data_3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; N,N'-bis((1S,4R)-camphanoyl)-(S)-dibenzo[b,f][1,5]diazocine-6,12(5H,11H)-dione ; _chemical_melting_point 204-206 _chemical_formula_moiety 'C34 H34 N2 O8' _chemical_formula_sum 'C34 H34 N2 O8' _chemical_formula_weight 598.63 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 orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 10.737(2) _cell_length_b 14.931(3) _cell_length_c 18.911(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3031.7(10) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 54 _cell_measurement_theta_min 7 _cell_measurement_theta_max 19 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.312 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1264 _exptl_absorpt_coefficient_mu 0.094 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_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 'KM-4 four-circle diffractometer' _diffrn_measurement_method '\w/2\q scan' _diffrn_standards_number 3 _diffrn_standards_interval_count 100 _diffrn_standards_decay_% <1.5 _diffrn_reflns_number 2939 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0426 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 25.06 _reflns_number_total 2939 _reflns_number_gt 2128 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Kuma KM-4 sofware (Kuma Diffraction, 1991)' _computing_cell_refinement 'Kuma KM-4 software (Kuma Diffraction, 1991)' _computing_data_reduction 'Kuma KM-4 software (Kuma Diffraction, 1991)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0527P)^2^+1.0737P] 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 'riding model' _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0126(10) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -2.3(19) _refine_ls_number_reflns 2939 _refine_ls_number_parameters 398 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0910 _refine_ls_R_factor_gt 0.0458 _refine_ls_wR_factor_ref 0.1185 _refine_ls_wR_factor_gt 0.1084 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.043 _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 N1 N 0.5119(3) -0.1045(2) 0.04364(16) 0.0415(8) Uani 1 1 d . . . O1 O 0.1855(3) -0.0741(2) -0.06211(16) 0.0535(8) Uani 1 1 d . . . C1 C 0.4693(4) -0.1721(3) -0.00576(19) 0.0391(9) Uani 1 1 d . . . C2 C 0.5299(4) -0.2544(3) -0.0067(2) 0.0487(11) Uani 1 1 d . . . H2A H 0.6004 -0.2644 0.0235 0.058 Uiso 1 1 d R . . C3 C 0.4887(5) -0.3218(3) -0.0505(3) 0.0566(12) Uani 1 1 d . . . H3A H 0.5309 -0.3785 -0.0506 0.068 Uiso 1 1 d R . . C4 C 0.3900(5) -0.3087(3) -0.0939(3) 0.0616(13) Uani 1 1 d . . . H4A H 0.3617 -0.3563 -0.1240 0.074 Uiso 1 1 d R . . C5 C 0.3297(4) -0.2270(3) -0.0944(2) 0.0515(11) Uani 1 1 d . . . H5A H 0.2602 -0.2176 -0.1255 0.062 Uiso 1 1 d R . . C6 C 0.3687(4) -0.1584(2) -0.0507(2) 0.0366(9) Uani 1 1 d . . . C7 C 0.2955(4) -0.0738(3) -0.0541(2) 0.0395(9) Uani 1 1 d . . . N2 N 0.3654(3) 0.0061(2) -0.05081(17) 0.0399(8) Uani 1 1 d . . . O2 O 0.6791(3) -0.0118(3) 0.05874(18) 0.0787(11) Uani 1 1 d . . . C8 C 0.4830(4) 0.0068(3) -0.0888(2) 0.0409(9) Uani 1 1 d . . . C9 C 0.4832(5) 0.0286(3) -0.1600(2) 0.0588(12) Uani 1 1 d . . . H9A H 0.4065 0.0430 -0.1835 0.071 Uiso 1 1 d R . . C10 C 0.5939(5) 0.0298(3) -0.1969(3) 0.0667(14) Uani 1 1 d . . . H10A H 0.5937 0.0448 -0.2463 0.080 Uiso 1 1 d R . . C11 C 0.7031(5) 0.0101(4) -0.1642(3) 0.0655(14) Uani 1 1 d . . . H11A H 0.7796 0.0115 -0.1905 0.079 Uiso 1 1 d R . . C12 C 0.7043(4) -0.0126(3) -0.0935(3) 0.0557(12) Uani 1 1 d . . . H12A H 0.7818 -0.0259 -0.0705 0.067 Uiso 1 1 d R . . C13 C 0.5932(4) -0.0156(3) -0.0555(2) 0.0448(10) Uani 1 1 d . . . C14 C 0.6010(4) -0.0413(3) 0.0200(2) 0.0496(11) Uani 1 1 d . . . C15 C 0.3574(5) -0.2666(3) 0.2383(2) 0.0571(12) Uani 1 1 d . . . C16 C 0.4453(5) -0.3163(4) 0.1914(3) 0.0665(14) Uani 1 1 d . . . O17 O 0.4812(3) -0.2571(2) 0.13822(16) 0.0611(9) Uani 1 1 d . . . C18 C 0.4106(4) -0.1755(3) 0.1504(2) 0.0432(10) Uani 1 1 d . . . C19 C 0.2768(4) -0.1979(3) 0.1320(2) 0.0550(13) Uani 1 1 d . . . H19A H 0.2719 -0.2281 0.0873 0.066 Uiso 1 1 d R . . H19B H 0.2262 -0.1449 0.1303 0.066 Uiso 1 1 d R . . C20 C 0.2370(4) -0.2600(3) 0.1923(3) 0.0621(13) Uani 1 1 d . . . H20A H 0.1696 -0.2343 0.2187 0.075 Uiso 1 1 d R . . H20B H 0.2122 -0.3177 0.1749 0.075 Uiso 1 1 d R . . C21 C 0.4096(4) -0.1711(3) 0.2327(2) 0.0517(12) Uani 1 1 d . . . C22 C 0.3266(6) -0.0997(4) 0.2652(2) 0.0748(16) Uani 1 1 d . . . H22A H 0.3324 -0.1025 0.3158 0.090 Uiso 1 1 d R . . H22B H 0.3534 -0.0418 0.2492 0.090 Uiso 1 1 d R . . H22C H 0.2418 -0.1094 0.2511 0.090 Uiso 1 1 d R . . C23 C 0.5410(5) -0.1608(5) 0.2633(3) 0.0807(18) Uani 1 1 d . . . H23A H 0.5365 -0.1583 0.3140 0.097 Uiso 1 1 d R . . H23B H 0.5913 -0.2109 0.2494 0.097 Uiso 1 1 d R . . H23C H 0.5776 -0.1065 0.2458 0.097 Uiso 1 1 d R . . C24 C 0.3398(6) -0.3095(4) 0.3101(3) 0.0816(17) Uani 1 1 d . . . H24A H 0.4180 -0.3110 0.3347 0.098 Uiso 1 1 d R . . H24B H 0.2806 -0.2756 0.3371 0.098 Uiso 1 1 d R . . H24C H 0.3096 -0.3694 0.3038 0.098 Uiso 1 1 d R . . C25 C 0.4680(4) -0.0966(3) 0.1136(2) 0.0483(11) Uani 1 1 d . . . O26 O 0.4841(5) -0.3904(3) 0.1933(2) 0.1071(16) Uani 1 1 d . . . O27 O 0.4745(4) -0.0260(2) 0.14311(17) 0.0759(11) Uani 1 1 d . . . C28 C 0.0839(5) 0.1389(3) 0.1047(2) 0.0514(11) Uani 1 1 d . . . C29 C 0.1228(4) 0.0434(3) 0.1164(2) 0.0476(11) Uani 1 1 d . . . O30 O 0.1937(2) 0.01789(16) 0.05989(13) 0.0403(6) Uani 1 1 d . . . C31 C 0.1981(4) 0.0954(3) 0.0130(2) 0.0396(9) Uani 1 1 d . . . C32 C 0.0690(4) 0.1021(3) -0.0205(2) 0.0558(12) Uani 1 1 d . . . H32A H 0.0421 0.0454 -0.0391 0.067 Uiso 1 1 d R . . H32B H 0.0668 0.1462 -0.0575 0.067 Uiso 1 1 d R . . C33 C -0.0102(4) 0.1308(3) 0.0438(3) 0.0577(12) Uani 1 1 d . . . H33A H -0.0505 0.1871 0.0350 0.069 Uiso 1 1 d R . . H33B H -0.0725 0.0866 0.0544 0.069 Uiso 1 1 d R . . C34 C 0.2001(4) 0.1746(3) 0.0660(3) 0.0528(11) Uani 1 1 d . . . C35 C 0.1808(5) 0.2677(3) 0.0346(3) 0.0786(17) Uani 1 1 d . . . H35A H 0.1835 0.3117 0.0715 0.094 Uiso 1 1 d R . . H35B H 0.2455 0.2796 0.0009 0.094 Uiso 1 1 d R . . H35C H 0.1013 0.2701 0.0114 0.094 Uiso 1 1 d R . . C36 C 0.3174(5) 0.1748(4) 0.1109(3) 0.0768(16) Uani 1 1 d . . . H36A H 0.3150 0.2246 0.1429 0.092 Uiso 1 1 d R . . H36B H 0.3222 0.1200 0.1373 0.092 Uiso 1 1 d R . . H36C H 0.3890 0.1800 0.0808 0.092 Uiso 1 1 d R . . C37 C 0.0385(6) 0.1857(4) 0.1700(3) 0.0771(16) Uani 1 1 d . . . H37A H -0.0341 0.1557 0.1877 0.093 Uiso 1 1 d R . . H37B H 0.1027 0.1848 0.2053 0.093 Uiso 1 1 d R . . H37C H 0.0180 0.2466 0.1586 0.093 Uiso 1 1 d R . . C38 C 0.3094(4) 0.0891(3) -0.0366(2) 0.0462(10) Uani 1 1 d . . . O39 O 0.0974(3) -0.0081(2) 0.16276(17) 0.0668(9) Uani 1 1 d . . . O40 O 0.3524(4) 0.15655(19) -0.0607(2) 0.0716(11) 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 N1 0.0431(19) 0.0405(18) 0.0408(18) 0.0003(15) -0.0018(16) -0.0038(16) O1 0.0369(18) 0.0527(18) 0.071(2) -0.0121(15) -0.0112(16) 0.0015(15) C1 0.042(2) 0.038(2) 0.037(2) 0.0009(17) 0.0115(19) -0.0047(19) C2 0.046(2) 0.046(2) 0.055(2) 0.005(2) 0.011(2) 0.011(2) C3 0.058(3) 0.041(2) 0.071(3) -0.005(2) 0.013(3) 0.008(2) C4 0.070(3) 0.045(3) 0.070(3) -0.019(2) 0.014(3) -0.002(3) C5 0.046(3) 0.052(3) 0.056(3) -0.013(2) -0.004(2) 0.001(2) C6 0.036(2) 0.033(2) 0.041(2) -0.0025(18) 0.0058(19) 0.0012(17) C7 0.041(3) 0.042(2) 0.036(2) -0.0038(18) -0.0057(19) -0.0026(19) N2 0.0385(18) 0.0310(16) 0.0500(19) -0.0003(16) 0.0024(15) 0.0016(15) O2 0.066(2) 0.095(3) 0.075(2) 0.009(2) -0.022(2) -0.034(2) C8 0.039(2) 0.037(2) 0.046(2) 0.0024(18) 0.0065(19) -0.003(2) C9 0.059(3) 0.063(3) 0.055(3) 0.010(2) 0.005(2) 0.001(3) C10 0.078(4) 0.064(3) 0.058(3) 0.014(3) 0.022(3) -0.001(3) C11 0.058(3) 0.067(3) 0.071(3) 0.010(3) 0.024(3) -0.011(3) C12 0.036(2) 0.053(3) 0.078(3) 0.002(2) 0.008(2) -0.011(2) C13 0.046(2) 0.035(2) 0.054(2) 0.001(2) 0.000(2) -0.0045(19) C14 