data_xamd702 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'aobtc' _chemical_melting_point 'NOT MEASURED' _chemical_formula_moiety '[(C16H10N2O9)(C4H9NO)4]' _chemical_formula_sum 'C32 H46 N6 O13' _chemical_formula_weight 722.75 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' _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 6.289(3) _cell_length_b 8.009(3) _cell_length_c 18.625(7) _cell_angle_alpha 78.018(8) _cell_angle_beta 88.648(9) _cell_angle_gamma 89.537(8) _cell_volume 917.4(6) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.308 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 384 _exptl_absorpt_coefficient_mu 0.102 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4264 _diffrn_reflns_av_R_equivalents 0.1019 _diffrn_reflns_av_sigmaI/netI 0.1201 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.12 _diffrn_reflns_theta_max 23.33 _reflns_number_total 2613 _reflns_number_gt 1376 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2613 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1649 _refine_ls_R_factor_gt 0.0926 _refine_ls_wR_factor_ref 0.2956 _refine_ls_wR_factor_gt 0.2617 _refine_ls_goodness_of_fit_ref 1.459 _refine_ls_restrained_S_all 1.459 _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 O4 O 0.0781(8) 0.1130(6) 0.1209(3) 0.0489(14) Uani 1 1 d . . . H4A H 0.1801 0.0479 0.1291 0.073 Uiso 1 1 calc R . . O3 O 0.0316(8) 0.0339(7) 0.2411(3) 0.0533(16) Uani 1 1 d . . . C8 C -0.2250(11) 0.2174(9) 0.1728(4) 0.0337(18) Uani 1 1 d . . . C7 C -0.3502(10) 0.2198(9) 0.2338(4) 0.0334(18) Uani 1 1 d . . . H7A H -0.3093 0.1602 0.2797 0.040 Uiso 1 1 calc R . . C6 C -0.5420(11) 0.3139(9) 0.2261(4) 0.0359(18) Uani 1 1 d . . . N3 N 0.7212(10) -0.2084(8) 0.1313(3) 0.0513(18) Uani 1 1 d . . . C5 C -0.5962(11) 0.4037(9) 0.1577(4) 0.0397(19) Uani 1 1 d . . . H5A H -0.7181 0.4713 0.1529 0.048 Uiso 1 1 calc R . . O2 O -0.6187(8) 0.2244(9) 0.3521(3) 0.074(2) Uani 1 1 d . . . H2A H -0.6899 0.2435 0.3870 0.111 Uiso 1 1 calc R . . O6 O 0.4133(8) -0.0666(7) 0.1138(3) 0.0543(16) Uani 1 1 d . . . C4 C -0.4771(11) 0.3961(9) 0.0973(4) 0.040(2) Uani 1 1 d . . . N1 N -0.5583(11) 0.4937(8) 0.0284(3) 0.053(2) Uani 1 1 d . . . O1 O -0.8344(9) 0.4191(8) 0.2880(3) 0.0704(19) Uani 1 1 d . . . C2 C -0.0265(11) 0.1126(9) 0.1814(4) 0.0344(18) Uani 1 1 d . . . C3 C -0.2865(12) 0.3021(10) 0.1033(4) 0.045(2) Uani 1 1 d . . . H3A H -0.2033 0.2965 0.0619 0.054 Uiso 1 1 calc R . . C1 C -0.6779(11) 0.3269(11) 0.2921(4) 0.047(2) Uani 1 1 d . . . C16 C 0.5378(11) -0.1541(10) 0.1567(4) 0.044(2) Uani 1 1 d . . . C15 C 0.7660(14) -0.1626(12) 0.0506(4) 0.064(3) Uani 1 1 d . . . H15A H 0.6522 -0.0931 0.0270 0.096 Uiso 1 1 calc R . . H15B H 0.7775 -0.2648 0.0315 0.096 Uiso 1 1 calc R . . H15C H 0.8971 -0.1004 0.0414 0.096 Uiso 1 1 calc R . . C14 C 0.8738(11) -0.3140(10) 0.1753(4) 