 
data_duj 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C44 H46 N2 O8' 
_chemical_formula_weight          730.83 
 
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' 
 
_symmetry_cell_setting            Trigonal 
_symmetry_space_group_name_H-M    P32 
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-y, x-y, z+2/3' 
 '-x+y, -x, z+1/3' 
 
_cell_length_a                    11.144(2) 
_cell_length_b                    11.144(2) 
_cell_length_c                    27.418(7) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  90.00 
_cell_angle_gamma                 120.00 
_cell_volume                      2948.8(11) 
_cell_formula_units_Z             3 
_cell_measurement_temperature     293(2) 
_cell_measurement_reflns_used     ? 
_cell_measurement_theta_min       ? 
_cell_measurement_theta_max       ? 
 
_exptl_crystal_description        prism 
_exptl_crystal_colour             colourless 
_exptl_crystal_size_max           0.36 
_exptl_crystal_size_mid           0.33 
_exptl_crystal_size_min           0.33 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.235 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              1164 
_exptl_absorpt_coefficient_mu     0.085 
_exptl_absorpt_correction_type    ? 
_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      0.71069 
_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             7156 
_diffrn_reflns_av_R_equivalents   0.0000 
_diffrn_reflns_av_sigmaI/netI     0.0385 
_diffrn_reflns_limit_h_min        0 
_diffrn_reflns_limit_h_max        12 
_diffrn_reflns_limit_k_min        0 
_diffrn_reflns_limit_k_max        12 
_diffrn_reflns_limit_l_min        -34 
_diffrn_reflns_limit_l_max        34 
_diffrn_reflns_theta_min          2.11 
_diffrn_reflns_theta_max          27.01 
_reflns_number_total              4953 
_reflns_number_gt                 2765 
_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 F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0983P)²+0.5500P] where P=(Fo²+2Fc²)/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        0.0001(5) 
_refine_ls_extinction_expression 
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^' 
_refine_ls_abs_structure_details 
 'Flack H D (1983), Acta Cryst. A39, 876-881' 
_refine_ls_abs_structure_Flack    1(2) 
_refine_ls_number_reflns          4953 
_refine_ls_number_parameters      488 
_refine_ls_number_restraints      1 
_refine_ls_R_factor_all           0.1392 
_refine_ls_R_factor_gt            0.0635 
_refine_ls_wR_factor_ref          0.1955 
_refine_ls_wR_factor_gt           0.1589 
_refine_ls_goodness_of_fit_ref    1.053 
_refine_ls_restrained_S_all       1.053 
_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_symetry_multiplicity 
 _atom_site_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
O1 O 0.3016(4) 0.4064(4) 0.89465(15) 0.0707(11) Uani 1 1 d . . . 
O2 O 0.5296(4) 0.5356(5) 0.91361(13) 0.0740(12) Uani 1 1 d . . . 
O3 O 0.8239(4) 0.5773(5) 0.85221(16) 0.0859(13) Uani 1 1 d . . . 
O4 O 0.7149(5) 0.6954(6) 0.83704(18) 0.0962(15) Uani 1 1 d . . . 
O31 O 0.0775(4) 0.2734(4) 0.76727(15) 0.0747(12) Uani 1 1 d . . . 
O32 O -0.1494(4) 0.1708(4) 0.74480(14) 0.0835(15) Uani 1 1 d . . . 
O33 O -0.4513(4) -0.0675(5) 0.80532(17) 0.0834(13) Uani 1 1 d . . . 
O34 O -0.3290(6) 0.1553(5) 0.8233(2) 0.0997(15) Uani 1 1 d . . . 
N1 N 0.1527(5) 0.4981(6) 0.89491(16) 0.0629(12) Uani 1 1 d . . . 
N31 N 0.2217(5) 0.5150(5) 0.76886(17) 0.0610(12) Uani 1 1 d . . . 
C1 C 0.2688(5) 0.6391(6) 0.8892(2) 0.0616(15) Uani 1 1 d . . . 
H1 H 0.2825 0.6587 0.8541 0.074 Uiso 1 1 calc R . . 
C2 C 0.4019(6) 0.6519(6) 0.9094(2) 0.0627(15) Uani 1 1 d . . . 
H2A H 0.4799 0.7417 0.9009 0.075 Uiso 1 1 calc R . . 
H2B H 0.3964 0.6445 0.9447 0.075 Uiso 1 1 calc R . . 
C3 C 0.4223(6) 0.5388(7) 0.8884(2) 0.0662(16) Uani 1 1 d . . . 
