data_a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H32 N2 O7' _chemical_formula_weight 544.59 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 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 16.274(3) _cell_length_b 10.564(2) _cell_length_c 16.094(3) _cell_angle_alpha 90.00 _cell_angle_beta 92.52(3) _cell_angle_gamma 90.00 _cell_volume 2764.2(10) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 25052 _cell_measurement_theta_min 1.25 _cell_measurement_theta_max 27.48 _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.63 _exptl_crystal_size_mid 0.42 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.309 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1152 _exptl_absorpt_coefficient_mu 0.093 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9436 _exptl_absorpt_correction_T_max 0.9925 _exptl_absorpt_process_details abscor _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Rotating Anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Raxis Rapid IP' _diffrn_measurement_method oscillation _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25052 _diffrn_reflns_av_R_equivalents 0.0569 _diffrn_reflns_av_sigmaI/netI 0.0845 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.25 _diffrn_reflns_theta_max 27.48 _reflns_number_total 6266 _reflns_number_gt 3115 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Rapid Auto(Rigaku 2001)' _computing_cell_refinement 'Rapid Auto(Rigaku 2001)' _computing_data_reduction 'Rapid Auto(Rigaku 2001)' _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^)+(0.0442P)^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 6266 _refine_ls_number_parameters 361 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1052 _refine_ls_R_factor_gt 0.0487 _refine_ls_wR_factor_ref 0.1276 _refine_ls_wR_factor_gt 0.1052 _refine_ls_goodness_of_fit_ref 0.984 _refine_ls_restrained_S_all 0.984 _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 O1 O 0.90452(10) 0.98256(16) 0.33687(10) 0.0592(5) Uani 1 1 d . . . H1A H 0.9201 0.9111 0.3253 0.089 Uiso 1 1 calc R . . O2 O 0.69814(9) 0.87875(15) 0.13286(9) 0.0498(4) Uani 1 1 d . . . O3 O 0.62566(9) 0.97316(13) 0.02344(8) 0.0460(4) Uani 1 1 d . . . O4 O 0.73308(12) 1.08176(16) -0.23086(10) 0.0760(6) Uani 1 1 d . . . H4A H 0.7688 1.0573 -0.2615 0.114 Uiso 1 1 calc R . . O5 O 0.96041(10) -0.25252(16) -0.19727(10) 0.0606(5) Uani 1 1 d . . . O6 O 0.84737(10) 0.45800(15) 0.15780(10) 0.0597(5) Uani 