Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2002 data_Zn2L _database_code_CSD 176430 _journal_coden_Cambridge 186 loop_ _publ_author_name 'Tang, Wen-Xia' 'Li, Shu-An' 'Li, Dong-Feng' 'Xia, Jiang' 'Yang, De-Xi' 'Yu, Kai-Bei' _publ_requested_journal 'Dalton Transactions' _publ_contact_author_name 'Prof. Wen-xia Tang' _publ_contact_author_address ; Coordination Chemistry Institute, Nanjing University Nanjing 210093 CHINA ; _publ_contact_author_email ' wxtang@netra.nju.edu.cn' _publ_contact_author_fax ' 86-25-3314502' _publ_contact_author_phone ' 86-25-3595706' _publ_section_title ; Synthesis and Properties of a Dizinc Complex of a Novel Macrocycle Ligand with Two Alcohol-Pendants: A Model for Alkaline Phosphatase ; ############################################################ _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H48 Br2 N6 O4 Zn2' _chemical_formula_weight 823.28 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' 'Br' 'Br' -0.2901 2.4595 '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 18.149(2) _cell_length_b 8.3650(10) _cell_length_c 21.169(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3213.8(7) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 26 _cell_measurement_theta_min 2.96 _cell_measurement_theta_max 16.48 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.702 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1680 _exptl_absorpt_coefficient_mu 4.023 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.3178 _exptl_absorpt_correction_T_max 0.5037 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 3.55 _diffrn_reflns_number 3520 _diffrn_reflns_av_R_equivalents 0.0357 _diffrn_reflns_av_sigmaI/netI 0.0696 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 1 _diffrn_reflns_theta_min 2.24 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2814 _reflns_number_gt 1797 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _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^)+(0.0354P)^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 constra _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00217(15) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2814 _refine_ls_number_parameters 191 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0686 _refine_ls_R_factor_gt 0.0349 _refine_ls_wR_factor_ref 0.0745 _refine_ls_wR_factor_gt 0.0685 _refine_ls_goodness_of_fit_ref 0.848 _refine_ls_restrained_S_all 0.848 _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 0.46945(3) 0.03376(6) 0.56621(2) 0.02443(15) Uani 1 1 d . . . Br Br 0.15802(3) 0.23008(6) 0.67475(3) 0.05098(19) Uani 1 1 d . . . O1 O 0.53103(14) 0.1386(3) 0.49762(12) 0.0280(7) Uani 1 1 d . . . O2W O 0.32243(18) 0.0921(4) 0.73059(16) 0.0600(10) Uani 1 1 d . . . N1 N 0.50154(18) 