# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
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# 
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#  data retrieval see:
#                         www.ccdc.cam.ac.uk
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#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
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data_qr11

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H38 O6'
_chemical_formula_weight         446.56

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   P2(1)2(1)2(1)

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

_cell_length_a                   11.4718(5)
_cell_length_b                   12.9514(5)
_cell_length_c                   15.8446(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2354.13(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2661
_cell_measurement_theta_min      4.3870
_cell_measurement_theta_max      62.7030

_exptl_crystal_description       columnar
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.260
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             968
_exptl_absorpt_coefficient_mu    0.711
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.93096
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2004)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Agilent Gemimi S ultra sappharie CCD'
_diffrn_measurement_method       'Omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6788
_diffrn_reflns_av_R_equivalents  0.0338
_diffrn_reflns_av_sigmaI/netI    0.0404
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         4.41
_diffrn_reflns_theta_max         62.76
_reflns_number_total             3588
_reflns_number_gt                3276
_reflns_threshold_expression     >2sigma(I)


_chemical_absolute_configuration rm

_computing_data_collection       'CrysAlis PRO '
_computing_cell_refinement       'CrysAlis PRO '
_computing_data_reduction        'CrysAlis PRO '
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP (Sheldrick, 2008)'
_computing_publication_material  'XP (Sheldrick, 2008)'

_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)+(0.0451P)²+0.0347P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_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   0.13(19)
_refine_ls_number_reflns         3588
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0353
_refine_ls_wR_factor_ref         0.0873
_refine_ls_wR_factor_gt          0.0824
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.001