0.054(2) Uani 1 1 d . . . H14A H 0.8248 -0.3386 0.2256 0.081 Uiso 1 1 calc R . . H14B H 1.0075 -0.2555 0.1715 0.081 Uiso 1 1 calc R . . H14C H 0.8913 -0.4187 0.1584 0.081 Uiso 1 1 calc R . . C13 C 0.4873(12) -0.2065(11) 0.2366(4) 0.051(2) Uani 1 1 d . . . H13A H 0.3513 -0.1606 0.2471 0.077 Uiso 1 1 calc R . . H13B H 0.5946 -0.1639 0.2638 0.077 Uiso 1 1 calc R . . H13C H 0.4833 -0.3288 0.2504 0.077 Uiso 1 1 calc R . . O5 O 0.1933(9) 0.2483(10) 0.4724(3) 0.076(2) Uani 1 1 d . . . N2 N -0.0886(11) 0.2611(10) 0.5464(4) 0.066(2) Uani 1 1 d . . . C12 C -0.0086(18) 0.2374(13) 0.4850(5) 0.076(3) Uani 1 1 d . . . C11 C -0.3107(16) 0.2546(18) 0.5695(6) 0.116(5) Uani 1 1 d . . . H11A H -0.3962 0.2298 0.5310 0.173 Uiso 1 1 calc R . . H11B H -0.3527 0.3627 0.5799 0.173 Uiso 1 1 calc R . . H11C H -0.3303 0.1669 0.6128 0.173 Uiso 1 1 calc R . . C10 C 0.0529(17) 0.2960(15) 0.6035(5) 0.090(4) Uani 1 1 d . . . H10A H 0.1976 0.3005 0.5856 0.135 Uiso 1 1 calc R . . H10B H 0.0385 0.2069 0.6466 0.135 Uiso 1 1 calc R . . H10C H 0.0146 0.4035 0.6155 0.135 Uiso 1 1 calc R . . C9 C -0.1491(15) 0.1959(16) 0.4284(5) 0.086(3) Uani 1 1 d . . . H9A H -0.0657 0.1879 0.3854 0.129 Uiso 1 1 calc R . . H9B H -0.2543 0.2840 0.4160 0.129 Uiso 1 1 calc R . . H9C H -0.2182 0.0888 0.4473 0.129 Uiso 1 1 calc R . . O7 O -0.7667(18) 0.5485(19) 0.0397(6) 0.083(5) Uani 0.50 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 O4 0.042(3) 0.049(4) 0.056(3) -0.012(3) 0.007(3) 0.009(3) O3 0.045(3) 0.064(4) 0.052(3) -0.015(3) -0.010(3) 0.021(3) C8 0.041(4) 0.027(4) 0.034(4) -0.008(3) -0.005(3) 0.004(3) C7 0.030(4) 0.041(5) 0.033(4) -0.013(3) -0.007(3) 0.000(3) C6 0.030(4) 0.041(5) 0.041(4) -0.017(4) -0.010(3) 0.005(3) N3 0.047(4) 0.042(4) 0.063(4) -0.007(3) 0.004(3) 0.011(3) C5 0.036(4) 0.030(5) 0.054(5) -0.012(4) -0.004(4) 0.004(4) O2 0.052(4) 0.132(6) 0.041(3) -0.025(4) 0.008(3) 0.023(4) O6 0.042(3) 0.069(4) 0.050(3) -0.010(3) 0.000(3) 0.024(3) C4 0.038(4) 0.034(5) 0.047(5) -0.006(4) -0.025(4) 0.004(4) N1 0.078(6) 0.041(4) 0.039(4) -0.004(3) -0.022(3) 0.011(4) O1 0.056(4) 0.065(4) 0.089(4) -0.018(3) 0.030(3) 0.016(3) C2 0.039(4) 0.031(4) 0.036(4) -0.011(4) -0.002(4) -0.003(3) C3 0.065(5) 0.043(5) 0.031(4) -0.014(4) 0.002(4) 0.006(4) C1 0.028(4) 0.062(6) 0.053(5) -0.020(5) 0.004(4) -0.005(4) C16 0.030(4) 0.043(5) 0.060(5) -0.012(4) -0.003(4) -0.002(4) C15 0.076(6) 0.069(7) 0.046(5) -0.014(4) 0.019(5) 0.004(5) C14 0.035(4) 0.047(5) 0.078(6) -0.006(4) -0.004(4) 0.010(4) C13 0.049(5) 0.065(6) 0.042(5) -0.017(4) 0.002(4) 0.007(4) O5 0.034(3) 0.156(7) 0.043(3) -0.029(4) 0.003(3) 0.006(4) N2 0.059(5) 0.092(6) 0.043(4) -0.010(4) 0.004(4) 0.006(4) C12 0.092(8) 0.085(8) 0.046(5) -0.004(5) 0.002(6) 0.025(6) C11 0.080(8) 0.170(13) 0.093(8) -0.023(8) 0.043(7) 0.021(8) C10 0.104(8) 0.128(10) 0.049(5) -0.043(6) -0.016(5) 0.045(7) C9 0.070(7) 0.135(10) 