0.042(2) 0.051(3) 0.055(3) 0.000(2) -0.004(2) -0.009(2) C15 0.057(3) 0.070(3) 0.044(2) 0.011(2) 0.004(2) 0.012(3) C16 0.068(3) 0.069(3) 0.062(3) 0.021(3) 0.008(3) 0.020(3) O17 0.068(2) 0.054(2) 0.0614(18) 0.0150(15) 0.0170(17) 0.0184(18) C18 0.043(2) 0.042(2) 0.044(2) 0.002(2) -0.001(2) 0.007(2) C19 0.056(3) 0.058(3) 0.051(3) 0.001(2) -0.013(2) -0.004(2) C20 0.057(3) 0.066(3) 0.063(3) 0.006(3) -0.001(3) -0.005(3) C21 0.049(3) 0.069(3) 0.037(2) 0.010(2) -0.009(2) 0.003(3) C22 0.086(4) 0.090(4) 0.048(3) -0.011(3) 0.008(3) 0.017(4) C23 0.065(4) 0.117(5) 0.061(3) 0.019(3) -0.026(3) -0.010(4) C24 0.089(4) 0.094(4) 0.062(3) 0.031(3) 0.015(3) 0.004(4) C25 0.053(3) 0.049(3) 0.043(2) -0.001(2) -0.011(2) 0.006(2) O26 0.128(4) 0.073(3) 0.120(3) 0.044(2) 0.044(3) 0.049(3) O27 0.110(3) 0.055(2) 0.063(2) -0.0121(17) 0.008(2) -0.012(2) C28 0.059(3) 0.039(2) 0.056(3) -0.007(2) 0.006(2) 0.006(2) C29 0.045(2) 0.046(2) 0.052(3) -0.004(2) 0.001(2) 0.009(2) O30 0.0432(15) 0.0339(14) 0.0437(15) -0.0010(12) -0.0030(14) 0.0040(13) C31 0.039(2) 0.030(2) 0.050(2) 0.0018(17) -0.0014(19) 0.0012(19) C32 0.046(3) 0.059(3) 0.062(3) 0.011(2) -0.011(2) 0.007(2) C33 0.042(3) 0.052(3) 0.079(3) 0.009(2) 0.002(3) 0.013(2) C34 0.046(3) 0.039(2) 0.073(3) -0.012(2) 0.002(2) 0.001(2) C35 0.077(4) 0.035(3) 0.123(5) -0.004(3) 0.026(4) 0.003(3) C36 0.071(4) 0.070(3) 0.090(4) -0.037(3) -0.009(3) -0.011(3) C37 0.079(4) 0.068(3) 0.084(4) -0.014(3) 0.022(3) 0.015(3) C38 0.045(2) 0.039(2) 0.055(3) 0.004(2) 0.000(2) -0.003(2) O39 0.082(2) 0.061(2) 0.0572(18) 0.0153(17) 0.0168(18) 0.017(2) O40 0.081(3) 0.0368(17) 0.097(3) 0.0103(18) 0.031(2) -0.0014(18) _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 N1 C25 1.409(5) . ? N1 C14 1.415(5) . ? N1 C1 1.450(5) . ? O1 C7 1.190(5) . ? C1 C6 1.389(6) . ? C1 C2 1.391(6) . ? C2 C3 1.377(6) . ? C2 H2A 0.9600 . ? C3 C4 1.355(7) . ? C3 H3A 0.9600 . ? C4 C5 1.381(7) . ? C4 H4A 0.9600 . ? C5 C6 1.381(5) . ? C5 H5A 0.9600 . ? C6 C7 1.490(5) . ? C7 N2 1.410(5) . ? N2 C38 1.404(5) . ? N2 C8 1.453(5) . ? O2 C14 1.198(5) . ? C8 C13 1.381(6) . ? C8 C9 1.386(6) . ? C9 C10 1.378(7) . ? C9 H9A 0.9600 . ? C10 C11 1.358(7) . ? C10 H10A 0.9599 . ? C11 C12 1.380(7) . ? C11 H11A 0.9601 . ? C12 C13 1.394(6) . ? C12 H12A 0.9599 . ? C13 C14 1.481(6) . ? C15 C16 1.494(7) . ? C15 C24 1.511(6) . ? C15 C21 1.537(7) . ? C15 C20 1.561(7) . ? C16 O26 1.183(6) . ? C16 O17 1.392(5) . ? O17 C18 1.454(5) . ? C18 C25 1.501(6) . ? C18 C19 1.515(6) . ? C18 C21 1.557(6) . ? C19 C20 1.531(6) . ? C19 H19A 0.9601 . ? C19 H19B 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C21 C22 1.520(6) . ? C21 C23 1.533(6) . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C23 H23A 0.9600 . ? C23 H23B 0.9601 . ? C23 H23C 0.9601 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 O27 1.195(5) . ? C28 C29 1.502(6) . ? C28 C37 1.500(6) . ? C28 C33 1.537(7) . ? C28 C34 1.541(6) . ? C29 O39 1.197(5) . ? C29 O30 1.367(5) . ? O30 C31 1.459(4) . ? C31 C38 1.522(6) . ? C31 C32 1.528(6) . ? C31 C34 1.551(5) . ? C32 C33 1.545(6) . ? C32 H32A 0.9599 . ? C32 H32B 0.9600 . ? C33 H33A 0.9599 . ? C33 H33B 0.9600 . ? C34 C36 1.518(7) . ? C34 C35 1.525(6) . ? C35 H35A 0.9600 . ? C35 H35B 0.9601 . ? C35 H35C 0.9600 . ? C36 H36A 0.9601 . ? C36 H36B 0.9600 . ? C36 H36C 0.9601 . ? C37 H37A 0.9600 . ? C37 H37B 0.9600 . ? C37 H37C 0.9600 . ? C38 O40 1.198(5) . ? 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 C25 N1 C14 117.8(3) . . ? C25 N1 C1 123.9(3) . . ? C14 N1 C1 118.3(3) . . ? C6 C1 C2 119.1(4) . . ? C6 C1 N1 122.5(3) . . ? C2 C1 N1 118.4(4) . . ? C3 C2 C1 120.2(4) . . ? C3 C2 H2A 119.9 . . ? C1 C2 H2A 120.0 . . ? C4 C3 C2 120.7(4) . . ? C4 C3 H3A 119.8 . . ? C2 C3 H3A 119.6 . . ? C3 C4 C5 119.9(4) . . ? C3 C4 H4A 119.9 . . ? C5 C4 H4A 120.1 . . ? C6 C5 C4 120.6(4) . . ? C6 C5 H5A 119.7 . . ? C4 C5 H5A 119.8 . . ? C5 C6 C1 119.5(4) . . ? C5 C6 C7 116.3(4) . . ? C1 C6 C7 124.2(3) . . ? O1 C7 N2 122.5(4) . . ? O1 C7 C6 121.7(4) . . ? N2 C7 C6 115.7(3) . . ? C38 N2 C7 121.8(3) . . ? C38 N2 C8 117.4(3) . . ? C7 N2 C8 116.6(3) . . ? C13 C8 C9 119.9(4) . . ? C13 C8 N2 121.2(3) . . ? C9 C8 N2 118.9(4) . . ? C10 C9 C8 119.8(5) . . ? C10 C9 H9A 120.1 . . ? C8 C9 H9A 120.1 . . ? C11 C10 C9 120.7(4) . . ? C11 C10 H10A 119.7 . . ? C9 C10 H10A 119.6 . . ? C10 C11 C12 120.2(4) . . ? C10 C11 H11A 119.9 . . ? C12 C11 H11A 119.9 . . ? C11 C12 C13 120.0(4) . . ? C11 C12 H12A 120.0 . . ? C13 C12 H12A 120.1 . . ? C8 C13 C12 119.4(4) . . ? C8 C13 C14 123.4(4) . . ? C12 C13 C14 117.2(4) . . ? O2 C14 N1 121.8(4) . . ? O2 C14 C13 122.2(4) . . ? N1 C14 C13 116.1(4) . . ? C16 C15 C24 113.7(4) . . ? C16 C15 C21 100.9(4) . . ? C24 C15 C21 120.1(4) . . ? C16 C15 C20 102.9(4) . . ? C24 C15 C20 115.1(4) . . ? C21 C15 C20 101.8(4) . . ? O26 C16 O17 121.2(5) . . ? O26 C16 C15 132.0(5) . . ? O17 C16 C15 106.8(4) . . ? C16 O17 C18 105.8(3) . . ? O17 C18 C25 111.7(3) . . ? O17 C18 C19 105.8(4) . . ? C25 C18 C19 117.1(4) . . ? O17 C18 C21 101.4(3) . . ? C25 C18 C21 115.7(4) . . ? C19 C18 C21 103.5(4) . . ? C18 C19 C20 103.1(4) . . ? C18 C19 H19A 111.0 . . ? C20 C19 H19A 110.9 . . ? C18 C19 H19B 111.3 . . ? C20 C19 H19B 111.4 . . ? H19A C19 H19B 109.1 . . ? C19 C20 C15 102.9(4) . . ? C19 