# Supplementary Material (ESI) for Chemical Science
# This journal is (c) The Royal Society of Chemistry 2010

data_global
_journal_name_full               'Chemical Science'

_journal_coden_Cambridge         1475

_publ_contact_author_name        'Bode, Jeffrey W'
_publ_contact_author_email       bode@org.chem.ethz.ch

_publ_section_title              
;
Unified Synthesis of Enantiopure beta2h, beta3h and beta2,3-Amino Acids
;
loop_
_publ_author_name
S.Yu
H.Ishida
M.Juarez-Garcia
J.W.Bode

data_shelxl
_database_code_depnum_ccdc_archive 'CCDC 763138'
#TrackingRef 'web_deposit_cif_file_0_ShouyunYu_1264381539.cif'

_audit_creation_method           SHELXL-97
_publ_section_references         
;
CrystalClear, Rigaku Corp., (1999)
Altomare, A., M. Burla, M. Camalli, G. Cascarano, C. Giacovazzo
A. Guagliardi, A. Moliterni, G. Polidori & R. Spagna.
(1999) J. Appl. Cryst. 32, 115-119.
Sheldrick, G.M. SHELXL97. Program for crystal structure refinement.
University of Gottingen, Germany, 1997.
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H41 N O9'
_chemical_formula_weight         511.60

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   'P 21 '
_symmetry_Int_Tables_number      4

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.6909(19)
_cell_length_b                   10.6557(16)
_cell_length_c                   12.547(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 110.269(4)
_cell_angle_gamma                90.00
_cell_volume                     1340.9(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    160(1)
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10