H3 H 0.4456 0.5563 0.8537 0.079 Uiso 1 1 calc R . . 
C4 C 0.1760(6) 0.3998(7) 0.89724(19) 0.0621(14) Uani 1 1 d . . . 
C5 C 0.6066(6) 0.4884(6) 0.8878(2) 0.0606(15) Uani 1 1 d . . . 
H5 H 0.5436 0.4082 0.8679 0.073 Uiso 1 1 calc R . . 
C6 C 0.7144(6) 0.5980(7) 0.8553(2) 0.0688(16) Uani 1 1 d . . . 
C7 C 0.8010(7) 0.4630(8) 0.8833(3) 0.0822(19) Uani 1 1 d . . . 
H7A H 0.8860 0.4825 0.8997 0.099 Uiso 1 1 calc R . . 
H7B H 0.7676 0.3785 0.8645 0.099 Uiso 1 1 calc R . . 
C8 C 0.6922(6) 0.4495(6) 0.9200(2) 0.0654(15) Uani 1 1 d . . . 
C9 C 0.6133(10) 0.3034(9) 0.9405(4) 0.118(3) Uani 1 1 d . . . 
H9A H 0.6743 0.2863 0.9602 0.153 Uiso 1 1 calc R . . 
H9B H 0.5783 0.2380 0.9141 0.153 Uiso 1 1 calc R . . 
H9C H 0.5374 0.2935 0.9600 0.153 Uiso 1 1 calc R . . 
C10 C 0.7593(7) 0.5541(8) 0.9611(2) 0.0768(18) Uani 1 1 d . . . 
H10A H 0.8175 0.5310 0.9800 0.100 Uiso 1 1 calc R . . 
H10B H 0.6886 0.5521 0.9817 0.100 Uiso 1 1 calc R . . 
H10C H 0.8142 0.6452 0.9476 0.100 Uiso 1 1 calc R . . 
C11 C 0.2405(6) 0.7453(6) 0.9119(2) 0.0627(14) Uani 1 1 d . . . 
C12 C 0.1607(7) 0.7166(7) 0.9533(2) 0.0735(17) Uani 1 1 d . . . 
H12 H 0.1187 0.6282 0.9667 0.088 Uiso 1 1 calc R . . 
C13 C 0.1427(9) 0.8174(10) 0.9748(3) 0.095(2) Uani 1 1 d . . . 
H13 H 0.0889 0.7962 1.0028 0.114 Uiso 1 1 calc R . . 
C14 C 0.2009(10) 0.9459(11) 0.9564(4) 0.108(3) Uani 1 1 d . . . 
H14 H 0.1886 1.0134 0.9718 0.130 Uiso 1 1 calc R . . 
C15 C 0.2807(10) 0.9777(10) 0.9137(5) 0.132(4) Uani 1 1 d . . . 
H15 H 0.3201 1.0656 0.8999 0.159 Uiso 1 1 calc R . . 
C16 C 0.2993(7) 0.8756(8) 0.8925(3) 0.093(2) Uani 1 1 d . . . 
H16 H 0.3531 0.8960 0.8645 0.112 Uiso 1 1 calc R . . 
C17 C 0.0623(6) 0.2541(6) 0.9025(2) 0.0636(15) Uani 1 1 d . . . 
C18 C 0.0750(8) 0.1417(7) 0.8875(2) 0.0825(19) Uani 1 1 d . . . 
H18 H 0.1590 0.1563 0.8751 0.099 Uiso 1 1 calc R . . 
C19 C -0.0352(10) 0.0097(8) 0.8908(3) 0.098(2) Uani 1 1 d . . . 
H19 H -0.0252 -0.0641 0.8802 0.117 Uiso 1 1 calc R . . 
C20 C -0.1577(9) -0.0156(8) 0.9092(3) 0.098(2) Uani 1 1 d . . . 
H20 H -0.2320 -0.1056 0.9113 0.117 Uiso 1 1 calc R . . 
C21 C -0.1702(8) 0.0939(9) 0.9245(4) 0.103(3) Uani 1 1 d . . . 
H21 H -0.2544 0.0775 0.9373 0.124 Uiso 1 1 calc R . . 
C22 C -0.0632(7) 0.2268(7) 0.9217(3) 0.086(2) Uani 1 1 d . . . 
H22 H -0.0748 0.2992 0.9327 0.104 Uiso 1 1 calc R . . 