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 0.55576(14) -0.46520(11) 1.06733(11) 0.0413(4) Uani 1 1 d . . .
O2 O 0.71961(13) -0.38432(10) 1.03044(10) 0.0366(4) Uani 1 1 d . . .
O3 O 0.81455(12) -0.07886(10) 0.90991(9) 0.0303(3) Uani 1 1 d . . .
H3A H 0.8842 -0.0667 0.9162 0.045 Uiso 1 1 calc R . .
O1' O 0.69872(13) 0.58740(10) 0.77602(9) 0.0328(4) Uani 1 1 d . . .
O2' O 0.85786(15) 0.64996(12) 0.84090(10) 0.0457(4) Uani 1 1 d . . .
O3' O 0.84451(15) 0.82777(11) 0.74321(11) 0.0461(4) Uani 1 1 d . . .
H6A H 0.8294 0.8480 0.7910 0.069 Uiso 1 1 calc R . .
C1 C 0.57046(18) 0.35595(15) 0.88327(13) 0.0283(5) Uani 1 1 d . . .
H1A H 0.4899 0.3334 0.8850 0.034 Uiso 1 1 calc R . .
H1B H 0.5958 0.3671 0.9410 0.034 Uiso 1 1 calc R . .
C2 C 0.57690(18) 0.45818(15) 0.83565(14) 0.0302(5) Uani 1 1 d . . .
H2A H 0.5427 0.4499 0.7801 0.036 Uiso 1 1 calc R . .
H2B H 0.5325 0.5102 0.8658 0.036 Uiso 1 1 calc R . .
C3 C 0.70133(19) 0.49332(14) 0.82690(13) 0.0295(5) Uani 1 1 d . . .
H3B H 0.7332 0.5091 0.8828 0.035 Uiso 1 1 calc R . .
C4 C 0.77673(19) 0.41246(16) 0.78440(14) 0.0318(5) Uani 1 1 d . . .
H4A H 0.8567 0.4365 0.7818 0.038 Uiso 1 1 calc R . .
H4B H 0.7496 0.4011 0.7271 0.038 Uiso 1 1 calc R . .
C5 C 0.77103(17) 0.31134(15) 0.83394(13) 0.0263(4) Uani 1 1 d . . .
H5A H 0.7985 0.3275 0.8910 0.032 Uiso 1 1 calc R . .
C6 C 0.85348(18) 0.22964(16) 0.79978(15) 0.0341(5) Uani 1 1 d . . .
H6B H 0.9308 0.2588 0.7933 0.041 Uiso 1 1 calc R . .
H6C H 0.8269 0.2069 0.7447 0.041 Uiso 1 1 calc R . .
C7 C 0.85835(18) 0.13769(16) 0.85995(14) 0.0326(5) Uani 1 1 d . . .
H7A H 0.8945 0.1594 0.9124 0.039 Uiso 1 1 calc R . .
H7B H 0.9070 0.0844 0.8353 0.039 Uiso 1 1 calc R . .
C8 C 0.73794(16) 0.09212(14) 0.87932(13) 0.0243(4) Uani 1 1 d . . .
H8A H 0.7086 0.0613 0.8270 0.029 Uiso 1 1 calc R . .
C9 C 0.65060(16) 0.17672(14) 0.90592(13) 0.0233(4) Uani 1 1 d . . .
H9A H 0.6790 0.2043 0.9597 0.028 Uiso 1 1 calc R . .
C10 C 0.64509(17) 0.26943(14) 0.84412(12) 0.0234(4) Uani 1 1 d . . .
C11 C 0.53191(18) 0.12718(16) 0.92446(15) 0.0331(5) Uani 1 1 d . . .
H11A H 0.4774 0.1801 0.9423 0.040 Uiso 1 1 calc R . .
H11B H 0.5017 0.0958 0.8733 0.040 Uiso 1 1 calc R . .
C12 C 0.5420(2) 0.04524(16) 0.99326(14) 0.0331(5) Uani 1 1 d . . .
