . ? C41 N4 C43 C44 -66.3(4) . . . . ? Zn3 N4 C43 C44 56.2(3) . . . . ? O12 N12 C121 C122 180.0(3) . . . . ? C123 N12 C121 C122 64.7(4) . . . . ? Zn2 N12 C121 C122 -64.4(3) . . . . ? O12 N12 C123 C124 -61.5(4) . . . . ? C121 N12 C123 C124 52.4(4) . . . . ? Zn2 N12 C123 C124 -174.4(3) . . . . ? O3 Zn2 C201 C203 -76.9(3) . . . . ? O4 Zn2 C201 C203 148.8(2) 3_655 . . . ? N12 Zn2 C201 C203 47.3(3) . . . . ? O3 Zn2 C201 C202 51.1(3) . . . . ? O4 Zn2 C201 C202 -83.2(3) 3_655 . . . ? N12 Zn2 C201 C202 175.4(2) . . . . ? O3 Zn3 C301 C303 -66.1(4) . . . . ? O12 Zn3 C301 C303 -176.3(3) . . . . ? N4 Zn3 C301 C303 68.0(4) . . . . ? O3 Zn3 C301 C302 153.9(3) . . . . ? O12 Zn3 C301 C302 43.7(4) . . . . ? N4 Zn3 C301 C302 -72.0(4) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.90 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.651 _refine_diff_density_min -0.431 _refine_diff_density_rms 0.063 # Attachment '- comp_13.cif' data_fro3819 _database_code_depnum_ccdc_archive 'CCDC 791134' #TrackingRef '- comp_13.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H52 N4 O4 Zn4' _chemical_formula_weight 674.14 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 P21/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 9.171(1) _cell_length_b 17.464(1) _cell_length_c 19.446(1) _cell_angle_alpha 90.00 _cell_angle_beta 102.82(1) _cell_angle_gamma 90.00 _cell_volume 3036.9(4) _cell_formula_units_Z 4 _cell_measurement_temperature 198(2) _cell_measurement_reflns_used 5894 _cell_measurement_theta_min 0.41 _cell_measurement_theta_max 28.28 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.474 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1408 _exptl_absorpt_coefficient_mu 3.149 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3656 _exptl_absorpt_correction_T_max 0.5065 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 198(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode Nonius FR591' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17711 _diffrn_reflns_av_R_equivalents 0.025 _diffrn_reflns_av_sigmaI/netI 0.0305 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.56 _diffrn_reflns_theta_max 27.88 _reflns_number_total 6829 _reflns_number_gt 5690 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0249P)^2^+1.8882P] 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 6829 _refine_ls_number_parameters 301 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0380 _refine_ls_R_factor_gt 0.0275 _refine_ls_wR_factor_ref 0.0635 _refine_ls_wR_factor_gt 0.0602 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.56365(3) 0.672027(14) -0.408247(12) 0.02373(7) Uani 1 1 d . . . Zn2 Zn 0.35923(3) 0.824285(14) -0.390794(13) 0.02469(7) Uani 1 1 d . . . Zn3 Zn 0.35380(3) 0.661977(14) -0.292774(12) 0.02235(6) Uani 1 1 d . . . Zn4 Zn 0.70364(3) 0.775651(15) -0.258915(13) 0.02498(7) Uani 1 1 d . . . O1 O 0.35005(16) 0.71646(8) -0.43116(7) 0.0234(3) Uani 1 1 d . . . O2 O 0.38018(16) 0.77755(8) -0.29208(7) 0.0245(3) Uani 1 1 d . . . O3 O 0.55790(15) 0.63020(8) -0.31089(7) 0.0225(3) Uani 1 1 d . . . O4 O 0.66204(16) 0.77260(8) -0.36675(7) 0.0246(3) Uani 1 1 d . . . N1 N 0.25147(19) 0.66672(10) -0.40187(9) 0.0225(4) Uani 1 1 d . . . N2 N 0.4945(2) 0.81206(10) -0.23686(9) 0.0247(4) Uani 1 1 d . . . N3 N 0.69187(19) 0.65245(10) -0.25902(9) 0.0232(4) Uani 1 1 d . . . N4 N 0.5837(2) 0.83831(10) -0.40454(9) 0.0247(4) Uani 1 1 d . . . C1 C 0.6387(3) 0.61065(15) -0.47848(13) 0.0396(6) Uani 1 1 d . . . H1A H 0.7073 0.6418 -0.4990 0.059 Uiso 1 1 calc R . . H1B H 0.5544 0.5942 -0.5159 0.059 Uiso 1 1 calc R . . H1C H 0.6918 0.5656 -0.4554 0.059 Uiso 1 1 calc R . . C2 C 0.2209(3) 0.91114(15) -0.42090(15) 0.0437(6) Uani 1 1 d . . . H2A H 0.1614 0.9015 -0.4685 0.066 Uiso 1 1 calc R . . H2B H 0.2787 0.9583 -0.4209 0.066 Uiso 1 1 calc R . . H2C H 0.1543 0.9166 -0.3882 0.066 Uiso 1 1 calc R . . C3 C 0.2594(3) 0.60553(15) -0.22532(12) 0.0336(5) Uani 1 1 d . . . H3A H 0.3337 0.5720 -0.1959 0.050 Uiso 1 1 calc R . . H3B H 0.1763 0.5746 -0.2515 0.050 Uiso 1 1 calc R . . H3C H 0.2218 0.6422 -0.1952 0.050 Uiso 1 1 calc R . . C4 C 0.8919(3) 0.82203(18) -0.20499(17) 0.0521(8) Uani 1 1 d . . . H4A H 0.9763 0.7887 -0.2078 0.078 Uiso 1 1 calc R . . H4B H 0.8863 0.8281 -0.1555 0.078 Uiso 1 1 calc R . . H4C H 0.9062 0.8723 -0.2250 0.078 Uiso 1 1 calc R . . C11 C 0.1021(2) 0.70458(14) -0.41342(12) 0.0313(5) Uani 1 1 d . . . H11A H 0.1133 0.7532 -0.3865 0.038 Uiso 1 1 calc R . . H11B H 0.0343 0.6712 -0.3936 0.038 Uiso 1 1 calc R . . C12 C 0.0279(3) 0.72210(18) -0.49001(14) 0.0474(7) Uani 1 1 d . . . H12A H 0.0969 0.7516 -0.5116 0.071 Uiso 1 1 calc R . . H12B H -0.0634 0.7520 -0.4918 0.071 Uiso 1 1 calc R . . H12C H 0.0024 0.6740 -0.5159 0.071 Uiso 1 1 calc R . . C13 C 0.2453(3) 0.59356(13) -0.44083(12) 0.0297(5) Uani 1 1 d . . . H13A H 0.3463 0.5704 -0.4310 0.036 Uiso 1 1 calc R . . H13B H 0.2157 0.6041 -0.4921 0.036 Uiso 1 1 calc R . . C14 C 0.1358(3) 0.53643(14) -0.42124(13) 0.0360(6) Uani 1 1 d . . . H14A H 0.1519 0.5333 -0.3698 0.054 Uiso 1 1 calc R . . H14B H 0.1519 0.4859 -0.4402 0.054 Uiso 1 1 calc R . . H14C H 0.0332 0.5533 -0.4411 0.054 Uiso 1 1 calc R . . C21 C 0.4763(3) 0.78155(13) -0.16773(11) 0.0290(5) Uani 1 1 d . . . H21A