# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_zn #TrackingRef '1-635.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common '[Zn(3-tzbd)2.H2O]n' _chemical_melting_point 'not measured' _chemical_formula_moiety '[Zn(3-tzbd)2.H2O]n' _chemical_formula_sum 'C3.05 H2.29 N1.52 O0.57 Zn0.19' _chemical_formula_weight 81.85 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+1/2, -y+1/2, -z' '-x, y, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y, z-1/2' _cell_length_a 10.232(3) _cell_length_b 14.433(4) _cell_length_c 22.709(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3353.6(15) _cell_formula_units_Z 42 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4030 _cell_measurement_theta_min 2.7702 _cell_measurement_theta_max 27.4662 _exptl_crystal_description Prism _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.702 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1743 _exptl_absorpt_coefficient_mu 1.504 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7590 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'Sphere (Rigaku CrystalClear)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 P4' _diffrn_measurement_method CCD_Profile_fitting _diffrn_detector_area_resol_mean 28.5714 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21407 _diffrn_reflns_av_R_equivalents 0.0495 _diffrn_reflns_av_sigmaI/netI 0.0293 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.34 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2944 _reflns_number_gt 2891 _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^)+(0.1150P)^2^+5.7306P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2944 _refine_ls_number_parameters 273 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0584 _refine_ls_R_factor_gt 0.0570 _refine_ls_wR_factor_ref 0.1854 _refine_ls_wR_factor_gt 0.1837 _refine_ls_goodness_of_fit_ref 1.074 _refine_ls_restrained_S_all 1.074 _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 0.5000 -0.11325(3) -0.7500 0.02406(13) Uani 1 2 d S . . O1W O 0.5775(10) -0.3092(5) -1.1007(4) 0.309(6) Uani 1 1 d D . . H1WA H 0.623(2) -0.3584(10) -1.0981(16) 0.370 Uiso 1 1 d D . . H1WB H 0.593(5) -0.2803(14) -1.0688(8) 0.370 Uiso 1 1 d D . . Zn2 Zn 0.5000 0.15608(3) -0.7500 0.02404(13) Uani 1 2 d S . . O11 O 0.4700(4) -0.2821(3) -0.96985(15) 0.0801(11) Uani 1 1 d . . . N11 N 0.3323(2) -0.18049(18) -0.73732(11) 0.0284(6) Uani 1 1 d . . . C11 C 0.2767(3) -0.2575(2) -0.75729(11) 0.0256(7) Uani 1 1 d . . . N12 N 0.2417(2) -0.13522(17) -0.70477(11) 0.0325(6) Uani 1 1 d . . . C12 C 0.3355(3) -0.3288(2) -0.79493(13) 0.0279(7) Uani 1 1 d . . . N13 N 0.1347(2) -0.18224(17) -0.70526(11) 0.0304(6) Uani 1 1 d . . . C13 C 0.3400(3) -0.4207(2) -0.77604(15) 0.0353(8) Uani 1 1 d . . . H13A H 0.3102 -0.4358 -0.7386 0.039(9) Uiso 1 1 d R . . N14 N 0.1531(2) -0.26018(17) -0.73791(10) 0.0259(6) Uani 1 1 d . . . C14 C 0.3893(4) -0.4892(2) -0.81201(16) 0.0433(9) Uani 1 1 d . . . H14A H 0.3938 -0.5501 -0.7987 0.057(11) Uiso 1 1 d R . . C15 C 0.4302(3) -0.4684(2) -0.86772(17) 0.0429(9) Uani 1 1 d . . . H15A H 0.4608 -0.5149 -0.8925 0.074(14) Uiso 1 1 d R . . C16 C 0.4270(3) -0.3754(2) -0.88737(15) 0.0396(8) Uani 1 1 d . . . C17 C 0.3799(3) -0.3064(2) -0.85067(13) 0.0332(7) Uani 1 1 d . . . H17A H 0.3797 -0.2451 -0.8633 0.031(8) Uiso 1 1 d R . . C18 C 0.4676(4) -0.3558(3) -0.94786(17) 0.0507(10) Uani 1 1 d . . . H18A H 0.500(3) -0.403(4) -0.981(2) 0.061 Uiso 1 1 d . . . O21 O 0.7659(3) -0.1745(2) -0.37653(11) 0.0577(8) Uani 1 1 d . . . N21 N 0.5815(2) -0.05520(17) -0.63274(10) 0.0283(6) Uani 1 1 d . . . C21 C 0.6013(3) 0.02150(19) -0.60025(12) 0.0258(7) Uani 1 1 d . . . N22 N 0.5386(3) -0.02382(15) -0.68382(11) 0.0263(6) Uani 1 1 d . . . C22 C 0.6458(3) 0.01807(19) -0.53879(13) 0.0277(7) Uani 1 1 d . . . N23 N 0.5315(2) 0.06844(16) -0.68238(10) 0.0252(5) Uani 1 1 d . . . C23 C 0.6609(3) 0.0990(2) -0.50623(14) 0.0388(8) Uani 1 1 d . . . H23A H 0.6454 0.1562 -0.5237 0.041(9) Uiso 1 1 d R . . N24 N 0.5712(2) 0.09806(17) -0.62969(10) 0.0291(6) Uani 1 1 d . . . C24 C 0.6982(4) 0.0945(2) -0.44689(14) 0.0424(9) Uani 1 1 d . . . H24A H 0.7074 0.1486 -0.4252 0.055(11) Uiso 1 1 d R . . C25 C 0.7226(3) 0.0108(2) -0.42097(13) 0.0354(8) Uani 1 1 d . . . H25A H 0.7496 0.0081 -0.3819 0.036(9) Uiso 1 1 d R . . C26 C 0.7070(3) -0.0704(2) -0.45312(14) 0.0360(8) Uani 1 1 d . . . C27 C 0.6686(3) -0.0663(2) -0.51180(14) 0.0349(8) Uani 1 1 d . . . H27A H 0.6577 -0.1208 -0.5331 0.038(9) Uiso 1 1 d R . . C28 C 0.7246(4) -0.1611(3) -0.42532(16) 0.0487(10) Uani 1 1 d . . . H28A H 0.7009 -0.2130 -0.4472 0.069(13) Uiso 1 1 d 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 0.0231(2) 0.0206(2) 0.0285(2) 0.000 -0.00281(16) 0.000 O1W 0.317(13) 0.205(9) 0.404(16) -0.078(10) -0.018(12) 0.043(9) Zn2 0.0230(3) 0.0208(3) 0.0283(3) 0.000 -0.00190(16) 0.000 O11 0.099(2) 0.079(2) 0.0630(19) 0.0089(18) 0.0089(17) 0.001(2) N11 0.0307(13) 0.0250(12) 0.0294(11) 0.0001(10) 0.0014(10) -0.0001(11) C11 0.0276(13) 0.0254(14) 0.0238(12) 0.0043(10) -0.0019(10) -0.0048(13) N12 0.0315(12) 0.0306(13) 0.0355(13) -0.0042(10) 0.0036(11) -0.0035(11) C12 0.0170(12) 0.0272(14) 0.0394(15) -0.0053(12) -0.0025(11) -0.0032(11) N13 0.0255(12) 0.0300(13) 0.0356(13) -0.0051(10) 0.0044(10) -0.0036(10) C13 0.0325(15) 0.0296(16) 0.0439(17) -0.0011(14) -0.0007(14) 0.0010(13) N14 0.0227(11) 0.0261(12) 0.0289(11) -0.0023(10) 0.0011(9) -0.0046(10) C14 0.0435(18) 0.0310(17) 0.055(2) 0.0024(15) 0.0052(16) 0.0043(15) C15 0.0324(17) 0.0362(18) 0.060(2) -0.0152(15) 0.0035(15) 0.0073(13) C16 0.0315(15) 0.0421(18) 0.0452(17) -0.0102(14) 0.0052(14) -0.0029(14) C17 0.0323(15) 0.0305(16) 0.0368(15) 0.0001(13) 0.0024(12) -0.0041(13) C18 0.0512(19) 0.056(2) 0.045(2) 0.0011(18) 0.0055(18) 0.0025(19) O21 0.0608(16) 0.0677(17) 0.0445(13) 0.0213(12) -0.0071(12) -0.0001(14) N21 0.0316(12) 0.0249(12) 0.0285(12) 0.0017(10) -0.0042(10) 0.0010(10) C21 0.0217(13) 0.0278(15) 0.0280(14) -0.0015(11) 0.0000(11) -0.0004(11) N22 0.0270(11) 0.0220(12) 0.0299(12) -0.0008(9) 0.0005(11) 0.0019(10) C22 0.0259(14) 0.0306(16) 0.0267(13) -0.0018(11) 0.0000(12) -0.0012(11) N23 0.0293(11) 0.0199(11) 0.0263(11) 0.0008(9) -0.0014(10) 0.0002(10) C23 0.0497(19) 0.0308(15) 0.0358(16) 0.0002(14) -0.0026(14) -0.0039(14) N24 0.0376(13) 0.0262(12) 0.0236(11) -0.0016(10) 0.0023(10) 0.0013(11) C24 0.063(2) 0.0318(16) 0.0323(15) -0.0076(13) -0.0009(15) -0.0108(16) C25 0.0371(17) 0.0459(18) 0.0231(13) 0.0009(13) -0.0020(12) -0.0066(14) C26 0.0350(15) 0.0401(17) 0.0329(15) 0.0026(13) 0.0026(13) 0.0009(14) C27 0.0408(16) 0.0314(16) 0.0324(15) -0.0032(13) -0.0020(13) 0.0015(13) C28 0.055(2) 0.047(2) 0.0439(19) 0.0058(16) -0.0081(16) 0.0028(17) _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 N11 1.992(3) . ? Zn1 N11 1.992(3) 4_653 ? Zn1 N22 2.020(2) 4_653 ? Zn1 N22 2.020(2) . ? O1W H1WA 0.852(9) . ? O1W H1WB 0.850(10) . ? Zn2 N14 1.998(2) 6_664 ? Zn2 N14 1.998(2) 7_665 ? Zn2 N23 2.015(2) 4_653 ? Zn2 N23 2.015(2) . ? O11 C18 1.175(5) . ? N11 C11 1.328(4) . ? N11 N12 1.354(3) . ? C11 N14 1.339(4) . ? C11 C12 1.468(4) . ? N12 N13 1.288(3) . ? C12 C17 1.383(4) . ? C12 C13 1.395(4) . ? N13 N14 1.360(3) . ? C13 C14 1.378(5) . ? C13 H13A 0.9295 . ? N14 Zn2 1.998(2) 6_554 ? C14 C15 1.366(5) . ? C14 H14A 0.9301 . ? C15 C16 1.415(5) . ? C15 H15A 0.9299 . ? C16 C17 1.385(5) . ? C16 C18 1.463(5) . ? C17 H17A 0.9300 . ? C18 H18A 1.08(5) . ? O21 C28 1.202(4) . ? N21 N22 1.320(3) . ? N21 C21 1.346(4) . ? C21 N24 1.328(4) . ? C21 C22 1.469(4) . ? N22 N23 1.334(3) . ? C22 C27 1.383(4) . ? C22 C23 1.391(4) . ? N23 N24 1.334(3) . ? C23 C24 1.402(5) . ? C23 H23A 0.9301 . ? C24 C25 1.366(5) . ? C24 H24A 0.9290 . ? C25 C26 1.390(5) . ? C25 H25A 0.9301 . ? C26 C27 1.390(4) . ? C26 C28 1.465(5) . ? C27 H27A 0.9299 . ? C28 H28A 0.9309 . ? 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 N11 Zn1 N11 121.70(15) . 4_653 ? N11 Zn1 N22 104.51(10) . 4_653 ? N11 Zn1 N22 111.84(10) 4_653 4_653 ? N11 Zn1 N22 111.84(10) . . ? N11 Zn1 N22 104.51(10) 4_653 . ? N22 Zn1 N22 100.57(13) 4_653 . ? H1WA O1W H1WB 104(2) . . ? N14 Zn2 N14 105.53(14) 6_664 7_665 ? N14 Zn2 N23 113.62(10) 6_664 4_653 ? N14 Zn2 N23 111.03(10) 7_665 4_653 ? N14 Zn2 N23 111.03(10) 6_664 . ? N14 Zn2 N23 113.62(10) 7_665 . ? N23 Zn2 N23 102.25(14) 4_653 . ? C11 N11 N12 107.3(2) . . ? C11 N11 Zn1 136.7(2) . . ? N12 N11 Zn1 115.69(19) . . ? N11 C11 N14 108.5(3) . . ? N11 C11 C12 127.6(3) . . ? N14 C11 C12 123.9(3) . . ? N13 N12 N11 108.8(2) . . ? C17 C12 C13 119.5(3) . . ? C17 C12 C11 120.2(3) . . ? C13 C12 C11 120.1(3) . . ? N12 N13 N14 108.8(2) . . ? C14 C13 C12 120.8(3) . . ? C14 C13 H13A 119.6 . . ? C12 C13 H13A 119.6 . . ? C11 N14 N13 106.6(2) . . ? C11 N14 Zn2 135.5(2) . 6_554 ? N13 N14 Zn2 117.81(17) . 