H12A H 0.4657 0.0154 1.0031 0.040 Uiso 1 1 calc R . .
H12B H 0.5669 0.0782 1.0452 0.040 Uiso 1 1 calc R . .
C13 C 0.62819(18) -0.04185(15) 0.97154(13) 0.0263(4) Uani 1 1 d . . .
C14 C 0.74659(17) 0.00497(14) 0.94534(13) 0.0239(4) Uani 1 1 d . . .
C15 C 0.80162(19) 0.03537(15) 1.02945(13) 0.0288(5) Uani 1 1 d . . .
H15A H 0.7707 0.1008 1.0490 0.035 Uiso 1 1 calc R . .
H15B H 0.8856 0.0413 1.0240 0.035 Uiso 1 1 calc R . .
C16 C 0.7697(2) -0.05136(16) 1.09045(14) 0.0392(6) Uani 1 1 d . . .
H16A H 0.7590 -0.0242 1.1470 0.047 Uiso 1 1 calc R . .
H16B H 0.8310 -0.1029 1.0919 0.047 Uiso 1 1 calc R . .
C17 C 0.65453(19) -0.09952(15) 1.05756(13) 0.0291(5) Uani 1 1 d . . .
H17A H 0.5928 -0.0805 1.0974 0.035 Uiso 1 1 calc R . .
C18 C 0.5758(2) -0.11122(18) 0.90349(14) 0.0360(5) Uani 1 1 d . . .
H18A H 0.5621 -0.0714 0.8533 0.054 Uiso 1 1 calc R . .
H18B H 0.5034 -0.1394 0.9233 0.054 Uiso 1 1 calc R . .
H18C H 0.6289 -0.1664 0.8910 0.054 Uiso 1 1 calc R . .
C19 C 0.59284(19) 0.23725(16) 0.75895(13) 0.0312(5) Uani 1 1 d . . .
H19A H 0.5154 0.2113 0.7675 0.047 Uiso 1 1 calc R . .
H19B H 0.6404 0.1844 0.7341 0.047 Uiso 1 1 calc R . .
H19C H 0.5901 0.2960 0.7220 0.047 Uiso 1 1 calc R . .
C20 C 0.65714(18) -0.21535(15) 1.05271(13) 0.0264(5) Uani 1 1 d . . .
C21 C 0.75837(19) -0.27872(15) 1.02480(16) 0.0354(5) Uani 1 1 d . . .
H21A H 0.7800 -0.2617 0.9673 0.042 Uiso 1 1 calc R . .
H21B H 0.8251 -0.2671 1.0612 0.042 Uiso 1 1 calc R . .
C22 C 0.57130(18) -0.27919(15) 1.07390(13) 0.0295(5) Uani 1 1 d . . .
H22A H 0.4991 -0.2593 1.0950 0.035 Uiso 1 1 calc R . .
C23 C 0.60807(18) -0.38491(16) 1.05887(14) 0.0299(5) Uani 1 1 d . . .
C1' C 0.78362(19) 0.65661(15) 0.78799(14) 0.0311(5) Uani 1 1 d . . .
C2' C 0.7734(2) 0.74224(15) 0.72355(14) 0.0338(5) Uani 1 1 d . . .
H2'A H 0.6920 0.7648 0.7203 0.041 Uiso 1 1 calc R . .
C3' C 0.8104(2) 0.70045(18) 0.63833(15) 0.0466(6) Uani 1 1 d . . .
H3'A H 0.8042 0.7540 0.5967 0.070 Uiso 1 1 calc R . .
H3'B H 0.7608 0.6438 0.6229 0.070 Uiso 1 1 calc R . .
H3'C H 0.8897 0.6771 0.6414 0.070 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 C23 1.208(3) . ?
O2 C23 1.357(3) . ?
O2 C21 1.441(3) . ?
O3 C14 1.450(2) . ?
O1' C1' 1.337(3) . ?
O1' C3 1.461(2) . ?
O2' C1' 1.198(3) . ?