H 0.5598 0.8011 -0.1306 0.035 Uiso 1 1 calc R . . H21B H 0.4860 0.7251 -0.1686 0.035 Uiso 1 1 calc R . . C22 C 0.3310(3) 0.80056(17) -0.14663(14) 0.0437(6) Uani 1 1 d . . . H22A H 0.3285 0.8554 -0.1362 0.066 Uiso 1 1 calc R . . H22B H 0.3241 0.7710 -0.1046 0.066 Uiso 1 1 calc R . . H22C H 0.2466 0.7876 -0.1854 0.066 Uiso 1 1 calc R . . C23 C 0.4616(3) 0.89560(13) -0.24129(12) 0.0291(5) Uani 1 1 d . . . H23A H 0.3583 0.9040 -0.2355 0.035 Uiso 1 1 calc R . . H23B H 0.4672 0.9144 -0.2887 0.035 Uiso 1 1 calc R . . C24 C 0.5687(3) 0.94146(14) -0.18601(13) 0.0417(6) Uani 1 1 d . . . H24A H 0.5524 0.9290 -0.1392 0.063 Uiso 1 1 calc R . . H24B H 0.5512 0.9963 -0.1952 0.063 Uiso 1 1 calc R . . H24C H 0.6718 0.9288 -0.1879 0.063 Uiso 1 1 calc R . . C31 C 0.6864(2) 0.60979(13) -0.19345(11) 0.0276(5) Uani 1 1 d . . . H31A H 0.6896 0.5541 -0.2027 0.033 Uiso 1 1 calc R . . H31B H 0.5906 0.6210 -0.1800 0.033 Uiso 1 1 calc R . . C32 C 0.8150(3) 0.63057(17) -0.13247(13) 0.0438(6) Uani 1 1 d . . . H32A H 0.9097 0.6145 -0.1435 0.066 Uiso 1 1 calc R . . H32B H 0.8021 0.6045 -0.0896 0.066 Uiso 1 1 calc R . . H32C H 0.8162 0.6861 -0.1250 0.066 Uiso 1 1 calc R . . C33 C 0.8229(2) 0.62620(14) -0.28687(12) 0.0307(5) Uani 1 1 d . . . H33A H 0.9153 0.6417 -0.2529 0.037 Uiso 1 1 calc R . . H33B H 0.8211 0.6537 -0.3316 0.037 Uiso 1 1 calc R . . C34 C 0.8325(3) 0.54113(15) -0.30056(14) 0.0407(6) Uani 1 1 d . . . H34A H 0.8560 0.5136 -0.2555 0.061 Uiso 1 1 calc R . . H34B H 0.9112 0.5317 -0.3263 0.061 Uiso 1 1 calc R . . H34C H 0.7365 0.5231 -0.3287 0.061 Uiso 1 1 calc R . . C41 C 0.5835(3) 0.82628(13) -0.48045(12) 0.0302(5) Uani 1 1 d . . . H41A H 0.5280 0.7787 -0.4970 0.036 Uiso 1 1 calc R . . H41B H 0.6877 0.8196 -0.4856 0.036 Uiso 1 1 calc R . . C42 C 0.5127(3) 0.89244(15) -0.52620(12) 0.0403(6) Uani 1 1 d . . . H42A H 0.4160 0.9049 -0.5154 0.060 Uiso 1 1 calc R . . H42B H 0.4978 0.8781 -0.5760 0.060 Uiso 1 1 calc R . . H42C H 0.5786 0.9372 -0.5168 0.060 Uiso 1 1 calc R . . C43 C 0.6688(3) 0.90794(13) -0.37636(12) 0.0310(5) Uani 1 1 d . . . H43A H 0.6743 0.9104 -0.3250 0.037 Uiso 1 1 calc R . . H43B H 0.6118 0.9533 -0.3980 0.037 Uiso 1 1 calc R . . C44 C 0.8274(3) 0.91376(17) -0.38830(16) 0.0482(7) Uani 1 1 d . . . H44A H 0.8827 0.8669 -0.3715 0.072 Uiso 1 1 calc R . . H44B H 0.8782 0.9578 -0.3623 0.072 Uiso 1 1 calc R . . H44C H 0.8233 0.9203 -0.4387 0.072 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.02611(14) 0.02585(14) 0.01997(12) -0.00094(10) 0.00669(10) 0.00204(10) Zn2 0.02656(14) 0.02528(14) 0.02149(13) 0.00167(10) 0.00376(10) 0.00338(10) Zn3 0.02171(13) 0.02657(13) 0.01833(12) 0.00021(10) 0.00347(10) -0.00125(10) Zn4 0.02267(13) 0.02712(14) 0.02331(13) 0.00053(10) 0.00114(10) -0.00208(10) O1 0.0241(8) 0.0265(8) 0.0193(7) 0.0003(6) 0.0040(6) -0.0020(6) O2 0.0289(8) 0.0259(8) 0.0170(7) -0.0029(6) 0.0011(6) -0.0020(6) O3 0.0199(7) 0.0275(8) 0.0188(7) 0.0001(6) 0.0017(6) 0.0003(6) O4 0.0258(8) 0.0242(8) 0.0230(7) 0.0033(6) 0.0036(6) 0.0015(6) N1 0.0218(9) 0.0265(10) 0.0178(8) -0.0003(7) 0.0011(7) -0.0009(7) N2 0.0289(10) 0.0241(9) 0.0191(9) -0.0023(7) 0.0011(7) -0.0026(8) N3 0.0187(9) 0.0285(10) 0.0203(9) 0.0031(7) -0.0002(7) 0.0003(7) N4 0.0300(10) 0.0234(9) 0.0206(9) 0.0025(7) 0.0053(8) 0.0016(7) C1 0.0490(15) 0.0419(15) 0.0307(13) -0.0037(11) 0.0150(12) 0.0073(12) C2 0.0414(15) 0.0399(15) 0.0495(16) 0.0099(12) 0.0095(13) 0.0115(12) C3 0.0302(12) 0.0437(15) 0.0279(12) 0.0021(11) 0.0084(10) -0.0060(11) C4 0.0364(15) 0.0538(19) 0.0569(18) -0.0008(14) -0.0095(13) -0.0126(13) C11 0.0221(11) 0.0369(13) 0.0329(12) 0.0001(10) 0.0015(10) 0.0046(10) C12 0.0338(14) 0.0586(19) 0.0419(15) 0.0103(13) -0.0082(12) 0.0082(12) C13 0.0323(12) 0.0308(12) 0.0239(11) -0.0066(9) 0.0020(9) -0.0010(10) C14 0.0349(13) 0.0343(14) 0.0360(13) -0.0055(11) 0.0018(11) -0.0070(10) C21 0.0358(13) 0.0307(12) 0.0195(10) -0.0006(9) 0.0041(9) -0.0002(10) C22 0.0473(16) 0.0537(17) 0.0342(14) 0.0004(12) 0.0178(12) 0.0034(13) C23 0.0382(13) 0.0241(11) 0.0248(11) -0.0006(9) 0.0068(10) 0.0031(10) C24 0.0582(17) 0.0274(13) 0.0356(14) -0.0075(11) 0.0021(12) -0.0037(12) C31 0.0286(11) 0.0302(12) 0.0233(11) 0.0052(9) 0.0040(9) 0.0035(9) C32 0.0439(15) 0.0548(18) 0.0265(13) 0.0059(12) -0.0054(11) -0.0042(13) C33 0.0219(11) 0.0378(14) 0.0325(12) 0.0049(10) 0.0065(10) 0.0047(10) C34 0.0351(14) 0.0430(15) 0.0474(15) 0.0026(12) 0.0161(12) 0.0124(11) C41 0.0387(13) 0.0292(12) 0.0255(11) 0.0029(9) 0.0128(10) 0.0033(10) C42 0.0559(16) 0.0419(15) 0.0250(12) 0.0083(11) 0.0133(12) 0.0071(13) C43 0.0352(13) 0.0264(12) 0.0318(12) -0.0006(10) 0.0083(10) -0.0039(10) C44 0.0436(16) 0.0453(16) 0.0587(18) -0.0027(14) 0.0181(14) -0.0138(13) _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 C1 1.976(2) . ? Zn1 O3 2.0408(14) . ? Zn1 O4 2.0560(15) . ? Zn1 O1 2.0617(15) . ? Zn2 C2 1.981(2) . ? Zn2 O1 2.0347(15) . ? Zn2 O2 2.0553(14) . ? Zn2 N4 2.1476(19) . ? Zn3 C3 1.986(2) . ? Zn3 O2 2.0326(15) . ? Zn3 O3 2.0563(14) . ? Zn3 N1 2.1225(17) . ? Zn4 C4 1.983(3) . ? Zn4 O4 2.0471(14) . ? Zn4 N2 2.1522(19) . ? Zn4 N3 2.1542(18) . ? O1 N1 1.458(2) . ? O2 N2 1.455(2) . ? O3 N3 1.459(2) . ? O4 N4 1.463(2) . ? N1 C13 1.480(3) . ? N1 C11 1.493(3) . ? N2 C23 1.488(3) . ? N2 C21 