# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_coden_Cambridge 182 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'Andrew Borovik' 'Young Jun Park.' 'Nathaniel S. Sickerman' 'Joseph W. Ziller' _publ_contact_author_name 'Andrew Borovik' _publ_contact_author_email ABOROVIK@UCI.EDU _publ_section_title ; Utilizing Tautomerization of 2-Amino-Oxazoline in Hydrogen Bonding Tripodal Ligands ; # Attachment 'FeTAO_SO4_.CIF' data_asb96 _database_code_depnum_ccdc_archive 'CCDC 760733' #TrackingRef 'FeTAO_SO4_.CIF' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H27 Fe N7 O7 S' _chemical_formula_weight 505.35 _chemical_absolute_configuration ad 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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 9.5480(10) _cell_length_b 14.2375(15) _cell_length_c 14.8769(15) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2022.4(4) _cell_formula_units_Z 4 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 9852 _cell_measurement_theta_min 2.53 _cell_measurement_theta_max 28.15 _exptl_crystal_description irregular _exptl_crystal_colour colourless _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas n/a _exptl_crystal_density_diffrn 1.660 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1056 _exptl_absorpt_coefficient_mu 0.905 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7987 _exptl_absorpt_correction_T_max 0.8613 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(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 'Bruker SMART APEX II CCD' _diffrn_measurement_method 'phi and omega' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20954 _diffrn_reflns_av_R_equivalents 0.0231 _diffrn_reflns_av_sigmaI/netI 0.0225 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.98 _diffrn_reflns_theta_max 27.87 _reflns_number_total 4709 _reflns_number_gt 4464 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART APEX2' _computing_cell_refinement 'Bruker SMART APEX2/SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^+0.3610P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _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 0.011(12) _refine_ls_number_reflns 4709 _refine_ls_number_parameters 388 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0252 _refine_ls_R_factor_gt 0.0231 _refine_ls_wR_factor_ref 0.0589 _refine_ls_wR_factor_gt 0.0580 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _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 Fe1 Fe 0.75533(2) 0.576127(14) 0.000874(14) 0.01398(6) Uani 1 1 d . . . S1 S 0.45690(4) 0.49496(3) 0.10808(3) 0.01697(9) Uani 1 1 d . . . O1 O 0.54947(14) 0.55780(9) -0.26190(8) 0.0251(3) Uani 1 1 d . . . O2 O 0.97672(13) 0.31194(8) 0.02415(8) 0.0231(3) Uani 1 1 d . . . O3 O 0.84101(14) 0.76163(9) 0.22780(9) 0.0264(3) Uani 1 1 d . . . O4 O 0.57193(15) 0.54417(10) 0.05813(10) 0.0321(3) Uani 1 1 d . . . O5 O 0.33952(14) 0.48711(11) 0.04655(10) 0.0354(3) Uani 1 1 d . . . O6 O 0.42250(15) 0.55057(10) 0.18773(9) 0.0317(3) Uani 1 1 d . . . O7 O 0.50917(15) 0.40145(10) 0.13353(10) 0.0326(3) Uani 1 1 d . . . N1 N 0.94064(15) 0.63870(10) -0.06548(9) 0.0185(3) Uani 1 1 d . . . N2 N 0.68023(15) 0.58596(11) -0.13386(9) 0.0204(3) Uani 1 1 d . . . N3 N 0.89848(13) 0.46430(9) 0.00625(10) 0.0172(3) Uani 1 1 d . . . N4 N 0.80858(15) 0.68664(10) 0.09218(10) 0.0181(3) Uani 1 1 d . . . N5 N 0.47147(16) 0.49673(11) -0.13363(10) 0.0222(3) Uani 1 1 d . . . N6 N 0.75514(17) 0.34052(10) 0.05733(10) 0.0212(3) Uani 1 1 d . . . N7 N 0.66783(18) 0.65924(12) 0.21973(10) 0.0256(3) Uani 1 1 d . . . H5 H 0.459(3) 0.502(2) -0.072(2) 0.065(9) Uiso 1 1 d . . . H6 H 0.688(2) 0.3697(14) 0.0741(13) 0.017(5) Uiso 1 1 d . . . H7 H 0.612(2) 0.6222(14) 0.1993(14) 0.017(5) Uiso 1 1 d . . . C1 C 0.9245(2) 0.62845(14) -0.16371(12) 0.0249(4) Uani 1 1 d . . . C2 C 0.7732(2) 0.64252(15) -0.19167(12) 0.0261(4) Uani 1 1 d . . . C3 C 0.57331(19) 0.54901(12) -0.17261(11) 0.0198(3) Uani 1 1 d . . . C4 C 0.3547(2) 0.48569(14) -0.19637(12) 0.0262(4) Uani 1 1 d . . . C5 C 0.4311(2) 0.49675(16) -0.28478(12) 0.0280(4) Uani 1 1 d . . . C6 C 1.06493(19) 0.58766(13) -0.03256(12) 0.0219(3) Uani 1 1 d . . . C7 C 1.03802(18) 0.48247(12) -0.03301(13) 0.0217(3) Uani 1 1 d . . . C8 C 0.87538(17) 0.37852(11) 0.02933(11) 0.0180(3) Uani 1 1 d . . . C9 C 0.7765(2) 0.24471(12) 0.08866(13) 0.0257(4) Uani 1 1 d . . . C10 C 0.9146(2) 0.22119(14) 0.04401(17) 0.0343(5) Uani 1 1 d . . . C11 C 0.9426(2) 0.73857(13) -0.03893(13) 0.0244(4) Uani 1 1 d . . . C12 C 0.9221(2) 0.74940(13) 0.06130(14) 0.0248(4) Uani 1 1 d . . . C13 C 0.77151(18) 0.69959(11) 0.17477(11) 0.0191(3) Uani 1 1 d . . . C14 C 0.6672(2) 0.68679(16) 0.31412(12) 0.0310(4) Uani 1 1 d . . . C15 C 0.7607(2) 0.77273(16) 0.31093(13) 0.0310(4) Uani 1 1 d . . . H1A H 0.952(2) 0.5679(15) -0.1782(13) 0.013(4) Uiso 1 1 d . . . H1B H 0.988(2) 0.6753(16) -0.1910(15) 0.028(6) Uiso 1 1 d . . . H2A H 0.756(2) 0.7081(15) -0.1860(14) 0.024(5) Uiso 1 1 d . . . H2B H 0.764(2) 0.6263(14) -0.2516(14) 0.019(5) Uiso 1 1 d . . . H4A H 0.307(3) 0.4274(18) -0.1935(16) 0.037(6) Uiso 1 1 d . . . H4B H 0.283(2) 0.5334(16) -0.1871(16) 0.032(6) Uiso 1 1 d . . . H5A H 0.465(2) 0.4389(17) -0.3039(15) 0.029(6) Uiso 1 1 d . . . H5B H 0.378(2) 0.5294(15) -0.3295(15) 0.025(6) Uiso 1 1 