_exptl_crystal_density_diffrn    1.267
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             552
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8482
_diffrn_ambient_temperature      160(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'CCD Area Detector'
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       'phi and omega rotations'
_diffrn_reflns_number            5927
_diffrn_reflns_av_R_equivalents  0.0169
_diffrn_reflns_av_sigmaI/netI    0.0314
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.58
_diffrn_reflns_theta_max         25.04
_reflns_number_total             3849
_reflns_number_gt                3459
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       'CrystalClear (Rigaku, 1999)'
_computing_data_reduction        'CrystalClear (Rigaku, 1999)'
_computing_structure_solution    'SIR97 (Altomare, 1999)'
_computing_structure_refinement  '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^)+(0.0469P)^2^+0.7150P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.6(12)
_refine_ls_number_reflns         3849
_refine_ls_number_parameters     332
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0535
_refine_ls_R_factor_gt           0.0466
_refine_ls_wR_factor_ref         0.1082
_refine_ls_wR_factor_gt          0.1020
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.002
_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 0.6209(2) 0.3197(2) 0.88076(17) 0.0341(5) Uani 1 1 d . . .
O2 O 0.5035(2) 0.20943(18) 0.72027(16) 0.0305(5) Uani 1 1 d . . .
O4 O 0.36097(19) 0.38080(19) 0.66701(16) 0.0309(5) Uani 1 1 d . . .
O5 O 0.27246(19) 0.6199(2) 0.45192(18) 0.0340(5) Uani 1 1 d . . .
O3 O 0.6284(2) 0.5073(2) 0.80134(19) 0.0416(6) Uani 1 1 d . . .
O6 O 0.3159(3) 0.7331(3) 0.6845(3) 0.0841(11) Uani 1 1 d . . .
O7 O 0.1288(2) 0.8092(2) 0.5545(2) 0.0513(7) Uani 1 1 d . . .
O8 O -0.1107(3) 0.7896(4) 0.1872(2) 0.0897(13) Uani 1 1 d . . .
O9 O 0.0815(2) 0.6771(2) 0.22876(18) 0.0512(7) Uani 1 1 d . . .
N1 N 0.3036(2) 0.4299(2) 0.55120(19) 0.0265(5) Uani 1 1 d . . .
C1 C 0.5511(3) 0.2010(3) 0.8420(2) 0.0293(7) Uani 1 1 d . . .
C2 C 0.6500(3) 0.0951(3) 0.8775(3) 0.0394(8) Uani 1 1 d . . .
H2a H 0.7253 0.1137 0.8538 0.052 Uiso 1 1 calc R . .
H2b H 0.6084 0.0187 0.8395 0.052 Uiso 1 1 calc R . .
C3 C 0.6999(4) 0.0741(4) 1.0061(3) 0.0506(9) Uani 1 1 d . . .
H3a H 0.7551 -0.0006 1.0248 0.067 Uiso 1 1 calc R . .
H3b H 0.7541 0.1450 1.0440 0.067 Uiso 1 1 calc R . .
C4 C 0.5824(4) 0.0591(4) 1.0482(3) 0.0492(9) Uani 1 1 d . . .
H4a H 0.5322 -0.0155 1.0147 0.066 Uiso 1 1 calc R . .
H4b H 0.6157 0.0487 1.1301 0.066 Uiso 1 1 calc R . .
C5 C 0.4917(4) 0.1723(4) 1.0170(3) 0.0451(8) Uani 1 1 d . . .
H5a H 0.5406 0.2464 1.0535 0.060 Uiso 1 1 calc R . .
H5b H 0.4177 0.1606 1.0440 0.060 Uiso 1 1 calc R . .
C6 C 0.4383(3) 0.1913(3) 0.8882(2) 0.0354(7) Uani 1 1 d . . .
H6a H 0.3811 0.1213 0.8523 0.047 Uiso 1 1 calc R . .
H6b H 0.3851 0.2673 0.8700 0.047 Uiso 1 1 calc R . .
C7 C 0.5871(3) 0.4011(3) 0.7935(3) 0.0321(7) Uani 1 1 d . . .
C8 C 0.4944(3) 0.3360(3) 0.6880(2) 0.0269(6) Uani 1 1 d . . .
C9 C 0.5236(3) 0.3581(3) 0.5801(2) 0.0317(7) Uani 1 1 d . . .
H9a H 0.5720 0.2880 0.5637 0.042 Uiso 1 1 calc R . .
H9b H 0.5750 0.4343 0.5851 0.042 Uiso 1 1 calc R . .
C10 C 0.3843(3) 0.3703(3) 0.4898(3) 0.0298(7) Uani 1 1 d . . .
H10 H 0.3881 0.4258 0.4287 0.040 Uiso 1 1 calc R . .
C11 C 0.3249(3) 0.2445(3) 0.4400(3) 0.0337(7) Uani 1 1 d . . .
H11a H 0.3838 0.2056 0.4057 0.045 Uiso 1 1 calc R . .
H11b H 0.3227 0.1907 0.5016 0.045 Uiso 1 1 calc R . .
C12 C 0.1855(3) 0.2501(3) 0.3515(3) 0.0352(7) Uani 1 1 d . . .
H12 H 0.1262 0.2886 0.3868 0.047 Uiso 1 1 calc R . .
C13 C 0.1350(4) 0.1171(4) 0.3145(3) 0.0528(10) Uani 1 1 d . . .
H13a H 0.0454 0.1209 0.2612 0.079 Uiso 1 1 calc R . .
H13b H 0.1363 0.0692 0.3797 0.079 Uiso 1 1 calc R . .
H13c H 0.1915 0.0776 0.2793 0.079 Uiso 1 1 calc R . .
C14 C 0.1809(4) 0.3295(4) 0.2494(3) 0.0544(10) Uani 1 1 d . . .
H14a H 0.1977 0.4157 0.2722 0.082 Uiso 1 1 calc R . .
H14b H 0.0945 0.3223 0.1916 0.082 Uiso 1 1 calc R . .
H14c H 0.2477 0.3007 0.2201 0.082 Uiso 1 1 calc R . .
C15 C 0.3243(3) 0.5668(3) 0.5619(3) 0.0314(7) Uani 1 1 d . . .
H15 H 0.4193 0.5865 0.5975 0.042 Uiso 1 1 calc R . .
C16 C 0.1305(3) 0.6378(3) 0.4262(3) 0.0305(7) Uani 1 1 d . . .
H16 H 0.0838 0.5581 0.4012 0.041 Uiso 1 1 calc R . .
C17 C 0.1184(3) 0.6764(3) 0.5390(2) 0.0323(7) Uani 1 1 d . . .
H17 H 0.0374 0.6430 0.5482 0.043 Uiso 1 1 calc R . .
C18 C 0.2451(3) 0.6241(3) 0.6284(3) 0.0385(8) Uani 1 1 d . . .
H18 H 0.2265 0.5647 0.6807 0.051 Uiso 1 1 calc R . .
C19 C 0.2322(3) 0.8378(3) 0.6599(3) 0.0396(8) Uani 1 1 d . . .
C20 C 0.1755(4) 0.8627(4) 0.7506(3) 0.0534(10) Uani 1 1 d . . .
H20a H 0.1277 0.7901 0.7607 0.080 Uiso 1 1 calc R . .
H20b H 0.1158 0.9330 0.7293 0.080 Uiso 1 1 calc R . .
H20c H 0.2464 0.8812 0.8205 0.080 Uiso 1 1 calc R . .
C21 C 0.3095(6) 0.9485(5) 0.6410(4) 0.0934(18) Uani 1 1 d . . .
H21a H 0.3836 0.9653 0.7092 0.140 Uiso 1 1 calc R . .
H21b H 0.2525 1.0208 0.6215 0.140 Uiso 1 1 calc R . .
H21c H 0.3419 0.9301 0.5802 0.140 Uiso 1 1 calc R . .
C22 C 0.0811(3) 0.7334(3) 0.3325(3) 0.0346(7) Uani 1 1 d . . .
H22 H 0.1388 0.8076 0.3504 0.046 Uiso 1 1 calc R . .
C23 C -0.0632(3) 0.7717(4) 0.3033(3) 0.0433(9) Uani 1 1 d . . .
H23a H -0.1132 0.7063 0.3246 0.058 Uiso 1 1 calc R . .
H23b H -0.0699 0.8485 0.3425 0.058 Uiso 1 1 calc R . .
C24 C -0.0221(3) 0.7345(4) 0.1383(3) 0.0432(9) Uani 1 1 d . . .
C25 C -0.0895(5) 0.6346(4) 0.0531(4) 0.0809(15) Uani 1 1 d . . .
H25a H -0.0261 0.5979 0.0238 0.121 Uiso 1 1 calc R . .
H25b H -0.1612 0.6713 -0.0081 0.121 Uiso 1 1 calc R . .
H25c H -0.1243 0.5709 0.0893 0.121 Uiso 1 1 calc R . .
C26 C 0.0325(4) 0.8390(4) 0.0865(3) 0.0501(9) Uani 1 1 d . . .
H26a H 0.0805 0.8971 0.1447 0.075 Uiso 1 1 calc R . .
H26b H -0.0396 0.8818 0.0304 0.075 Uiso 1 1 calc R . .
H26c H 0.0916 0.8047 0.0512 0.075 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 0.0338(11) 0.0327(12) 0.0326(11) 0.0005(10) 0.0076(9) -0.0056(10)
O2 0.0380(12) 0.0242(11) 0.0276(10) 0.0029(9) 0.0091(9) 0.0016(9)
O4 0.0315(11) 0.0336(12) 0.0308(11) 0.0071(9) 0.0151(9) 0.0062(10)
O5 0.0271(10) 0.0327(11) 0.0416(12) 0.0109(10) 0.0113(9) 0.0022(9)
O3 0.0488(13) 0.0345(14) 0.0451(14) -0.0065(11) 0.0208(11) -0.0095(11)
O6 0.0648(18) 0.0543(17) 0.089(2) -0.0432(17) -0.0296(16) 0.0278(15)
O7 0.0600(15) 0.0343(14) 0.0454(14) -0.0096(11) 0.0002(12) 0.0147(12)
O8 0.0458(15) 0.185(4) 0.0400(15) 0.0270(19) 0.0168(12) 0.050(2)
O9 0.0574(15) 0.0654(17) 0.0313(12) 0.0121(12) 0.0161(11) 0.0302(13)
N1 0.0326(13) 0.0233(12) 0.0261(12) 0.0040(11) 0.0133(10) 0.0014(11)
C1 0.0309(15) 0.0274(16) 0.0268(15) -0.0004(13) 0.0064(12) -0.0031(14)
C2 0.0354(17) 0.0380(19) 0.0416(19) 0.0048(15) 0.0092(15) 0.0109(15)
C3 0.048(2) 0.049(2) 0.047(2) 0.0122(18) 0.0066(17) 0.0099(18)
C4 0.058(2) 0.051(2) 0.0353(19) 0.0126(17) 0.0115(17) -0.0022(19)
C5 0.050(2) 0.052(2) 0.0359(18) 0.0017(16) 0.0187(16) -0.0050(18)
C6 0.0318(16) 0.0382(18) 0.0369(17) 0.0038(15) 0.0130(13) -0.0013(15)
C7 0.0327(16) 0.0309(19) 0.0372(17) 0.0003(14) 0.0176(14) -0.0019(15)
C8 0.0262(14) 0.0219(15) 0.0330(16) 0.0021(13) 0.0108(12) 0.0037(13)
C9 0.0320(15) 0.0349(18) 0.0318(16) 0.0029(14) 0.0156(13) 0.0026(14)
C10 0.0320(16) 0.0287(16) 0.0325(16) 0.0017(13) 0.0160(13) 0.0011(14)
C11 0.0411(18) 0.0263(16) 0.0362(17) -0.0005(14) 0.0166(14) 0.0028(14)
C12 0.0359(17) 0.0371(18) 0.0351(17) -0.0080(14) 0.0157(14) -0.0005(15)
C13 0.045(2) 0.054(2) 0.062(2) -0.025(2) 0.0223(18) -0.0041(19)
C14 0.056(2) 0.071(3) 0.0334(18) -0.0015(19) 0.0115(16) -0.004(2)
C15 0.0283(15) 0.0227(15) 0.0382(18) 0.0028(14) 0.0050(13) -0.0015(13)
C16 0.0249(14) 0.0309(17) 0.0359(16) -0.0008(14) 0.0106(13) -0.0009(14)
C17 0.0319(16) 0.0305(17) 0.0323(17) -0.0060(14) 0.0084(13) -0.0027(14)
C18 0.0468(18) 0.0289(17) 0.0310(17) -0.0052(14) 0.0024(15) 0.0050(16)
C19 0.0439(19) 0.0296(18) 0.0436(19) -0.0110(16) 0.0130(16) 0.0049(15)
C20 0.050(2) 0.066(3) 0.043(2) 0.0050(19) 0.0146(17) 0.013(2)
C21 0.125(5) 0.090(4) 0.093(4) -0.033(3) 0.074(3) -0.054(4)
C22 0.0326(16) 0.0324(17) 0.0345(17) 0.0050(15) 0.0063(13) 0.0053(15)
C23 0.0380(18) 0.054(2) 0.0369(19) 0.0017(16) 0.0113(15) 0.0107(17)
C24 0.0406(18) 0.058(2) 0.0316(17) 0.0103(17) 0.0128(14) 0.0123(17)
C25 0.100(4) 0.065(3) 0.063(3) 0.000(2) 0.009(3) -0.039(3)
C26 0.051(2) 0.046(2) 0.044(2) 0.0059(18) 0.0045(17) -0.0003(18)