1.490(3) . ? N3 C31 1.487(3) . ? N3 C33 1.495(3) . ? N4 C43 1.483(3) . ? N4 C41 1.491(3) . ? C11 C12 1.525(3) . ? C13 C14 1.522(3) . ? C21 C22 1.515(3) . ? C23 C24 1.514(3) . ? C31 C32 1.519(3) . ? C33 C34 1.515(3) . ? C41 C42 1.514(3) . ? C43 C44 1.527(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Zn1 O3 122.12(9) . . ? C1 Zn1 O4 123.00(9) . . ? O3 Zn1 O4 92.35(6) . . ? C1 Zn1 O1 120.99(9) . . ? O3 Zn1 O1 96.68(6) . . ? O4 Zn1 O1 94.39(6) . . ? C2 Zn2 O1 128.74(10) . . ? C2 Zn2 O2 120.08(9) . . ? O1 Zn2 O2 88.86(6) . . ? C2 Zn2 N4 116.39(9) . . ? O1 Zn2 N4 90.93(6) . . ? O2 Zn2 N4 105.54(6) . . ? C3 Zn3 O2 123.86(8) . . ? C3 Zn3 O3 121.72(8) . . ? O2 Zn3 O3 99.07(6) . . ? C3 Zn3 N1 121.25(8) . . ? O2 Zn3 N1 89.62(6) . . ? O3 Zn3 N1 93.25(6) . . ? C4 Zn4 O4 119.66(10) . . ? C4 Zn4 N2 118.93(11) . . ? O4 Zn4 N2 103.89(6) . . ? C4 Zn4 N3 116.49(10) . . ? O4 Zn4 N3 88.57(6) . . ? N2 Zn4 N3 104.39(7) . . ? N1 O1 Zn2 112.14(10) . . ? N1 O1 Zn1 109.47(10) . . ? Zn2 O1 Zn1 108.00(6) . . ? N2 O2 Zn3 118.79(11) . . ? N2 O2 Zn2 115.32(11) . . ? Zn3 O2 Zn2 113.69(6) . . ? N3 O3 Zn1 110.79(10) . . ? N3 O3 Zn3 117.95(11) . . ? Zn1 O3 Zn3 105.91(6) . . ? N4 O4 Zn4 116.96(11) . . ? N4 O4 Zn1 110.43(11) . . ? Zn4 O4 Zn1 112.96(7) . . ? O1 N1 C13 105.73(15) . . ? O1 N1 C11 107.79(16) . . ? C13 N1 C11 112.06(17) . . ? O1 N1 Zn3 103.81(10) . . ? C13 N1 Zn3 115.86(13) . . ? C11 N1 Zn3 110.80(13) . . ? O2 N2 C23 105.05(15) . . ? O2 N2 C21 108.13(16) . . ? C23 N2 C21 109.93(17) . . ? O2 N2 Zn4 105.00(11) . . ? C23 N2 Zn4 117.15(14) . . ? C21 N2 Zn4 110.96(13) . . ? O3 N3 C31 106.02(15) . . ? O3 N3 C33 106.81(15) . . ? C31 N3 C33 109.84(17) . . ? O3 N3 Zn4 107.52(11) . . ? C31 N3 Zn4 120.71(13) . . ? C33 N3 Zn4 105.21(13) . . ? O4 N4 C43 107.34(16) . . ? O4 N4 C41 106.23(15) . . ? C43 N4 C41 111.50(17) . . ? O4 N4 Zn2 103.04(11) . . ? C43 N4 Zn2 119.21(14) . . ? C41 N4 Zn2 108.45(14) . . ? N1 C11 C12 115.56(19) . . ? N1 C13 C14 112.97(18) . . ? N2 C21 C22 116.6(2) . . ? N2 C23 C24 112.71(19) . . ? N3 C31 C32 112.44(19) . . ? N3 C33 C34 116.55(19) . . ? N4 C41 C42 112.37(18) . . ? N4 C43 C44 116.1(2) . . ? 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 C2 Zn2 O1 N1 -83.95(15) . . . . ? O2 Zn2 O1 N1 44.86(11) . . . . ? N4 Zn2 O1 N1 150.39(11) . . . . ? C2 Zn2 O1 Zn1 155.35(11) . . . . ? O2 Zn2 O1 Zn1 -75.84(7) . . . . ? N4 Zn2 O1 Zn1 29.69(7) . . . . ? C1 Zn1 O1 N1 98.30(14) . . . . ? O3 Zn1 O1 N1 -35.70(11) . . . . ? O4 Zn1 O1 N1 -128.60(11) . . . . ? C1 Zn1 O1 Zn2 -139.34(10) . . . . ? O3 Zn1 O1 Zn2 86.65(7) . . . . ? O4 Zn1 O1 Zn2 -6.24(7) . . . . ? C3 Zn3 O2 N2 73.89(15) . . . . ? O3 Zn3 O2 N2 -64.54(13) . . . . ? N1 Zn3 O2 N2 -157.77(13) . . . . ? C3 Zn3 O2 Zn2 -145.40(9) . . . . ? O3 Zn3 O2 Zn2 76.17(8) . . . . ? N1 Zn3 O2 Zn2 -17.06(8) . . . . ? C2 Zn2 O2 N2 -89.71(15) . . . . ? O1 Zn2 O2 N2 134.91(12) . . . . ? N4 Zn2 O2 N2 44.26(13) . . . . ? C2 Zn2 O2 Zn3 128.17(11) . . . . ? O1 Zn2 O2 Zn3 -7.21(8) . . . . ? N4 Zn2 O2 Zn3 -97.86(8) . . . . ? C1 Zn1 O3 N3 94.66(15) . . . . ? O4 Zn1 O3 N3 -37.36(12) . . . . ? O1 Zn1 O3 N3 -132.06(11) . . . . ? C1 Zn1 O3 Zn3 -136.31(10) . . . . ? O4 Zn1 O3 Zn3 91.66(7) . . . . ? O1 Zn1 O3 Zn3 -3.04(7) . . . . ? C3 Zn3 O3 N3 -78.69(15) . . . . ? O2 Zn3 O3 N3 60.94(12) . . . . ? N1 Zn3 O3 N3 151.07(12) . . . . ? C3 Zn3 O3 Zn1 156.62(9) . . . . ? O2 Zn3 O3 Zn1 -63.75(7) . . . . ? N1 Zn3 O3 Zn1 26.39(7) . . . . ? C4 Zn4 O4 N4 -89.56(16) . . . . ? N2 Zn4 O4 N4 46.02(13) . . . . ? N3 Zn4 O4 N4 150.50(13) . . . . ? C4 Zn4 O4 Zn1 140.59(12) . . . . ? N2 Zn4 O4 Zn1 -83.84(8) . . . . ? N3 Zn4 O4 Zn1 20.64(8) . . . . ? C1 Zn1 O4 N4 97.01(14) . . . . ? O3 Zn1 O4 N4 -131.60(11) . . . . ? O1 Zn1 O4 N4 -34.72(11) . . . . ? C1 Zn1 O4 Zn4 -129.89(10) . . . . ? O3 Zn1 O4 Zn4 1.50(7) . . . . ? O1 Zn1 O4 Zn4 98.39(7) . . . . ? Zn2 O1 N1 C13 174.76(12) . . . . ? Zn1 O1 N1 C13 -65.39(15) . . . . ? Zn2 O1 N1 C11 54.75(16) . . . . ? Zn1 O1 N1 C11 174.59(12) . . . . ? Zn2 O1 N1 Zn3 -62.83(11) . . . . ? Zn1 O1 N1 Zn3 57.01(11) . . . . ? C3 Zn3 N1 O1 176.67(12) . . . . ? O2 Zn3 N1 O1 46.31(11) . . . . ? O3 Zn3 N1 O1 -52.75(11) . . . . ? C3 Zn3 N1 C13 -67.89(17) . . . . ? O2 Zn3 N1 C13 161.74(15) . . . . ? O3 Zn3 N1 C13 62.68(15) . . . . ? C3 Zn3 N1 C11 61.21(17) . . . . ? O2 Zn3 N1 C11 -69.16(14) . . . . ? O3 Zn3 N1 C11 -168.22(14) . . . . ? Zn3 O2 N2 C23 -167.29(12) . . . . ? Zn2 O2 N2 C23 52.61(17) . . . . ? Zn3 O2 N2 C21 -49.94(18) . . . . ? Zn2 O2 N2 C21 169.96(13) . . . . ? Zn3 O2 N2 Zn4 68.57(12) . . . . ? Zn2 O2 N2 Zn4 -71.52(12) . . . . ? C4 Zn4 N2 O2 170.87(13) . . . . ? O4 Zn4 N2 O2 34.90(12) . . . . ? N3 Zn4 N2 O2 -57.22(12) . . . . ? C4 Zn4 N2 C23 54.80(18) . . . . ? O4 Zn4 N2 C23 -81.18(14) . . . . ? N3 Zn4 N2 C23 -173.29(14) . . . . ? C4 Zn4 N2 C21 -72.54(17) . . . . ? O4 Zn4 N2 C21 151.48(13) . . . . ? N3 Zn4 N2 C21 59.37(14) . . . . ? Zn1 O3 N3 C31 -171.81(12) . . . . ? Zn3 O3 N3 C31 65.95(17) . . . . ? Zn1 O3 N3 C33 -54.71(17) . . . . ? Zn3 O3 N3 C33 -176.95(12) . . . . ? Zn1 O3 N3 Zn4 57.80(12) . . . . ? Zn3 O3 N3 Zn4 -64.44(12) . . . . ? C4 Zn4 N3 O3 -170.17(14) . . . . ? O4 Zn4 N3 O3 -47.45(11) . . . . ? N2 Zn4 N3 O3 56.52(12) . . . . ? C4 Zn4 N3 C31 68.21(18) . . . . ? O4 Zn4 N3 C31 -169.07(15) . . . . ? N2 Zn4 N3 C31 -65.09(15) . . . . ? C4 Zn4 N3 C33 -56.59(17) . . . . ? O4 Zn4 N3 C33 66.13(13) . . . . ? N2 Zn4 N3 C33 170.11(12) . . . . ? Zn4 O4 N4 C43 54.15(18) . . . . ? Zn1 O4 N4 C43 -174.81(12) . . . . ? Zn4 O4 N4 C41 173.54(13) . . . . ? Zn1 O4 N4 C41 -55.42(17) . . . . ? Zn4 O4 N4 Zn2 -72.51(12) . . . . ? Zn1 O4 N4 Zn2 58.53(11) . . . . ? C2 Zn2 N4 O4 170.29(12) . . . . ? O1 Zn2 N4 O4 -54.74(11) . . . . ? O2 Zn2 N4 O4 34.34(12) . . . . ? C2 Zn2 N4 C43 51.60(18) . . . . ? O1 Zn2 N4 C43 -173.42(15) . . . . ? O2 Zn2 N4 C43 -84.35(16) . . . . ? C2 Zn2 N4 C41 -77.39(16) . . . . ? O1 Zn2 N4 C41 57.58(13) . . . . ? O2 Zn2 N4 C41 146.66(13) . . . . ? O1 N1 C11 C12 58.2(2) . . . . ? C13 N1 C11 C12 -57.7(3) . . . . ? Zn3 N1 C11 C12 171.21(18) . . . . ? O1 N1 C13 C14 -175.12(17) . . . . ? C11 N1 C13 C14 -57.9(2) . . . . ? Zn3 N1 C13 C14 70.5(2) . . . . ? O2 N2 C21 C22 -63.3(2) . . . . ? C23 N2 C21 C22 50.8(3) . . . . ? Zn4 N2 C21 C22 -177.97(17) . . . . ? O2 N2 C23 C24 178.80(18) . . . . ? C21 N2 C23 C24 62.7(2) . . . . ? Zn4 N2 C23 C24 -65.2(2) . . . . ? O3 N3 C31 C32 -176.59(18) . . . . ? C33 N3 C31 C32 68.4(2) . . . . ? Zn4 N3 C31 C32 -54.2(2) . . . . ? O3 N3 C33 C34 -59.2(2) . . . . ? C31 N3 C33 C34 55.4(3) . . . . ? Zn4 N3 C33 C34 -173.25(17) . . . . ? O4 N4 C41 C42 -176.92(19) . . . . ? C43 N4 C41 C42 -60.3(3) . . . . ? Zn2 N4 C41 C42 72.9(2) . . . . ? O4 N4 C43 C44 63.6(2) . . . . ? C41 N4 C43 C44 -52.3(3) . . . . ? Zn2 N4 C43 C44 -179.94(17) . . . . ? _diffrn_measured_fraction_theta_max 0.942 _diffrn_reflns_theta_full 27.88 _diffrn_measured_fraction_theta_full 0.942 _refine_diff_density_max 0.320 _refine_diff_density_min -0.514 _refine_diff_density_rms 0.068 # Attachment '- comp_15.CIF' data_fro3138 _database_code_depnum_ccdc_archive 'CCDC 791135' #TrackingRef '- comp_15.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H59 N3 O4 Zn4' _chemical_formula_weight 715.22 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 10.196(1) _cell_length_b 12.391(1) _cell_length_c 13.381(1) _cell_angle_alpha 94.64(1) _cell_angle_beta 93.39(1) _cell_angle_gamma 90.32(1) _cell_volume 1682.0(2) _cell_formula_units_Z 2 _cell_measurement_temperature 198(2) _cell_measurement_reflns_used 5683 _cell_measurement_theta_min 0.41 _cell_measurement_theta_max 27.88 _exptl_crystal_description plate _exptl_crystal_colour 'light yellow' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.412 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 752 _exptl_absorpt_coefficient_mu 2.847 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5998 _exptl_absorpt_correction_T_max 0.8707 _exptl_absorpt_process_details 'SORTAV (Blessing, 1995 & 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 198(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode Nonius FR591' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16576 _diffrn_reflns_av_R_equivalents 0.034 _diffrn_reflns_av_sigmaI/netI 0.0492 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.89 _diffrn_reflns_theta_max 27.88 _reflns_number_total 7783 _reflns_number_gt 6421 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0348P)^2^+1.1672P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'at O4 from difmap, others geom' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7783 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0530 _refine_ls_R_factor_gt 0.0400 _refine_ls_wR_factor_ref 0.0939 _refine_ls_wR_factor_gt 0.0883 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.051 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.03155(3) 0.15332(3) 0.25412(2) 0.03258(9) Uani 1 1 d . . . Zn2 Zn 0.33012(3) 0.21194(3) 0.35874(2) 0.03458(9) Uani 1 1 d . . . Zn3 Zn 0.14824(4) 0.40892(3) 0.26271(3) 0.03814(10) Uani 1 1 d . . . Zn4 Zn 0.27021(3) 0.21640(3) 0.11279(2) 0.03056(9) Uani 1 1 d . . . C101 C -0.1159(3) 0.0846(3) 0.3169(3) 0.0552(9) Uani 1 1 d . . . H101 H -0.1987 0.1099 0.2827 0.066 Uiso 1 1 calc R . . C102 C -0.1211(4) -0.0381(4) 0.3057(5) 0.0903(17) Uani 1 1 d . . . H10A H -0.0409 -0.0667 0.3373 0.135 Uiso 1 1 calc R . . H10B H -0.1280 -0.0632 0.2342 0.135 Uiso 1 1 calc R . . H10C H -0.1977 -0.0637 0.3382 0.135 Uiso 1 1 calc R . . C103 C -0.1198(6) 0.1240(6) 0.4259(4) 0.111(2) Uani 1 1 d . . . H10D H -0.1842 0.0810 0.4576 0.167 Uiso 1 1 calc R . . H10E H -0.1449 0.2003 0.4316 0.167 Uiso 1 1 calc R . . H10F H -0.0327 0.1162 0.4596 0.167 Uiso 1 1 calc R . . C201 C 0.3944(4) 0.2083(3) 0.5019(3) 0.0531(9) Uani 1 1 d . . . H201 H 0.3892 0.1308 0.5174 0.064 Uiso 1 1 calc R . . C202 C 0.3028(5) 0.2702(4) 0.5709(3) 0.0803(14) Uani 1 1 d . . . H20A H 0.3374 0.2690 0.6407 0.120 Uiso 1 1 calc R . . H20B H 0.2154 0.2362 0.5633 0.120 Uiso 1 1 calc R . . H20C H 0.2965 0.3453 0.5533 0.120 Uiso 1 1 calc R . . C203 C 0.5342(5) 0.2447(4) 0.5287(3) 0.0818(14) Uani 1 1 d . . . H20D H 0.5437 0.3213 0.5171 0.123 Uiso 1 1 calc R . . H20E H 0.5934 0.2015 0.4868 0.123 Uiso 1 1 calc R . . H20F H 0.5564 0.2349 0.5996 0.123 Uiso 1 1 calc R . . C301 C 0.0595(5) 0.5395(3) 0.3206(3) 0.0767(14) Uani 1 1 d . . . H301 H -0.0198 0.5051 0.3458 0.092 Uiso 1 1 calc R . . C302 C -0.0049(5) 0.6128(3) 0.2505(4) 0.0830(14) Uani 1 1 d . . . H30A H -0.0487 0.6713 0.2890 0.124 