0.2600(4) 0.61454(15) 0.0288(9) Uani 1 1 d . . . N2 N 0.50513(18) -0.0717(4) 0.65194(15) 0.0280(9) Uani 1 1 d . . . H2 H 0.4642 -0.1197 0.6679 0.034 Uiso 1 1 calc R . . N3 N 0.36281(18) 0.1199(5) 0.58646(16) 0.0325(9) Uani 1 1 d . . . H3 H 0.3534 0.0825 0.6260 0.039 Uiso 1 1 calc R . . C1 C 0.5511(2) 0.2079(5) 0.6658(2) 0.0327(11) Uani 1 1 d . . . H1A H 0.5556 0.2928 0.6967 0.039 Uiso 1 1 calc R . . H1B H 0.5997 0.1870 0.6486 0.039 Uiso 1 1 calc R . . C2 C 0.5224(3) 0.0581(5) 0.69790(19) 0.0371(12) Uani 1 1 d . . . H2A H 0.5591 0.0198 0.7276 0.045 Uiso 1 1 calc R . . H2B H 0.4783 0.0843 0.7215 0.045 Uiso 1 1 calc R . . C3 C 0.5388(2) 0.3597(5) 0.5675(2) 0.0339(11) Uani 1 1 d . . . H3A H 0.5737 0.4294 0.5885 0.041 Uiso 1 1 calc R . . H3B H 0.5027 0.4262 0.5461 0.041 Uiso 1 1 calc R . . C4 C 0.5792(2) 0.2573(5) 0.5189(2) 0.0304(11) Uani 1 1 d . . . H4A H 0.5951 0.3230 0.4837 0.037 Uiso 1 1 calc R . . H4B H 0.6224 0.2088 0.5379 0.037 Uiso 1 1 calc R . . C5 C 0.4327(2) 0.3323(6) 0.6384(2) 0.0353(12) Uani 1 1 d . . . H5A H 0.4390 0.4471 0.6418 0.042 Uiso 1 1 calc R . . H5B H 0.4223 0.2909 0.6803 0.042 Uiso 1 1 calc R . . C6 C 0.3685(2) 0.2961(6) 0.5950(2) 0.0374(12) Uani 1 1 d . . . H6A H 0.3233 0.3372 0.6132 0.045 Uiso 1 1 calc R . . H6B H 0.3761 0.3474 0.5544 0.045 Uiso 1 1 calc R . . C7 C 0.2980(2) 0.0670(6) 0.54886(19) 0.0343(12) Uani 1 1 d . . . H7A H 0.2553 0.1269 0.5631 0.041 Uiso 1 1 calc R . . H7B H 0.2888 -0.0447 0.5584 0.041 Uiso 1 1 calc R . . C8 C 0.3033(2) 0.0844(5) 0.47849(19) 0.0259(10) Uani 1 1 d . . . C9 C 0.2446(2) 0.0296(6) 0.4421(2) 0.0396(12) Uani 1 1 d . . . H9 H 0.2031 -0.0108 0.4623 0.047 Uiso 1 1 calc R . . C10 C 0.2462(3) 0.0335(6) 0.3783(2) 0.0449(13) Uani 1 1 d . . . H10 H 0.2060 -0.0030 0.3552 0.054 Uiso 1 1 calc R . . C11 C 0.3082(2) 0.0922(6) 0.3472(2) 0.0396(12) Uani 1 1 d . . . H11 H 0.3094 0.0947 0.3033 0.048 Uiso 1 1 calc R . . C12 C 0.3682(2) 0.1469(5) 0.3817(2) 0.0282(11) Uani 1 1 d . . . C13 C 0.3639(2) 0.1441(5) 0.44649(19) 0.0273(11) Uani 1 1 d . . . H13 H 0.4033 0.1838 0.4698 0.033 Uiso 1 1 calc R . . C14 C 0.4387(2) 0.2016(5) 0.3507(2) 0.0305(11) Uani 1 1 d . . . H14A H 0.4280 0.2377 0.3081 0.037 Uiso 1 1 calc R . . H14B H 0.4586 0.2915 0.3741 0.037 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 0.0254(2) 0.0292(3) 0.0187(2) -0.0027(3) 0.0000(2) 0.0011(2) Br 0.0426(3) 0.0499(3) 0.0604(4) 0.0004(3) 0.0085(3) 0.0014(3) O1 0.0271(14) 0.0334(18) 0.0235(15) -0.0090(14) 0.0017(14) -0.0042(15) O2W 0.059(2) 0.069(3) 0.052(2) -0.002(2) 0.0115(19) -0.010(2) N1 0.0312(19) 0.033(2) 0.0224(19) -0.0058(18) -0.0014(16) 0.0042(17) N2 0.0261(18) 0.034(2) 0.0236(19) 0.0043(17) 0.0017(15) -0.0005(17) N3 0.026(2) 0.051(3) 0.0208(19) 0.0022(19) 0.0057(16) 0.0055(19) C1 0.044(3) 0.027(3) 