# Supplementary Material (ESI) for ChemComm # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 182/1817 data_compound1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H20 Cd N2 O4' _chemical_formula_weight 560.86 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' 'Cd' 'Cd' -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 22.250(4) _cell_length_b 9.1085(17) _cell_length_c 12.503(2) _cell_angle_alpha 90.00 _cell_angle_beta 96.359(3) _cell_angle_gamma 90.00 _cell_volume 2518.3(8) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.479 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1128 _exptl_absorpt_coefficient_mu 0.903 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _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_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7563 _diffrn_reflns_av_R_equivalents 0.0780 _diffrn_reflns_av_sigmaI/netI 0.0716 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.64 _diffrn_reflns_theta_max 28.32 _reflns_number_total 5352 _reflns_number_gt 4405 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.1508P)^2^+14.4983P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.04(7) _refine_ls_number_reflns 5352 _refine_ls_number_parameters 317 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1012 _refine_ls_R_factor_gt 0.0845 _refine_ls_wR_factor_ref 0.2319 _refine_ls_wR_factor_gt 0.2175 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.034 _refine_ls_shift/su_mean 0.005 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.0000 0.36302(9) 0.5000 0.0340(3) Uani 1 2 d S . . Cd2 Cd 0.5000 -0.74016(10) 1.0000 0.0367(3) Uani 1 2 d S . . O4 O 0.0993(4) 0.2510(11) 0.4923(7) 0.052(2) Uani 1 1 d . . . N2 N 0.4466(4) -0.5646(13) 0.9037(8) 0.043(2) Uani 1 1 d . . . O3 O 0.0485(4) 0.2243(12) 0.6360(7) 0.055(2) Uani 1 1 d . . . O1 O 0.4450(3) -0.7817(11) 1.1507(7) 0.053(2) Uani 1 1 d . . . C23 C 0.3275(5) -0.2461(15) 0.7422(9) 0.041(2) Uani 1 1 d . . . H23 H 0.3376 -0.2110 0.6748 0.049 Uiso 1 1 calc R . . C18 C 0.1836(6) -0.057(2) 0.7794(12) 0.067(5) Uani 1 1 d . . . H18 H 0.1813 -0.0948 0.8497 0.081 Uiso 1 1 calc R . . C24 C 0.3681(5) -0.3482(14) 0.7988(9) 0.040(3) Uani 1 1 d . . . C19 C 0.2320(5) -0.0965(13) 0.7229(10) 0.042(3) Uani 1 1 d . . . C17 C 0.1383(7) 0.038(2) 0.7331(12) 0.073(5) Uani 1 1 d . . . H17 H 0.1052 0.0623 0.7717 0.087 Uiso 1 1 calc R . . C15 C 0.0949(5) 0.1986(12) 0.5839(8) 0.037(2) Uani 1 1 d . . . C16 C 0.1412(5) 0.0981(15) 0.6306(9) 0.043(3) Uani 1 1 d . . . C25 C 0.3627(5) -0.3936(17) 0.9055(9) 0.053(3) Uani 1 1 d . . . H25 H 0.3324 -0.3522 0.9441 0.063 Uiso 1 1 calc R . . C20 C 0.2355(5) -0.0373(14) 0.6207(8) 0.043(2) Uani 1 1 d . . . H20 H 0.2682 -0.0622 0.5815 0.052 Uiso 1 1 calc R . . O2 O 0.4195(5) -0.8899(16) 1.0017(8) 0.082(4) Uani 1 1 d . . . C1 C 