# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name A.Pochodylo R.LaDuca _publ_contact_author_name 'LaDuca, Robert' _publ_contact_author_email laduca@msu.edu data_p21m _database_code_depnum_ccdc_archive 'CCDC 773268' #TrackingRef '0Zn5meoip4bpmpp21m.cif' _audit_update_record ; 2009-12-01 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H39 N4 O13 Zn' _chemical_formula_weight 668.97 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' '-x, -y, -z' 'x, -y-1/2, z' _cell_length_a 9.6267(1) _cell_length_b 18.4669(3) _cell_length_c 9.7167(1) _cell_angle_alpha 90.00 _cell_angle_beta 113.689(1) _cell_angle_gamma 90.00 _cell_volume 1581.84(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.405 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 702 _exptl_absorpt_coefficient_mu 0.844 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7011 _exptl_absorpt_correction_T_max 0.8042 _exptl_absorpt_process_details 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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 14139 _diffrn_reflns_av_R_equivalents 0.0382 _diffrn_reflns_av_sigmaI/netI 0.0405 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 27.50 _reflns_number_total 3737 _reflns_number_gt 2922 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1098P)^2^+1.5647P] 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 3737 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0800 _refine_ls_R_factor_gt 0.0630 _refine_ls_wR_factor_ref 0.1961 _refine_ls_wR_factor_gt 0.1824 _refine_ls_goodness_of_fit_ref 1.098 _refine_ls_restrained_S_all 1.098 _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 0.49162(6) 0.2500 0.28405(6) 0.0317(2) Uani 1 2 d S . . O1 O 0.2828(4) 0.2500 0.1443(4) 0.0498(11) Uani 1 2 d S . . O1W O -0.5298(10) 0.0550(5) -0.0030(8) 0.063(2) Uani 0.50 1 d P . . O2 O -0.2004(4) 0.2500 -0.3245(4) 0.0415(9) Uani 1 2 d S . . O2W O 0.3027(10) 0.2500 0.7154(13) 0.204(6) Uani 1 2 d S . . O3 O -0.4980(7) 0.2109(5) -0.0147(8) 0.079(3) Uani 0.50 1 d P . . O3W O 0.893(3) -0.0583(9) 0.280(2) 0.087(7) Uani 0.30 1 d P . . O4 O -0.3471(4) 0.2500 0.2097(4) 0.0452(10) Uani 1 2 d S . . O4W O 0.8955(9) -0.1300(5) 0.5241(9) 0.182(4) Uani 1 1 d . . . O5 O 0.2146(5) 0.2500 0.3327(4) 0.0705(16) Uani 1 2 d S . . N1 N 0.8941(5) -0.00012(19) 0.8437(5) 0.0646(13) Uani 1 1 d . . . N2 N 0.5572(3) 0.16055(18) 0.4190(3) 0.0349(7) Uani 1 1 d . . . C1 C 0.5079(4) 0.1465(2) 0.5270(4) 0.0373(8) Uani 1 1 d . . . H1 H 0.4308 0.1764 0.5342 0.045 Uiso 1 1 calc R . . C2 C 0.5635(5) 0.0910(2) 0.6274(5) 0.0461(10) Uani 1 1 d . . . H2 H 0.5256 0.0829 0.7026 0.055 Uiso 1 1 calc R . . C3 C 0.6766(5) 0.0463(2) 0.6184(5) 0.0532(11) Uani 1 1 d . . . C4 C 0.7256(6) 0.0598(3) 0.5055(6) 0.0568(12) Uani 1 1 d . . . H4 H 0.8007 0.0298 0.4945 0.068 Uiso 1 1 calc R . . C5 C 0.7402(6) -0.0164(3) 0.7253(6) 0.0696(16) Uani 1 1 d . . . H5A H 0.6703 -0.0280 0.7741 0.084 Uiso 1 1 calc R . . H5B H 0.7467 -0.0596 0.6677 0.084 Uiso 1 1 calc R . . C6 C 0.8850(7) 0.0536(3) 0.9514(6) 0.0770(19) Uani 1 1 d . . . H6A H 0.8151 0.0358 0.9959 0.092 Uiso 1 1 calc R . . H6B H 0.8433 0.0995 0.8981 0.092 Uiso 1 1 calc R . . C7 C 0.9604(7) -0.0676(2) 0.9246(7) 0.086(2) Uani 1 1 d . . . H7A H 0.9700 -0.1034 0.8531 0.103 Uiso 1 1 calc R . . H7B H 0.8922 -0.0882 0.9683 0.103 Uiso 1 1 calc R . . C8 C 0.1835(5) 0.2500 0.1979(5) 0.0316(10) Uani 1 2 d S . . C9 C 0.0219(5) 0.2500 0.0854(5) 0.0244(9) Uani 1 2 d S . . C10 C -0.0967(5) 0.2500 0.1329(5) 0.0285(10) Uani 1 2 d S . . H10 H -0.0764 0.2500 0.2370 0.034 Uiso 1 2 calc SR . . C11 C -0.2447(5) 0.2500 0.0261(5) 0.0330(11) Uani 1 2 d S . . C12 C -0.2758(5) 0.2500 -0.1260(5) 0.0343(11) Uani 1 2 d S . . H12 H -0.3778 0.2500 -0.1982 0.041 Uiso 1 2 calc SR . . C13 C -0.1567(5) 0.2500 -0.1720(5) 0.0289(10) Uani 1 2 d S . . C14 C -0.0087(5) 0.2500 -0.0690(5) 0.0269(9) Uani 1 2 d S . . H14 H 0.0721 0.2500 -0.1016 0.032 Uiso 1 2 calc SR . . C15 C -0.0808(7) 0.2500 -0.3775(6) 0.0538(17) Uani 1 2 d S . . C16 C -0.3742(7) 0.2500 0.0752(7) 0.073(3) Uani 1 2 d S . . C17 C 0.6650(5) 0.1172(2) 0.4085(5) 0.0481(10) Uani 1 1 d . . . H17 H 0.7005 0.1263 0.3319 0.058 Uiso 1 1 calc R . . O2WA O -0.569(2) 0.0117(10) -0.1292(13) 0.082(5) Uani 0.25 1 d P . . O2WB O -0.648(2) 0.1031(11) 0.025(2) 0.081(7) Uani 0.25 1 d P . . O1WA O -0.3998(19) 0.0941(10) 0.0025(17) 0.078(5) Uani 0.25 1 d P . . O3WA O 0.9080(17) -0.0280(16) 0.2932(16) 0.298(15) Uani 0.70 1 d P . . O1WB O -0.6109(19) 0.0820(13) -0.050(3) 0.105(11) Uani 0.25 1 d P . . 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 0.0161(3) 0.0497(4) 0.0254(3) 0.000 0.0044(2) 0.000 O1 0.0163(17) 0.091(3) 0.0341(19) 0.000 0.0022(15) 0.000 O1W 0.080(6) 0.089(5) 0.044(4) -0.029(4) 0.048(4) -0.033(5) O2 0.0261(19) 0.070(3) 0.0247(17) 0.000 0.0063(15) 0.000 O2W 0.061(5) 0.36(2) 0.164(10) 0.000 0.021(6) 0.000 O3 0.034(3) 0.141(7) 0.065(4) -0.043(4) 0.025(3) -0.043(4) O3W 0.094(13) 0.062(8) 0.061(10) 0.038(7) -0.013(8) -0.043(8) O4 0.0257(19) 0.081(3) 0.0289(18) 0.000 0.0113(16) 0.000 O4W 0.204(8) 0.199(8) 0.223(8) 0.090(7) 0.170(7) 0.086(6) O5 0.028(2) 0.148(5) 0.026(2) 0.000 0.0011(17) 0.000 N1 0.060(3) 0.0271(17) 0.064(2) -0.0008(16) -0.019(2) 0.0083(17) N2 0.0227(15) 0.0447(17) 0.0290(14) -0.0018(13) 0.0017(12) 0.0025(13) C1 0.0271(18) 0.044(2) 0.0330(18) -0.0010(16) 0.0042(15) 0.0006(16) C2 0.041(2) 0.045(2) 0.038(2) 0.0037(18) 0.0012(17) -0.0045(19) C3 0.040(2) 0.036(2) 0.054(3) 0.0005(19) -0.0126(19) -0.0007(19) C4 0.047(3) 0.050(3) 0.062(3) -0.005(2) 0.010(2) 0.014(2) C5 0.066(4) 0.037(2) 0.063(3) 0.001(2) -0.018(3) -0.002(2) C6 0.072(4) 0.032(2) 0.075(3) 0.000(2) -0.025(3) 0.013(2) C7 0.090(4) 0.025(2) 0.077(4) 0.000(2) -0.034(3) 0.007(2) C8 0.019(2) 0.038(3) 0.032(2) 0.000 0.0034(19) 0.000 C9 0.016(2) 0.024(2) 0.028(2) 0.000 0.0034(17) 0.000 C10 0.022(2) 0.031(2) 0.031(2) 0.000 0.0090(19) 0.000 C11 0.020(2) 0.049(3) 0.030(2) 0.000 0.0097(19) 0.000 C12 0.016(2) 0.054(3) 0.027(2) 0.000 0.0019(18) 0.000 C13 0.024(2) 0.034(2) 0.025(2) 0.000 0.0053(19) 0.000 C14 0.018(2) 0.029(2) 0.031(2) 0.000 0.0071(18) 0.000 C15 0.035(3) 0.098(5) 0.031(3) 0.000 0.016(2) 0.000 C16 0.024(3) 0.155(8) 0.039(3) 0.000 0.011(3) 0.000 C17 0.039(2) 0.054(3) 0.046(2) -0.0025(19) 0.0117(18) 0.012(2) O2WA 0.118(14) 0.100(12) 0.027(6) -0.002(7) 0.028(8) -0.052(11) O2WB 0.102(15) 0.092(12) 0.093(13) 0.013(10) 0.084(13) 0.008(10) O1WA 0.084(11) 0.098(12) 0.067(9) -0.035(9) 0.044(9) -0.038(10) O3WA 0.112(10) 0.68(4) 0.086(8) 0.016(16) 0.025(7) 0.121(18) O1WB 0.024(8) 0.107(16) 0.114(17) 0.070(15) -0.045(10) -0.035(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.921(4) . ? Zn1 O4 1.958(3) 1_655 ? Zn1 N2 2.045(3) . ? Zn1 N2 2.045(3) 4_565 ? O1 C8 1.259(6) . ? O2 C13 1.368(5) . ? O2 C15 1.438(6) . ? O3 C16 1.367(8) . ? O4 C16 1.226(7) . ? O4 Zn1 1.958(3) 1_455 ? O5 C8 1.221(6) . ? N1 C6 1.470(7) . ? N1 C7 1.475(6) . ? N1 C5 1.496(6) . ? N2 C1 1.340(5) . ? N2 C17 1.347(5) . ? C1 C2 1.367(6) . ? C2 C3 1.397(7) . ? C3 C4 1.381(7) . ? C3 C5 1.511(6) . ? C4 C17 1.382(6) . ? C6 C7 1.514(7) 3_757 ? C7 C6 1.514(7) 3_757 ? C8 C9 1.499(6) . ? C9 C10 1.394(6) . ? C9 C14 1.408(6) . ? C10 C11 1.385(7) . ? C11 C12 1.385(7) . ? C11 C16 1.503(7) . ? C12 C13 1.388(6) . ? C13 C14 1.373(6) . ? C16 O3 1.367(8) 4_565 ? 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 O4 119.92(16) . 1_655 ? O1 Zn1 N2 114.76(10) . . ? O4 Zn1 N2 98.65(10) 1_655 . ? O1 Zn1 N2 114.76(10) . 4_565 ? O4 Zn1 N2 98.65(10) 1_655 4_565 ? N2 Zn1 N2 107.78(17) . 4_565 ? C8 O1 Zn1 117.4(3) . . ? C13 O2 C15 116.5(4) . . ? C16 O4 Zn1 122.2(4) . 1_455 ? C6 N1 C7 109.1(4) . . ? C6 N1 C5 111.1(4) . . ? C7 N1 C5 108.8(4) . . ? C1 N2 C17 118.1(3) . . ? C1 N2 Zn1 122.9(3) . . ? C17 N2 Zn1 118.7(3) . . ? N2 C1 C2 123.0(4) . . ? C1 C2 C3 119.3(4) . . ? C4 C3 C2 117.9(4) . . ? C4 C3 C5 120.7(5) . . ? C2 C3 C5 121.4(5) . . ? C3 C4 C17 119.7(4) . . ? N1 C5 C3 112.1(4) . . ? N1 C6 C7 111.2(5) . 3_757 ? N1 C7 C6 110.9(4) . 3_757 ? O5 C8 O1 123.0(5) . . ? O5 C8 C9 121.2(4) . . ? O1 C8 C9 115.8(4) . . ? C10 C9 C14 120.3(4) . . ? C10 C9 C8 120.4(4) . . ? C14 C9 C8 119.3(4) . . ? C11 C10 C9 119.0(4) . . ? C12 C11 C10 121.1(4) . . ? C12 C11 C16 119.2(5) . . ? C10 C11 C16 119.8(4) . . ? C11 C12 C13 119.4(4) . . ? O2 C13 C14 124.5(4) . . ? O2 C13 C12 114.5(4) . . ? C14 C13 C12 121.0(4) . . ? C13 C14 C9 119.2(4) . . ? O4 C16 O3 116.0(5) . 4_565 ? O4 C16 O3 116.0(5) . . ? O3 C16 O3 63.8(9) 4_565 . ? O4 C16 C11 119.4(5) . . ? O3 C16 C11 114.7(5) 4_565 . ? O3 C16 C11 114.7(5) . . ? N2 C17 C4 122.1(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 O4 Zn1 O1 C8 180.0 1_655 . . . ? N2 Zn1 O1 C8 62.83(10) . . . . ? N2 Zn1 O1 C8 -62.83(10) 4_565 . . . ? O1 Zn1 N2 C1 -69.0(3) . . . . ? O4 Zn1 N2 C1 162.3(3) 1_655 . . . ? N2 Zn1 N2 C1 60.2(3) 4_565 . . . ? O1 Zn1 N2 C17 117.2(3) . . . . ? O4 Zn1 N2 C17 -11.5(3) 1_655 . . . ? N2 Zn1 N2 C17 -113.5(3) 4_565 . . . ? C17 N2 C1 C2 0.9(6) . . . . ? Zn1 N2 C1 C2 -172.9(3) . . . . ? N2 C1 C2 C3 -0.2(6) . . . . ? C1 C2 C3 C4 -1.0(6) . . . . ? C1 C2 C3 C5 -179.1(4) . . . . ? C2 C3 C4 C17 1.4(7) . . . . ? C5 C3 C4 C17 179.5(4) . . . . ? C6 N1 C5 C3 70.6(6) . . . . ? C7 N1 C5 C3 -169.2(6) . . . . ? C4 C3 C5 N1 77.9(6) . . . . ? C2 C3 C5 N1 -104.1(6) . . . . ? C7 N1 C6 C7 57.4(8) . . . 3_757 ? C5 N1 C6 C7 177.4(5) . . . 3_757 ? C6 N1 C7 C6 -57.3(8) . . . 3_757 ? C5 N1 C7 C6 -178.6(6) . . . 3_757 ? Zn1 O1 C8 O5 0.0 . . . . ? Zn1 O1 C8 C9 180.0 . . . . ? O5 C8 C9 C10 0.0 . . . . ? O1 C8 C9 C10 180.0 . . . . ? O5 C8 C9 C14 180.0 . . . . ? O1 C8 C9 C14 0.0 . . . . ? C14 C9 C10 C11 0.0 . . . . ? C8 C9 C10 C11 180.0 . . . . ? C9 C10 C11 C12 0.0 . . . . ? C9 C10 C11 C16 180.0 . . . . ? C10 C11 C12 C13 0.0 . . . . ? C16 C11 C12 C13 180.0 . . . . ? C15 O2 C13 C14 0.0 . . . . ? C15 O2 C13 C12 180.0 . . . . ? C11 C12 C13 O2 180.0 . . . . ? C11 C12 C13 C14 0.0 . . . . ? O2 C13 C14 C9 180.0 . . . . ? C12 C13 C14 C9 0.0 . . . . ? C10 C9 C14 C13 0.0 . . . . ? C8 C9 C14 C13 180.0 . . . . ? Zn1 O4 C16 O3 36.0(5) 1_455 . . 4_565 ? Zn1 O4 C16 O3 -36.0(5) 1_455 . . . ? Zn1 O4 C16 C11 180.0 1_455 . . . ? O3 O3 C16 O4 107.7(5) 4_565 . . . ? O3 O3 C16 C11 -106.7(5) 4_565 . . . ? C12 C11 C16 O4 180.0 . . . . ? C10 C11 C16 O4 0.0 . . . . ? C12 C11 C16 O3 -35.6(5) . . . 4_565 ? C10 C11 C16 O3 144.4(5) . . . 4_565 ? C12 C11 C16 O3 35.6(5) . . . . ? C10 C11 C16 O3 -144.4(5) . . . . ? C1 N2 C17 C4 -0.4(6) . . . . ? Zn1 N2 C17 C4 173.6(3) . . . . ? C3 C4 C17 N2 -0.7(7) . . . . ? O1WA O1W O2WA O1WB -108.8(18) . . . . ? O2WB O1W O2WA O1WB 21.1(16) . . . . ? O2WA O1W O2WA O1WB 152.5(15) 3_455 . . . ? O1WB O1W O2WA O1W -152.5(15) . . . 3_455 ? O1WA O1W O2WA O1W 98.7(11) . . . 3_455 ? O2WB O1W O2WA O1W -131.3(11) . . . 3_455 ? O2WA O1W O2WA O1W 0.0 3_455 . . 3_455 ? O2WA O1W O2WB O1WB -36(2) . . . . ? O1WA O1W O2WB O1WB 90(2) . . . . ? O2WA O1W O2WB O1WB -157(2) 3_455 . . . ? O2WA O1W O1WB O2WB 150(2) . . . . ? O1WA O1W O1WB O2WB -105(2) . . . . ? O2WA O1W O1WB O2WB 46(5) 3_455 . . . ? O1WA O1W O1WB O2WA 105.2(12) . . . . ? O2WB O1W O1WB O2WA -150(2) . . . . ? O2WA O1W O1WB O2WA -104(4) 3_455 . . . ? O1W O2WB O1WB O2WA 59(3) . . . . ? O1W O2WA O1WB O1W 29.7(16) 3_455 . . . ? O1W O2WA O1WB O2WB -72(4) . . . . ? O1W O2WA O1WB O2WB -43(4) 3_455 . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.782 _refine_diff_density_min -0.379 _refine_diff_density_rms 0.117 # Attachment '0zn5hydroxyiso4bpmpfinal.cif' data_c2c _database_code_depnum_ccdc_archive 'CCDC 773269' #TrackingRef '0zn5hydroxyiso4bpmpfinal.cif' _audit_update_record ; 2009-10-20 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H26 N4 O6 Zn' _chemical_formula_weight 531.86 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 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 16.0549(9) _cell_length_b 14.7739(8) _cell_length_c 20.9160(12) _cell_angle_alpha 90.00 _cell_angle_beta 105.1320(10) _cell_angle_gamma 90.00 _cell_volume 4789.1(5) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.475 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2208 _exptl_absorpt_coefficient_mu 1.073 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7150 _exptl_absorpt_correction_T_max 0.7677 _exptl_absorpt_process_details 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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 14104 _diffrn_reflns_av_R_equivalents 0.0488 _diffrn_reflns_av_sigmaI/netI 0.0503 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 25.35 _reflns_number_total 4277 _reflns_number_gt 3683 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0807P)^2^+1.1917P] 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 4277 _refine_ls_number_parameters 325 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0499 _refine_ls_R_factor_gt 0.0451 _refine_ls_wR_factor_ref 0.1402 _refine_ls_wR_factor_gt 0.1311 _refine_ls_goodness_of_fit_ref 1.130 _refine_ls_restrained_S_all 1.130 _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 0.187205(19) 0.369999(18) 0.396272(16) 0.03703(16) Uani 1 1 d . . . O1 O 0.53334(14) 0.08968(15) 0.38519(12) 0.0541(6) Uani 1 1 d . . . H1A H 0.562(2) 0.058(2) 0.3674(19) 0.065 Uiso 1 1 d . . . O1W O 0.05078(16) -0.0833(2) 0.10105(12) 0.0679(7) Uani 1 1 d D . . H1WA H 0.020(2) -0.095(3) 0.1286(17) 0.082 Uiso 1 1 d D . . H1WB H 0.1021(14) -0.071(3) 0.1243(18) 0.082 Uiso 1 1 d D . . O2 O 0.18988(14) 0.27147(14) 0.30006(11) 0.0513(5) Uani 1 1 d . . . O3 O 0.28118(13) 0.28339(12) 0.39912(10) 0.0426(5) Uani 1 1 d . . . O4 O 0.36261(12) -0.03145(12) 0.16548(9) 0.0401(4) Uani 1 1 d . . . O5 O 0.22605(13) -0.01786(13) 0.16966(11) 0.0476(5) Uani 1 1 d . . . N1 N -0.20345(15) 0.23238(15) 0.45062(12) 0.0426(6) Uani 1 1 d . . . N2 N 0.07816(15) 0.30611(14) 0.40365(12) 0.0395(5) Uani 1 1 d . . . N3 N 0.23111(15) 0.43047(14) 0.48740(12) 0.0408(5) Uani 1 1 d . . . N4 N 0.42626(16) 0.58563(15) 0.69255(12) 0.0436(6) Uani 1 1 d . . . C1 C -0.07024(19) 0.26716(19) 0.35794(15) 0.0473(7) Uani 1 1 d . . . H1 H -0.1211 0.2724 0.3226 0.057 Uiso 1 1 calc R . . C2 C -0.15852(19) 0.2538(2) 0.51976(15) 0.0466(7) Uani 1 1 d . . . H2A H -0.1041 0.2862 0.5211 0.056 Uiso 1 1 calc R . . H2B H -0.1438 0.1970 0.5453 0.056 Uiso 1 1 calc R . . C3 C 0.30310(19) -0.00110(17) 0.19209(15) 0.0405(6) Uani 1 1 d . . . C4 C 0.18023(19) 0.46276(18) 0.52394(16) 0.0447(7) Uani 1 1 d . . . H4 H 0.1198 0.4526 0.5092 0.054 Uiso 1 1 calc R . . C5 C 0.31535(18) 0.17759(17) 0.32360(14) 0.0394(6) Uani 1 1 d . . . C6 C 0.33546(18) 0.05766(17) 0.25181(14) 0.0391(6) Uani 1 1 d . . . C7 C 0.29980(19) 0.52676(19) 0.60492(14) 0.0428(7) Uani 1 1 d . . . C8 C 0.00511(19) 0.30940(19) 0.35470(15) 0.0456(7) Uani 1 1 d . . . H8 H 0.0053 0.3425 0.3158 0.055 Uiso 1 1 calc R . . C9 C 0.39914(18) 0.16679(18) 0.36205(15) 0.0414(6) Uani 1 1 d . . . H9 H 0.4208 0.2047 0.3994 0.050 Uiso 1 1 calc R . . C10 C 0.00614(19) 0.21033(18) 0.46348(15) 0.0441(7) Uani 1 1 d . . . H10 H 0.0089 0.1743 0.5016 0.053 Uiso 1 1 calc R . . C12 C 0.45187(18) 0.10007(19) 0.34585(15) 0.0414(6) Uani 1 1 d . . . C13 C 0.41896(18) 0.04585(18) 0.29066(15) 0.0411(6) Uani 1 1 d . . . H13 H 0.4542 0.0001 0.2794 0.049 Uiso 1 1 calc R . . C14 C -0.15142(19) 0.17121(19) 0.42126(16) 0.0469(7) Uani 1 1 d . . . H14A H -0.1861 0.1512 0.3772 0.056 Uiso 1 1 calc R . . H14B H -0.1358 0.1169 0.4496 0.056 Uiso 1 1 calc R . . C15 C -0.21463(18) 0.31204(19) 0.55100(15) 0.0445(7) Uani 1 1 d . . . H15A H -0.1835 0.3251 0.5975 0.053 Uiso 1 1 calc R . . H15B H -0.2262 0.3704 0.5270 0.053 Uiso 1 1 calc R . . C16 C 0.31639(18) 0.44469(18) 0.51017(15) 0.0420(6) Uani 1 1 d . . . H16 H 0.3534 0.4216 0.4852 0.050 Uiso 1 1 calc R . . C17 C 0.25767(18) 0.24830(18) 0.34064(14) 0.0398(6) Uani 1 1 d . . . C18 C 0.21239(19) 0.51013(19) 0.58212(15) 0.0435(7) Uani 1 1 d . . . H18 H 0.1741 0.5314 0.6066 0.052 Uiso 1 1 calc R . . C19 C 0.2824(2) 0.12297(16) 0.26855(16) 0.0412(7) Uani 1 1 d . . . H19 H 0.2245 0.1302 0.2428 0.049 Uiso 1 1 calc R . . C20 C 0.07802(18) 0.25655(18) 0.45714(14) 0.0410(6) Uani 1 1 d . . . H20 H 0.1294 0.2531 0.4920 0.049 Uiso 1 1 calc R . . C21 C -0.07014(18) 0.21669(18) 0.41404(15) 0.0416(6) Uani 1 1 d . . . C22 C 0.35300(19) 0.49119(18) 0.56796(15) 0.0447(7) Uani 1 1 d . . . H22 H 0.4138 0.4989 0.5824 0.054 Uiso 1 1 calc R . . C23 C 0.45199(19) 0.50438(18) 0.73350(15) 0.0464(7) Uani 1 1 d . . . H23A H 0.4370 0.4498 0.7054 0.056 Uiso 1 1 calc R . . H23B H 0.4198 0.5020 0.7679 0.056 Uiso 1 1 calc R . . C24 C 0.4525(2) 0.66689(19) 0.73413(15) 0.0484(7) Uani 1 1 d . . . H24A H 0.4210 0.6687 0.7689 0.058 Uiso 1 1 calc R . . H24B H 0.4370 0.7218 0.7065 0.058 Uiso 1 1 calc R . . C25 C 0.3327(2) 0.5872(2) 0.66424(15) 0.0468(7) Uani 1 1 d . . . H25A H 0.3150 0.6502 0.6513 0.056 Uiso 1 1 calc R . . H25B H 0.3045 0.5691 0.6991 0.056 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 0.0351(2) 0.0366(2) 0.0386(3) 0.00135(11) 0.00809(17) 0.00176(11) O1 0.0382(12) 0.0617(14) 0.0560(15) -0.0165(10) 0.0009(10) 0.0073(9) O1W 0.0479(15) 0.108(2) 0.0467(15) -0.0087(13) 0.0096(12) 0.0036(14) O2 0.0471(13) 0.0569(12) 0.0464(13) -0.0041(9) 0.0057(10) 0.0136(9) O3 0.0421(11) 0.0417(10) 0.0428(12) -0.0040(8) 0.0085(9) 0.0058(8) O4 0.0430(11) 0.0401(10) 0.0382(11) -0.0052(8) 0.0124(9) -0.0027(8) O5 0.0404(12) 0.0501(11) 0.0489(13) -0.0098(9) 0.0056(10) -0.0002(8) N1 0.0392(13) 0.0464(13) 0.0425(15) -0.0049(10) 0.0111(11) -0.0063(10) N2 0.0393(13) 0.0403(12) 0.0375(14) 0.0012(9) 0.0076(11) 0.0003(9) N3 0.0391(13) 0.0380(11) 0.0444(14) 0.0003(9) 0.0094(11) 0.0016(9) N4 0.0440(14) 0.0416(12) 0.0406(14) -0.0008(10) 0.0030(11) -0.0016(10) C1 0.0394(16) 0.0554(16) 0.0432(18) 0.0018(13) 0.0041(13) -0.0029(12) C2 0.0386(16) 0.0509(16) 0.0486(19) -0.0035(12) 0.0087(13) -0.0088(12) C3 0.0417(17) 0.0346(13) 0.0443(17) 0.0004(11) 0.0093(13) 0.0017(11) C4 0.0374(16) 0.0457(15) 0.0503(19) -0.0022(12) 0.0105(13) -0.0019(11) C5 0.0398(16) 0.0373(13) 0.0416(16) 0.0019(11) 0.0115(13) 0.0018(10) C6 0.0410(16) 0.0404(13) 0.0358(16) 0.0009(11) 0.0100(12) -0.0013(11) C7 0.0446(17) 0.0423(15) 0.0404(18) 0.0024(11) 0.0090(14) 0.0006(11) C8 0.0460(17) 0.0512(16) 0.0381(17) 0.0066(12) 0.0080(14) -0.0026(12) C9 0.0392(16) 0.0421(14) 0.0421(17) -0.0041(12) 0.0094(13) -0.0004(11) C10 0.0469(17) 0.0432(14) 0.0434(17) 0.0033(12) 0.0137(14) 0.0005(12) C12 0.0374(16) 0.0467(14) 0.0393(16) -0.0018(12) 0.0088(13) 0.0013(12) C13 0.0383(16) 0.0417(14) 0.0435(17) -0.0028(11) 0.0111(13) 0.0021(11) C14 0.0457(18) 0.0494(16) 0.0479(18) -0.0051(13) 0.0166(14) -0.0087(12) C15 0.0402(17) 0.0488(15) 0.0441(17) -0.0060(12) 0.0103(14) -0.0098(12) C16 0.0377(16) 0.0444(14) 0.0424(17) -0.0004(11) 0.0077(13) 0.0040(11) C17 0.0427(17) 0.0417(14) 0.0353(16) -0.0010(11) 0.0109(13) 0.0001(11) C18 0.0427(17) 0.0494(16) 0.0405(17) -0.0019(12) 0.0144(14) -0.0012(12) C19 0.0358(16) 0.0410(15) 0.0453(18) 0.0024(11) 0.0081(14) 0.0021(10) C20 0.0391(16) 0.0444(14) 0.0374(16) 0.0026(11) 0.0062(12) 0.0014(11) C21 0.0409(16) 0.0418(14) 0.0429(17) -0.0042(11) 0.0123(13) -0.0015(11) C22 0.0377(16) 0.0483(15) 0.0460(18) -0.0011(12) 0.0073(13) 0.0014(12) C23 0.0518(18) 0.0450(15) 0.0405(18) -0.0015(12) 0.0087(14) -0.0029(12) C24 0.0549(19) 0.0426(15) 0.0434(19) -0.0021(12) 0.0056(15) 0.0021(13) C25 0.0479(18) 0.0511(16) 0.0400(18) -0.0044(12) 0.0093(14) 0.0014(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O3 1.9673(18) . ? Zn1 O4 1.9719(18) 4 ? Zn1 N2 2.030(2) . ? Zn1 N3 2.056(2) . ? Zn1 C17 2.560(3) . ? O1 C12 1.360(3) . ? O2 C17 1.241(3) . ? O3 C17 1.291(3) . ? O4 C3 1.304(3) . ? O4 Zn1 1.9719(18) 4_545 ? O5 C3 1.228(3) . ? N1 C15 1.462(4) 7_456 ? N1 C14 1.470(4) . ? N1 C2 1.472(4) . ? N2 C20 1.338(3) . ? N2 C8 1.341(4) . ? N3 C16 1.343(4) . ? N3 C4 1.343(4) . ? N4 C25 1.463(4) . ? N4 C23 1.470(3) . ? N4 C24 1.478(4) . ? C1 C8 1.379(4) . ? C1 C21 1.390(4) . ? C2 C15 1.512(4) . ? C3 C6 1.498(4) . ? C4 C18 1.382(4) . ? C5 C9 1.385(4) . ? C5 C19 1.392(4) . ? C5 C17 1.499(4) . ? C6 C13 1.385(4) . ? C6 C19 1.391(4) . ? C7 C18 1.381(4) . ? C7 C22 1.396(4) . ? C7 C25 1.508(4) . ? C9 C12 1.398(4) . ? C10 C20 1.377(4) . ? C10 C21 1.384(4) . ? C12 C13 1.391(4) . ? C14 C21 1.510(4) . ? C15 N1 1.462(4) 7_456 ? C16 C22 1.381(4) . ? C23 C23 1.516(6) 2_656 ? C24 C24 1.495(6) 2_656 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Zn1 O4 132.60(8) . 4 ? O3 Zn1 N2 111.41(8) . . ? O4 Zn1 N2 100.53(9) 4 . ? O3 Zn1 N3 100.37(8) . . ? O4 Zn1 N3 105.58(8) 4 . ? N2 Zn1 N3 103.02(9) . . ? O3 Zn1 C17 29.61(8) . . ? O4 Zn1 C17 111.88(8) 4 . ? N2 Zn1 C17 101.55(9) . . ? N3 Zn1 C17 129.89(9) . . ? C17 O3 Zn1 101.55(16) . . ? C3 O4 Zn1 108.44(17) . 4_545 ? C15 N1 C14 108.7(2) 7_456 . ? C15 N1 C2 109.0(2) 7_456 . ? C14 N1 C2 110.9(2) . . ? C20 N2 C8 117.8(2) . . ? C20 N2 Zn1 120.53(19) . . ? C8 N2 Zn1 121.65(19) . . ? C16 N3 C4 117.2(3) . . ? C16 N3 Zn1 117.88(19) . . ? C4 N3 Zn1 124.7(2) . . ? C25 N4 C23 110.6(2) . . ? C25 N4 C24 109.3(2) . . ? C23 N4 C24 109.1(2) . . ? C8 C1 C21 118.5(3) . . ? N1 C2 C15 110.6(2) . . ? O5 C3 O4 123.0(3) . . ? O5 C3 C6 122.1(3) . . ? O4 C3 C6 114.9(2) . . ? N3 C4 C18 122.5(3) . . ? C9 C5 C19 121.0(3) . . ? C9 C5 C17 120.6(3) . . ? C19 C5 C17 118.4(2) . . ? C13 C6 C19 120.2(3) . . ? C13 C6 C3 119.2(2) . . ? C19 C6 C3 120.6(3) . . ? C18 C7 C22 117.1(3) . . ? C18 C7 C25 119.7(3) . . ? C22 C7 C25 123.0(3) . . ? N2 C8 C1 123.4(3) . . ? C5 C9 C12 119.9(3) . . ? C20 C10 C21 119.6(3) . . ? O1 C12 C13 122.3(3) . . ? O1 C12 C9 118.7(3) . . ? C13 C12 C9 119.0(3) . . ? C6 C13 C12 120.9(3) . . ? N1 C14 C21 111.6(2) . . ? N1 C15 C2 111.6(2) 7_456 . ? N3 C16 C22 123.3(3) . . ? O2 C17 O3 121.6(2) . . ? O2 C17 C5 121.0(3) . . ? O3 C17 C5 117.3(2) . . ? O2 C17 Zn1 72.80(15) . . ? O3 C17 Zn1 48.84(12) . . ? C5 C17 Zn1 166.2(2) . . ? C7 C18 C4 120.4(3) . . ? C6 C19 C5 119.0(3) . . ? N2 C20 C10 122.5(3) . . ? C10 C21 C1 118.2(3) . . ? C10 C21 C14 120.9(3) . . ? C1 C21 C14 120.8(3) . . ? C16 C22 C7 119.3(3) . . ? N4 C23 C23 111.3(2) . 2_656 ? N4 C24 C24 111.3(2) . 