C31 C 0.1021(6) 0.5341(6) 0.7723(2) 0.0656(16) Uani 1 1 d . . . 
H31 H 0.0824 0.5359 0.8071 0.079 Uiso 1 1 calc R . . 
C32 C -0.0256(6) 0.4149(6) 0.7496(2) 0.0685(16) Uani 1 1 d . . . 
H32A H -0.1058 0.4245 0.7563 0.082 Uiso 1 1 calc R . . 
H32B H -0.0140 0.4152 0.7146 0.082 Uiso 1 1 calc R . . 
C33 C -0.0468(6) 0.2818(6) 0.7706(2) 0.0749(18) Uani 1 1 d . . . 
H33 H -0.0745 0.2750 0.8049 0.090 Uiso 1 1 calc R . . 
C34 C 0.2010(6) 0.3926(6) 0.76614(19) 0.0617(15) Uani 1 1 d . . . 
C35 C -0.2329(5) 0.0472(6) 0.77078(18) 0.0552(13) Uani 1 1 d . . . 
H35 H -0.1743 0.0239 0.7907 0.066 Uiso 1 1 calc R . . 
C36 C -0.3369(6) 0.0572(6) 0.8026(2) 0.0632(15) Uani 1 1 d . . . 
C37 C -0.4347(7) -0.1620(6) 0.7738(2) 0.0728(17) Uani 1 1 d . . . 
H37A H -0.5208 -0.2229 0.7570 0.087 Uiso 1 1 calc R . . 
H37B H -0.4072 -0.2182 0.7925 0.087 Uiso 1 1 calc R . . 
C38 C -0.3228(6) -0.0726(6) 0.7375(2) 0.0617(14) Uani 1 1 d . . . 
C39 C -0.3829(8) -0.0255(8) 0.6970(2) 0.094(2) Uani 1 1 d . . . 
H39A H -0.4399 -0.1026 0.6762 0.122 Uiso 1 1 calc R . . 
H39B H -0.3088 0.0459 0.6782 0.122 Uiso 1 1 calc R . . 
H39C H -0.4378 0.0101 0.7110 0.122 Uiso 1 1 calc R . . 
C40 C -0.2493(9) -0.1451(9) 0.7173(3) 0.102(2) Uani 1 1 d . . . 
H40A H -0.3121 -0.2215 0.6972 0.132 Uiso 1 1 calc R . . 
H40B H -0.2178 -0.1788 0.7437 0.132 Uiso 1 1 calc R . . 
H40C H -0.1713 -0.0810 0.6981 0.132 Uiso 1 1 calc R . . 
C41 C 0.3189(6) 0.3673(6) 0.7629(2) 0.0627(14) Uani 1 1 d . . . 
C42 C 0.3069(8) 0.2413(7) 0.7762(2) 0.0758(18) Uani 1 1 d . . . 
H42 H 0.2214 0.1694 0.7864 0.091 Uiso 1 1 calc R . . 
C43 C 0.4175(9) 0.2208(8) 0.7747(3) 0.088(2) Uani 1 1 d . . . 
H43 H 0.4068 0.1357 0.7840 0.106 Uiso 1 1 calc R . . 
C44 C 0.5435(8) 0.3240(8) 0.7597(3) 0.0799(18) Uani 1 1 d . . . 
H44 H 0.6195 0.3107 0.7594 0.096 Uiso 1 1 calc R . . 
C45 C 0.5573(7) 0.4486(7) 0.7448(2) 0.0783(18) Uani 1 1 d . . . 
H45 H 0.6422 0.5187 0.7334 0.094 Uiso 1 1 calc R . . 
C46 C 0.4456(7) 0.4691(6) 0.7470(2) 0.0698(17) Uani 1 1 d . . . 
H46 H 0.4564 0.5541 0.7375 0.084 Uiso 1 1 calc R . . 
C47 C 0.1288(6) 0.6704(6) 0.7506(2) 0.0627(15) Uani 1 1 d . . . 
C48 C 0.0802(7) 0.7468(8) 0.7730(3) 0.093(2) Uani 1 1 d . . . 
H48 H 0.0340 0.7167 0.8026 0.112 Uiso 1 1 calc R . . 
C49 C 0.0983(9) 0.8675(9) 0.7528(4) 0.112(3) Uani 1 1 d . . . 
H49 H 0.0654 0.9188 0.7688 0.135 Uiso 1 1 calc R . . 
C50 C 0.1655(8) 0.9127(8) 0.7084(3) 0.097(2) Uani 1 1 d . . . 