d . . . H6A H 1.143(2) 0.6009(14) -0.0702(13) 0.017(5) Uiso 1 1 d . . . H6B H 1.081(2) 0.6049(14) 0.0294(15) 0.022(5) Uiso 1 1 d . . . H7A H 1.0429(19) 0.4635(12) -0.0927(13) 0.010(4) Uiso 1 1 d . . . H7B H 1.111(2) 0.4537(15) 0.0033(16) 0.028(5) Uiso 1 1 d . . . H9A H 0.704(3) 0.2075(17) 0.0672(16) 0.034(6) Uiso 1 1 d . . . H9B H 0.781(2) 0.2424(15) 0.1536(15) 0.027(6) Uiso 1 1 d . . . H10A H 0.903(3) 0.1910(18) -0.0206(19) 0.047(7) Uiso 1 1 d . . . H10B H 0.979(3) 0.1864(18) 0.0838(16) 0.038(6) Uiso 1 1 d . . . H11A H 1.026(2) 0.7668(14) -0.0556(14) 0.017(5) Uiso 1 1 d . . . H11B H 0.864(3) 0.7709(19) -0.0739(16) 0.042(7) Uiso 1 1 d . . . H12A H 1.009(2) 0.7333(15) 0.0944(15) 0.021(5) Uiso 1 1 d . . . H12B H 0.895(3) 0.8120(18) 0.0731(16) 0.036(6) Uiso 1 1 d . . . H14A H 0.569(3) 0.7046(16) 0.3327(16) 0.034(6) Uiso 1 1 d . . . H14B H 0.706(3) 0.6382(18) 0.3501(16) 0.038(7) Uiso 1 1 d . . . H15A H 0.699(3) 0.8301(19) 0.3035(17) 0.041(7) Uiso 1 1 d . . . H15B H 0.817(3) 0.7816(18) 0.3583(17) 0.035(6) 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 Fe1 0.01438(10) 0.01378(10) 0.01379(10) -0.00033(8) 0.00164(10) -0.00041(8) S1 0.01492(17) 0.01884(18) 0.01714(18) 0.00081(16) 0.00234(14) -0.00249(16) O1 0.0253(6) 0.0356(7) 0.0144(5) 0.0008(5) -0.0014(5) 0.0017(6) O2 0.0227(6) 0.0173(5) 0.0293(7) -0.0014(5) -0.0005(5) 0.0049(5) O3 0.0256(6) 0.0293(7) 0.0243(6) -0.0113(5) 0.0008(5) -0.0042(6) O4 0.0281(7) 0.0327(7) 0.0355(7) -0.0036(6) 0.0160(6) -0.0079(6) O5 0.0231(6) 0.0496(9) 0.0334(7) -0.0031(7) -0.0076(6) 0.0033(6) O6 0.0309(7) 0.0374(8) 0.0268(7) -0.0081(6) 0.0107(6) -0.0039(6) O7 0.0385(8) 0.0281(7) 0.0314(7) 0.0085(6) 0.0050(6) 0.0053(6) N1 0.0207(7) 0.0169(6) 0.0178(6) -0.0012(5) 0.0047(6) -0.0021(6) N2 0.0203(7) 0.0236(7) 0.0173(7) 0.0032(6) 0.0013(5) 0.0009(6) N3 0.0162(6) 0.0165(6) 0.0190(6) -0.0008(6) 0.0006(6) -0.0001(5) N4 0.0180(6) 0.0167(6) 0.0198(7) -0.0026(5) 0.0024(5) -0.0029(5) N5 0.0250(7) 0.0242(7) 0.0174(7) 0.0007(6) -0.0041(6) -0.0047(7) N6 0.0210(7) 0.0149(6) 0.0277(7) 0.0017(5) 0.0001(7) 0.0008(6) N7 0.0295(8) 0.0324(8) 0.0150(7) -0.0044(6) 0.0017(6) -0.0097(7) C1 0.0250(9) 0.0307(10) 0.0191(8) -0.0001(7) 0.0059(7) -0.0032(8) C2 0.0265(10) 0.0341(10) 0.0177(9) 0.0068(7) 0.0015(7) -0.0012(8) C3 0.0241(9) 0.0187(8) 0.0166(8) 0.0000(6) -0.0004(7) 0.0058(6) C4 0.0272(9) 0.0285(10) 0.0227(9) 0.0002(8) -0.0059(7) -0.0036(8) C5 0.0291(9) 0.0336(10) 0.0213(9) -0.0045(8) -0.0059(7) 0.0018(9) C6 0.0181(8) 0.0225(8) 0.0251(8) -0.0035(7) 0.0033(7) -0.0027(7) C7 0.0169(8) 0.0197(8) 0.0284(9) -0.0022(7) 0.0021(7) 0.0016(7) C8 0.0200(8) 0.0180(8) 0.0159(7) -0.0044(6) -0.0034(6) 0.0035(6) C9 0.0333(10) 0.0173(8) 0.0265(9) 0.0018(7) -0.0010(7) -0.0014(7) C10 0.0362(11) 0.0164(9) 0.0503(13) 0.0019(9) 0.0013(10) 0.0028(8) C11 0.0251(9) 0.0185(8) 0.0295(9) -0.0002(7) 0.0089(8) -0.0058(7) C12 0.0240(9) 0.0193(9) 0.0312(10) -0.0077(7) 0.0076(8) -0.0068(7) C13 0.0197(8) 0.0165(7) 0.0211(8) -0.0021(6) -0.0036(6) 0.0028(6) C14 0.0424(12) 0.0370(11) 0.0137(8) -0.0038(8) 0.0019(8) -0.0016(9) C15 0.0294(9) 0.0419(11) 0.0217(9) -0.0122(8) -0.0005(8) -0.0013(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 Fe1 O4 1.9998(13) . ? Fe1 N3 2.0998(13) . ? Fe1 N2 2.1334(14) . ? Fe1 N4 2.1400(14) . ? Fe1 N1 2.2132(14) . ? S1 O5 1.4514(14) . ? S1 O6 1.4625(14) . ? S1 O7 1.4714(14) . ? S1 O4 1.4999(13) . ? O1 C3 1.354(2) . ? O1 C5 1.466(2) . ? O2 C8 1.357(2) . ? O2 C10 1.452(2) . ? O3 C13 1.358(2) . ? O3 C15 1.464(2) . ? N1 C6 1.475(2) . ? N1 C11 1.476(2) . ? N1 C1 1.477(2) . ? N2 C3 1.285(2) . ? N2 C2 1.475(2) . ? N3 C8 1.288(2) . ? N3 C7 1.477(2) . ? N4 C13 1.292(2) . ? N4 C12 1.478(2) . ? N5 C3 1.355(2) . ? N5 C4 1.462(2) . ? N6 C8 1.336(2) . ? N6 C9 1.456(2) . ? N7 C13 1.326(2) . ? N7 C14 1.458(2) . ? C1 C2 1.517(3) . ? C4 C5 1.512(3) . ? C6 C7 1.520(2) . ? C9 C10 1.514(3) . ? C11 C12 1.512(3) . ? C14 C15 1.515(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 O4 Fe1 N3 112.41(6) . . ? O4 Fe1 N2 96.94(6) . . ? N3 Fe1 N2 107.72(6) . . ? O4 Fe1 N4 96.02(6) . . ? N3 Fe1 N4 112.25(6) . . ? N2 Fe1 N4 128.90(6) . . ? O4 Fe1 N1 168.99(6) . . ? N3 Fe1 N1 78.57(5) . . ? N2 Fe1 N1 79.82(5) . . ? N4 Fe1 N1 78.30(5) . . ? O5 S1 O6 112.29(9) . . ? O5 S1 O7 110.77(9) . . ? O6 S1 O7 110.95(8) . . ? O5 S1 O4 106.79(9) . . ? O6 S1 O4 108.24(8) . . ? O7 S1 O4 107.56(8) . . ? C3 O1 C5 107.62(14) . . ? C8 O2 C10 108.59(14) . . ? C13 O3 C15 107.77(14) . . ? S1 O4 Fe1 163.46(10) . . ? C6 N1 C11 112.06(14) . . ? C6 N1 C1 111.33(14) . . ? C11 N1 C1 111.18(14) . . ? C6 N1 Fe1 107.27(10) . . ? C11 N1 Fe1 106.17(10) . . ? C1 N1 Fe1 108.56(11) . . ? C3 N2 C2 116.11(14) . . ? C3 N2 Fe1 131.43(12) . . ? C2 N2 Fe1 112.41(11) . . ? C8 N3 C7 115.21(14) . . ? C8 N3 Fe1 128.16(11) . . ? C7 N3 Fe1 116.05(10) . . ? C13 N4 C12 114.23(14) . . ? C13 N4 Fe1 130.06(12) . . ? C12 N4 Fe1 114.92(11) . . ? C3 N5 C4 109.44(15) . . ? C8 N6 C9 111.03(15) . . ? C13 N7 C14 111.87(16) . . ? N1 C1 C2 110.95(15) . . ? N2 C2 C1 109.96(15) . . ? N2 C3 O1 122.41(16) . . ? N2 C3 N5 127.09(16) . . ? O1 C3 N5 110.50(15) . . ? N5 C4 C5 100.18(15) . . ? O1 C5 C4 103.39(14) . . ? N1 C6 C7 110.36(14) . . ? N3 C7 C6 108.86(14) . . ? N3 C8 N6 127.92(15) . . ? N3 C8 O2 121.70(15) . . ? N6 C8 O2 110.34(14) . . ? N6 C9 C10 100.89(15) . . ? O2 C10 C9 104.37(15) . . ? N1 C11 C12 111.13(15) . . ? N4 C12 C11 109.87(16) . . ? N4 C13 N7 128.51(16) . . ? N4 C13 O3 120.77(16) . . ? N7 C13 O3 110.72(15) . . ? N7 C14 C15 100.64(15) . . ? O3 C15 C14 104.36(15) . . ? 