data_ixk1s 
  
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          'C14 H22 N O5' 
_chemical_formula_sum 
 'C14 H22 N O5' 
_chemical_formula_weight          284.33 
  
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)/n 
  
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x+1/2, y+1/2, -z+1/2' 
 '-x, -y, -z' 
 'x-1/2, -y-1/2, z-1/2' 
  
_cell_length_a                    12.467(3) 
_cell_length_b                    15.301(4) 
_cell_length_c                    14.892(4) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  90.615(5) 
_cell_angle_gamma                 90.00 
_cell_volume                      2840.6(12) 
_cell_formula_units_Z             8 
_cell_measurement_temperature     103(2) 
_cell_measurement_reflns_used     7040
_cell_measurement_theta_min       2.501 
_cell_measurement_theta_max       28.324 
  
_exptl_crystal_description        brick 
_exptl_crystal_colour             colorless 
_exptl_crystal_size_max           0.15 
_exptl_crystal_size_mid           0.10 
_exptl_crystal_size_min           0.07 
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.330 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              1224 
_exptl_absorpt_coefficient_mu     0.100 
_exptl_absorpt_correction_type    empirical 
_exptl_absorpt_correction_T_min   0.985
_exptl_absorpt_correction_T_max   0.989 
_exptl_absorpt_process_details    SADABS
  
_exptl_special_details 
; 
 ? 
; 
  
_diffrn_ambient_temperature       103(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_reflns_number             21513 
_diffrn_reflns_av_R_equivalents   0.0582 
_diffrn_reflns_av_sigmaI/netI     0.0754 
_diffrn_reflns_limit_h_min        -16 
_diffrn_reflns_limit_h_max        12 
_diffrn_reflns_limit_k_min        -20 
_diffrn_reflns_limit_k_max        20 
_diffrn_reflns_limit_l_min        -19 
_diffrn_reflns_limit_l_max        18 
_diffrn_reflns_theta_min          1.91 
_diffrn_reflns_theta_max          28.34 
_reflns_number_total              6959 
_reflns_number_gt                 4723 
_reflns_threshold_expression      >2sigma(I) 
  
_computing_data_collection        'Bruker SMART' 
_computing_cell_refinement        'Bruker SMART' 
_computing_data_reduction         'Bruker SAINT' 
_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^)+(0.0794P)^2^+4.3194P] 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     noref
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          6959 
_refine_ls_number_parameters      367 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.1498 
_refine_ls_R_factor_gt            0.1072 
_refine_ls_wR_factor_ref          0.2400 
_refine_ls_wR_factor_gt           0.2230 
_refine_ls_goodness_of_fit_ref    1.193 
_refine_ls_restrained_S_all       1.193 
_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 
C1 C 0.7571(3) 0.2316(2) 0.4429(2) 0.0207(8) Uani 1 1 d . . . 
H1B H 0.7425 0.2067 0.3827 0.025 Uiso 1 1 calc R . . 
H1C H 0.7474 0.2958 0.4407 0.025 Uiso 1 1 calc R . . 
C2 C 0.8689(3) 0.2068(2) 0.4775(2) 0.0193(8) Uani 1 1 d . . . 
H2 H 0.9251 0.2427 0.4477 0.023 Uiso 1 1 calc R . . 
C3 C 0.8872(3) 0.1098(3) 0.4606(3) 0.0239(8) Uani 1 1 d . . . 
H3A H 0.9598 0.0936 0.4823 0.029 Uiso 1 1 calc R . . 
H3B H 0.8839 0.0986 0.3951 0.029 Uiso 1 1 calc R . . 
C4 C 0.8040(3) 0.0520(2) 0.5075(3) 0.0212(8) Uani 1 1 d . . . 
H4A H 0.8011 -0.0056 0.4773 0.025 Uiso 1 1 calc R . . 
H4B H 0.8272 0.0423 0.5705 0.025 Uiso 1 1 calc R . . 
C5 C 0.6936(3) 0.0917(2) 0.5067(2) 0.0160(7) Uani 1 1 d . . . 
C6 C 0.6858(3) 0.1894(2) 0.5148(2) 0.0137(7) Uani 1 1 d . . . 
H6 H 0.6099 0.2101 0.5102 0.016 Uiso 1 1 calc R . . 
C7 C 0.8629(3) 0.2288(2) 0.5784(2) 0.0162(7) Uani 1 1 d . . . 