0.4124(5) -0.8708(14) 1.0973(9) 0.042(2) Uani 1 1 d . . . C2 C 0.3622(5) -0.9500(14) 1.1450(9) 0.045(3) Uani 1 1 d . . . C27 C 0.4525(4) -0.5149(13) 0.8046(8) 0.039(2) Uani 1 1 d . . . H27 H 0.4845 -0.5547 0.7691 0.047 Uiso 1 1 calc R . . C28 C 0.4165(5) -0.4119(13) 0.7501(9) 0.041(2) Uani 1 1 d . . . H28 H 0.4239 -0.3829 0.6798 0.050 Uiso 1 1 calc R . . C5 C 0.2694(5) -1.0926(14) 1.2367(11) 0.051(3) Uani 1 1 d . . . C7 C 0.3201(6) -1.0305(17) 1.0806(11) 0.061(4) Uani 1 1 d . . . H7 H 0.3226 -1.0364 1.0054 0.073 Uiso 1 1 calc R . . C4 C 0.3105(5) -1.0090(15) 1.2991(10) 0.051(3) Uani 1 1 d . . . H4 H 0.3067 -0.9975 1.3736 0.061 Uiso 1 1 calc R . . C3 C 0.3579(6) -0.9403(17) 1.2544(10) 0.055(3) Uani 1 1 d . . . H3 H 0.3874 -0.8866 1.2992 0.066 Uiso 1 1 calc R . . C6 C 0.2740(7) -1.1028(19) 1.1248(11) 0.070(4) Uani 1 1 d . . . H6 H 0.2455 -1.1593 1.0801 0.084 Uiso 1 1 calc R . . C21 C 0.1906(5) 0.0586(12) 0.5767(8) 0.038(2) Uani 1 1 d . . . H21 H 0.1937 0.0987 0.5074 0.046 Uiso 1 1 calc R . . C22 C 0.2763(5) -0.1957(14) 0.7766(9) 0.041(2) Uani 1 1 d . . . H22 H 0.2681 -0.2298 0.8453 0.049 Uiso 1 1 calc R . . C26 C 0.4013(5) -0.4972(15) 0.9527(9) 0.047(3) Uani 1 1 d . . . H26 H 0.3967 -0.5249 1.0246 0.057 Uiso 1 1 calc R . . N1 N 0.0400(4) -1.4572(11) 1.3995(7) 0.042(2) Uani 1 1 d . . . C13 C 0.0738(5) -1.3515(15) 1.4514(10) 0.051(3) Uani 1 1 d . . . H13 H 0.0662 -1.3241 1.5220 0.062 Uiso 1 1 calc R . . C14 C 0.1192(6) -1.2818(17) 1.4048(11) 0.060(3) Uani 1 1 d . . . H14 H 0.1435 -1.2095 1.4436 0.072 Uiso 1 1 calc R . . C10 C 0.1296(5) -1.3190(14) 1.2982(10) 0.050(3) Uani 1 1 d . . . C11 C 0.0938(6) -1.4221(14) 1.2470(10) 0.052(3) Uani 1 1 d . . . H11 H 0.0990 -1.4478 1.1749 0.062 Uiso 1 1 calc R . . C12 C 0.0493(5) -1.4918(14) 1.2985(9) 0.045(3) Uani 1 1 d . . . H12 H 0.0250 -1.5653 1.2612 0.053 Uiso 1 1 calc R . . C9 C 0.1773(6) -1.2506(15) 1.2406(12) 0.053(3) Uani 1 1 d . . . H9 H 0.1772 -1.2701 1.1660 0.063 Uiso 1 1 calc R . . C8 C 0.2204(6) -1.1629(16) 1.2883(11) 0.056(3) Uani 1 1 d . . . H8 H 0.2194 -1.1442 1.3628 0.067 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 Cd1 0.0273(6) 0.0448(7) 0.0322(6) 0.000 0.0139(5) 0.000 Cd2 0.0288(6) 0.0494(8) 0.0345(6) 0.000 0.0149(5) 0.000 O4 0.050(5) 0.070(5) 0.037(4) 0.016(4) 0.016(3) 0.018(4) N2 0.027(4) 0.068(7) 0.037(5) 0.002(5) 0.014(4) 0.003(4) O3 0.049(5) 0.074(6) 0.045(5) 0.012(5) 0.026(4) 0.015(4) O1 0.032(4) 0.087(6) 0.042(4) 0.001(4) 0.016(3) -0.016(4) C23 0.031(5) 0.052(6) 0.040(5) -0.009(5) 0.007(4) -0.004(5) C18 0.050(7) 0.103(12) 0.054(8) 0.030(9) 0.031(6) 0.033(8) C24 0.030(5) 0.052(7) 0.041(6) -0.005(5) 0.010(4) 0.002(5) C19 0.033(5) 0.045(6) 0.052(6) -0.006(5) 0.012(5) 0.002(4) C17 0.073(10) 0.098(13) 0.055(8) 0.041(9) 0.044(8) 0.048(10) C15 0.042(6) 0.043(6) 0.026(5) -0.003(4) 0.002(4) 