H50 H 0.1760 0.9931 0.6941 0.116 Uiso 1 1 calc R . . 
C51 C 0.2156(8) 0.8393(8) 0.6862(3) 0.085(2) Uani 1 1 d . . . 
H51 H 0.2620 0.8698 0.6566 0.102 Uiso 1 1 calc R . . 
C52 C 0.1987(7) 0.7193(7) 0.7069(2) 0.0719(17) Uani 1 1 d . . . 
H52 H 0.2349 0.6703 0.6913 0.086 Uiso 1 1 calc R . . 
 
 
_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 C4 1.366(7) . ? 
O1 C3 1.425(8) . ? 
O2 C3 1.396(6) . ? 
O2 C5 1.402(6) . ? 
O3 C6 1.352(8) . ? 
O3 C7 1.445(8) . ? 
O4 C6 1.194(8) . ? 
O31 C34 1.353(7) . ? 
O31 C33 1.438(8) . ? 
O32 C33 1.388(7) . ? 
O32 C35 1.411(6) . ? 
O33 C36 1.338(7) . ? 
O33 C37 1.445(8) . ? 
O34 C36 1.196(7) . ? 
N1 C4 1.247(8) . ? 
N1 C1 1.461(8) . ? 
N31 C34 1.266(8) . ? 
N31 C31 1.455(8) . ? 
C1 C11 1.504(8) . ? 
C1 C2 1.521(8) . ? 
C1 H1 0.9800 . ? 
C2 C3 1.503(8) . ? 
C2 H2A 0.9700 . ? 
C2 H2B 0.9700 . ? 
C3 H3 0.9800 . ? 
C4 C17 1.485(9) . ? 
C5 C6 1.503(9) . ? 
C5 C8 1.514(9) . ? 
C5 H5 0.9800 . ? 
C7 C8 1.524(8) . ? 
C7 H7A 0.9700 . ? 
C7 H7B 0.9700 . ? 
C8 C9 1.519(10) . ? 
C8 C10 1.523(9) . ? 
C9 H9A 0.9600 . ? 
C9 H9B 0.9600 . ? 
C9 H9C 0.9600 . ? 
C10 H10A 0.9600 . ? 
C10 H10B 0.9600 . ? 
C10 H10C 0.9600 . ? 
C11 C16 1.367(9) . ? 
C11 C12 1.377(9) . ? 
C12 C13 1.369(10) . ? 
C12 H12 0.9300 . ? 
C13 C14 1.341(12) . ? 
C13 H13 0.9300 . ? 
C14 C15 1.405(14) . ? 
C14 H14 0.9300 . ? 
C15 C16 1.382(13) . ? 
C15 H15 0.9300 . ? 
C16 H16 0.9300 . ? 
C17 C22 1.377(9) . ? 
C17 C18 1.392(9) . ? 
C18 C19 1.369(10) . ? 
C18 H18 0.9300 . ? 
C19 C20 1.346(11) . ? 
C19 H19 0.9300 . ? 
C20 C21 1.362(12) . ? 
C20 H20 0.9300 . ? 
C21 C22 1.362(10) . ? 
C21 H21 0.9300 . ? 
C22 H22 0.9300 . ? 
C31 C32 1.512(8) . ? 
C31 C47 1.515(8) . ? 
C31 H31 0.9800 . ? 
C32 C33 1.495(9) . ? 
C32 H32A 0.9700 . ? 
C32 H32B 0.9700 . ? 
C33 H33 0.9800 . ? 
C34 C41 1.478(9) . ? 
C35 C36 1.498(8) . ? 
C35 C38 1.511(8) . ? 
C35 H35 0.9800 . ? 
C37 C38 1.515(8) . ? 
C37 H37A 0.9700 . ? 
C37 H37B 0.9700 . ? 
C38 C40 1.514(9) . ? 
C38 C39 1.519(8) . ? 
C39 H39A 0.9600 . ? 
C39 H39B 0.9600 . ? 
C39 H39C 0.9600 . ? 
C40 H40A 0.9600 . ? 
C40 H40B 0.9600 . ? 
C40 H40C 0.9600 . ? 
C41 C46 1.367(8) . ? 
C41 C42 1.391(9) . ? 
C42 C43 1.361(10) . ? 
C42 H42 0.9300 . ? 
C43 C44 1.359(10) . ? 
C43 H43 0.9300 . ? 
C44 C45 1.380(10) . ? 
C44 H44 0.9300 . ? 