2_656 ? N4 C25 C7 115.2(2) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1A O4 0.81(4) 2.04(4) 2.836(3) 172(4) 2_655 O1W H1WA N4 0.863(18) 2.27(2) 3.108(4) 163(4) 8_455 O1W H1WB O5 0.860(18) 2.118(19) 2.967(3) 169(4) . _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.975 _refine_diff_density_max 0.522 _refine_diff_density_min -0.474 _refine_diff_density_rms 0.073 # Attachment '0zn5nitroip4bpmpClfinal.cif' data_p21c _database_code_depnum_ccdc_archive 'CCDC 773270' #TrackingRef '0zn5nitroip4bpmpClfinal.cif' _audit_update_record ; 2009-09-29 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H29 Cl N6 O13 Zn2' _chemical_formula_weight 871.80 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.1267(2) _cell_length_b 28.8702(4) _cell_length_c 9.67690(10) _cell_angle_alpha 90.00 _cell_angle_beta 93.5850(10) _cell_angle_gamma 90.00 _cell_volume 3381.26(8) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 29746 _cell_measurement_theta_min 1.68 _cell_measurement_theta_max 25.32 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.713 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1776 _exptl_absorpt_coefficient_mu 1.576 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6433 _exptl_absorpt_correction_T_max 0.8025 _exptl_absorpt_process_details 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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 29746 _diffrn_reflns_av_R_equivalents 0.0386 _diffrn_reflns_av_sigmaI/netI 0.0305 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_k_max 34 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 25.32 _reflns_number_total 6160 _reflns_number_gt 5288 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0400P)^2^+2.3502P] 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 6160 _refine_ls_number_parameters 496 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0384 _refine_ls_R_factor_gt 0.0305 _refine_ls_wR_factor_ref 0.0788 _refine_ls_wR_factor_gt 0.0749 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _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 0.80194(2) 0.140739(10) 0.67666(3) 0.01910(9) Uani 1 1 d . . . Zn2 Zn 1.17637(2) 0.095737(10) 0.62639(3) 0.02134(9) Uani 1 1 d . . . O1 O 0.89123(13) 0.15282(6) 0.52348(18) 0.0222(4) Uani 1 1 d . . . O2 O 0.82666(15) 0.15913(7) -0.12949(18) 0.0277(4) Uani 1 1 d . . . O3 O 0.98148(17) 0.19419(7) -0.1875(2) 0.0348(5) Uani 1 1 d . . . O4 O 1.24084(16) 0.24963(7) 0.1891(2) 0.0388(5) Uani 1 1 d . . . O5 O 1.22762(17) 0.22180(9) 0.3934(2) 0.0466(6) Uani 1 1 d . . . O13 O 1.10648(13) 0.06912(6) 1.45797(18) 0.0243(4) Uani 1 1 d . . . O7 O 1.22203(13) 0.09813(6) 1.30843(19) 0.0261(4) Uani 1 1 d . . . O8 O 0.74613(14) 0.01345(7) 1.28512(19) 0.0283(4) Uani 1 1 d . . . O9 O 0.69508(15) 0.01815(8) 1.0680(2) 0.0375(5) Uani 1 1 d . . . O10 O 0.76616(14) 0.12576(7) 0.3636(2) 0.0314(5) Uani 1 1 d . . . O11 O 1.12566(16) 0.16194(7) 0.6360(2) 0.0326(5) Uani 1 1 d D . . H11A H 1.0739(19) 0.1709(10) 0.689(3) 0.039 Uiso 1 1 d D . . H11B H 1.1771(19) 0.1833(9) 0.646(3) 0.039 Uiso 1 1 d D . . O12 O 0.95608(14) 0.08221(7) 0.73591(19) 0.0281(4) Uani 1 1 d . . . O6 O 1.13348(13) 0.07282(6) 0.80541(18) 0.0242(4) Uani 1 1 d . . . N5 N 0.31958(16) -0.30847(7) 0.8840(2) 0.0204(5) Uani 1 1 d . . . N3 N 0.52566(16) -0.15938(7) 0.9295(2) 0.0199(4) Uani 1 1 d . . . N4 N 0.56457(16) -0.08460(7) 0.7409(2) 0.0171(4) Uani 1 1 d D . . H4N H 0.6321(15) -0.0891(9) 0.717(3) 0.021 Uiso 1 1 d D . . N1 N 0.71266(15) 0.08089(7) 0.6854(2) 0.0181(4) Uani 1 1 d . . . Cl1 Cl 1.36132(5) 0.10176(2) 0.63561(7) 0.02918(16) Uani 1 1 d . . . C1 C 0.9523(2) 0.18377(8) 0.0508(3) 0.0207(5) Uani 1 1 d . . . C2 C 1.0527(2) 0.20499(8) 0.0906(3) 0.0227(6) Uani 1 1 d . . . H2 H 1.0976 0.2181 0.0238 0.027 Uiso 1 1 calc R . . C3 C 1.0847(2) 0.20632(9) 0.2296(3) 0.0214(5) Uani 1 1 d . . . C4 C 1.02176(19) 0.18798(8) 0.3305(3) 0.0207(5) Uani 1 1 d . . . H4 H 1.0466 0.1896 0.4255 0.025 Uiso 1 1 calc R . . C5 C 0.92194(19) 0.16725(8) 0.2907(3) 0.0176(5) Uani 1 1 d . . . C6 C 0.88748(19) 0.16520(8) 0.1503(3) 0.0192(5) Uani 1 1 d . . . H6 H 0.8190 0.1510 0.1226 0.023 Uiso 1 1 calc R . . C7 C 0.9189(2) 0.17925(9) -0.1012(3) 0.0245(6) Uani 1 1 d . . . N6 N 1.19139(17) 0.22745(8) 0.2749(2) 0.0269(5) Uani 1 1 d . . . C9 C 0.85168(19) 0.14649(8) 0.3987(3) 0.0195(5) Uani 1 1 d . . . C10 C 0.87550(18) 0.03920(8) 1.1355(3) 0.0181(5) Uani 1 1 d . . . C11 C 0.95094(19) 0.04669(8) 1.2462(3) 0.0189(5) Uani 1 1 d . . . H11 H 0.9329 0.0399 1.3382 0.023 Uiso 1 1 calc R . . C12 C 1.05431(18) 0.06452(8) 1.2192(2) 0.0166(5) Uani 1 1 d . . . C13 C 1.08013(19) 0.07223(8) 1.0825(3) 0.0183(5) Uani 1 1 d . . . H13 H 1.1517 0.0831 1.0640 0.022 Uiso 1 1 calc R . . C14 C 1.00261(19) 0.06417(8) 0.9726(3) 0.0176(5) Uani 1 1 d . . . C15 C 0.89795(19) 0.04828(8) 0.9995(3) 0.0191(5) Uani 1 1 d . . . H15 H 0.8430 0.0437 0.9264 0.023 Uiso 1 1 calc R . . N2 N 0.76459(16) 0.02227(7) 1.1657(2) 0.0225(5) Uani 1 1 d . . . C17 C 1.13556(19) 0.07821(8) 1.3372(3) 0.0191(5) Uani 1 1 d . . . C18 C 1.0302(2) 0.07393(8) 0.8254(3) 0.0200(5) Uani 1 1 d . . . C19 C 0.42878(19) -0.31465(9) 0.8792(3) 0.0218(5) Uani 1 1 d . . . H19 H 0.4545 -0.3433 0.8448 0.026 Uiso 1 1 calc R . . C20 C 0.5060(2) -0.28156(9) 0.9216(3) 0.0228(6) Uani 1 1 d . . . H20 H 0.5826 -0.2877 0.9161 0.027 Uiso 1 1 calc R . . C21 C 0.3584(2) -0.23335(9) 0.9804(3) 0.0322(7) Uani 1 1 d . . . H21 H 0.3309 -0.2054 1.0169 0.039 Uiso 1 1 calc R . . C22 C 0.4714(2) -0.23962(8) 0.9720(3) 0.0218(5) Uani 1 1 d . . . C23 C 0.2865(2) -0.26788(9) 0.9358(3) 0.0321(7) Uani 1 1 d . . . H23 H 0.2096 -0.2628 0.9418 0.039 Uiso 1 1 calc R . . C24 C 0.5525(2) -0.20135(9) 1.0113(3) 0.0248(6) Uani 1 1 d . . . H24A H 0.5498 -0.1943 1.1112 0.030 Uiso 1 1 calc R . . H24B H 0.6283 -0.2117 0.9944 0.030 Uiso 1 1 calc R . . C25 C 0.6025(2) -0.12197(8) 0.9696(3) 0.0228(5) Uani 1 1 d . . . H25A H 0.6781 -0.1307 0.9464 0.027 Uiso 1 1 calc R . . H25B H 0.6031 -0.1169 1.0708 0.027 Uiso 1 1 calc R . . C26 C 0.5683(2) -0.07768(9) 0.8943(3) 0.0227(5) Uani 1 1 d . . . H26A H 0.4945 -0.0680 0.9219 0.027 Uiso 1 1 calc R . . H26B H 0.6216 -0.0528 0.9209 0.027 Uiso 1 1 calc R . . C27 C 0.4952(2) -0.12582(9) 0.6996(3) 0.0238(6) Uani 1 1 d . . . H27A H 0.5006 -0.1319 0.5996 0.029 Uiso 1 1 calc R . . H27B H 0.4170 -0.1192 0.7156 0.029 Uiso 1 1 calc R . . C28 C 0.5323(2) -0.16805(9) 0.7813(3) 0.0258(6) Uani 1 1 d . . . H28A H 0.4849 -0.1947 0.7531 0.031 Uiso 1 1 calc R . . H28B H 0.6094 -0.1758 0.7617 0.031 Uiso 1 1 calc R . . C29 C 0.51915(19) -0.04327(8) 0.6617(3) 0.0211(5) Uani 1 1 d . . . H29A H 0.5099 -0.0514 0.5623 0.025 Uiso 1 1 calc R . . H29B H 0.4451 -0.0359 0.6935 0.025 Uiso 1 1 calc R . . C30 C 0.59052(19) -0.00090(8) 0.6775(3) 0.0184(5) Uani 1 1 d . . . C31 C 0.56966(19) 0.03412(9) 0.7708(3) 0.0218(5) Uani 1 1 d . . . H31 H 0.5125 0.0307 0.8328 0.026 Uiso 1 1 calc R . . C32 C 0.63262(19) 0.07397(9) 0.7726(3) 0.0220(5) Uani 1 1 d . . . H32 H 0.6187 0.0974 0.8382 0.026 Uiso 1 1 calc R . . C33 C 0.7347(2) 0.04694(8) 0.5969(3) 0.0208(5) Uani 1 1 d . . . H33 H 0.7925 0.0513 0.5363 0.025 Uiso 1 1 calc R . . C34 C 0.6765(2) 0.00575(9) 0.5902(3) 0.0215(5) Uani 1 1 d . . . H34 H 0.6949 -0.0178 0.5270 0.026 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 0.02177(15) 0.02268(16) 0.01326(16) -0.00091(12) 0.00432(11) -0.00512(11) Zn2 0.01936(15) 0.03004(18) 0.01481(17) -0.00009(12) 0.00261(11) -0.00332(12) O1 0.0199(8) 0.0340(10) 0.0129(10) 0.0046(8) 0.0031(7) 0.0013(7) O2 0.0328(10) 0.0363(11) 0.0137(10) -0.0051(8) -0.0006(8) 0.0066(8) O3 0.0548(12) 0.0344(11) 0.0162(10) 0.0005(8) 0.0106(9) -0.0014(9) O4 0.0306(10) 0.0420(12) 0.0451(14) 0.0104(10) 0.0120(9) -0.0082(9) O5 0.0384(11) 0.0770(17) 0.0241(13) -0.0035(11) -0.0010(10) -0.0249(11) O13 0.0222(8) 0.0371(11) 0.0134(10) -0.0014(8) 0.0004(7) -0.0050(8) O7 0.0158(8) 0.0381(11) 0.0245(11) 0.0015(8) 0.0021(7) -0.0045(8) O8 0.0247(9) 0.0406(11) 0.0206(11) 0.0002(9) 0.0095(8) -0.0045(8) O9 0.0217(9) 0.0622(14) 0.0278(12) 0.0057(10) -0.0054(8) -0.0109(9) O10 0.0249(9) 0.0453(12) 0.0240(11) 0.0035(9) 0.0019(8) -0.0132(9) O11 0.0314(10) 0.0317(11) 0.0357(13) 0.0050(9) 0.0107(9) 0.0026(9) O12 0.0261(9) 0.0418(11) 0.0161(10) 0.0041(8) -0.0004(8) 0.0010(8) O6 0.0252(9) 0.0319(10) 0.0160(10) 0.0042(8) 0.0061(7) 0.0016(8) N5 0.0224(10) 0.0184(11) 0.0206(12) 0.0032(9) 0.0036(9) 0.0016(8) N3 0.0258(11) 0.0170(10) 0.0168(12) 0.0024(9) 0.0000(9) -0.0040(8) N4 0.0155(9) 0.0175(10) 0.0184(11) 0.0017(8) 0.0015(8) -0.0016(8) N1 0.0196(10) 0.0189(10) 0.0158(11) 0.0036(9) 0.0017(8) 0.0008(8) Cl1 0.0188(3) 0.0405(4) 0.0284(4) -0.0017(3) 0.0024(3) -0.0053(3) C1 0.0292(13) 0.0178(12) 0.0154(13) 0.0006(10) 0.0047(10) 0.0072(10) C2 0.0292(13) 0.0206(13) 0.0193(14) 0.0019(11) 0.0102(11) 0.0006(11) C3 0.0217(12) 0.0221(13) 0.0208(14) -0.0009(11) 0.0051(10) 0.0008(10) C4 0.0239(12) 0.0245(13) 0.0138(13) -0.0004(11) 0.0022(10) 0.0030(10) C5 0.0205(12) 0.0188(12) 0.0139(13) 0.0019(10) 0.0043(10) 0.0042(10) C6 0.0225(12) 0.0172(12) 0.0179(14) 0.0012(10) 0.0015(10) 0.0043(10) C7 0.0361(15) 0.0204(13) 0.0175(14) -0.0004(11) 0.0056(12) 0.0084(11) N6 0.0246(11) 0.0289(12) 0.0281(14) -0.0044(10) 0.0082(10) -0.0030(9) C9 0.0203(12) 0.0205(13) 0.0182(14) 0.0035(10) 0.0046(10) 0.0056(10) C10 0.0170(11) 0.0185(12) 0.0191(14) 0.0010(10) 0.0036(10) 0.0015(9) C11 0.0210(12) 0.0205(12) 0.0156(13) 0.0008(10) 0.0042(10) 0.0009(10) C12 0.0160(11) 0.0190(12) 0.0149(13) -0.0020(10) 0.0021(9) 0.0034(9) C13 0.0172(11) 0.0192(12) 0.0189(14) 0.0000(10) 0.0052(10) 0.0021(10) C14 0.0217(12) 0.0159(12) 0.0154(13) 0.0000(10) 0.0032(10) 0.0046(10) C15 0.0226(12) 0.0176(12) 0.0167(14) -0.0020(10) -0.0017(10) 0.0012(10) N2 0.0183(10) 0.0242(12) 0.0251(14) 0.0010(9) 0.0028(9) -0.0004(9) C17 0.0183(12) 0.0205(12) 0.0187(14) -0.0013(10) 0.0034(10) 0.0036(10) C18 0.0264(13) 0.0163(12) 0.0180(14) -0.0006(10) 0.0058(11) 0.0004(10) C19 0.0243(12) 0.0218(13) 0.0199(14) 0.0012(11) 0.0053(10) 0.0038(10) C20 0.0200(12) 0.0246(14) 0.0240(15) 0.0035(11) 0.0037(10) 0.0023(10) C21 0.0311(14) 0.0177(13) 0.049(2) -0.0030(13) 0.0117(13) 0.0020(11) C22 0.0267(13) 0.0207(13) 0.0181(14) 0.0067(10) 0.0025(10) -0.0011(10) C23 0.0231(13) 0.0238(14) 0.050(2) -0.0006(13) 0.0088(13) 0.0034(11) C24 0.0292(13) 0.0219(13) 0.0231(15) 0.0032(11) -0.0003(11) -0.0033(11) C25 0.0277(13) 0.0216(13) 0.0186(14) 0.0022(11) -0.0023(10) -0.0043(10) C26 0.0294(13) 0.0203(13) 0.0182(14) 0.0002(11) 0.0014(11) -0.0035(11) C27 0.0289(13) 0.0234(13) 0.0187(14) -0.0007(11) -0.0022(11) -0.0092(11) C28 0.0363(14) 0.0198(13) 0.0214(15) -0.0010(11) 0.0030(11) -0.0064(11) C29 0.0190(11) 0.0229(13) 0.0212(14) 0.0060(11) 0.0002(10) -0.0005(10) C30 0.0186(11) 0.0192(12) 0.0172(13) 0.0062(10) 0.0004(10) 0.0036(10) C31 0.0207(12) 0.0241(13) 0.0215(14) 0.0049(11) 0.0081(10) 0.0020(10) C32 0.0245(12) 0.0220(13) 0.0200(14) 0.0032(11) 0.0053(10) 0.0034(10) C33 0.0220(12) 0.0218(13) 0.0193(14) 0.0019(11) 0.0067(10) 0.0001(10) C34 0.0259(13) 0.0206(13) 0.0181(14) 0.0015(11) 0.0038(10) 0.0021(10) _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 1.9215(17) . ? Zn1 O2 1.9546(18) 1_556 ? Zn1 N1 2.044(2) . ? Zn1 N5 2.135(2) 2_656 ? Zn2 O13 1.9474(17) 1_554 ? Zn2 O6 1.9550(17) . ? Zn2 O11 2.012(2) . ? Zn2 Cl1 2.2457(6) . ? O1 C9 1.285(3) . ? O2 C7 1.275(3) . ? O3 C7 1.240(3) . ? O4 N6 1.233(3) . ? O5 N6 1.213(3) . ? O13 C17 1.269(3) . ? O7 C17 1.243(3) . ? O8 N2 1.218(3) . ? O9 N2 1.232(3) . ? O10 C9 1.227(3) . ? O11 H11A 0.876(17) . ? O11 H11B 0.879(17) . ? O12 C18 1.232(3) . ? O6 C18 1.280(3) . ? N5 C19 1.340(3) . ? N5 C23 1.345(3) . ? N5 Zn1 2.135(2) 2_646 ? N3 C25 1.463(3) . ? N3 C28 1.464(3) . ? N3 C24 1.472(3) . ? N4 C26 1.496(3) . ? N4 C27 1.497(3) . ? N4 C29 1.503(3) . ? N4 H4N 0.875(17) . ? N1 C33 1.340(3) . ? N1 C32 1.340(3) . ? C1 C6 1.388(3) . ? C1 C2 1.395(4) . ? C1 C7 1.506(4) . ? C2 C3 1.377(4) . ? C2 H2 0.9500 . ? C3 C4 1.382(3) . ? C3 N6 1.472(3) . ? C4 C5 1.383(3) . ? C4 H4 0.9500 . ? C5 C6 1.398(3) . ? C5 C9 1.513(3) . ? C6 H6 0.9500 . ? C10 C11 1.382(3) . ? C10 C15 1.385(3) . ? C10 N2 1.477(3) . ? C11 C12 1.395(3) . ? C11 H11 0.9500 . ? C12 C13 1.397(3) . ? C12 C17 1.513(3) . ? C13 C14 1.394(3) . ? C13 H13 0.9500 . ? C14 C15 1.389(3) . ? C14 C18 1.510(3) . ? C15 H15 0.9500 . ? C19 C20 1.382(4) . ? C19 H19 0.9500 . ? C20 C22 1.381(4) . ? C20 H20 0.9500 . ? C21 C23 1.376(4) . ? C21 C22 1.389(4) . ? C21 H21 0.9500 . ? C22 C24 1.512(3) . ? C23 H23 0.9500 . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.516(3) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 C28 1.506(4) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 C30 1.501(3) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 C31 1.389(4) . ? C30 C34 1.396(3) . ? C31 C32 1.380(4) . ? C31 H31 0.9500 . ? C32 H32 0.9500 . ? C33 C34 1.382(3) . ? C33 H33 0.9500 . ? C34 H34 0.9500 . ? 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 O2 129.13(8) . 1_556 ? O1 Zn1 N1 120.73(8) . . ? O2 Zn1 N1 103.88(8) 1_556 . ? O1 Zn1 N5 94.35(8) . 2_656 ? O2 Zn1 N5 97.99(8) 1_556 2_656 ? N1 Zn1 N5 103.51(8) . 2_656 ? O13 Zn2 O6 118.82(7) 1_554 . ? O13 Zn2 O11 107.17(8) 1_554 . ? O6 Zn2 O11 100.47(8) . . ? O13 Zn2 Cl1 116.43(5) 1_554 . ? O6 Zn2 Cl1 108.14(5) . . ? O11 Zn2 Cl1 103.41(6) . . ? C9 O1 Zn1 120.29(15) . . ? C7 O2 Zn1 114.20(16) . 1_554 ? C17 O13 Zn2 123.91(16) . 1_556 ? Zn2 O11 H11A 123(2) . . ? Zn2 O11 H11B 117(2) . . ? H11A O11 H11B 105(2) . . ? C18 O6 Zn2 116.26(16) . . ? C19 N5 C23 116.6(2) . . ? C19 N5 Zn1 124.45(17) . 