Uiso 1 1 calc R . . H30B H -0.0699 0.5718 0.2055 0.124 Uiso 1 1 calc R . . H30C H 0.0615 0.6437 0.2108 0.124 Uiso 1 1 calc R . . C303 C 0.1175(8) 0.5876(6) 0.4115(5) 0.179(4) Uani 1 1 d . . . H30D H 0.1998 0.6238 0.3986 0.268 Uiso 1 1 calc R . . H30E H 0.1358 0.5317 0.4580 0.268 Uiso 1 1 calc R . . H30F H 0.0573 0.6409 0.4411 0.268 Uiso 1 1 calc R . . C401 C 0.3481(3) 0.1893(3) -0.0195(2) 0.0411(7) Uani 1 1 d . . . H401 H 0.3203 0.1146 -0.0467 0.049 Uiso 1 1 calc R . . C402 C 0.4977(3) 0.1913(3) -0.0117(3) 0.0575(9) Uani 1 1 d . . . H40A H 0.5307 0.1847 -0.0792 0.086 Uiso 1 1 calc R . . H40B H 0.5298 0.1307 0.0254 0.086 Uiso 1 1 calc R . . H40C H 0.5290 0.2597 0.0239 0.086 Uiso 1 1 calc R . . C403 C 0.2972(4) 0.2663(4) -0.0961(3) 0.0664(11) Uani 1 1 d . . . H40D H 0.3199 0.3411 -0.0712 0.100 Uiso 1 1 calc R . . H40E H 0.2016 0.2587 -0.1062 0.100 Uiso 1 1 calc R . . H40F H 0.3375 0.2488 -0.1600 0.100 Uiso 1 1 calc R . . O1 O 0.19610(17) 0.09546(14) 0.19222(13) 0.0286(4) Uani 1 1 d . . . N1 N 0.2969(2) 0.06736(17) 0.26745(17) 0.0297(5) Uani 1 1 d . . . C11 C 0.4112(3) 0.0316(3) 0.2114(2) 0.0396(7) Uani 1 1 d . . . H11A H 0.4423 0.0924 0.1751 0.048 Uiso 1 1 calc R . . H11B H 0.3833 -0.0280 0.1608 0.048 Uiso 1 1 calc R . . C12 C 0.5244(3) -0.0068(3) 0.2780(3) 0.0576(9) Uani 1 1 d . . . H12A H 0.5436 0.0473 0.3346 0.086 Uiso 1 1 calc R . . H12B H 0.6024 -0.0167 0.2389 0.086 Uiso 1 1 calc R . . H12C H 0.5004 -0.0758 0.3034 0.086 Uiso 1 1 calc R . . C13 C 0.2434(3) -0.0193(2) 0.3237(2) 0.0380(7) Uani 1 1 d . . . H13A H 0.1636 0.0084 0.3554 0.046 Uiso 1 1 calc R . . H13B H 0.3087 -0.0342 0.3784 0.046 Uiso 1 1 calc R . . C14 C 0.2083(4) -0.1251(3) 0.2636(3) 0.0552(9) Uani 1 1 d . . . H14A H 0.1457 -0.1117 0.2076 0.083 Uiso 1 1 calc R . . H14B H 0.1685 -0.1747 0.3070 0.083 Uiso 1 1 calc R . . H14C H 0.2880 -0.1576 0.2372 0.083 Uiso 1 1 calc R . . O2 O 0.37894(19) 0.28662(15) 0.23654(15) 0.0344(4) Uani 1 1 d . . . N2 N 0.3546(3) 0.40290(19) 0.24839(19) 0.0395(6) Uani 1 1 d . . . C21 C 0.3947(4) 0.4470(3) 0.1555(3) 0.0491(8) Uani 1 1 d . . . H21A H 0.3389 0.4143 0.0977 0.059 Uiso 1 1 calc R . . H21B H 0.4869 0.4267 0.1445 0.059 Uiso 1 1 calc R . . C22 C 0.3832(4) 0.5690(3) 0.1598(3) 0.0684(12) Uani 1 1 d . . . H22A H 0.2955 0.5901 0.1799 0.103 Uiso 1 1 calc R . . H22B H 0.3970 0.5937 0.0934 0.103 Uiso 1 1 calc R . . H22C H 0.4497 0.6022 0.2089 0.103 Uiso 1 1 calc R . . C23 C 0.4378(3) 0.4463(3) 0.3374(3) 0.0503(8) Uani 1 1 d . . . H23A H 0.4098 0.4115 0.3968 0.060 Uiso 1 1 calc R . . H23B H 0.4212 0.5248 0.3489 0.060 Uiso 1 1 calc R . . C24 C 0.5845(4) 0.4303(3) 0.3306(3) 0.0684(11) Uani 1 1 d . . . H24A H 0.6022 0.3534 0.3146 0.103 Uiso 1 1 calc R . . H24B H 0.6300 0.4548 0.3950 0.103 Uiso 1 1 calc R . . H24C H 0.6160 0.4724 0.2777 0.103 Uiso 1 1 calc R . . O3 O 0.11091(18) 0.31617(15) 0.13069(14) 0.0322(4) Uani 1 1 d . . . N3 N -0.0063(2) 0.24877(18) 0.13217(17) 0.0314(5) Uani 1 1 d . . . C31 C -0.0187(3) 0.1840(2) 0.0335(2) 0.0395(7) Uani 1 1 d . . . H31A H 0.0626 0.1420 0.0239 0.047 Uiso 1 1 calc R . . H31B H -0.0284 0.2336 -0.0208 0.047 Uiso 1 1 calc R . . C32 C -0.1353(3) 0.1071(3) 0.0259(3) 0.0548(9) Uani 1 1 d . . . H32A H -0.1328 0.0650 0.0850 0.082 Uiso 1 1 calc R . . H32B H -0.1319 0.0578 -0.0349 0.082 Uiso 1 1 calc R . . H32C H -0.2168 0.1485 0.0228 0.082 Uiso 1 1 calc R . . C33 C -0.1196(3) 0.3215(3) 0.1468(2) 0.0436(7) Uani 1 1 d . . . H33A H -0.1033 0.3658 0.2114 0.052 Uiso 1 1 calc R . . H33B H -0.1986 0.2763 0.1529 0.052 Uiso 1 1 calc R . . C34 C -0.1493(4) 0.3965(3) 0.0658(3) 0.0662(11) Uani 1 1 d . . . H34A H -0.0692 0.4359 0.0532 0.099 Uiso 1 1 calc R . . H34B H -0.2165 0.4481 0.0872 0.099 Uiso 1 1 calc R . . H34C H -0.1816 0.3543 0.0040 0.099 Uiso 1 1 calc R . . O4 O 0.1407(2) 0.27193(16) 0.34119(16) 0.0355(4) Uani 1 1 d . . . H4 H 0.112(4) 0.282(3) 0.393(3) 0.053(12) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.02896(17) 0.03439(17) 0.03476(18) 0.00561(13) 0.00138(13) -0.00144(13) Zn2 0.04028(19) 0.03009(17) 0.03186(18) 0.00119(13) -0.00856(14) -0.00226(13) Zn3 0.0456(2) 0.02678(17) 0.0404(2) -0.00214(13) -0.00467(15) 0.00298(14) Zn4 0.03058(17) 0.03182(17) 0.02921(17) 0.00237(12) 0.00174(12) -0.00226(12) C101 0.0350(17) 0.067(2) 0.068(2) 0.0267(19) 0.0107(16) -0.0039(15) C102 0.047(2) 0.072(3) 0.159(5) 0.055(3) -0.002(3) -0.014(2) C103 0.099(4) 0.165(6) 0.078(4) 0.026(4) 0.052(3) -0.002(4) C201 0.076(2) 0.0422(18) 0.0388(18) 0.0057(14) -0.0198(17) -0.0074(16) C202 0.126(4) 0.080(3) 0.033(2) 0.0006(19) -0.001(2) -0.004(3) C203 0.090(3) 0.081(3) 0.069(3) 0.011(2) -0.046(3) -0.012(2) C301 0.114(4) 0.049(2) 0.063(3) -0.0127(19) -0.010(2) 0.035(2) C302 0.090(3) 0.046(2) 0.109(4) -0.003(2) -0.012(3) 0.025(2) C303 0.231(9) 0.146(6) 0.132(6) -0.095(5) -0.078(6) 0.106(6) C401 0.0459(17) 0.0414(16) 0.0365(16) 0.0011(13) 0.0092(13) -0.0028(13) C402 0.053(2) 0.061(2) 0.062(2) 0.0112(18) 0.0282(18) 0.0098(17) C403 0.073(3) 0.090(3) 0.039(2) 0.020(2) 0.0104(18) -0.001(2) O1 0.0279(9) 0.0273(9) 0.0298(10) 0.0025(7) -0.0039(7) -0.0012(7) N1 0.0282(11) 0.0266(11) 0.0336(12) 0.0022(9) -0.0037(9) 0.0001(9) C11 0.0306(15) 0.0408(16) 0.0474(18) 0.0028(13) 0.0029(13) 0.0051(12) C12 0.0384(18) 0.059(2) 