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 O5 S1 O4 Fe1 -122.9(3) . . . . ? O6 S1 O4 Fe1 116.0(3) . . . . ? O7 S1 O4 Fe1 -4.0(4) . . . . ? N3 Fe1 O4 S1 5.9(4) . . . . ? N2 Fe1 O4 S1 118.4(3) . . . . ? N4 Fe1 O4 S1 -111.2(3) . . . . ? N1 Fe1 O4 S1 -169.5(2) . . . . ? O4 Fe1 N1 C6 151.1(3) . . . . ? N3 Fe1 N1 C6 -24.62(10) . . . . ? N2 Fe1 N1 C6 -135.21(11) . . . . ? N4 Fe1 N1 C6 91.26(10) . . . . ? O4 Fe1 N1 C11 31.1(4) . . . . ? N3 Fe1 N1 C11 -144.60(12) . . . . ? N2 Fe1 N1 C11 104.81(12) . . . . ? N4 Fe1 N1 C11 -28.72(11) . . . . ? O4 Fe1 N1 C1 -88.5(3) . . . . ? N3 Fe1 N1 C1 95.79(12) . . . . ? N2 Fe1 N1 C1 -14.81(11) . . . . ? N4 Fe1 N1 C1 -148.34(12) . . . . ? O4 Fe1 N2 C3 -24.44(16) . . . . ? N3 Fe1 N2 C3 91.80(16) . . . . ? N4 Fe1 N2 C3 -127.97(15) . . . . ? N1 Fe1 N2 C3 166.21(17) . . . . ? O4 Fe1 N2 C2 158.44(12) . . . . ? N3 Fe1 N2 C2 -85.33(13) . . . . ? N4 Fe1 N2 C2 54.90(14) . . . . ? N1 Fe1 N2 C2 -10.92(12) . . . . ? O4 Fe1 N3 C8 10.45(17) . . . . ? N2 Fe1 N3 C8 -95.15(15) . . . . ? N4 Fe1 N3 C8 117.39(15) . . . . ? N1 Fe1 N3 C8 -170.44(16) . . . . ? O4 Fe1 N3 C7 -178.84(11) . . . . ? N2 Fe1 N3 C7 75.56(12) . . . . ? N4 Fe1 N3 C7 -71.90(13) . . . . ? N1 Fe1 N3 C7 0.27(12) . . . . ? O4 Fe1 N4 C13 26.68(16) . . . . ? N3 Fe1 N4 C13 -90.54(16) . . . . ? N2 Fe1 N4 C13 130.64(14) . . . . ? N1 Fe1 N4 C13 -162.88(16) . . . . ? O4 Fe1 N4 C12 -164.24(12) . . . . ? N3 Fe1 N4 C12 78.54(13) . . . . ? N2 Fe1 N4 C12 -60.28(14) . . . . ? N1 Fe1 N4 C12 6.20(12) . . . . ? C6 N1 C1 C2 155.62(15) . . . . ? C11 N1 C1 C2 -78.67(19) . . . . ? Fe1 N1 C1 C2 37.76(18) . . . . ? C3 N2 C2 C1 -143.16(16) . . . . ? Fe1 N2 C2 C1 34.44(19) . . . . ? N1 C1 C2 N2 -48.4(2) . . . . ? C2 N2 C3 O1 2.6(2) . . . . ? Fe1 N2 C3 O1 -174.43(12) . . . . ? C2 N2 C3 N5 -178.05(17) . . . . ? Fe1 N2 C3 N5 4.9(3) . . . . ? C5 O1 C3 N2 172.24(16) . . . . ? C5 O1 C3 N5 -7.19(19) . . . . ? C4 N5 C3 N2 167.78(17) . . . . ? C4 N5 C3 O1 -12.8(2) . . . . ? C3 N5 C4 C5 26.0(2) . . . . ? C3 O1 C5 C4 23.16(19) . . . . ? N5 C4 C5 O1 -28.61(18) . . . . ? C11 N1 C6 C7 161.13(14) . . . . ? C1 N1 C6 C7 -73.65(18) . . . . ? Fe1 N1 C6 C7 44.98(15) . . . . ? C8 N3 C7 C6 -164.46(15) . . . . ? Fe1 N3 C7 C6 23.60(18) . . . . ? N1 C6 C7 N3 -45.62(19) . . . . ? C7 N3 C8 N6 -172.38(17) . . . . ? Fe1 N3 C8 N6 -1.6(3) . . . . ? C7 N3 C8 O2 5.0(2) . . . . ? Fe1 N3 C8 O2 175.73(11) . . . . ? C9 N6 C8 N3 -172.16(17) . . . . ? C9 N6 C8 O2 10.3(2) . . . . ? C10 O2 C8 N3 -173.12(17) . . . . ? C10 O2 C8 N6 4.6(2) . . . . ? C8 N6 C9 C10 -19.6(2) . . . . ? C8 O2 C10 C9 -16.6(2) . . . . ? N6 C9 C10 O2 20.9(2) . . . . ? C6 N1 C11 C12 -69.1(2) . . . . ? C1 N1 C11 C12 165.62(16) . . . . ? Fe1 N1 C11 C12 47.72(18) . . . . ? C13 N4 C12 C11 -171.68(16) . . . . ? Fe1 N4 C12 C11 17.47(19) . . . . ? N1 C11 C12 N4 -44.0(2) . . . . ? C12 N4 C13 N7 175.12(18) . . . . ? Fe1 N4 C13 N7 -15.7(3) . . . . ? C12 N4 C13 O3 -4.5(2) . . . . ? Fe1 N4 C13 O3 164.64(12) . . . . ? C14 N7 C13 N4 175.18(18) . . . . ? C14 N7 C13 O3 -5.2(2) . . . . ? C15 O3 C13 N4 170.25(17) . . . . ? C15 O3 C13 N7 -9.4(2) . . . . ? C13 N7 C14 C15 16.5(2) . . . . ? C13 O3 C15 C14 19.3(2) . . . . ? N7 C14 C15 O3 -20.7(2) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.87 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.334 _refine_diff_density_min -0.204 _refine_diff_density_rms 0.050 # Attachment 'Zn_BAO_2.cif' data_asb152 _database_code_depnum_ccdc_archive 'CCDC 760734' #TrackingRef 'Zn_BAO_2.cif' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H34 N4 O6 Zn' _chemical_formula_weight 467.86 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 9.4007(4) _cell_length_b 9.6910(4) _cell_length_c 13.1099(5) _cell_angle_alpha 82.3476(4) _cell_angle_beta 72.3190(4) _cell_angle_gamma 87.6900(4) _cell_volume 1127.79(8) _cell_formula_units_Z 2 _cell_measurement_temperature 93(2) _cell_measurement_reflns_used 9974 _cell_measurement_theta_min 2.27 _cell_measurement_theta_max 28.28 _exptl_crystal_description polyhedron _exptl_crystal_colour colourless _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.378 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 496 _exptl_absorpt_coefficient_mu 1.128 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.7030 _exptl_absorpt_correction_T_max 0.8384 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 93(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 13329 _diffrn_reflns_av_R_equivalents 0.0158 _diffrn_reflns_av_sigmaI/netI 0.0176 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.12 _diffrn_reflns_theta_max 27.87 _reflns_number_total 5256 _reflns_number_gt 4979 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0396P)^2^+0.3564P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'difmap & geom' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5256 _refine_ls_number_parameters 387 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0252 _refine_ls_R_factor_gt 0.0237 _refine_ls_wR_factor_ref 0.0650 _refine_ls_wR_factor_gt 0.0641 