H7A H 0.8903 0.2885 0.5901 0.019 Uiso 1 1 calc R . . 
H7B H 0.9057 0.1867 0.6143 0.019 Uiso 1 1 calc R . . 
C8 C 0.7415(3) 0.2222(2) 0.6019(2) 0.0123(7) Uani 1 1 d . . . 
C9 C 0.6965(3) 0.3118(2) 0.6274(2) 0.0147(7) Uani 1 1 d . . . 
C10 C 0.6987(3) 0.4168(2) 0.7458(3) 0.0276(9) Uani 1 1 d . . . 
H10A H 0.6827 0.4600 0.6980 0.033 Uiso 1 1 calc R . . 
H10B H 0.7533 0.4424 0.7868 0.033 Uiso 1 1 calc R . . 
C11 C 0.5983(3) 0.3975(3) 0.7972(3) 0.0317(10) Uani 1 1 d . . . 
H11A H 0.5437 0.3733 0.7563 0.048 Uiso 1 1 calc R . . 
H11B H 0.5713 0.4515 0.8241 0.048 Uiso 1 1 calc R . . 
H11C H 0.6143 0.3550 0.8447 0.048 Uiso 1 1 calc R . . 
C12 C 0.7184(3) 0.1640(2) 0.6823(2) 0.0143(7) Uani 1 1 d . . . 
C13 C 0.5777(3) 0.1178(3) 0.7773(3) 0.0271(9) Uani 1 1 d . . . 
H13A H 0.6098 0.1424 0.8329 0.032 Uiso 1 1 calc R . . 
H13B H 0.6000 0.0560 0.7722 0.032 Uiso 1 1 calc R . . 
C14 C 0.4586(3) 0.1241(3) 0.7804(3) 0.0293(9) Uani 1 1 d . . . 
H14A H 0.4375 0.1853 0.7882 0.044 Uiso 1 1 calc R . . 
H14B H 0.4321 0.0894 0.8308 0.044 Uiso 1 1 calc R . . 
H14C H 0.4277 0.1017 0.7241 0.044 Uiso 1 1 calc R . . 
C15 C 0.7762(3) 0.2222(3) -0.0484(2) 0.0230(8) Uani 1 1 d . . . 
H15A H 0.7725 0.1972 -0.1097 0.028 Uiso 1 1 calc R . . 
H15B H 0.7701 0.2866 -0.0520 0.028 Uiso 1 1 calc R . . 
C16 C 0.8778(3) 0.1943(2) 0.0011(2) 0.0218(8) Uani 1 1 d . . . 
H16 H 0.9409 0.2285 -0.0205 0.026 Uiso 1 1 calc R . . 
C17 C 0.8957(3) 0.0969(3) -0.0131(3) 0.0251(9) Uani 1 1 d . . . 
H17A H 0.9624 0.0791 0.0185 0.030 Uiso 1 1 calc R . . 
H17B H 0.9053 0.0856 -0.0780 0.030 Uiso 1 1 calc R . . 
C18 C 0.8018(3) 0.0411(2) 0.0213(3) 0.0218(8) Uani 1 1 d . . . 
H18A H 0.8017 -0.0158 -0.0105 0.026 Uiso 1 1 calc R . . 
H18B H 0.8129 0.0293 0.0861 0.026 Uiso 1 1 calc R . . 
C19 C 0.6950(3) 0.0843(2) 0.0077(2) 0.0157(7) Uani 1 1 d . . . 
C20 C 0.6903(3) 0.1829(2) 0.0125(2) 0.0168(7) Uani 1 1 d . . . 
H20 H 0.6172 0.2054 -0.0031 0.020 Uiso 1 1 calc R . . 
C21 C 0.8532(3) 0.2174(2) 0.0994(2) 0.0178(7) Uani 1 1 d . . . 
H21A H 0.8814 0.2761 0.1147 0.021 Uiso 1 1 calc R . . 
H21B H 0.8859 0.1741 0.1408 0.021 Uiso 1 1 calc R . . 
C22 C 0.7285(3) 0.2156(2) 0.1059(2) 0.0150(7) Uani 1 1 d . . . 
C23 C 0.6837(3) 0.3073(2) 0.1232(3) 0.0188(7) Uani 1 1 d . . . 
C24 C 0.6782(3) 0.4194(2) 0.2347(3) 0.0309(10) Uani 1 1 d . . . 
H24A H 0.6687 0.4580 0.1818 0.037 Uiso 1 1 calc R . . 