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 C7 1.345(4) . ?
O1 C1 1.464(4) . ?
O2 C8 1.402(4) . ?
O2 C1 1.436(3) . ?
O4 C8 1.439(3) . ?
O4 N1 1.464(3) . ?
O5 C15 1.415(3) . ?
O5 C16 1.451(3) . ?
O3 C7 1.206(4) . ?
O6 C19 1.397(4) . ?
O6 C18 1.431(4) . ?
O7 C17 1.427(4) . ?
O7 C19 1.432(4) . ?
O8 C23 1.380(4) . ?
O8 C24 1.421(4) . ?
O9 C24 1.421(4) . ?
O9 C22 1.434(4) . ?
N1 C15 1.474(4) . ?
N1 C10 1.484(4) . ?
C1 C2 1.504(4) . ?
C1 C6 1.512(4) . ?
C2 C3 1.531(5) . ?
C3 C4 1.530(5) . ?
C4 C5 1.512(5) . ?
C5 C6 1.530(4) . ?
C7 C8 1.518(4) . ?
C8 C9 1.511(4) . ?
C9 C10 1.533(4) . ?
C10 C11 1.521(4) . ?
C11 C12 1.521(4) . ?
C12 C14 1.522(5) . ?
C12 C13 1.530(5) . ?
C15 C18 1.509(4) . ?
C16 C22 1.506(4) . ?
C16 C17 1.522(4) . ?
C17 C18 1.534(4) . ?
C19 C20 1.488(5) . ?
C19 C21 1.506(5) . ?
C22 C23 1.513(4) . ?
C24 C25 1.503(5) . ?
C24 C26 1.506(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
C7 O1 C1 109.0(2) . . ?
C8 O2 C1 109.3(2) . . ?
C8 O4 N1 110.37(19) . . ?
C15 O5 C16 107.2(2) . . ?
C19 O6 C18 110.5(3) . . ?
C17 O7 C19 109.6(2) . . ?
C23 O8 C24 110.0(3) . . ?
C24 O9 C22 107.4(2) . . ?
O4 N1 C15 105.4(2) . . ?
O4 N1 C10 104.1(2) . . ?
C15 N1 C10 112.1(2) . . ?
O2 C1 O1 104.6(2) . . ?
O2 C1 C2 108.4(2) . . ?
O1 C1 C2 109.0(2) . . ?
O2 C1 C6 112.1(2) . . ?
O1 C1 C6 108.3(2) . . ?
C2 C1 C6 114.1(3) . . ?
C1 C2 C3 112.0(3) . . ?
C4 C3 C2 110.6(3) . . ?
C5 C4 C3 110.9(3) . . ?
C4 C5 C6 110.5(3) . . ?
C1 C6 C5 111.0(3) . . ?
O3 C7 O1 123.4(3) . . ?
O3 C7 C8 127.6(3) . . ?
O1 C7 C8 109.0(2) . . ?
O2 C8 O4 109.7(2) . . ?
O2 C8 C9 113.2(2) . . ?
O4 C8 C9 106.5(2) . . ?
O2 C8 C7 103.2(2) . . ?
O4 C8 C7 108.4(2) . . ?
C9 C8 C7 115.7(2) . . ?
C8 C9 C10 103.1(2) . . ?
N1 C10 C11 110.8(2) . . ?
N1 C10 C9 104.1(2) . . ?
C11 C10 C9 112.9(3) . . ?
C12 C11 C10 115.4(3) . . ?
C11 C12 C14 111.9(3) . . ?
C11 C12 C13 109.8(3) . . ?
C14 C12 C13 110.8(3) . . ?
O5 C15 N1 108.1(2) . . ?
O5 C15 C18 105.8(2) . . ?
N1 C15 C18 110.9(3) . . ?
O5 C16 C22 108.6(2) . . ?
O5 C16 C17 104.4(2) . . ?
C22 C16 C17 115.1(3) . . ?
O7 C17 C16 111.5(3) . . ?
O7 C17 C18 104.7(2) . . ?
C16 C17 C18 104.1(2) . . ?
O6 C18 C15 107.3(3) . . ?
O6 C18 C17 104.3(3) . . ?
C15 C18 C17 105.4(2) . . ?
O6 C19 O7 105.3(2) . . ?
O6 C19 C20 111.9(3) . . ?
O7 C19 C20 110.9(3) . . ?
O6 C19 C21 108.4(3) . . ?
O7 C19 C21 108.1(3) . . ?
C20 C19 C21 111.8(3) . . ?
O9 C22 C16 108.4(2) . . ?
O9 C22 C23 102.5(2) . . ?
C16 C22 C23 115.0(3) . . ?
O8 C23 C22 105.3(3) . . ?
O9 C24 O8 106.5(2) . . ?
O9 C24 C25 108.2(3) . . ?
O8 C24 C25 111.9(3) . . ?
O9 C24 C26 110.5(3) . . ?
O8 C24 C26 107.3(3) . . ?
C25 C24 C26 112.2(3) . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        25.04
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.528
_refine_diff_density_min         -0.370
_refine_diff_density_rms         0.044

data_shelxl2
_database_code_depnum_ccdc_archive 'CCDC 763139'
#TrackingRef 'web_deposit_cif_file_1_ShouyunYu_1264381539.cif'

_audit_creation_method           SHELXL-97
_publ_section_references         
;
CrystalClear, Rigaku Corp., (1999)
Altomare, A., M. Burla, M. Camalli, G. Cascarano, C. Giacovazzo
A. Guagliardi, A. Moliterni, G. Polidori & R. Spagna.
(1999) J. Appl. Cryst. 32, 115-119.
Sheldrick, G.M. SHELXL97. Program for crystal structure refinement.
University of Gottingen, Germany, 1997.
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H41 N O9'
_chemical_formula_weight         511.60

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   'P 21 '
_symmetry_Int_Tables_number      4

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   5.9601(10)
_cell_length_b                   10.9170(17)
_cell_length_c                   20.891(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.816(4)
_cell_angle_gamma                90.00
_cell_volume                     1354.5(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    143(1)
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.18

_exptl_crystal_density_diffrn    1.254
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             552
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8965
_diffrn_ambient_temperature      143(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'CCD Area Detector'
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       'phi and omega rotations'
_diffrn_reflns_number            15298
_diffrn_reflns_av_R_equivalents  0.0243
_diffrn_reflns_av_sigmaI/netI    0.0149
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.70
_diffrn_reflns_theta_max         25.02
_reflns_number_total             2516
_reflns_number_gt                2381
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       'CrystalClear (Rigaku, 1999)'
_computing_data_reduction        'CrystalClear (Rigaku, 1999)'
_computing_structure_solution    'SIR97 (Altomare, 1999)'
_computing_structure_refinement  '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^)+(0.0567P)^2^+0.3720P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   1.4(13)
_refine_ls_number_reflns         2516
_refine_ls_number_parameters     403
_refine_ls_number_restraints     107
_refine_ls_R_factor_all          0.0453
_refine_ls_R_factor_gt           0.0430
_refine_ls_wR_factor_ref         0.1061
_refine_ls_wR_factor_gt          0.1044
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_restrained_S_all      1.134
_refine_ls_shift/su_max          0.036
_refine_ls_shift/su_mean         0.003