6_554 ? C15 C14 C13 120.2(3) . . ? C15 C14 H14A 119.6 . . ? C13 C14 H14A 120.2 . . ? C14 C15 C16 119.6(3) . . ? C14 C15 H15A 120.3 . . ? C16 C15 H15A 120.1 . . ? C17 C16 C15 120.0(3) . . ? C17 C16 C18 121.7(3) . . ? C15 C16 C18 118.2(3) . . ? C12 C17 C16 119.8(3) . . ? C12 C17 H17A 120.2 . . ? C16 C17 H17A 120.0 . . ? O11 C18 C16 125.4(4) . . ? O11 C18 H18A 106(3) . . ? C16 C18 H18A 129(3) . . ? N22 N21 C21 104.4(2) . . ? N24 C21 N21 111.9(2) . . ? N24 C21 C22 125.3(2) . . ? N21 C21 C22 122.7(2) . . ? N21 N22 N23 109.8(2) . . ? N21 N22 Zn1 119.96(18) . . ? N23 N22 Zn1 130.20(19) . . ? C27 C22 C23 119.0(3) . . ? C27 C22 C21 120.2(3) . . ? C23 C22 C21 120.7(3) . . ? N24 N23 N22 109.0(2) . . ? N24 N23 Zn2 122.07(18) . . ? N22 N23 Zn2 128.06(18) . . ? C22 C23 C24 120.1(3) . . ? C22 C23 H23A 120.0 . . ? C24 C23 H23A 119.9 . . ? C21 N24 N23 104.8(2) . . ? C25 C24 C23 120.3(3) . . ? C25 C24 H24A 119.8 . . ? C23 C24 H24A 119.9 . . ? C24 C25 C26 119.9(3) . . ? C24 C25 H25A 120.2 . . ? C26 C25 H25A 119.9 . . ? C27 C26 C25 120.0(3) . . ? C27 C26 C28 119.1(3) . . ? C25 C26 C28 120.9(3) . . ? C22 C27 C26 120.7(3) . . ? C22 C27 H27A 119.6 . . ? C26 C27 H27A 119.8 . . ? O21 C28 C26 125.7(4) . . ? O21 C28 H28A 117.0 . . ? C26 C28 H28A 117.2 . . ? 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 N11 Zn1 N11 C11 -36.4(3) 4_653 . . . ? N22 Zn1 N11 C11 91.3(3) 4_653 . . . ? N22 Zn1 N11 C11 -160.8(3) . . . . ? N11 Zn1 N11 N12 151.8(2) 4_653 . . . ? N22 Zn1 N11 N12 -80.5(2) 4_653 . . . ? N22 Zn1 N11 N12 27.5(2) . . . . ? N12 N11 C11 N14 0.4(3) . . . . ? Zn1 N11 C11 N14 -171.8(2) . . . . ? N12 N11 C11 C12 179.5(3) . . . . ? Zn1 N11 C11 C12 7.4(5) . . . . ? C11 N11 N12 N13 -0.5(3) . . . . ? Zn1 N11 N12 N13 173.52(18) . . . . ? N11 C11 C12 C17 -61.1(4) . . . . ? N14 C11 C12 C17 118.0(3) . . . . ? N11 C11 C12 C13 122.7(3) . . . . ? N14 C11 C12 C13 -58.2(4) . . . . ? N11 N12 N13 N14 0.5(3) . . . . ? C17 C12 C13 C14 0.6(5) . . . . ? C11 C12 C13 C14 176.9(3) . . . . ? N11 C11 N14 N13 -0.1(3) . . . . ? C12 C11 N14 N13 -179.3(3) . . . . ? N11 C11 N14 Zn2 175.7(2) . . . 6_554 ? C12 C11 N14 Zn2 -3.5(4) . . . 6_554 ? N12 N13 N14 C11 -0.3(3) . . . . ? N12 N13 N14 Zn2 -176.91(18) . . . 6_554 ? C12 C13 C14 C15 -2.4(5) . . . . ? C13 C14 C15 C16 2.8(5) . . . . ? C14 C15 C16 C17 -1.4(5) . . . . ? C14 C15 C16 C18 -178.1(3) . . . . ? C13 C12 C17 C16 0.7(4) . . . . ? C11 C12 C17 C16 -175.6(3) . . . . ? C15 C16 C17 C12 -0.3(5) . . . . ? C18 C16 C17 C12 176.3(3) . . . . ? C17 C16 C18 O11 3.5(6) . . . . ? C15 C16 C18 O11 -179.9(4) . . . . ? N22 N21 C21 N24 0.3(3) . . . . ? N22 N21 C21 C22 178.0(3) . . . . ? C21 N21 N22 N23 -0.4(3) . . . . ? C21 N21 N22 Zn1 177.83(19) . . . . ? N11 Zn1 N22 N21 76.1(2) . . . . ? N11 Zn1 N22 N21 -57.4(2) 4_653 . . . ? N22 Zn1 N22 N21 -173.5(3) 4_653 . . . ? N11 Zn1 N22 N23 -106.1(3) . . . . ? N11 Zn1 N22 N23 120.4(3) 4_653 . . . ? N22 Zn1 N22 N23 4.4(2) 4_653 . . . ? N24 C21 C22 C27 177.0(3) . . . . ? N21 C21 C22 C27 -0.4(4) . . . . ? N24 C21 C22 C23 -0.5(5) . . . . ? N21 C21 C22 C23 -177.9(3) . . . . ? N21 N22 N23 N24 0.4(3) . . . . ? Zn1 N22 N23 N24 -177.6(2) . . . . ? N21 N22 N23 Zn2 169.74(19) . . . . ? Zn1 N22 N23 Zn2 -8.3(4) . . . . ? N14 Zn2 N23 N24 50.8(2) 6_664 . . . ? N14 Zn2 N23 N24 -68.0(2) 7_665 . . . ? N23 Zn2 N23 N24 172.3(3) 4_653 . . . ? N14 Zn2 N23 N22 -117.3(2) 6_664 . . . ? N14 Zn2 N23 N22 123.9(2) 7_665 . . . ? N23 Zn2 N23 N22 4.21(19) 4_653 . . . ? C27 C22 C23 C24 -0.3(5) . . . . ? C21 C22 C23 C24 177.3(3) . . . . ? N21 C21 N24 N23 -0.1(3) . . . . ? C22 C21 N24 N23 -177.8(3) . . . . ? N22 N23 N24 C21 -0.2(3) . . . . ? Zn2 N23 N24 C21 -170.28(19) . . . . ? C22 C23 C24 C25 1.4(5) . . . . ? C23 C24 C25 C26 -1.7(5) . . . . ? C24 C25 C26 C27 1.0(5) . . . . ? C24 C25 C26 C28 -176.1(3) . . . . ? C23 C22 C27 C26 -0.5(5) . . . . ? C21 C22 C27 C26 -178.0(3) . . . . ? C25 C26 C27 C22 0.1(5) . . . . ? C28 C26 C27 C22 177.3(3) . . . . ? C27 C26 C28 O21 174.5(4) . . . . ? C25 C26 C28 O21 -8.3(6) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.056 _refine_diff_density_min -0.490 _refine_diff_density_rms 0.085 _database_code_depnum_ccdc_archive 'CCDC 912399' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_a #===================================================================== _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common "[Zn2(3-tzbd)3(N3)(4,4'-bipy)2.H2O]n" _chemical_melting_point 'not measured' _chemical_formula_moiety "[Zn2(3-tzbd)3(N3)(4,4'-bipy)2.H2O]n" _chemical_formula_sum 'C88 H66 N38 O8 Zn4' _chemical_formula_weight 2045.35 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 11.4833(14) _cell_length_b 13.5101(15) _cell_length_c 15.1777(17) _cell_angle_alpha 97.560(3) _cell_angle_beta 100.423(4) _cell_angle_gamma 103.200(5) _cell_volume 2217.6(4) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5904 _cell_measurement_theta_min 2.0675 _cell_measurement_theta_max 27.4835 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.532 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1044 _exptl_absorpt_coefficient_mu 1.150 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7007 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'Sphere (Rigaku CrystalClear)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 P4' _diffrn_measurement_method CCD_Profile_fitting _diffrn_detector_area_resol_mean 13.6612 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14848 _diffrn_reflns_av_R_equivalents 0.0294 _diffrn_reflns_av_sigmaI/netI 0.0486 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _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 2.59 _diffrn_reflns_theta_max 25.35 _reflns_number_total 7951 _reflns_number_gt 6776 _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^)+(0.0563P)^2^+1.5293P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7951 _refine_ls_number_parameters 654 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0598 _refine_ls_R_factor_gt 0.0508 _refine_ls_wR_factor_ref 0.1319 _refine_ls_wR_factor_gt 0.1247 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.073 _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 -0.03678(3) 0.45243(3) -0.11154(3) 0.03261(13) Uani 1 1 d . . . Zn2 Zn -0.16295(3) 0.33983(3) -0.37926(3) 0.03272(13) Uani 1 1 d . . . O11 O -0.3659(5) -0.3359(3) -0.3151(4) 0.138(2) Uani 1 1 d . . . O21 O -0.5447(4) 0.2163(4) -0.9692(3) 0.1068(14) Uani 1 1 d . . . O31 O 0.1965(5) 1.1124(2) -0.1820(3) 0.1226(18) Uani 1 1 d . . . N11 N -0.1996(3) 0.1507(2) -0.2929(2) 0.0396(7) Uani 1 1 d . . . N12 N -0.1624(3) 0.2542(2) -0.2775(2) 0.0365(6) Uani 1 1 d . . . N13 N -0.0992(3) 0.2893(2) -0.1930(2) 0.0368(6) Uani 1 1 d . . . N14 N -0.0946(3) 0.2089(2) -0.1507(2) 0.0415(7) Uani 1 1 d . . . N21 N -0.2609(4) 0.3080(3) -0.6528(2) 0.0642(10) Uani 1 1 d . . . N22 N -0.2000(4) 0.3546(3) -0.5679(2) 0.0599(9) Uani 1 1 d . . . N23 N -0.2127(3) 0.2860(2) -0.5144(2) 0.0413(7) Uani 1 1 d . . . N24 N -0.2812(3) 0.1941(2) -0.5613(2) 0.0453(7) Uani 1 1 d . . . N31 N -0.0153(3) 0.6290(2) -0.2191(2) 0.0427(7) Uani 1 1 d . . . N32 N -0.0555(3) 0.5264(2) -0.23347(19) 0.0356(6) Uani 1 1 d . . . N33 N -0.1027(2) 0.4923(2) -0.32120(19) 0.0332(6) Uani 1 1 d . . . N34 N -0.0946(3) 0.5717(2) -0.36611(19) 0.0375(7) Uani 1 1 d . . . N41 N -0.9703(3) 0.3376(2) -0.3751(2) 0.0359(6) Uani 1 1 d . . . N42 N -0.3556(3) 0.3404(2) -0.3826(2) 0.0404(7) Uani 1 1 d . . . N51 N -0.8520(3) 0.4483(2) -0.1230(2) 0.0363(6) Uani 1 1 d . . . N52 N -0.2342(3) 0.4434(2) -0.12242(19) 0.0351(6) Uani 1 1 d . . . N61 N -0.0244(3) 0.4009(2) 0.01715(19) 0.0359(6) Uani 1 1 d . . . N62 N -0.0901(3) 0.3214(2) 0.0278(2) 0.0531(9) Uani 1 1 d . . . N63 N -0.1555(5) 0.2467(3) 0.0373(3) 0.0882(15) Uani 1 1 d . . . C11 C -0.1571(3) 0.1261(2) -0.2131(2) 0.0363(8) Uani 1 1 d . . . C12 C -0.1773(3) 0.0195(3) -0.1958(3) 0.0435(9) Uani 1 1 d . . . C13 C -0.1336(4) -0.0002(3) -0.1106(3) 0.0589(11) Uani 1 1 d . . . H13A H -0.0900 0.0544 -0.0638 0.093(18) Uiso 1 1 d R . . C14 C -0.1545(5) -0.0999(4) -0.0938(4) 0.0780(15) Uani 1 1 d . . . H14A H -0.1235 -0.1124 -0.0365 0.098(19) Uiso 1 1 d R . . C15 C -0.2196(5) -0.1809(4) -0.1623(4) 0.0755(15) Uani 1 1 d . . . H15A H -0.2334 -0.2481 -0.1509 0.11(2) Uiso 1 1 d R . . C16 C -0.2653(4) -0.1628(3) -0.2477(3) 0.0614(12) Uani 1 1 d . . . C17 C -0.2444(4) -0.0622(3) -0.2644(3) 0.0536(10) Uani 1 1 d . . . H17A H -0.2749 -0.0497 -0.3218 0.070(15) Uiso 1 1 d R . . C18 C -0.3403(6) -0.2461(4) -0.3216(5) 0.101(2) Uani 1 1 d . . . H18A H -0.3687 -0.2289 -0.3774 0.10(2) Uiso 1 1 d R . . C21 C -0.3098(4) 0.2104(3) -0.6462(2) 0.0417(8) Uani 1 1 d . . . C22 C -0.3897(4) 0.1328(3) -0.7227(3) 0.0477(9) Uani 1 1 d . . . C23 C -0.4267(4) 0.0285(3) -0.7168(3) 0.0612(11) Uani 1 1 d . . . H23A H -0.3979 0.0070 -0.6632 0.10(2) Uiso 1 1 d R . . C24 C -0.5047(5) -0.0426(4) -0.7895(3) 0.0715(13) Uani 1 1 d . . . H24A H -0.5264 -0.1122 -0.7851 0.095(18) Uiso 1 1 d R . . C25 C -0.5494(4) -0.0118(4) -0.8687(3) 0.0659(13) Uani 1 1 d . . . H25A H -0.6033 -0.0595 -0.9170 0.086(16) Uiso 1 1 d R . . C26 C -0.5139(4) 0.0914(4) -0.8757(3) 0.0611(11) Uani 1 1 d . . . C27 C -0.4342(4) 0.1628(3) -0.8036(3) 0.0556(10) Uani 1 1 d . . . H27A H -0.4097 0.2317 -0.8094 0.064(13) Uiso 1 1 d R . . C28 C -0.5660(5) 0.1268(5) -0.9591(3) 0.0823(16) Uani 1 1 d . . . H28A H -0.6180 0.0771 -1.0069 0.089(17) Uiso 1 1 d R . . C31 C -0.0390(3) 0.6543(2) -0.3009(2) 0.0336(7) Uani 1 1 d . . . C32 C -0.0075(3) 0.7621(3) -0.3155(2) 0.0391(8) Uani 1 1 d . . . C33 C -0.0485(5) 0.7884(3) -0.3983(3) 0.0589(12) Uani 1 1 d . . . H33A H -0.0967 0.7374 -0.4465 0.072(14) Uiso 1 1 d R . . C34 C -0.0191(6) 0.8904(3) -0.4109(3) 0.0778(16) Uani 1 1 d . . . H34A H -0.0467 0.9072 -0.4671 0.12(2) Uiso 1 1 d R . . C35 C 0.0514(5) 0.9659(3) -0.3406(3) 0.0661(13) Uani 1 1 d . . . H35A H 0.0715 1.0342 -0.3487 0.092(17) Uiso 1 1 d R . . C36 C 0.0931(4) 0.9412(3) -0.2573(3) 0.0536(10) Uani 1 1 d . . . C37 C 0.0637(4) 0.8391(3) -0.2449(3) 0.0478(9) Uani 1 1 d . . . H37A H 0.0915 0.8228 -0.1886 0.068(14) Uiso 1 1 d R . . C38 C 0.1663(6) 1.0209(4) -0.1805(4) 0.0911(19) Uani 1 1 d . . . H38A H 0.1892 0.9994 -0.1257 0.098(19) Uiso 1 1 d R . . C41 C -0.8985(3) 0.4125(3) -0.4054(2) 0.0389(8) Uani 1 1 d . . . H41A H -0.9314 0.4643 -0.4259 0.047(11) Uiso 1 1 d R . . C42 C -0.7787(3) 0.4155(3) -0.4087(2) 0.0381(8) Uani 1 1 d . . . H42A H -0.7320 0.4693 -0.4299 0.058(12) Uiso 1 1 d R . . C43 C -0.7278(3) 0.3387(2) -0.3805(2) 0.0337(7) Uani 1 1 d . . . C44 C -0.8013(3) 0.2622(3) -0.3472(3) 0.0451(9) Uani 1 1 d . . . H44A H -0.7707 0.2092 -0.3267 0.041(10) Uiso 1 1 d R . . C45 C -0.9198(3) 0.2641(3) -0.3458(3) 0.0452(9) Uani 1 1 d . . . H45A H -0.9677 0.2123 -0.3233 0.067(13) Uiso 1 1 d R . . C46 C -0.5996(3) 0.3385(3) -0.3830(2) 0.0353(7) Uani 1 1 d . . . C47 C -0.5110(4) 0.4293(3) -0.3742(3) 0.0509(10) Uani 1 1 d . . . H47A H -0.5321 0.4920 -0.3687 0.073(14) Uiso 1 1 d R . . C48 C -0.3924(3) 0.4272(3) -0.3743(3) 0.0508(10) Uani 1 1 d . . . H48A H -0.3342 0.4896 -0.3679 0.047(11) Uiso 1 1 d R . . C49 C -0.4418(3) 0.2523(3) -0.3936(3) 0.0530(10) Uani 1 1 d . . . H49A H -0.4189 0.1904 -0.4012 0.067(13) Uiso 1 1 d R . . C51 C -0.7768(4) 0.5223(3) -0.1507(3) 0.0550(11) Uani 1 1 d . . . H51A H -0.8066 0.5766 -0.1690 0.058(12) Uiso 1 1 d R . . C52 C -0.6578(4) 0.5230(3) -0.1525(3) 0.0574(12) Uani 1 1 d . . . H52A H -0.6091 0.5772 -0.1720 0.083(16) Uiso 1 1 d R . . C53 C -0.6093(3) 0.4439(3) -0.1270(2) 0.0349(7) Uani 1 1 d . . . C54 C -0.6891(3) 0.3650(3) -0.1015(3) 0.0465(9) Uani 1 1 d . . . H54A H -0.6629 0.3081 -0.0858 0.060(12) Uiso 1 1 d R . . C55 C -0.8070(3) 0.3703(3) -0.1001(3) 0.0478(9) Uani 1 1 d . . . H55A H -0.8582 0.3168 -0.0817 0.083(16) Uiso 1 1 d R . . C56 C -0.4802(3) 0.4433(3) -0.1264(2) 0.0340(7) Uani 1 1 d . . . C57 C -0.3929(4) 0.5305(3) -0.1307(3) 0.0545(11) Uani 1 1 d . . . H57A H -0.4149 0.5921 -0.1350 0.078(15) Uiso 1 1 d R . . C58 C -0.2740(4) 0.5274(3) -0.1276(3) 0.0526(11) Uani 1 1 d . . . H58A H -0.2174 0.5881 -0.1294 0.047(11) Uiso 1 1 d R . . C59 C -0.3181(4) 0.3587(3) -0.1196(3) 0.0555(11) Uani 1 1 d . . . H59A H -0.2935 0.2982 -0.1158 0.083(16) Uiso 1 1 d R . . C410 C -0.5623(4) 0.2473(3) -0.3942(3) 0.0513(10) Uani 1 1 d . . . H41B H -0.6193 0.1838 -0.4028 0.067(13) Uiso 1 1 d R . . C510 C -0.4390(4) 0.3555(3) -0.1215(3) 0.0551(11) Uani 1 1 d . . . H51B H -0.4938 0.2934 -0.1203 0.065(13) Uiso 1 1 d R . . O1W O -0.3262(10) 0.0098(4) -0.4826(4) 0.302(6) Uani 1 1 d D . . H1WB H -0.3992 -0.0098 -0.5202 0.453 Uiso 1 1 d RD . . H1WA H -0.2582 0.0102 -0.5122 0.453 Uiso 1 1 d RD . . 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 0.0300(2) 0.0305(2) 0.0377(2) 0.00626(16) 0.00875(17) 0.00734(16) Zn2 0.0302(2) 0.0264(2) 0.0403(2) 0.00515(16) 0.00711(17) 0.00571(16) O11 0.173(5) 0.034(2) 0.178(5) -0.001(2) 0.028(4) -0.011(2) O21 0.114(4) 0.127(4) 0.077(3) 0.043(3) 0.002(2) 0.028(3) O31 0.178(5) 0.0300(18) 0.115(3) -0.0041(19) -0.007(3) -0.023(2) N11 0.0402(17) 0.0284(15) 0.0493(18) 0.0080(12) 0.0140(14) 0.0030(12) N12 0.0305(16) 0.0296(14) 0.0505(18) 0.0088(12) 0.0136(14) 0.0051(12) N13 0.0348(16) 0.0325(15) 0.0434(17) 0.0061(12) 0.0113(13) 0.0076(12) N14 0.0508(19) 0.0288(15) 0.0443(17) 0.0088(13) 0.0114(15) 0.0073(13) N21 0.092(3) 0.043(2) 0.046(2) 0.0069(15) 0.0043(19) 0.0032(19) N22 0.072(3) 0.0427(19) 0.055(2) 0.0068(16) 0.0059(19) 0.0029(17) N23 0.0380(17) 0.0394(16) 0.0444(17) 0.0065(13) 0.0095(14) 0.0060(13) N24 0.0453(19) 0.0372(17) 0.0487(19) 0.0055(14) 0.0060(15) 0.0062(14) N31 0.055(2) 0.0269(15) 0.0419(17) 0.0067(12) 0.0094(15) 0.0018(13) N32 0.0373(16) 0.0282(14) 0.0399(16) 0.0063(12) 0.0071(13) 0.0064(12) N33 0.0279(15) 0.0313(14) 0.0414(16) 0.0090(12) 0.0085(12) 0.0077(12) N34 0.0420(18) 0.0288(14) 0.0409(16) 0.0083(12) 0.0078(13) 0.0074(13) N41 0.0322(16) 0.0321(15) 0.0457(17) 0.0085(12) 0.0120(13) 0.0093(12) N42 0.0293(16) 0.0371(16) 0.0540(19) 0.0081(13) 0.0082(14) 0.0080(13) N51 0.0313(16) 0.0348(15) 0.0443(17) 0.0077(12) 0.0110(13) 0.0090(12) N52 0.0303(15) 0.0341(15) 0.0426(16) 0.0092(12) 0.0100(13) 0.0088(12) N61 0.0362(17) 0.0325(15) 0.0360(15) 0.0058(12) 0.0070(13) 0.0038(13) N62 0.071(2) 0.0427(19) 0.0364(17) 0.0042(14) 0.0098(16) -0.0013(17) N63 0.111(4) 0.065(3) 0.060(3) 0.010(2) 0.017(2) -0.031(3) C11 0.037(2) 0.0298(17) 0.045(2) 0.0095(14) 0.0145(16) 0.0086(15) C12 0.044(2) 0.0306(18) 0.059(2) 0.0132(16) 0.0183(19) 0.0089(16) C13 0.063(3) 0.045(2) 0.067(3) 0.023(2) 0.005(2) 0.011(2) C14 0.088(4) 0.060(3) 0.087(4) 0.040(3) 0.007(3) 0.018(3) C15 0.082(4) 0.042(3) 0.117(5) 0.037(3) 0.034(3) 0.023(2) C16 0.066(3) 0.032(2) 0.086(3) 0.009(2) 0.025(3) 0.0070(19) C17 0.066(3) 0.0304(19) 0.066(3) 0.0087(18) 0.024(2) 0.0088(18) C18 0.133(6) 0.037(3) 0.120(6) -0.004(3) 0.034(4) 0.003(3) C21 0.046(2) 0.039(2) 0.039(2) 0.0061(15) 0.0070(17) 0.0123(16) C22 0.050(2) 0.047(2) 0.043(2) 0.0035(17) 0.0071(18) 0.0127(18) C23 0.072(3) 0.049(2) 0.055(3) 0.005(2) 0.005(2) 0.010(2) C24 0.074(3) 0.054(3) 0.071(3) -0.005(2) 0.004(3) 0.003(2) C25 0.061(3) 0.071(3) 0.053(3) -0.015(2) 0.003(2) 0.014(2) C26 0.059(3) 0.075(3) 0.042(2) 0.000(2) 0.004(2) 0.015(2) C27 0.062(3) 0.053(3) 0.050(2) 0.0100(19) 0.010(2) 0.013(2) C28 0.080(4) 0.112(5) 0.048(3) 0.003(3) 0.002(3) 0.027(4) C31 0.0352(19) 0.0272(16) 0.0396(18) 0.0065(14) 0.0125(15) 0.0068(14) C32 0.047(2) 0.0278(17) 0.045(2) 0.0072(14) 0.0162(17) 0.0087(15) C33 0.091(4) 0.034(2) 0.044(2) 0.0067(17) 0.004(2) 0.009(2) C34 0.136(5) 0.043(2) 0.050(3) 0.018(2) 0.009(3) 0.018(3) C35 0.105(4) 0.029(2) 0.063(3) 0.0128(19) 0.018(3) 0.011(2) C36 0.068(3) 0.0267(18) 0.059(3) 0.0028(17) 0.011(2) 0.0020(18) C37 0.062(3) 0.0317(19) 0.044(2) 0.0086(16) 0.0053(19) 0.0057(17) C38 0.122(5) 0.047(3) 0.071(4) 0.003(2) -0.016(3) -0.010(3) C41 0.037(2) 0.0382(19) 0.048(2) 0.0150(16) 0.0120(16) 0.0154(16) C42 0.0323(19) 0.0343(18) 0.050(2) 0.0138(15) 0.0120(16) 0.0080(15) C43 0.0273(18) 0.0325(17) 0.0392(18) 0.0044(14) 0.0058(14) 0.0061(14) C44 0.038(2) 0.037(2) 0.069(3) 0.0210(18) 0.0201(19) 0.0164(16) C45 0.040(2) 0.0360(19) 0.068(3) 0.0206(18) 0.0236(19) 0.0113(16) C46 0.0301(18) 0.0346(18) 0.0408(19) 0.0065(14) 0.0068(15) 0.0082(14) C47 0.037(2) 0.0311(19) 0.086(3) 0.0103(19) 0.013(2) 0.0110(16) C48 0.030(2) 0.0318(19) 0.089(3) 0.0086(19) 0.013(2) 0.0054(16) C49 0.033(2) 0.038(2) 0.088(3) 0.010(2) 0.013(2) 0.0112(17) C51 0.041(2) 0.043(2) 0.091(3) 0.026(2) 0.022(2) 0.0166(18) C52 0.037(2) 0.047(2) 0.103(4) 0.035(2) 0.029(2) 0.0168(18) C53 0.0303(18) 0.0366(18) 0.0385(18) 0.0042(14) 0.0105(15) 0.0093(14) C54 0.036(2) 0.043(2) 0.067(3) 0.0213(18) 0.0125(19) 0.0155(17) C55 0.034(2) 0.048(2) 0.068(3) 0.0244(19) 0.0152(19) 0.0115(17) C56 0.0305(18) 0.0361(18) 0.0360(18) 0.0059(14) 0.0072(14) 0.0100(14) C57 0.039(2) 0.037(2) 0.097(3) 0.022(2) 0.023(2) 0.0169(17) C58 0.035(2) 0.032(2) 0.091(3) 0.015(2) 0.017(2) 0.0059(17) C59 0.045(2) 0.043(2) 0.092(3) 0.028(2) 0.029(2) 0.0194(19) C410 0.033(2) 0.033(2) 0.087(3) 0.0095(19) 0.016(2) 0.0059(16) C510 0.038(2) 0.043(2) 0.096(3) 0.028(2) 0.028(2) 0.0127(18) O1W 0.676(18) 0.096(4) 0.094(4) 0.036(3) -0.005(7) 0.082(7) _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 N61 2.150(3) . ? Zn1 N51 2.173(3) 1_655 ? Zn1 N61 2.174(3) 2_565 ? Zn1 N32 2.216(3) . ? Zn1 N52 2.216(3) . ? Zn1 N13 2.267(3) . ? Zn1 Zn1 3.3398(8) 2_565 ? Zn2 N23 2.014(3) . ? Zn2 N33 2.037(3) . ? Zn2 N12 2.047(3) . ? Zn2 N42 2.205(3) . ? Zn2 N41 2.209(3) 1_655 ? O11 C18 1.202(6) . ? O21 C28 1.213(7) . ? O31 C38 1.210(6) . ? N11 C11 1.334(4) . ? N11 N12 1.341(4) . ? N12 N13 1.321(4) . ? N13 N14 1.338(4) . ? N14 C11 1.331(4) . ? N21 C21 1.335(5) . ? N21 N22 1.344(5) . ? N22 N23 1.310(4) . ? N23 N24 1.337(4) . ? N24 C21 1.330(5) . ? N31 C31 1.328(4) . ? N31 N32 1.333(4) . ? N32 N33 1.320(4) . ? N33 N34 