H24B H 0.7334 0.4456 0.2745 0.037 Uiso 1 1 calc R . . 
C25 C 0.5747(3) 0.4127(3) 0.2837(3) 0.0323(10) Uani 1 1 d . . . 
H25A H 0.5185 0.3914 0.2427 0.048 Uiso 1 1 calc R . . 
H25B H 0.5547 0.4704 0.3066 0.048 Uiso 1 1 calc R . . 
H25C H 0.5829 0.3719 0.3341 0.048 Uiso 1 1 calc R . . 
C26 C 0.6855(3) 0.1580(2) 0.1810(2) 0.0164(7) Uani 1 1 d . . . 
C27 C 0.5186(4) 0.1147(3) 0.2463(3) 0.0322(10) Uani 1 1 d . . . 
H27A H 0.5656 0.0699 0.2742 0.039 Uiso 1 1 calc R . . 
H27B H 0.4578 0.0844 0.2164 0.039 Uiso 1 1 calc R . . 
C28 C 0.4774(3) 0.1740(3) 0.3166(3) 0.0281(9) Uani 1 1 d . . . 
H28A H 0.5378 0.2000 0.3497 0.042 Uiso 1 1 calc R . . 
H28B H 0.4326 0.1408 0.3582 0.042 Uiso 1 1 calc R . . 
H28C H 0.4345 0.2204 0.2885 0.042 Uiso 1 1 calc R . . 
N1 N 0.6063(2) 0.04967(19) 0.5012(2) 0.0194(7) Uani 1 1 d . . . 
H1A H 0.5430 0.0750 0.5029 0.023 Uiso 1 1 calc R . . 
N2 N 0.6066(2) 0.04498(18) -0.00337(19) 0.0159(6) Uani 1 1 d . . . 
H2A H 0.5445 0.0721 -0.0080 0.019 Uiso 1 1 calc R . . 
O1 O 0.6196(2) -0.04165(17) 0.4923(2) 0.0300(7) Uani 1 1 d . . . 
H1 H 0.5592 -0.0656 0.4874 0.045 Uiso 1 1 calc R . . 
O2 O 0.61353(19) 0.16676(16) 0.69987(16) 0.0177(5) Uani 1 1 d . . . 
O3 O 0.7821(2) 0.12183(16) 0.72455(17) 0.0222(6) Uani 1 1 d . . . 
O4 O 0.7407(2) 0.33676(16) 0.70567(17) 0.0207(6) Uani 1 1 d . . . 
O5 O 0.6313(2) 0.35278(16) 0.58618(18) 0.0227(6) Uani 1 1 d . . . 
O6 O 0.6172(2) -0.04694(16) -0.00743(19) 0.0242(6) Uani 1 1 d . . . 
H6A H 0.5561 -0.0701 -0.0067 0.036 Uiso 1 1 calc R . . 
O7 O 0.7375(2) 0.11439(18) 0.23114(18) 0.0279(6) Uani 1 1 d . . . 
O8 O 0.5786(2) 0.16400(17) 0.18027(18) 0.0241(6) Uani 1 1 d . . . 
O9 O 0.6297(2) 0.34882(17) 0.0724(2) 0.0281(6) Uani 1 1 d . . . 