0.005(5) C16 0.031(5) 0.063(7) 0.038(5) -0.001(5) 0.018(4) 0.003(5) C25 0.045(6) 0.076(9) 0.041(6) -0.014(6) 0.024(5) 0.011(6) C20 0.037(5) 0.061(7) 0.033(5) -0.007(5) 0.014(4) 0.010(5) O2 0.081(7) 0.126(10) 0.044(5) -0.016(6) 0.027(5) -0.031(7) C1 0.029(5) 0.059(7) 0.040(5) 0.006(5) 0.010(4) -0.007(5) C2 0.036(5) 0.054(6) 0.049(6) 0.010(5) 0.022(5) 0.004(5) C27 0.031(5) 0.052(6) 0.039(5) -0.001(5) 0.017(4) -0.001(4) C28 0.040(5) 0.050(6) 0.037(5) -0.003(5) 0.014(4) -0.002(5) C5 0.037(6) 0.056(7) 0.063(7) 0.015(6) 0.025(5) 0.003(5) C7 0.054(7) 0.075(8) 0.057(7) -0.013(7) 0.031(6) -0.033(7) C4 0.053(7) 0.059(7) 0.045(6) 0.011(5) 0.025(5) 0.003(6) C3 0.044(6) 0.077(9) 0.047(7) 0.003(6) 0.016(5) -0.016(6) C6 0.063(8) 0.094(11) 0.055(7) 0.006(7) 0.017(6) -0.038(8) C21 0.043(5) 0.044(5) 0.030(5) 0.002(4) 0.016(4) 0.012(4) C22 0.035(5) 0.053(6) 0.037(5) 0.003(5) 0.014(4) 0.004(5) C26 0.046(6) 0.069(8) 0.032(5) -0.007(5) 0.026(5) -0.001(6) N1 0.046(5) 0.046(5) 0.039(5) 0.006(4) 0.026(4) -0.007(4) C13 0.047(6) 0.054(7) 0.055(7) 0.013(6) 0.015(5) -0.008(6) C14 0.050(7) 0.072(9) 0.060(8) -0.003(7) 0.014(6) -0.025(6) C10 0.043(6) 0.058(8) 0.054(7) 0.020(6) 0.023(5) 0.009(5) C11 0.055(7) 0.058(7) 0.050(7) 0.020(6) 0.033(6) 0.012(6) C12 0.037(5) 0.067(8) 0.032(5) 0.000(5) 0.014(4) -0.002(5) C9 0.042(6) 0.053(7) 0.066(8) 0.014(6) 0.020(6) -0.007(6) C8 0.044(6) 0.073(9) 0.055(7) 0.022(6) 0.024(5) 0.012(6) _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 Cd1 O3 2.290(9) 2_556 ? Cd1 O3 2.290(9) . ? Cd1 N1 2.301(8) 1_574 ? Cd1 N1 2.301(8) 2_577 ? Cd1 O4 2.444(8) 2_556 ? Cd1 O4 2.444(8) . ? Cd1 C15 2.704(11) 2_556 ? Cd1 C15 2.704(11) . ? Cd2 O2 2.253(12) . ? Cd2 O2 2.253(12) 2_657 ? Cd2 N2 2.259(10) 2_657 ? Cd2 N2 2.259(10) . ? Cd2 O1 2.387(7) 2_657 ? Cd2 O1 2.387(7) . ? Cd2 C1 2.687(10) . ? Cd2 C1 2.687(10) 2_657 ? O4 C15 1.254(13) . ? N2 C27 1.339(14) . ? N2 C26 1.380(14) . ? O3 C15 1.302(13) . ? O1 C1 1.234(14) . ? C23 C22 1.342(15) . ? C23 C24 1.428(18) . ? C18 C17 1.405(19) . ? C18 C19 1.399(15) . ? C24 C28 1.418(15) . ? C24 C25 1.415(17) . ? C19 C20 1.397(16) . ? C19 C22 1.447(17) . ? C17 C16 1.400(16) . ? C15 C16 1.452(16) . ? C16 C21 1.399(13) . ? C25 C26 1.366(18) . ? C20 C21 1.392(15) . ? O2 C1 1.235(15) . ? C1 C2 1.507(14) . ? C2 C7 1.377(18) . ? C2 C3 1.384(17) . ? C27 C28 1.366(16) . ? C5 C4 1.365(19) . ? C5 C6 1.417(19) . ? C5 C8 1.473(15) . ? C7 C6 1.383(16) . ? C4 C3 1.396(16) . ? N1 C13 1.345(16) . ? N1 C12 1.340(13) . ? N1 Cd1 2.301(8) 1_536 ? C13 C14 1.376(16) . ? C14 C10 1.418(18) . ? C10 C11 1.35(2) . ? C10 C9 1.484(15) . ? C11 C12 1.393(14) . ? C9 C8 1.34(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 O3 Cd1 O3 113.0(6) 2_556 . ? O3 Cd1 N1 99.6(3) 2_556 1_574 ? O3 Cd1 N1 128.3(3) . 1_574 ? O3 Cd1 N1 128.3(3) 2_556 2_577 ? O3 Cd1 N1 99.6(3) . 