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _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 Zn1 Zn 0.082491(14) 0.022053(13) 0.211315(11) 0.01477(6) Uani 1 1 d . . . O1 O -0.02356(10) -0.34374(9) 0.11983(8) 0.02123(19) Uani 1 1 d . . . O2 O -0.03971(11) -0.24858(10) 0.49467(8) 0.0237(2) Uani 1 1 d . . . O3 O 0.27960(10) 0.10645(10) 0.15428(8) 0.0234(2) Uani 1 1 d . . . O4 O 0.39499(11) -0.09878(10) 0.16463(8) 0.0240(2) Uani 1 1 d . . . O5 O -0.03171(10) 0.18798(9) 0.18427(8) 0.02204(19) Uani 1 1 d . . . O6 O -0.24894(11) 0.11641(10) 0.30355(8) 0.0253(2) Uani 1 1 d . . . N1 N 0.02291(11) -0.12236(11) 0.13603(8) 0.0162(2) Uani 1 1 d . . . N2 N 0.05144(12) -0.07238(11) 0.36200(8) 0.0170(2) Uani 1 1 d . . . N3 N 0.18674(12) -0.30076(11) 0.16533(9) 0.0197(2) Uani 1 1 d . . . N4 N -0.19492(12) -0.14841(12) 0.40012(9) 0.0203(2) Uani 1 1 d . . . C1 C -0.12035(14) -0.11530(13) 0.11059(11) 0.0181(2) Uani 1 1 d . . . C2 C -0.13746(15) -0.26169(14) 0.08458(12) 0.0218(3) Uani 1 1 d . . . C3 C 0.06489(14) -0.25242(13) 0.14092(10) 0.0163(2) Uani 1 1 d . . . C4 C 0.23594(14) -0.44748(13) 0.17730(10) 0.0189(2) Uani 1 1 d . . . C5 C 0.38254(16) -0.44305(15) 0.20497(13) 0.0249(3) Uani 1 1 d . . . C6 C 0.26460(18) -0.51076(16) 0.07221(12) 0.0278(3) Uani 1 1 d . . . C7 C 0.12008(17) -0.53343(16) 0.26893(12) 0.0267(3) Uani 1 1 d . . . C8 C 0.17243(15) -0.10683(15) 0.41139(11) 0.0220(3) Uani 1 1 d . . . C9 C 0.11413(17) -0.23358(18) 0.49253(14) 0.0308(3) Uani 1 1 d . . . C10 C -0.06107(14) -0.15358(13) 0.41577(10) 0.0176(2) Uani 1 1 d . . . C11 C -0.32148(14) -0.24505(14) 0.45322(11) 0.0223(3) Uani 1 1 d . . . C12 C -0.27272(19) -0.39307(17) 0.4317(2) 0.0426(4) Uani 1 1 d . . . C13 C -0.38022(18) -0.2344(2) 0.57412(13) 0.0395(4) Uani 1 1 d . . . C14 C -0.44337(17) -0.19866(18) 0.40138(14) 0.0312(3) Uani 1 1 d . . . C15 C 0.39635(14) 0.02991(14) 0.14493(10) 0.0195(2) Uani 1 1 d . . . C16 C 0.54371(16) 0.10647(16) 0.10954(13) 0.0267(3) Uani 1 1 d . . . C17 C -0.16981(14) 0.20380(13) 0.23418(10) 0.0177(2) Uani 1 1 d . . . C18 C -0.23638(15) 0.34212(14) 0.20369(13) 0.0267(3) Uani 1 1 d . . . H18A H -0.3238 0.3259 0.1809 0.040 Uiso 1 1 calc R . . H18B H -0.1619 0.3960 0.1442 0.040 Uiso 1 1 calc R . . H18C H -0.2666 0.3940 0.2661 0.040 Uiso 1 1 calc R . . H3 H 0.2441(19) -0.2399(18) 0.1707(13) 0.024(4) Uiso 1 1 d . . . H4 H -0.2151(18) -0.0753(18) 0.3659(14) 0.021(4) Uiso 1 1 d . . . H1A H -0.1173(17) -0.0484(16) 0.0523(13) 0.017(4) Uiso 1 1 d . . . H1B H -0.2016(17) -0.0926(16) 0.1717(12) 0.017(4) Uiso 1 1 d . . . H2A H -0.227(2) -0.3011(19) 0.1251(14) 0.027(4) Uiso 1 1 d . . . H2B H -0.116(2) -0.2632(18) 0.0107(15) 0.028(4) Uiso 1 1 d . . . H5A H 0.421(2) -0.536(2) 0.2104(15) 0.037(5) Uiso 1 1 d . . . H5B H 0.365(2) -0.405(2) 0.2725(16) 0.035(5) Uiso 1 1 d . . . H5C H 0.453(2) -0.3895(19) 0.1503(14) 0.029(4) Uiso 1 1 d . . . H6A H 0.340(2) -0.460(2) 0.0147(17) 0.044(6) Uiso 1 1 d . . . H6B H 0.298(2) -0.605(2) 0.0833(16) 0.039(5) Uiso 1 1 d . . . H6C H 0.176(2) -0.5107(19) 0.0498(15) 0.031(5) Uiso 1 1 d . . . H7A H 0.026(2) -0.5345(19) 0.2559(14) 0.031(5) Uiso 1 1 d . . . H7B H 0.104(2) -0.496(2) 0.3345(16) 0.039(5) Uiso 1 1 d . . . H7C H 0.152(2) -0.629(2) 0.2788(15) 0.038(5) Uiso 1 1 d . . . H8A H 0.260(2) -0.1223(18) 0.3593(14) 0.027(4) Uiso 1 1 d . . . H8B H 0.188(2) -0.0279(19) 0.4436(14) 0.029(4) Uiso 1 1 d . . . H9A H 0.113(2) -0.223(2) 0.5627(18) 0.044(5) Uiso 1 1 d . . . H9B H 0.163(3) -0.316(2) 0.4710(18) 0.054(6) Uiso 1 1 d . . . H12A H -0.203(3) -0.431(2) 0.4697(18) 0.052(6) Uiso 1 1 d . . . H12B H -0.355(3) -0.454(2) 0.4607(18) 0.056(6) Uiso 1 1 d . . . H12C H -0.230(3) -0.400(3) 0.352(2) 0.069(8) Uiso 1 1 d . . . H13A H -0.460(3) -0.302(3) 0.6051(19) 0.060(7) Uiso 1 1 d . . . H13B H -0.301(2) -0.258(2) 0.6097(17) 0.050(6) Uiso 1 1 d . . . H13C H -0.419(3) -0.139(3) 0.5835(18) 0.054(6) Uiso 1 1 d . . . H14A H -0.410(2) -0.209(2) 0.3263(17) 0.038(5) Uiso 1 1 d . . . H14B H -0.472(2) -0.107(2) 0.4102(16) 0.043(6) Uiso 1 1 d . . . H14C H -0.528(2) -0.251(2) 0.4342(16) 0.044(5) Uiso 1 1 d . . . H16A H 0.616(2) 0.058(2) 0.0608(17) 0.042(5) Uiso 1 1 d . . . H16B H 0.535(2) 0.196(2) 0.0801(17) 0.045(6) Uiso 1 1 d . . . H16C H 0.578(2) 0.108(2) 0.1692(17) 0.039(5) 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 0.01379(8) 0.01164(8) 0.01961(8) -0.00181(5) -0.00612(6) -0.00040(5) O1 0.0223(5) 0.0155(4) 0.0310(5) -0.0034(4) -0.0152(4) -0.0020(3) O2 0.0208(5) 0.0271(5) 0.0222(4) 0.0056(4) -0.0091(4) 0.0017(4) O3 0.0161(4) 0.0189(5) 0.0342(5) -0.0005(4) -0.0069(4) -0.0029(3) O4 0.0210(5) 0.0187(5) 0.0337(5) -0.0045(4) -0.0094(4) -0.0016(4) O5 0.0187(4) 0.0160(4) 0.0304(5) -0.0004(4) -0.0072(4) 0.0021(3) O6 0.0219(5) 0.0214(5) 0.0296(5) 0.0037(4) -0.0067(4) 0.0026(4) N1 0.0161(5) 0.0156(5) 0.0190(5) -0.0023(4) -0.0083(4) 0.0002(4) N2 0.0159(5) 0.0176(5) 0.0202(5) -0.0032(4) -0.0090(4) 0.0008(4) N3 0.0196(5) 0.0120(5) 0.0314(6) -0.0044(4) -0.0129(5) 0.0001(4) N4 0.0178(5) 0.0190(5) 0.0238(5) 0.0057(4) -0.0090(4) -0.0030(4) C1 0.0168(6) 0.0184(6) 0.0209(6) -0.0010(5) -0.0090(5) -0.0005(4) C2 0.0213(6) 0.0213(6) 0.0271(7) -0.0032(5) -0.0134(5) -0.0014(5) C3 0.0175(6) 0.0150(6) 0.0171(5) -0.0020(4) -0.0061(4) -0.0024(4) C4 0.0206(6) 0.0130(6) 0.0245(6) -0.0022(4) -0.0092(5) 