data_122 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H36 N2 O4' _chemical_formula_weight 632.73 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 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 22.470(2) _cell_length_b 9.0645(8) _cell_length_c 19.9526(18) _cell_angle_alpha 90.00 _cell_angle_beta 123.935(2) _cell_angle_gamma 90.00 _cell_volume 3371.7(5) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 2765 _cell_measurement_theta_min 2.06 _cell_measurement_theta_max 25.0 _exptl_crystal_description 'rectangular shape, cut' _exptl_crystal_colour yellow _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.246 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1336 _exptl_absorpt_coefficient_mu 0.080 _exptl_absorpt_correction_type 'sadabs (Sheldrick, 1996)' _exptl_absorpt_correction_T_min 0.4045 _exptl_absorpt_correction_T_max 0.9808 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(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 '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8024 _diffrn_reflns_av_R_equivalents 0.0576 _diffrn_reflns_av_sigmaI/netI 0.0554 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2918 _reflns_number_gt 1704 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker AXS, SMART' _computing_cell_refinement 'Bruker AXS, SAINT' _computing_data_reduction 'Bruker AXS, SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker AXS, SHELXTL' _computing_publication_material 'Bruker AXS, 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^)+(0.0854P)^2^+0.0731P] 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 SHELXL _refine_ls_extinction_coef 0.0013(5) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2918 _refine_ls_number_parameters 218 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1067 _refine_ls_R_factor_gt 0.0573 _refine_ls_wR_factor_ref 0.1724 _refine_ls_wR_factor_gt 0.1511 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.059 _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 0.15077(10) 1.1073(2) -0.07197(13) 0.1094(8) Uani 1 1 d . . . O2 O 0.06665(8) 0.8029(2) 0.00915(10) 0.0802(6) Uani 1 1 d . . . N1 N 0.17679(10) 0.9313(2) 0.02063(11) 0.0607(6) Uani 1 1 d . . . H1 H 0.1578 0.8705 0.0374 0.073 Uiso 1 1 calc R . . C1 C 0.10323(13) 0.5839(3) 0.08680(15) 0.0648(7) Uani 1 1 d . . . C2 C 0.13864(17) 0.5081(4) 0.06104(18) 0.0934(10) Uani 1 1 d . . . H2 H 0.1241 0.5174 0.0070 0.112 Uiso 1 1 calc R . . C3 C 0.19533(18) 0.4177(4) 0.1121(2) 0.1069(11) Uani 1 1 d . . . H3 H 0.2197 0.3665 0.0933 0.128 Uiso 1 1 calc R . . C4 C 0.21658(16) 0.4027(4) 0.1925(2) 0.0970(11) Uani 1 1 d . . . H4 H 0.2546 0.3399 0.2284 