1 1 d . . . N1 N 0.94040(11) -0.15406(18) -0.15068(11) 0.0467(5) Uani 1 1 d . . . N2 N 0.85884(11) 0.36231(18) 0.10778(11) 0.0451(5) Uani 1 1 d . . . C1 C 0.78073(15) 1.0998(2) 0.32984(15) 0.0544(6) Uani 1 1 d . . . H1B H 0.8005 1.1492 0.3742 0.065 Uiso 1 1 calc R . . C2 C 0.70388(15) 1.1209(2) 0.29466(14) 0.0500(6) Uani 1 1 d . . . H2A H 0.6725 1.1860 0.3158 0.060 Uiso 1 1 calc R . . C3 C 0.67036(13) 1.0498(2) 0.22888(12) 0.0388(5) Uani 1 1 d . . . C4 C 0.58426(14) 1.0712(2) 0.19207(13) 0.0475(6) Uani 1 1 d . . . C5 C 0.52232(15) 1.0971(3) 0.25966(15) 0.0704(8) Uani 1 1 d . . . H5A H 0.5213 1.0262 0.2969 0.106 Uiso 1 1 calc R . . H5B H 0.4685 1.1094 0.2340 0.106 Uiso 1 1 calc R . . H5C H 0.5385 1.1718 0.2902 0.106 Uiso 1 1 calc R . . C6 C 0.58352(17) 1.1853(2) 0.13302(15) 0.0680(8) Uani 1 1 d . . . H6A H 0.6220 1.1714 0.0905 0.102 Uiso 1 1 calc R . . H6B H 0.5987 1.2603 0.1638 0.102 Uiso 1 1 calc R . . H6C H 0.5294 1.1958 0.1079 0.102 Uiso 1 1 calc R . . C7 C 0.55779(12) 0.9492(2) 0.14797(12) 0.0462(6) Uani 1 1 d . . . H7A H 0.5445 0.8875 0.1899 0.055 Uiso 1 1 calc R . . H7B H 0.5077 0.9663 0.1150 0.055 Uiso 1 1 calc R . . C8 C 0.65866(12) 0.9268(2) -0.04819(12) 0.0365(5) Uani 1 1 d . . . C9 C 0.68062(13) 1.0193(2) -0.10341(13) 0.0443(5) Uani 1 1 d . . . H9A H 0.6737 1.1042 -0.0901 0.053 Uiso 1 1 calc R . . C10 C 0.71289(14) 0.9862(2) -0.17866(13) 0.0477(6) Uani 1 1 d . . . C11 C 0.72264(14) 0.8605(2) -0.19754(13) 0.0482(6) Uani 1 1 d . . . H11A H 0.7439 0.8365 -0.2479 0.058 Uiso 1 1 calc R . . C12 C 0.70045(13) 0.7704(2) -0.14075(13) 0.0460(6) Uani 1 1 d . . . H12A H 0.7076 0.6855 -0.1540 0.055 Uiso 1 1 calc R . . C13 C 0.66786(12) 0.79991(19) -0.06446(12) 0.0361(5) Uani 1 1 d . . . C14 C 0.64629(12) 0.69880(19) -0.00213(13) 0.0400(5) Uani 1 1 d . . . C15 C 0.59595(15) 0.5911(2) -0.04337(15) 0.0579(7) Uani 1 1 d . . . H15A H 0.6277 0.5511 -0.0849 0.087 Uiso 1 1 calc R . . H15B H 0.5463 0.6249 -0.0690 0.087 Uiso 1 1 calc R . . H15C H 0.5824 0.5300 -0.0020 0.087 Uiso 1 1 calc R . . C16 C 0.72563(14) 0.6408(2) 0.03613(14) 0.0563(6) Uani 1 1 d . . . H16A H 0.7586 0.7061 0.0622 0.084 Uiso 1 1 calc R . . H16B H 0.7558 0.6012 -0.0068 0.084 Uiso 1 1 calc R . . H16C H 0.7121 0.5787 0.0769 0.084 Uiso 1 1 calc R . . C17 C 0.59376(13) 0.7595(2) 0.06312(13) 0.0442(5) Uani 1 1 d . . . H17A H 0.5375 0.7637 0.0407 0.053 Uiso 1 1 calc R . . H17B H 0.5942 0.7042 0.1112 0.053 Uiso 1 1 calc R . . C18 C 0.61889(12) 