1.339(4) . ? N34 C31 1.337(4) . ? N41 C41 1.340(4) . ? N41 C45 1.343(4) . ? N41 Zn2 2.209(3) 1_455 ? N42 C49 1.332(5) . ? N42 C48 1.332(4) . ? N51 C51 1.330(5) . ? N51 C55 1.334(4) . ? N51 Zn1 2.173(3) 1_455 ? N52 C58 1.324(4) . ? N52 C59 1.329(5) . ? N61 N62 1.212(4) . ? N61 Zn1 2.174(3) 2_565 ? N62 N63 1.156(5) . ? C11 C12 1.472(4) . ? C12 C13 1.383(6) . ? C12 C17 1.383(6) . ? C13 C14 1.379(6) . ? C13 H13A 0.9296 . ? C14 C15 1.373(7) . ? C14 H14A 0.9304 . ? C15 C16 1.382(7) . ? C15 H15A 0.9300 . ? C16 C17 1.392(5) . ? C16 C18 1.463(7) . ? C17 H17A 0.9303 . ? C18 H18A 0.9296 . ? C21 C22 1.465(5) . ? C22 C27 1.389(6) . ? C22 C23 1.396(6) . ? C23 C24 1.383(6) . ? C23 H23A 0.9297 . ? C24 C25 1.373(7) . ? C24 H24A 0.9307 . ? C25 C26 1.384(7) . ? C25 H25A 0.9301 . ? C26 C27 1.386(6) . ? C26 C28 1.486(7) . ? C27 H27A 0.9297 . ? C28 H28A 0.9304 . ? C31 C32 1.474(4) . ? C32 C37 1.379(5) . ? C32 C33 1.380(5) . ? C33 C34 1.388(6) . ? C33 H33A 0.9290 . ? C34 C35 1.364(7) . ? C34 H34A 0.9303 . ? C35 C36 1.379(6) . ? C35 H35A 0.9288 . ? C36 C37 1.390(5) . ? C36 C38 1.459(6) . ? C37 H37A 0.9292 . ? C38 H38A 0.9299 . ? C41 C42 1.377(5) . ? C41 H41A 0.9300 . ? C42 C43 1.380(5) . ? C42 H42A 0.9303 . ? C43 C44 1.390(5) . ? C43 C46 1.479(5) . ? C44 C45 1.370(5) . ? C44 H44A 0.9311 . ? C45 H45A 0.9295 . ? C46 C47 1.377(5) . ? C46 C410 1.394(5) . ? C47 C48 1.369(5) . ? C47 H47A 0.9304 . ? C48 H48A 0.9298 . ? C49 C410 1.368(5) . ? C49 H49A 0.9316 . ? C51 C52 1.370(5) . ? C51 H51A 0.9307 . ? C52 C53 1.380(5) . ? C52 H52A 0.9308 . ? C53 C54 1.384(5) . ? C53 C56 1.483(5) . ? C54 C55 1.376(5) . ? C54 H54A 0.9307 . ? C55 H55A 0.9298 . ? C56 C57 1.379(5) . ? C56 C510 1.380(5) . ? C57 C58 1.368(5) . ? C57 H57A 0.9301 . ? C58 H58A 0.9298 . ? C59 C510 1.373(5) . ? C59 H59A 0.9291 . ? C410 H41B 0.9298 . ? C510 H51B 0.9313 . ? O1W H1WB 0.8856 . ? O1W H1WA 0.9681 . ? 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 N61 Zn1 N51 95.01(11) . 1_655 ? N61 Zn1 N61 78.85(11) . 2_565 ? N51 Zn1 N61 93.54(11) 1_655 2_565 ? N61 Zn1 N32 171.37(10) . . ? N51 Zn1 N32 89.57(11) 1_655 . ? N61 Zn1 N32 93.58(10) 2_565 . ? N61 Zn1 N52 91.12(10) . . ? N51 Zn1 N52 170.94(10) 1_655 . ? N61 Zn1 N52 94.20(10) 2_565 . ? N32 Zn1 N52 85.24(10) . . ? N61 Zn1 N13 93.37(10) . . ? N51 Zn1 N13 86.88(10) 1_655 . ? N61 Zn1 N13 172.22(10) 2_565 . ? N32 Zn1 N13 94.19(10) . . ? N52 Zn1 N13 86.09(10) . . ? N61 Zn1 Zn1 39.69(7) . 2_565 ? N51 Zn1 Zn1 95.53(8) 1_655 2_565 ? N61 Zn1 Zn1 39.17(7) 2_565 2_565 ? N32 Zn1 Zn1 132.62(7) . 2_565 ? N52 Zn1 Zn1 93.45(7) . 2_565 ? N13 Zn1 Zn1 133.05(7) . 2_565 ? N23 Zn2 N33 124.57(12) . . ? N23 Zn2 N12 127.03(12) . . ? N33 Zn2 N12 108.40(11) . . ? N23 Zn2 N42 87.85(12) . . ? N33 Zn2 N42 91.89(11) . . ? N12 Zn2 N42 90.97(11) . . ? N23 Zn2 N41 92.37(11) . 1_655 ? N33 Zn2 N41 88.54(10) . 1_655 ? N12 Zn2 N41 88.36(11) . 1_655 ? N42 Zn2 N41 179.29(10) . 1_655 ? C11 N11 N12 103.7(3) . . ? N13 N12 N11 110.3(3) . . ? N13 N12 Zn2 124.3(2) . . ? N11 N12 Zn2 123.4(2) . . ? N12 N13 N14 108.7(3) . . ? N12 N13 Zn1 130.2(2) . . ? N14 N13 Zn1 120.0(2) . . ? C11 N14 N13 104.9(3) . . ? C21 N21 N22 105.1(3) . . ? N23 N22 N21 108.3(3) . . ? N22 N23 N24 110.8(3) . . ? N22 N23 Zn2 117.0(2) . . ? N24 N23 Zn2 130.6(2) . . ? C21 N24 N23 104.1(3) . . ? C31 N31 N32 105.1(3) . . ? N33 N32 N31 108.9(3) . . ? N33 N32 Zn1 134.6(2) . . ? N31 N32 Zn1 116.5(2) . . ? N32 N33 N34 110.1(3) . . ? N32 N33 Zn2 123.9(2) . . ? N34 N33 Zn2 125.7(2) . . ? C31 N34 N33 103.7(3) . . ? C41 N41 C45 117.0(3) . . ? C41 N41 Zn2 118.7(2) . 1_455 ? C45 N41 Zn2 124.3(2) . 1_455 ? C49 N42 C48 116.5(3) . . ? C49 N42 Zn2 120.9(2) . . ? C48 N42 Zn2 122.6(2) . . ? C51 N51 C55 116.2(3) . . ? C51 N51 Zn1 123.2(2) . 1_455 ? C55 N51 Zn1 120.5(2) . 1_455 ? C58 N52 C59 115.6(3) . . ? C58 N52 Zn1 119.9(2) . . ? C59 N52 Zn1 124.4(2) . . ? N62 N61 Zn1 123.1(2) . . ? N62 N61 Zn1 126.8(2) . 2_565 ? Zn1 N61 Zn1 101.15(11) . 2_565 ? N63 N62 N61 178.0(5) . . ? N14 C11 N11 112.4(3) . . ? N14 C11 C12 123.7(3) . . ? N11 C11 C12 123.9(3) . . ? C13 C12 C17 119.2(4) . . ? C13 C12 C11 120.8(4) . . ? C17 C12 C11 119.9(4) . . ? C14 C13 C12 120.9(5) . . ? C14 C13 H13A 119.4 . . ? C12 C13 H13A 119.7 . . ? C15 C14 C13 119.8(5) . . ? C15 C14 H14A 120.0 . . ? C13 C14 H14A 120.2 . . ? C14 C15 C16 120.3(4) . . ? C14 C15 H15A 119.7 . . ? C16 C15 H15A 120.1 . . ? C15 C16 C17 119.9(4) . . ? C15 C16 C18 122.2(5) . . ? C17 C16 C18 117.8(5) . . ? C12 C17 C16 120.0(4) . . ? C12 C17 H17A 119.9 . . ? C16 C17 H17A 120.1 . . ? O11 C18 C16 124.0(7) . . ? O11 C18 H18A 117.8 . . ? C16 C18 H18A 118.2 . . ? N24 C21 N21 111.8(3) . . ? N24 C21 C22 124.7(3) . . ? N21 C21 C22 123.5(4) . . ? C27 C22 C23 117.9(4) . . ? C27 C22 C21 119.9(4) . . ? C23 C22 C21 122.1(4) . . ? C24 C23 C22 120.9(5) . . ? C24 C23 H23A 120.0 . . ? C22 C23 H23A 119.1 . . ? C25 C24 C23 120.6(5) . . ? C25 C24 H24A 119.6 . . ? C23 C24 H24A 119.8 . . ? C24 C25 C26 119.2(4) . . ? C24 C25 H25A 120.5 . . ? C26 C25 H25A 120.2 . . ? C25 C26 C27 120.4(4) . . ? C25 C26 C28 119.9(5) . . ? C27 C26 C28 119.6(5) . . ? C26 C27 C22 120.9(4) . . ? C26 C27 H27A 119.7 . . ? C22 C27 H27A 119.4 . . ? O21 C28 C26 124.3(5) . . ? O21 C28 H28A 117.8 . . ? C26 C28 H28A 117.9 . . ? N31 C31 N34 112.2(3) . . ? N31 C31 C32 122.6(3) . . ? N34 C31 C32 125.2(3) . . ? C37 C32 C33 118.8(3) . . ? C37 C32 C31 119.5(3) . . ? C33 C32 C31 121.6(3) . . ? C32 C33 C34 121.1(4) . . ? C32 C33 H33A 119.8 . . ? C34 C33 H33A 119.1 . . ? C35 C34 C33 119.6(4) . . ? C35 C34 H34A 120.0 . . ? C33 C34 H34A 120.4 . . ? C34 C35 C36 120.2(4) . . ? C34 C35 H35A 120.0 . . ? C36 C35 H35A 119.8 . . ? C35 C36 C37 120.1(4) . . ? C35 C36 C38 121.2(4) . . ? C37 C36 C38 118.7(4) . . ? C32 C37 C36 120.2(4) . . ? C32 C37 H37A 119.9 . . ? C36 C37 H37A 119.9 . . ? O31 C38 C36 125.1(5) . . ? O31 C38 H38A 117.9 . . ? C36 C38 H38A 116.9 . . ? N41 C41 C42 122.9(3) . . ? N41 C41 H41A 118.5 . . ? C42 C41 H41A 118.6 . . ? C41 C42 C43 120.0(3) . . ? C41 C42 H42A 120.0 . . ? C43 C42 H42A 119.9 . . ? C42 C43 C44 117.1(3) . . ? C42 C43 C46 121.9(3) . . ? C44 C43 C46 121.0(3) . . ? C45 C44 C43 119.8(3) . . ? C45 C44 H44A 120.0 . . ? C43 C44 H44A 120.2 . . ? N41 C45 C44 123.2(3) . . ? N41 C45 H45A 118.1 . . ? C44 C45 H45A 118.6 . . ? C47 C46 C410 116.6(3) . . ? C47 C46 C43 121.2(3) . . ? C410 C46 C43 122.1(3) . . ? C48 C47 C46 120.1(3) . . ? C48 C47 H47A 120.1 . . ? C46 C47 H47A 119.8 . . ? N42 C48 C47 123.5(3) . . ? N42 C48 H48A 118.1 . . ? C47 C48 H48A 118.4 . . ? N42 C49 C410 123.8(4) . . ? N42 C49 H49A 118.2 . . ? C410 C49 H49A 117.9 . . ? N51 C51 C52 123.3(4) . . ? N51 C51 H51A 118.1 . . ? C52 C51 H51A 118.6 . . ? C51 C52 C53 121.0(4) . . ? C51 C52 H52A 119.6 . . ? C53 C52 H52A 119.4 . . ? C52 C53 C54 115.6(3) . . ? C52 C53 C56 122.4(3) . . ? C54 C53 C56 122.0(3) . . ? C55 C54 C53 120.2(3) . . ? C55 C54 H54A 120.1 . . ? C53 C54 H54A 119.8 . . ? N51 C55 C54 123.7(3) . . ? N51 C55 H55A 118.0 . . ? C54 C55 H55A 118.3 . . ? C57 C56 C510 115.3(3) . . ? C57 C56 C53 122.3(3) . . ? C510 C56 C53 122.4(3) . . ? C58 C57 C56 120.5(3) . . ? C58 C57 H57A 119.8 . . ? C56 C57 H57A 119.7 . . ? N52 C58 C57 124.2(4) . . ? N52 C58 H58A 117.7 . . ? C57 C58 H58A 118.1 . . ? N52 C59 C510 123.9(4) . . ? N52 C59 H59A 118.0 . . ? C510 C59 H59A 118.1 . . ? C49 C410 C46 119.4(4) . . ? C49 C410 H41B 120.6 . . ? C46 C410 H41B 120.0 . . ? C59 C510 C56 120.5(4) . . ? C59 C510 H51B 119.8 . . ? C56 C510 H51B 119.7 . . ? H1WB O1W H1WA 114.4 . . ? 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 C11 N11 N12 N13 0.9(3) . . . . ? C11 N11 N12 Zn2 165.4(2) . . . . ? N23 Zn2 N12 N13 160.6(2) . . . . ? N33 Zn2 N12 N13 -19.1(3) . . . . ? N42 Zn2 N12 N13 -111.4(3) . . . . ? N41 Zn2 N12 N13 68.9(3) 1_655 . . . ? N23 Zn2 N12 N11 -1.8(3) . . . . ? N33 Zn2 N12 N11 178.6(2) . . . . ? N42 Zn2 N12 N11 86.3(3) . . . . ? N41 Zn2 N12 N11 -93.5(3) 1_655 . . . ? N11 N12 N13 N14 -0.5(4) . . . . ? Zn2 N12 N13 N14 -164.9(2) . . . . ? N11 N12 N13 Zn1 -168.1(2) . . . . ? Zn2 N12 N13 Zn1 27.5(4) . . . . ? N61 Zn1 N13 N12 156.0(3) . . . . ? N51 Zn1 N13 N12 -109.2(3) 1_655 . . . ? N61 Zn1 N13 N12 157.5(7) 2_565 . . . ? N32 Zn1 N13 N12 -19.8(3) . . . . ? N52 Zn1 N13 N12 65.1(3) . . . . ? Zn1 Zn1 N13 N12 156.2(2) 2_565 . . . ? N61 Zn1 N13 N14 -10.4(3) . . . . ? N51 Zn1 N13 N14 84.4(2) 1_655 . . . ? N61 Zn1 N13 N14 -8.9(9) 2_565 . . . ? N32 Zn1 N13 N14 173.7(2) . . . . ? N52 Zn1 N13 N14 -101.3(2) . . . . ? Zn1 Zn1 N13 N14 -10.3(3) 2_565 . . . ? N12 N13 N14 C11 -0.1(4) . . . . ? Zn1 N13 N14 C11 168.9(2) . . . . ? C21 N21 N22 N23 0.4(5) . . . . ? N21 N22 N23 N24 -0.1(5) . . . . ? N21 N22 N23 Zn2 -167.0(3) . . . . ? N33 Zn2 N23 N22 3.0(3) . . . . ? N12 Zn2 N23 N22 -176.6(3) . . . . ? N42 Zn2 N23 N22 93.9(3) . . . . ? N41 Zn2 N23 N22 -86.8(3) 1_655 . . . ? N33 Zn2 N23 N24 -160.8(3) . . . . ? N12 Zn2 N23 N24 19.6(4) . . . . ? N42 