2_577 ? N1 Cd1 N1 89.3(5) 1_574 2_577 ? O3 Cd1 O4 56.3(3) 2_556 2_556 ? O3 Cd1 O4 95.4(3) . 2_556 ? N1 Cd1 O4 136.4(3) 1_574 2_556 ? N1 Cd1 O4 82.5(3) 2_577 2_556 ? O3 Cd1 O4 95.4(3) 2_556 . ? O3 Cd1 O4 56.3(3) . . ? N1 Cd1 O4 82.5(3) 1_574 . ? N1 Cd1 O4 136.4(3) 2_577 . ? O4 Cd1 O4 130.6(5) 2_556 . ? O3 Cd1 C15 28.7(3) 2_556 2_556 ? O3 Cd1 C15 105.4(4) . 2_556 ? N1 Cd1 C15 121.0(3) 1_574 2_556 ? N1 Cd1 C15 105.9(3) 2_577 2_556 ? O4 Cd1 C15 27.6(3) 2_556 2_556 ? O4 Cd1 C15 115.1(3) . 2_556 ? O3 Cd1 C15 105.4(3) 2_556 . ? O3 Cd1 C15 28.7(3) . . ? N1 Cd1 C15 105.9(3) 1_574 . ? N1 Cd1 C15 121.0(3) 2_577 . ? O4 Cd1 C15 115.1(3) 2_556 . ? O4 Cd1 C15 27.6(3) . . ? C15 Cd1 C15 112.7(5) 2_556 . ? O2 Cd2 O2 105.5(7) . 2_657 ? O2 Cd2 N2 142.7(3) . 2_657 ? O2 Cd2 N2 93.5(4) 2_657 2_657 ? O2 Cd2 N2 93.5(4) . . ? O2 Cd2 N2 142.7(3) 2_657 . ? N2 Cd2 N2 89.9(6) 2_657 . ? O2 Cd2 O1 112.9(4) . 2_657 ? O2 Cd2 O1 54.5(3) 2_657 2_657 ? N2 Cd2 O1 104.3(3) 2_657 2_657 ? N2 Cd2 O1 88.7(3) . 2_657 ? O2 Cd2 O1 54.5(3) . . ? O2 Cd2 O1 112.9(4) 2_657 . ? N2 Cd2 O1 88.7(3) 2_657 . ? N2 Cd2 O1 104.3(3) . . ? O1 Cd2 O1 161.8(5) 2_657 . ? O2 Cd2 C1 27.2(4) . . ? O2 Cd2 C1 110.7(4) 2_657 . ? N2 Cd2 C1 115.9(3) 2_657 . ? N2 Cd2 C1 100.9(3) . . ? O1 Cd2 C1 138.4(4) 2_657 . ? O1 Cd2 C1 27.3(3) . . ? O2 Cd2 C1 110.7(4) . 2_657 ? O2 Cd2 C1 27.2(4) 2_657 2_657 ? N2 Cd2 C1 100.9(3) 2_657 2_657 ? N2 Cd2 C1 115.9(3) . 2_657 ? O1 Cd2 C1 27.3(3) 2_657 2_657 ? O1 Cd2 C1 138.4(4) . 2_657 ? C1 Cd2 C1 127.4(5) . 2_657 ? C15 O4 Cd1 87.8(6) . . ? C27 N2 C26 114.4(10) . . ? C27 N2 Cd2 129.2(8) . . ? C26 N2 Cd2 116.4(7) . . ? C15 O3 Cd1 93.6(6) . . ? C1 O1 Cd2 90.0(6) . . ? C22 C23 C24 125.2(11) . . ? C17 C18 C19 120.5(12) . . ? C28 C24 C25 115.7(11) . . ? C28 C24 C23 121.5(10) . . ? C25 C24 C23 122.8(10) . . ? C20 C19 C18 119.1(11) . . ? C20 C19 C22 124.1(10) . . ? C18 C19 C22 116.8(11) . . ? C18 C17 C16 120.9(11) . . ? O4 C15 O3 122.3(10) . . ? O4 C15 C16 119.0(10) . . ? O3 C15 C16 118.7(9) . . ? O4 C15 Cd1 64.6(6) . . ? O3 C15 Cd1 57.7(6) . . ? C16 C15 Cd1 173.9(8) . . ? C21 C16 C17 117.4(11) . . ? C21 C16 C15 122.0(10) . . ? C17 C16 C15 120.7(10) . . ? C26 C25 C24 119.6(10) . . ? C19 C20 C21 119.6(9) . . ? C1 O2 Cd2 96.4(8) . . ? O1 C1 O2 119.0(10) . . ? O1 C1 C2 121.2(10) . . ? O2 C1 C2 119.7(11) . . ? O1 C1 Cd2 62.7(5) . . ? O2 C1 Cd2 56.5(7) . . ? C2 C1 Cd2 176.1(8) . . ? C7 C2 C3 119.6(10) . . ? C7 C2 C1 120.7(10) . . ? C3 C2 C1 119.7(11) . . ? N2 C27 C28 125.5(10) . . ? C27 C28 C24 119.9(10) . . ? C4 C5 C6 118.9(10) . . ? C4 C5 C8 118.2(12) . . ? C6 C5 C8 122.8(13) . . ? C2 C7 C6 120.5(12) . . ? C5 C4 C3 120.6(11) . . ? C4 C3 C2 120.3(12) . . ? C7 C6 C5 120.0(13) . . ? C20 C21 C16 122.5(9) . . ? C23 C22 C19 128.6(11) . . ? C25 C26 N2 124.8(10) . . ? C13 N1 C12 119.0(9) . . ? C13 N1 Cd1 118.5(7) . 