0.8901(2) 0.09207(12) 0.0384(5) Uani 1 1 d . . . C19 C 0.72109(12) 0.9578(2) 0.19826(11) 0.0363(5) Uani 1 1 d . . . C20 C 0.79940(12) 0.9356(2) 0.23098(12) 0.0384(5) Uani 1 1 d . . . H20A H 0.8324 0.8746 0.2074 0.046 Uiso 1 1 calc R . . C21 C 0.82868(13) 1.0044(2) 0.29880(13) 0.0428(5) Uani 1 1 d . . . C22 C 0.95880(15) -0.0370(2) -0.17492(14) 0.0556(7) Uani 1 1 d . . . H22A H 0.9847 -0.0248 -0.2247 0.067 Uiso 1 1 calc R . . C23 C 0.93993(15) 0.0648(2) -0.12738(14) 0.0545(6) Uani 1 1 d . . . H23A H 0.9522 0.1457 -0.1460 0.065 Uiso 1 1 calc R . . C24 C 0.90281(13) 0.0508(2) -0.05177(13) 0.0412(5) Uani 1 1 d . . . C25 C 0.88419(13) -0.0717(2) -0.02937(13) 0.0473(6) Uani 1 1 d . . . H25A H 0.8584 -0.0862 0.0202 0.057 Uiso 1 1 calc R . . C26 C 0.90285(14) -0.1719(2) -0.07850(14) 0.0506(6) Uani 1 1 d . . . H26A H 0.8896 -0.2535 -0.0621 0.061 Uiso 1 1 calc R . . C27 C 0.88593(13) 0.1600(2) 0.00219(12) 0.0400(5) Uani 1 1 d . . . C28 C 0.92482(13) 0.2749(2) -0.00686(13) 0.0466(6) Uani 1 1 d . . . H28A H 0.9609 0.2856 -0.0495 0.056 Uiso 1 1 calc R . . C29 C 0.91089(14) 0.3735(2) 0.04631(14) 0.0498(6) Uani 1 1 d . . . H29A H 0.9383 0.4498 0.0394 0.060 Uiso 1 1 calc R . . C30 C 0.81902(16) 0.2528(2) 0.11737(15) 0.0652(7) Uani 1 1 d . . . H30A H 0.7824 0.2447 0.1598 0.078 Uiso 1 1 calc R . . C31 C 0.83159(16) 0.1530(2) 0.06564(15) 0.0624(7) Uani 1 1 d . . . H31A H 0.8028 0.0781 0.0733 0.075 Uiso 1 1 calc R . . O1W O 0.91886(10) 0.69654(15) 0.13326(10) 0.0618(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0503(10) 0.0585(11) 0.0674(11) -0.0048(9) -0.0154(8) -0.0023(9) O2 0.0400(9) 0.0628(10) 0.0460(9) -0.0178(8) -0.0036(7) 0.0118(8) O3 0.0604(10) 0.0418(9) 0.0368(8) 0.0001(7) 0.0141(7) 0.0061(8) O4 0.1056(15) 0.0548(11) 0.0712(12) 0.0225(9) 0.0457(11) 0.0187(10) O5 0.0660(11) 0.0538(10) 0.0621(11) -0.0124(9) 0.0042(8) -0.0003(9) O6 0.0746(12) 0.0507(10) 0.0552(10) -0.0072(8) 0.0193(9) 0.0016(9) N1 0.0412(11) 0.0500(12) 0.0487(12) -0.0047(10) -0.0015(9) -0.0045(9) N2 0.0491(12) 0.0459(12) 0.0410(10) 0.0015(9) 0.0091(9) 0.0000(9) C1 0.0582(16) 0.0463(14) 0.0580(16) -0.0124(12) -0.0049(13) -0.0048(12) C2 0.0549(16) 0.0402(13) 0.0554(15) -0.0052(11) 0.0063(12) 0.0074(12) C3 0.0434(13) 0.0393(12) 0.0341(12) 0.0024(10) 0.0058(10) 0.0034(11) C4 0.0447(13) 0.0575(15) 0.0407(13) -0.0010(11) 0.0061(10) 0.0154(12) C5 0.0485(16) 0.106(2) 0.0575(16) -0.0185(15) 0.0086(13) 0.0240(15) C6 0.088(2) 0.0537(16) 