O10 O 0.7140(2) 0.33312(16) 0.20516(18) 0.0248(6) 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 
C1 0.0219(19) 0.0230(19) 0.0173(18) 0.0035(14) -0.0020(14) -0.0067(15) 
C2 0.0192(18) 0.0242(19) 0.0145(17) -0.0001(14) 0.0036(14) -0.0097(14) 
C3 0.0198(19) 0.029(2) 0.023(2) -0.0083(16) 0.0036(15) -0.0024(16) 
C4 0.0217(19) 0.0140(17) 0.028(2) -0.0057(15) -0.0011(15) -0.0003(14) 
C5 0.0181(17) 0.0165(17) 0.0133(17) -0.0025(13) -0.0014(13) -0.0010(14) 
C6 0.0120(16) 0.0147(16) 0.0145(17) -0.0008(13) -0.0018(13) -0.0015(12) 
C7 0.0154(17) 0.0160(17) 0.0171(18) -0.0011(13) 0.0025(13) -0.0033(13) 
C8 0.0108(15) 0.0107(15) 0.0154(17) -0.0008(12) 0.0000(12) 0.0010(12) 
C9 0.0159(16) 0.0077(15) 0.0206(18) 0.0037(13) 0.0061(14) -0.0053(12) 
C10 0.030(2) 0.0162(18) 0.037(2) -0.0125(17) 0.0026(17) 0.0026(16) 
C11 0.028(2) 0.031(2) 0.036(2) -0.0117(19) 0.0026(18) 0.0050(17) 
C12 0.0172(16) 0.0094(15) 0.0162(17) -0.0044(13) 0.0006(13) -0.0021(13) 
C13 0.028(2) 0.029(2) 0.025(2) 0.0155(17) -0.0014(16) -0.0093(17) 
C14 0.028(2) 0.032(2) 0.028(2) 0.0120(18) 0.0098(17) 0.0009(17) 
C15 0.0206(19) 0.031(2) 0.0171(18) 0.0029(15) 0.0016(14) -0.0101(16) 
C16 0.0156(17) 0.027(2) 0.023(2) -0.0056(15) 0.0053(15) -0.0099(15) 
C17 0.0189(18) 0.028(2) 0.028(2) -0.0166(17) 0.0077(15) -0.0018(15) 
C18 0.0186(18) 0.0206(19) 0.026(2) -0.0099(15) 0.0029(15) -0.0012(14) 
C19 0.0178(17) 0.0197(17) 0.0096(16) -0.0028(13) 0.0020(13) -0.0016(14) 
C20 0.0142(16) 0.0194(18) 0.0166(18) 0.0025(14) 0.0006(13) -0.0030(13) 
C21 0.0129(16) 0.0177(17) 0.0226(19) -0.0057(14) -0.0004(14) -0.0018(13) 
C22 0.0162(17) 0.0138(16) 0.0150(17) -0.0018(13) 0.0011(13) 0.0006(13) 
C23 0.0143(16) 0.0146(17) 0.028(2) 0.0006(15) 0.0065(14) -0.0029(13) 
C24 0.037(2) 0.0113(18) 0.045(3) -0.0102(17) 0.0109(19) 0.0021(16) 
C25 0.029(2) 0.023(2) 0.045(3) -0.0140(19) 0.0018(19) 0.0048(17) 
C26 0.0270(19) 0.0078(15) 0.0144(17) -0.0049(13) 0.0048(14) 0.0017(13) 
C27 0.039(2) 0.0173(19) 0.041(3) 0.0084(17) 0.016(2) -0.0060(17) 
C28 0.027(2) 0.036(2) 0.021(2) 0.0050(17) 0.0044(16) -0.0019(17) 
N1 0.0184(15) 0.0133(14) 0.0267(17) -0.0038(12) 0.0008(13) 0.0013(12) 
N2 0.0157(14) 0.0148(14) 0.0173(15) 0.0007(11) 0.0008(11) -0.0010(11) 
O1 0.0257(15) 0.0150(13) 0.0492(19) -0.0048(12) 0.0005(13) -0.0056(11) 
O2 0.0185(12) 0.0181(12) 0.0165(13) 0.0089(10) 0.0010(10) -0.0014(10) 
O3 0.0231(13) 0.0181(13) 0.0254(14) 0.0052(11) -0.0012(11) 0.0033(11) 
O4 0.0248(13) 0.0129(12) 0.0243(14) -0.0074(10) -0.0002(11) 0.0004(10) 
O5 0.0228(13) 0.0146(13) 0.0306(15) 0.0059(11) -0.0010(11) 0.0021(10) 
O6 0.0214(13) 0.0146(13) 0.0367(16) -0.0038(11) 0.0046(12) -0.0054(10) 
O7 0.0384(16) 0.0238(14) 0.0214(14) 0.0053(11) -0.0027(12) 0.0066(12) 
O8 0.0242(14) 0.0185(13) 0.0300(15) 0.0066(11) 0.0129(11) 0.0022(11) 
O9 0.0268(15) 0.0152(13) 0.0424(17) 0.0065(12) -0.0027(13) 0.0014(11) 
O10 0.0310(15) 0.0140(13) 0.0294(15) -0.0067(11) 0.0044(12) 0.0026(11) 
  
_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 
C1 C2 1.529(5) . ? 
C1 C6 1.541(5) . ? 
C1 H1B 0.9900 . ? 
C1 H1C 0.9900 . ? 
C2 C3 1.523(5) . ? 
C2 C7 1.541(5) . ? 
C2 H2 1.0000 . ? 
C3 C4 1.536(5) . ? 
C3 H3A 0.9900 . ? 