C45 C46 1.375(9) . ? 
C45 H45 0.9300 . ? 
C46 H46 0.9300 . ? 
C47 C48 1.363(9) . ? 
C47 C52 1.383(8) . ? 
C48 C49 1.373(12) . ? 
C48 H48 0.9300 . ? 
C49 C50 1.384(12) . ? 
C49 H49 0.9300 . ? 
C50 C51 1.345(10) . ? 
C50 H50 0.9300 . ? 
C51 C52 1.376(9) . ? 
C51 H51 0.9300 . ? 
C52 H52 0.9300 . ? 
 
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 
C4 O1 C3 118.2(5) . . ? 
C3 O2 C5 116.9(4) . . ? 
C6 O3 C7 109.6(5) . . ? 
C34 O31 C33 118.5(5) . . ? 
C33 O32 C35 117.4(4) . . ? 
C36 O33 C37 108.7(5) . . ? 
C4 N1 C1 119.2(5) . . ? 
C34 N31 C31 118.4(5) . . ? 
N1 C1 C11 112.3(5) . . ? 
N1 C1 C2 111.1(5) . . ? 
C11 C1 C2 110.7(5) . . ? 
N1 C1 H1 107.5 . . ? 
C11 C1 H1 107.5 . . ? 
C2 C1 H1 107.5 . . ? 
C3 C2 C1 109.3(5) . . ? 
C3 C2 H2A 109.8 . . ? 
C1 C2 H2A 109.8 . . ? 
C3 C2 H2B 109.8 . . ? 
C1 C2 H2B 109.8 . . ? 
H2A C2 H2B 108.3 . . ? 
O2 C3 O1 106.9(5) . . ? 
O2 C3 C2 108.9(4) . . ? 
O1 C3 C2 111.2(5) . . ? 
O2 C3 H3 109.9 . . ? 
O1 C3 H3 109.9 . . ? 
C2 C3 H3 109.9 . . ? 
N1 C4 O1 127.4(6) . . ? 
N1 C4 C17 121.8(5) . . ? 
O1 C4 C17 110.8(5) . . ? 
O2 C5 C6 112.6(5) . . ? 
O2 C5 C8 113.8(4) . . ? 
C6 C5 C8 102.5(5) . . ? 
O2 C5 H5 109.2 . . ? 
C6 C5 H5 109.2 . . ? 
C8 C5 H5 109.2 . . ? 
O4 C6 O3 122.3(6) . . ? 
O4 C6 C5 128.7(6) . . ? 
O3 C6 C5 108.8(6) . . ? 
O3 C7 C8 104.9(5) . . ? 
O3 C7 H7A 110.8 . . ? 
C8 C7 H7A 110.8 . . ? 
O3 C7 H7B 110.8 . . ? 
C8 C7 H7B 110.8 . . ? 
H7A C7 H7B 108.8 . . ? 
C5 C8 C9 114.4(6) . . ? 
C5 C8 C10 110.6(5) . . ? 
C9 C8 C10 110.3(6) . . ? 
C5 C8 C7 99.8(5) . . ? 
C9 C8 C7 110.8(6) . . ? 
C10 C8 C7 110.5(6) . . ? 
C8 C9 H9A 109.5 . . ? 
C8 C9 H9B 109.5 . . ? 
H9A C9 H9B 109.5 . . ? 
C8 C9 H9C 109.5 . . ? 
H9A C9 H9C 109.5 . . ? 
H9B C9 H9C 109.5 . . ? 
C8 C10 H10A 109.5 . . ? 
C8 C10 H10B 109.5 . . ? 
H10A C10 H10B 109.5 . . ? 
C8 C10 H10C 109.5 . . ? 
H10A C10 H10C 109.5 . . ? 
H10B C10 H10C 109.5 . . ? 
C16 C11 C12 118.5(6) . . ? 
C16 C11 C1 119.8(6) . . ? 
C12 C11 C1 121.6(6) . . ? 
C13 C12 C11 120.5(7) . . ? 
C13 C12 H12 119.8 . . ? 
C11 C12 H12 119.8 . . ? 
C14 C13 C12 121.5(8) . . ? 
C14 C13 H13 119.2 . . ? 
C12 C13 H13 119.2 . . ? 
C13 C14 C15 119.3(8) . . ? 
C13 C14 H14 120.3 . . ? 
C15 C14 H14 120.3 . . ? 
C16 C15 C14 118.6(9) . . ? 
C16 C15 H15 120.7 . . ? 