Zn2 N23 N24 -70.0(3) . . . . ? N41 Zn2 N23 N24 109.3(3) 1_655 . . . ? N22 N23 N24 C21 -0.2(4) . . . . ? Zn2 N23 N24 C21 164.4(3) . . . . ? C31 N31 N32 N33 -0.6(4) . . . . ? C31 N31 N32 Zn1 -178.5(2) . . . . ? N61 Zn1 N32 N33 -141.7(6) . . . . ? N51 Zn1 N32 N33 96.1(3) 1_655 . . . ? N61 Zn1 N32 N33 -170.4(3) 2_565 . . . ? N52 Zn1 N32 N33 -76.5(3) . . . . ? N13 Zn1 N32 N33 9.3(3) . . . . ? Zn1 Zn1 N32 N33 -166.8(2) 2_565 . . . ? N61 Zn1 N32 N31 35.5(8) . . . . ? N51 Zn1 N32 N31 -86.6(2) 1_655 . . . ? N61 Zn1 N32 N31 6.9(2) 2_565 . . . ? N52 Zn1 N32 N31 100.8(2) . . . . ? N13 Zn1 N32 N31 -173.5(2) . . . . ? Zn1 Zn1 N32 N31 10.5(3) 2_565 . . . ? N31 N32 N33 N34 -0.1(4) . . . . ? Zn1 N32 N33 N34 177.3(2) . . . . ? N31 N32 N33 Zn2 174.5(2) . . . . ? Zn1 N32 N33 Zn2 -8.1(4) . . . . ? N23 Zn2 N33 N32 -170.9(2) . . . . ? N12 Zn2 N33 N32 8.8(3) . . . . ? N42 Zn2 N33 N32 100.4(3) . . . . ? N41 Zn2 N33 N32 -79.0(3) 1_655 . . . ? N23 Zn2 N33 N34 2.8(3) . . . . ? N12 Zn2 N33 N34 -177.5(2) . . . . ? N42 Zn2 N33 N34 -85.9(3) . . . . ? N41 Zn2 N33 N34 94.7(3) 1_655 . . . ? N32 N33 N34 C31 0.7(3) . . . . ? Zn2 N33 N34 C31 -173.7(2) . . . . ? N23 Zn2 N42 C49 72.8(3) . . . . ? N33 Zn2 N42 C49 -162.7(3) . . . . ? N12 Zn2 N42 C49 -54.2(3) . . . . ? N41 Zn2 N42 C49 -35(9) 1_655 . . . ? N23 Zn2 N42 C48 -106.8(3) . . . . ? N33 Zn2 N42 C48 17.7(3) . . . . ? N12 Zn2 N42 C48 126.2(3) . . . . ? N41 Zn2 N42 C48 145(9) 1_655 . . . ? N61 Zn1 N52 C58 119.8(3) . . . . ? N51 Zn1 N52 C58 -107.6(6) 1_655 . . . ? N61 Zn1 N52 C58 40.9(3) 2_565 . . . ? N32 Zn1 N52 C58 -52.4(3) . . . . ? N13 Zn1 N52 C58 -146.9(3) . . . . ? Zn1 Zn1 N52 C58 80.1(3) 2_565 . . . ? N61 Zn1 N52 C59 -56.6(3) . . . . ? N51 Zn1 N52 C59 76.0(7) 1_655 . . . ? N61 Zn1 N52 C59 -135.5(3) 2_565 . . . ? N32 Zn1 N52 C59 131.3(3) . . . . ? N13 Zn1 N52 C59 36.7(3) . . . . ? Zn1 Zn1 N52 C59 -96.2(3) 2_565 . . . ? N51 Zn1 N61 N62 -118.2(3) 1_655 . . . ? N61 Zn1 N61 N62 149.1(4) 2_565 . . . ? N32 Zn1 N61 N62 120.0(7) . . . . ? N52 Zn1 N61 N62 55.1(3) . . . . ? N13 Zn1 N61 N62 -31.1(3) . . . . ? Zn1 Zn1 N61 N62 149.1(4) 2_565 . . . ? N51 Zn1 N61 Zn1 92.63(12) 1_655 . . 2_565 ? N61 Zn1 N61 Zn1 0.0 2_565 . . 2_565 ? N32 Zn1 N61 Zn1 -29.2(8) . . . 2_565 ? N52 Zn1 N61 Zn1 -94.06(12) . . . 2_565 ? N13 Zn1 N61 Zn1 179.79(11) . . . 2_565 ? Zn1 N61 N62 N63 -63(12) . . . . ? Zn1 N61 N62 N63 78(12) 2_565 . . . ? N13 N14 C11 N11 0.7(4) . . . . ? N13 N14 C11 C12 -179.1(3) . . . . ? N12 N11 C11 N14 -1.0(4) . . . . ? N12 N11 C11 C12 178.8(3) . . . . ? N14 C11 C12 C13 1.7(6) . . . . ? N11 C11 C12 C13 -178.1(4) . . . . ? N14 C11 C12 C17 179.4(3) . . . . ? N11 C11 C12 C17 -0.4(5) . . . . ? C17 C12 C13 C14 1.0(7) . . . . ? C11 C12 C13 C14 178.7(4) . . . . ? C12 C13 C14 C15 0.0(8) . . . . ? C13 C14 C15 C16 -0.7(8) . . . . ? C14 C15 C16 C17 0.6(8) . . . . ? C14 C15 C16 C18 -176.9(5) . . . . ? C13 C12 C17 C16 -1.1(6) . . . . ? C11 C12 C17 C16 -178.9(4) . . . . ? C15 C16 C17 C12 0.4(7) . . . . ? C18 C16 C17 C12 178.0(4) . . . . ? C15 C16 C18 O11 -1.6(10) . . . . ? C17 C16 C18 O11 -179.2(6) . . . . ? N23 N24 C21 N21 0.5(4) . . . . ? N23 N24 C21 C22 -176.8(3) . . . . ? N22 N21 C21 N24 -0.5(5) . . . . ? N22 N21 C21 C22 176.8(4) . . . . ? N24 C21 C22 C27 166.7(4) . . . . ? N21 C21 C22 C27 -10.3(6) . . . . ? N24 C21 C22 C23 -11.4(6) . . . . ? N21 C21 C22 C23 171.6(4) . . . . ? C27 C22 C23 C24 0.3(7) . . . . ? C21 C22 C23 C24 178.4(4) . . . . ? C22 C23 C24 C25 -1.2(8) . . . . ? C23 C24 C25 C26 1.0(8) . . . . ? C24 C25 C26 C27 0.0(7) . . . . ? C24 C25 C26 C28 -177.1(5) . . . . ? C25 C26 C27 C22 -0.9(7) . . . . ? C28 C26 C27 C22 176.2(4) . . . . ? C23 C22 C27 C26 0.8(6) . . . . ? C21 C22 C27 C26 -177.4(4) . . . . ? C25 C26 C28 O21 176.3(5) . . . . ? C27 C26 C28 O21 -0.8(8) . . . . ? N32 N31 C31 N34 1.1(4) . . . . ? N32 N31 C31 C32 -179.4(3) . . . . ? N33 N34 C31 N31 -1.1(4) . . . . ? N33 N34 C31 C32 179.4(3) . . . . ? N31 C31 C32 C37 9.0(5) . . . . ? N34 C31 C32 C37 -171.6(3) . . . . ? N31 C31 C32 C33 -170.5(4) . . . . ? N34 C31 C32 C33 9.0(6) . . . . ? C37 C32 C33 C34 -0.1(7) . . . . ? C31 C32 C33 C34 179.4(4) . . . . ? C32 C33 C34 C35 0.1(8) . . . . ? C33 C34 C35 C36 -0.1(9) . . . . ? C34 C35 C36 C37 0.3(8) . . . . ? C34 C35 C36 C38 -178.6(5) . . . . ? C33 C32 C37 C36 0.2(6) . . . . ? C31 C32 C37 C36 -179.3(4) . . . . ? C35 C36 C37 C32 -0.3(7) . . . . ? C38 C36 C37 C32 178.6(4) . . . . ? C35 C36 C38 O31 0.0(10) . . . . ? C37 C36 C38 O31 -178.9(6) . . . . ? C45 N41 C41 C42 1.0(5) . . . . ? Zn2 N41 C41 C42 -177.5(3) 1_455 . . . ? N41 C41 C42 C43 0.3(6) . . . . ? C41 C42 C43 C44 -1.7(5) . . . . ? C41 C42 C43 C46 179.8(3) . . . . ? C42 C43 C44 C45 1.6(6) . . . . ? C46 C43 C44 C45 -179.8(4) . . . . ? C41 N41 C45 C44 -1.0(6) . . . . ? Zn2 N41 C45 C44 177.4(3) 1_455 . . . ? C43 C44 C45 N41 -0.3(6) . . . . ? C42 C43 C46 C47 29.0(5) . . . . ? C44 C43 C46 C47 -149.5(4) . . . . ? C42 C43 C46 C410 -151.2(4) . . . . ? C44 C43 C46 C410 30.3(5) . . . . ? C410 C46 C47 C48 -1.6(6) . . . . ? C43 C46 C47 C48 178.2(4) . . . . ? C49 N42 C48 C47 1.9(6) . . . . ? Zn2 N42 C48 C47 -178.5(3) . . . . ? C46 C47 C48 N42 -0.1(7) . . . . ? C48 N42 C49 C410 -1.9(6) . . . . ? Zn2 N42 C49 C410 178.4(3) . . . . ? C55 N51 C51 C52 -2.8(6) . . . . ? Zn1 N51 C51 C52 175.8(4) 1_455 . . . ? N51 C51 C52 C53 1.5(7) . . . . ? C51 C52 C53 C54 1.0(6) . . . . ? C51 C52 C53 C56 -178.7(4) . . . . ? C52 C53 C54 C55 -1.9(6) . . . . ? C56 C53 C54 C55 177.8(4) . . . . ? C51 N51 C55 C54 1.8(6) . . . . ? Zn1 N51 C55 C54 -176.9(3) 1_455 . . . ? C53 C54 C55 N51 0.6(7) . . . . ? C52 C53 C56 C57 15.2(6) . . . . ? C54 C53 C56 C57 -164.5(4) . . . . ? C52 C53 C56 C510 -164.9(4) . . . . ? C54 C53 C56 C510 15.5(6) . . . . ? C510 C56 C57 C58 -1.7(6) . . . . ? C53 C56 C57 C58 178.3(4) . . . . ? C59 N52 C58 C57 -0.6(6) . . . . ? Zn1 N52 C58 C57 -177.2(4) . . . . ? C56 C57 C58 N52 1.6(7) . . . . ? C58 N52 C59 C510 -0.1(6) . . . . ? Zn1 N52 C59 C510 176.4(3) . . . . ? N42 C49 C410 C46 0.2(7) . . . . ? C47 C46 C410 C49 1.5(6) . . . . ? C43 C46 C410 C49 -178.3(4) . . . . ? N52 C59 C510 C56 -0.2(7) . . . . ? C57 C56 C510 C59 1.1(6) . . . . ? C53 C56 C510 C59 -178.9(4) . . . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 1.055 _refine_diff_density_min -0.708 _refine_diff_density_rms 0.069 _database_code_depnum_ccdc_archive 'CCDC 912400' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_3-904 #===================================================================== _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common "[Zn2(3-tzbd)2(OH)2(4,4'-bipy).H2O]n" _chemical_melting_point 'not measured' _chemical_formula_moiety "[Zn2(3-tzbd)2(OH)2(4,4'-bipy).H2O]n" _chemical_formula_sum 'C104 H88 N40 O20 Zn8' _chemical_formula_weight 2741.26 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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 14.6438(15) _cell_length_b 25.7158(16) _cell_length_c 7.1582(6) _cell_angle_alpha 90.00 _cell_angle_beta 102.572(6) _cell_angle_gamma 90.00 _cell_volume 2631.0(4) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4030 _cell_measurement_theta_min 2.7702 _cell_measurement_theta_max 27.4662 _exptl_crystal_description Prism _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.730 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1392 _exptl_absorpt_coefficient_mu 1.884 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.5833 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'Sphere (Rigaku CrystalClear)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 P4' _diffrn_measurement_method CCD_Profile_fitting _diffrn_detector_area_resol_mean 28.5714 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11150 _diffrn_reflns_av_R_equivalents 0.0468 _diffrn_reflns_av_sigmaI/netI 0.0521 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.77 _diffrn_reflns_theta_max 27.45 _reflns_number_total 2982 _reflns_number_gt 2520 _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^)+(0.1000P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2982 _refine_ls_number_parameters 205 _refine_ls_number_restraints 13 _refine_ls_R_factor_all 0.0636 _refine_ls_R_factor_gt 0.0497 _refine_ls_wR_factor_ref 0.1550 _refine_ls_wR_factor_gt 0.1404 _refine_ls_goodness_of_fit_ref 0.981 _refine_ls_restrained_S_all 1.019 _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 0.10022(3) 0.992096(17) 0.41612(5) 0.0346(2) Uani 1 1 d . . . O1 O 0.07208(17) 0.96958(10) 0.1435(3) 0.0333(6) Uani 1 1 d . . . H1 H 0.0890 0.9383 0.1351 0.046(13) Uiso 1 1 d R . . O11 O 0.1226(4) 1.34680(15) 0.6929(5) 0.1036(16) Uani 1 1 d U . . N11 N 0.1102(2) 1.11597(11) 0.3633(4) 0.0326(6) Uani 1 1 d . . . N12 N 0.10347(19) 1.07015(11) 0.2753(4) 0.0305(6) Uani 1 1 d . . . N13 N 0.1097(2) 1.07625(11) 0.0953(4) 0.0305(6) Uani 1 1 d . . . N14 N 0.1199(2) 1.12670(12) 0.0611(4) 0.0367(7) Uani 1 1 d . . . N21 N 0.2550(2) 0.99366(12) 0.4692(4) 0.0343(7) Uani 1 1 d . . . C11 C 0.1212(2) 1.15028(14) 0.2293(5) 0.0317(7) Uani 1 1 d . . . C12 C 0.1306(3) 1.20665(15) 0.2606(5) 0.0368(8) Uani 1 1 d . . . C13 C 0.1549(3) 1.23894(16) 0.1246(6) 0.0500(11) Uani 1 1 d . . . H13A H 0.1650 1.2249 0.0112 0.055(13) Uiso 1 1 d R . . C14 C 0.1649(4) 1.29216(18) 0.1557(7) 0.0632(14) Uani 1 1 d . . . H14A H 0.1809 1.3136 0.0632 0.069(15) Uiso 1 1 d R . . C15 C 0.1502(4) 1.31353(17) 0.3236(6) 0.0591(12) Uani 1 1 d . . . H15A H 0.1578 1.3491 0.3453 0.052(12) Uiso 1 1 d R . . C16 C 0.1252(4) 1.28159(17) 0.4605(6) 0.0499(10) Uani 1 1 d . . . C17 C 0.1150(3) 1.22836(16) 0.4281(5) 0.0434(9) Uani 1 1 d . . . H17A H 0.0976 1.2071 0.5197 0.060(14) Uiso 1 1 d R . . C18 C 0.1095(5) 1.3025(2) 0.6404(7) 0.0739(17) Uani 1 1 d . . . H18A H 0.0874 1.2795 0.7207 0.064(15) Uiso 1 1 d R . . C21 C 0.3060(4) 0.95210(19) 0.4755(10) 0.084(2) Uani 1 1 d . . . H21A H 0.2764 0.9200 0.4726 0.17(4) Uiso 1 1 d R . . C22 C 0.4023(4) 0.95238(19) 0.4893(10) 0.0801(19) Uani 1 1 d U . . H22A H 0.4343 0.9211 0.4923 0.23(5) Uiso 1 1 d R . . C23 C 0.4492(3) 0.99851(13) 0.4956(5) 0.0328(7) Uani 1 1 d . . . C24 C 0.3959(3) 1.04113(18) 0.4928(10) 0.0787(18) Uani 1 1 d . . . H24A H 0.4235 1.0738 0.5020 0.12(2) Uiso 1 1 d R . . C25 C 0.3006(3) 1.0371(2) 0.4808(10) 0.085(2) Uani 1 1 d . . . H25A H 0.2746 1.0696 0.4549 0.14(3) Uiso 1 1 d R . . O1W O 0.0000 1.18286(18) -0.2500 0.0657(13) Uani 1 2 d SD . . H1WA H 0.0390 1.1610 -0.1850 0.099 Uiso 1 1 d RD . . 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 0.0458(3) 0.0405(3) 0.0195(3) 0.00445(14) 0.0115(2) 0.01456(17) O1 0.0431(14) 0.0362(14) 0.0205(11) 0.0026(9) 0.0067(10) -0.0110(11) O11 0.195(5) 0.056(2) 0.071(3) -0.0255(19) 0.051(3) -0.005(3) N11 0.0357(15) 0.0362(15) 0.0255(14) -0.0046(11) 0.0059(11) 0.0036(12) N12 0.0308(15) 0.0381(15) 0.0227(13) -0.0026(11) 0.0061(11) 0.0027(12) N13 0.0343(15) 0.0360(15) 0.0220(14) -0.0024(11) 0.0076(11) -0.0056(12) N14 0.0447(17) 0.0371(16) 0.0306(15) -0.0052(12) 0.0132(13) -0.0113(13) N21 0.0366(17) 0.0433(17) 0.0225(15) 0.0029(11) 0.0057(12) 0.0103(13) C11 0.0284(16) 0.0394(18) 0.0278(16) -0.0063(13) 0.0069(13) -0.0041(14) C12 0.038(2) 0.0389(19) 0.0328(18) -0.0064(14) 0.0070(14) -0.0088(15) C13 0.073(3) 0.046(2) 0.036(2) -0.0081(17) 0.022(2) -0.010(2) C14 0.101(4) 0.042(2) 0.053(3) -0.004(2) 0.030(3) -0.017(2) C15 0.094(4) 0.039(2) 0.048(3) -0.0089(19) 0.022(2) -0.011(2) C16 0.073(3) 0.039(2) 0.038(2) -0.0123(17) 0.013(2) -0.003(2) C17 0.052(2) 0.043(2) 0.037(2) -0.0053(16) 0.0142(18) -0.0022(18) C18 0.127(5) 0.053(3) 0.047(3) -0.013(2) 0.031(3) -0.003(3) C21 0.065(3) 0.041(3) 0.169(6) 0.042(3) 0.075(4) 0.017(2) C22 0.062(3) 0.043(2) 0.157(5) 0.033(3) 0.071(3) 0.017(2) C23 0.042(2) 0.0350(16) 0.0217(17) 0.0037(12) 0.0081(14) 0.0097(15) C24 0.033(2) 0.038(2) 0.146(5) -0.035(3) -0.022(3) 0.0076(19) C25 0.035(2) 0.043(3) 0.158(6) -0.042(3) -0.023(3) 0.013(2) O1W 0.087(4) 0.053(3) 0.054(3) 0.000 0.010(2) 0.000 _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 O1 1.991(2) . ? Zn1 O1 2.021(2) 6_576 ? Zn1 N13 2.162(3) 6_576 ? Zn1 N21 2.216(3) . ? Zn1 N12 2.251(3) . ? Zn1 O1 2.533(3) 2 ? Zn1 Zn1 3.3514(9) 2 ? O1 Zn1 2.021(2) 6_575 ? O1 Zn1 2.533(3) 2 ? O1 H1 0.8477 . ? O11 C18 1.202(6) . ? N11 N12 1.330(4) . ? N11 C11 1.339(4) . ? N12 N13 1.321(4) . ? N13 N14 1.335(4) . ? N13 Zn1 2.162(3) 6_575 ? N14 C11 1.345(4) . ? N21 C25 1.295(6) . ? N21 C21 1.299(5) . ? C11 C12 1.469(5) . ? C12 C13 1.384(5) . ? C12 C17 1.386(5) . ? C13 C14 1.389(6) . ? C13 H13A 0.9292 . ? C14 C15 1.380(6) . ? C14 H14A 0.9300 . ? C15 C16 1.388(6) . ? C15 H15A 0.9304 . ? C16 C17 1.391(6) . ? C16 C18 1.459(6) . ? C17 H17A 0.9309 . ? C18 H18A 0.9306 . ? C21 C22 1.393(7) . ? C21 H21A 0.9305 . ? C22 C23 1.367(6) . ? C22 H22A 0.9288 . ? C23 C24 1.343(5) . ? C23 C23 1.476(8) 5_676 ? C24 C25 1.383(7) . ? C24 H24A 0.9284 . ? C25 H25A 0.9204 . ? O1W H1WA 0.8621 . ? 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 Zn1 O1 153.71(13) . 6_576 ? O1 Zn1 N13 108.53(10) . 6_576 ? O1 Zn1 N13 85.22(10) 6_576 6_576 ? O1 Zn1 N21 99.15(11) . . ? O1 Zn1 N21 103.50(11) 6_576 . ? N13 Zn1 N21 88.97(11) 6_576 . ? O1 Zn1 N12 80.81(10) . . ? O1 Zn1 N12 87.35(10) 6_576 . ? N13 Zn1 N12 170.21(10) 6_576 . ? N21 Zn1 N12 86.56(11) . . ? O1 Zn1 O1 77.42(9) . 2 ? O1 Zn1 O1 82.93(10) 6_576 2 ? N13 Zn1 O1 81.20(10) 6_576 2 ? N21 Zn1 O1 167.82(9) . 2 ? N12 Zn1 O1 104.22(9) . 2 ? O1 Zn1 Zn1 48.85(7) . 2 ? O1 Zn1 Zn1 105.73(7) 6_576 2 ? N13 Zn1 Zn1 110.73(8) 6_576 2 ? N21 Zn1 Zn1 145.78(8) . 2 ? N12 Zn1 Zn1 77.46(7) . 2 ? O1 Zn1 Zn1 36.29(5) 2 2 ? Zn1 O1 Zn1 127.80(12) . 6_575 ? Zn1 O1 Zn1 94.86(9) . 2 ? Zn1 O1 Zn1 97.07(10) 6_575 2 ? Zn1 O1 H1 110.1 . . ? Zn1 O1 H1 107.0 6_575 . ? Zn1 O1 H1 120.1 2 . ? N12 N11 C11 104.6(3) . . ? N13 N12 N11 110.1(3) . . ? N13 N12 Zn1 123.7(2) . . ? N11 N12 Zn1 125.8(2) . . ? N12 N13 N14 109.2(3) . . ? N12 N13 Zn1 118.2(2) . 6_575 ? N14 N13 Zn1 132.6(2) . 6_575 ? N13 N14 C11 104.7(3) . . ? C25 N21 C21 115.1(4) . . ? C25 N21 Zn1 121.4(3) . . ? C21 N21 Zn1 123.3(3) . . ? N11 C11 N14 111.4(3) . . ? N11 C11 C12 124.3(3) . . ? N14 C11 C12 124.3(3) . . ? C13 C12 C17 118.9(4) . . ? C13 C12 C11 121.0(3) . . ? C17 C12 C11 120.1(3) . . ? C12 C13 C14 120.8(4) . . ? C12 C13 H13A 119.7 . . ? C14 C13 H13A 119.5 . . ? C15 C14 C13 120.1(4) . . ? C15 C14 H14A 119.7 . . ? C13 C14 H14A 120.2 . . ? C14 C15 C16 119.6(4) . . ? C14 C15 H15A 120.1 . . ? C16 C15 H15A 120.3 . . ? C15 C16 C17 120.0(4) . . ? C15 C16 C18 121.5(4) . . ? C17 C16 C18 118.6(4) . . ? C12 C17 C16 120.6(4) . . ? C12 C17 H17A 119.7 . . ? C16 C17 H17A 119.8 . . ? O11 C18 C16 125.5(5) . . ? O11 C18 H18A 117.6 . . ? C16 C18 H18A 117.0 . . ? N21 C21 C22 124.3(5) . . ? N21 C21 H21A 117.9 . . ? C22 C21 H21A 117.8 . . ? C23 C22 C21 120.1(4) . . ? C23 C22 H22A 120.2 . . ? C21 C22 H22A 119.7 . . ? C24 C23 C22 114.9(4) . . ? C24 C23 C23 122.3(4) . 5_676 ? C22 C23 C23 122.7(4) . 5_676 ? C23 C24 C25 121.0(5) . . ? C23 C24 H24A 119.6 . . ? C25 C24 H24A 119.3 . . ? N21 C25 C24 124.6(4) . . ? N21 C25 H25A 125.9 . . ? C24 C25 H25A 108.2 . . ? 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 O1 Zn1 O1 Zn1 85.9(3) 6_576 . . 6_575 ? N13 Zn1 O1 Zn1 -155.45(15) 6_576 . . 6_575 ? N21 Zn1 O1 Zn1 -63.46(17) . . . 6_575 ? N12 Zn1 O1 Zn1 21.52(16) . . . 6_575 ? O1 Zn1 O1 Zn1 128.44(15) 2 . . 6_575 ? Zn1 Zn1 O1 Zn1 102.84(18) 2 . . 6_575 ? O1 Zn1 O1 Zn1 -16.98(19) 6_576 . . 2 ? N13 Zn1 O1 Zn1 101.71(10) 6_576 . . 2 ? N21 Zn1 O1 Zn1 -166.30(9) . . . 2 ? N12 Zn1 O1 Zn1 -81.32(9) . . . 2 ? O1 Zn1 O1 Zn1 25.60(10) 2 . . 2 ? C11 N11 N12 N13 -0.3(4) . . . . ? C11 N11 N12 Zn1 172.6(2) . . . . ? O1 Zn1 N12 N13 -15.8(3) . . . . ? O1 Zn1 N12 N13 -172.3(3) 6_576 . . . ? N13 Zn1 N12 N13 147.0(6) 6_576 . . . ? N21 Zn1 N12 N13 84.0(3) . . . . ? O1 Zn1 N12 N13 -90.3(3) 2 . . . ? Zn1 Zn1 N12 N13 -65.5(3) 2 . . . ? O1 Zn1 N12 N11 172.2(3) . . . . ? O1 Zn1 N12 N11 15.8(3) 6_576 . . . ? N13 Zn1 N12 N11 -24.9(7) 6_576 . . . ? N21 Zn1 N12 N11 -87.9(3) . . . . ? O1 Zn1 N12 N11 97.8(3) 2 . . . ? Zn1 Zn1 N12 N11 122.5(3) 2 . . . ? N11 N12 N13 N14 -0.5(4) . . . . ? Zn1 N12 N13 N14 -173.5(2) . . . . ? N11 N12 N13 Zn1 -179.7(2) . . . 6_575 ? Zn1 N12 N13 Zn1 7.3(3) . . . 6_575 ? N12 N13 N14 C11 1.0(4) . . . . ? Zn1 N13 N14 C11 -180.0(2) 6_575 . . . ? O1 Zn1 N21 C25 105.5(4) . . . . ? O1 Zn1 N21 C25 -61.1(4) 6_576 . . . ? N13 Zn1 N21 C25 -145.9(4) 6_576 . . . ? N12 Zn1 N21 C25 25.4(4) . . . . ? O1 Zn1 N21 C25 178.1(4) 2 . . . ? Zn1 Zn1 N21 C25 87.0(4) 2 . . . ? O1 Zn1 N21 C21 -68.8(4) . . . . ? O1 Zn1 N21 C21 124.6(4) 6_576 . . . ? N13 Zn1 N21 C21 39.8(4) 6_576 . . . ? N12 Zn1 N21 C21 -148.9(4) . . . . ? O1 Zn1 N21 C21 3.8(7) 2 . . . ? Zn1 Zn1 N21 C21 -87.3(4) 2 . . . ? N12 N11 C11 N14 0.9(4) . . . . ? N12 N11 C11 C12 179.3(3) . . . . ? N13 N14 C11 N11 -1.2(4) . . . . ? N13 N14 C11 C12 -179.5(3) . . . . ? N11 C11 C12 C13 170.7(4) . . . . ? N14 C11 C12 C13 -11.1(6) . . . . ? N11 C11 C12 C17 -9.3(6) . . . . ? N14 C11 C12 C17 168.8(4) . . . . ? C17 C12 C13 C14 0.8(7) . . . . ? C11 C12 C13 C14 -179.3(4) . . . . ? C12 C13 C14 C15 -0.1(8) . . . . ? C13 C14 C15 C16 -0.3(9) . . . . ? C14 C15 C16 C17 0.1(8) . . . . ? C14 C15 C16 C18 179.7(6) . . . . ? C13 C12 C17 C16 -1.0(7) . . . . ? C11 C12 C17 C16 179.0(4) . . . . ? C15 C16 C17 C12 0.6(7) . . . . ? C18 C16 C17 C12 -179.0(5) . . . . ? C15 C16 C18 O11 -5.5(10) . . . . ? C17 C16 C18 O11 174.1(6) . . . . ? C25 N21 C21 C22 -1.4(10) . . . . ? Zn1 N21 C21 C22 173.2(5) . . . . ? N21 C21 C22 C23 -0.5(10) . . . . ? C21 C22 C23 C24 1.8(9) . . . . ? C21 C22 C23 C23 -178.1(6) . . . 