C3 H3B 0.9900 . ? 
C4 C5 1.505(5) . ? 
C4 H4A 0.9900 . ? 
C4 H4B 0.9900 . ? 
C5 N1 1.266(4) . ? 
C5 C6 1.503(5) . ? 
C6 C8 1.548(4) . ? 
C6 H6 1.0000 . ? 
C7 C8 1.561(5) . ? 
C7 H7A 0.9900 . ? 
C7 H7B 0.9900 . ? 
C8 C12 1.521(5) . ? 
C8 C9 1.531(4) . ? 
C9 O5 1.192(4) . ? 
C9 O4 1.339(4) . ? 
C10 O4 1.462(4) . ? 
C10 C11 1.504(6) . ? 
C10 H10A 0.9900 . ? 
C10 H10B 0.9900 . ? 
C11 H11A 0.9800 . ? 
C11 H11B 0.9800 . ? 
C11 H11C 0.9800 . ? 
C12 O3 1.197(4) . ? 
C12 O2 1.337(4) . ? 
C13 O2 1.449(4) . ? 
C13 C14 1.490(5) . ? 
C13 H13A 0.9900 . ? 
C13 H13B 0.9900 . ? 
C14 H14A 0.9800 . ? 
C14 H14B 0.9800 . ? 
C14 H14C 0.9800 . ? 
C15 C16 1.520(5) . ? 
C15 C20 1.533(5) . ? 
C15 H15A 0.9900 . ? 
C15 H15B 0.9900 . ? 
C16 C17 1.522(5) . ? 
C16 C21 1.541(5) . ? 
C16 H16 1.0000 . ? 
C17 C18 1.541(5) . ? 
C17 H17A 0.9900 . ? 
C17 H17B 0.9900 . ? 
C18 C19 1.499(5) . ? 
C18 H18A 0.9900 . ? 
C18 H18B 0.9900 . ? 
C19 N2 1.266(4) . ? 
C19 C20 1.511(5) . ? 
C20 C22 1.549(5) . ? 
C20 H20 1.0000 . ? 
C21 C22 1.559(5) . ? 
C21 H21A 0.9900 . ? 
C21 H21B 0.9900 . ? 
C22 C26 1.525(5) . ? 
C22 C23 1.533(5) . ? 
C23 O9 1.191(4) . ? 
C23 O10 1.333(5) . ? 
C24 O10 1.462(4) . ? 
C24 C25 1.493(6) . ? 
C24 H24A 0.9900 . ? 
C24 H24B 0.9900 . ? 
C25 H25A 0.9800 . ? 
C25 H25B 0.9800 . ? 
C25 H25C 0.9800 . ? 
C26 O7 1.188(4) . ? 
C26 O8 1.336(4) . ? 
C27 O8 1.454(4) . ? 
C27 C28 1.481(6) . ? 
C27 H27A 0.9900 . ? 
C27 H27B 0.9900 . ? 
C28 H28A 0.9800 . ? 
C28 H28B 0.9800 . ? 
C28 H28C 0.9800 . ? 
N1 O1 1.414(4) . ? 
N1 H1A 0.8800 . ? 
N2 O6 1.414(4) . ? 
N2 H2A 0.8800 . ? 
O1 H1 0.8400 . ? 
O6 H6A 0.8400 . ? 
  
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 C1 C6 101.1(3) . . ? 
C2 C1 H1B 111.6 . . ? 
C6 C1 H1B 111.6 . . ? 
C2 C1 H1C 111.6 . . ? 
C6 C1 H1C 111.6 . . ? 
H1B C1 H1C 109.4 . . ? 
C3 C2 C1 108.9(3) . . ? 
C3 C2 C7 112.5(3) . . ? 
C1 C2 C7 102.8(3) . . ? 
C3 C2 H2 110.8 . . ? 
C1 C2 H2 110.8 . . ? 
C7 C2 H2 110.8 . . ? 
C2 C3 C4 112.4(3) . . ? 
C2 C3 H3A 109.1 . . ? 
C4 C3 H3A 109.1 . . ? 
C2 C3 H3B 109.1 . . ? 
C4 C3 H3B 109.1 . . ? 
H3A C3 H3B 107.8 . . ? 
C5 C4 C3 112.7(3) . . ? 
C5 C4 H4A 109.0 . . ? 
C3 C4 H4A 109.0 . . ? 
C5 C4 H4B 109.0 . . ? 