C14 C15 H15 120.7 . . ? 
C11 C16 C15 121.4(8) . . ? 
C11 C16 H16 119.3 . . ? 
C15 C16 H16 119.3 . . ? 
C22 C17 C18 117.6(6) . . ? 
C22 C17 C4 119.8(6) . . ? 
C18 C17 C4 122.7(6) . . ? 
C19 C18 C17 120.4(7) . . ? 
C19 C18 H18 119.8 . . ? 
C17 C18 H18 119.8 . . ? 
C20 C19 C18 121.4(8) . . ? 
C20 C19 H19 119.3 . . ? 
C18 C19 H19 119.3 . . ? 
C19 C20 C21 118.4(8) . . ? 
C19 C20 H20 120.8 . . ? 
C21 C20 H20 120.8 . . ? 
C20 C21 C22 122.0(8) . . ? 
C20 C21 H21 119.0 . . ? 
C22 C21 H21 119.0 . . ? 
C21 C22 C17 120.2(8) . . ? 
C21 C22 H22 119.9 . . ? 
C17 C22 H22 119.9 . . ? 
N31 C31 C32 111.9(5) . . ? 
N31 C31 C47 112.7(5) . . ? 
C32 C31 C47 110.2(5) . . ? 
N31 C31 H31 107.2 . . ? 
C32 C31 H31 107.2 . . ? 
C47 C31 H31 107.2 . . ? 
C33 C32 C31 109.0(5) . . ? 
C33 C32 H32A 109.9 . . ? 
C31 C32 H32A 109.9 . . ? 
C33 C32 H32B 109.9 . . ? 
C31 C32 H32B 109.9 . . ? 
H32A C32 H32B 108.3 . . ? 
O32 C33 O31 107.5(6) . . ? 
O32 C33 C32 109.8(5) . . ? 
O31 C33 C32 111.1(5) . . ? 
O32 C33 H33 109.5 . . ? 
O31 C33 H33 109.5 . . ? 
C32 C33 H33 109.5 . . ? 
N31 C34 O31 127.2(6) . . ? 
N31 C34 C41 120.6(5) . . ? 
O31 C34 C41 112.2(5) . . ? 
O32 C35 C36 112.2(5) . . ? 
O32 C35 C38 112.3(4) . . ? 
C36 C35 C38 102.8(4) . . ? 
O32 C35 H35 109.8 . . ? 
C36 C35 H35 109.8 . . ? 
C38 C35 H35 109.8 . . ? 
O34 C36 O33 121.3(6) . . ? 
O34 C36 C35 129.7(6) . . ? 
O33 C36 C35 109.0(5) . . ? 
O33 C37 C38 106.1(5) . . ? 
O33 C37 H37A 110.5 . . ? 
C38 C37 H37A 110.5 . . ? 
O33 C37 H37B 110.5 . . ? 
C38 C37 H37B 110.5 . . ? 
H37A C37 H37B 108.7 . . ? 
C35 C38 C40 113.3(5) . . ? 
C35 C38 C37 98.5(5) . . ? 
C40 C38 C37 112.1(5) . . ? 
C35 C38 C39 110.4(5) . . ? 
C40 C38 C39 111.5(6) . . ? 
C37 C38 C39 110.3(5) . . ? 
C38 C39 H39A 109.5 . . ? 
C38 C39 H39B 109.5 . . ? 
H39A C39 H39B 109.5 . . ? 
C38 C39 H39C 109.5 . . ? 
H39A C39 H39C 109.5 . . ? 
H39B C39 H39C 109.5 . . ? 
C38 C40 H40A 109.5 . . ? 
C38 C40 H40B 109.5 . . ? 
H40A C40 H40B 109.5 . . ? 
C38 C40 H40C 109.5 . . ? 
H40A C40 H40C 109.5 . . ? 
H40B C40 H40C 109.5 . . ? 
C46 C41 C42 117.4(6) . . ? 
C46 C41 C34 120.5(5) . . ? 
C42 C41 C34 122.1(6) . . ? 
C43 C42 C41 121.5(7) . . ? 
C43 C42 H42 119.2 . . ? 
C41 C42 H42 119.2 . . ? 
C42 C43 C44 120.4(7) . . ? 
C42 C43 H43 119.8 . . ? 
C44 C43 H43 119.8 . . ? 
C43 C44 C45 119.3(7) . . ? 
C43 C44 H44 120.4 . . ? 
C45 C44 H44 120.4 . . ? 
C46 C45 C44 120.0(7) . . ? 