2_646 ? C23 N5 Zn1 118.94(16) . 2_646 ? C25 N3 C28 108.20(19) . . ? C25 N3 C24 110.47(19) . . ? C28 N3 C24 111.2(2) . . ? C26 N4 C27 110.64(19) . . ? C26 N4 C29 112.77(19) . . ? C27 N4 C29 108.26(18) . . ? C26 N4 H4N 108.4(18) . . ? C27 N4 H4N 109.2(17) . . ? C29 N4 H4N 107.5(17) . . ? C33 N1 C32 118.4(2) . . ? C33 N1 Zn1 117.69(16) . . ? C32 N1 Zn1 123.95(17) . . ? C6 C1 C2 120.0(2) . . ? C6 C1 C7 120.9(2) . . ? C2 C1 C7 119.0(2) . . ? C3 C2 C1 118.0(2) . . ? C3 C2 H2 121.0 . . ? C1 C2 H2 121.0 . . ? C2 C3 C4 123.0(2) . . ? C2 C3 N6 119.4(2) . . ? C4 C3 N6 117.6(2) . . ? C3 C4 C5 118.8(2) . . ? C3 C4 H4 120.6 . . ? C5 C4 H4 120.6 . . ? C4 C5 C6 119.5(2) . . ? C4 C5 C9 120.0(2) . . ? C6 C5 C9 120.5(2) . . ? C1 C6 C5 120.7(2) . . ? C1 C6 H6 119.7 . . ? C5 C6 H6 119.7 . . ? O3 C7 O2 125.4(2) . . ? O3 C7 C1 119.2(2) . . ? O2 C7 C1 115.4(2) . . ? O5 N6 O4 122.9(2) . . ? O5 N6 C3 119.0(2) . . ? O4 N6 C3 118.1(2) . . ? O10 C9 O1 126.1(2) . . ? O10 C9 C5 120.3(2) . . ? O1 C9 C5 113.6(2) . . ? C11 C10 C15 123.2(2) . . ? C11 C10 N2 117.7(2) . . ? C15 C10 N2 119.1(2) . . ? C10 C11 C12 118.1(2) . . ? C10 C11 H11 120.9 . . ? C12 C11 H11 120.9 . . ? C11 C12 C13 119.6(2) . . ? C11 C12 C17 120.4(2) . . ? C13 C12 C17 119.9(2) . . ? C14 C13 C12 121.0(2) . . ? C14 C13 H13 119.5 . . ? C12 C13 H13 119.5 . . ? C15 C14 C13 119.5(2) . . ? C15 C14 C18 119.8(2) . . ? C13 C14 C18 120.7(2) . . ? C10 C15 C14 118.5(2) . . ? C10 C15 H15 120.8 . . ? C14 C15 H15 120.8 . . ? O8 N2 O9 123.4(2) . . ? O8 N2 C10 118.7(2) . . ? O9 N2 C10 117.9(2) . . ? O7 C17 O13 126.1(2) . . ? O7 C17 C12 118.1(2) . . ? O13 C17 C12 115.8(2) . . ? O12 C18 O6 125.2(2) . . ? O12 C18 C14 120.3(2) . . ? O6 C18 C14 114.5(2) . . ? N5 C19 C20 123.4(2) . . ? N5 C19 H19 118.3 . . ? C20 C19 H19 118.3 . . ? C22 C20 C19 119.7(2) . . ? C22 C20 H20 120.1 . . ? C19 C20 H20 120.1 . . ? C23 C21 C22 119.6(2) . . ? C23 C21 H21 120.2 . . ? C22 C21 H21 120.2 . . ? C20 C22 C21 117.3(2) . . ? C20 C22 C24 121.5(2) . . ? C21 C22 C24 121.2(2) . . ? N5 C23 C21 123.4(2) . . ? N5 C23 H23 118.3 . . ? C21 C23 H23 118.3 . . ? N3 C24 C22 110.3(2) . . ? N3 C24 H24A 109.6 . . ? C22 C24 H24A 109.6 . . ? N3 C24 H24B 109.6 . . ? C22 C24 H24B 109.6 . . ? H24A C24 H24B 108.1 . . ? N3 C25 C26 110.2(2) . . ? N3 C25 H25A 109.6 . . ? C26 C25 H25A 109.6 . . ? N3 C25 H25B 109.6 . . ? C26 C25 H25B 109.6 . . ? H25A C25 H25B 108.1 . . ? N4 C26 C25 110.8(2) . . ? N4 C26 H26A 109.5 . . ? C25 C26 H26A 109.5 . . ? N4 C26 H26B 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 108.1 . . ? N4 C27 C28 111.1(2) . . ? N4 C27 H27A 109.4 . . ? C28 C27 H27A 109.4 . . ? N4 C27 H27B 109.4 . . ? C28 C27 H27B 109.4 . . ? H27A C27 H27B 108.0 . . ? N3 C28 C27 110.1(2) . . ? N3 C28 H28A 109.6 . . ? C27 C28 H28A 109.6 . . ? N3 C28 H28B 109.6 . . ? C27 C28 H28B 109.6 . . ? H28A C28 H28B 108.2 . . ? C30 C29 N4 113.84(19) . . ? C30 C29 H29A 108.8 . . ? N4 C29 H29A 108.8 . . ? C30 C29 H29B 108.8 . . ? N4 C29 H29B 108.8 . . ? H29A C29 H29B 107.7 . . ? C31 C30 C34 117.8(2) . . ? C31 C30 C29 122.2(2) . . ? C34 C30 C29 119.9(2) . . ? C32 C31 C30 119.5(2) . . ? C32 C31 H31 120.3 . . ? C30 C31 H31 120.3 . . ? N1 C32 C31 122.5(2) . . ? N1 C32 H32 118.7 . . ? C31 C32 H32 118.7 . . ? N1 C33 C34 122.5(2) . . ? N1 C33 H33 118.8 . . ? C34 C33 H33 118.8 . . ? C33 C34 C30 119.3(2) . . ? C33 C34 H34 120.4 . . ? C30 C34 H34 120.4 . . ? 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 O2 Zn1 O1 C9 -165.57(16) 1_556 . . . ? N1 Zn1 O1 C9 46.9(2) . . . . ? N5 Zn1 O1 C9 -61.59(18) 2_656 . . . ? O13 Zn2 O6 C18 -54.54(19) 1_554 . . . ? O11 Zn2 O6 C18 61.84(18) . . . . ? Cl1 Zn2 O6 C18 169.82(16) . . . . ? O1 Zn1 N1 C33 12.7(2) . . . . ? O2 Zn1 N1 C33 -141.88(17) 1_556 . . . ? N5 Zn1 N1 C33 116.19(18) 2_656 . . . ? O1 Zn1 N1 C32 -166.23(17) . . . . ? O2 Zn1 N1 C32 39.2(2) 1_556 . . . ? N5 Zn1 N1 C32 -62.7(2) 2_656 . . . ? C6 C1 C2 C3 0.6(4) . . . . ? C7 C1 C2 C3 -176.2(2) . . . . ? C1 C2 C3 C4 -0.5(4) . . . . ? C1 C2 C3 N6 178.5(2) . . . . ? C2 C3 C4 C5 0.1(4) . . . . ? N6 C3 C4 C5 -179.0(2) . . . . ? C3 C4 C5 C6 0.2(3) . . . . ? C3 C4 C5 C9 179.5(2) . . . . ? C2 C1 C6 C5 -0.4(4) . . . . ? C7 C1 C6 C5 176.4(2) . . . . ? C4 C5 C6 C1 -0.1(3) . . . . ? C9 C5 C6 C1 -179.3(2) . . . . ? Zn1 O2 C7 O3 12.6(3) 1_554 . . . ? Zn1 O2 C7 C1 -166.25(16) 1_554 . . . ? C6 C1 C7 O3 -176.4(2) . . . . ? C2 C1 C7 O3 0.4(4) . . . . ? C6 C1 C7 O2 2.6(3) . . . . ? C2 C1 C7 O2 179.4(2) . . . . ? C2 C3 N6 O5 -167.9(2) . . . . ? C4 C3 N6 O5 11.2(4) . . . . ? C2 C3 N6 O4 11.0(3) . . . . ? C4 C3 N6 O4 -169.9(2) . . . . ? Zn1 O1 C9 O10 -13.1(3) . . . . ? Zn1 O1 C9 C5 167.27(15) . . . . ? C4 C5 C9 O10 -175.9(2) . . . . ? C6 C5 C9 O10 3.4(4) . . . . ? C4 C5 C9 O1 3.8(3) . . . . ? C6 C5 C9 O1 -177.0(2) . . . . ? C15 C10 C11 C12 0.4(4) . . . . ? N2 C10 C11 C12 -177.4(2) . . . . ? C10 C11 C12 C13 -2.8(3) . . . . ? C10 C11 C12 C17 173.4(2) . . . . ? C11 C12 C13 C14 2.6(4) . . . . ? C17 C12 C13 C14 -173.6(2) . . . . ? C12 C13 C14 C15 0.1(3) . . . . ? C12 C13 C14 C18 178.2(2) . . . . ? C11 C10 C15 C14 2.3(4) . . . . ? N2 C10 C15 C14 -180.0(2) . . . . ? C13 C14 C15 C10 -2.5(3) . . . . ? C18 C14 C15 C10 179.4(2) . . . . ? C11 C10 N2 O8 -3.7(3) . . . . ? C15 C10 N2 O8 178.5(2) . . . . ? C11 C10 N2 O9 175.8(2) . . . . ? C15 C10 N2 O9 -2.0(3) . . . . ? Zn2 O13 C17 O7 13.3(3) 1_556 . . . ? Zn2 O13 C17 C12 -164.61(15) 1_556 . . . ? C11 C12 C17 O7 -173.0(2) . . . . ? C13 C12 C17 O7 3.3(3) . . . . ? C11 C12 C17 O13 5.1(3) . . . . ? C13 C12 C17 O13 -178.6(2) . . . . ? Zn2 O6 C18 O12 10.3(3) . . . . ? Zn2 O6 C18 C14 -169.56(15) . . . . ? C15 C14 C18 O12 22.9(3) . . . . ? C13 C14 C18 O12 -155.2(2) . . . . ? C15 C14 C18 O6 -157.2(2) . . . . ? C13 C14 C18 O6 24.6(3) . . . . ? C23 N5 C19 C20 -1.3(4) . . . . ? Zn1 N5 C19 C20 -178.67(19) 2_646 . . . ? N5 C19 C20 C22 0.0(4) . . . . ? C19 C20 C22 C21 1.6(4) . . . . ? C19 C20 C22 C24 -176.2(2) . . . . ? C23 C21 C22 C20 -1.8(4) . . . . ? C23 C21 C22 C24 176.0(3) . . . . ? C19 N5 C23 C21 1.0(4) . . . . ? Zn1 N5 C23 C21 178.6(2) 2_646 . . . ? C22 C21 C23 N5 0.5(5) . . . . ? C25 N3 C24 C22 178.7(2) . . . . ? C28 N3 C24 C22 -61.1(3) . . . . ? C20 C22 C24 N3 121.1(3) . . . . ? C21 C22 C24 N3 -56.6(3) . . . . ? C28 N3 C25 C26 63.0(3) . . . . ? C24 N3 C25 C26 -175.0(2) . . . . ? C27 N4 C26 C25 52.3(3) . . . . ? C29 N4 C26 C25 173.71(19) . . . . ? N3 C25 C26 N4 -58.2(3) . . . . ? C26 N4 C27 C28 -52.7(3) . . . . ? C29 N4 C27 C28 -176.8(2) . . . . ? C25 N3 C28 C27 -63.3(3) . . . . ? C24 N3 C28 C27 175.23(19) . . . . ? N4 C27 C28 N3 58.6(3) . . . . ? C26 N4 C29 C30 65.6(3) . . . . ? C27 N4 C29 C30 -171.6(2) . . . . ? N4 C29 C30 C31 -98.0(3) . . . . ? N4 C29 C30 C34 86.5(3) . . . . ? C34 C30 C31 C32 0.9(4) . . . . ? C29 C30 C31 C32 -174.7(2) . . . . ? C33 N1 C32 C31 -2.6(4) . . . . ? Zn1 N1 C32 C31 176.32(18) . . . . ? C30 C31 C32 N1 1.4(4) . . . . ? C32 N1 C33 C34 1.5(4) . . . . ? Zn1 N1 C33 C34 -177.48(19) . . . . ? N1 C33 C34 C30 0.8(4) . . . . ? C31 C30 C34 C33 -1.9(4) . . . . ? C29 C30 C34 C33 173.8(2) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N4 H4N O7 0.875(17) 1.819(17) 2.689(3) 172(3) 3_757 O11 H11A O3 0.876(17) 1.816(18) 2.686(3) 172(3) 1_556 O11 H11B O4 0.879(17) 2.12(2) 2.940(3) 156(3) 4_566 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.351 _refine_diff_density_min -0.546 _refine_diff_density_rms 0.066 # Attachment '0zn5nitroisoph4bpmp2final.cif' data_p1b _database_code_depnum_ccdc_archive 'CCDC 773271' #TrackingRef '0zn5nitroisoph4bpmp2final.cif' _audit_update_record ; 2009-10-13 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C96 H84 N18 O38 Zn5' _chemical_formula_weight 2424.66 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 9.4905(5) _cell_length_b 12.1120(6) _cell_length_c 23.4975(12) _cell_angle_alpha 93.066(1) _cell_angle_beta 90.284(1) _cell_angle_gamma 110.117(1) _cell_volume 2531.8(2) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.590 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1240 _exptl_absorpt_coefficient_mu 1.266 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5708 _exptl_absorpt_correction_T_max 0.9200 _exptl_absorpt_process_details 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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 42938 _diffrn_reflns_av_R_equivalents 0.0353 _diffrn_reflns_av_sigmaI/netI 0.0336 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 27.49 _reflns_number_total 11458 _reflns_number_gt 9542 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0318P)^2^+1.1223P] 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 11458 _refine_ls_number_parameters 718 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0389 _refine_ls_R_factor_gt 0.0288 _refine_ls_wR_factor_ref 0.0716 _refine_ls_wR_factor_gt 0.0675 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _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 0.0000 0.5000 0.5000 0.01286(7) Uani 1 2 d S . . Zn2 Zn -0.29882(2) -0.101565(18) 0.153421(9) 0.01580(6) Uani 1 1 d . . . Zn3 Zn 0.06544(2) 0.535190(18) 0.354285(8) 0.01393(5) Uani 1 1 d . . . O1 O -0.46470(17) -0.13470(13) 0.25424(6) 0.0330(4) Uani 1 1 d . . . O2 O 0.85205(17) 0.81403(16) 0.58202(7) 0.0414(4) Uani 1 1 d . . . O3 O 0.62676(18) 0.74701(16) 0.61366(6) 0.0413(4) Uani 1 1 d . . . O4 O -0.53864(17) -0.14635(13) 0.46281(7) 0.0330(4) Uani 1 1 d . . . O5 O -0.3457(2) -0.04992(13) 0.51669(6) 0.0376(4) Uani 1 1 d . . . O6 O 0.55143(17) -0.16317(15) 0.03294(7) 0.0378(4) Uani 1 1 d . . . O7 O 0.18424(16) -0.18053(13) -0.11915(6) 0.0298(3) Uani 1 1 d . . . O8 O 0.04561(15) -0.03048(13) 0.16425(6) 0.0241(3) Uani 1 1 d . . . O9 O -0.04084(15) -0.19636(13) -0.09477(6) 0.0262(3) Uani 1 1 d . . . O10 O 0.94718(13) 0.57128(11) 0.42338(5) 0.0156(3) Uani 1 1 d . . . O11 O -0.03266(15) 0.35893(11) 0.35460(5) 0.0215(3) Uani 1 1 d . . . O12 O 0.52412(15) -0.08426(13) 0.11813(6) 0.0255(3) Uani 1 1 d . . . O13 O -0.05443(14) 0.34060(11) 0.44928(5) 0.0187(3) Uani 1 1 d . . . O14 O -0.24755(15) -0.00882(12) 0.22615(5) 0.0226(3) Uani 1 1 d . . . O15 O 0.27132(14) 0.56268(12) 0.38488(5) 0.0218(3) Uani 1 1 d . . . O16 O 0.79601(14) 0.53715(12) 0.34741(5) 0.0218(3) Uani 1 1 d . . . O17 O 0.21663(14) 0.56362(12) 0.47762(5) 0.0195(3) Uani 1 1 d . . . O18 O -0.13598(14) -0.07636(11) 0.09775(5) 0.0187(3) Uani 1 1 d . . . N1 N -0.4137(2) -0.07129(14) 0.47074(7) 0.0250(4) Uani 1 1 d . . . N2 N 0.09289(18) -0.17453(14) -0.08358(7) 0.0209(3) Uani 1 1 d . . . N3 N 0.71803(19) 0.75499(16) 0.57612(7) 0.0253(4) Uani 1 1 d . . . N4 N 0.08348(18) 0.48858(14) 0.04951(6) 0.0199(3) Uani 1 1 d . . . N5 N -0.51273(18) -0.71002(14) 0.20553(7) 0.0211(3) Uani 1 1 d . . . N6 N -0.77396(18) -0.88954(14) 0.24560(7) 0.0181(3) Uani 1 1 d . . . H6N H -0.808(2) -0.9333(19) 0.2159(9) 0.022 Uiso 1 1 d . . . N7 N 0.12022(17) 0.51685(14) 0.26722(6) 0.0189(3) Uani 1 1 d . . . N8 N -0.90344(17) -1.28331(14) 0.33445(6) 0.0187(3) Uani 1 1 d . . . N9 N -0.33219(17) -0.27935(14) 0.16167(7) 0.0191(3) Uani 1 1 d . . . C1 C -0.5132(2) -0.82954(17) 0.21171(9) 0.0245(4) Uani 1 1 d . . . H1A H -0.4124 -0.8269 0.2211 0.029 Uiso 1 1 calc R . . H1B H -0.5451 -0.8756 0.1759 0.029 Uiso 1 1 calc R . . C2 C -0.0020(2) 0.56865(18) 0.05035(8) 0.0214(4) Uani 1 1 d . . . H2A H 0.0626 0.6461 0.0404 0.026 Uiso 1 1 calc R . . H2B H -0.0381 0.5758 0.0884 0.026 Uiso 1 1 calc R . . C3 C -0.7730(2) -0.76865(17) 0.23437(9) 0.0248(4) Uani 1 1 d . . . H3A H -0.7448 -0.7184 0.2691 0.030 Uiso 1 1 calc R . . H3B H -0.8729 -0.7729 0.2226 0.030 Uiso 1 1 calc R . . C4 C 0.2144(2) 0.53376(19) 0.08818(8) 0.0244(4) Uani 1 1 d . . . H4A H 0.2694 0.6149 0.0802 0.029 Uiso 1 1 calc R . . H4B H 0.2799 0.4887 0.0804 0.029 Uiso 1 1 calc R . . C5 C -0.8139(2) -1.07516(18) 0.35471(8) 0.0255(4) Uani 1 1 d . . . H5 