0.0612(17) 0.0007(13) -0.0081(15) 0.0258(15) C7 0.0361(12) 0.0639(16) 0.0390(12) 0.0026(11) 0.0051(10) 0.0068(12) C8 0.0340(12) 0.0430(13) 0.0328(11) 0.0005(10) 0.0038(9) 0.0033(10) C9 0.0490(14) 0.0377(13) 0.0468(13) 0.0022(11) 0.0102(11) 0.0067(11) C10 0.0509(14) 0.0489(15) 0.0444(13) 0.0111(11) 0.0130(11) 0.0092(11) C11 0.0524(15) 0.0549(16) 0.0382(13) -0.0037(11) 0.0107(11) 0.0087(12) C12 0.0495(14) 0.0414(13) 0.0475(14) -0.0036(11) 0.0060(11) 0.0050(11) C13 0.0330(11) 0.0393(13) 0.0358(12) -0.0009(10) 0.0008(9) 0.0027(10) C14 0.0403(13) 0.0376(12) 0.0419(13) 0.0040(10) -0.0001(10) -0.0031(10) C15 0.0604(16) 0.0456(14) 0.0677(17) -0.0053(12) 0.0017(13) -0.0100(12) C16 0.0573(16) 0.0541(15) 0.0570(15) 0.0049(12) -0.0024(12) 0.0090(13) C17 0.0419(13) 0.0489(14) 0.0423(12) 0.0062(11) 0.0059(10) -0.0031(11) C18 0.0322(12) 0.0503(13) 0.0328(11) 0.0027(10) 0.0031(9) 0.0039(10) C19 0.0407(12) 0.0386(12) 0.0300(11) 0.0025(9) 0.0048(9) 0.0005(10) C20 0.0360(12) 0.0371(12) 0.0422(12) 0.0039(10) 0.0035(10) 0.0005(10) C21 0.0407(13) 0.0404(13) 0.0469(13) 0.0075(11) -0.0029(11) -0.0092(11) C22 0.0657(17) 0.0571(17) 0.0451(14) -0.0037(12) 0.0134(12) -0.0182(14) C23 0.0676(17) 0.0491(15) 0.0478(14) -0.0020(12) 0.0132(12) -0.0165(13) C24 0.0366(12) 0.0463(13) 0.0404(12) 0.0030(11) -0.0002(10) -0.0074(11) C25 0.0449(14) 0.0507(15) 0.0467(14) 0.0049(12) 0.0067(11) -0.0043(12) C26 0.0464(14) 0.0478(14) 0.0575(15) 0.0070(12) 0.0023(12) -0.0064(12) C27 0.0373(13) 0.0468(13) 0.0359(12) 0.0040(10) 0.0024(10) -0.0036(11) C28 0.0426(13) 0.0507(14) 0.0477(13) 0.0047(11) 0.0142(11) -0.0044(12) C29 0.0507(15) 0.0463(14) 0.0534(14) 0.0048(12) 0.0145(12) -0.0063(12) C30 0.0837(19) 0.0583(17) 0.0564(16) -0.0004(14) 0.0352(14) -0.0178(15) C31 0.0789(19) 0.0501(15) 0.0603(16) -0.0020(13) 0.0287(14) -0.0210(14) O1W 0.0567(11) 0.0639(11) 0.0659(11) 0.0112(9) 0.0135(8) 0.0005(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 O1 C21 1.373(2) . ? O2 C19 1.382(2) . ? O2 C18 1.426(2) . ? O3 C8 1.383(2) . ? O3 C18 1.419(2) . ? O4 C10 1.362(3) . ? O5 N1 1.331(2) . ? O6 N2 1.311(2) . ? N1 C22 1.335(3) . ? N1 C26 1.349(3) . ? N2 C29 1.336(3) . ? N2 C30 1.338(3) . ? C1 C21 1.382(3) . ? C1 C2 1.368(3) . ? C2 C3 1.390(3) . ? C3 C19 1.381(3) . ? C3 C4 1.514(3) . ? C4 C7 1.525(3) . ? C4 C6 1.535(3) . ? C4 C5 1.540(3) . ? C7 C18 1.506(3) . ? C8 C13 1.375(3) . ? C8 C9 1.378(3) . ? C9 C10 1.386(3) . ? C10 C11 1.374(3) . ? C11 C12 