C46 C45 H45 120.0 . . ? 
C44 C45 H45 120.0 . . ? 
C41 C46 C45 121.4(6) . . ? 
C41 C46 H46 119.3 . . ? 
C45 C46 H46 119.3 . . ? 
C48 C47 C52 117.7(6) . . ? 
C48 C47 C31 120.6(6) . . ? 
C52 C47 C31 121.7(5) . . ? 
C47 C48 C49 121.3(7) . . ? 
C47 C48 H48 119.3 . . ? 
C49 C48 H48 119.3 . . ? 
C48 C49 C50 120.0(7) . . ? 
C48 C49 H49 120.0 . . ? 
C50 C49 H49 120.0 . . ? 
C51 C50 C49 119.4(8) . . ? 
C51 C50 H50 120.3 . . ? 
C49 C50 H50 120.3 . . ? 
C50 C51 C52 120.4(7) . . ? 
C50 C51 H51 119.8 . . ? 
C52 C51 H51 119.8 . . ? 
C51 C52 C47 121.2(6) . . ? 
C51 C52 H52 119.4 . . ? 
C47 C52 H52 119.4 . . ? 
 
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 
C4 N1 C1 C11 -150.4(5) . . . . ? 
C4 N1 C1 C2 -25.9(7) . . . . ? 
N1 C1 C2 C3 50.9(6) . . . . ? 
C11 C1 C2 C3 176.4(5) . . . . ? 
C5 O2 C3 O1 88.5(6) . . . . ? 
C5 O2 C3 C2 -151.2(5) . . . . ? 
C4 O1 C3 O2 146.4(4) . . . . ? 
C4 O1 C3 C2 27.7(6) . . . . ? 
C1 C2 C3 O2 -169.3(5) . . . . ? 
C1 C2 C3 O1 -51.7(6) . . . . ? 
C1 N1 C4 O1 -0.6(8) . . . . ? 
C1 N1 C4 C17 -179.3(5) . . . . ? 
C3 O1 C4 N1 -0.2(8) . . . . ? 
C3 O1 C4 C17 178.6(4) . . . . ? 
C3 O2 C5 C6 80.2(6) . . . . ? 
C3 O2 C5 C8 -163.7(5) . . . . ? 
C7 O3 C6 O4 172.0(6) . . . . ? 
C7 O3 C6 C5 -3.3(7) . . . . ? 
O2 C5 C6 O4 -26.4(9) . . . . ? 
C8 C5 C6 O4 -149.2(7) . . . . ? 
O2 C5 C6 O3 148.5(5) . . . . ? 
C8 C5 C6 O3 25.8(6) . . . . ? 
C6 O3 C7 C8 -20.5(7) . . . . ? 
O2 C5 C8 C9 84.1(7) . . . . ? 
C6 C5 C8 C9 -154.0(6) . . . . ? 
O2 C5 C8 C10 -41.2(7) . . . . ? 
C6 C5 C8 C10 80.7(6) . . . . ? 
O2 C5 C8 C7 -157.6(5) . . . . ? 
C6 C5 C8 C7 -35.7(6) . . . . ? 
O3 C7 C8 C5 34.8(6) . . . . ? 
O3 C7 C8 C9 155.7(6) . . . . ? 
O3 C7 C8 C10 -81.7(7) . . . . ? 
N1 C1 C11 C16 -149.5(6) . . . . ? 
C2 C1 C11 C16 85.7(7) . . . . ? 
N1 C1 C11 C12 33.2(7) . . . . ? 
C2 C1 C11 C12 -91.6(7) . . . . ? 
C16 C11 C12 C13 -1.0(10) . . . . ? 
C1 C11 C12 C13 176.3(6) . . . . ? 
C11 C12 C13 C14 0.4(11) . . . . ? 
C12 C13 C14 C15 0.9(13) . . . . ? 
C13 C14 C15 C16 -1.5(14) . . . . ? 
C12 C11 C16 C15 0.3(11) . . . . ? 
C1 C11 C16 C15 -177.1(7) . . . . ? 
C14 C15 C16 C11 1.0(14) . . . . ? 
N1 C4 C17 C22 -22.7(8) . . . . ? 
O1 C4 C17 C22 158.4(6) . . . . ? 
N1 C4 C17 C18 155.4(6) . . . . ? 
O1 C4 C17 C18 -23.5(8) . . . . ? 
C22 C17 C18 C19 1.5(10) . . . . ? 