0.027(2) -0.005(2) -0.010(2) 0.003(2) C2 0.043(3) 0.046(3) 0.023(2) -0.006(2) -0.004(2) 0.010(3) C3 0.042(3) 0.027(2) 0.033(2) -0.004(2) -0.006(2) 0.001(2) C4 0.027(2) 0.033(3) 0.031(2) 0.001(2) 0.003(2) -0.002(2) C5 0.038(3) 0.039(3) 0.029(3) -0.008(2) 0.000(2) 0.010(2) C6 0.035(3) 0.041(3) 0.036(3) -0.006(2) 0.001(2) 0.016(2) C7 0.022(2) 0.052(3) 0.029(3) 0.000(2) 0.0022(19) -0.002(2) C8 0.024(2) 0.026(3) 0.028(2) 0.000(2) -0.001(2) 0.007(2) C9 0.027(2) 0.053(3) 0.039(3) -0.003(3) 0.003(2) -0.001(2) C10 0.031(3) 0.060(3) 0.044(3) -0.011(3) -0.010(2) -0.001(3) C11 0.041(3) 0.053(3) 0.025(3) -0.005(2) -0.006(2) 0.009(3) C12 0.027(2) 0.029(3) 0.028(3) 0.004(2) -0.001(2) 0.007(2) C13 0.024(2) 0.034(3) 0.024(3) 0.001(2) -0.0069(19) 0.004(2) C14 0.036(3) 0.029(3) 0.026(2) 0.003(2) 0.001(2) 0.006(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 Zn O1 1.976(3) 5_656 ? Zn O1 2.031(3) . ? Zn N3 2.109(3) . ? Zn N2 2.119(3) . ? Zn N1 2.229(3) . ? Zn Zn 3.0669(10) 5_656 ? O1 C4 1.397(5) . ? O1 Zn 1.976(3) 5_656 ? N1 C3 1.464(5) . ? N1 C1 1.475(5) . ? N1 C5 1.477(5) . ? N2 C14 1.491(5) 5_656 ? N2 C2 1.491(5) . ? N3 C7 1.488(5) . ? N3 C6 1.489(6) . ? C1 C2 1.517(6) . ? C3 C4 1.527(6) . ? C5 C6 1.515(6) . ? C7 C8 1.500(5) . ? C8 C13 1.385(5) . ? C8 C9 1.392(6) . ? C9 C10 1.351(5) . ? C10 C11 1.393(6) . ? C11 C12 1.389(6) . ? C12 C13 1.375(6) . ? C12 C14 1.508(6) . ? C14 N2 1.491(5) 5_656 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn O1 80.12(12) 5_656 . ? O1 Zn N3 112.60(13) 5_656 . ? O1 Zn N3 120.18(13) . . ? O1 Zn N2 106.46(12) 5_656 . ? O1 Zn N2 128.58(12) . . ? N3 Zn N2 104.39(13) . . ? O1 Zn N1 159.16(12) 5_656 . ? O1 Zn N1 79.51(11) . . ? N3 Zn N1 81.74(13) . . ? N2 Zn N1 83.14(13) . . ? O1 Zn Zn 40.73(8) 5_656 5_656 ? O1 Zn Zn 39.39(7) . 5_656 ? N3 Zn Zn 125.49(10) . 5_656 ? N2 Zn Zn 126.55(9) . 5_656 ? N1 Zn Zn 118.78(9) . 5_656 ? C4 O1 Zn 137.8(2) . 5_656 ? C4 O1 Zn 114.9(2) . . ? Zn O1 Zn 99.88(12) 5_656 . ? C3 N1 C1 112.8(3) . . ? C3 N1 C5 113.0(3) . . ? C1 N1 C5 112.6(3) . . ? C3 N1 Zn 107.0(2) . . ? C1 N1 Zn 104.2(3) . . ? C5 N1 Zn 106.5(3) . . ? C14 N2 C2 114.3(3) 5_656 . ? C14 N2 Zn 118.7(3) 5_656 . ? C2 N2 Zn 108.7(2) . . ? C7 N3 C6 114.5(3) . . ? C7 N3 Zn 121.0(3) . . ? C6 N3 Zn 107.4(3) . . ? N1 C1 C2 111.4(3) . . ? N2 C2 C1 112.4(3) . . ? N1 C3 C4 111.2(3) . . ? O1 C4 C3 108.3(3) . . ? N1 C5 C6 111.2(3) . . ? N3 C6 C5 109.0(4) . . ? N3 C7 C8 116.8(4) . . ? C13 C8 C9 117.1(4) . . ? C13 C8 C7 124.9(4) . . ? C9 C8 C7 117.9(4) . . ? C10 C9 C8 121.9(4) . . ? C9 C10 C11 119.9(5) . . ? C12 C11 C10 120.1(4) . . ? C13 C12 C11 118.3(4) . . ? C13 C12 C14 119.2(4) . . ? C11 C12 C14 122.4(4) . . ? C12 C13 C8 122.7(4) . . ? N2 C14 C12 112.0(3) 5_656 . ? 