H -0.7570 -1.0111 0.3783 0.031 Uiso 1 1 calc R . . C6 C -0.4025(2) -0.64994(17) 0.16377(9) 0.0255(4) Uani 1 1 d . . . H6A H -0.4358 -0.6868 0.1261 0.031 Uiso 1 1 calc R . . H6B H -0.3072 -0.6588 0.1726 0.031 Uiso 1 1 calc R . . C7 C -0.8242(2) -1.18819(18) 0.36663(8) 0.0238(4) Uani 1 1 d . . . H7 H -0.7731 -1.1982 0.3987 0.029 Uiso 1 1 calc R . . C8 C -0.08012(19) 0.30280(16) 0.39836(8) 0.0161(4) Uani 1 1 d . . . C9 C -0.9743(2) -1.15754(17) 0.27421(8) 0.0229(4) Uani 1 1 d . . . H9 H -1.0283 -1.1502 0.2424 0.027 Uiso 1 1 calc R . . C10 C -0.3299(2) -0.33070(18) 0.21087(8) 0.0226(4) Uani 1 1 d . . . H10 H -0.3134 -0.2843 0.2447 0.027 Uiso 1 1 calc R . . C11 C -0.9778(2) -1.26667(18) 0.28902(8) 0.0242(4) Uani 1 1 d . . . H11 H -1.0348 -1.3323 0.2663 0.029 Uiso 1 1 calc R . . C12 C -0.3874(2) -0.46838(17) 0.11311(9) 0.0227(4) Uani 1 1 d . . . H12 H -0.4102 -0.5138 0.0789 0.027 Uiso 1 1 calc R . . C13 C -0.3602(2) -0.34863(17) 0.11352(8) 0.0218(4) Uani 1 1 d . . . H13 H -0.3613 -0.3148 0.0790 0.026 Uiso 1 1 calc R . . C14 C -0.6182(2) -0.88750(17) 0.25815(9) 0.0220(4) Uani 1 1 d . . . H14A H -0.6195 -0.9674 0.2610 0.026 Uiso 1 1 calc R . . H14B H -0.5823 -0.8446 0.2944 0.026 Uiso 1 1 calc R . . C15 C -0.6636(2) -0.71653(18) 0.18847(9) 0.0268(5) Uani 1 1 d . . . H15A H -0.6943 -0.7649 0.1532 0.032 Uiso 1 1 calc R . . H15B H -0.6637 -0.6382 0.1818 0.032 Uiso 1 1 calc R . . C16 C -0.2438(2) 0.11015(16) 0.43339(8) 0.0191(4) Uani 1 1 d . . . H16 H -0.2194 0.1415 0.4706 0.023 Uiso 1 1 calc R . . C17 C 0.2446(2) 0.59658(19) 0.24769(8) 0.0237(4) Uani 1 1 d . . . H17 H 0.3129 0.6479 0.2740 0.028 Uiso 1 1 calc R . . C18 C -0.1337(2) 0.52310(19) 0.00864(8) 0.0233(4) Uani 1 1 d . . . H18A H -0.2002 0.4470 0.0196 0.028 Uiso 1 1 calc R . . H18B H -0.1895 0.5768 0.0099 0.028 Uiso 1 1 calc R . . C19 C -0.3134(2) 0.00952(16) 0.32237(8) 0.0181(4) Uani 1 1 d . . . C20 C 0.3342(2) -0.11330(16) 0.04804(8) 0.0173(4) Uani 1 1 d . . . C21 C -0.3510(2) -0.44880(18) 0.21361(9) 0.0245(4) Uani 1 1 d . . . H21 H -0.3452 -0.4801 0.2485 0.029 Uiso 1 1 calc R . . C22 C 0.0250(2) 0.44235(16) 0.22874(8) 0.0202(4) Uani 1 1 d . . . H22 H -0.0612 0.3860 0.2415 0.024 Uiso 1 1 calc R . . C23 C -0.3810(2) -0.52059(17) 0.16343(9) 0.0213(4) Uani 1 1 d . . . C24 C 0.0494(2) 0.44570(17) 0.17071(8) 0.0207(4) Uani 1 1 d . . . H24 H -0.0196 0.3925 0.1453 0.025 Uiso 1 1 calc R . . C25 C 0.2757(2) 0.60589(19) 0.19055(8) 0.0234(4) Uani 1 1 d . . . H25 H 0.3621 0.6635 0.1789 0.028 Uiso 1 1 calc R . . C26 C -0.8895(2) -1.05863(17) 0.30724(8) 0.0199(4) Uani 1 1 d . . . C27 C -0.3481(2) -0.05047(17) 0.26323(8) 0.0198(4) Uani 1 1 d . . . C28 C 0.6652(2) 0.69282(16) 0.52107(8) 0.0170(4) Uani 1 1 d . . . C29 C -0.3433(2) -0.00292(16) 0.42230(8) 0.0197(4) Uani 1 1 d . . . C30 C 0.0498(2) -0.11636(15) 0.01458(8) 0.0161(4) Uani 1 1 d . . . H30 H -0.0453 -0.1191 0.0030 0.019 Uiso 1 1 calc R . . C31 C 0.7687(2) 0.66948(16) 0.48588(8) 0.0164(4) Uani 1 1 d . . . H31 H 0.8698 0.6949 0.4965 0.020 Uiso 1 1 calc R . . C32 C -0.1812(2) 0.17580(16) 0.38732(8) 0.0165(4) Uani 1 1 d . . . C33 C 0.5675(2) 0.57831(15) 0.41700(7) 0.0145(3) Uani 1 1 d . . . H33 H 0.5350 0.5422 0.3811 0.017 Uiso 1 1 calc R . . C34 C 0.1456(2) -0.14144(16) -0.02396(8) 0.0172(4) Uani 1 1 d . . . C35 C 0.0990(2) -0.08683(16) 0.07111(8) 0.0163(4) Uani 1 1 d . . . C36 C 0.2409(2) -0.08588(16) 0.08732(8) 0.0175(4) Uani 1 1 d . . . H36 H 0.2735 -0.0665 0.1251 0.021 Uiso 1 1 calc R . . C37 C 0.71749(19) 0.60688(15) 0.43402(7) 0.0144(3) Uani 1 1 d . . . C38 C 0.82401(19) 0.56813(16) 0.39823(8) 0.0158(4) Uani 1 1 d . . . C39 C -0.2143(2) 0.12475(16) 0.33226(8) 0.0173(4) Uani 1 1 d . . . H39 H -0.1698 0.1680 0.3016 0.021 Uiso 1 1 calc R . . C40 C -0.8845(2) -0.93867(16) 0.29145(8) 0.0201(4) Uani 1 1 d . . . H40A H -0.8578 -0.8851 0.3251 0.024 Uiso 1 1 calc R . . H40B H -0.9837 -0.9436 0.2784 0.024 Uiso 1 1 calc R . . C41 C 0.5143(2) 0.65768(15) 0.50715(8) 0.0155(4) Uani 1 1 d . . . H41 H 0.4464 0.6699 0.5330 0.019 Uiso 1 1 calc R . . C42 C 0.46648(19) 0.60354(15) 0.45352(7) 0.0138(3) Uani 1 1 d . . . C43 C 0.30422(19) 0.57365(15) 0.43750(8) 0.0148(4) Uani 1 1 d . . . C44 C 0.4834(2) -0.12091(17) 0.06674(9) 0.0210(4) Uani 1 1 d . . . C45 C 0.2869(2) -0.14005(16) -0.00883(8) 0.0187(4) Uani 1 1 d . . . H45 H 0.3490 -0.1566 -0.0359 0.022 Uiso 1 1 calc R . . C46 C 0.1772(2) 0.52882(17) 0.15056(8) 0.0187(4) Uani 1 1 d . . . C47 C -0.3821(2) -0.05405(17) 0.36819(8) 0.0206(4) Uani 1 1 d . . . H47 H -0.4527 -0.1294 0.3624 0.025 Uiso 1 1 calc R . . C48 C -0.0033(2) -0.06137(15) 0.11484(8) 0.0163(4) Uani 1 1 d . . . O1W O 0.3464(2) 0.30276(17) 0.03891(8) 0.0485(5) Uani 1 1 d D . . H1WA H 0.380(3) 0.252(2) 0.0213(12) 0.058 Uiso 1 1 d D . . H1WB H 0.260(2) 0.267(2) 0.0521(12) 0.058 Uiso 1 1 d 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 0.01032(14) 0.01628(15) 0.01125(14) -0.00015(11) 0.00105(10) 0.00381(11) Zn2 0.01317(10) 0.01881(11) 0.01520(11) -0.00186(8) -0.00109(8) 0.00566(8) Zn3 0.01262(10) 0.01799(11) 0.01109(10) 0.00099(8) 0.00064(8) 0.00515(8) O1 0.0283(8) 0.0323(8) 0.0264(8) -0.0112(7) -0.0001(6) -0.0029(7) O2 0.0219(8) 0.0571(11) 0.0416(10) -0.0306(8) -0.0128(7) 0.0143(8) O3 0.0339(9) 0.0628(12) 0.0212(8) -0.0140(8) 0.0018(7) 0.0113(8) O4 0.0296(8) 0.0263(8) 0.0426(9) 0.0144(7) 0.0121(7) 0.0072(7) O5 0.0635(11) 0.0277(8) 0.0180(8) 0.0035(6) 0.0011(7) 0.0107(8) O6 0.0277(8) 0.0595(11) 0.0355(9) -0.0130(8) -0.0041(7) 0.0294(8) O7 0.0296(8) 0.0402(9) 0.0191(7) -0.0048(6) 0.0044(6) 0.0123(7) O8 0.0210(7) 0.0359(8) 0.0159(7) -0.0035(6) -0.0017(5) 0.0111(6) O9 0.0230(8) 0.0329(8) 0.0222(7) -0.0032(6) -0.0074(6) 0.0099(6) O10 0.0121(6) 0.0203(7) 0.0157(6) 0.0024(5) 0.0010(5) 0.0070(5) O11 0.0259(7) 0.0180(7) 0.0161(7) -0.0003(5) 0.0041(5) 0.0019(6) O12 0.0182(7) 0.0367(8) 0.0242(7) -0.0034(6) -0.0057(6) 0.0138(6) O13 0.0219(7) 0.0183(7) 0.0156(6) -0.0027(5) -0.0038(5) 0.0073(5) O14 0.0208(7) 0.0275(7) 0.0166(7) -0.0048(6) 0.0001(5) 0.0054(6) O15 0.0144(6) 0.0356(8) 0.0161(7) 0.0004(6) -0.0017(5) 0.0098(6) O16 0.0186(7) 0.0314(8) 0.0151(7) -0.0029(6) 0.0005(5) 0.0088(6) O17 0.0121(6) 0.0271(7) 0.0186(7) 0.0015(6) 0.0016(5) 0.0058(5) O18 0.0135(6) 0.0249(7) 0.0180(7) 0.0001(5) -0.0002(5) 0.0073(5) N1 0.0354(10) 0.0180(8) 0.0239(9) 0.0041(7) 0.0090(8) 0.0115(8) N2 0.0252(9) 0.0190(8) 0.0180(8) -0.0004(7) -0.0019(7) 0.0074(7) N3 0.0234(9) 0.0327(10) 0.0220(9) -0.0094(7) -0.0063(7) 0.0144(8) N4 0.0226(8) 0.0274(9) 0.0120(7) 0.0007(6) 0.0011(6) 0.0117(7) N5 0.0184(8) 0.0175(8) 0.0285(9) 0.0046(7) 0.0007(7) 0.0071(7) N6 0.0201(8) 0.0159(8) 0.0176(8) 0.0001(6) -0.0023(6) 0.0054(7) N7 0.0185(8) 0.0246(8) 0.0131(8) 0.0011(6) 0.0001(6) 0.0066(7) N8 0.0185(8) 0.0225(8) 0.0144(8) 0.0035(6) 0.0009(6) 0.0057(7) N9 0.0169(8) 0.0191(8) 0.0207(8) 0.0009(6) 0.0019(6) 0.0056(6) C1 0.0214(10) 0.0195(10) 0.0344(12) 0.0039(9) 0.0004(9) 0.0091(8) C2 0.0286(11) 0.0259(10) 0.0132(9) 0.0006(8) 0.0021(8) 0.0140(9) C3 0.0222(10) 0.0184(10) 0.0373(12) 0.0073(9) 0.0006(9) 0.0107(8) C4 0.0211(10) 0.0378(12) 0.0150(9) 0.0019(8) 0.0012(8) 0.0111(9) C5 0.0314(11) 0.0226(10) 0.0193(10) -0.0025(8) -0.0082(8) 0.0059(9) C6 0.0238(10) 0.0210(10) 0.0315(11) 0.0024(9) 0.0057(9) 0.0073(8) C7 0.0266(11) 0.0282(11) 0.0164(9) 0.0007(8) -0.0053(8) 0.0093(9) C8 0.0132(8) 0.0178(9) 0.0180(9) -0.0020(7) -0.0001(7) 0.0066(7) C9 0.0237(10) 0.0224(10) 0.0198(10) 0.0038(8) -0.0073(8) 0.0041(8) C10 0.0218(10) 0.0251(10) 0.0188(10) -0.0008(8) -0.0039(8) 0.0057(8) C11 0.0247(10) 0.0209(10) 0.0224(10) 0.0013(8) -0.0083(8) 0.0022(8) C12 0.0218(10) 0.0225(10) 0.0220(10) -0.0016(8) 0.0037(8) 0.0059(8) C13 0.0236(10) 0.0236(10) 0.0182(10) 0.0023(8) 0.0032(8) 0.0080(8) C14 0.0208(10) 0.0197(10) 0.0267(10) 0.0035(8) -0.0036(8) 0.0083(8) C15 0.0226(10) 0.0242(11) 0.0349(12) 0.0127(9) -0.0004(9) 0.0081(9) C16 0.0226(10) 0.0194(9) 0.0157(9) -0.0010(7) -0.0005(7) 0.0080(8) C17 0.0165(9) 0.0338(11) 0.0165(9) -0.0038(8) -0.0013(7) 0.0037(8) C18 0.0268(11) 0.0346(11) 0.0140(9) 0.0017(8) 0.0034(8) 0.0177(9) C19 0.0165(9) 0.0202(9) 0.0181(9) -0.0024(7) 0.0001(7) 0.0072(8) C20 0.0159(9) 0.0165(9) 0.0201(9) -0.0001(7) -0.0009(7) 0.0063(7) C21 0.0246(10) 0.0265(11) 0.0210(10) 0.0053(8) -0.0021(8) 0.0065(9) C22 0.0224(10) 0.0176(9) 0.0189(10) 0.0019(8) 0.0000(8) 0.0046(8) C23 0.0138(9) 0.0207(10) 0.0291(11) 0.0032(8) 0.0037(8) 0.0051(8) C24 0.0256(10) 0.0200(10) 0.0152(9) -0.0020(7) -0.0016(8) 0.0066(8) C25 0.0159(9) 0.0326(11) 0.0193(10) 0.0022(8) 0.0043(7) 0.0053(8) C26 0.0191(9) 0.0222(10) 0.0177(9) 0.0030(8) 0.0025(7) 0.0060(8) C27 0.0213(10) 0.0199(10) 0.0188(9) -0.0034(8) -0.0019(8) 0.0085(8) C28 0.0187(9) 0.0171(9) 0.0158(9) -0.0028(7) -0.0038(7) 0.0076(7) C29 0.0239(10) 0.0178(9) 0.0180(9) 0.0041(7) 0.0053(8) 0.0076(8) C30 0.0144(9) 0.0161(9) 0.0181(9) 0.0018(7) -0.0013(7) 0.0059(7) C31 0.0124(8) 0.0181(9) 0.0191(9) 0.0005(7) -0.0024(7) 0.0060(7) C32 0.0152(9) 0.0167(9) 0.0180(9) -0.0011(7) -0.0008(7) 0.0062(7) C33 0.0159(9) 0.0141(9) 0.0132(8) 0.0015(7) -0.0010(7) 0.0048(7) C34 0.0206(9) 0.0171(9) 0.0133(9) 0.0001(7) -0.0022(7) 0.0060(7) C35 0.0159(9) 0.0154(9) 0.0173(9) 0.0020(7) 0.0002(7) 0.0049(7) C36 0.0175(9) 0.0180(9) 0.0159(9) -0.0003(7) -0.0034(7) 0.0050(7) C37 0.0134(8) 0.0160(9) 0.0149(9) 0.0028(7) 0.0016(7) 0.0061(7) C38 0.0125(8) 0.0165(9) 0.0174(9) 0.0029(7) 0.0017(7) 0.0033(7) C39 0.0162(9) 0.0200(9) 0.0158(9) 0.0013(7) 0.0023(7) 0.0064(7) C40 0.0230(10) 0.0196(10) 0.0168(9) -0.0006(8) 0.0002(8) 0.0064(8) C41 0.0157(9) 0.0163(9) 0.0165(9) 0.0012(7) 0.0019(7) 0.0079(7) C42 0.0130(8) 0.0138(8) 0.0155(9) 0.0032(7) 0.0003(7) 0.0054(7) C43 0.0146(9) 0.0126(8) 0.0182(9) 0.0016(7) 0.0007(7) 0.0056(7) C44 0.0145(9) 0.0213(10) 0.0264(10) 0.0007(8) -0.0011(8) 0.0053(8) C45 0.0193(9) 0.0180(9) 0.0197(9) 0.0003(7) 0.0038(7) 0.0075(8) C46 0.0200(9) 0.0261(10) 0.0136(9) 0.0022(8) 0.0004(7) 0.0123(8) C47 0.0197(10) 0.0163(9) 0.0240(10) -0.0019(8) 0.0012(8) 0.0046(8) C48 0.0172(9) 0.0144(9) 0.0168(9) 0.0015(7) -0.0002(7) 0.0048(7) O1W 0.0506(12) 0.0478(11) 0.0448(11) -0.0120(9) 0.0076(9) 0.0160(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O17 2.0153(12) 2_566 ? Zn1 O17 2.0153(12) . ? Zn1 O13 2.1157(12) 2_566 ? Zn1 O13 2.1157(12) . ? Zn1 O10 2.1664(12) 2_666 ? Zn1 O10 2.1664(12) 1_455 ? Zn2 O12 1.9499(13) 1_455 ? Zn2 O14 1.9570(13) . ? Zn2 O18 1.9826(13) . ? Zn2 N9 2.0859(16) . ? Zn3 O15 1.9896(13) . ? Zn3 O11 2.0147(13) . ? Zn3 O10 2.0895(12) 1_455 ? Zn3 N7 2.1323(15) . ? Zn3 N8 2.1912(16) 1_675 ? O1 C27 1.228(2) . ? O2 N3 1.229(2) . ? O3 N3 1.223(2) . ? O4 N1 1.227(2) . ? O5 N1 1.224(2) . ? O6 C44 1.224(2) . ? O7 N2 1.225(2) . ? O8 C48 1.238(2) . ? O9 N2 1.228(2) . ? O10 C38 1.295(2) . ? O10 Zn3 2.0895(12) 1_655 ? O10 Zn1 2.1664(12) 1_655 ? O11 C8 1.261(2) . ? O12 C44 1.275(2) . ? O12 Zn2 1.9499(13) 1_655 ? O13 C8 1.250(2) . ? O14 C27 1.284(2) . ? O15 C43 1.263(2) . ? O16 C38 1.232(2) . ? O17 C43 1.243(2) . ? O18 C48 1.268(2) . ? N1 C29 1.468(2) . ? N2 C34 1.473(2) . ? N3 C28 1.457(2) . ? N4 C4 1.462(2) . ? N4 C2 1.463(2) . ? N4 C18 1.465(2) 2_565 ? N5 C15 1.460(2) . ? N5 C1 1.461(2) . ? N5 C6 1.466(3) . ? N6 C14 1.497(2) . ? N6 C3 1.499(2) . ? N6 C40 1.505(2) . ? N7 C22 1.339(2) . ? N7 C17 1.343(2) . ? N8 C7 1.330(2) . ? N8 C11 1.339(2) . ? N8 Zn3 2.1912(16) 1_435 ? N9 C13 1.341(2) . ? N9 C10 1.345(2) . ? C1 C14 1.513(3) . ? C2 C18 1.510(3) . ? C3 C15 1.507(3) . ? C4 C46 1.509(3) . ? C5 C7 1.383(3) . ? C5 C26 1.383(3) . ? C6 C23 1.509(3) . ? C8 C32 1.514(2) . ? C9 C11 1.374(3) . ? C9 C26 1.385(3) . ? C10 C21 1.380(3) . ? C12 C23 1.381(3) . ? C12 C13 1.382(3) . ? C16 C29 1.380(3) . ? C16 C32 1.389(3) . ? C17 C25 1.378(3) . ? C18 N4 1.465(2) 2_565 ? C19 C47 1.388(3) . ? C19 C39 1.395(3) . ? C19 C27 1.513(3) . ? C20 C36 1.387(3) . ? C20 C45 1.393(3) . ? C20 C44 1.515(3) . ? C21 C23 1.394(3) . ? C22 C24 1.385(3) . ? C24 C46 1.388(3) . ? C25 C46 1.387(3) . ? C26 C40 1.504(3) . ? C28 C41 1.378(2) . ? C28 C31 1.379(3) . ? C29 C47 1.375(3) . ? C30 C34 1.381(3) . ? C30 C35 1.392(2) . ? C31 C37 1.392(2) . ? C32 C39 1.390(2) . ? C33 C42 1.390(2) . ? C33 C37 1.395(2) . ? C34 C45 1.380(3) . ? C35 C36 1.394(2) . ? C35 C48 1.509(2) . ? C37 C38 1.497(2) . ? C41 C42 1.387(2) . ? C42 C43 1.497(2) . ? 