C4 C17 C18 C19 -176.7(6) . . . . ? 
C17 C18 C19 C20 -0.9(12) . . . . ? 
C18 C19 C20 C21 0.0(13) . . . . ? 
C19 C20 C21 C22 0.1(13) . . . . ? 
C20 C21 C22 C17 0.6(13) . . . . ? 
C18 C17 C22 C21 -1.3(10) . . . . ? 
C4 C17 C22 C21 176.9(7) . . . . ? 
C34 N31 C31 C32 -26.3(7) . . . . ? 
C34 N31 C31 C47 -151.2(5) . . . . ? 
N31 C31 C32 C33 52.0(7) . . . . ? 
C47 C31 C32 C33 178.3(5) . . . . ? 
C35 O32 C33 O31 91.1(6) . . . . ? 
C35 O32 C33 C32 -147.9(5) . . . . ? 
C34 O31 C33 O32 146.7(4) . . . . ? 
C34 O31 C33 C32 26.5(7) . . . . ? 
C31 C32 C33 O32 -170.4(5) . . . . ? 
C31 C32 C33 O31 -51.6(7) . . . . ? 
C31 N31 C34 O31 -1.8(8) . . . . ? 
C31 N31 C34 C41 -179.6(5) . . . . ? 
C33 O31 C34 N31 1.8(8) . . . . ? 
C33 O31 C34 C41 179.7(5) . . . . ? 
C33 O32 C35 C36 74.9(7) . . . . ? 
C33 O32 C35 C38 -169.8(6) . . . . ? 
C37 O33 C36 O34 175.4(6) . . . . ? 
C37 O33 C36 C35 -4.1(7) . . . . ? 
O32 C35 C36 O34 -31.7(8) . . . . ? 
C38 C35 C36 O34 -152.6(7) . . . . ? 
O32 C35 C36 O33 147.8(5) . . . . ? 
C38 C35 C36 O33 26.8(6) . . . . ? 
C36 O33 C37 C38 -20.5(7) . . . . ? 
O32 C35 C38 C40 84.4(6) . . . . ? 
C36 C35 C38 C40 -154.7(5) . . . . ? 
O32 C35 C38 C37 -157.0(5) . . . . ? 
C36 C35 C38 C37 -36.1(5) . . . . ? 
O32 C35 C38 C39 -41.5(7) . . . . ? 
C36 C35 C38 C39 79.4(6) . . . . ? 
O33 C37 C38 C35 35.1(6) . . . . ? 
O33 C37 C38 C40 154.6(6) . . . . ? 
O33 C37 C38 C39 -80.4(6) . . . . ? 
N31 C34 C41 C46 -21.5(8) . . . . ? 
O31 C34 C41 C46 160.4(5) . . . . ? 
N31 C34 C41 C42 157.7(5) . . . . ? 
O31 C34 C41 C42 -20.4(7) . . . . ? 
C46 C41 C42 C43 1.5(9) . . . . ? 
C34 C41 C42 C43 -177.7(6) . . . . ? 
C41 C42 C43 C44 -0.3(10) . . . . ? 
C42 C43 C44 C45 -1.6(11) . . . . ? 
C43 C44 C45 C46 2.4(10) . . . . ? 
C42 C41 C46 C45 -0.8(9) . . . . ? 
C34 C41 C46 C45 178.5(5) . . . . ? 
C44 C45 C46 C41 -1.1(9) . . . . ? 
N31 C31 C47 C48 -139.5(6) . . . . ? 
C32 C31 C47 C48 94.7(7) . . . . ? 
N31 C31 C47 C52 42.6(7) . . . . ? 
C32 C31 C47 C52 -83.2(7) . . . . ? 
C52 C47 C48 C49 0.8(11) . . . . ? 
C31 C47 C48 C49 -177.2(7) . . . . ? 
C47 C48 C49 C50 0.8(13) . . . . ? 
C48 C49 C50 C51 -1.6(14) . . . . ? 
C49 C50 C51 C52 0.8(12) . . . . ? 
C50 C51 C52 C47 0.8(11) . . . . ? 
C48 C47 C52 C51 -1.6(10) . . . . ? 
C31 C47 C52 C51 176.3(6) . . . . ? 
 
_diffrn_measured_fraction_theta_max    0.999 
_diffrn_reflns_theta_full              27.01 
_diffrn_measured_fraction_theta_full   0.999 
_refine_diff_density_max    0.197 
_refine_diff_density_min   -0.223 
_refine_diff_density_rms    0.046 