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 0.2968(4) 0.3913(3) 0.25342(13) 0.0292(6) Uani 1 1 d . . .
H1 H 0.2084 0.4394 0.2819 0.039 Uiso 1 1 calc R . .
C2 C 0.5282(5) 0.4488(3) 0.24863(13) 0.0305(6) Uani 1 1 d . . .
H2 H 0.6450 0.4140 0.2791 0.041 Uiso 1 1 calc R . .
C3 C 0.6213(5) 0.6340(3) 0.20537(14) 0.0328(6) Uani 1 1 d . . .
C4 C 0.5761(5) 0.4305(3) 0.17791(14) 0.0334(7) Uani 1 1 d . . .
H4 H 0.7136 0.3830 0.1736 0.044 Uiso 1 1 calc R . .
C5 C 0.3657(4) 0.3653(3) 0.14781(13) 0.0338(7) Uani 1 1 d . . .
H5 H 0.3939 0.2768 0.1473 0.045 Uiso 1 1 calc R . .
C6 C 0.2802(5) 0.4062(3) 0.08117(14) 0.0413(7) Uani 1 1 d . C .
H6 H 0.2407 0.4933 0.0813 0.055 Uiso 1 1 calc R . .
C7 C 0.4483(7) 0.3811(6) 0.03142(18) 0.0758(15) Uani 1 1 d . . .
H7A H 0.4276 0.4371 -0.0046 0.101 Uiso 1 1 calc R A 1
H7B H 0.6025 0.3862 0.0502 0.101 Uiso 1 1 calc R A 1
C8 C 0.1449(6) 0.2569(5) 0.00811(19) 0.0741(14) Uani 1 1 d D . .
C9 C 0.8699(5) 0.6491(3) 0.22684(17) 0.0450(8) Uani 1 1 d . . .
H9A H 0.9354 0.5702 0.2365 0.067 Uiso 1 1 calc R . .
H9B H 0.8863 0.6998 0.2645 0.067 Uiso 1 1 calc R . .
H9C H 0.9451 0.6869 0.1931 0.067 Uiso 1 1 calc R . .
C10 C 0.5076(5) 0.7530(3) 0.1869(2) 0.0519(9) Uani 1 1 d . . .
H10A H 0.5783 0.7890 0.1518 0.078 Uiso 1 1 calc R . .
H10B H 0.5205 0.8078 0.2230 0.078 Uiso 1 1 calc R . .
H10C H 0.3514 0.7384 0.1742 0.078 Uiso 1 1 calc R . .
C13 C 0.2555(5) 0.2257(3) 0.38407(16) 0.0420(8) Uani 1 1 d . . .
C14 C 0.1148(5) 0.1361(3) 0.34241(16) 0.0407(7) Uani 1 1 d . . .
H14 H 0.2049 0.0621 0.3377 0.054 Uiso 1 1 calc R . .
C15 C 0.0934(5) 0.2023(3) 0.27785(15) 0.0339(6) Uani 1 1 d . . .
H15 H -0.0220 0.2661 0.2790 0.045 Uiso 1 1 calc R . .
C16 C 0.0419(5) 0.1240(3) 0.21708(17) 0.0402(7) Uani 1 1 d . . .
H16 H 0.0724 0.1750 0.1802 0.054 Uiso 1 1 calc R . .
C17 C -0.2071(5) 0.0875(4) 0.2084(2) 0.0526(9) Uani 1 1 d . . .
H17A H -0.2350 0.0231 0.2380 0.079 Uiso 1 1 calc R . .
H17B H -0.2434 0.0594 0.1653 0.079 Uiso 1 1 calc R . .
H17C H -0.2988 0.1572 0.2166 0.079 Uiso 1 1 calc R . .
C18 C 0.1887(6) 0.0107(4) 0.2151(2) 0.0591(10) Uani 1 1 d . . .
H18A H 0.3439 0.0333 0.2239 0.089 Uiso 1 1 calc R . .
H18B H 0.1675 -0.0261 0.1733 0.089 Uiso 1 1 calc R . .
H18C H 0.1476 -0.0468 0.2469 0.089 Uiso 1 1 calc R . .
C19 C -0.1033(6) 0.0984(4) 0.37037(19) 0.0535(9) Uani 1 1 d . . .
H19A H -0.2064 0.1662 0.3679 0.080 Uiso 1 1 calc R . .
H19B H -0.0715 0.0748 0.4145 0.080 Uiso 1 1 calc R . .
H19C H -0.1694 0.0306 0.3464 0.080 Uiso 1 1 calc R . .
C20 C 0.1331(6) 0.3294(4) 0.41488(16) 0.0477(8) Uani 1 1 d . . .
C21 C 0.3829(7) 0.2378(5) 0.4911(2) 0.0730(14) Uani 1 1 d DU . .
C22 C 0.6278(10) 0.2829(6) 0.4995(3) 0.0494(14) Uani 0.65 1 d PDU B 1
H22A H 0.7309 0.2141 0.5006 0.066 Uiso 0.65 1 calc PR B 1
H22B H 0.6594 0.3361 0.4642 0.066 Uiso 0.65 1 calc PR B 1
C23 C 0.6545(13) 0.3529(6) 0.5630(3) 0.0674(17) Uani 0.65 1 d PDU B 1
H23A H 0.5596 0.4253 0.5598 0.090 Uiso 0.65 1 calc PR B 1
H23B H 0.8095 0.3796 0.5711 0.090 Uiso 0.65 1 calc PR B 1
C24 C 0.5902(13) 0.2735(8) 0.6191(3) 0.079(2) Uani 0.65 1 d PDU B 1
H24A H 0.6967 0.2065 0.6255 0.105 Uiso 0.65 1 calc PR B 1
H24B H 0.5995 0.3223 0.6580 0.105 Uiso 0.65 1 calc PR B 1
C25 C 0.3547(12) 0.2220(7) 0.6070(3) 0.0723(18) Uani 0.65 1 d PDU B 1
H25A H 0.2465 0.2886 0.6052 0.096 Uiso 0.65 1 calc PR B 1
H25B H 0.3232 0.1687 0.6423 0.096 Uiso 0.65 1 calc PR B 1
C26 C 0.3285(16) 0.1501(6) 0.5443(3) 0.0520(19) Uani 0.65 1 d PDU B 1
H26A H 0.4309 0.0809 0.5462 0.069 Uiso 0.65 1 calc PR B 1
H26B H 0.1758 0.1197 0.5365 0.069 Uiso 0.65 1 calc PR B 1
C22' C 0.5558(18) 0.3377(11) 0.5146(6) 0.061(3) Uani 0.35 1 d PDU B 2
H22C H 0.6020 0.3861 0.4791 0.081 Uiso 0.35 1 calc PR B 2
H22D H 0.4953 0.3915 0.5459 0.081 Uiso 0.35 1 calc PR B 2
C23' C 0.7491(17) 0.2613(11) 0.5449(5) 0.059(2) Uani 0.35 1 d PDU B 2
H23C H 0.8763 0.3139 0.5576 0.079 Uiso 0.35 1 calc PR B 2
H23D H 0.7959 0.2023 0.5139 0.079 Uiso 0.35 1 calc PR B 2
C24' C 0.674(2) 0.1943(14) 0.6037(5) 0.067(3) Uani 0.35 1 d PDU B 2
H24C H 0.7946 0.1416 0.6218 0.089 Uiso 0.35 1 calc PR B 2
H24D H 0.6397 0.2531 0.6363 0.089 Uiso 0.35 1 calc PR B 2
C25' C 0.4671(18) 0.1183(11) 0.5834(5) 0.063(3) Uani 0.35 1 d PDU B 2
H25C H 0.5049 0.0569 0.5525 0.084 Uiso 0.35 1 calc PR B 2
H25D H 0.4166 0.0763 0.6205 0.084 Uiso 0.35 1 calc PR B 2
C26' C 0.280(2) 0.1991(15) 0.5537(6) 0.061(4) Uani 0.35 1 d PDU B 2
H26C H 0.2534 0.2690 0.5807 0.081 Uiso 0.35 1 calc PR B 2
H26D H 0.1406 0.1538 0.5449 0.081 Uiso 0.35 1 calc PR B 2
N1 N 0.3187(4) 0.2625(2) 0.27576(11) 0.0332(5) Uani 1 1 d . . .
O1 O 0.5052(3) 0.57764(19) 0.25471(10) 0.0365(5) Uani 1 1 d . . .
O2 O 0.5907(4) 0.5516(2) 0.15285(10) 0.0408(5) Uani 1 1 d . . .
O3 O 0.1928(3) 0.39058(19) 0.19024(9) 0.0315(4) Uani 1 1 d . . .
O5 O 0.0887(4) 0.3342(3) 0.05819(10) 0.0460(6) Uani 1 1 d . C .
O6 O 0.4116(3) 0.2764(2) 0.34322(10) 0.0414(5) Uani 1 1 d . . .
O7 O -0.0030(5) 0.3989(3) 0.38944(13) 0.0568(7) Uani 1 1 d . . .
O8 O 0.2120(6) 0.3328(3) 0.47717(12) 0.0719(9) Uani 1 1 d . B .
O9 O 0.3721(4) 0.1650(3) 0.43536(13) 0.0604(8) Uani 1 1 d . B .
O4 O 0.3853(6) 0.2515(5) 0.0119(2) 0.0628(12) Uani 0.65 1 d P C 1
C11 C 0.0831(14) 0.1230(6) 0.0307(4) 0.077(2) Uani 0.65 1 d PDU C 1
H11A H 0.1171 0.0647 -0.0015 0.116 Uiso 0.65 1 calc PR C 1
H11B H -0.0746 0.1192 0.0369 0.116 Uiso 0.65 1 calc PR C 1
H11C H 0.1693 0.1041 0.0704 0.116 Uiso 0.65 1 calc PR C 1
C12 C 0.0332(15) 0.2853(12) -0.0549(3) 0.086(3) Uani 0.65 1 d PDU C 1
H12A H 0.0809 0.2282 -0.0860 0.130 Uiso 0.65 1 calc PR C 1
H12B H 0.0721 0.3670 -0.0670 0.130 Uiso 0.65 1 calc PR C 1
H12C H -0.1269 0.2796 -0.0533 0.130 Uiso 0.65 1 calc PR C 1
O4' O 0.3066(15) 0.3613(10) -0.0254(3) 0.072(3) Uani 0.35 1 d P C 2
C11' C 0.259(3) 0.1392(13) 0.0128(8) 0.100(5) Uani 0.35 1 d PDU C 2
H11D H 0.3745 0.1412 0.0477 0.150 Uiso 0.35 1 calc PR C 2
H11E H 0.3252 0.1225 -0.0265 0.150 Uiso 0.35 1 calc PR C 2
H11F H 0.1521 0.0761 0.0205 0.150 Uiso 0.35 1 calc PR C 2
C12' C -0.048(2) 0.2728(16) -0.0460(6) 0.054(4) Uani 0.35 1 d PDU C 2
H12D H -0.1015 0.3558 -0.0463 0.081 Uiso 0.35 1 calc PR C 2
H12E H -0.1696 0.2182 -0.0385 0.081 Uiso 0.35 1 calc PR C 2
H12F H 0.0070 0.2541 -0.0868 0.081 Uiso 0.35 1 calc PR C 2