C3 C4 H4B 109.0 . . ? 
H4A C4 H4B 107.8 . . ? 
N1 C5 C6 117.0(3) . . ? 
N1 C5 C4 125.6(3) . . ? 
C6 C5 C4 117.4(3) . . ? 
C5 C6 C1 108.8(3) . . ? 
C5 C6 C8 111.1(3) . . ? 
C1 C6 C8 100.9(3) . . ? 
C5 C6 H6 111.8 . . ? 
C1 C6 H6 111.8 . . ? 
C8 C6 H6 111.8 . . ? 
C2 C7 C8 105.2(3) . . ? 
C2 C7 H7A 110.7 . . ? 
C8 C7 H7A 110.7 . . ? 
C2 C7 H7B 110.7 . . ? 
C8 C7 H7B 110.7 . . ? 
H7A C7 H7B 108.8 . . ? 
C12 C8 C9 104.8(3) . . ? 
C12 C8 C6 112.5(3) . . ? 
C9 C8 C6 109.6(3) . . ? 
C12 C8 C7 114.0(3) . . ? 
C9 C8 C7 110.9(3) . . ? 
C6 C8 C7 105.1(3) . . ? 
O5 C9 O4 124.8(3) . . ? 
O5 C9 C8 126.4(3) . . ? 
O4 C9 C8 108.9(3) . . ? 
O4 C10 C11 110.3(3) . . ? 
O4 C10 H10A 109.6 . . ? 
C11 C10 H10A 109.6 . . ? 
O4 C10 H10B 109.6 . . ? 
C11 C10 H10B 109.6 . . ? 
H10A C10 H10B 108.1 . . ? 
C10 C11 H11A 109.5 . . ? 
C10 C11 H11B 109.5 . . ? 
H11A C11 H11B 109.5 . . ? 
C10 C11 H11C 109.5 . . ? 
H11A C11 H11C 109.5 . . ? 
H11B C11 H11C 109.5 . . ? 
O3 C12 O2 124.0(3) . . ? 
O3 C12 C8 126.8(3) . . ? 
O2 C12 C8 109.2(3) . . ? 
O2 C13 C14 107.9(3) . . ? 
O2 C13 H13A 110.1 . . ? 
C14 C13 H13A 110.1 . . ? 
O2 C13 H13B 110.1 . . ? 
C14 C13 H13B 110.1 . . ? 
H13A C13 H13B 108.4 . . ? 
C13 C14 H14A 109.5 . . ? 
C13 C14 H14B 109.5 . . ? 
H14A C14 H14B 109.5 . . ? 
C13 C14 H14C 109.5 . . ? 
H14A C14 H14C 109.5 . . ? 
H14B C14 H14C 109.5 . . ? 
C16 C15 C20 100.8(3) . . ? 
C16 C15 H15A 111.6 . . ? 
C20 C15 H15A 111.6 . . ? 
C16 C15 H15B 111.6 . . ? 
C20 C15 H15B 111.6 . . ? 
H15A C15 H15B 109.4 . . ? 
C15 C16 C17 109.2(3) . . ? 
C15 C16 C21 102.9(3) . . ? 
C17 C16 C21 112.8(3) . . ? 
C15 C16 H16 110.5 . . ? 
C17 C16 H16 110.5 . . ? 
C21 C16 H16 110.5 . . ? 
C16 C17 C18 112.6(3) . . ? 
C16 C17 H17A 109.1 . . ? 
C18 C17 H17A 109.1 . . ? 
C16 C17 H17B 109.1 . . ? 
C18 C17 H17B 109.1 . . ? 
H17A C17 H17B 107.8 . . ? 
C19 C18 C17 112.7(3) . . ? 
C19 C18 H18A 109.0 . . ? 
C17 C18 H18A 109.0 . . ? 
C19 C18 H18B 109.0 . . ? 
C17 C18 H18B 109.0 . . ? 
H18A C18 H18B 107.8 . . ? 
N2 C19 C18 125.4(3) . . ? 
N2 C19 C20 116.6(3) . . ? 
C18 C19 C20 118.0(3) . . ? 
C19 C20 C15 109.6(3) . . ? 
C19 C20 C22 110.7(3) . . ? 
C15 C20 C22 101.3(3) . . ? 
C19 C20 H20 111.6 . . ? 
C15 C20 H20 111.6 . . ? 
C22 C20 H20 111.6 . . ? 
C16 C21 C22 105.3(3) . . ? 