1.379(3) . ? C12 C13 1.394(3) . ? C13 C14 1.517(3) . ? C14 C16 1.534(3) . ? C14 C17 1.524(3) . ? C14 C15 1.536(3) . ? C17 C18 1.507(3) . ? C19 C20 1.377(3) . ? C20 C21 1.379(3) . ? C22 C23 1.362(3) . ? C23 C24 1.390(3) . ? C24 C25 1.382(3) . ? C24 C27 1.477(3) . ? C25 C26 1.363(3) . ? C27 C28 1.379(3) . ? C27 C31 1.382(3) . ? C28 C29 1.374(3) . ? C30 C31 1.365(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C19 O2 C18 120.58(16) . . ? C8 O3 C18 118.44(16) . . ? O5 N1 C22 119.72(19) . . ? O5 N1 C26 120.49(19) . . ? C22 N1 C26 119.8(2) . . ? O6 N2 C29 119.92(19) . . ? O6 N2 C30 120.86(18) . . ? C29 N2 C30 119.2(2) . . ? C21 C1 C2 119.3(2) . . ? C1 C2 C3 123.3(2) . . ? C19 C3 C2 115.6(2) . . ? C19 C3 C4 121.57(19) . . ? C2 C3 C4 122.86(19) . . ? C3 C4 C7 107.05(18) . . ? C3 C4 C6 109.99(19) . . ? C7 C4 C6 112.43(18) . . ? C3 C4 C5 111.94(18) . . ? C7 C4 C5 107.4(2) . . ? C6 C4 C5 108.1(2) . . ? C18 C7 C4 116.64(18) . . ? C13 C8 C9 122.31(19) . . ? C13 C8 O3 123.62(18) . . ? C9 C8 O3 114.07(18) . . ? C10 C9 C8 120.3(2) . . ? O4 C10 C9 117.6(2) . . ? O4 C10 C11 123.1(2) . . ? C9 C10 C11 119.3(2) . . ? C10 C11 C12 119.0(2) . . ? C13 C12 C11 123.4(2) . . ? C8 C13 C12 115.77(19) . . ? C8 C13 C14 122.01(18) . . ? C12 C13 C14 122.20(19) . . ? C13 C14 C16 109.36(17) . . ? C13 C14 C17 108.21(17) . . ? C16 C14 C17 112.29(18) . . ? C13 C14 C15 111.75(17) . . ? C16 C14 C15 107.53(19) . . ? C17 C14 C15 107.74(18) . . ? C18 C17 C14 116.44(17) . . ? O3 C18 O2 108.09(16) . . ? O3 C18 C7 106.53(17) . . ? O2 C18 C7 111.55(17) . . ? O3 C18 C17 110.78(16) . . ? O2 C18 C17 107.05(17) . . ? C7 C18 C17 112.78(18) . . ? C3 C19 O2 123.46(18) . . ? C3 C19 C20 122.75(19) . . ? O2 C19 C20 113.79(18) . . ? C21 C20 C19 119.7(2) . . ? C1 C21 O1 118.2(2) . . ? C1 C21 C20 119.3(2) . . ? O1 C21 C20 122.5(2) . . ? N1 C22 C23 120.5(2) . . ? C22 C23 C24 121.7(2) . . ? C23 C24 C25 115.9(2) . . ? C23 C24 C27 122.1(2) . . ? C25 C24 C27 122.01(19) . . ? C26 C25 C24 121.3(2) . . ? C25 C26 N1 120.8(2) . . ? C28 C27 C31 115.9(2) . . ? C28 C27 C24 121.79(19) . . ? C31 C27 C24 122.3(2) . . ? C27 C28 C29 120.8(2) . . ? N2 C29 C28 121.4(2) . . ? N2 C30 C31 120.8(2) . . ? C30 C31 C27 121.8(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 O1 H1A O5 0.82 1.84 2.661(2) 176.8 4_566 O4 H4A O6 0.82 1.87 2.672(2) 165.7 4_575 _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.413 _refine_diff_density_min -0.259 _refine_diff_density_rms 0.064