5_676 ? C22 C23 C24 C25 -1.1(9) . . . . ? C23 C23 C24 C25 178.8(6) 5_676 . . . ? C21 N21 C25 C24 2.1(10) . . . . ? Zn1 N21 C25 C24 -172.6(5) . . . . ? C23 C24 C25 N21 -0.9(11) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.45 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.703 _refine_diff_density_min -0.824 _refine_diff_density_rms 0.096 _database_code_depnum_ccdc_archive 'CCDC 912401' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_4-905 #===================================================================== _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Zn2(3-tzbd)4(phen)2 _chemical_melting_point 'not measured' _chemical_formula_moiety Zn2(3-tzbd)4(phen)2 _chemical_formula_sum 'C56 H36 N20 O4 Zn2' _chemical_formula_weight 1183.83 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 9.5171(4) _cell_length_b 11.409 _cell_length_c 12.97280(10) _cell_angle_alpha 69.741(10) _cell_angle_beta 77.556(12) _cell_angle_gamma 80.174(12) _cell_volume 1283.30(11) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2951 _cell_measurement_theta_min 2.1103 _cell_measurement_theta_max 27.4372 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.532 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 604 _exptl_absorpt_coefficient_mu 1.006 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7007 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'Sphere (Rigaku CrystalClear)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 P4' _diffrn_measurement_method CCD_Profile_fitting _diffrn_detector_area_resol_mean 13.6612 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8200 _diffrn_reflns_av_R_equivalents 0.0338 _diffrn_reflns_av_sigmaI/netI 0.0524 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4416 _reflns_number_gt 3841 _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^)+(0.1138P)^2^+0.6853P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4416 _refine_ls_number_parameters 388 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0536 _refine_ls_R_factor_gt 0.0468 _refine_ls_wR_factor_ref 0.1406 _refine_ls_wR_factor_gt 0.1305 _refine_ls_goodness_of_fit_ref 0.804 _refine_ls_restrained_S_all 0.804 _refine_ls_shift/su_max 0.030 _refine_ls_shift/su_mean 0.005 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 0.66258(4) 0.59308(3) 0.48381(2) 0.04586(17) Uani 1 1 d . . . O11 O 0.9993(5) -0.2019(3) 0.8584(3) 0.1168(14) Uani 1 1 d . . . O21 O 0.5144(6) 0.2210(4) -0.0200(4) 0.1291(17) Uani 1 1 d . . . N11 N 0.8537(4) 0.2285(3) 0.5873(3) 0.0705(9) Uani 1 1 d . . . N12 N 0.7855(4) 0.3269(3) 0.5192(3) 0.0681(8) Uani 1 1 d . . . N13 N 0.7965(3) 0.4289(3) 0.5430(2) 0.0531(6) Uani 1 1 d . . . N14 N 0.8726(3) 0.3981(3) 0.6271(2) 0.0556(7) Uani 1 1 d . . . N21 N 0.6920(3) 0.5298(3) 0.2682(2) 0.0518(6) Uani 1 1 d . . . N22 N 0.6130(3) 0.5160(2) 0.3691(2) 0.0487(6) Uani 1 1 d . . . N23 N 0.5070(3) 0.4468(2) 0.38489(19) 0.0429(6) Uani 1 1 d . . . N24 N 0.5143(3) 0.4143(2) 0.29383(19) 0.0444(6) Uani 1 1 d . . . N31 N 0.7643(3) 0.7203(3) 0.5247(2) 0.0528(7) Uani 1 1 d . . . N32 N 0.5838(3) 0.7745(2) 0.3775(2) 0.0526(6) Uani 1 1 d . . . C11 C 0.9058(3) 0.2747(3) 0.6525(3) 0.0512(7) Uani 1 1 d . . . C12 C 0.9918(3) 0.1963(3) 0.7378(3) 0.0542(8) Uani 1 1 d . . . C13 C 1.0788(4) 0.2486(4) 0.7819(3) 0.0652(10) Uani 1 1 d . . . H13A H 1.0804 0.3353 0.7584 0.080(13) Uiso 1 1 d R . . C14 C 1.1622(4) 0.1718(5) 0.8598(4) 0.0767(12) Uani 1 1 d . . . H14A H 1.2201 0.2068 0.8883 0.101(15) Uiso 1 1 d R . . C15 C 1.1596(4) 0.0437(5) 0.8948(4) 0.0757(12) Uani 1 1 d . . . H15A H 1.2159 -0.0076 0.9471 0.119(19) Uiso 1 1 d R . . C16 C 1.0728(4) -0.0103(4) 0.8525(3) 0.0666(10) Uani 1 1 d . . . C17 C 0.9894(4) 0.0668(4) 0.7750(3) 0.0596(9) Uani 1 1 d . . . H17A H 0.9311 0.0316 0.7471 0.071(11) Uiso 1 1 d R . . C18 C 1.0680(6) -0.1481(5) 0.8910(4) 0.0920(15) Uani 1 1 d . . . H18A H 1.1231 -0.1966 0.9451 0.101(15) Uiso 1 1 d R . . C21 C 0.6295(3) 0.4664(3) 0.2244(2) 0.0423(6) Uani 1 1 d . . . C22 C 0.6763(4) 0.4578(3) 0.1109(2) 0.0480(7) Uani 1 1 d . . . C23 C 0.7850(4) 0.5293(4) 0.0380(3) 0.0699(10) Uani 1 1 d . . . H23A H 0.8284 0.5806 0.0615 0.076(12) Uiso 1 1 d R . . C24 C 0.8278(6) 0.5236(5) -0.0707(3) 0.0895(14) Uani 1 1 d . . . H24A H 0.8997 0.5713 -0.1193 0.118(19) Uiso 1 1 d R . . C25 C 0.7648(5) 0.4482(4) -0.1056(3) 0.0811(13) Uani 1 1 d . . . H25A H 0.7935 0.4453 -0.1780 0.103(15) Uiso 1 1 d R . . C26 C 0.6589(4) 0.3763(3) -0.0341(3) 0.0642(10) Uani 1 1 d . . . C27 C 0.6144(4) 0.3814(3) 0.0751(3) 0.0518(8) Uani 1 1 d . . . H27A H 0.5429 0.3330 0.1233 0.046(9) Uiso 1 1 d R . . C28 C 0.5953(7) 0.2920(5) -0.0717(4) 0.0924(17) Uani 1 1 d . . . H28A H 0.6248 0.2971 -0.1462 0.073(11) Uiso 1 1 d R . . C31 C 0.8502(5) 0.6919(4) 0.6007(3) 0.0710(11) Uani 1 1 d . . . H31D H 0.8803 0.6079 0.6352 0.072(12) Uiso 1 1 d R . . C32 C 0.8955(6) 0.7849(5) 0.6304(4) 0.0882(14) Uani 1 1 d . . . H32A H 0.9536 0.7624 0.6849 0.087(14) Uiso 1 1 d R . . C33 C 0.8548(6) 0.9076(4) 0.5792(4) 0.0873(14) Uani 1 1 d . . . H33A H 0.8857 0.9693 0.5983 0.103(15) Uiso 1 1 d R . . C34 C 0.7653(5) 0.9424(4) 0.4972(3) 0.0677(10) Uani 1 1 d . . . C35 C 0.7214(4) 0.8434(3) 0.4741(3) 0.0550(8) Uani 1 1 d . . . C36 C 0.7159(6) 1.0698(4) 0.4391(4) 0.0842(14) Uani 1 1 d . . . H36A H 0.7445 1.1352 0.4545 0.088(14) Uiso 1 1 d R . . C37 C 0.6284(6) 1.0965(4) 0.3627(4) 0.0819(13) Uani 1 1 d . . . H37A H 0.5987 1.1799 0.3258 0.100(15) Uiso 1 1 d R . . C38 C 0.5810(5) 0.9986(3) 0.3377(3) 0.0664(10) Uani 1 1 d . . . C39 C 0.6268(4) 0.8730(3) 0.3941(3) 0.0540(8) Uani 1 1 d . . . C310 C 0.4895(5) 1.0208(4) 0.2597(4) 0.0794(12) Uani 1 1 d . . . H31A H 0.4582 1.1027 0.2200 0.075(12) Uiso 1 1 d R . . C311 C 0.4470(5) 0.9218(4) 0.2425(4) 0.0796(12) Uani 1 1 d . . . H31B H 0.3868 0.9351 0.1908 0.075(12) Uiso 1 1 d R . . C312 C 0.4956(4) 0.7998(4) 0.3038(3) 0.0651(9) Uani 1 1 d . . . H31C H 0.4645 0.7328 0.2925 0.057(10) Uiso 1 1 d 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 0.0656(3) 0.0407(3) 0.0384(2) -0.01920(17) -0.00140(16) -0.01976(17) O11 0.173(4) 0.070(2) 0.125(3) -0.030(2) -0.070(3) -0.005(2) O21 0.211(5) 0.100(3) 0.112(3) -0.053(3) -0.061(3) -0.029(3) N11 0.079(2) 0.0568(18) 0.096(2) -0.0406(18) -0.0392(19) 0.0042(15) N12 0.082(2) 0.0524(18) 0.088(2) -0.0345(16) -0.0372(18) -0.0007(15) N13 0.0624(16) 0.0523(16) 0.0569(15) -0.0326(13) -0.0072(13) -0.0102(12) N14 0.0670(16) 0.0568(17) 0.0532(16) -0.0281(13) -0.0074(13) -0.0147(13) N21 0.0695(16) 0.0516(15) 0.0393(13) -0.0209(12) 0.0032(12) -0.0222(13) N22 0.0714(17) 0.0402(14) 0.0384(13) -0.0162(11) -0.0010(12) -0.0188(12) N23 0.0623(15) 0.0342(12) 0.0370(12) -0.0159(10) -0.0050(11) -0.0125(11) N24 0.0594(14) 0.0443(14) 0.0369(12) -0.0217(11) -0.0057(11) -0.0097(11) N31 0.0745(17) 0.0477(15) 0.0437(14) -0.0207(12) 0.0012(13) -0.0276(13) N32 0.0736(17) 0.0406(14) 0.0453(14) -0.0155(11) 0.0007(13) -0.0205(12) C11 0.0497(16) 0.0553(19) 0.0575(18) -0.0315(16) -0.0047(14) -0.0060(14) C12 0.0483(16) 0.066(2) 0.0559(18) -0.0341(17) -0.0023(14) -0.0043(15) C13 0.059(2) 0.079(3) 0.074(2) -0.045(2) -0.0082(18) -0.0111(18) C14 0.065(2) 0.103(3) 0.085(3) -0.057(3) -0.018(2) -0.005(2) C15 0.060(2) 0.107(4) 0.072(2) -0.046(2) -0.0217(19) 0.007(2) C16 0.065(2) 0.073(3) 0.067(2) -0.034(2) -0.0135(18) 0.0075(18) C17 0.0547(18) 0.072(2) 0.063(2) -0.0372(19) -0.0114(16) -0.0018(16) C18 0.102(3) 0.086(3) 0.089(3) -0.032(3) -0.038(3) 0.025(3) C21 0.0599(17) 0.0350(15) 0.0331(14) -0.0124(12) -0.0079(12) -0.0051(12) C22 0.0648(18) 0.0452(17) 0.0343(14) -0.0168(13) -0.0095(13) 0.0036(14) C23 0.082(2) 0.082(3) 0.0464(19) -0.0234(18) 0.0027(18) -0.020(2) C24 0.102(3) 0.112(4) 0.046(2) -0.027(2) 0.015(2) -0.017(3) C25 0.107(3) 0.090(3) 0.0401(19) -0.031(2) -0.007(2) 0.021(3) C26 0.090(3) 0.062(2) 0.0485(19) -0.0321(17) -0.0293(19) 0.0228(19) C27 0.072(2) 0.0430(17) 0.0433(16) -0.0183(14) -0.0190(15) 0.0081(15) C28 0.148(5) 0.075(3) 0.073(3) -0.045(3) -0.054(3) 0.026(3) C31 0.101(3) 0.069(3) 0.057(2) -0.0236(19) -0.016(2) -0.035(2) C32 0.127(4) 0.092(3) 0.070(3) -0.035(2) -0.025(3) -0.046(3) C33 0.135(4) 0.079(3) 0.071(3) -0.042(2) 0.001(3) -0.057(3) C34 0.099(3) 0.060(2) 0.055(2) -0.0336(18) 0.0121(19) -0.037(2) C35 0.078(2) 0.0443(18) 0.0467(17) -0.0235(15) 0.0131(15) -0.0292(15) C36 0.137(4) 0.049(2) 0.074(3) -0.034(2) 0.017(3) -0.044(2) C37 0.128(4) 0.046(2) 0.068(3) -0.0239(19) 0.012(3) -0.024(2) C38 0.096(3) 0.0393(18) 0.059(2) -0.0198(16) 0.0131(19) -0.0175(17) C39 0.075(2) 0.0451(18) 0.0424(16) -0.0204(14) 0.0113(15) -0.0210(15) C310 0.105(3) 0.049(2) 0.070(2) -0.0075(19) -0.011(2) -0.001(2) C311 0.095(3) 0.061(3) 0.081(3) -0.015(2) -0.026(2) -0.004(2) C312 0.082(2) 0.056(2) 0.062(2) -0.0178(17) -0.0173(19) -0.0159(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N23 2.060(2) 2_666 ? Zn1 N13 2.082(3) . ? Zn1 N22 2.136(2) . ? Zn1 N31 2.135(3) . ? Zn1 N32 2.165(3) . ? O11 C18 1.191(6) . ? O21 C28 1.146(7) . ? N11 N12 1.332(4) . ? N11 C11 1.349(4) . ? N12 N13 1.328(4) . ? N13 N14 1.351(4) . ? N14 C11 1.327(4) . ? N21 N22 1.333(3) . ? N21 C21 1.332(4) . ? N22 N23 1.325(4) . ? N23 N24 1.340(3) . ? N23 Zn1 2.060(2) 2_666 ? N24 C21 1.339(4) . ? N31 C31 1.334(5) . ? N31 C35 1.361(4) . ? N32 C312 1.331(5) . ? N32 C39 1.357(4) . ? C11 C12 1.466(5) . ? C12 C17 1.389(5) . ? C12 C13 1.407(5) . ? C13 C14 1.383(6) . ? C13 H13A 0.9305 . ? C14 C15 1.374(6) . ? C14 H14A 0.9300 . ? C15 C16 1.402(6) . ? C15 H15A 0.9298 . ? C16 C17 1.382(5) . ? C16 C18 1.481(6) . ? C17 H17A 0.9292 . ? C18 H18A 0.9297 . ? C21 C22 1.477(4) . ? C22 C27 1.376(5) . ? C22 C23 1.400(5) . ? C23 C24 1.402(5) . ? C23 H23A 0.9308 . ? C24 C25 1.366(7) . ? C24 H24A 0.9303 . ? C25 C26 1.379(6) . ? C25 H25A 0.9304 . ? C26 C27 1.407(4) . ? C26 C28 1.477(7) . ? C27 H27A 0.9299 . ? C28 H28A 0.9306 . ? C31 C32 1.404(5) . ? C31 H31D 0.9302 . ? C32 C33 1.354(7) . ? C32 H32A 0.9305 . ? C33 C34 1.413(6) . ? C33 H33A 0.9307 . ? C34 C35 1.409(4) . ? C34 C36 1.436(6) . ? C35 C39 1.434(5) . ? C36 C37 1.353(7) . ? C36 H36A 0.9310 . ? C37 C38 1.430(6) . ? C37 H37A 0.9303 . ? C38 C39 1.406(5) . ? C38 C310 1.404(6) . ? C310 C311 1.363(6) . ? C310 H31A 0.9300 . ? C311 C312 1.399(5) . ? C311 H31B 0.9309 . ? C312 H31C 0.9311 . ? 