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 O17 Zn1 O17 180.0 2_566 . ? O17 Zn1 O13 95.59(5) 2_566 2_566 ? O17 Zn1 O13 84.41(5) . 2_566 ? O17 Zn1 O13 84.41(5) 2_566 . ? O17 Zn1 O13 95.59(5) . . ? O13 Zn1 O13 180.0 2_566 . ? O17 Zn1 O10 87.12(5) 2_566 2_666 ? O17 Zn1 O10 92.88(5) . 2_666 ? O13 Zn1 O10 84.75(5) 2_566 2_666 ? O13 Zn1 O10 95.25(5) . 2_666 ? O17 Zn1 O10 92.88(5) 2_566 1_455 ? O17 Zn1 O10 87.12(5) . 1_455 ? O13 Zn1 O10 95.25(5) 2_566 1_455 ? O13 Zn1 O10 84.75(5) . 1_455 ? O10 Zn1 O10 180.00(3) 2_666 1_455 ? O12 Zn2 O14 110.53(6) 1_455 . ? O12 Zn2 O18 110.59(6) 1_455 . ? O14 Zn2 O18 116.78(5) . . ? O12 Zn2 N9 110.12(6) 1_455 . ? O14 Zn2 N9 112.64(6) . . ? O18 Zn2 N9 95.27(6) . . ? O15 Zn3 O11 102.95(6) . . ? O15 Zn3 O10 105.39(5) . 1_455 ? O11 Zn3 O10 95.01(5) . 1_455 ? O15 Zn3 N7 95.08(6) . . ? O11 Zn3 N7 89.43(6) . . ? O10 Zn3 N7 157.44(5) 1_455 . ? O15 Zn3 N8 98.04(6) . 1_675 ? O11 Zn3 N8 158.48(6) . 1_675 ? O10 Zn3 N8 83.83(5) 1_455 1_675 ? N7 Zn3 N8 84.01(6) . 1_675 ? C38 O10 Zn3 101.08(11) . 1_655 ? C38 O10 Zn1 134.58(11) . 1_655 ? Zn3 O10 Zn1 110.88(5) 1_655 1_655 ? C8 O11 Zn3 124.86(12) . . ? C44 O12 Zn2 121.84(12) . 1_655 ? C8 O13 Zn1 140.32(12) . . ? C27 O14 Zn2 111.26(12) . . ? C43 O15 Zn3 123.26(12) . . ? C43 O17 Zn1 144.77(12) . . ? C48 O18 Zn2 120.02(12) . . ? O5 N1 O4 123.66(17) . . ? O5 N1 C29 118.54(17) . . ? O4 N1 C29 117.79(17) . . ? O7 N2 O9 123.55(16) . . ? O7 N2 C34 118.26(16) . . ? O9 N2 C34 118.19(15) . . ? O3 N3 O2 123.56(17) . . ? O3 N3 C28 118.46(17) . . ? O2 N3 C28 117.97(16) . . ? C4 N4 C2 110.99(15) . . ? C4 N4 C18 109.17(15) . 2_565 ? C2 N4 C18 108.61(15) . 2_565 ? C15 N5 C1 108.59(15) . . ? C15 N5 C6 111.04(16) . . ? C1 N5 C6 110.82(15) . . ? C14 N6 C3 110.70(15) . . ? C14 N6 C40 114.51(15) . . ? C3 N6 C40 108.86(14) . . ? C22 N7 C17 117.45(16) . . ? C22 N7 Zn3 123.04(13) . . ? C17 N7 Zn3 118.54(13) . . ? C7 N8 C11 117.21(17) . . ? C7 N8 Zn3 124.64(13) . 1_435 ? C11 N8 Zn3 117.98(13) . 1_435 ? C13 N9 C10 117.29(17) . . ? C13 N9 Zn2 116.79(13) . . ? C10 N9 Zn2 125.92(13) . . ? N5 C1 C14 110.47(16) . . ? N4 C2 C18 110.39(16) . . ? N6 C3 C15 110.44(16) . . ? N4 C4 C46 114.24(16) . . ? C7 C5 C26 119.16(18) . . ? N5 C6 C23 112.06(16) . . ? N8 C7 C5 123.24(18) . . ? O13 C8 O11 127.37(17) . . ? O13 C8 C32 116.94(16) . . ? O11 C8 C32 115.69(16) . . ? C11 C9 C26 119.23(18) . . ? N9 C10 C21 123.31(18) . . ? N8 C11 C9 123.35(18) . . ? C23 C12 C13 120.09(18) . . ? N9 C13 C12 122.64(18) . . ? N6 C14 C1 110.68(16) . . ? N5 C15 C3 110.23(16) . . ? C29 C16 C32 118.07(17) . . ? N7 C17 C25 123.04(18) . . ? N4 C18 C2 111.15(16) 2_565 . ? C47 C19 C39 119.39(17) . . ? C47 C19 C27 118.12(17) . . ? C39 C19 C27 122.49(17) . . ? C36 C20 C45 119.64(17) . . ? C36 C20 C44 120.83(17) . . ? C45 C20 C44 119.45(17) . . ? C10 C21 C23 119.14(18) . . ? N7 C22 C24 122.74(18) . . ? C12 C23 C21 117.46(18) . . ? C12 C23 C6 121.11(18) . . ? C21 C23 C6 121.42(18) . . ? C22 C24 C46 119.75(18) . . ? C17 C25 C46 119.65(18) . . ? C5 C26 C9 117.80(18) . . ? C5 C26 C40 122.44(17) . . ? C9 C26 C40 119.75(17) . . ? O1 C27 O14 125.05(17) . . ? O1 C27 C19 119.50(17) . . ? O14 C27 C19 115.43(16) . . ? C41 C28 C31 123.14(17) . . ? C41 C28 N3 118.74(16) . . ? C31 C28 N3 118.10(16) . . ? C47 C29 C16 123.40(18) . . ? C47 C29 N1 118.28(17) . . ? C16 C29 N1 118.32(17) . . ? C34 C30 C35 118.45(17) . . ? C28 C31 C37 118.14(16) . . ? C16 C32 C39 119.66(17) . . ? C16 C32 C8 118.93(16) . . ? C39 C32 C8 121.40(16) . . ? C42 C33 C37 120.30(16) . . ? C45 C34 C30 122.99(17) . . ? C45 C34 N2 118.49(16) . . ? C30 C34 N2 118.50(16) . . ? C30 C35 C36 119.41(17) . . ? C30 C35 C48 120.16(16) . . ? C36 C35 C48 120.38(16) . . ? C20 C36 C35 121.12(17) . . ? C31 C37 C33 119.75(16) . . ? C31 C37 C38 119.11(16) . . ? C33 C37 C38 121.11(16) . . ? O16 C38 O10 122.37(16) . . ? O16 C38 C37 121.26(16) . . ? O10 C38 C37 116.35(15) . . ? C32 C39 C19 120.97(17) . . ? C26 C40 N6 112.80(15) . . ? C28 C41 C42 118.14(16) . . ? C41 C42 C33 120.15(16) . . ? C41 C42 C43 117.49(15) . . ? C33 C42 C43 122.35(16) . . ? O17 C43 O15 127.07(17) . . ? O17 C43 C42 116.25(16) . . ? O15 C43 C42 116.68(15) . . ? O6 C44 O12 126.03(18) . . ? O6 C44 C20 118.85(18) . . ? O12 C44 C20 115.10(16) . . ? C34 C45 C20 118.37(17) . . ? C25 C46 C24 117.35(17) . . ? C25 C46 C4 120.09(17) . . ? C24 C46 C4 122.51(17) . . ? C29 C47 C19 118.38(18) . . ? O8 C48 O18 124.99(17) . . ? O8 C48 C35 118.70(16) . . ? O18 C48 C35 116.29(16) . . ? 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 O15 Zn3 O11 C8 76.69(15) . . . . ? O10 Zn3 O11 C8 -30.37(15) 1_455 . . . ? N7 Zn3 O11 C8 171.78(15) . . . . ? N8 Zn3 O11 C8 -116.26(18) 1_675 . . . ? O17 Zn1 O13 C8 104.48(19) 2_566 . . . ? O17 Zn1 O13 C8 -75.52(19) . . . . ? O13 Zn1 O13 C8 -15(6) 2_566 . . . ? O10 Zn1 O13 C8 -168.94(19) 2_666 . . . ? O10 Zn1 O13 C8 11.06(19) 1_455 . . . ? O12 Zn2 O14 C27 67.33(14) 1_455 . . . ? O18 Zn2 O14 C27 -165.10(12) . . . . ? N9 Zn2 O14 C27 -56.32(14) . . . . ? O11 Zn3 O15 C43 -85.41(14) . . . . ? O10 Zn3 O15 C43 13.58(15) 1_455 . . . ? N7 Zn3 O15 C43 -175.99(14) . . . . ? N8 Zn3 O15 C43 99.35(14) 1_675 . . . ? O17 Zn1 O17 C43 -15(33) 2_566 . . . ? O13 Zn1 O17 C43 -139.9(2) 2_566 . . . ? O13 Zn1 O17 C43 40.1(2) . . . . ? O10 Zn1 O17 C43 135.7(2) 2_666 . . . ? O10 Zn1 O17 C43 -44.3(2) 1_455 . . . ? O12 Zn2 O18 C48 166.44(13) 1_455 . . . ? O14 Zn2 O18 C48 38.90(15) . . . . ? N9 Zn2 O18 C48 -79.76(14) . . . . ? O15 Zn3 N7 C22 144.69(15) . . . . ? O11 Zn3 N7 C22 41.74(15) . . . . ? O10 Zn3 N7 C22 -60.0(2) 1_455 . . . ? N8 Zn3 N7 C22 -117.73(15) 1_675 . . . ? O15 Zn3 N7 C17 -46.89(15) . . . . ? O11 Zn3 N7 C17 -149.84(15) . . . . ? O10 Zn3 N7 C17 108.40(18) 1_455 . . . ? N8 Zn3 N7 C17 50.69(15) 1_675 . . . ? O12 Zn2 N9 C13 59.47(15) 1_455 . . . ? O14 Zn2 N9 C13 -176.65(13) . . . . ? O18 Zn2 N9 C13 -54.73(14) . . . . ? O12 Zn2 N9 C10 -119.67(15) 1_455 . . . ? O14 Zn2 N9 C10 4.21(17) . . . . ? O18 Zn2 N9 C10 126.13(15) . . . . ? C15 N5 C1 C14 -62.2(2) . . . . ? C6 N5 C1 C14 175.55(16) . . . . ? C4 N4 C2 C18 177.93(16) . . . . ? C18 N4 C2 C18 57.9(2) 2_565 . . . ? C14 N6 C3 C15 53.5(2) . . . . ? C40 N6 C3 C15 -179.84(16) . . . . ? C2 N4 C4 C46 71.0(2) . . . . ? C18 N4 C4 C46 -169.35(17) 2_565 . . . ? C15 N5 C6 C23 68.6(2) . . . . ? C1 N5 C6 C23 -170.60(17) . . . . ? C11 N8 C7 C5 -1.1(3) . . . . ? Zn3 N8 C7 C5 -176.04(15) 1_435 . . . ? C26 C5 C7 N8 0.2(3) . . . . ? Zn1 O13 C8 O11 26.8(3) . . . . ? Zn1 O13 C8 C32 -152.38(14) . . . . ? Zn3 O11 C8 O13 -12.8(3) . . . . ? Zn3 O11 C8 C32 166.32(11) . . . . ? C13 N9 C10 C21 1.7(3) . . . . ? Zn2 N9 C10 C21 -179.15(14) . . . . ? C7 N8 C11 C9 0.8(3) . . . . ? Zn3 N8 C11 C9 176.10(16) 1_435 . . . ? C26 C9 C11 N8 0.4(3) . . . . ? C10 N9 C13 C12 0.6(3) . . . . ? Zn2 N9 C13 C12 -178.61(15) . . . . ? C23 C12 C13 N9 -2.5(3) . . . . ? C3 N6 C14 C1 -52.7(2) . . . . ? C40 N6 C14 C1 -176.26(15) . . . . ? N5 C1 C14 N6 57.6(2) . . . . ? C1 N5 C15 C3 63.0(2) . . . . ? C6 N5 C15 C3 -174.93(16) . . . . ? N6 C3 C15 N5 -59.0(2) . . . . ? C22 N7 C17 C25 1.3(3) . . . . ? Zn3 N7 C17 C25 -167.74(16) . . . . ? N4 C2 C18 N4 -59.4(2) . . . 2_565 ? N9 C10 C21 C23 -2.1(3) . . . . ? C17 N7 C22 C24 -0.7(3) . . . . ? Zn3 N7 C22 C24 167.84(14) . . . . ? C13 C12 C23 C21 1.9(3) . . . . ? C13 C12 C23 C6 -176.89(17) . . . . ? C10 C21 C23 C12 0.2(3) . . . . ? C10 C21 C23 C6 179.05(18) . . . . ? N5 C6 C23 C12 -130.15(19) . . . . ? N5 C6 C23 C21 51.1(2) . . . . ? N7 C22 C24 C46 0.1(3) . . . . ? N7 C17 C25 C46 -1.4(3) . . . . ? C7 C5 C26 C9 1.0(3) . . . . ? C7 C5 C26 C40 179.78(18) . . . . ? C11 C9 C26 C5 -1.3(3) . . . . ? C11 C9 C26 C40 179.92(18) . . . . ? Zn2 O14 C27 O1 -2.6(2) . . . . ? Zn2 O14 C27 C19 175.61(12) . . . . ? C47 C19 C27 O1 22.6(3) . . . . ? C39 C19 C27 O1 -158.28(19) . . . . ? C47 C19 C27 O14 -155.80(17) . . . . ? C39 C19 C27 O14 23.4(3) . . . . ? O3 N3 C28 C41 19.1(3) . . . . ? O2 N3 C28 C41 -159.91(19) . . . . ? O3 N3 C28 C31 -159.33(19) . . . . ? O2 N3 C28 C31 21.6(3) . . . . ? C32 C16 C29 C47 0.7(3) . . . . ? C32 C16 C29 N1 -177.97(16) . . . . ? O5 N1 C29 C47 153.05(18) . . . . ? O4 N1 C29 C47 -27.5(3) . . . . ? O5 N1 C29 C16 -28.2(3) . . . . ? O4 N1 C29 C16 151.27(18) . . . . ? C41 C28 C31 C37 -0.3(3) . . . . ? N3 C28 C31 C37 178.05(17) . . . . ? C29 C16 C32 C39 -3.0(3) . . . . ? C29 C16 C32 C8 175.82(16) . . . . ? O13 C8 C32 C16 2.4(2) . . . . ? O11 C8 C32 C16 -176.83(17) . . . . ? O13 C8 C32 C39 -178.77(16) . . . . ? O11 C8 C32 C39 2.0(3) . . . . ? C35 C30 C34 C45 0.9(3) . . . . ? C35 C30 C34 N2 179.04(16) . . . . ? O7 N2 C34 C45 -11.8(3) . . . . ? O9 N2 C34 C45 167.07(17) . . . . ? O7 N2 C34 C30 169.91(17) . . . . ? O9 N2 C34 C30 -11.2(2) . . . . ? C34 C30 C35 C36 -1.4(3) . . . . ? C34 C30 C35 C48 -178.67(16) . . . . ? C45 C20 C36 C35 1.3(3) . . . . ? C44 C20 C36 C35 -175.44(17) . . . . ? C30 C35 C36 C20 0.3(3) . . . . ? C48 C35 C36 C20 177.62(17) . . . . ? C28 C31 C37 C33 5.3(3) . . . . ? C28 C31 C37 C38 -172.85(16) . . . . ? C42 C33 C37 C31 -5.2(3) . . . . ? C42 C33 C37 C38 172.84(16) . . . . ? Zn3 O10 C38 O16 6.9(2) 1_655 . . . ? Zn1 O10 C38 O16 -127.80(16) 1_655 . . . ? Zn3 O10 C38 C37 -171.87(13) 1_655 . . . ? Zn1 O10 C38 C37 53.5(2) 1_655 . . . ? C31 C37 C38 O16 -163.26(17) . . . . ? C33 C37 C38 O16 18.6(3) . . . . ? C31 C37 C38 O10 15.5(2) . . . . ? C33 C37 C38 O10 -162.62(16) . . . . ? C16 C32 C39 C19 2.0(3) . . . . ? C8 C32 C39 C19 -176.79(17) . . . . ? C47 C19 C39 C32 1.3(3) . . . . ? C27 C19 C39 C32 -177.82(17) . . . . ? C5 C26 C40 N6 99.2(2) . . . . ? C9 C26 C40 N6 -82.0(2) . . . . ? C14 N6 C40 C26 -53.4(2) . . . . ? C3 N6 C40 C26 -177.93(16) . . . . ? C31 C28 C41 C42 -4.6(3) . . . . ? N3 C28 C41 C42 176.99(16) . . . . ? C28 C41 C42 C33 4.6(3) . . . . ? C28 C41 C42 C43 -175.75(16) . . . . ? C37 C33 C42 C41 0.2(3) . . . . ? C37 C33 C42 C43 -179.42(16) . . . . ? Zn1 O17 C43 O15 18.4(3) . . . . ? Zn1 O17 C43 C42 -162.45(15) . . . . ? Zn3 O15 C43 O17 3.9(3) . . . . ? Zn3 O15 C43 C42 -175.26(11) . . . . ? C41 C42 C43 O17 -22.5(2) . . . . ? C33 C42 C43 O17 157.12(17) . . . . ? C41 C42 C43 O15 156.74(16) . . . . ? C33 C42 C43 O15 -23.7(2) . . . . ? Zn2 O12 C44 O6 -4.7(3) 1_655 . . . ? Zn2 O12 C44 C20 173.33(12) 1_655 . . . ? C36 C20 C44 O6 168.53(19) . . . . ? C45 C20 C44 O6 -8.2(3) . . . . ? C36 C20 C44 O12 -9.7(3) . . . . ? C45 C20 C44 O12 173.63(17) . . . . ? C30 C34 C45 C20 0.7(3) . . . . ? N2 C34 C45 C20 -177.48(16) . . . . ? C36 C20 C45 C34 -1.7(3) . . . . ? C44 C20 C45 C34 175.01(17) . . . . ? C17 C25 C46 C24 0.7(3) . . . . ? C17 C25 C46 C4 -176.57(19) . . . . ? C22 C24 C46 C25 -0.1(3) . . . . ? C22 C24 C46 C4 177.08(18) . . . . ? N4 C4 C46 C25 -155.01(18) . . . . ? N4 C4 C46 C24 27.8(3) . . . . ? C16 C29 C47 C19 2.6(3) . . . . ? N1 C29 C47 C19 -178.72(17) . . . . ? C39 C19 C47 C29 -3.5(3) . . . . ? C27 C19 C47 C29 175.65(17) . . . . ? Zn2 O18 C48 O8 -19.9(2) . . . . ? Zn2 O18 C48 C35 158.42(12) . . . . ? C30 C35 C48 O8 -176.97(17) . . . . ? C36 C35 C48 O8 5.7(3) . . . . ? C30 C35 C48 O18 4.6(3) . . . . ? C36 C35 C48 O18 -172.68(16) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N6 H6N O8 0.84(2) 1.87(2) 2.666(2) 157(2) 1_445 O1W H1WA O6 0.871(17) 1.884(18) 2.736(2) 166(3) 2_655 O1W H1WB O9 0.850(17) 2.229(17) 3.073(2) 172(3) 2 _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.507 _refine_diff_density_min -0.281 _refine_diff_density_rms 0.062 # Attachment 