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 0.0316(13) 0.0276(14) 0.0283(13) 0.0020(12) 0.0022(10) 0.0040(12)
C2 0.0333(14) 0.0255(14) 0.0321(14) 0.0009(12) -0.0012(11) 0.0031(12)
C3 0.0357(14) 0.0287(15) 0.0345(15) 0.0010(12) 0.0058(11) -0.0012(12)
C4 0.0341(14) 0.0304(16) 0.0360(15) -0.0010(12) 0.0046(12) 0.0032(12)
C5 0.0350(14) 0.0320(17) 0.0346(15) -0.0050(12) 0.0052(11) 0.0014(12)
C6 0.0468(17) 0.0432(19) 0.0331(15) -0.0013(14) -0.0011(13) -0.0074(15)
C7 0.063(2) 0.129(5) 0.0375(19) -0.014(3) 0.0116(16) -0.026(3)
C8 0.054(2) 0.106(4) 0.062(2) -0.048(3) 0.0035(18) -0.002(2)
C9 0.0361(15) 0.0442(19) 0.054(2) 0.0008(16) 0.0014(13) -0.0014(15)
C10 0.0416(17) 0.0334(18) 0.081(3) 0.0121(18) 0.0074(16) 0.0032(15)
C13 0.0346(14) 0.047(2) 0.0446(18) 0.0219(15) 0.0033(12) -0.0005(14)
C14 0.0350(15) 0.0339(17) 0.0541(19) 0.0138(15) 0.0096(13) 0.0048(14)
C15 0.0281(12) 0.0266(14) 0.0474(17) 0.0038(13) 0.0052(11) 0.0027(12)
C16 0.0350(15) 0.0296(17) 0.0562(19) -0.0031(15) 0.0044(13) -0.0009(13)
C17 0.0358(16) 0.044(2) 0.076(2) -0.0061(19) -0.0060(15) 0.0017(15)
C18 0.0388(17) 0.043(2) 0.095(3) -0.021(2) 0.0024(17) 0.0055(16)
C19 0.0447(18) 0.052(2) 0.065(2) 0.0139(19) 0.0133(16) -0.0086(16)
C20 0.059(2) 0.047(2) 0.0378(17) 0.0068(16) 0.0077(14) -0.0101(18)
C21 0.069(2) 0.089(4) 0.057(2) 0.039(3) -0.0157(19) -0.025(3)
C22 0.057(3) 0.045(4) 0.046(3) -0.001(3) 0.005(3) -0.010(3)
C23 0.082(4) 0.060(4) 0.058(4) -0.014(3) -0.002(3) -0.013(3)
C24 0.114(6) 0.080(5) 0.040(3) -0.019(3) -0.008(3) -0.004(5)
C25 0.102(4) 0.086(5) 0.029(3) 0.007(3) 0.008(3) 0.003(4)
C26 0.072(4) 0.044(4) 0.040(3) 0.018(3) 0.003(3) -0.010(3)
C22' 0.069(7) 0.065(8) 0.048(7) 0.009(5) 0.008(5) -0.012(5)
C23' 0.057(5) 0.064(7) 0.057(6) 0.003(5) 0.003(4) -0.013(5)
C24' 0.077(7) 0.082(9) 0.040(6) 0.001(6) -0.007(5) -0.016(6)
C25' 0.089(7) 0.056(7) 0.043(5) 0.021(5) -0.004(5) -0.017(5)
C26' 0.067(7) 0.060(9) 0.053(7) 0.016(6) -0.007(5) -0.019(6)
N1 0.0303(11) 0.0325(14) 0.0364(13) 0.0056(11) 0.0002(9) 0.0018(11)
O1 0.0456(11) 0.0273(11) 0.0378(11) -0.0044(9) 0.0108(9) -0.0030(9)
O2 0.0534(12) 0.0347(12) 0.0343(11) 0.0044(9) 0.0041(9) -0.0088(10)
O3 0.0312(9) 0.0334(11) 0.0294(10) 0.0007(9) 0.0003(7) 0.0035(9)
O5 0.0447(12) 0.0560(14) 0.0374(12) -0.0124(11) 0.0032(9) -0.0048(11)
O6 0.0334(10) 0.0510(14) 0.0386(11) 0.0177(10) -0.0038(8) -0.0057(10)
O7 0.0653(15) 0.0497(15) 0.0572(15) 0.0029(13) 0.0156(12) 0.0064(14)
O8 0.108(2) 0.071(2) 0.0376(13) 0.0026(14) 0.0093(14) -0.0281(19)
O9 0.0534(14) 0.074(2) 0.0514(15) 0.0352(14) -0.0078(12) -0.0036(13)
O4 0.0497(19) 0.084(3) 0.055(2) -0.037(2) 0.0089(17) 0.002(2)
C11 0.085(5) 0.061(5) 0.086(5) -0.034(4) 0.008(4) -0.001(4)
C12 0.076(5) 0.155(10) 0.029(3) -0.019(4) 0.008(3) -0.004(6)
O4' 0.087(6) 0.095(7) 0.035(4) 0.000(4) 0.012(4) -0.024(5)
C11' 0.132(14) 0.095(12) 0.074(10) -0.012(9) 0.017(10) 0.016(12)
C12' 0.069(5) 0.054(5) 0.040(5) -0.004(3) 0.013(4) -0.007(4)