O3' C2' 1.411(3) . ?
C1 C2 1.526(3) . ?
C1 C10 1.541(3) . ?
C2 C3 1.505(3) . ?
C3 C4 1.516(3) . ?
C4 C5 1.528(3) . ?
C5 C6 1.519(3) . ?
C5 C10 1.552(3) . ?
C6 C7 1.527(3) . ?
C7 C8 1.533(3) . ?
C8 C9 1.543(3) . ?
C8 C14 1.542(3) . ?
C9 C11 1.534(3) . ?
C9 C10 1.551(3) . ?
C10 C19 1.534(3) . ?
C11 C12 1.526(3) . ?
C12 C13 1.539(3) . ?
C13 C18 1.527(3) . ?
C13 C14 1.544(3) . ?
C13 C17 1.583(3) . ?
C14 C15 1.526(3) . ?
C15 C16 1.526(3) . ?
C16 C17 1.551(3) . ?
C17 C20 1.502(3) . ?
C20 C22 1.329(3) . ?
C20 C21 1.489(3) . ?
C22 C23 1.452(3) . ?
C1' C2' 1.512(3) . ?
C2' C3' 1.516(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
C23 O2 C21 108.48(16) . . ?
C1' O1' C3 117.75(16) . . ?
C2 C1 C10 113.91(17) . . ?
C3 C2 C1 110.73(17) . . ?
O1' C3 C2 106.47(16) . . ?
O1' C3 C4 110.04(16) . . ?
C2 C3 C4 111.92(17) . . ?
C3 C4 C5 109.84(17) . . ?
C6 C5 C4 112.78(16) . . ?
C6 C5 C10 111.91(17) . . ?
C4 C5 C10 113.14(16) . . ?
C5 C6 C7 110.10(17) . . ?
C6 C7 C8 113.10(17) . . ?
C7 C8 C9 111.48(16) . . ?
C7 C8 C14 111.07(16) . . ?
C9 C8 C14 112.10(16) . . ?
C11 C9 C8 109.36(16) . . ?
C11 C9 C10 114.12(16) . . ?
C8 C9 C10 113.81(16) . . ?
C19 C10 C1 109.55(16) . . ?
C19 C10 C5 111.55(17) . . ?
C1 C10 C5 107.75(16) . . ?
C19 C10 C9 111.16(16) . . ?
C1 C10 C9 109.37(16) . . ?
C5 C10 C9 107.37(15) . . ?
C12 C11 C9 111.11(17) . . ?
C11 C12 C13 113.52(18) . . ?
C18 C13 C12 109.66(18) . . ?
C18 C13 C14 112.80(18) . . ?
C12 C13 C14 109.70(15) . . ?
C18 C13 C17 113.92(16) . . ?
C12 C13 C17 106.02(17) . . ?
C14 C13 C17 104.41(15) . . ?
O3 C14 C15 107.99(15) . . ?
O3 C14 C8 108.67(15) . . ?
C15 C14 C8 115.48(16) . . ?
O3 C14 C13 106.44(15) . . ?
C15 C14 C13 103.31(16) . . ?
C8 C14 C13 114.40(15) . . ?
C14 C15 C16 105.30(16) . . ?
C15 C16 C17 106.71(17) . . ?
C20 C17 C16 113.69(18) . . ?
C20 C17 C13 115.52(17) . . ?
C16 C17 C13 105.19(15) . . ?
C22 C20 C21 108.05(17) . . ?
C22 C20 C17 126.4(2) . . ?
C21 C20 C17 125.52(18) . . ?
O2 C21 C20 105.31(16) . . ?
C20 C22 C23 109.27(19) . . ?
O1 C23 O2 120.68(19) . . ?
O1 C23 C22 130.5(2) . . ?
O2 C23 C22 108.85(17) . . ?
O2' C1' O1' 124.7(2) . . ?
O2' C1' C2' 125.5(2) . . ?
O1' C1' C2' 109.84(18) . . ?
O3' C2' C1' 112.45(19) . . ?
O3' C2' C3' 108.37(19) . . ?
C1' C2' C3' 108.54(17) . . ?