'zntbuip4bpmp34_0m.cif' data_zntbuip4bpmp34_0m _database_code_depnum_ccdc_archive 'CCDC 773272' #TrackingRef 'zntbuip4bpmp34_0m.cif' _audit_update_record ; 2009-12-10 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H22 N2 O4 Zn' _chemical_formula_weight 419.79 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.561(5) _cell_length_b 11.515(5) _cell_length_c 14.717(6) _cell_angle_alpha 90.00 _cell_angle_beta 94.955(4) _cell_angle_gamma 90.00 _cell_volume 1951.8(13) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4404 _cell_measurement_theta_min 2.15 _cell_measurement_theta_max 27.50 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.429 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 872 _exptl_absorpt_coefficient_mu 1.286 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.773 _exptl_absorpt_correction_T_max 0.807 _exptl_absorpt_process_details 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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 13544 _diffrn_reflns_av_R_equivalents 0.0437 _diffrn_reflns_av_sigmaI/netI 0.0613 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 27.50 _reflns_number_total 4404 _reflns_number_gt 3562 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0496P)^2^+0.8732P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4404 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0592 _refine_ls_R_factor_gt 0.0487 _refine_ls_wR_factor_ref 0.1317 _refine_ls_wR_factor_gt 0.1251 _refine_ls_goodness_of_fit_ref 1.106 _refine_ls_restrained_S_all 1.106 _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 0.43267(3) 0.56887(3) 0.09649(2) 0.03862(13) Uani 1 1 d . . . O1 O 0.35868(17) 0.63798(18) -0.01629(13) 0.0445(5) Uani 1 1 d . . . O4 O 0.52538(17) 0.59452(17) -0.07385(13) 0.0420(4) Uani 1 1 d . . . N2 N 0.2980(2) 0.5403(2) 0.17156(15) 0.0412(5) Uani 1 1 d . . . C12 C 0.4227(2) 0.6342(2) -0.08203(19) 0.0401(6) Uani 1 1 d . . . O2 O 0.07336(19) 0.8587(2) -0.36135(14) 0.0547(6) Uani 1 1 d . . . C11 C 0.4425(2) 0.6754(3) -0.24678(18) 0.0415(6) Uani 1 1 d . . . H11 H 0.5178 0.6418 -0.2390 0.050 Uiso 1 1 calc R . . O3 O 0.03630(19) 0.8199(2) -0.21824(16) 0.0609(6) Uani 1 1 d . . . C14 C 0.1275(3) 0.4298(3) 0.1944(2) 0.0448(7) Uani 1 1 d . . . H14 H 0.0796 0.3647 0.1781 0.054 Uiso 1 1 calc R . . C9 C 0.2639(2) 0.7273(2) -0.18275(18) 0.0406(6) Uani 1 1 d . . . H9 H 0.2171 0.7288 -0.1328 0.049 Uiso 1 1 calc R . . N1 N 0.0060(2) 0.5207(2) 0.40508(16) 0.0455(6) Uani 1 1 d . . . C19 C 0.0842(3) 0.4403(3) 0.4552(2) 0.0512(8) Uani 1 1 d . . . H19A H 0.1591 0.4379 0.4273 0.061 Uiso 1 1 calc R . . H19B H 0.0503 0.3613 0.4519 0.061 Uiso 1 1 calc R . . C13 C 0.2266(3) 0.4503(3) 0.1505(2) 0.0445(7) Uani 1 1 d . . . H13 H 0.2450 0.3986 0.1036 0.053 Uiso 1 1 calc R . . C5 C 0.4014(3) 0.7183(3) -0.33205(18) 0.0419(6) Uani 1 1 d . . . C8 C 0.1005(3) 0.8206(3) -0.2802(2) 0.0446(7) Uani 1 1 d . . . C4 C 0.4707(3) 0.7103(3) -0.41647(19) 0.0462(7) Uani 1 1 d . . . C15 C 0.0989(3) 0.5056(3) 0.26252(19) 0.0445(7) Uani 1 1 d . . . C10 C 0.3748(2) 0.6807(2) -0.17222(18) 0.0400(6) Uani 1 1 d . . . C6 C 0.2906(3) 0.7670(3) -0.33988(19) 0.0442(6) Uani 1 1 d . . . H6 H 0.2610 0.7981 -0.3970 0.053 Uiso 1 1 calc R . . C16 C 0.1725(3) 0.5976(3) 0.2843(2) 0.0459(7) Uani 1 1 d . . . H16 H 0.1558 0.6507 0.3308 0.055 Uiso 1 1 calc R . . C7 C 0.2217(2) 0.7717(2) -0.26700(19) 0.0411(6) Uani 1 1 d . . . C20 C -0.1048(3) 0.5229(3) 0.4464(2) 0.0511(7) Uani 1 1 d . . . H20A H -0.1407 0.4448 0.4428 0.061 Uiso 1 1 calc R . . H20B H -0.1587 0.5780 0.4129 0.061 Uiso 1 1 calc R . . C17 C 0.2708(3) 0.6125(3) 0.23825(19) 0.0432(6) Uani 1 1 d . . . H17 H 0.3209 0.6760 0.2544 0.052 Uiso 1 1 calc R . . C3 C 0.4927(3) 0.8322(3) -0.4519(2) 0.0587(8) Uani 1 1 d . . . H3A H 0.5380 0.8768 -0.4046 0.088 Uiso 1 1 calc R . . H3B H 0.4184 0.8711 -0.4679 0.088 Uiso 1 1 calc R . . H3C H 0.5361 0.8269 -0.5062 0.088 Uiso 1 1 calc R . . C18 C -0.0111(3) 0.4894(3) 0.3086(2) 0.0516(8) Uani 1 1 d . . . H18A H -0.0732 0.5384 0.2780 0.062 Uiso 1 1 calc R . . H18B H -0.0362 0.4073 0.3029 0.062 Uiso 1 1 calc R . . C2 C 0.3999(3) 0.6421(3) -0.4913(2) 0.0601(9) Uani 1 1 d . . . H2A H 0.3849 0.5636 -0.4693 0.090 Uiso 1 1 calc R . . H2B H 0.4435 0.6371 -0.5454 0.090 Uiso 1 1 calc R . . H2C H 0.3259 0.6818 -0.5072 0.090 Uiso 1 1 calc R . . C1 C 0.5878(3) 0.6497(3) -0.3957(2) 0.0568(8) Uani 1 1 d . . . H1A H 0.5751 0.5713 -0.3728 0.085 Uiso 1 1 calc R . . H1B H 0.6352 0.6942 -0.3495 0.085 Uiso 1 1 calc R . . H1C H 0.6279 0.6450 -0.4516 0.085 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 0.0362(2) 0.0468(2) 0.03190(19) -0.00008(13) -0.00204(14) -0.00015(13) O1 0.0417(11) 0.0550(12) 0.0361(10) 0.0049(9) -0.0008(8) 0.0024(9) O4 0.0385(11) 0.0458(11) 0.0405(10) 0.0010(9) -0.0044(9) 0.0021(9) N2 0.0409(13) 0.0489(13) 0.0332(11) 0.0012(10) -0.0011(10) 0.0007(11) C12 0.0415(15) 0.0399(15) 0.0375(13) -0.0008(12) -0.0047(12) 0.0003(12) O2 0.0484(12) 0.0730(15) 0.0409(11) 0.0063(11) -0.0066(9) 0.0139(11) C11 0.0386(15) 0.0473(16) 0.0377(13) -0.0013(12) -0.0023(11) 0.0023(12) O3 0.0425(12) 0.0867(18) 0.0531(13) 0.0149(12) 0.0021(10) 0.0136(12) C14 0.0431(16) 0.0472(16) 0.0430(15) 0.0021(13) -0.0013(13) -0.0037(12) C9 0.0409(15) 0.0455(15) 0.0349(13) -0.0004(12) -0.0006(11) -0.0005(12) N1 0.0414(13) 0.0543(15) 0.0411(12) 0.0079(12) 0.0055(11) 0.0037(12) C19 0.0487(18) 0.0569(19) 0.0491(17) 0.0082(14) 0.0102(15) 0.0113(14) C13 0.0471(17) 0.0490(17) 0.0366(14) -0.0034(12) -0.0007(13) -0.0003(13) C5 0.0434(15) 0.0456(15) 0.0358(13) -0.0028(12) -0.0025(12) 0.0002(12) C8 0.0408(16) 0.0473(16) 0.0440(15) -0.0001(13) -0.0056(13) 0.0018(13) C4 0.0460(16) 0.0578(18) 0.0342(13) -0.0012(13) 0.0001(12) 0.0022(14) C15 0.0431(16) 0.0534(17) 0.0362(13) 0.0061(13) -0.0017(12) -0.0019(13) C10 0.0420(15) 0.0416(15) 0.0351(13) 0.0005(11) -0.0043(11) 0.0005(12) C6 0.0468(16) 0.0497(17) 0.0346(13) 0.0011(13) -0.0051(12) -0.0007(13) C16 0.0458(17) 0.0534(17) 0.0383(14) -0.0037(13) 0.0023(13) -0.0023(14) C7 0.0398(15) 0.0442(15) 0.0380(13) 0.0016(12) -0.0045(11) 0.0018(12) C20 0.0402(16) 0.067(2) 0.0464(16) 0.0124(15) 0.0045(13) 0.0073(15) C17 0.0430(16) 0.0475(16) 0.0387(14) -0.0007(13) 0.0008(12) -0.0049(13) C3 0.063(2) 0.070(2) 0.0426(16) 0.0040(16) 0.0037(15) -0.0056(17) C18 0.0437(16) 0.065(2) 0.0463(16) 0.0017(15) 0.0035(13) -0.0079(15) C2 0.056(2) 0.078(2) 0.0465(17) -0.0126(17) 0.0040(15) -0.0055(17) C1 0.0491(18) 0.076(2) 0.0455(16) -0.0042(16) 0.0046(14) 0.0075(16) _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 O2 1.885(2) 4_676 ? Zn1 O1 1.968(2) . ? Zn1 O4 1.978(2) 3_665 ? Zn1 N2 2.012(2) . ? O1 C12 1.269(3) . ? O4 C12 1.268(3) . ? O4 Zn1 1.978(2) 3_665 ? N2 C17 1.344(4) . ? N2 C13 1.345(4) . ? C12 C10 1.493(4) . ? O2 C8 1.285(4) . ? O2 Zn1 1.885(2) 4_575 ? C11 C5 1.393(4) . ? C11 C10 1.403(4) . ? O3 C8 1.225(4) . ? C14 C13 1.382(4) . ? C14 C15 1.391(4) . ? C9 C10 1.386(4) . ? C9 C7 1.390(4) . ? N1 C19 1.451(4) . ? N1 C18 1.462(4) . ? N1 C20 1.466(4) . ? C19 C20 1.508(5) 3_566 ? C5 C6 1.395(4) . ? C5 C4 1.538(4) . ? C8 C7 1.506(4) . ? C4 C3 1.527(5) . ? C4 C1 1.530(4) . ? C4 C2 1.531(4) . ? C15 C16 1.380(4) . ? C15 C18 1.504(4) . ? C6 C7 1.391(4) . ? C16 C17 1.383(4) . ? C20 C19 1.508(5) 3_566 ? 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 O2 Zn1 O1 113.49(9) 4_676 . ? O2 Zn1 O4 105.03(10) 4_676 3_665 ? O1 Zn1 O4 109.72(8) . 3_665 ? O2 Zn1 N2 125.31(10) 4_676 . ? O1 Zn1 N2 103.21(9) . . ? O4 Zn1 N2 98.61(10) 3_665 . ? C12 O1 Zn1 112.93(18) . . ? C12 O4 Zn1 124.59(18) . 3_665 ? C17 N2 C13 117.8(3) . . ? C17 N2 Zn1 122.8(2) . . ? C13 N2 Zn1 119.2(2) . . ? O4 C12 O1 122.9(3) . . ? O4 C12 C10 119.1(2) . . ? O1 C12 C10 118.0(3) . . ? C8 O2 Zn1 126.3(2) . 4_575 ? C5 C11 C10 121.3(3) . . ? C13 C14 C15 119.2(3) . . ? C10 C9 C7 119.5(3) . . ? C19 N1 C18 111.3(3) . . ? C19 N1 C20 109.2(2) . . ? C18 N1 C20 110.9(3) . . ? N1 C19 C20 110.4(3) . 3_566 ? N2 C13 C14 122.8(3) . . ? C11 C5 C6 117.1(3) . . ? C11 C5 C4 123.1(3) . . ? C6 C5 C4 119.7(2) . . ? O3 C8 O2 125.4(3) . . ? O3 C8 C7 121.2(3) . . ? O2 C8 C7 113.4(3) . . ? C3 C4 C1 108.4(3) . . ? C3 C4 C2 108.7(3) . . ? C1 C4 C2 108.6(3) . . ? C3 C4 C5 109.6(3) . . ? C1 C4 C5 112.3(2) . . ? C2 C4 C5 109.2(3) . . ? C16 C15 C14 118.0(3) . . ? C16 C15 C18 121.3(3) . . ? C14 C15 C18 120.7(3) . . ? C9 C10 C11 120.1(2) . . ? C9 C10 C12 120.4(2) . . ? C11 C10 C12 119.4(3) . . ? C7 C6 C5 122.4(3) . . ? C15 C16 C17 119.9(3) . . ? C9 C7 C6 119.5(3) . . ? C9 C7 C8 120.3(3) . . ? C6 C7 C8 120.2(3) . . ? N1 C20 C19 109.4(3) . 3_566 ? N2 C17 C16 122.4(3) . . ? N1 C18 C15 111.0(3) . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.697 _refine_diff_density_min -1.140 _refine_diff_density_rms 0.072 data_p21n _database_code_depnum_ccdc_archive 'CCDC 783558' #TrackingRef 'znsip4bpmpfinal.cif' _audit_update_record ; 2010-07-28 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H32 N4 O11 S Zn' _chemical_formula_weight 649.98 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.8561(7) _cell_length_b 11.9538(9) _cell_length_c 22.8463(16) _cell_angle_alpha 90.00 _cell_angle_beta 95.506(1) _cell_angle_gamma 90.00 _cell_volume 2679.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9471 _cell_measurement_theta_min 2.47 _cell_measurement_theta_max 25.27 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.74 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.596 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1328 _exptl_absorpt_coefficient_mu 1.063 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5088 _exptl_absorpt_correction_T_max 0.7982 _exptl_absorpt_process_details 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 APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 16152 _diffrn_reflns_av_R_equivalents 0.0425 _diffrn_reflns_av_sigmaI/netI 0.0500 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 25.28 _reflns_number_total 4835 _reflns_number_gt 4341 _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^)+(0.0742P)^2^+1.6861P] 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 4835 _refine_ls_number_parameters 400 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0498 _refine_ls_R_factor_gt 0.0462 _refine_ls_wR_factor_ref 0.1356 _refine_ls_wR_factor_gt 0.1320 _refine_ls_goodness_of_fit_ref 1.096 _refine_ls_restrained_S_all 1.096 _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 0.26535(3) 0.78010(3) 0.036655(14) 0.03349(15) Uani 1 1 d . . . S2 S 0.19425(8) 0.56961(6) 0.12673(3) 0.0344(2) Uani 1 1 d . . . O1 O -0.0986(2) 0.29328(17) -0.00681(9) 0.0373(5) Uani 1 1 d . . . O1W O 0.492(2) 0.5812(18) 0.2212(9) 0.050(5) Uani 0.50 1 d P A 1 O2W O 0.625(2) 0.6717(19) 0.1399(9) 0.055(5) Uani 0.50 1 d P B 1 O3W O 0.7831(16) 0.5033(14) 0.1227(9) 0.036(2) Uani 0.50 1 d P C 1 O1WA O 0.5029(16) 0.5763(15) 0.2335(8) 0.029(2) Uani 0.50 1 d P D 2 O2WA O 0.612(2) 0.6803(16) 0.1380(8) 0.040(4) Uani 0.50 1 d P E 2 O3WA O 0.795(2) 0.4976(17) 0.1113(10) 0.059(6) Uani 0.50 1 d P F 2 O2 O 0.0365(2) 0.16595(19) -0.04397(10) 0.0464(6) Uani 1 1 d . . . O3 O 0.5384(2) 0.26113(18) -0.03209(9) 0.0385(5) Uani 1 1 d . . . O4 O 0.6202(2) 0.36281(19) 0.04492(10) 0.0462(5) Uani 1 1 d . . . O4W O 0.5176(4) 0.8695(3) 0.30497(17) 0.0943(11) Uani 1 1 d . . . O5 O 0.2789(2) 0.66721(16) 0.11618(9) 0.0374(5) Uani 1 1 d . . . O6 O 0.0495(2) 0.59198(18) 0.12091(10) 0.0407(5) Uani 1 1 d . . . O7 O 0.2407(2) 0.51665(18) 0.18281(9) 0.0415(5) Uani 1 1 d . . . N1 N 0.2699(3) 0.9154(2) 0.09300(11) 0.0344(5) Uani 1 1 d . . . N2 N 0.4208(3) 1.2329(2) 0.23230(11) 0.0370(6) Uani 1 1 d . . . N3 N 0.6306(3) 1.3922(2) 0.27093(11) 0.0365(6) Uani 1 1 d . . . H3N H 0.594(4) 1.452(3) 0.2574(15) 0.044 Uiso 1 1 d . . . N4 N 0.7626(3) 1.6174(2) 0.45707(11) 0.0370(6) Uani 1 1 d . . . C1 C 0.3626(3) 1.0121(2) 0.17960(13) 0.0378(7) Uani 