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 O3 1.410(3) . ?
C1 N1 1.483(4) . ?
C1 C2 1.526(4) . ?
C2 O1 1.420(4) . ?
C2 C4 1.541(4) . ?
C3 O2 1.419(4) . ?
C3 O1 1.428(3) . ?
C3 C10 1.501(4) . ?
C3 C9 1.521(4) . ?
C4 O2 1.427(4) . ?
C4 C5 1.530(4) . ?
C5 O3 1.441(3) . ?
C5 C6 1.509(4) . ?
C6 O5 1.435(4) . ?
C6 C7 1.527(5) . ?
C7 O4' 1.415(9) . ?
C7 O4 1.512(7) . ?
C8 O5 1.406(5) . ?
C8 C11' 1.453(10) . ?
C8 O4 1.430(5) . ?
C8 C12 1.458(7) . ?
C8 C12' 1.554(9) . ?
C8 C11 1.589(8) . ?
C8 O4' 1.683(10) . ?
C13 O9 1.394(4) . ?
C13 O6 1.426(4) . ?
C13 C14 1.515(5) . ?
C13 C20 1.519(5) . ?
C14 C19 1.526(4) . ?
C14 C15 1.526(4) . ?
C15 N1 1.499(4) . ?
C15 C16 1.540(4) . ?
C16 C18 1.518(5) . ?
C16 C17 1.533(4) . ?
C20 O7 1.202(4) . ?
C20 O8 1.346(4) . ?
C21 O9 1.407(6) . ?
C21 O8 1.465(6) . ?
C21 C26 1.522(7) . ?
C21 C22 1.537(6) . ?
C21 C22' 1.551(9) . ?
C21 C26' 1.550(10) . ?
C22 C23 1.527(7) . ?
C23 C24 1.532(8) . ?
C24 C25 1.514(8) . ?
C25 C26 1.524(7) . ?
C22' C23' 1.516(10) . ?
C23' C24' 1.528(9) . ?
C24' C25' 1.519(9) . ?
C25' C26' 1.514(10) . ?
N1 O6 1.478(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
O3 C1 N1 108.0(2) . . ?
O3 C1 C2 105.6(2) . . ?
N1 C1 C2 110.7(2) . . ?
O1 C2 C1 107.9(2) . . ?
O1 C2 C4 104.0(2) . . ?
C1 C2 C4 104.5(2) . . ?
O2 C3 O1 104.3(2) . . ?
O2 C3 C10 109.0(3) . . ?
O1 C3 C10 108.8(2) . . ?
O2 C3 C9 110.8(2) . . ?
O1 C3 C9 110.7(2) . . ?
C10 C3 C9 112.9(3) . . ?
O2 C4 C5 110.7(2) . . ?
O2 C4 C2 104.7(2) . . ?
C5 C4 C2 104.1(2) . . ?
O3 C5 C6 107.9(2) . . ?
O3 C5 C4 105.1(2) . . ?
C6 C5 C4 116.3(3) . . ?
O5 C6 C5 110.1(3) . . ?
O5 C6 C7 102.9(3) . . ?
C5 C6 C7 112.6(3) . . ?
O4' C7 O4 60.9(5) . . ?
O4' C7 C6 102.7(5) . . ?
O4 C7 C6 100.9(3) . . ?
O5 C8 C11' 128.3(7) . . ?
O5 C8 O4 106.5(3) . . ?
C11' C8 O4 59.9(9) . . ?
O5 C8 C12 115.2(5) . . ?
C11' C8 C12 115.2(9) . . ?
O4 C8 C12 116.0(5) . . ?
O5 C8 C12' 105.4(7) . . ?
C11' C8 C12' 117.5(10) . . ?
O4 C8 C12' 136.3(6) . . ?
C12 C8 C12' 20.8(5) . . ?
O5 C8 C11 104.8(4) . . ?
C11' C8 C11 44.3(8) . . ?
O4 C8 C11 101.6(5) . . ?
C12 C8 C11 111.4(6) . . ?
C12' C8 C11 98.2(7) . . ?
O5 C8 O4' 94.8(4) . . ?
C11' C8 O4' 110.3(9) . . ?
O4 C8 O4' 56.3(4) . . ?
C12 C8 O4' 73.4(6) . . ?
C12' C8 O4' 92.1(7) . . ?
C11 C8 O4' 154.4(6) . . ?
O9 C13 O6 109.6(2) . . ?
O9 C13 C14 110.6(3) . . ?
O6 C13 C14 105.3(3) . . ?
O9 C13 C20 104.7(3) . . ?
O6 C13 C20 109.0(3) . . ?
C14 C13 C20 117.5(3) . . ?
C13 C14 C19 113.7(3) . . ?
C13 C14 C15 101.7(2) . . ?
C19 C14 C15 117.1(3) . . ?
N1 C15 C14 103.0(2) . . ?
N1 C15 C16 109.7(2) . . ?
C14 C15 C16 117.5(3) . . ?
C18 C16 C17 109.8(3) . . ?
C18 C16 C15 113.5(3) . . ?
C17 C16 C15 111.4(3) . . ?
O7 C20 O8 125.3(4) . . ?
O7 C20 C13 127.9(3) . . ?
O8 C20 C13 106.8(3) . . ?
O9 C21 O8 104.6(3) . . ?
O9 C21 C26 104.6(4) . . ?
O8 C21 C26 113.8(5) . . ?
O9 C21 C22 104.6(4) . . ?
O8 C21 C22 115.7(4) . . ?
C26 C21 C22 112.1(5) . . ?
O9 C21 C22' 129.9(6) . . ?
O8 C21 C22' 89.9(5) . . ?
C26 C21 C22' 112.8(6) . . ?
C22 C21 C22' 30.6(5) . . ?
O9 C21 C26' 123.4(8) . . ?
O8 C21 C26' 92.4(6) . . ?
C26 C21 C26' 24.3(6) . . ?
C22 C21 C26' 115.5(7) . . ?
C22' C21 C26' 102.9(9) . . ?
C23 C22 C21 106.7(5) . . ?
C22 C23 C24 111.5(5) . . ?
C25 C24 C23 111.8(6) . . ?
C24 C25 C26 111.1(6) . . ?
C21 C26 C25 106.9(5) . . ?
C23' C22' C21 102.0(8) . . ?
C22' C23' C24' 109.7(10) . . ?
C25' C24' C23' 108.8(8) . . ?
C26' C25' C24' 110.5(11) . . ?
C25' C26' C21 100.0(8) . . ?
O6 N1 C1 102.7(2) . . ?
O6 N1 C15 106.4(2) . . ?
C1 N1 C15 111.7(2) . . ?
C2 O1 C3 107.8(2) . . ?
C3 O2 C4 108.1(2) . . ?
C1 O3 C5 107.22(19) . . ?
C8 O5 C6 110.2(3) . . ?
C13 O6 N1 108.7(2) . . ?
C20 O8 C21 110.7(3) . . ?
C13 O9 C21 110.7(3) . . ?
C8 O4 C7 101.6(4) . . ?
C7 O4' C8 94.4(5) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.191
_refine_diff_density_min         -0.291
_refine_diff_density_rms         0.041

data_shelxl3
_database_code_depnum_ccdc_archive 'CCDC 763140'
#TrackingRef 'web_deposit_cif_file_2_ShouyunYu_1264381539.cif'

_audit_creation_method           SHELXL-97
_publ_section_references         
;
CrystalClear, Rigaku Corp., (1999)
Altomare, A., M. Burla, M. Camalli, G. Cascarano, C. Giacovazzo
A. Guagliardi, A. Moliterni, G. Polidori & R. Spagna.
(1999) J. Appl. Cryst. 32, 115-119.
Sheldrick, G.M. SHELXL97. Program for crystal structure refinement.
University of Gottingen, Germany, 1997.
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H41 N O9'
_chemical_formula_weight         511.60

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 '
_symmetry_Int_Tables_number      19

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'

_cell_length_a                   10.5979(11)
_cell_length_b                   11.4345(12)
_cell_length_c                   23.237(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2815.9(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    143(1)
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.18