1_536 ? C12 N1 Cd1 117.2(8) . 1_536 ? N1 C13 C14 121.7(12) . . ? C13 C14 C10 119.4(13) . . ? C11 C10 C14 117.7(10) . . ? C11 C10 C9 118.6(11) . . ? C14 C10 C9 123.7(13) . . ? C10 C11 C12 120.7(11) . . ? N1 C12 C11 121.4(11) . . ? C8 C9 C10 123.5(13) . . ? C9 C8 C5 126.4(13) . . ? _diffrn_measured_fraction_theta_max 0.945 _diffrn_reflns_theta_full 28.32 _diffrn_measured_fraction_theta_full 0.945 _refine_diff_density_max 3.149 _refine_diff_density_min -2.707 _refine_diff_density_rms 0.191 #===END data_compound2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H20 N2 O4 Zn' _chemical_formula_weight 513.83 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Zn' 'Zn' 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 21.522(3) _cell_length_b 8.8667(11) _cell_length_c 13.0464(16) _cell_angle_alpha 90.00 _cell_angle_beta 95.207(2) _cell_angle_gamma 90.00 _cell_volume 2479.4(5) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.377 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1056 _exptl_absorpt_coefficient_mu 1.027 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _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_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8191 _diffrn_reflns_av_R_equivalents 0.0866 _diffrn_reflns_av_sigmaI/netI 0.1223 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.57 _diffrn_reflns_theta_max 28.30 _reflns_number_total 5453 _reflns_number_gt 3671 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0863P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.03(2) _refine_ls_number_reflns 5453 _refine_ls_number_parameters 317 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1105 _refine_ls_R_factor_gt 0.0642 _refine_ls_wR_factor_ref 0.1615 _refine_ls_wR_factor_gt 0.1422 _refine_ls_goodness_of_fit_ref 0.977 _refine_ls_restrained_S_all 0.977 _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 1.0000 0.68446(9) 1.0000 0.0268(3) Uani 1 2 d S . . Zn2 Zn 0.5000 1.58574(10) 1.5000 0.0254(3) Uani 1 2 d S . . O2 O 0.94878(19) 0.7332(5) 1.1276(3) 0.0370(11) Uani 1 1 d . . . O1 O 0.9227(2) 0.8539(6) 0.9846(4) 0.0484(13) Uani 1 1 d . . . N1 N 0.5420(2) 1.4317(6) 1.4121(4) 0.0316(12) Uani 1 1 d . . . C1 C 0.9160(3) 0.8295(7) 1.0765(5) 0.0322(14) Uani 1 1 d . . . C2 C 0.8664(3) 0.9111(7) 1.1285(5) 0.0324(14) Uani 1 1 d . . . C10 C 0.6300(3) 1.2825(8) 1.3025(5) 0.0384(16) Uani 1 1 d . . . C5 C 0.7729(3) 1.0588(8) 1.2262(6) 0.0390(18) Uani 1 1 d . . . C12 C 0.5454(3) 1.4562(7) 1.3118(5) 0.0326(14) Uani 1 1 d . . . H12 H 0.5173 1.5266 1.2779 0.039 Uiso 1 1 calc R . . C9 C 0.6782(3) 1.2122(9) 1.2425(6) 0.0443(18) Uani 1 1 d . . . H9 H 0.6748 1.2284 1.1702 0.053 Uiso 1 1 calc R . . C6 C 0.8177(3) 0.9724(9) 1.2819(6) 0.0429(17) Uani 1 1 d . . . H6 H 0.8169 0.9638 1.3544 0.051 Uiso 1 