1 1 d . . . H1 H 0.4234 1.0113 0.2145 0.045 Uiso 1 1 calc R . . C2 C 0.3533(3) 0.9200(2) 0.14289(13) 0.0363(6) Uani 1 1 d . . . H2 H 0.4087 0.8568 0.1535 0.044 Uiso 1 1 calc R . . C3 C 0.1905(3) 1.0050(3) 0.07941(14) 0.0393(7) Uani 1 1 d . . . H3 H 0.1292 1.0030 0.0447 0.047 Uiso 1 1 calc R . . C4 C 0.1947(3) 1.1002(3) 0.11409(14) 0.0399(7) Uani 1 1 d . . . H4 H 0.1372 1.1620 0.1029 0.048 Uiso 1 1 calc R . . C5 C 0.2831(3) 1.1054(2) 0.16537(13) 0.0372(7) Uani 1 1 d . . . C6 C 0.2852(3) 1.2064(3) 0.20445(15) 0.0404(7) Uani 1 1 d . . . H6A H 0.2501 1.2716 0.1809 0.049 Uiso 1 1 calc R . . H6B H 0.2232 1.1935 0.2354 0.049 Uiso 1 1 calc R . . C7 C 0.4092(3) 1.3078(2) 0.28239(13) 0.0373(7) Uani 1 1 d . . . H7A H 0.3520 1.2720 0.3104 0.045 Uiso 1 1 calc R . . H7B H 0.3640 1.3781 0.2684 0.045 Uiso 1 1 calc R . . C8 C 0.5467(3) 1.3341(3) 0.31323(13) 0.0401(7) Uani 1 1 d . . . H8A H 0.5925 1.2642 0.3275 0.048 Uiso 1 1 calc R . . H8B H 0.5366 1.3829 0.3476 0.048 Uiso 1 1 calc R . . C9 C 0.5024(4) 1.2867(3) 0.19015(14) 0.0398(7) Uani 1 1 d . . . H9A H 0.4555 1.3553 0.1746 0.048 Uiso 1 1 calc R . . H9B H 0.5116 1.2355 0.1567 0.048 Uiso 1 1 calc R . . C10 C 0.6430(3) 1.3171(3) 0.21872(14) 0.0425(7) Uani 1 1 d . . . H10A H 0.6929 1.2482 0.2316 0.051 Uiso 1 1 calc R . . H10B H 0.6952 1.3558 0.1898 0.051 Uiso 1 1 calc R . . C11 C 0.7688(3) 1.4274(3) 0.29743(15) 0.0444(8) Uani 1 1 d . . . H11A H 0.8135 1.4721 0.2683 0.053 Uiso 1 1 calc R . . H11B H 0.8250 1.3598 0.3065 0.053 Uiso 1 1 calc R . . C12 C 0.7641(3) 1.4952(3) 0.35272(14) 0.0391(7) Uani 1 1 d . . . C13 C 0.8348(3) 1.4585(3) 0.40435(14) 0.0411(7) Uani 1 1 d . . . H13 H 0.8857 1.3909 0.4051 0.049 Uiso 1 1 calc R . . C14 C 0.8303(3) 1.5218(3) 0.45521(14) 0.0393(7) Uani 1 1 d . . . H14 H 0.8784 1.4952 0.4905 0.047 Uiso 1 1 calc R . . C15 C 0.6923(3) 1.5953(3) 0.35414(13) 0.0399(7) Uani 1 1 d . . . H15 H 0.6426 1.6234 0.3196 0.048 Uiso 1 1 calc R . . C16 C 0.2248(3) 0.4683(2) 0.07258(12) 0.0325(6) Uani 1 1 d . . . C17 C 0.3572(3) 0.4424(2) 0.06169(13) 0.0342(6) Uani 1 1 d . . . H17 H 0.4318 0.4834 0.0803 0.041 Uiso 1 1 calc R . . C18 C 0.3796(3) 0.3553(2) 0.02294(12) 0.0340(6) Uani 1 1 d . . . C19 C 0.5239(3) 0.3258(2) 0.01226(13) 0.0366(7) Uani 1 1 d . . . C20 C 0.2692(3) 0.2950(2) -0.00316(13) 0.0347(6) Uani 1 1 d . . . H20 H 0.2844 0.2349 -0.0289 0.042 Uiso 1 1 calc R . . C21 C 0.1374(3) 0.3217(2) 0.00802(12) 0.0338(6) Uani 1 1 d . . . C22 C 0.0169(3) 0.2532(3) -0.01750(13) 0.0369(7) Uani 1 1 d . . . C23 C 0.1150(3) 0.4100(2) 0.04582(13) 0.0352(6) Uani 1 1 d . . . H23 H 0.0248 0.4298 0.0531 0.042 Uiso 1 1 calc R . . C24 C 0.6943(3) 1.6532(3) 0.40641(13) 0.0395(7) Uani 1 1 d . . . H24 H 0.6452 1.7215 0.4068 0.047 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 0.0271(2) 0.0364(2) 0.0368(2) -0.00379(13) 0.00198(15) -0.00024(12) S2 0.0313(4) 0.0351(4) 0.0370(4) -0.0035(3) 0.0045(3) -0.0013(3) O1 0.0256(12) 0.0454(11) 0.0408(11) -0.0046(9) 0.0031(9) -0.0042(8) O1W 0.065(7) 0.053(5) 0.028(8) 0.001(4) -0.012(4) 0.015(4) O2W 0.050(8) 0.072(11) 0.038(7) 0.014(6) -0.017(5) -0.012(6) O3W 0.021(4) 0.042(4) 0.047(6) -0.009(3) 0.009(4) -0.011(3) O1WA 0.027(4) 0.037(3) 0.022(6) 0.011(3) -0.008(3) -0.006(3) O2WA 0.038(6) 0.033(5) 0.052(9) -0.003(5) 0.018(6) 0.006(4) O3WA 0.060(8) 0.061(5) 0.057(9) 0.000(5) 0.017(5) 0.017(4) O2 0.0368(13) 0.0460(13) 0.0559(13) -0.0150(11) 0.0023(10) -0.0025(10) O3 0.0329(12) 0.0454(11) 0.0377(11) 0.0002(9) 0.0055(9) 0.0048(9) O4 0.0298(13) 0.0488(13) 0.0592(14) -0.0095(11) 0.0006(10) -0.0002(10) O4W 0.081(3) 0.109(3) 0.095(2) -0.013(2) 0.0170(19) 0.001(2) O5 0.0348(12) 0.0339(10) 0.0430(11) -0.0036(9) 0.0017(9) -0.0040(8) O6 0.0326(12) 0.0434(12) 0.0470(12) -0.0081(9) 0.0082(9) -0.0014(9) O7 0.0461(14) 0.0422(12) 0.0364(11) 0.0005(9) 0.0050(9) -0.0025(9) N1 0.0299(14) 0.0352(12) 0.0382(13) -0.0017(10) 0.0027(10) -0.0005(10) N2 0.0377(16) 0.0365(13) 0.0374(13) -0.0034(10) 0.0065(11) -0.0046(10) N3 0.0358(15) 0.0388(13) 0.0353(13) -0.0011(11) 0.0059(11) -0.0018(11) N4 0.0312(14) 0.0399(13) 0.0392(13) 0.0002(11) 0.0005(10) -0.0002(10) C1 0.0356(17) 0.0405(16) 0.0368(15) -0.0008(12) 0.0012(13) -0.0029(12) C2 0.0325(17) 0.0349(14) 0.0412(16) 0.0008(12) 0.0019(13) -0.0005(12) C3 0.0358(17) 0.0419(16) 0.0395(16) -0.0016(13) 0.0005(13) -0.0007(13) C4 0.0403(19) 0.0366(15) 0.0427(16) 0.0007(13) 0.0037(14) 0.0040(13) C5 0.0357(17) 0.0378(15) 0.0392(15) -0.0013(13) 0.0087(13) -0.0054(12) C6 0.0370(19) 0.0392(16) 0.0453(17) -0.0035(13) 0.0056(14) -0.0010(12) C7 0.0421(18) 0.0355(14) 0.0353(15) -0.0010(12) 0.0086(13) -0.0025(13) C8 0.0459(19) 0.0396(16) 0.0352(15) 0.0012(12) 0.0054(13) -0.0030(13) C9 0.043(2) 0.0427(16) 0.0347(15) -0.0038(12) 0.0078(13) -0.0040(13) C10 0.0423(19) 0.0473(17) 0.0388(16) -0.0076(14) 0.0090(14) -0.0027(14) C11 0.0341(18) 0.0511(18) 0.0478(18) -0.0087(14) 0.0031(14) -0.0026(14) C12 0.0341(17) 0.0413(16) 0.0421(16) -0.0021(13) 0.0048(13) -0.0047(13) C13 0.0366(18) 0.0414(16) 0.0460(17) -0.0004(14) 0.0074(14) 0.0012(13) C14 0.0322(17) 0.0458(17) 0.0396(16) 0.0027(13) 0.0019(13) -0.0007(13) C15 0.0383(18) 0.0430(16) 0.0378(16) 0.0005(13) 0.0007(13) -0.0019(13) C16 0.0315(16) 0.0336(14) 0.0327(14) 0.0011(11) 0.0048(12) 0.0005(11) C17 0.0281(16) 0.0366(15) 0.0376(15) 0.0010(12) 0.0008(12) -0.0037(11) C18 0.0304(16) 0.0374(15) 0.0342(14) 0.0048(12) 0.0034(12) 0.0029(12) C19 0.0317(17) 0.0368(15) 0.0416(16) 0.0048(13) 0.0050(13) 0.0006(12) C20 0.0343(17) 0.0341(14) 0.0359(15) -0.0005(12) 0.0040(12) 0.0014(12) C21 0.0304(16) 0.0381(15) 0.0327(14) 0.0023(12) 0.0015(12) -0.0010(12) C22 0.0336(18) 0.0404(15) 0.0360(15) 0.0007(13) -0.0004(13) -0.0039(13) C23 0.0299(17) 0.0379(15) 0.0380(15) 0.0002(12) 0.0034(12) 0.0012(12) C24 0.0359(18) 0.0395(16) 0.0425(16) -0.0002(13) 0.0007(13) 0.0007(12) _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 1.929(2) 3_565 ? Zn1 O3 2.009(2) 3_665 ? Zn1 N1 2.065(2) . ? Zn1 N4 2.191(3) 4_585 ? Zn1 O5 2.257(2) . ? S2 O6 1.445(2) . ? S2 O7 1.463(2) . ? S2 O5 1.468(2) . ? S2 C16 1.777(3) . ? O1 C22 1.280(4) . ? O1 Zn1 1.929(2) 3_565 ? O2 C22 1.230(4) . ? O3 C19 1.293(4) . ? O3 Zn1 2.008(2) 3_665 ? O4 C19 1.231(4) . ? N1 C2 1.341(4) . ? N1 C3 1.346(4) . ? N2 C6 1.459(4) . ? N2 C9 1.462(4) . ? N2 C7 1.466(4) . ? N3 C11 1.497(4) . ? N3 C8 1.501(4) . ? N3 C10 1.507(4) . ? N4 C14 1.326(4) . ? N4 C24 1.351(4) . ? N4 Zn1 2.191(3) 4_686 ? C1 C2 1.381(4) . ? C1 C5 1.384(4) . ? C3 C4 1.385(4) . ? C4 C5 1.393(4) . ? C5 C6 1.501(4) . ? C7 C8 1.500(5) . ? C9 C10 1.517(5) . ? C11 C12 1.505(4) . ? C12 C13 1.383(5) . ? C12 C15 1.392(4) . ? C13 C14 1.392(4) . ? C15 C24 1.379(4) . ? C16 C23 1.380(4) . ? C16 C17 1.387(4) . ? C17 C18 1.398(4) . ? C18 C20 1.391(4) . ? C18 C19 1.508(4) . ? C20 C21 1.386(4) . ? C21 C23 1.394(4) . ? C21 C22 1.513(4) . ? 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 O3 131.46(9) 3_565 3_665 ? O1 Zn1 N1 122.92(9) 3_565 . ? O3 Zn1 N1 105.14(9) 3_665 . ? O1 Zn1 N4 91.08(9) 3_565 4_585 ? O3 Zn1 N4 91.68(9) 3_665 4_585 ? N1 Zn1 N4 94.42(9) . 4_585 ? O1 Zn1 O5 89.72(8) 3_565 . ? O3 Zn1 O5 84.97(8) 3_665 . ? N1 Zn1 O5 88.30(8) . . ? N4 Zn1 O5 176.15(9) 4_585 . ? O6 S2 O7 112.58(14) . . ? O6 S2 O5 114.16(13) . . ? O7 S2 O5 110.67(13) . . ? O6 S2 C16 107.08(13) . . ? O7 S2 C16 104.79(13) . . ? O5 S2 C16 106.89(13) . . ? C22 O1 Zn1 120.36(19) . 3_565 ? C19 O3 Zn1 111.50(19) . 3_665 ? S2 O5 Zn1 128.10(12) . . ? C2 N1 C3 117.3(3) . . ? C2 N1 Zn1 122.5(2) . . ? C3 N1 Zn1 120.2(2) . . ? C6 N2 C9 110.3(3) . . ? C6 N2 C7 109.7(3) . . ? C9 N2 C7 109.5(2) . . ? C11 N3 C8 113.9(2) . . ? C11 N3 C10 110.4(2) . . ? C8 N3 C10 109.0(2) . . ? C14 N4 C24 117.2(3) . . ? C14 N4 Zn1 122.8(2) . 4_686 ? C24 N4 Zn1 119.9(2) . 4_686 ? C2 C1 C5 119.7(3) . . ? N1 C2 C1 123.3(3) . . ? N1 C3 C4 122.5(3) . . ? C3 C4 C5 120.0(3) . . ? C1 C5 C4 117.1(3) . . ? C1 C5 C6 122.2(3) . . ? C4 C5 C6 120.5(3) . . ? N2 C6 C5 113.2(3) . . ? N2 C7 C8 111.1(3) . . ? C7 C8 N3 108.9(2) . . ? N2 C9 C10 111.1(3) . . ? N3 C10 C9 110.1(3) . . ? N3 C11 C12 113.0(3) . . ? C13 C12 C15 118.0(3) . . ? C13 C12 C11 119.4(3) . . ? C15 C12 C11 122.6(3) . . ? C12 C13 C14 119.0(3) . . ? N4 C14 C13 123.5(3) . . ? C24 C15 C12 119.1(3) . . ? C23 C16 C17 121.3(3) . . ? C23 C16 S2 118.3(2) . . ? C17 C16 S2 120.1(2) . . ? C16 C17 C18 119.2(3) . . ? C20 C18 C17 119.5(3) . . ? C20 C18 C19 121.4(3) . . ? C17 C18 C19 119.0(3) . . ? O4 C19 O3 123.6(3) . . ? O4 C19 C18 120.1(3) . . ? O3 C19 C18 116.3(3) . . ? C21 C20 C18 120.7(3) . . ? C20 C21 C23 119.7(3) . . ? C20 C21 C22 121.3(3) . . ? C23 C21 C22 118.9(3) . . ? O2 C22 O1 126.6(3) . . ? O2 C22 C21 119.6(3) . . ? O1 C22 C21 113.8(3) . . ? C16 C23 C21 119.5(3) . . ? N4 C24 C15 123.2(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O6 S2 O5 Zn1 -54.31(19) . . . . ? O7 S2 O5 Zn1 177.45(14) . . . . ? C16 S2 O5 Zn1 63.89(18) . . . . ? O1 Zn1 O5 S2 8.17(16) 3_565 . . . ? O3 Zn1 O5 S2 -123.52(17) 3_665 . . . ? N1 Zn1 O5 S2 131.12(16) . . . . ? N4 Zn1 O5 S2 -93.8(12) 4_585 . . . ? O1 Zn1 N1 C2 130.4(2) 3_565 . . . ? O3 Zn1 N1 C2 -42.5(3) 3_665 . . . ? N4 Zn1 N1 C2 -135.4(2) 4_585 . . . ? O5 Zn1 N1 C2 41.9(2) . . . . ? O1 Zn1 N1 C3 -51.7(3) 3_565 . . . ? O3 Zn1 N1 C3 135.4(2) 3_665 . . . ? N4 Zn1 N1 C3 42.4(2) 4_585 . . . ? O5 Zn1 N1 C3 -140.3(2) . . . . ? C3 N1 C2 C1 -1.2(5) . . . . ? Zn1 N1 C2 C1 176.6(2) . . . . ? C5 C1 C2 N1 0.1(5) . . . . ? C2 N1 C3 C4 1.4(5) . . . . ? Zn1 N1 C3 C4 -176.6(2) . . . . ? N1 C3 C4 C5 -0.3(5) . . . . ? C2 C1 C5 C4 1.0(5) . . . . ? C2 C1 C5 C6 177.9(3) . . . . ? C3 C4 C5 C1 -0.9(5) . . . . ? C3 C4 C5 C6 -177.9(3) . . . . ? C9 N2 C6 C5 76.7(3) . . . . ? C7 N2 C6 C5 -162.5(3) . . . . ? C1 C5 C6 N2 38.0(4) . . . . ? C4 C5 C6 N2 -145.1(3) . . . . ? C6 N2 C7 C8 178.3(2) . . . . ? C9 N2 C7 C8 -60.5(3) . . . . ? N2 C7 C8 N3 61.2(3) . . . . ? C11 N3 C8 C7 177.5(3) . . . . ? C10 N3 C8 C7 -58.8(3) . . . . ? C6 N2 C9 C10 178.8(2) . . . . ? C7 N2 C9 C10 58.0(3) . . . . ? C11 N3 C10 C9 -177.1(3) . . . . ? C8 N3 C10 C9 57.2(3) . . . . ? N2 C9 C10 N3 -57.3(3) . . . . ? C8 N3 C11 C12 -52.5(4) . . . . ? C10 N3 C11 C12 -175.4(3) . . . . ? N3 C11 C12 C13 122.3(3) . . . . ? N3 C11 C12 C15 -58.5(4) . . . . ? C15 C12 C13 C14 0.6(5) . . . . ? C11 C12 C13 C14 179.8(3) . . . . ? C24 N4 C14 C13 0.4(5) . . . . ? Zn1 N4 C14 C13 -176.9(2) 4_686 . . . ? C12 C13 C14 N4 -0.8(5) . . . . ? C13 C12 C15 C24 -0.1(5) . . . . ? C11 C12 C15 C24 -179.3(3) . . . . ? O6 S2 C16 C23 -15.2(3) . . . . ? O7 S2 C16 C23 104.6(2) . . . . ? O5 S2 C16 C23 -137.9(2) . . . . ? O6 S2 C16 C17 170.4(2) . . . . ? O7 S2 C16 C17 -69.8(3) . . . . ? O5 S2 C16 C17 47.7(3) . . . . ? C23 C16 C17 C18 -0.2(4) . . . . ? S2 C16 C17 C18 174.1(2) . . . . ? C16 C17 C18 C20 -1.1(4) . . . . ? C16 C17 C18 C19 -178.7(3) . . . . ? Zn1 O3 C19 O4 4.5(4) 3_665 . . . ? Zn1 O3 C19 C18 -175.47(19) 3_665 . . . ? C20 C18 C19 O4 -164.1(3) . . . . ? C17 C18 C19 O4 13.5(4) . . . . ? C20 C18 C19 O3 15.9(4) . . . . ? C17 C18 C19 O3 -166.6(3) . . . . ? C17 C18 C20 C21 1.1(4) . . . . ? C19 C18 C20 C21 178.7(3) . . . . ? C18 C20 C21 C23 0.0(4) . . . . ? C18 C20 C21 C22 -176.7(3) . . . . ? Zn1 O1 C22 O2 -3.4(4) 3_565 . . . ? Zn1 O1 C22 C21 178.89(18) 3_565 . . . ? C20 C21 C22 O2 7.1(4) . . . . ? C23 C21 C22 O2 -169.7(3) . . . . ? C20 C21 C22 O1 -175.0(3) . . . . ? C23 C21 C22 O1 8.2(4) . . . . ? C17 C16 C23 C21 1.4(4) . . . . ? S2 C16 C23 C21 -173.0(2) . . . . ? C20 C21 C23 C16 -1.3(4) . . . . ? C22 C21 C23 C16 175.6(3) . . . . ? C14 N4 C24 C15 0.1(5) . . . . ? Zn1 N4 C24 C15 177.5(2) 4_686 . . . ? C12 C15 C24 N4 -0.3(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N3 H3N O1W 0.85(4) 1.98(4) 2.82(2) 173(4) 1_565 N3 H3N O1WA 0.85(4) 1.79(4) 2.64(2) 174(4) 1_565 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.516 _refine_diff_density_min -0.566 _refine_diff_density_rms 0.080