0.0016(4) C5 0.0214(7) 0.0204(7) 0.0354(8) -0.0026(6) -0.0130(6) 0.0036(5) C6 0.0343(8) 0.0217(7) 0.0302(7) -0.0096(6) -0.0118(6) 0.0063(6) C7 0.0257(7) 0.0255(7) 0.0293(7) 0.0053(6) -0.0125(6) -0.0030(5) C8 0.0196(6) 0.0268(7) 0.0235(6) -0.0058(5) -0.0117(5) 0.0032(5) C9 0.0256(7) 0.0355(8) 0.0342(8) 0.0046(6) -0.0174(6) 0.0021(6) C10 0.0203(6) 0.0159(6) 0.0177(5) -0.0023(4) -0.0076(5) 0.0028(4) C11 0.0163(6) 0.0187(6) 0.0286(7) 0.0041(5) -0.0047(5) -0.0019(5) C12 0.0257(8) 0.0190(7) 0.0802(14) -0.0047(8) -0.0119(9) -0.0026(6) C13 0.0222(7) 0.0593(12) 0.0278(8) 0.0070(7) 0.0001(6) 0.0040(7) C14 0.0201(7) 0.0318(8) 0.0412(9) 0.0082(7) -0.0131(6) -0.0073(6) C15 0.0169(6) 0.0221(6) 0.0209(6) -0.0032(5) -0.0071(5) -0.0027(5) C16 0.0176(6) 0.0271(7) 0.0354(8) 0.0010(6) -0.0095(6) -0.0055(5) C17 0.0193(6) 0.0149(6) 0.0230(6) -0.0041(4) -0.0120(5) 0.0008(4) C18 0.0208(6) 0.0165(6) 0.0433(8) 0.0012(6) -0.0128(6) 0.0015(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O3 1.9440(9) . ? Zn1 O5 1.9504(9) . ? Zn1 N1 2.0033(10) . ? Zn1 N2 2.0037(11) . ? O1 C3 1.3473(14) . ? O1 C2 1.4582(16) . ? O2 C10 1.3474(15) . ? O2 C9 1.4507(17) . ? O3 C15 1.2832(16) . ? O4 C15 1.2393(16) . ? O5 C17 1.2774(16) . ? O6 C17 1.2379(16) . ? N1 C3 1.3046(16) . ? N1 C1 1.4795(15) . ? N2 C10 1.3043(16) . ? N2 C8 1.4777(16) . ? N3 C3 1.3317(16) . ? N3 C4 1.4805(16) . ? N4 C10 1.3329(16) . ? N4 C11 1.4800(16) . ? C1 C2 1.5282(18) . ? C4 C6 1.5274(19) . ? C4 C7 1.5281(19) . ? C4 C5 1.5315(18) . ? C8 C9 1.514(2) . ? C11 C12 1.524(2) . ? C11 C14 1.5254(19) . ? C11 C13 1.528(2) . ? C15 C16 1.5118(18) . ? C17 C18 1.5132(17) . ? 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 O3 Zn1 O5 97.25(4) . . ? O3 Zn1 N1 120.28(4) . . ? O5 Zn1 N1 105.41(4) . . ? O3 Zn1 N2 110.44(4) . . ? O5 Zn1 N2 120.52(4) . . ? N1 Zn1 N2 103.91(4) . . ? C3 O1 C2 106.49(10) . . ? C10 O2 C9 106.38(10) . . ? C15 O3 Zn1 119.85(8) . . ? C17 O5 Zn1 123.54(8) . . ? C3 N1 C1 107.46(10) . . ? C3 N1 Zn1 125.30(8) . . ? C1 N1 Zn1 122.12(8) . . ? C10 N2 C8 107.18(10) . . ? C10 N2 Zn1 124.49(9) . . ? C8 N2 Zn1 124.40(8) . . ? C3 N3 C4 127.53(11) . . ? C10 N4 C11 127.13(11) . . ? N1 C1 C2 103.44(10) . . ? O1 C2 C1 104.48(10) . . ? N1 C3 N3 125.16(11) . . ? N1 C3 O1 116.61(11) . . ? N3 C3 O1 118.24(11) . . ? N3 C4 C6 111.28(11) . . ? N3 C4 C7 110.38(11) . . ? C6 C4 C7 110.34(12) . . ? N3 C4 C5 105.45(10) . . ? C6 C4 C5 109.29(11) . . ? C7 C4 C5 109.98(11) . . ? N2 C8 C9 103.78(11) . . ? O2 C9 C8 105.28(11) . . ? N2 C10 N4 125.40(12) . . ? N2 C10 O2 116.71(11) . . ? N4 C10 O2 117.87(11) . . ? N4 C11 C12 109.53(12) . . ? N4 C11 C14 105.96(11) . . ? C12 C11 C14 109.78(14) . . ? N4 C11 C13 110.77(13) . . ? C12 C11 C13 111.49(15) . . ? C14 C11 C13 109.16(13) . . ? O4 C15 O3 124.73(12) . . ? O4 C15 C16 119.40(12) . . ? O3 C15 C16 115.85(12) . . ? O6 C17 O5 125.09(12) . . ? O6 C17 C18 119.67(12) . . ? O5 C17 C18 115.24(11) . . ? 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 O5 Zn1 O3 C15 -172.82(10) . . . . ? N1 Zn1 O3 C15 -60.21(11) . . . . ? N2 Zn1 O3 C15 60.76(11) . . . . ? O3 Zn1 O5 C17 -158.37(10) . . . . ? N1 Zn1 O5 C17 77.41(10) . . . . ? N2 Zn1 O5 C17 -39.45(11) . . . . ? O3 Zn1 N1 C3 77.42(11) . . . . ? O5 Zn1 N1 C3 -174.36(10) . . . . ? N2 Zn1 N1 C3 -46.71(11) . . . . ? O3 Zn1 N1 C1 -131.11(9) . . . . ? O5 Zn1 N1 C1 -22.90(10) . . . . ? N2 Zn1 N1 C1 104.75(9) . . . . ? O3 Zn1 N2 C10 -170.36(10) . . . . ? O5 Zn1 N2 C10 77.56(11) . . . . ? N1 Zn1 N2 C10 -40.07(11) . . . . ? O3 Zn1 N2 C8 -15.57(11) . . . . ? O5 Zn1 N2 C8 -127.66(10) . . . . ? N1 Zn1 N2 C8 114.72(10) . . . . ? C3 N1 C1 C2 -8.70(13) . . . . ? Zn1 N1 C1 C2 -164.58(8) . . . . ? C3 O1 C2 C1 -11.18(13) . . . . ? N1 C1 C2 O1 11.91(13) . . . . ? C1 N1 C3 N3 -177.87(12) . . . . ? Zn1 N1 C3 N3 -22.96(18) . . . . ? C1 N1 C3 O1 1.85(15) . . . . ? Zn1 N1 C3 O1 156.75(9) . . . . ? C4 N3 C3 N1 176.76(12) . . . . ? C4 N3 C3 O1 -2.96(19) . . . . ? C2 O1 C3 N1 6.32(15) . . . . ? C2 O1 C3 N3 -173.94(11) . . . . ? C3 N3 C4 C6 61.32(17) . . . . ? C3 N3 C4 C7 -61.54(17) . . . . ? C3 N3 C4 C5 179.72(13) . . . . ? C10 N2 C8 C9 6.98(14) . . . . ? Zn1 N2 C8 C9 -151.46(10) . . . . ? C10 O2 C9 C8 6.50(16) . . . . ? N2 C8 C9 O2 -8.09(15) . . . . ? C8 N2 C10 N4 175.58(12) . . . . ? Zn1 N2 C10 N4 -26.01(18) . . . . ? C8 N2 C10 O2 -3.25(15) . . . . ? Zn1 N2 C10 O2 155.17(9) . . . . ? C11 N4 C10 N2 174.88(12) . . . . ? C11 N4 C10 O2 -6.3(2) . . . . ? C9 O2 C10 N2 -2.24(16) . . . . ? C9 O2 C10 N4 178.84(12) . . . . ? C10 N4 C11 C12 -57.94(19) . . . . ? C10 N4 C11 C14 -176.30(14) . . . . ? C10 N4 C11 C13 65.43(18) . . . . ? Zn1 O3 C15 O4 3.97(18) . . . . ? Zn1 O3 C15 C16 -174.60(9) . . . . ? Zn1 O5 C17 O6 -1.51(18) . . . . ? Zn1 O5 C17 C18 178.14(9) . . . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 27.87 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 0.468 _refine_diff_density_min -0.330 _refine_diff_density_rms 0.053 # Attachment '[ZnTAO_OAc_]BPh4.cif' data_asb105 _database_code_depnum_ccdc_archive 'CCDC 760735' #TrackingRef '[ZnTAO_OAc_]BPh4.cif' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C41 H50 B N7 O5 Zn' _chemical_formula_weight 797.06 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' B B 0.0013 0.0007 '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 11.2142(5) _cell_length_b 12.9201(6) _cell_length_c 14.3636(6) _cell_angle_alpha 88.7516(5) _cell_angle_beta 76.4113(5) _cell_angle_gamma 71.5359(5) _cell_volume 1915.61(15) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9935 _cell_measurement_theta_min 2.28 _cell_measurement_theta_max 27.50 _exptl_crystal_description polyhedron _exptl_crystal_colour colorless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.382 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 840 _exptl_absorpt_coefficient_mu 0.696 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8343 _exptl_absorpt_correction_T_max 0.8849 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Bruker SMART APEX II CCD' _diffrn_measurement_method 'phi and omega' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 22314 _diffrn_reflns_av_R_equivalents 0.0204 _diffrn_reflns_av_sigmaI/netI 0.0255 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 27.50 _reflns_number_total 8701 _reflns_number_gt 7882 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0472P)^2^+1.0707P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'geom & difmap' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8701 _refine_ls_number_parameters 509 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0389 _refine_ls_R_factor_gt 0.0350 _refine_ls_wR_factor_ref 0.0960 _refine_ls_wR_factor_gt 0.0933 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.051 _refine_ls_shift/su_max 0.003 _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 0.506658(17) 0.822388(15) 0.708264(13) 0.02320(7) Uani 1 1 d . . . O1 O 0.26535(14) 0.61965(12) 0.72583(10) 0.0399(3) Uani 1 1 d . . . O2 O 0.79314(13) 0.63857(11) 0.85290(10) 0.0355(3) Uani 1 1 d . . . O3 O 0.53425(15) 1.14271(10) 0.61767(10) 0.0392(3) Uani 1 1 d . . . O4 O 0.61944(13) 0.78285(10) 0.57087(9) 0.0336(3) Uani 1 1 d . . . O5 O 0.69877(14) 0.60409(10) 0.53653(9) 0.0366(3) Uani 1 1 d . . . N1 N 0.37134(15) 0.90205(13) 0.84297(11) 0.0322(3) Uani 1 1 d . . . N2 N 0.35512(14) 0.75894(13) 0.71266(12) 0.0339(3) Uani 1 1 d . . . N3 N 0.61474(14) 0.73976(12) 0.79950(10) 0.0289(3) Uani 1 1 d . . . N4 N 0.49498(15) 0.98911(12) 0.68738(11) 0.0296(3) Uani 1 1 d . . . N5 N 0.46142(17) 0.58615(14) 0.63183(13) 0.0369(4) Uani 1 1 d . . . N6 N 0.80173(16) 0.61785(14) 0.69926(13) 0.0385(4) Uani 1 1 d . . . N7 N 0.65919(17) 0.98198(14) 0.54924(13) 0.0386(4) Uani 1 1 d . . . H5 H 0.538(2) 0.5928(19) 0.6126(16) 0.039(6) Uiso 1 1 d . . . H6 H 0.771(2) 0.613(2) 0.6527(18) 0.045(7) Uiso 1 1 d . . . H7 H 0.668(2) 0.916(2) 0.5339(17) 0.041(6) Uiso 1 1 d . . . C1 C 0.2419(2) 0.9128(2) 0.83180(19) 0.0560(6) Uani 1 1 d . . . H1A H 0.2131 0.9774 0.7944 0.067 Uiso 1 1 calc R . . H1B H 0.1814 0.9264 0.8960 0.067 Uiso 1 1 calc R . . C2 C 0.2339(2) 0.8173(2) 0.7840(2) 0.0643(8) Uani 1 1 d . . . H2A H 0.1618 0.8409 0.7514 0.077 Uiso 1 1 calc R . . H2B H 0.2138 0.7662 0.8330 0.077 Uiso 1 1 calc R . . C3 C 0.36308(18) 0.66075(16) 0.69034(12) 0.0304(4) Uani 1 1 d . . . C4 C 0.3008(2) 0.50994(18) 0.68316(16) 0.0429(5) Uani 1 1 d . . . H4A H 0.2530 0.5092 0.6334 0.051 Uiso 1 1 calc R . . H4B H 0.2815 0.4590 0.7326 0.051 Uiso 1 1 calc R . . C5 C 0.4452(2) 0.47823(17) 0.63918(16) 0.0420(5) Uani 1 1 d . . . H5B H 0.4961 0.4324 0.6815 0.050 Uiso 1 1 calc R . . H5C H 0.4692 0.4395 0.5754 0.050 Uiso 1 1 calc R . . C6 C 0.4118(2) 0.8281(2) 0.91760(15) 0.0471(5) Uani 1 1 d . . . H6A H 0.3765 0.7667 0.9186 0.056 Uiso 1 1 calc R . . H6B H 0.3755 0.8683 0.9811 0.056 Uiso 1 1 calc R . . C7 C 0.5569(2) 0.7834(2) 0.90002(14) 0.0455(5) Uani 1 1 d . . . H7B H 0.5910 0.8420 0.9132 0.055 Uiso 1 1 calc R . . H7C H 0.5810 0.7245 0.9440 0.055 Uiso 1 1 calc R . . C8 C 0.72907(17) 0.66902(14) 0.78330(12) 0.0271(3) Uani 1 1 d . . . C9 C 0.9212(2) 0.56386(18) 0.81138(17) 0.0480(5) Uani 1 1 d . . . H9A H 0.9388 0.4967 0.8475 0.058 Uiso 1 1 calc R . . H9B H 0.9880 0.5985 0.8123 0.058 Uiso 1 1 calc R . . C10 C 0.92131(19) 0.53719(17) 0.70928(15) 0.0397(4) Uani 1 1 d . . . H10A H 0.9974 0.5465 0.6629 0.048 Uiso 1 1 calc R . . H10B H 0.9197 0.4618 0.7010 0.048 Uiso 1 1 calc R . . C11 C 0.3863(2) 1.00964(17) 0.85626(15) 0.0434(5) Uani 1 1 d . . . H11A H 0.4641 1.0002 0.8811 0.052 Uiso 1 1 calc R . . H11B H 0.3100 1.0559 0.9042 0.052 Uiso 1 1 calc R . . C12 C 0.3994(2) 1.06561(16) 0.76304(15) 0.0419(5) Uani 1 1 d . . . H12A H 0.3147 1.0912 0.7459 0.050 Uiso 1 1 calc R . . H12B H 0.4271 1.1300 0.7701 0.050 Uiso 1 1 calc R . . C13 C 0.55943(18) 1.03343(14) 0.62110(13) 0.0298(4) Uani 1 1 d . . . C14 C 0.6327(2) 1.16392(17) 0.54013(16) 0.0416(5) Uani 1 1 d . . . H14A H 0.6985 1.1823 0.5658 0.050 Uiso 1 1 calc R . . H14B H 0.5931 1.2248 0.5025 0.050 Uiso 1 1 calc R . . C15 C 0.6924(2) 1.05783(17) 0.47914(16) 0.0401(4) Uani 1 1 d . . . H15A H 0.6529 1.0594 0.4241 0.048 Uiso 1 1 calc R . . H15B H 0.7873 1.0401 0.4555 0.048 Uiso 1 1 calc R . . C16 C 0.68990(16) 0.69967(14) 0.51625(12) 0.0267(3) Uani 1 1 d . . . C17 C 0.7699(2) 0.72015(17) 0.42183(14) 0.0394(4) Uani 1 1 d . . . H17A H 0.7978 0.6554 0.3779 0.059 Uiso 1 1 calc R . . H17B H 0.8461 0.7352 0.4325 0.059 Uiso 1 1 calc R . . H17C H 0.7177 0.7831 0.3938 0.059 Uiso 1 1 calc R . . B1 B 0.81656(16) 0.22641(14) 0.78932(12) 0.0204(3) Uani 1 1 d . . . C18 C 0.86271(15) 0.23402(13) 