C16 C21 H21A 110.7 . . ? 
C22 C21 H21A 110.7 . . ? 
C16 C21 H21B 110.7 . . ? 
C22 C21 H21B 110.7 . . ? 
H21A C21 H21B 108.8 . . ? 
C26 C22 C23 105.9(3) . . ? 
C26 C22 C20 111.4(3) . . ? 
C23 C22 C20 109.7(3) . . ? 
C26 C22 C21 114.5(3) . . ? 
C23 C22 C21 111.1(3) . . ? 
C20 C22 C21 104.3(3) . . ? 
O9 C23 O10 125.2(3) . . ? 
O9 C23 C22 125.9(3) . . ? 
O10 C23 C22 108.9(3) . . ? 
O10 C24 C25 110.7(3) . . ? 
O10 C24 H24A 109.5 . . ? 
C25 C24 H24A 109.5 . . ? 
O10 C24 H24B 109.5 . . ? 
C25 C24 H24B 109.5 . . ? 
H24A C24 H24B 108.1 . . ? 
C24 C25 H25A 109.5 . . ? 
C24 C25 H25B 109.5 . . ? 
H25A C25 H25B 109.5 . . ? 
C24 C25 H25C 109.5 . . ? 
H25A C25 H25C 109.5 . . ? 
H25B C25 H25C 109.5 . . ? 
O7 C26 O8 125.5(3) . . ? 
O7 C26 C22 126.2(3) . . ? 
O8 C26 C22 108.2(3) . . ? 
O8 C27 C28 110.2(3) . . ? 
O8 C27 H27A 109.6 . . ? 
C28 C27 H27A 109.6 . . ? 
O8 C27 H27B 109.6 . . ? 
C28 C27 H27B 109.6 . . ? 
H27A C27 H27B 108.1 . . ? 
C27 C28 H28A 109.5 . . ? 
C27 C28 H28B 109.5 . . ? 
H28A C28 H28B 109.5 . . ? 
C27 C28 H28C 109.5 . . ? 
H28A C28 H28C 109.5 . . ? 
H28B C28 H28C 109.5 . . ? 
C5 N1 O1 114.0(3) . . ? 
C5 N1 H1A 123.0 . . ? 
O1 N1 H1A 123.0 . . ? 
C19 N2 O6 113.4(3) . . ? 
C19 N2 H2A 123.3 . . ? 
O6 N2 H2A 123.3 . . ? 
N1 O1 H1 109.5 . . ? 
C12 O2 C13 116.7(3) . . ? 
C9 O4 C10 116.7(3) . . ? 
N2 O6 H6A 109.5 . . ? 
C26 O8 C27 118.7(3) . . ? 
C23 O10 C24 117.3(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 
C6 C1 C2 C3 73.3(3) . . . . ? 
C6 C1 C2 C7 -46.2(3) . . . . ? 
C1 C2 C3 C4 -59.5(4) . . . . ? 
C7 C2 C3 C4 53.8(4) . . . . ? 
C2 C3 C4 C5 37.3(4) . . . . ? 
C3 C4 C5 N1 146.0(4) . . . . ? 
C3 C4 C5 C6 -35.3(4) . . . . ? 
N1 C5 C6 C1 -128.4(3) . . . . ? 
C4 C5 C6 C1 52.8(4) . . . . ? 
N1 C5 C6 C8 121.3(3) . . . . ? 
C4 C5 C6 C8 -57.5(4) . . . . ? 
C2 C1 C6 C5 -68.5(3) . . . . ? 
C2 C1 C6 C8 48.5(3) . . . . ? 
C3 C2 C7 C8 -91.4(3) . . . . ? 
C1 C2 C7 C8 25.6(3) . . . . ? 
C5 C6 C8 C12 -41.7(4) . . . . ? 
C1 C6 C8 C12 -157.0(3) . . . . ? 
C5 C6 C8 C9 -157.9(3) . . . . ? 
C1 C6 C8 C9 86.9(3) . . . . ? 
C5 C6 C8 C7 82.9(3) . . . . ? 
C1 C6 C8 C7 -32.4(3) . . . . ? 
C2 C7 C8 C12 128.1(3) . . . . ? 
C2 C7 C8 C9 -113.9(3) . . . . ? 
C2 C7 C8 C6 4.4(3) . . . . ? 
C12 C8 C9 O5 -123.4(4) . . . . ? 
C6 C8 C9 O5 -2.4(5) . . . . ? 