0.076(3) 0.0155(19) -0.0039(17) 0.0091(16) C13 0.0420(16) 0.0309(14) 0.0419(17) 0.0104(12) -0.0020(13) -0.0022(12) C14 0.065(2) 0.0310(16) 0.069(2) 0.0092(16) -0.0039(18) -0.0089(15) O2 0.0378(11) 0.0258(9) 0.0386(11) 0.0024(8) -0.0061(8) -0.0068(8) N2 0.0486(15) 0.0280(12) 0.0405(14) 0.0034(10) -0.0098(11) -0.0086(10) C21 0.058(2) 0.0404(17) 0.0495(19) 0.0140(15) -0.0061(16) -0.0163(15) C22 0.086(3) 0.0402(19) 0.079(3) 0.0222(19) -0.015(2) -0.0199(19) C23 0.061(2) 0.0324(16) 0.055(2) -0.0006(14) -0.0159(16) -0.0134(14) C24 0.057(2) 0.063(2) 0.081(3) 0.004(2) -0.023(2) -0.0210(19) O3 0.0331(10) 0.0298(10) 0.0335(10) 0.0019(8) -0.0007(8) -0.0014(8) N3 0.0269(11) 0.0309(11) 0.0354(13) 0.0006(9) -0.0040(9) 0.0009(9) C31 0.0393(16) 0.0432(17) 0.0344(16) -0.0016(13) -0.0060(12) 0.0013(13) C32 0.0410(18) 0.061(2) 0.058(2) -0.0107(17) -0.0105(16) -0.0104(16) C33 0.0374(16) 0.0445(17) 0.0477(19) -0.0006(14) -0.0022(14) 0.0103(13) C34 0.069(3) 0.062(2) 0.068(3) 0.013(2) -0.011(2) 0.026(2) O4 0.0429(12) 0.0341(11) 0.0288(11) -0.0003(8) 0.0004(9) 0.0012(9) _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 C101 1.986(3) . ? Zn1 O1 2.0240(18) . ? Zn1 O4 2.075(2) . ? Zn1 N3 2.110(2) . ? Zn2 C201 1.992(3) . ? Zn2 O2 2.028(2) . ? Zn2 O4 2.080(2) . ? Zn2 N1 2.099(2) . ? Zn3 C301 1.984(4) . ? Zn3 O3 2.0428(19) . ? Zn3 O4 2.070(2) . ? Zn3 N2 2.125(3) . ? Zn4 C401 1.988(3) . ? Zn4 O3 2.0602(19) . ? Zn4 O2 2.0657(19) . ? Zn4 O1 2.0702(18) . ? C101 C103 1.502(6) . ? C101 C102 1.516(6) . ? C201 C203 1.507(5) . ? C201 C202 1.520(6) . ? C301 C303 1.406(7) . ? C301 C302 1.485(6) . ? C401 C402 1.523(5) . ? C401 C403 1.527(5) . ? O1 N1 1.459(3) . ? N1 C11 1.473(4) . ? N1 C13 1.480(3) . ? C11 C12 1.518(4) . ? C13 C14 1.511(4) . ? O2 N2 1.461(3) . ? N2 C21 1.476(4) . ? N2 C23 1.483(4) . ? C21 C22 1.514(5) . ? C23 C24 1.517(5) . ? O3 N3 1.456(3) . ? N3 C33 1.482(4) . ? N3 C31 1.487(4) . ? C31 C32 1.514(4) . ? C33 C34 1.503(5) . ? 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 C101 Zn1 O1 133.60(12) . . ? C101 Zn1 O4 117.45(14) . . ? O1 Zn1 O4 90.76(8) . . ? C101 Zn1 N3 120.22(12) . . ? O1 Zn1 N3 90.38(8) . . ? O4 Zn1 N3 94.98(8) . . ? C201 Zn2 O2 137.83(12) . . ? C201 Zn2 O4 113.32(13) . . ? O2 Zn2 O4 89.26(8) . . ? C201 Zn2 N1 120.39(12) . . ? O2 Zn2 N1 89.52(8) . . ? O4 Zn2 N1 96.76(8) . . ? C301 Zn3 O3 131.03(13) . . ? C301 Zn3 O4 116.66(16) . . ? O3 Zn3 O4 90.12(8) . . ? C301 Zn3 N2 122.58(17) . . ? O3 Zn3 N2 92.33(9) . . ? O4 Zn3 N2 94.79(9) . . ? C401 Zn4 O3 121.43(11) . . ? C401 Zn4 O2 121.36(11) . . ? O3 Zn4 O2 94.95(8) . . ? C401 Zn4 O1 123.78(11) . . ? O3 Zn4 O1 94.62(7) . . ? O2 Zn4 O1 93.20(7) . . ? C103 C101 C102 109.7(4) . . ? C103 C101 Zn1 111.1(3) . . ? C102 C101 Zn1 115.9(3) . . ? C203 C201 C202 109.7(3) . . ? C203 C201 Zn2 116.8(3) . . ? C202 C201 Zn2 110.8(3) . . ? C303 C301 C302 117.1(4) . . ? C303 C301 Zn3 115.7(4) . . ? C302 C301 Zn3 118.2(3) . . ? C402 C401 C403 110.0(3) . . ? C402 C401 Zn4 113.0(2) . . ? C403 C401 Zn4 112.9(2) . . ? N1 O1 Zn1 112.56(14) . . ? N1 O1 Zn4 108.41(13) . . ? Zn1 O1 Zn4 107.27(8) . . ? O1 N1 C11 106.0(2) . . ? O1 N1 C13 108.09(19) . . ? C11 N1 C13 112.5(2) . . ? O1 N1 Zn2 103.95(13) . . ? C11 N1 Zn2 113.67(17) . . ? C13 N1 Zn2 111.93(18) . . ? N1 C11 C12 113.4(3) . . ? N1 C13 C14 116.3(3) . . ? N2 O2 Zn2 111.75(15) . . ? N2 O2 Zn4 110.21(14) . . ? Zn2 O2 Zn4 108.21(8) . . ? O2 N2 C21 106.2(2) . . ? O2 N2 C23 106.4(2) . . ? C21 N2 C23 111.7(3) . . ? O2 N2 Zn3 102.59(15) . . ? C21 N2 Zn3 112.7(2) . . ? C23 N2 Zn3 116.1(2) . . ? N2 C21 C22 112.1(3) . . ? N2 C23 C24 115.6(3) . . ? N3 O3 Zn3 112.30(14) . . ? N3 O3 Zn4 108.40(13) . . ? Zn3 O3 Zn4 106.55(8) . . ? O3 N3 C33 107.8(2) . . ? O3 N3 C31 106.3(2) . . ? C33 N3 C31 111.9(2) . . ? O3 N3 Zn1 104.71(13) . . ? C33 N3 Zn1 112.44(19) . . ? C31 N3 Zn1 113.10(17) . . ? N3 C31 C32 112.0(3) . . ? N3 C33 C34 116.0(3) . . ? Zn3 O4 Zn1 108.65(9) . . ? Zn3 O4 Zn2 108.34(10) . . ? Zn1 O4 Zn2 106.32(9) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Zn1 C101 C103 116.1(3) . . . . ? O4 Zn1 C101 C103 -4.9(4) . . . . ? N3 Zn1 C101 C103 -119.5(3) . . . . ? O1 Zn1 C101 C102 -10.1(4) . . . . ? O4 Zn1 C101 C102 -131.1(3) . . . . ? N3 Zn1 C101 C102 114.4(3) . . . . ? O2 Zn2 C201 C203 -20.5(4) . . . . ? O4 Zn2 C201 C203 -137.5(3) . . . . ? N1 Zn2 C201 C203 108.8(3) . . . . ? O2 Zn2 C201 C202 106.1(3) . . . . ? O4 Zn2 C201 C202 -10.9(3) . . . . ? N1 Zn2 C201 C202 -124.6(3) . . . . ? O3 Zn3 C301 C303 -175.9(5) . . . . ? O4 Zn3 C301 C303 68.0(6) . . . . ? N2 Zn3 C301 C303 -47.6(6) . . . . ? O3 Zn3 C301 C302 -29.5(5) . . . . ? O4 Zn3 C301 C302 -145.6(4) . . . . ? N2 Zn3 C301 C302 98.8(4) . . . . ? O3 Zn4 C401 C402 137.5(2) . . . . ? O2 Zn4 C401 C402 18.1(3) . . . . ? O1 Zn4 C401 C402 -101.0(2) . . . . ? O3 Zn4 C401 C403 11.9(3) . . . . ? O2 Zn4 C401 C403 -107.5(3) . . . . ? O1 Zn4 C401 C403 133.4(2) . . . . ? C101 Zn1 O1 N1 -75.1(2) . . . . ? O4 Zn1 O1 N1 55.34(14) . . . . ? N3 Zn1 O1 N1 150.32(14) . . . . ? C101 Zn1 O1 Zn4 165.70(16) . . . . ? O4 Zn1 O1 Zn4 -63.83(9) . . . . ? N3 Zn1 O1 Zn4 31.15(9) . . . . ? C401 Zn4 O1 N1 97.49(17) . . . . ? O3 Zn4 O1 N1 -129.39(14) . . . . ? O2 Zn4 O1 N1 -34.16(14) . . . . ? C401 Zn4 O1 Zn1 -140.71(12) . . . . ? O3 Zn4 O1 Zn1 -7.59(9) . . . . ? O2 Zn4 O1 Zn1 87.64(9) . . . . ? Zn1 O1 N1 C11 -177.54(16) . . . . ? Zn4 O1 N1 C11 -59.0(2) . . . . ? Zn1 O1 N1 C13 61.7(2) . . . . ? Zn4 O1 N1 C13 -179.85(17) . . . . ? Zn1 O1 N1 Zn2 -57.42(14) . . . . ? Zn4 O1 N1 Zn2 61.08(14) . . . . ? C201 Zn2 N1 O1 152.94(17) . . . . ? O2 Zn2 N1 O1 -58.37(14) . . . . ? O4 Zn2 N1 O1 30.83(15) . . . . ? C201 Zn2 N1 C11 -92.3(2) . . . . ? O2 Zn2 N1 C11 56.44(18) . . . . ? O4 Zn2 N1 C11 145.64(18) . . . . ? C201 Zn2 N1 C13 36.5(2) . . . . ? O2 Zn2 N1 C13 -174.79(18) . . . . ? O4 Zn2 N1 C13 -85.59(18) . . . . ? O1 N1 C11 C12 -177.0(2) . . . . ? C13 N1 C11 C12 -59.0(3) . . . . ? Zn2 N1 C11 C12 69.5(3) . . . . ? O1 N1 C13 C14 62.7(3) . . . . ? C11 N1 C13 C14 -54.0(3) . . . . ? Zn2 N1 C13 C14 176.5(2) . . . . ? C201 Zn2 O2 N2 -68.4(2) . . . . ? O4 Zn2 O2 N2 56.74(15) . . . . ? N1 Zn2 O2 N2 153.51(15) . . . . ? C201 Zn2 O2 Zn4 170.10(17) . . . . ? O4 Zn2 O2 Zn4 -64.78(10) . . . . ? N1 Zn2 O2 Zn4 31.99(10) . . . . ? C401 Zn4 O2 N2 96.64(19) . . . . ? O3 Zn4 O2 N2 -35.10(16) . . . . ? O1 Zn4 O2 N2 -130.03(16) . . . . ? C401 Zn4 O2 Zn2 -140.90(12) . . . . ? O3 Zn4 O2 Zn2 87.36(9) . . . . ? O1 Zn4 O2 Zn2 -7.57(9) . . . . ? Zn2 O2 N2 C21 179.62(18) . . . . ? Zn4 O2 N2 C21 -60.0(2) . . . . ? Zn2 O2 N2 C23 60.5(2) . . . . ? Zn4 O2 N2 C23 -179.1(2) . . . . ? Zn2 O2 N2 Zn3 -61.86(14) . . . . ? Zn4 O2 N2 Zn3 58.49(16) . . . . ? C301 Zn3 N2 O2 161.29(19) . . . . ? O3 Zn3 N2 O2 -55.03(15) . . . . ? O4 Zn3 N2 O2 35.28(15) . . . . ? C301 Zn3 N2 C21 -84.9(3) . . . . ? O3 Zn3 N2 C21 58.8(2) . . . . ? O4 Zn3 N2 C21 149.1(2) . . . . ? C301 Zn3 N2 C23 45.8(3) . . . . ? O3 Zn3 N2 C23 -170.6(2) . . . . ? O4 Zn3 N2 C23 -80.3(2) . . . . ? O2 N2 C21 C22 -176.3(3) . . . . ? C23 N2 C21 C22 -60.7(4) . . . . ? Zn3 N2 C21 C22 72.2(3) . . . . ? O2 N2 C23 C24 60.1(3) . . . . ? C21 N2 C23 C24 -55.3(4) . . . . ? Zn3 N2 C23 C24 173.5(2) . . . . ? C301 Zn3 O3 N3 -73.4(3) . . . . ? O4 Zn3 O3 N3 53.26(15) . . . . ? N2 Zn3 O3 N3 148.05(15) . . . . ? C301 Zn3 O3 Zn4 168.1(2) . . . . ? O4 Zn3 O3 Zn4 -65.28(9) . . . . ? N2 Zn3 O3 Zn4 29.52(10) . . . . ? C401 Zn4 O3 N3 101.60(17) . . . . ? O2 Zn4 O3 N3 -126.71(14) . . . . ? O1 Zn4 O3 N3 -33.09(15) . . . . ? C401 Zn4 O3 Zn3 -137.34(12) . . . . ? O2 Zn4 O3 Zn3 -5.65(9) . . . . ? O1 Zn4 O3 Zn3 87.97(9) . . . . ? Zn3 O3 N3 C33 61.6(2) . . . . ? Zn4 O3 N3 C33 179.03(17) . . . . ? Zn3 O3 N3 C31 -178.30(16) . . . . ? Zn4 O3 N3 C31 -60.9(2) . . . . ? Zn3 O3 N3 Zn1 -58.33(15) . . . . ? Zn4 O3 N3 Zn1 59.11(14) . . . . ? C101 Zn1 N3 O3 159.37(18) . . . . ? O1 Zn1 N3 O3 -57.31(14) . . . . ? O4 Zn1 N3 O3 33.48(15) . . . . ? C101 Zn1 N3 C33 42.6(2) . . . . ? O1 Zn1 N3 C33 -174.08(19) . . . . ? O4 Zn1 N3 C33 -83.28(19) . . . . ? C101 Zn1 N3 C31 -85.3(2) . . . . ? O1 Zn1 N3 C31 58.03(18) . . . . ? O4 Zn1 N3 C31 148.82(18) . . . . ? O3 N3 C31 C32 178.2(2) . . . . ? C33 N3 C31 C32 -64.3(3) . . . . ? Zn1 N3 C31 C32 63.9(3) . . . . ? O3 N3 C33 C34 62.2(3) . . . . ? C31 N3 C33 C34 -54.4(4) . . . . ? Zn1 N3 C33 C34 177.1(2) . . . . ? C301 Zn3 O4 Zn1 114.53(18) . . . . ? O3 Zn3 O4 Zn1 -22.84(10) . . . . ? N2 Zn3 O4 Zn1 -115.18(11) . . . . ? C301 Zn3 O4 Zn2 -130.37(17) . . . . ? O3 Zn3 O4 Zn2 92.26(10) . . . . ? N2 Zn3 O4 Zn2 -0.08(11) . . . . ? C101 Zn1 O4 Zn3 -127.57(14) . . . . ? O1 Zn1 O4 Zn3 90.80(10) . . . . ? N3 Zn1 O4 Zn3 0.36(11) . . . . ? C101 Zn1 O4 Zn2 116.03(14) . . . . ? O1 Zn1 O4 Zn2 -25.61(10) . . . . ? N3 Zn1 O4 Zn2 -116.05(10) . . . . ? C201 Zn2 O4 Zn3 119.43(13) . . . . ? O2 Zn2 O4 Zn3 -23.85(10) . . . . ? N1 Zn2 O4 Zn3 -113.28(10) . . . . ? C201 Zn2 O4 Zn1 -123.95(13) . . . . ? O2 Zn2 O4 Zn1 92.77(10) . . . . ? N1 Zn2 O4 Zn1 3.34(11) . . . . ? _diffrn_measured_fraction_theta_max 0.969 _diffrn_reflns_theta_full 27.88 _diffrn_measured_fraction_theta_full 0.969 _refine_diff_density_max 0.657 _refine_diff_density_min -0.751 _refine_diff_density_rms 0.075 # Attachment '- comp_16.cif' data_sad _database_code_depnum_ccdc_archive 'CCDC 791136' #TrackingRef '- comp_16.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H45 N3 O4 Zn4' _chemical_formula_weight 617.04 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 rhombohedral _symmetry_space_group_name_H-M R3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' _cell_length_a 11.462(2) _cell_length_b 11.462(2) _cell_length_c 17.651(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 2008.4(7) _cell_formula_units_Z 3 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 900 _cell_measurement_theta_min 1 _cell_measurement_theta_max 22.5 _exptl_crystal_description 'transparent prism' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.29 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.531 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 960 _exptl_absorpt_coefficient_mu 3.563 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3161 _exptl_absorpt_correction_T_max 0.4247 _exptl_absorpt_process_details ; Corrections were done with the SADABS program, utilizing the none merged raw data obtained from the integration process. Integration and final cell refinement were done with SAINT. SADABS reports ratio of Tmin/Tmax = 0.605565 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'Omega