0.116 Uiso 1 1 calc R . . C5 C 0.18071(17) 0.4814(4) 0.21689(18) 0.0930(10) Uani 1 1 d . . . H5 H 0.1946 0.4739 0.2708 0.112 Uiso 1 1 calc R . . C6 C 0.12523(15) 0.5708(3) 0.16533(17) 0.0766(8) Uani 1 1 d . . . H6 H 0.1016 0.6246 0.1842 0.092 Uiso 1 1 calc R . . C7 C 0.04026(14) 0.6793(3) 0.02886(18) 0.0918(9) Uani 1 1 d . . . H7A H 0.0063 0.6234 -0.0201 0.110 Uiso 1 1 calc R . . H7B H 0.0154 0.7123 0.0538 0.110 Uiso 1 1 calc R . . C8 C 0.02076(13) 0.8839(3) -0.05973(15) 0.0700(8) Uani 1 1 d . . . C9 C -0.05337(14) 0.8652(3) -0.10281(17) 0.0838(9) Uani 1 1 d . . . H9 H -0.0736 0.7994 -0.0844 0.101 Uiso 1 1 calc R . . C10 C -0.09660(16) 0.9451(4) -0.17292(19) 0.0937(10) Uani 1 1 d . . . H10 H -0.1466 0.9319 -0.2027 0.112 Uiso 1 1 calc R . . C11 C -0.06829(16) 1.0424(4) -0.19975(18) 0.0947(10) Uani 1 1 d . . . H11 H -0.0983 1.0949 -0.2480 0.114 Uiso 1 1 calc R . . C12 C 0.00504(14) 1.0630(3) -0.15516(15) 0.0821(9) Uani 1 1 d . . . H12 H 0.0243 1.1324 -0.1730 0.098 Uiso 1 1 calc R . . C13 C 0.05139(13) 0.9844(3) -0.08461(14) 0.0654(7) Uani 1 1 d . . . C14 C 0.13029(13) 1.0145(3) -0.04455(15) 0.0698(7) Uani 1 1 d . . . C15 C 0.25239(12) 0.9316(3) 0.06445(12) 0.0539(6) Uani 1 1 d . . . C16 C 0.28810(13) 0.7996(3) 0.09949(13) 0.0625(7) Uani 1 1 d . . . H16 H 0.2616 0.7139 0.0924 0.075 Uiso 1 1 calc R . . C17 C 0.36205(13) 0.7934(3) 0.14457(13) 0.0641(7) Uani 1 1 d . . . H17 H 0.3853 0.7034 0.1678 0.077 Uiso 1 1 calc R . . C18 C 0.40263(12) 0.9177(3) 0.15612(13) 0.0591(7) Uani 1 1 d . . . C19 C 0.36633(13) 1.0483(3) 0.12129(14) 0.0626(7) Uani 1 1 d . . . H19 H 0.3928 1.1340 0.1286 0.075 Uiso 1 1 calc R . . C20 C 0.29235(13) 1.0565(3) 0.07609(13) 0.0596(7) Uani 1 1 d . . . H20 H 0.2692 1.1469 0.0533 0.072 Uiso 1 1 calc R . . C21 C 0.48313(12) 0.9110(3) 0.20531(14) 0.0721(8) Uani 1 1 d . . . H21A H 0.4979 0.8214 0.1908 0.087 Uiso 1 1 calc R . . H21B H 0.5013 0.9959 0.1914 0.087 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 O1 0.0793(14) 0.0899(16) 0.0945(15) 0.0392(12) 0.0087(12) -0.0074(11) O2 0.0560(11) 0.0847(14) 0.0714(12) 0.0092(10) 0.0180(9) -0.0017(9) N1 0.0519(12) 0.0619(13) 0.0491(11) 0.0070(9) 0.0164(10) 0.0062(9) C1 0.0544(15) 0.0804(19) 0.0593(16) 0.0014(13) 0.0315(13) -0.0069(13) C2 0.106(2) 0.118(3) 0.0713(19) 0.0166(18) 0.0585(19) 0.026(2) C3 0.104(3) 0.115(3) 0.129(3) 0.019(2) 0.082(3) 0.028(2) C4 0.0628(19) 0.094(3) 0.108(3) 0.032(2) 0.0313(19) -0.0002(16) C5 0.090(2) 0.107(3) 0.0625(18) 0.0123(18) 0.0305(18) -0.016(2) C6 0.0784(19) 0.092(2) 0.0673(18) -0.0036(15) 0.0455(16) -0.0159(16) C7 0.0659(19) 0.107(2) 0.092(2) 0.0109(18) 0.0378(17) -0.0038(17) C8 0.0532(16) 