C7 C8 C9 O5 113.2(4) . . . . ? 
C12 C8 C9 O4 55.3(3) . . . . ? 
C6 C8 C9 O4 176.3(3) . . . . ? 
C7 C8 C9 O4 -68.2(3) . . . . ? 
C9 C8 C12 O3 -124.8(4) . . . . ? 
C6 C8 C12 O3 116.2(4) . . . . ? 
C7 C8 C12 O3 -3.4(5) . . . . ? 
C9 C8 C12 O2 55.0(3) . . . . ? 
C6 C8 C12 O2 -64.0(3) . . . . ? 
C7 C8 C12 O2 176.5(3) . . . . ? 
C20 C15 C16 C17 73.8(4) . . . . ? 
C20 C15 C16 C21 -46.3(3) . . . . ? 
C15 C16 C17 C18 -59.5(4) . . . . ? 
C21 C16 C17 C18 54.3(4) . . . . ? 
C16 C17 C18 C19 35.5(4) . . . . ? 
C17 C18 C19 N2 151.5(3) . . . . ? 
C17 C18 C19 C20 -32.2(4) . . . . ? 
N2 C19 C20 C15 -132.8(3) . . . . ? 
C18 C19 C20 C15 50.5(4) . . . . ? 
N2 C19 C20 C22 116.3(3) . . . . ? 
C18 C19 C20 C22 -60.3(4) . . . . ? 
C16 C15 C20 C19 -67.7(3) . . . . ? 
C16 C15 C20 C22 49.3(3) . . . . ? 
C15 C16 C21 C22 25.3(4) . . . . ? 
C17 C16 C21 C22 -92.3(3) . . . . ? 
C19 C20 C22 C26 -41.1(4) . . . . ? 
C15 C20 C22 C26 -157.2(3) . . . . ? 
C19 C20 C22 C23 -158.0(3) . . . . ? 
C15 C20 C22 C23 85.9(3) . . . . ? 
C19 C20 C22 C21 82.9(3) . . . . ? 
C15 C20 C22 C21 -33.2(3) . . . . ? 
C16 C21 C22 C26 127.1(3) . . . . ? 
C16 C21 C22 C23 -113.0(3) . . . . ? 
C16 C21 C22 C20 5.1(4) . . . . ? 
C26 C22 C23 O9 -122.0(4) . . . . ? 
C20 C22 C23 O9 -1.7(5) . . . . ? 
C21 C22 C23 O9 113.2(4) . . . . ? 
C26 C22 C23 O10 57.4(3) . . . . ? 
C20 C22 C23 O10 177.7(3) . . . . ? 
C21 C22 C23 O10 -67.5(4) . . . . ? 
C23 C22 C26 O7 -124.9(4) . . . . ? 
C20 C22 C26 O7 116.0(4) . . . . ? 
C21 C22 C26 O7 -2.1(5) . . . . ? 
C23 C22 C26 O8 55.8(3) . . . . ? 
C20 C22 C26 O8 -63.4(3) . . . . ? 
C21 C22 C26 O8 178.5(3) . . . . ? 
C6 C5 N1 O1 179.0(3) . . . . ? 
C4 C5 N1 O1 -2.2(5) . . . . ? 
C18 C19 N2 O6 -3.7(5) . . . . ? 
C20 C19 N2 O6 179.9(3) . . . . ? 
O3 C12 O2 C13 2.5(5) . . . . ? 
C8 C12 O2 C13 -177.4(3) . . . . ? 
C14 C13 O2 C12 -175.7(3) . . . . ? 
O5 C9 O4 C10 5.1(5) . . . . ? 
C8 C9 O4 C10 -173.6(3) . . . . ? 
C11 C10 O4 C9 82.7(4) . . . . ? 
O7 C26 O8 C27 0.8(5) . . . . ? 
C22 C26 O8 C27 -179.9(3) . . . . ? 
C28 C27 O8 C26 105.8(4) . . . . ? 
O9 C23 O10 C24 -0.2(5) . . . . ? 
C22 C23 O10 C24 -179.6(3) . . . . ? 
C25 C24 O10 C23 91.9(4) . . . . ? 
  
_diffrn_measured_fraction_theta_max    0.981 
_diffrn_reflns_theta_full              28.34 
_diffrn_measured_fraction_theta_full   0.981 
_refine_diff_density_max    0.569 
_refine_diff_density_min   -0.580 
_refine_diff_density_rms    0.083