1 calc R . . C13 C 0.5806(3) 1.3283(9) 1.4574(5) 0.0444(18) Uani 1 1 d . . . H13 H 0.5773 1.3061 1.5279 0.053 Uiso 1 1 calc R . . C14 C 0.6247(3) 1.2523(8) 1.4077(6) 0.0510(19) Uani 1 1 d . . . H14 H 0.6513 1.1805 1.4435 0.061 Uiso 1 1 calc R . . C7 C 0.8636(3) 0.8986(8) 1.2337(5) 0.0364(15) Uani 1 1 d . . . H7 H 0.8935 0.8386 1.2733 0.044 Uiso 1 1 calc R . . C11 C 0.5879(3) 1.3841(7) 1.2542(5) 0.0360(15) Uani 1 1 d . . . H11 H 0.5881 1.4042 1.1827 0.043 Uiso 1 1 calc R . . C8 C 0.7241(3) 1.1311(8) 1.2819(6) 0.0444(19) Uani 1 1 d . . . H8 H 0.7267 1.1162 1.3543 0.053 Uiso 1 1 calc R . . C4 C 0.7759(3) 1.0726(8) 1.1196(6) 0.0466(17) Uani 1 1 d . . . H4 H 0.7458 1.1324 1.0803 0.056 Uiso 1 1 calc R . . C3 C 0.8225(3) 0.9991(8) 1.0705(6) 0.0426(17) Uani 1 1 d . . . H3 H 0.8243 1.0091 0.9983 0.051 Uiso 1 1 calc R . . O4 O 0.6075(2) 1.7199(7) 1.4653(4) 0.0588(15) Uani 1 1 d . . . O3 O 0.5529(2) 1.7030(7) 1.6000(4) 0.0384(12) Uani 1 1 d . . . C15 C 0.5995(3) 1.7515(8) 1.5551(6) 0.0383(18) Uani 1 1 d . . . N2 N 0.9458(2) 2.5252(6) 1.9168(4) 0.0277(13) Uani 1 1 d . . . C22 C 0.7719(3) 2.1549(8) 1.7801(5) 0.0369(19) Uani 1 1 d . . . H22 H 0.7606 2.1848 1.8458 0.044 Uiso 1 1 calc R . . C19 C 0.7293(3) 2.0558(7) 1.7200(5) 0.0317(17) Uani 1 1 d . . . C26 C 0.8999(3) 2.4576(8) 1.9617(5) 0.0348(17) Uani 1 1 d . . . H26 H 0.8941 2.4830 2.0309 0.042 Uiso 1 1 calc R . . C20 C 0.7363(3) 2.0105(7) 1.6185(5) 0.0324(14) Uani 1 1 d . . . H20 H 0.7707 2.0475 1.5851 0.039 Uiso 1 1 calc R . . C24 C 0.8674(3) 2.3114(8) 1.8120(5) 0.0325(16) Uani 1 1 d . . . C25 C 0.8604(3) 2.3528(8) 1.9124(5) 0.0349(16) Uani 1 1 d . . . H25 H 0.8282 2.3087 1.9477 0.042 Uiso 1 1 calc R . . C23 C 0.8255(3) 2.2078(8) 1.7509(5) 0.0342(16) Uani 1 1 d . . . H23 H 0.8376 2.1762 1.6860 0.041 Uiso 1 1 calc R . . C28 C 0.9176(3) 2.3781(7) 1.7660(5) 0.0314(14) Uani 1 1 d . . . H28 H 0.9260 2.3523 1.6980 0.038 Uiso 1 1 calc R . . C27 C 0.9544(3) 2.4827(7) 1.8232(5) 0.0337(14) Uani 1 1 d . . . H27 H 0.9882 2.5265 1.7918 0.040 Uiso 1 1 calc R . . C17 C 0.6351(4) 1.9032(10) 1.7125(6) 0.046(2) Uani 1 1 d . . . H17 H 0.5999 1.8683 1.7447 0.055 Uiso 1 1 calc R . . C16 C 0.6443(3) 1.8578(7) 1.6133(5) 0.0301(15) Uani 1 1 d . . . C18 C 0.6775(4) 1.9996(9) 1.7643(7) 0.049(2) Uani 1 1 d . . . H18 H 0.6711 2.0286 1.8326 0.059 Uiso 1 1 calc R . . C21 C 0.6949(3) 1.9145(7) 1.5667(5) 0.0334(14) Uani 1 1 d . . . H21 H 0.7008 1.8861 1.4980 0.040 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 0.0235(6) 0.0304(6) 0.0277(6) 0.000 0.0087(5) 0.000 Zn2 0.0198(6) 0.0305(6) 0.0265(6) 0.000 0.0061(5) 0.000 O2 0.030(2) 0.044(3) 0.037(3) -0.005(2) 0.0046(19) 0.006(2) O1 0.054(3) 0.053(3) 0.041(3) 0.000(2) 0.022(2) 0.011(2) N1 0.027(3) 0.037(3) 0.031(3) 0.000(2) 0.008(2) -0.001(2) C1 0.027(3) 0.031(4) 0.039(4) -0.008(3) 