_exptl_crystal_density_diffrn    1.207
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1104
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7951
_diffrn_ambient_temperature      143(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'CCD Area Detector'
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       'phi and omega rotations'
_diffrn_reflns_number            25793
_diffrn_reflns_av_R_equivalents  0.0338
_diffrn_reflns_av_sigmaI/netI    0.0239
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.50
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4964
_reflns_number_gt                4596
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       'CrystalClear (Rigaku, 1999)'
_computing_data_reduction        'CrystalClear (Rigaku, 1999)'
_computing_structure_solution    'SIR97 (Altomare, 1999)'
_computing_structure_refinement  '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^)+(0.0689P)^2^+0.4435P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.6(10)
_refine_ls_number_reflns         4964
_refine_ls_number_parameters     332
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0502
_refine_ls_R_factor_gt           0.0462
_refine_ls_wR_factor_ref         0.1259
_refine_ls_wR_factor_gt          0.1224
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_restrained_S_all      1.086
_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 0.2940(2) 0.8047(2) 0.04490(11) 0.0544(6) Uani 1 1 d . . .
C2 C 0.1666(3) 0.8589(2) 0.05650(11) 0.0616(7) Uani 1 1 d . . .
H2A H 0.1448 0.9111 0.0251 0.082 Uiso 1 1 calc R . .
H2B H 0.1032 0.7978 0.0582 0.082 Uiso 1 1 calc R . .
C3 C 0.1663(3) 0.9256(3) 0.11191(12) 0.0663(7) Uani 1 1 d . . .
H3A H 0.1780 0.8717 0.1437 0.088 Uiso 1 1 calc R . .
H3B H 0.0851 0.9636 0.1168 0.088 Uiso 1 1 calc R . .
C4 C 0.2705(3) 1.0176(3) 0.11316(15) 0.0764(8) Uani 1 1 d . . .
H4A H 0.2565 1.0745 0.0829 0.102 Uiso 1 1 calc R . .
H4B H 0.2693 1.0584 0.1498 0.102 Uiso 1 1 calc R . .
C5 C 0.3975(3) 0.9590(3) 0.10469(14) 0.0741(8) Uani 1 1 d . . .
H5A H 0.4137 0.9065 0.1366 0.099 Uiso 1 1 calc R . .
H5B H 0.4632 1.0180 0.1044 0.099 Uiso 1 1 calc R . .
C6 C 0.4017(3) 0.8907(3) 0.04876(13) 0.0670(7) Uani 1 1 d . . .
H6A H 0.3972 0.9446 0.0166 0.089 Uiso 1 1 calc R . .
H6B H 0.4811 0.8488 0.0462 0.089 Uiso 1 1 calc R . .
C7 C 0.3666(2) 0.6166(2) 0.05711(9) 0.0442(5) Uani 1 1 d . . .
C8 C 0.3389(2) 0.6427(2) -0.00661(10) 0.0525(6) Uani 1 1 d . . .
C9 C 0.4374(3) 0.4237(2) 0.06348(10) 0.0541(6) Uani 1 1 d . . .
H9A H 0.4441 0.3571 0.0892 0.072 Uiso 1 1 calc R . .
H9B H 0.4292 0.3951 0.0244 0.072 Uiso 1 1 calc R . .
C10 C 0.3239(2) 0.4984(2) 0.07950(9) 0.0475(5) Uani 1 1 d . . .
H10 H 0.3181 0.5024 0.1215 0.063 Uiso 1 1 calc R . .
C11 C 0.1972(3) 0.4584(2) 0.05584(11) 0.0610(7) Uani 1 1 d . . .
H11A H 0.2035 0.4515 0.0143 0.081 Uiso 1 1 calc R . .
H11B H 0.1344 0.5177 0.0642 0.081 Uiso 1 1 calc R . .
C12 C 0.1525(3) 0.3419(3) 0.08035(14) 0.0750(8) Uani 1 1 d . . .
H12 H 0.2198 0.2842 0.0748 0.100 Uiso 1 1 calc R . .
C13 C 0.1228(4) 0.3478(3) 0.14327(15) 0.0913(11) Uani 1 1 d . . .
H13A H 0.0560 0.4030 0.1496 0.137 Uiso 1 1 calc R . .
H13B H 0.1966 0.3721 0.1640 0.137 Uiso 1 1 calc R . .
H13C H 0.0968 0.2720 0.1565 0.137 Uiso 1 1 calc R . .
C14 C 0.0356(6) 0.2997(5) 0.0477(2) 0.153(2) Uani 1 1 d . . .
H14A H 0.0066 0.2275 0.0642 0.230 Uiso 1 1 calc R . .
H14B H 0.0567 0.2877 0.0080 0.230 Uiso 1 1 calc R . .
H14C H -0.0298 0.3575 0.0506 0.230 Uiso 1 1 calc R . .
C15 C 0.6129(2) 0.4925(2) 0.12458(8) 0.0466(5) Uani 1 1 d . . .
H15 H 0.6575 0.4175 0.1263 0.062 Uiso 1 1 calc R . .
C16 C 0.7100(2) 0.5885(2) 0.13137(9) 0.0477(5) Uani 1 1 d . . .
H16 H 0.7272 0.6294 0.0951 0.064 Uiso 1 1 calc R . .
C17 C 0.8622(2) 0.6208(2) 0.20018(10) 0.0515(6) Uani 1 1 d . . .
C18 C 0.6567(2) 0.6704(2) 0.17795(9) 0.0448(5) Uani 1 1 d . . .
H18 H 0.6470 0.7507 0.1639 0.060 Uiso 1 1 calc R . .
C19 C 0.5311(2) 0.61685(19) 0.19555(8) 0.0414(5) Uani 1 1 d . . .
H19 H 0.4622 0.6606 0.1774 0.055 Uiso 1 1 calc R . .
C20 C 0.9295(3) 0.5530(3) 0.24636(11) 0.0631(7) Uani 1 1 d . . .
H20A H 0.8758 0.4914 0.2600 0.095 Uiso 1 1 calc R . .
H20B H 0.9501 0.6043 0.2777 0.095 Uiso 1 1 calc R . .
H20C H 1.0055 0.5200 0.2309 0.095 Uiso 1 1 calc R . .
C21 C 0.9392(3) 0.7191(3) 0.17502(14) 0.0747(8) Uani 1 1 d . . .
H21A H 1.0140 0.6879 0.1576 0.112 Uiso 1 1 calc R . .
H21B H 0.9622 0.7728 0.2050 0.112 Uiso 1 1 calc R . .
H21C H 0.8902 0.7594 0.1465 0.112 Uiso 1 1 calc R . .
C22 C 0.5077(2) 0.6087(2) 0.25963(9) 0.0440(5) Uani 1 1 d . . .
H22 H 0.5655 0.5512 0.2764 0.058 Uiso 1 1 calc R . .
C23 C 0.5200(2) 0.7241(2) 0.29202(10) 0.0506(6) Uani 1 1 d . . .
H23A H 0.6028 0.7315 0.3095 0.067 Uiso 1 1 calc R . .
H23B H 0.5057 0.7901 0.2666 0.067 Uiso 1 1 calc R . .
C24 C 0.3230(2) 0.6569(2) 0.30816(10) 0.0554(6) Uani 1 1 d . . .
C25 C 0.2497(3) 0.5922(3) 0.35348(12) 0.0756(9) Uani 1 1 d . . .
H25A H 0.3058 0.5425 0.3748 0.113 Uiso 1 1 calc R . .
H25B H 0.1856 0.5455 0.3355 0.113 Uiso 1 1 calc R . .
H25C H 0.2109 0.6473 0.3791 0.113 Uiso 1 1 calc R . .
C26 C 0.2421(3) 0.7414(3) 0.27353(16) 0.0886(10) Uani 1 1 d . . .
H26A H 0.1979 0.7927 0.2993 0.133 Uiso 1 1 calc R . .
H26B H 0.1823 0.6981 0.2510 0.133 Uiso 1 1 calc R . .
H26C H 0.2951 0.7867 0.2485 0.133 Uiso 1 1 calc R . .
N1 N 0.54985(19) 0.49907(16) 0.06885(7) 0.0471(4) Uani 1 1 d . . .
O1 O 0.31205(16) 0.70988(13) 0.08621(6) 0.0480(4) Uani 1 1 d . . .
O2 O 0.2927(2) 0.75057(18) -0.01039(7) 0.0648(5) Uani 1 1 d . . .
O3 O 0.3558(2) 0.58082(18) -0.04782(7) 0.0690(5) Uani 1 1 d . . .
O4 O 0.50095(16) 0.61983(13) 0.06333(6) 0.0463(4) Uani 1 1 d . . .
O5 O 0.82203(16) 0.54086(16) 0.15686(7) 0.0569(4) Uani 1 1 d . . .
O6 O 0.74604(15) 0.66286(16) 0.22415(7) 0.0527(4) Uani 1 1 d . . .
O7 O 0.53225(15) 0.49908(13) 0.17361(6) 0.0468(4) Uani 1 1 d . . .
O8 O 0.42434(16) 0.71647(15) 0.33460(7) 0.0524(4) Uani 1 1 d . . .
O9 O 0.38048(18) 0.57378(17) 0.27073(7) 0.0615(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
C1 0.0583(15) 0.0429(13) 0.0619(14) 0.0107(11) -0.0024(11) 0.0019(11)
C2 0.0626(16) 0.0598(16) 0.0623(15) 0.0018(12) -0.0157(12) 0.0035(13)
C3 0.0616(16) 0.0711(18) 0.0662(16) 0.0003(14) -0.0110(13) 0.0020(14)
C4 0.085(2) 0.0597(18) 0.0844(19) -0.0150(15) -0.0094(17) 0.0025(15)
C5 0.0696(19) 0.0677(19) 0.085(2) -0.0110(15) -0.0045(15) -0.0184(15)
C6 0.0732(18) 0.0546(15) 0.0731(17) 0.0063(13) 0.0074(14) -0.0098(14)
C7 0.0509(13) 0.0427(12) 0.0389(11) -0.0008(9) -0.0042(9) -0.0054(10)
C8 0.0557(14) 0.0551(15) 0.0466(13) 0.0059(11) -0.0047(10) -0.0126(12)
C9 0.0778(17) 0.0419(12) 0.0426(11) -0.0044(10) -0.0029(11) -0.0048(12)
C10 0.0627(14) 0.0402(11) 0.0396(10) 0.0008(9) -0.0033(9) -0.0094(11)
C11 0.0749(17) 0.0528(14) 0.0552(13) -0.0015(11) -0.0061(13) -0.0181(13)
C12 0.087(2) 0.0485(15) 0.090(2) -0.0005(14) 0.0113(17) -0.0228(15)
C13 0.082(2) 0.091(2) 0.101(2) 0.026(2) 0.0204(19) -0.013(2)
C14 0.193(6) 0.137(4) 0.130(4) 0.003(3) -0.030(4) -0.120(4)
C15 0.0587(14) 0.0475(13) 0.0337(10) 0.0012(9) 0.0036(9) 0.0063(11)
C16 0.0514(13) 0.0554(14) 0.0364(10) 0.0082(9) 0.0018(9) 0.0075(11)
C17 0.0480(13) 0.0582(15) 0.0482(12) 0.0002(11) 0.0012(10) 0.0015(11)
C18 0.0500(13) 0.0427(12) 0.0418(11) 0.0058(9) 0.0007(9) 0.0006(10)
C19 0.0478(12) 0.0418(12) 0.0346(10) 0.0006(9) -0.0012(8) -0.0024(10)
C20 0.0633(16) 0.0714(18) 0.0547(14) 0.0036(12) -0.0096(12) 0.0017(14)
C21 0.0531(15) 0.089(2) 0.0817(18) 0.0235(17) -0.0011(14) -0.0115(16)
C22 0.0477(12) 0.0448(12) 0.0394(11) -0.0012(9) 0.0007(9) -0.0043(11)
C23 0.0534(14) 0.0520(14) 0.0465(11) -0.0068(10) 0.0027(10) -0.0032(11)
C24 0.0511(14) 0.0660(16) 0.0491(12) 0.0009(11) 0.0027(11) 0.0026(13)
C25 0.0674(18) 0.096(2) 0.0631(16) 0.0057(16) 0.0191(13) -0.0086(17)
C26 0.0622(19) 0.106(3) 0.098(2) 0.020(2) -0.0198(17) 0.0081(19)
N1 0.0644(12) 0.0399(10) 0.0369(9) 0.0005(8) -0.0012(8) 0.0047(10)
O1 0.0604(10) 0.0394(8) 0.0441(8) 0.0005(6) -0.0025(7) 0.0002(8)
O2 0.0855(13) 0.0669(12) 0.0421(9) 0.0088(8) -0.0084(8) 0.0031(10)
O3 0.0884(14) 0.0784(13) 0.0403(9) -0.0050(9) -0.0043(9) -0.0154(11)
O4 0.0543(9) 0.0399(8) 0.0447(8) 0.0050(6) -0.0047(7) -0.0036(7)
O5 0.0528(10) 0.0708(11) 0.0470(8) -0.0049(8) -0.0036(7) 0.0122(9)
O6 0.0446(9) 0.0639(11) 0.0496(8) -0.0093(8) -0.0005(7) -0.0012(8)
O7 0.0635(10) 0.0427(8) 0.0341(7) -0.0003(6) 0.0050(6) -0.0049(8)
O8 0.0532(9) 0.0604(10) 0.0435(8) -0.0083(7) 0.0040(7) 0.0026(8)
O9 0.0629(11) 0.0673(11) 0.0541(9) -0.0121(9) 0.0125(8) -0.0228(9)