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
C10 C1 C2 C3 -55.2(2) . . . . ?
C1' O1' C3 C2 151.90(17) . . . . ?
C1' O1' C3 C4 -86.6(2) . . . . ?
C1 C2 C3 O1' 176.34(16) . . . . ?
C1 C2 C3 C4 56.1(2) . . . . ?
O1' C3 C4 C5 -175.29(15) . . . . ?
C2 C3 C4 C5 -57.1(2) . . . . ?
C3 C4 C5 C6 -174.55(18) . . . . ?
C3 C4 C5 C10 57.2(2) . . . . ?
C4 C5 C6 C7 170.79(18) . . . . ?
C10 C5 C6 C7 -60.3(2) . . . . ?
C5 C6 C7 C8 54.7(2) . . . . ?
C6 C7 C8 C9 -50.0(2) . . . . ?
C6 C7 C8 C14 -175.74(18) . . . . ?
C7 C8 C9 C11 179.96(17) . . . . ?
C14 C8 C9 C11 -54.8(2) . . . . ?
C7 C8 C9 C10 51.0(2) . . . . ?
C14 C8 C9 C10 176.24(16) . . . . ?
C2 C1 C10 C19 -68.5(2) . . . . ?
C2 C1 C10 C5 53.0(2) . . . . ?
C2 C1 C10 C9 169.44(16) . . . . ?
C6 C5 C10 C19 -62.7(2) . . . . ?
C4 C5 C10 C19 66.1(2) . . . . ?
C6 C5 C10 C1 177.08(17) . . . . ?
C4 C5 C10 C1 -54.2(2) . . . . ?
C6 C5 C10 C9 59.4(2) . . . . ?
C4 C5 C10 C9 -171.89(16) . . . . ?
C11 C9 C10 C19 -58.9(2) . . . . ?
C8 C9 C10 C19 67.6(2) . . . . ?
C11 C9 C10 C1 62.2(2) . . . . ?
C8 C9 C10 C1 -171.32(16) . . . . ?
C11 C9 C10 C5 178.84(17) . . . . ?
C8 C9 C10 C5 -54.7(2) . . . . ?
C8 C9 C11 C12 57.9(2) . . . . ?
C10 C9 C11 C12 -173.31(17) . . . . ?
C9 C11 C12 C13 -58.3(2) . . . . ?
C11 C12 C13 C18 -72.5(2) . . . . ?
C11 C12 C13 C14 51.9(2) . . . . ?
C11 C12 C13 C17 164.09(17) . . . . ?
C7 C8 C14 O3 -63.9(2) . . . . ?
C9 C8 C14 O3 170.64(15) . . . . ?
C7 C8 C14 C15 57.6(2) . . . . ?
C9 C8 C14 C15 -67.9(2) . . . . ?
C7 C8 C14 C13 177.32(17) . . . . ?
C9 C8 C14 C13 51.9(2) . . . . ?
C18 C13 C14 O3 -46.2(2) . . . . ?
C12 C13 C14 O3 -168.75(16) . . . . ?
C17 C13 C14 O3 78.01(18) . . . . ?
C18 C13 C14 C15 -159.82(17) . . . . ?
C12 C13 C14 C15 77.63(19) . . . . ?
C17 C13 C14 C15 -35.62(18) . . . . ?
C18 C13 C14 C8 73.8(2) . . . . ?
C12 C13 C14 C8 -48.7(2) . . . . ?
C17 C13 C14 C8 -161.97(16) . . . . ?
O3 C14 C15 C16 -73.6(2) . . . . ?
C8 C14 C15 C16 164.52(18) . . . . ?
C13 C14 C15 C16 38.9(2) . . . . ?
C14 C15 C16 C17 -26.7(2) . . . . ?
C15 C16 C17 C20 131.6(2) . . . . ?
C15 C16 C17 C13 4.2(2) . . . . ?
C18 C13 C17 C20 16.6(3) . . . . ?
C12 C13 C17 C20 137.29(19) . . . . ?
C14 C13 C17 C20 -106.87(19) . . . . ?
C18 C13 C17 C16 142.83(19) . . . . ?
C12 C13 C17 C16 -96.49(19) . . . . ?
C14 C13 C17 C16 19.4(2) . . . . ?
C16 C17 C20 C22 139.2(2) . . . . ?
C13 C17 C20 C22 -99.0(3) . . . . ?
C16 C17 C20 C21 -39.4(3) . . . . ?
C13 C17 C20 C21 82.4(3) . . . . ?
C23 O2 C21 C20 -0.3(2) . . . . ?
C22 C20 C21 O2 1.4(3) . . . . ?
C17 C20 C21 O2 -179.79(19) . . . . ?
C21 C20 C22 C23 -2.0(3) . . . . ?
C17 C20 C22 C23 179.3(2) . . . . ?
C21 O2 C23 O1 178.6(2) . . . . ?
C21 O2 C23 C22 -0.9(2) . . . . ?
C20 C22 C23 O1 -177.6(2) . . . . ?
C20 C22 C23 O2 1.8(3) . . . . ?
C3 O1' C1' O2' -4.6(3) . . . . ?
C3 O1' C1' C2' 173.86(16) . . . . ?
O2' C1' C2' O3' -13.8(3) . . . . ?
O1' C1' C2' O3' 167.70(17) . . . . ?
O2' C1' C2' C3' 106.1(3) . . . . ?
O1' C1' C2' C3' -72.4(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        62.76
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.134
_refine_diff_density_min         -0.169
_refine_diff_density_rms         0.036
_database_code_depnum_ccdc_archive 'CCDC 1014923'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_qr12