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 Zn O1 C4 -155.6(3) 5_656 . . . ? N3 Zn O1 C4 94.0(3) . . . . ? N2 Zn O1 C4 -52.3(3) . . . . ? N1 Zn O1 C4 20.0(3) . . . . ? Zn Zn O1 C4 -155.6(3) 5_656 . . . ? O1 Zn O1 Zn 0.0 5_656 . . 5_656 ? N3 Zn O1 Zn -110.48(15) . . . 5_656 ? N2 Zn O1 Zn 103.23(15) . . . 5_656 ? N1 Zn O1 Zn 175.58(14) . . . 5_656 ? O1 Zn N1 C3 19.6(5) 5_656 . . . ? O1 Zn N1 C3 7.3(3) . . . . ? N3 Zn N1 C3 -115.6(3) . . . . ? N2 Zn N1 C3 138.7(3) . . . . ? Zn Zn N1 C3 10.5(3) 5_656 . . . ? O1 Zn N1 C1 -100.0(4) 5_656 . . . ? O1 Zn N1 C1 -112.4(3) . . . . ? N3 Zn N1 C1 124.7(3) . . . . ? N2 Zn N1 C1 19.0(2) . . . . ? Zn Zn N1 C1 -109.2(2) 5_656 . . . ? O1 Zn N1 C5 140.7(3) 5_656 . . . ? O1 Zn N1 C5 128.4(3) . . . . ? N3 Zn N1 C5 5.4(3) . . . . ? N2 Zn N1 C5 -100.3(3) . . . . ? Zn Zn N1 C5 131.6(2) 5_656 . . . ? O1 Zn N2 C14 34.9(3) 5_656 . . 5_656 ? O1 Zn N2 C14 -55.5(3) . . . 5_656 ? N3 Zn N2 C14 154.2(3) . . . 5_656 ? N1 Zn N2 C14 -126.2(3) . . . 5_656 ? Zn Zn N2 C14 -5.2(3) 5_656 . . 5_656 ? O1 Zn N2 C2 167.7(2) 5_656 . . . ? O1 Zn N2 C2 77.3(3) . . . . ? N3 Zn N2 C2 -73.0(3) . . . . ? N1 Zn N2 C2 6.6(3) . . . . ? Zn Zn N2 C2 127.5(2) 5_656 . . . ? O1 Zn N3 C7 -7.6(4) 5_656 . . . ? O1 Zn N3 C7 84.0(3) . . . . ? N2 Zn N3 C7 -122.6(3) . . . . ? N1 Zn N3 C7 156.7(3) . . . . ? Zn Zn N3 C7 37.1(4) 5_656 . . . ? O1 Zn N3 C6 -141.7(3) 5_656 . . . ? O1 Zn N3 C6 -50.1(3) . . . . ? N2 Zn N3 C6 103.3(3) . . . . ? N1 Zn N3 C6 22.6(3) . . . . ? Zn Zn N3 C6 -97.0(3) 5_656 . . . ? C3 N1 C1 C2 -157.3(4) . . . . ? C5 N1 C1 C2 73.4(4) . . . . ? Zn N1 C1 C2 -41.6(4) . . . . ? C14 N2 C2 C1 103.3(4) 5_656 . . . ? Zn N2 C2 C1 -31.8(4) . . . . ? N1 C1 C2 N2 51.8(5) . . . . ? C1 N1 C3 C4 83.1(4) . . . . ? C5 N1 C3 C4 -147.8(3) . . . . ? Zn N1 C3 C4 -30.9(4) . . . . ? Zn O1 C4 C3 175.1(3) 5_656 . . . ? Zn O1 C4 C3 -42.3(4) . . . . ? N1 C3 C4 O1 48.4(5) . . . . ? C3 N1 C5 C6 84.3(5) . . . . ? C1 N1 C5 C6 -146.5(4) . . . . ? Zn N1 C5 C6 -32.8(4) . . . . ? C7 N3 C6 C5 175.2(3) . . . . ? Zn N3 C6 C5 -47.3(4) . . . . ? N1 C5 C6 N3 55.0(5) . . . . ? C6 N3 C7 C8 78.1(5) . . . . ? Zn N3 C7 C8 -53.0(5) . . . . ? N3 C7 C8 C13 0.7(7) . . . . ? N3 C7 C8 C9 177.4(4) . . . . ? C13 C8 C9 C10 0.2(7) . . . . ? C7 C8 C9 C10 -176.8(5) . . . . ? C8 C9 C10 C11 0.6(8) . . . . ? C9 C10 C11 C12 -0.1(8) . . . . ? C10 C11 C12 C13 -1.2(7) . . . . ? C10 C11 C12 C14 175.9(4) . . . . ? C11 C12 C13 C8 2.1(7) . . . . ? C14 C12 C13 C8 -175.1(4) . . . . ? C9 C8 C13 C12 -1.6(6) . . . . ? C7 C8 C13 C12 175.2(4) . . . . ? C13 C12 C14 N2 81.5(5) . . . 5_656 ? C11 C12 C14 N2 -95.5(5) . . . 5_656 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.407 _refine_diff_density_min -0.373 _refine_diff_density_rms 0.080 ############################################################ # END OF CIF