0.006(3) -0.001(3) C2 0.025(3) 0.033(3) 0.040(4) -0.005(3) 0.008(3) -0.003(3) C10 0.030(3) 0.044(4) 0.043(4) -0.015(3) 0.012(3) -0.005(3) C5 0.029(4) 0.031(4) 0.059(5) -0.009(3) 0.016(3) -0.006(3) C12 0.029(3) 0.031(3) 0.039(4) 0.001(3) 0.005(3) -0.002(3) C9 0.041(4) 0.037(4) 0.056(5) -0.009(4) 0.012(3) 0.004(3) C6 0.035(4) 0.050(5) 0.045(4) -0.015(4) 0.010(3) 0.002(3) C13 0.043(4) 0.051(5) 0.041(4) 0.010(4) 0.015(3) 0.018(3) C14 0.049(5) 0.040(4) 0.066(5) 0.004(4) 0.017(4) 0.020(3) C7 0.033(4) 0.042(4) 0.036(4) -0.003(3) 0.008(3) 0.001(3) C11 0.035(4) 0.040(4) 0.035(4) -0.010(3) 0.011(3) -0.004(3) C8 0.043(4) 0.036(4) 0.056(5) -0.014(3) 0.012(3) -0.005(3) C4 0.038(4) 0.035(4) 0.067(5) -0.002(4) 0.002(3) 0.015(3) C3 0.040(4) 0.040(4) 0.048(4) 0.003(3) 0.009(3) 0.015(3) O4 0.065(3) 0.073(4) 0.040(3) -0.010(3) 0.011(2) -0.035(3) O3 0.027(2) 0.047(3) 0.041(3) 0.000(3) 0.002(2) -0.010(2) C15 0.035(4) 0.035(4) 0.044(4) 0.007(3) -0.005(3) 0.001(3) N2 0.023(3) 0.032(3) 0.029(3) -0.002(2) 0.007(2) -0.004(2) C22 0.028(4) 0.034(5) 0.049(5) -0.003(3) 0.008(3) 0.000(3) C19 0.028(4) 0.027(4) 0.039(4) -0.001(3) 0.003(3) -0.005(2) C26 0.032(4) 0.040(4) 0.034(4) -0.006(3) 0.012(3) -0.003(3) C20 0.031(3) 0.033(3) 0.035(3) 0.003(3) 0.008(3) -0.001(3) C24 0.024(3) 0.035(4) 0.038(4) 0.000(3) 0.005(3) 0.001(3) C25 0.028(4) 0.039(4) 0.039(4) 0.000(3) 0.008(3) -0.004(3) C23 0.033(3) 0.030(4) 0.039(4) -0.006(3) 0.003(3) -0.003(3) C28 0.028(3) 0.035(3) 0.032(3) -0.006(3) 0.008(3) -0.006(3) C27 0.029(3) 0.034(4) 0.039(4) 0.000(3) 0.008(3) -0.004(3) C17 0.041(4) 0.060(5) 0.039(4) -0.011(4) 0.014(3) -0.013(4) C16 0.027(3) 0.030(4) 0.033(4) 0.006(3) 0.002(3) -0.001(3) C18 0.040(4) 0.053(5) 0.056(5) -0.024(4) 0.017(4) -0.014(4) C21 0.035(3) 0.040(4) 0.025(3) 0.001(3) 0.002(3) -0.004(3) _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 N2 2.075(5) 1_534 ? Zn1 N2 2.075(5) 2_738 ? Zn1 O2 2.123(4) . ? Zn1 O2 2.123(4) 2_757 ? Zn1 O1 2.237(5) 2_757 ? Zn1 O1 2.237(5) . ? Zn1 C1 2.500(6) 2_757 ? Zn1 C1 2.500(6) . ? Zn2 O3 1.952(5) . ? Zn2 O3 1.952(5) 2_658 ? Zn2 N1 2.046(5) . ? Zn2 N1 2.046(5) 2_658 ? O2 C1 1.260(8) . ? O1 C1 1.239(7) . ? N1 C12 1.335(8) . ? N1 C13 1.338(8) . ? C1 C2 1.501(8) . ? C2 C7 1.384(9) . ? C2 C3 1.395(9) . ? C10 C11 1.387(10) . ? C10 C14 1.413(10) . ? C10 C9 1.491(8) . ? C5 C6 1.385(11) . ? C5 C4 1.403(9) . ? C5 C8 1.478(9) . ? C12 C11 1.391(8) . ? C9 C8 1.291(10) . ? C6 C7 1.383(9) . ? C13 C14 1.373(9) . ? C4 C3 1.401(9) . ? O4 C15 1.232(8) . ? O3 C15 1.280(8) . ? C15 C16 1.504(10) . ? N2 C27 1.307(8) . ? N2 C26 1.336(8) . ? N2 Zn1 2.075(5) 1_576 ? C22 C23 1.334(8) . ? C22 C19 1.448(9) . ? C19 C18 1.394(10) . ? C19 C20 1.405(8) . ? C26 C25 1.378(10) . ? C20 C21 1.367(9) . ? C24 C25 1.381(9) . ? C24 C28 1.412(8) . ? C24 C23 1.470(10) . ? C28 C27 1.391(8) . ? C17 C18 1.380(11) . ? C17 C16 1.387(9) . ? C16 C21 1.389(8) . ? 