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 N23 Zn1 N13 96.77(11) 2_666 . ? N23 Zn1 N22 103.62(10) 2_666 . ? N13 Zn1 N22 88.61(10) . . ? N23 Zn1 N31 101.13(9) 2_666 . ? N13 Zn1 N31 99.37(11) . . ? N22 Zn1 N31 152.88(10) . . ? N23 Zn1 N32 102.30(10) 2_666 . ? N13 Zn1 N32 160.93(11) . . ? N22 Zn1 N32 86.69(10) . . ? N31 Zn1 N32 77.31(11) . . ? N12 N11 C11 105.6(3) . . ? N13 N12 N11 108.4(3) . . ? N12 N13 N14 110.1(3) . . ? N12 N13 Zn1 119.9(2) . . ? N14 N13 Zn1 127.9(2) . . ? C11 N14 N13 104.3(3) . . ? N22 N21 C21 104.5(2) . . ? N23 N22 N21 109.6(2) . . ? N23 N22 Zn1 127.62(19) . . ? N21 N22 Zn1 122.7(2) . . ? N22 N23 N24 109.4(2) . . ? N22 N23 Zn1 128.36(18) . 2_666 ? N24 N23 Zn1 121.8(2) . 2_666 ? C21 N24 N23 104.1(2) . . ? C31 N31 C35 118.5(3) . . ? C31 N31 Zn1 127.3(2) . . ? C35 N31 Zn1 113.8(2) . . ? C312 N32 C39 117.7(3) . . ? C312 N32 Zn1 128.4(2) . . ? C39 N32 Zn1 113.7(2) . . ? N14 C11 N11 111.5(3) . . ? N14 C11 C12 125.5(3) . . ? N11 C11 C12 122.9(3) . . ? C17 C12 C13 118.9(3) . . ? C17 C12 C11 119.4(3) . . ? C13 C12 C11 121.7(3) . . ? C14 C13 C12 120.3(4) . . ? C14 C13 H13A 119.9 . . ? C12 C13 H13A 119.8 . . ? C15 C14 C13 119.9(4) . . ? C15 C14 H14A 120.1 . . ? C13 C14 H14A 120.0 . . ? C14 C15 C16 120.7(4) . . ? C14 C15 H15A 119.6 . . ? C16 C15 H15A 119.7 . . ? C17 C16 C15 119.2(4) . . ? C17 C16 C18 119.8(4) . . ? C15 C16 C18 120.9(4) . . ? C16 C17 C12 120.9(3) . . ? C16 C17 H17A 119.6 . . ? C12 C17 H17A 119.5 . . ? O11 C18 C16 125.4(4) . . ? O11 C18 H18A 117.3 . . ? C16 C18 H18A 117.3 . . ? N21 C21 N24 112.3(2) . . ? N21 C21 C22 124.7(3) . . ? N24 C21 C22 123.0(3) . . ? C27 C22 C23 119.4(3) . . ? C27 C22 C21 121.2(3) . . ? C23 C22 C21 119.4(3) . . ? C24 C23 C22 119.7(4) . . ? C24 C23 H23A 120.1 . . ? C22 C23 H23A 120.2 . . ? C25 C24 C23 120.4(4) . . ? C25 C24 H24A 119.8 . . ? C23 C24 H24A 119.8 . . ? C24 C25 C26 120.4(3) . . ? C24 C25 H25A 119.8 . . ? C26 C25 H25A 119.8 . . ? C25 C26 C27 119.9(4) . . ? C25 C26 C28 119.8(4) . . ? C27 C26 C28 120.3(4) . . ? C22 C27 C26 120.2(4) . . ? C22 C27 H27A 119.9 . . ? C26 C27 H27A 119.9 . . ? O21 C28 C26 127.7(5) . . ? O21 C28 H28A 116.3 . . ? C26 C28 H28A 116.0 . . ? N31 C31 C32 122.0(4) . . ? N31 C31 H31D 118.8 . . ? C32 C31 H31D 119.2 . . ? C33 C32 C31 119.7(4) . . ? C33 C32 H32A 120.1 . . ? C31 C32 H32A 120.2 . . ? C32 C33 C34 120.3(4) . . ? C32 C33 H33A 119.8 . . ? C34 C33 H33A 119.9 . . ? C35 C34 C33 116.5(4) . . ? C35 C34 C36 119.3(4) . . ? C33 C34 C36 124.2(4) . . ? N31 C35 C34 123.0(3) . . ? N31 C35 C39 118.1(3) . . ? C34 C35 C39 118.9(3) . . ? C37 C36 C34 121.2(4) . . ? C37 C36 H36A 119.4 . . ? C34 C36 H36A 119.4 . . ? C36 C37 C38 121.0(4) . . ? C36 C37 H37A 119.5 . . ? C38 C37 H37A 119.5 . . ? C39 C38 C310 117.8(3) . . ? C39 C38 C37 118.8(4) . . ? C310 C38 C37 123.4(4) . . ? N32 C39 C38 122.5(3) . . ? N32 C39 C35 116.7(3) . . ? C38 C39 C35 120.7(3) . . ? C311 C310 C38 119.6(4) . . ? C311 C310 H31A 120.3 . . ? C38 C310 H31A 120.1 . . ? C310 C311 C312 118.9(4) . . ? C310 C311 H31B 120.6 . . ? C312 C311 H31B 120.5 . . ? N32 C312 C311 123.4(4) . . ? N32 C312 H31C 118.4 . . ? C311 C312 H31C 118.2 . . ? 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 C11 N11 N12 N13 0.0(4) . . . . ? N11 N12 N13 N14 0.2(4) . . . . ? N11 N12 N13 Zn1 -164.7(2) . . . . ? N23 Zn1 N13 N12 87.7(3) 2_666 . . . ? N22 Zn1 N13 N12 -15.8(3) . . . . ? N31 Zn1 N13 N12 -169.7(3) . . . . ? N32 Zn1 N13 N12 -91.5(4) . . . . ? N23 Zn1 N13 N14 -74.1(3) 2_666 . . . ? N22 Zn1 N13 N14 -177.7(3) . . . . ? N31 Zn1 N13 N14 28.4(3) . . . . ? N32 Zn1 N13 N14 106.6(4) . . . . ? N12 N13 N14 C11 -0.2(4) . . . . ? Zn1 N13 N14 C11 163.0(2) . . . . ? C21 N21 N22 N23 -0.1(3) . . . . ? C21 N21 N22 Zn1 178.32(19) . . . . ? N23 Zn1 N22 N23 -6.8(3) 2_666 . . . ? N13 Zn1 N22 N23 89.8(2) . . . . ? N31 Zn1 N22 N23 -162.1(2) . . . . ? N32 Zn1 N22 N23 -108.7(3) . . . . ? N23 Zn1 N22 N21 175.1(2) 2_666 . . . ? N13 Zn1 N22 N21 -88.3(2) . . . . ? N31 Zn1 N22 N21 19.8(4) . . . . ? N32 Zn1 N22 N21 73.2(2) . . . . ? N21 N22 N23 N24 -0.3(3) . . . . ? Zn1 N22 N23 N24 -178.58(18) . . . . ? N21 N22 N23 Zn1 -173.3(2) . . . 2_666 ? Zn1 N22 N23 Zn1 8.5(4) . . . 2_666 ? N22 N23 N24 C21 0.5(3) . . . . ? Zn1 N23 N24 C21 174.02(18) 2_666 . . . ? N23 Zn1 N31 C31 77.5(3) 2_666 . . . ? N13 Zn1 N31 C31 -21.4(3) . . . . ? N22 Zn1 N31 C31 -127.0(3) . . . . ? N32 Zn1 N31 C31 177.7(3) . . . . ? N23 Zn1 N31 C35 -95.1(2) 2_666 . . . ? N13 Zn1 N31 C35 166.0(2) . . . . ? N22 Zn1 N31 C35 60.4(3) . . . . ? N32 Zn1 N31 C35 5.1(2) . . . . ? N23 Zn1 N32 C312 -82.1(3) 2_666 . . . ? N13 Zn1 N32 C312 97.2(4) . . . . ? N22 Zn1 N32 C312 21.2(3) . . . . ? N31 Zn1 N32 C312 179.1(3) . . . . ? N23 Zn1 N32 C39 94.6(2) 2_666 . . . ? N13 Zn1 N32 C39 -86.1(4) . . . . ? N22 Zn1 N32 C39 -162.2(2) . . . . ? N31 Zn1 N32 C39 -4.2(2) . . . . ? N13 N14 C11 N11 0.2(4) . . . . ? N13 N14 C11 C12 178.5(3) . . . . ? N12 N11 C11 N14 -0.1(4) . . . . ? N12 N11 C11 C12 -178.4(3) . . . . ? N14 C11 C12 C17 164.4(3) . . . . ? N11 C11 C12 C17 -17.5(5) . . . . ? N14 C11 C12 C13 -16.6(5) . . . . ? N11 C11 C12 C13 161.4(3) . . . . ? C17 C12 C13 C14 0.9(5) . . . . ? C11 C12 C13 C14 -178.0(3) . . . . ? C12 C13 C14 C15 -0.2(6) . . . . ? C13 C14 C15 C16 -0.2(6) . . . . ? C14 C15 C16 C17 0.0(6) . . . . ? C14 C15 C16 C18 -179.1(4) . . . . ? C15 C16 C17 C12 0.7(5) . . . . ? C18 C16 C17 C12 179.8(4) . . . . ? C13 C12 C17 C16 -1.1(5) . . . . ? C11 C12 C17 C16 177.8(3) . . . . ? C17 C16 C18 O11 2.1(8) . . . . ? C15 C16 C18 O11 -178.7(5) . . . . ? N22 N21 C21 N24 0.4(3) . . . . ? N22 N21 C21 C22 177.9(3) . . . . ? N23 N24 C21 N21 -0.6(3) . . . . ? N23 N24 C21 C22 -178.1(3) . . . . ? N21 C21 C22 C27 174.2(3) . . . . ? N24 C21 C22 C27 -8.6(4) . . . . ? N21 C21 C22 C23 -6.2(5) . . . . ? N24 C21 C22 C23 171.0(3) . . . . ? C27 C22 C23 C24 0.9(6) . . . . ? C21 C22 C23 C24 -178.7(4) . . . . ? C22 C23 C24 C25 -0.4(7) . . . . ? C23 C24 C25 C26 -0.4(7) . . . . ? C24 C25 C26 C27 0.6(6) . . . . ? C24 C25 C26 C28 -177.9(4) . . . . ? C23 C22 C27 C26 -0.7(5) . . . . ? C21 C22 C27 C26 178.9(3) . . . . ? C25 C26 C27 C22 -0.1(5) . . . . ? C28 C26 C27 C22 178.4(3) . . . . ? C25 C26 C28 O21 174.2(6) . . . . ? C27 C26 C28 O21 -4.2(8) . . . . ? C35 N31 C31 C32 0.8(6) . . . . ? Zn1 N31 C31 C32 -171.5(3) . . . . ? N31 C31 C32 C33 -1.7(7) . . . . ? C31 C32 C33 C34 0.9(7) . . . . ? C32 C33 C34 C35 0.7(6) . . . . ? C32 C33 C34 C36 179.5(5) . . . . ? C31 N31 C35 C34 0.9(5) . . . . ? Zn1 N31 C35 C34 174.2(3) . . . . ? C31 N31 C35 C39 -178.8(3) . . . . ? Zn1 N31 C35 C39 -5.5(4) . . . . ? C33 C34 C35 N31 -1.6(5) . . . . ? C36 C34 C35 N31 179.5(3) . . . . ? C33 C34 C35 C39 178.1(3) . . . . ? C36 C34 C35 C39 -0.8(5) . . . . ? C35 C34 C36 C37 -0.1(6) . . . . ? C33 C34 C36 C37 -178.9(4) . . . . ? C34 C36 C37 C38 0.5(7) . . . . ? C36 C37 C38 C39 0.1(6) . . . . ? C36 C37 C38 C310 179.6(4) . . . . ? C312 N32 C39 C38 0.5(5) . . . . ? Zn1 N32 C39 C38 -176.6(3) . . . . ? C312 N32 C39 C35 179.8(3) . . . . ? Zn1 N32 C39 C35 2.8(4) . . . . ? C310 C38 C39 N32 -1.3(5) . . . . ? C37 C38 C39 N32 178.2(3) . . . . ? C310 C38 C39 C35 179.4(3) . . . . ? C37 C38 C39 C35 -1.1(5) . . . . ? N31 C35 C39 N32 1.8(4) . . . . ? C34 C35 C39 N32 -177.9(3) . . . . ? N31 C35 C39 C38 -178.8(3) . . . . ? C34 C35 C39 C38 1.4(5) . . . . ? C39 C38 C310 C311 0.8(6) . . . . ? C37 C38 C310 C311 -178.7(4) . . . . ? C38 C310 C311 C312 0.3(7) . . . . ? C39 N32 C312 C311 0.8(5) . . . . ? Zn1 N32 C312 C311 177.3(3) . . . . ? C310 C311 C312 N32 -1.2(7) . . . . ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 0.469 _refine_diff_density_min -0.570 _refine_diff_density_rms 0.058 _database_code_depnum_ccdc_archive 'CCDC 912402'