0.053(6) -0.017(6) -0.016(5) -0.016(6) O7 0.059(7) 0.136(12) 0.043(6) 0.006(7) 0.005(6) 0.064(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O4 C2 1.291(8) . ? O4 H4A 0.8200 . ? O3 C2 1.221(8) . ? C8 C7 1.370(9) . ? C8 C3 1.393(9) . ? C8 C2 1.492(9) . ? C7 C6 1.411(9) . ? C7 H7A 0.9300 . ? C6 C5 1.377(9) . ? C6 C1 1.501(10) . ? N3 C16 1.339(9) . ? N3 C14 1.430(9) . ? N3 C15 1.492(9) . ? C5 C4 1.348(10) . ? C5 H5A 0.9300 . ? O2 C1 1.303(9) . ? O2 H2A 0.8200 . ? O6 C16 1.237(8) . ? C4 C3 1.405(10) . ? C4 N1 1.458(8) . ? N1 N1 1.261(12) 2_465 ? N1 O7 1.404(11) . ? O1 C1 1.220(8) . ? C3 H3A 0.9300 . ? C16 C13 1.488(10) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? O5 C12 1.286(11) . ? N2 C12 1.289(11) . ? N2 C11 1.450(11) . ? N2 C10 1.475(11) . ? C12 C9 1.481(12) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? 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 C2 O4 H4A 109.5 . . ? C7 C8 C3 121.2(6) . . ? C7 C8 C2 118.6(6) . . ? C3 C8 C2 120.1(6) . . ? C8 C7 C6 119.2(6) . . ? C8 C7 H7A 120.4 . . ? C6 C7 H7A 120.4 . . ? C5 C6 C7 119.0(6) . . ? C5 C6 C1 120.0(6) . . ? C7 C6 C1 120.8(6) . . ? C16 N3 C14 124.9(7) . . ? C16 N3 C15 117.8(6) . . ? C14 N3 C15 117.2(6) . . ? C4 C5 C6 121.6(6) . . ? C4 C5 H5A 119.2 . . ? C6 C5 H5A 119.2 . . ? C1 O2 H2A 109.5 . . ? C5 C4 C3 120.4(6) . . ? C5 C4 N1 115.3(6) . . ? C3 C4 N1 124.3(7) . . ? N1 N1 O7 132.4(8) 2_465 . ? N1 N1 C4 117.8(8) 2_465 . ? O7 N1 C4 109.7(7) . . ? O3 C2 O4 123.2(6) . . ? O3 C2 C8 122.3(6) . . ? O4 C2 C8 114.5(6) . . ? C8 C3 C4 118.4(6) . . ? C8 C3 H3A 120.8 . . ? C4 C3 H3A 120.8 . . ? O1 C1 O2 124.1(7) . . ? O1 C1 C6 122.3(7) . . ? O2 C1 C6 113.5(6) . . ? O6 C16 N3 120.1(7) . . ? O6 C16 C13 121.8(7) . . ? N3 C16 C13 118.1(7) . . ? N3 C15 H15A 109.5 . . ? N3 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? N3 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N3 C14 H14A 109.5 . . ? N3 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N3 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C16 C13 H13A 109.5 . . ? C16 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C16 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 N2 C11 127.8(9) . . ? C12 N2 C10 119.7(8) . . ? C11 N2 C10 112.4(7) . . ? O5 C12 N2 120.5(9) . . ? O5 C12 C9 119.5(8) . . ? N2 C12 C9 120.0(10) . . ? N2 C11 H11A 109.5 . . ? N2 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N2 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N2 C10 H10A 109.5 . . ? N2 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? N2 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C9 H9A 109.5 . . ? C12 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C12 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 23.33 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.475 _refine_diff_density_min -0.441 _refine_diff_density_rms 0.130