0.67168(11) 0.0223(3) Uani 1 1 d . . . C19 C 0.81404(18) 0.32882(14) 0.62475(13) 0.0305(4) Uani 1 1 d . . . H19A H 0.7523 0.3910 0.6620 0.037 Uiso 1 1 calc R . . C20 C 0.8522(2) 0.33591(16) 0.52594(14) 0.0410(5) Uani 1 1 d . . . H20A H 0.8176 0.4024 0.4975 0.049 Uiso 1 1 calc R . . C21 C 0.9404(2) 0.24652(17) 0.46877(13) 0.0397(4) Uani 1 1 d . . . H21A H 0.9651 0.2504 0.4012 0.048 Uiso 1 1 calc R . . C22 C 0.99169(18) 0.15172(16) 0.51204(13) 0.0342(4) Uani 1 1 d . . . H22A H 1.0528 0.0898 0.4741 0.041 Uiso 1 1 calc R . . C23 C 0.95407(16) 0.14647(14) 0.61129(12) 0.0285(3) Uani 1 1 d . . . H23A H 0.9920 0.0806 0.6393 0.034 Uiso 1 1 calc R . . C24 C 0.90702(15) 0.26957(12) 0.84424(11) 0.0210(3) Uani 1 1 d . . . C25 C 1.03502(15) 0.26154(13) 0.80081(12) 0.0246(3) Uani 1 1 d . . . H25A H 1.0695 0.2340 0.7359 0.029 Uiso 1 1 calc R . . C26 C 1.11461(16) 0.29232(14) 0.84864(13) 0.0284(3) Uani 1 1 d . . . H26A H 1.2005 0.2869 0.8156 0.034 Uiso 1 1 calc R . . C27 C 1.06922(17) 0.33058(14) 0.94381(13) 0.0290(3) Uani 1 1 d . . . H27A H 1.1233 0.3510 0.9767 0.035 Uiso 1 1 calc R . . C28 C 0.94302(17) 0.33843(15) 0.99004(12) 0.0305(4) Uani 1 1 d . . . H28A H 0.9102 0.3636 1.0556 0.037 Uiso 1 1 calc R . . C29 C 0.86424(16) 0.30944(14) 0.94055(12) 0.0273(3) Uani 1 1 d . . . H29A H 0.7776 0.3170 0.9735 0.033 Uiso 1 1 calc R . . C30 C 0.66373(15) 0.30367(14) 0.82773(11) 0.0239(3) Uani 1 1 d . . . C31 C 0.55988(16) 0.26264(16) 0.84403(12) 0.0298(4) Uani 1 1 d . . . H31A H 0.5774 0.1866 0.8322 0.036 Uiso 1 1 calc R . . C32 C 0.43124(17) 0.32886(19) 0.87701(13) 0.0383(4) Uani 1 1 d . . . H32A H 0.3636 0.2973 0.8873 0.046 Uiso 1 1 calc R . . C33 C 0.40186(18) 0.43974(19) 0.89465(14) 0.0427(5) Uani 1 1 d . . . H33A H 0.3145 0.4848 0.9177 0.051 Uiso 1 1 calc R . . C34 C 0.5013(2) 0.48433(18) 0.87834(15) 0.0422(5) Uani 1 1 d . . . H34A H 0.4826 0.5607 0.8894 0.051 Uiso 1 1 calc R . . C35 C 0.62940(17) 0.41703(15) 0.84556(13) 0.0330(4) Uani 1 1 d . . . H35A H 0.6963 0.4494 0.8348 0.040 Uiso 1 1 calc R . . C36 C 0.83369(14) 0.09832(13) 0.81438(11) 0.0222(3) Uani 1 1 d . . . C37 C 0.88772(15) 0.04775(13) 0.88861(12) 0.0252(3) Uani 1 1 d . . . H37A H 0.9184 0.0888 0.9260 0.030 Uiso 1 1 calc R . . C38 C 0.89870(17) -0.05977(15) 0.91037(13) 0.0312(4) Uani 1 1 d . . . H38A H 0.9361 -0.0903 0.9617 0.037 Uiso 1 1 calc R . . C39 C 0.8555(2) -0.12216(15) 0.85773(15) 0.0374(4) Uani 1 1 d . . . H39A H 0.8621 -0.1954 0.8727 0.045 Uiso 1 1 calc R . . C40 C 0.8023(2) -0.07591(16) 0.78227(16) 0.0404(4) Uani 1 1 d . . . H40A H 0.7731 -0.1180 0.7448 0.049 Uiso 1 1 calc R . . C41 C 0.79177(19) 0.03139(15) 0.76184(14) 0.0323(4) Uani 1 1 d . . . H41A H 0.7547 0.0613 0.7102 0.039 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.02157(10) 0.02353(10) 0.02245(10) 0.00111(7) -0.00303(7) -0.00602(7) O1 0.0389(7) 0.0503(8) 0.0389(7) 0.0028(6) -0.0063(6) -0.0282(7) O2 0.0386(7) 0.0310(7) 0.0368(7) 0.0042(5) -0.0185(6) -0.0040(5) O3 0.0513(8) 0.0245(6) 0.0444(8) 0.0041(5) -0.0186(7) -0.0108(6) O4 0.0384(7) 0.0278(6) 0.0273(6) -0.0011(5) 0.0034(5) -0.0087(5) O5 0.0463(8) 0.0272(6) 0.0327(7) -0.0002(5) -0.0032(6) -0.0114(6) N1 0.0270(7) 0.0338(8) 0.0317(8) -0.0034(6) -0.0046(6) -0.0057(6) N2 0.0251(7) 0.0368(8) 0.0377(8) -0.0062(7) -0.0014(6) -0.0108(6) N3 0.0278(7) 0.0313(7) 0.0238(7) 0.0052(6) -0.0043(6) -0.0061(6) N4 0.0325(8) 0.0239(7) 0.0303(7) -0.0022(6) -0.0089(6) -0.0049(6) N5 0.0378(9) 0.0329(8) 0.0419(9) -0.0022(7) -0.0051(7) -0.0167(7) N6 0.0315(8) 0.0406(9) 0.0351(9) -0.0016(7) -0.0119(7) 0.0029(7) N7 0.0394(9) 0.0274(8) 0.0464(10) 0.0064(7) -0.0039(7) -0.0120(7) C1 0.0253(10) 0.0723(16) 0.0601(15) -0.0274(12) -0.0020(9) -0.0053(10) C2 0.0297(11) 0.0700(17) 0.0844(19) -0.0371(15) 0.0080(11) -0.0170(11) C3 0.0320(9) 0.0398(10) 0.0246(8) 0.0055(7) -0.0079(7) -0.0181(8) C4 0.0560(13) 0.0449(11) 0.0449(11) 0.0136(9) -0.0241(10) -0.0318(10) C5 0.0569(13) 0.0350(10) 0.0423(11) 0.0031(8) -0.0182(10) -0.0217(9) C6 0.0412(11) 0.0538(13) 0.0323(10) 0.0050(9) 0.0051(8) -0.0065(10) C7 0.0428(11) 0.0549(13) 0.0246(9) 0.0043(8) -0.0055(8) 0.0018(10) C8 0.0315(8) 0.0240(8) 0.0304(8) 0.0076(6) -0.0109(7) -0.0130(7) C9 0.0420(11) 0.0373(11) 0.0601(14) -0.0060(9) -0.0274(10) 0.0053(9) C10 0.0313(10) 0.0356(10) 0.0470(11) 0.0011(8) -0.0126(8) -0.0013(8) C11 0.0489(12) 0.0401(11) 0.0350(10) -0.0092(8) -0.0051(9) -0.0087(9) C12 0.0489(12) 0.0291(9) 0.0384(11) -0.0060(8) -0.0061(9) -0.0023(8) C13 0.0342(9) 0.0240(8) 0.0364(9) 0.0042(7) -0.0196(7) -0.0087(7) C14 0.0506(12) 0.0360(10) 0.0522(12) 0.0166(9) -0.0279(10) -0.0229(9) C15 0.0377(10) 0.0391(10) 0.0483(12) 0.0169(9) -0.0141(9) -0.0172(8) C16 0.0265(8) 0.0266(8) 0.0276(8) 0.0010(6) -0.0074(6) -0.0088(6) C17 0.0424(11) 0.0357(10) 0.0324(10) -0.0030(8) 0.0069(8) -0.0130(8) B1 0.0194(8) 0.0220(8) 0.0211(8) 0.0010(6) -0.0057(6) -0.0077(6) C18 0.0214(7) 0.0247(7) 0.0235(7) 0.0006(6) -0.0067(6) -0.0100(6) C19 0.0370(9) 0.0252(8) 0.0275(8) 0.0000(6) -0.0070(7) -0.0078(7) C20 0.0587(13) 0.0314(9) 0.0300(9) 0.0089(7) -0.0115(9) -0.0104(9) C21 0.0515(12) 0.0432(11) 0.0225(8) 0.0036(7) -0.0042(8) -0.0160(9) C22 0.0335(9) 0.0351(9) 0.0280(9) -0.0036(7) -0.0013(7) -0.0069(7) C23 0.0268(8) 0.0281(8) 0.0275(8) 0.0016(6) -0.0059(6) -0.0051(7) C24 0.0200(7) 0.0197(7) 0.0241(7) 