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 O2 1.426(3) . ?
C1 O1 1.461(3) . ?
C1 C2 1.509(4) . ?
C1 C6 1.509(4) . ?
C2 C3 1.497(4) . ?
C3 C4 1.526(4) . ?
C4 C5 1.516(5) . ?
C5 C6 1.517(4) . ?
C7 O1 1.389(3) . ?
C7 O4 1.432(3) . ?
C7 C10 1.518(3) . ?
C7 C8 1.539(3) . ?
C8 O3 1.204(3) . ?
C8 O2 1.330(3) . ?
C9 N1 1.476(3) . ?
C9 C10 1.522(4) . ?
C10 C11 1.521(4) . ?
C11 C12 1.524(4) . ?
C12 C13 1.497(5) . ?
C12 C14 1.530(6) . ?
C15 O7 1.426(3) . ?
C15 N1 1.459(3) . ?
C15 C16 1.513(4) . ?
C16 O5 1.434(3) . ?
C16 C18 1.538(3) . ?
C17 O5 1.425(3) . ?
C17 O6 1.434(3) . ?
C17 C20 1.504(4) . ?
C17 C21 1.507(4) . ?
C18 O6 1.434(3) . ?
C18 C19 1.521(3) . ?
C19 O7 1.440(3) . ?
C19 C22 1.513(3) . ?
C22 O9 1.429(3) . ?
C22 C23 1.524(3) . ?
C23 O8 1.419(3) . ?
C24 O8 1.413(3) . ?
C24 O9 1.425(3) . ?
C24 C25 1.503(4) . ?
C24 C26 1.521(4) . ?
N1 O4 1.480(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
O2 C1 O1 105.73(18) . . ?
O2 C1 C2 109.3(2) . . ?
O1 C1 C2 107.7(2) . . ?
O2 C1 C6 110.1(2) . . ?
O1 C1 C6 110.2(2) . . ?
C2 C1 C6 113.5(2) . . ?
C3 C2 C1 111.4(2) . . ?
C2 C3 C4 111.5(3) . . ?
C5 C4 C3 109.6(2) . . ?
C4 C5 C6 111.4(3) . . ?
C1 C6 C5 111.4(2) . . ?
O1 C7 O4 110.19(18) . . ?
O1 C7 C10 113.14(18) . . ?
O4 C7 C10 106.55(19) . . ?
O1 C7 C8 103.91(19) . . ?
O4 C7 C8 106.37(18) . . ?
C10 C7 C8 116.47(19) . . ?
O3 C8 O2 123.2(2) . . ?
O3 C8 C7 128.5(2) . . ?
O2 C8 C7 108.3(2) . . ?
N1 C9 C10 106.85(18) . . ?
C7 C10 C11 114.0(2) . . ?
C7 C10 C9 100.39(19) . . ?
C11 C10 C9 116.1(2) . . ?
C10 C11 C12 113.7(2) . . ?
C13 C12 C11 113.0(3) . . ?
C13 C12 C14 109.1(3) . . ?
C11 C12 C14 110.0(3) . . ?
O7 C15 N1 115.6(2) . . ?
O7 C15 C16 106.64(17) . . ?
N1 C15 C16 111.53(18) . . ?
O5 C16 C15 109.32(19) . . ?
O5 C16 C18 104.15(17) . . ?
C15 C16 C18 105.36(19) . . ?
O5 C17 O6 103.47(18) . . ?
O5 C17 C20 108.4(2) . . ?
O6 C17 C20 107.6(2) . . ?
O5 C17 C21 111.5(2) . . ?
O6 C17 C21 111.4(2) . . ?
C20 C17 C21 113.9(2) . . ?
O6 C18 C19 110.62(17) . . ?
O6 C18 C16 104.37(18) . . ?
C19 C18 C16 105.41(19) . . ?
O7 C19 C22 107.00(16) . . ?
O7 C19 C18 105.89(18) . . ?
C22 C19 C18 115.69(18) . . ?
O9 C22 C19 110.49(18) . . ?
O9 C22 C23 103.52(18) . . ?
C19 C22 C23 114.76(18) . . ?
O8 C23 C22 103.29(18) . . ?
O8 C24 O9 105.17(19) . . ?
O8 C24 C25 109.0(2) . . ?
O9 C24 C25 108.7(2) . . ?
O8 C24 C26 110.6(2) . . ?
O9 C24 C26 110.0(2) . . ?
C25 C24 C26 113.1(3) . . ?
C15 N1 C9 114.50(18) . . ?
C15 N1 O4 106.56(16) . . ?
C9 N1 O4 104.75(17) . . ?
C7 O1 C1 107.73(17) . . ?
C8 O2 C1 109.85(18) . . ?
C7 O4 N1 109.46(16) . . ?
C17 O5 C16 107.19(18) . . ?
C18 O6 C17 107.20(16) . . ?
C15 O7 C19 109.68(16) . . ?
C24 O8 C23 105.64(17) . . ?
C24 O9 C22 109.07(18) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.337
_refine_diff_density_min         -0.184
_refine_diff_density_rms         0.038