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 N2 Zn1 N2 94.2(3) 1_534 2_738 ? N2 Zn1 O2 103.99(19) 1_534 . ? N2 Zn1 O2 92.03(18) 2_738 . ? N2 Zn1 O2 92.03(18) 1_534 2_757 ? N2 Zn1 O2 103.99(18) 2_738 2_757 ? O2 Zn1 O2 156.5(3) . 2_757 ? N2 Zn1 O1 151.92(18) 1_534 2_757 ? N2 Zn1 O1 91.8(2) 2_738 2_757 ? O2 Zn1 O1 103.16(17) . 2_757 ? O2 Zn1 O1 59.92(17) 2_757 2_757 ? N2 Zn1 O1 91.8(2) 1_534 . ? N2 Zn1 O1 151.92(18) 2_738 . ? O2 Zn1 O1 59.92(16) . . ? O2 Zn1 O1 103.16(17) 2_757 . ? O1 Zn1 O1 95.6(3) 2_757 . ? N2 Zn1 C1 122.3(2) 1_534 2_757 ? N2 Zn1 C1 99.6(2) 2_738 2_757 ? O2 Zn1 C1 130.9(2) . 2_757 ? O2 Zn1 C1 30.25(19) 2_757 2_757 ? O1 Zn1 C1 29.68(19) 2_757 2_757 ? O1 Zn1 C1 100.24(19) . 2_757 ? N2 Zn1 C1 99.6(2) 1_534 . ? N2 Zn1 C1 122.3(2) 2_738 . ? O2 Zn1 C1 30.25(19) . . ? O2 Zn1 C1 130.9(2) 2_757 . ? O1 Zn1 C1 100.24(19) 2_757 . ? O1 Zn1 C1 29.68(19) . . ? C1 Zn1 C1 118.1(3) 2_757 . ? O3 Zn2 O3 115.6(3) . 2_658 ? O3 Zn2 N1 118.0(2) . . ? O3 Zn2 N1 104.0(2) 2_658 . ? O3 Zn2 N1 104.0(2) . 2_658 ? O3 Zn2 N1 118.0(2) 2_658 2_658 ? N1 Zn2 N1 96.2(3) . 2_658 ? C1 O2 Zn1 91.6(4) . . ? C1 O1 Zn1 87.0(4) . . ? C12 N1 C13 117.2(5) . . ? C12 N1 Zn2 120.5(4) . . ? C13 N1 Zn2 119.9(4) . . ? O1 C1 O2 121.4(6) . . ? O1 C1 C2 120.3(6) . . ? O2 C1 C2 118.3(6) . . ? O1 C1 Zn1 63.3(3) . . ? O2 C1 Zn1 58.1(3) . . ? C2 C1 Zn1 176.4(5) . . ? C7 C2 C3 119.7(6) . . ? C7 C2 C1 120.5(6) . . ? C3 C2 C1 119.8(6) . . ? C11 C10 C14 117.2(6) . . ? C11 C10 C9 119.3(7) . . ? C14 C10 C9 123.5(7) . . ? C6 C5 C4 118.5(6) . . ? C6 C5 C8 118.3(7) . . ? C4 C5 C8 123.2(7) . . ? N1 C12 C11 123.5(6) . . ? C8 C9 C10 124.6(7) . . ? C7 C6 C5 121.0(7) . . ? N1 C13 C14 123.8(7) . . ? C13 C14 C10 119.0(7) . . ? C6 C7 C2 120.7(7) . . ? C10 C11 C12 119.1(6) . . ? C9 C8 C5 126.8(8) . . ? C3 C4 C5 120.8(6) . . ? C2 C3 C4 119.3(7) . . ? C15 O3 Zn2 107.9(5) . . ? O4 C15 O3 122.7(7) . . ? O4 C15 C16 119.0(6) . . ? O3 C15 C16 118.2(7) . . ? C27 N2 C26 117.0(6) . . ? C27 N2 Zn1 124.4(4) . 1_576 ? C26 N2 Zn1 118.6(5) . 1_576 ? C23 C22 C19 125.5(6) . . ? C18 C19 C20 116.6(6) . . ? C18 C19 C22 118.9(6) . . ? C20 C19 C22 124.5(5) . . ? N2 C26 C25 123.1(7) . . ? C21 C20 C19 121.5(6) . . ? C25 C24 C28 116.4(6) . . ? C25 C24 C23 124.5(6) . . ? C28 C24 C23 119.1(6) . . ? C26 C25 C24 120.4(6) . . ? C22 C23 C24 124.7(7) . . ? C27 C28 C24 118.1(6) . . ? N2 C27 C28 124.8(6) . . ? C18 C17 C16 119.5(7) . . ? C17 C16 C21 119.2(6) . . ? C17 C16 C15 121.0(6) . . ? C21 C16 C15 119.8(6) . . ? C17 C18 C19 122.4(7) . . ? C20 C21 C16 120.7(6) . . ? _diffrn_measured_fraction_theta_max 0.957 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.957 _refine_diff_density_max 0.661 _refine_diff_density_min -0.665 _refine_diff_density_rms 0.099