C20 H20A 110.9 . . ? C15 C20 H20A 111.1 . . ? C19 C20 H20B 111.4 . . ? C15 C20 H20B 111.4 . . ? H20A C20 H20B 109.1 . . ? C22 C21 C23 108.5(4) . . ? C22 C21 C15 114.1(4) . . ? C23 C21 C15 113.7(4) . . ? C22 C21 C18 116.0(4) . . ? C23 C21 C18 112.0(4) . . ? C15 C21 C18 91.8(3) . . ? C21 C22 H22A 109.6 . . ? C21 C22 H22B 109.1 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.7 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.6 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.3 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C15 C24 H24A 109.6 . . ? C15 C24 H24B 109.7 . . ? H24A C24 H24B 109.5 . . ? C15 C24 H24C 109.1 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? O27 C25 N1 119.5(4) . . ? O27 C25 C18 120.0(4) . . ? N1 C25 C18 120.5(4) . . ? C29 C28 C37 114.2(4) . . ? C29 C28 C33 102.6(4) . . ? C37 C28 C33 116.1(4) . . ? C29 C28 C34 100.0(4) . . ? C37 C28 C34 119.5(4) . . ? C33 C28 C34 101.8(4) . . ? O39 C29 O30 121.3(4) . . ? O39 C29 C28 130.9(4) . . ? O30 C29 C28 107.7(4) . . ? C29 O30 C31 105.8(3) . . ? O30 C31 C38 110.6(3) . . ? O30 C31 C32 105.9(3) . . ? C38 C31 C32 117.4(3) . . ? O30 C31 C34 102.3(3) . . ? C38 C31 C34 115.8(3) . . ? C32 C31 C34 103.4(3) . . ? C31 C32 C33 101.0(3) . . ? C31 C32 H32A 111.5 . . ? C33 C32 H32A 111.5 . . ? C31 C32 H32B 111.7 . . ? C33 C32 H32B 111.6 . . ? H32A C32 H32B 109.4 . . ? C28 C33 C32 104.5(4) . . ? C28 C33 H33A 110.9 . . ? C32 C33 H33A 110.8 . . ? C28 C33 H33B 110.8 . . ? C32 C33 H33B 111.0 . . ? H33A C33 H33B 108.9 . . ? C36 C34 C35 109.2(4) . . ? C36 C34 C28 114.1(4) . . ? C35 C34 C28 112.9(4) . . ? C36 C34 C31 111.9(4) . . ? C35 C34 C31 116.1(4) . . ? C28 C34 C31 91.8(3) . . ? C34 C35 H35A 109.7 . . ? C34 C35 H35B 109.3 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C34 C36 H36A 109.4 . . ? C34 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C34 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C28 C37 H37A 109.5 . . ? C28 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C28 C37 H37C 109.3 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? O40 C38 N2 120.3(4) . . ? O40 C38 C31 119.0(4) . . ? N2 C38 C31 120.6(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 C8 N2 C7 O1 -137.8(4) . . . . ? C8 N2 C7 C6 39.0(5) . . . . ? C1 N1 C14 O2 -146.2(4) . . . . ? C1 N1 C14 C13 32.6(5) . . . . ? C5 C6 C7 O1 36.5(6) . . . . ? C12 C13 C14 O2 44.1(7) . . . . ? _diffrn_measured_fraction_theta_max 0.970 _diffrn_reflns_theta_full 25.06 _diffrn_measured_fraction_theta_full 0.970 _refine_diff_density_max 0.203 _refine_diff_density_min -0.211 _refine_diff_density_rms 0.051