0.0030(6) -0.0066(6) -0.0065(6) C25 0.0214(7) 0.0256(8) 0.0250(8) -0.0013(6) -0.0039(6) -0.0061(6) C26 0.0179(7) 0.0314(9) 0.0357(9) 0.0002(7) -0.0062(6) -0.0079(6) C27 0.0263(8) 0.0295(8) 0.0346(9) 0.0009(7) -0.0152(7) -0.0079(7) C28 0.0315(9) 0.0374(9) 0.0236(8) -0.0018(7) -0.0082(7) -0.0112(7) C29 0.0227(8) 0.0353(9) 0.0244(8) -0.0007(6) -0.0032(6) -0.0117(7) C30 0.0201(7) 0.0303(8) 0.0206(7) 0.0018(6) -0.0063(6) -0.0063(6) C31 0.0230(8) 0.0400(10) 0.0276(8) 0.0028(7) -0.0088(6) -0.0099(7) C32 0.0204(8) 0.0636(13) 0.0306(9) 0.0044(9) -0.0079(7) -0.0120(8) C33 0.0225(9) 0.0618(13) 0.0308(10) -0.0077(9) -0.0067(7) 0.0052(8) C34 0.0353(10) 0.0387(10) 0.0421(11) -0.0110(8) -0.0102(8) 0.0042(8) C35 0.0263(8) 0.0335(9) 0.0357(9) -0.0050(7) -0.0068(7) -0.0050(7) C36 0.0184(7) 0.0245(7) 0.0235(7) 0.0007(6) -0.0038(6) -0.0075(6) C37 0.0218(7) 0.0268(8) 0.0265(8) 0.0001(6) -0.0066(6) -0.0064(6) C38 0.0287(8) 0.0292(9) 0.0348(9) 0.0069(7) -0.0101(7) -0.0065(7) C39 0.0414(10) 0.0253(9) 0.0483(11) 0.0072(8) -0.0132(9) -0.0133(8) C40 0.0521(12) 0.0329(10) 0.0488(12) 0.0037(8) -0.0229(10) -0.0231(9) C41 0.0394(10) 0.0312(9) 0.0357(9) 0.0066(7) -0.0189(8) -0.0172(8) _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 N3 2.0474(14) . ? Zn1 O4 2.0535(12) . ? Zn1 N2 2.0961(15) . ? Zn1 N4 2.1351(15) . ? Zn1 N1 2.1963(15) . ? O1 C3 1.355(2) . ? O1 C4 1.452(3) . ? O2 C8 1.346(2) . ? O2 C9 1.447(2) . ? O3 C13 1.352(2) . ? O3 C14 1.461(3) . ? O4 C16 1.266(2) . ? O5 C16 1.241(2) . ? N1 C1 1.460(3) . ? N1 C11 1.474(3) . ? N1 C6 1.476(3) . ? N2 C3 1.286(2) . ? N2 C2 1.482(3) . ? N3 C8 1.288(2) . ? N3 C7 1.479(2) . ? N4 C13 1.293(2) . ? N4 C12 1.461(2) . ? N5 C3 1.333(2) . ? N5 C5 1.461(3) . ? N6 C8 1.338(2) . ? N6 C10 1.450(2) . ? N7 C13 1.332(3) . ? N7 C15 1.458(2) . ? C1 C2 1.463(3) . ? C4 C5 1.516(3) . ? C6 C7 1.505(3) . ? C9 C10 1.513(3) . ? C11 C12 1.507(3) . ? C14 C15 1.513(3) . ? C16 C17 1.509(2) . ? B1 C36 1.646(2) . ? B1 C24 1.648(2) . ? B1 C30 1.654(2) . ? B1 C18 1.657(2) . ? C18 C19 1.402(2) . ? C18 C23 1.405(2) . ? C19 C20 1.393(3) . ? C20 C21 1.387(3) . ? C21 C22 1.380(3) . ? C22 C23 1.395(2) . ? C24 C25 1.396(2) . ? C24 C29 1.404(2) . ? C25 C26 1.397(2) . ? C26 C27 1.384(2) . ? C27 C28 1.387(3) . ? C28 C29 1.394(2) . ? C30 C31 1.396(2) . ? C30 C35 1.404(2) . ? C31 C32 1.397(2) . ? C32 C33 1.379(3) . ? C33 C34 1.382(3) . ? C34 C35 1.396(3) . ? C36 C37 1.398(2) . ? C36 C41 1.411(2) . ? C37 C38 1.390(2) . ? C38 C39 1.379(3) . ? C39 C40 1.392(3) . ? C40 C41 1.385(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 N3 Zn1 O4 107.62(6) . . ? N3 Zn1 N2 108.64(6) . . ? O4 Zn1 N2 104.36(6) . . ? N3 Zn1 N4 117.78(6) . . ? O4 Zn1 N4 88.79(5) . . ? N2 Zn1 N4 124.91(6) . . ? N3 Zn1 N1 82.67(6) . . ? O4 Zn1 N1 166.91(6) . . ? N2 Zn1 N1 79.12(6) . . ? N4 Zn1 N1 79.07(6) . . ? C3 O1 C4 108.57(15) . . ? C8 O2 C9 109.10(15) . . ? C13 O3 C14 108.47(15) . . ? C16 O4 Zn1 140.08(11) . . ? C1 N1 C11 111.50(17) . . ? C1 N1 C6 114.10(19) . . ? C11 N1 C6 111.80(17) . . ? C1 N1 Zn1 106.20(12) . . ? C11 N1 Zn1 108.06(12) . . ? C6 N1 Zn1 104.60(11) . . ? C3 N2 C2 113.11(17) . . ? C3 N2 Zn1 128.05(13) . . ? C2 N2 Zn1 113.90(13) . . ? C8 N3 C7 115.72(15) . . ? C8 N3 Zn1 131.50(12) . . ? C7 N3 Zn1 112.00(11) . . ? C13 N4 C12 114.86(15) . . ? C13 N4 Zn1 131.35(12) . . ? C12 N4 Zn1 113.78(12) . . ? C3 N5 C5 111.36(17) . . ? C8 N6 C10 112.13(16) . . ? C13 N7 C15 111.47(16) . . ? N1 C1 C2 114.13(19) . . ? C1 C2 N2 112.84(19) . . ? N2 C3 N5 127.75(17) . . ? N2 C3 O1 121.89(17) . . ? N5 C3 O1 110.36(16) . . ? O1 C4 C5 104.87(15) . . ? N5 C5 C4 100.31(17) . . ? N1 C6 C7 111.64(17) . . ? N3 C7 C6 110.16(17) . . ? N3 C8 N6 127.31(16) . . ? N3 C8 O2 122.21(16) . . ? N6 C8 O2 110.46(15) . . ? O2 C9 C10 105.69(15) . . ? N6 C10 C9 101.21(16) . . ? N1 C11 C12 110.94(16) . . ? N4 C12 C11 109.49(16) . . ? N4 C13 N7 127.00(16) . . ? N4 C13 O3 122.86(17) . . ? N7 C13 O3 110.12(16) . . ? O3 C14 C15 104.23(15) . . ? N7 C15 C14 100.17(17) . . ? O5 C16 O4 124.26(16) . . ? O5 C16 C17 118.98(16) . . ? O4 C16 C17 116.74(15) . . ? C36 B1 C24 108.13(12) . . ? C36 B1 C30 110.56(12) . . ? C24 B1 C30 109.08(12) . . ? C36 B1 C18 109.43(12) . . ? C24 B1 C18 110.48(12) . . ? C30 B1 C18 109.15(12) . . ? C19 C18 C23 114.75(15) . . ? C19 C18 B1 122.51(14) . . ? C23 C18 B1 122.74(14) . . ? C20 C19 C18 122.89(17) . . ? C21 C20 C19 120.39(18) . . ? C22 C21 C20 118.68(17) . . ? C21 C22 C23 120.24(17) . . ? C22 C23 C18 123.01(16) . . ? C25 C24 C29 115.01(14) . . ? C25 C24 B1 122.46(14) . . ? C29 C24 B1 122.37(14) . . ? C24 C25 C26 122.82(15) . . ? C27 C26 C25 120.48(15) . . ? C26 C27 C28 118.51(15) . . ? C27 C28 C29 120.16(16) . . ? C28 C29 C24 123.00(15) . . ? C31 C30 C35 115.06(15) . . ? C31 C30 B1 123.34(15) . . ? C35 C30 B1 121.60(14) . . ? C30 C31 C32 122.71(18) . . ? C33 C32 C31 120.35(19) . . ? C32 C33 C34 119.03(17) . . ? C33 C34 C35 119.9(2) . . ? C34 C35 C30 122.93(18) . . ? C37 C36 C41 114.81(15) . . ? C37 C36 B1 123.80(14) . . ? C41 C36 B1 121.38(14) . . ? C38 C37 C36 123.13(16) . . ? C39 C38 C37 120.23(17) . . ? C38 C39 C40 118.85(17) . . ? C41 C40 C39 120.09(17) . . ? C40 C41 C36 122.87(17) . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.837 _refine_diff_density_min -0.493 _refine_diff_density_rms 0.053