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H38 N O6'
_chemical_formula_weight         460.57

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   P2(1)2(1)2(1)

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

_cell_length_a                   10.4301(3)
_cell_length_b                   11.8072(3)
_cell_length_c                   18.7440(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2308.33(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    4122
_cell_measurement_theta_min      4.7200
_cell_measurement_theta_max      62.9260

_exptl_crystal_description       columnar
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.23
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             996
_exptl_absorpt_coefficient_mu    0.755
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.84908
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   'not measured'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Agilent Gemini S ultra'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6737
_diffrn_reflns_av_R_equivalents  0.0219
_diffrn_reflns_av_sigmaI/netI    0.0248
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         4.72
_diffrn_reflns_theta_max         62.74
_reflns_number_total             3514
_reflns_number_gt                3400
_reflns_threshold_expression     >2sigma(I)


_chemical_absolute_configuration rm

_computing_cell_refinement       'CrysAlis PRO '
_computing_data_collection       'CrysAlis PRO '
_computing_data_reduction        'CrysAlis PRO'
_computing_molecular_graphics    'XP (Sheldrick, 2008)'
_computing_publication_material  'XP (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'


_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)+(0.0433P)²+0.4457P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_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   -0.04(17)
_refine_ls_number_reflns         3514
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0328
_refine_ls_R_factor_gt           0.0315
_refine_ls_wR_factor_ref         0.0810
_refine_ls_wR_factor_gt          0.0798
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.09189(14) 0.68472(12) 0.44504(8) 0.0429(4) Uani 1 1 d . . .
O2 O 0.19967(12) 0.53384(11) 0.40799(7) 0.0315(3) Uani 1 1 d . . .
O3 O 0.52266(12) 0.49987(11) 0.28381(6) 0.0323(3) Uani 1 1 d . . .
H3A H 0.5142 0.5177 0.2418 0.049 Uiso 1 1 calc R . .
O1' O 1.29038(11) 0.56473(10) 0.07568(6) 0.0278(3) Uani 1 1 d . . .
O2' O 1.46547(15) 0.5482(2) 0.14264(8) 0.0716(6) Uani 1 1 d . . .
O3' O 1.56732(13) 0.48610(13) 0.00326(8) 0.0461(4) Uani 1 1 d . . .
H3'A H 1.5214 0.4367 -0.0138 0.069 Uiso 1 1 calc R . .
C1 C 1.09470(17) 0.65696(15) 0.23676(10) 0.0282(4) Uani 1 1 d . . .
H1A H 1.0893 0.7299 0.2603 0.034 Uiso 1 1 calc R . .
H1B H 1.1204 0.6014 0.2721 0.034 Uiso 1 1 calc R . .