0.0672(18) 0.0587(15) -0.0084(13) 0.0121(13) 0.0116(13) C9 0.0593(18) 0.087(2) 0.0760(19) -0.0096(16) 0.0200(15) 0.0064(14) C10 0.0581(19) 0.098(3) 0.080(2) -0.0103(18) 0.0109(17) 0.0192(17) C11 0.073(2) 0.082(2) 0.0669(18) -0.0028(16) 0.0006(17) 0.0197(16) C12 0.0702(19) 0.0666(18) 0.0622(17) -0.0030(13) 0.0080(15) 0.0135(14) C13 0.0569(16) 0.0508(16) 0.0558(15) -0.0076(12) 0.0113(13) 0.0095(12) C14 0.0648(18) 0.0545(17) 0.0561(15) -0.0013(13) 0.0128(14) 0.0049(13) C15 0.0531(14) 0.0579(16) 0.0374(12) -0.0017(10) 0.0170(11) 0.0058(12) C16 0.0616(16) 0.0562(16) 0.0492(13) 0.0002(11) 0.0182(12) 0.0029(12) C17 0.0623(17) 0.0666(18) 0.0458(13) 0.0032(11) 0.0192(12) 0.0150(13) C18 0.0560(15) 0.0758(18) 0.0421(13) 0.0016(12) 0.0253(11) 0.0054(14) C19 0.0634(16) 0.0688(17) 0.0505(14) 0.0061(12) 0.0286(13) 0.0012(13) C20 0.0596(16) 0.0577(16) 0.0485(14) 0.0050(11) 0.0221(12) 0.0073(12) C21 0.0584(16) 0.099(2) 0.0545(14) 0.0068(13) 0.0285(13) 0.0097(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 O1 C14 1.225(3) . ? O2 C8 1.382(3) . ? O2 C7 1.422(3) . ? N1 C14 1.355(3) . ? N1 C15 1.411(3) . ? C1 C2 1.352(3) . ? C1 C6 1.360(3) . ? C1 C7 1.503(4) . ? C2 C3 1.372(4) . ? C3 C4 1.402(5) . ? C4 C5 1.354(4) . ? C5 C6 1.356(4) . ? C8 C13 1.390(4) . ? C8 C9 1.394(3) . ? C9 C10 1.381(4) . ? C10 C11 1.360(4) . ? C11 C12 1.380(4) . ? C12 C13 1.391(3) . ? C13 C14 1.508(3) . ? C15 C20 1.382(3) . ? C15 C16 1.392(3) . ? C16 C17 1.380(3) . ? C17 C18 1.385(3) . ? C18 C19 1.384(3) . ? C18 C21 1.502(3) . ? C19 C20 1.381(3) . ? C21 C21 1.498(5) 2_655 ? 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 C8 O2 C7 119.9(2) . . ? C14 N1 C15 127.6(2) . . ? C2 C1 C6 118.8(3) . . ? C2 C1 C7 120.1(3) . . ? C6 C1 C7 121.1(3) . . ? C1 C2 C3 121.4(3) . . ? C2 C3 C4 119.3(3) . . ? C5 C4 C3 118.0(3) . . ? C4 C5 C6 121.5(3) . . ? C5 C6 C1 121.0(3) . . ? O2 C7 C1 107.9(2) . . ? O2 C8 C13 117.4(2) . . ? O2 C8 C9 121.4(3) . . ? C13 C8 C9 121.2(2) . . ? C10 C9 C8 119.0(3) . . ? C11 C10 C9 121.3(3) . . ? C10 C11 C12 119.1(3) . . ? C11 C12 C13 122.2(3) . . ? C8 C13 C12 117.2(2) . . ? C8 C13 C14 126.8(2) . . ? C12 C13 C14 116.0(3) . . ? O1 C14 N1 122.1(2) . . ? O1 C14 C13 120.7(2) . . ? N1 C14 C13 117.2(3) . . ? C20 C15 C16 118.8(2) . . ? C20 C15 N1 123.4(2) . . ? C16 C15 N1 117.8(2) . . ? C17 C16 C15 120.6(2) . . ? C16 C17 C18 121.1(2) . . ? C19 C18 C17 117.6(2) . . ? C19 C18 C21 121.3(2) . . ? C17 C18 C21 121.1(2) . . ? C20 C19 C18 122.1(2) . . ? C19 C20 C15 119.9(2) . . ? C21 C21 C18 113.7(2) 2_655 . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.249 _refine_diff_density_min -0.228 _refine_diff_density_rms 0.037