and Phi scans' _diffrn_detector_area_resol_mean 80 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7628 _diffrn_reflns_av_R_equivalents 0.0494 _diffrn_reflns_av_sigmaI/netI 0.0509 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.35 _diffrn_reflns_theta_max 30.01 _reflns_number_total 2589 _reflns_number_gt 2447 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker AXS, 2000)' _computing_cell_refinement 'SAINT (Bruker AXS, 2000)' _computing_data_reduction 'SAINT,SADABS (Bruker AXS, 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; ORTEP3,L.J. Farrugia, J. Appl. Cryst. (1997) 30, 565 ; _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0265P)^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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.165(16) _refine_ls_number_reflns 2589 _refine_ls_number_parameters 91 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0323 _refine_ls_R_factor_gt 0.0304 _refine_ls_wR_factor_ref 0.0662 _refine_ls_wR_factor_gt 0.0657 _refine_ls_goodness_of_fit_ref 0.987 _refine_ls_restrained_S_all 0.987 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 1.0000 0.0000 0.13887(3) 0.01621(11) Uani 1 3 d S . . Zn2 Zn 0.98218(3) 0.15883(3) 0.288373(18) 0.02341(9) Uani 1 1 d . . . N1 N 0.8070(2) 0.0382(2) 0.22609(13) 0.0195(4) Uani 1 1 d . . . O1 O 1.10213(18) 0.17531(19) 0.20131(10) 0.0192(4) Uani 1 1 d . . . O2 O 1.0000 0.0000 0.33360(18) 0.0243(7) Uani 1 3 d S . . C1 C 0.7875(3) 0.0969(3) 0.15621(17) 0.0270(6) Uani 1 1 d . . . H1A H 0.7074 0.0270 0.1290 0.032 Uiso 1 1 calc R . . H1B H 0.8667 0.1257 0.1228 0.032 Uiso 1 1 calc R . . C2 C 0.7688(4) 0.2168(4) 0.1720(2) 0.0412(8) Uani 1 1 d . . . H2A H 0.6821 0.1859 0.1972 0.062 Uiso 1 1 calc R . . H2B H 0.7705 0.2609 0.1241 0.062 Uiso 1 1 calc R . . H2C H 0.8418 0.2809 0.2048 0.062 Uiso 1 1 calc R . . C3 C 0.9971(4) 0.2957(4) 0.3616(2) 0.0444(9) Uani 1 1 d . . . H3A H 1.0772 0.3244 0.3932 0.067 Uiso 1 1 calc R . . H3B H 0.9167 0.2571 0.3938 0.067 Uiso 1 1 calc R . . H3C H 1.0047 0.3736 0.3342 0.067 Uiso 1 1 calc R . . C4 C 1.0000 0.0000 0.0278(3) 0.0269(10) Uani 1 3 d S . . H4A H 0.9740 0.0644 0.0092 0.040 Uiso 0.33 1 calc PR . . H4B H 0.9356 -0.0904 0.0092 0.040 Uiso 0.33 1 calc PR . . H4C H 1.0904 0.0260 0.0092 0.040 Uiso 0.33 1 calc PR . . C5 C 0.6883(3) -0.0153(3) 0.27644(16) 0.0266(6) Uani 1 1 d . . . H5A H 0.6775 0.0610 0.2935 0.032 Uiso 1 1 calc R . . H5B H 0.7071 -0.0539 0.3219 0.032 Uiso 1 1 calc R . . C6 C 0.5559(3) -0.1217(4) 0.2427(2) 0.0441(9) Uani 1 1 d . . . H6A H 0.5266 -0.0806 0.2040 0.066 Uiso 1 1 calc R . . H6B H 0.4876 -0.1604 0.2827 0.066 Uiso 1 1 calc R . . H6C H 0.5677 -0.1929 0.2196 0.066 Uiso 1 1 calc R . . C7 C 1.0000 0.0000 0.4151(3) 0.0533(19) Uani 1 3 d S . . H7A H 0.9222 0.0053 0.4336 0.080 Uiso 0.33 1 calc PR . . H7B H 1.0831 0.0778 0.4336 0.080 Uiso 0.33 1 calc PR . . H7C H 0.9947 -0.0831 0.4336 0.080 Uiso 0.33 1 calc PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.01762(16) 0.01762(16) 0.0134(2) 0.000 0.000 0.00881(8) Zn2 0.02369(17) 0.02431(17) 0.02351(15) -0.00812(13) -0.00161(13) 0.01294(14) N1 0.0195(11) 0.0213(12) 0.0202(11) 0.0002(9) 0.0034(9) 0.0120(9) O1 0.0173(9) 0.0193(9) 0.0206(10) -0.0029(7) -0.0039(7) 0.0087(8) O2 0.0303(11) 0.0303(11) 0.0123(15) 0.000 0.000 0.0151(6) C1 0.0305(16) 0.0353(17) 0.0234(14) 0.0059(12) 0.0035(12) 0.0224(14) C2 0.051(2) 0.051(2) 0.044(2) 0.0128(17) 0.0116(16) 0.0424(19) C3 0.045(2) 0.043(2) 0.047(2) -0.0211(17) -0.0012(17) 0.0235(17) C4 0.0320(16) 0.0320(16) 0.017(2) 0.000 0.000 0.0160(8) C5 0.0243(14) 0.0323(16) 0.0243(15) 0.0023(12) 0.0098(11) 0.0150(13) C6 0.0238(17) 0.046(2) 0.056(2) -0.0026(17) 0.0059(15) 0.0127(16) C7 0.072(3) 0.072(3) 0.017(3) 0.000 0.000 0.0358(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 C4 1.961(5) . ? Zn1 O1 2.0665(19) . ? Zn1 O1 2.0665(19) 2_645 ? Zn1 O1 2.0665(19) 3_765 ? Zn2 C3 1.974(3) . ? Zn2 O1 2.0070(19) . ? Zn2 O2 2.0893(13) . ? Zn2 N1 2.092(2) . ? N1 O1 1.456(3) 2_645 ? N1 C1 1.475(4) . ? N1 C5 1.477(3) . ? O1 N1 1.456(3) 3_765 ? O2 C7 1.439(6) . ? O2 Zn2 2.0893(13) 2_645 ? O2 Zn2 2.0893(13) 3_765 ? C1 C2 1.519(4) . ? C5 C6 1.515(5) . ? 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 C4 Zn1 O1 122.23(5) . . ? C4 Zn1 O1 122.23(5) . 2_645 ? O1 Zn1 O1 94.21(7) . 2_645 ? C4 Zn1 O1 122.23(5) . 3_765 ? O1 Zn1 O1 94.21(7) . 3_765 ? O1 Zn1 O1 94.21(7) 2_645 3_765 ? C3 Zn2 O1 130.09(13) . . ? C3 Zn2 O2 115.79(15) . . ? O1 Zn2 O2 90.79(9) . . ? C3 Zn2 N1 122.87(13) . . ? O1 Zn2 N1 92.62(8) . . ? O2 Zn2 N1 96.00(8) . . ? O1 N1 C1 105.5(2) 2_645 . ? O1 N1 C5 108.6(2) 2_645 . ? C1 N1 C5 112.0(2) . . ? O1 N1 Zn2 103.24(14) 2_645 . ? C1 N1 Zn2 116.90(19) . . ? C5 N1 Zn2 109.79(17) . . ? N1 O1 Zn2 112.54(14) 3_765 . ? N1 O1 Zn1 109.73(15) 3_765 . ? Zn2 O1 Zn1 106.77(8) . . ? C7 O2 Zn2 112.46(8) . 2_645 ? C7 O2 Zn2 112.46(8) . . ? Zn2 O2 Zn2 106.32(9) 2_645 . ? C7 O2 Zn2 112.46(8) . 3_765 ? Zn2 O2 Zn2 106.32(9) 2_645 3_765 ? Zn2 O2 Zn2 106.32(9) . 3_765 ? N1 C1 C2 112.4(3) . . ? N1 C5 C6 116.2(3) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 30.01 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.276 _refine_diff_density_min -0.432 _refine_diff_density_rms 0.059