C2 C 1.19742(18) 0.66294(16) 0.17854(10) 0.0291(4) Uani 1 1 d . . .
H2A H 1.1762 0.7229 0.1452 0.035 Uiso 1 1 calc R . .
H2B H 1.2796 0.6809 0.2000 0.035 Uiso 1 1 calc R . .
C3 C 1.20740(17) 0.55115(15) 0.13867(9) 0.0255(4) Uani 1 1 d . . .
H3B H 1.2436 0.4933 0.1703 0.031 Uiso 1 1 calc R . .
C4 C 1.07823(17) 0.51152(15) 0.11102(9) 0.0260(4) Uani 1 1 d . . .
H4A H 1.0871 0.4362 0.0909 0.031 Uiso 1 1 calc R . .
H4B H 1.0498 0.5619 0.0733 0.031 Uiso 1 1 calc R . .
C5 C 0.97737(17) 0.50917(14) 0.17047(8) 0.0227(4) Uani 1 1 d . . .
H5A H 1.0103 0.4571 0.2068 0.027 Uiso 1 1 calc R . .
C6 C 0.85041(18) 0.45974(16) 0.14568(10) 0.0300(4) Uani 1 1 d . . .
H6A H 0.8121 0.5095 0.1105 0.036 Uiso 1 1 calc R . .
H6B H 0.8652 0.3868 0.1234 0.036 Uiso 1 1 calc R . .
C7 C 0.75910(18) 0.44546(15) 0.20820(10) 0.0295(4) Uani 1 1 d . . .
H7A H 0.7938 0.3899 0.2410 0.035 Uiso 1 1 calc R . .
H7B H 0.6775 0.4173 0.1909 0.035 Uiso 1 1 calc R . .
C8 C 0.73775(16) 0.55722(14) 0.24778(8) 0.0217(4) Uani 1 1 d . . .
H8A H 0.6980 0.6097 0.2139 0.026 Uiso 1 1 calc R . .
C9 C 0.86598(16) 0.61053(14) 0.27107(9) 0.0212(4) Uani 1 1 d . . .
H9A H 0.9057 0.5577 0.3048 0.025 Uiso 1 1 calc R . .
C10 C 0.96155(17) 0.62510(13) 0.20792(9) 0.0217(4) Uani 1 1 d . . .
C11 C 0.84068(17) 0.72093(15) 0.31220(10) 0.0278(4) Uani 1 1 d . . .
H11A H 0.9213 0.7504 0.3301 0.033 Uiso 1 1 calc R . .
H11B H 0.8049 0.7767 0.2799 0.033 Uiso 1 1 calc R . .
C12 C 0.74862(17) 0.70329(15) 0.37456(10) 0.0281(4) Uani 1 1 d . . .
H12A H 0.7340 0.7755 0.3979 0.034 Uiso 1 1 calc R . .
H12B H 0.7885 0.6531 0.4090 0.034 Uiso 1 1 calc R . .
C13 C 0.61803(16) 0.65281(14) 0.35217(9) 0.0234(4) Uani 1 1 d . . .
C14 C 0.64303(16) 0.54240(14) 0.31016(9) 0.0226(4) Uani 1 1 d . . .
C15 C 0.68312(18) 0.45748(14) 0.36765(9) 0.0284(4) Uani 1 1 d . . .
H15A H 0.7756 0.4571 0.3731 0.034 Uiso 1 1 calc R . .
H15B H 0.6553 0.3818 0.3549 0.034 Uiso 1 1 calc R . .
C16 C 0.61827(18) 0.49563(16) 0.43760(9) 0.0311(4) Uani 1 1 d . . .
H16A H 0.6818 0.5044 0.4750 0.037 Uiso 1 1 calc R . .
H16B H 0.5558 0.4398 0.4529 0.037 Uiso 1 1 calc R . .
C17 C 0.55152(16) 0.61014(15) 0.42248(9) 0.0261(4) Uani 1 1 d . . .
H17A H 0.5751 0.6624 0.4609 0.031 Uiso 1 1 calc R . .
C18 C 0.54000(19) 0.74077(16) 0.31168(11) 0.0339(4) Uani 1 1 d . . .
H18A H 0.5856 0.7630 0.2694 0.051 Uiso 1 1 calc R . .
H18B H 0.5266 0.8058 0.3415 0.051 Uiso 1 1 calc R . .
H18C H 0.4586 0.7090 0.2986 0.051 Uiso 1 1 calc R . .
C19 C 0.91431(19) 0.71775(15) 0.15624(10) 0.0309(4) Uani 1 1 d . . .
H19A H 0.9747 0.7261 0.1179 0.046 Uiso 1 1 calc R . .
H19B H 0.9066 0.7882 0.1814 0.046 Uiso 1 1 calc R . .
H19C H 0.8323 0.6966 0.1372 0.046 Uiso 1 1 calc R . .
C20 C 0.40764(17) 0.60393(14) 0.42002(9) 0.0250(4) Uani 1 1 d . . .
C21 C 0.33232(18) 0.50025(17) 0.40198(11) 0.0369(5) Uani 1 1 d . . .
H21A H 0.3514 0.4750 0.3539 0.044 Uiso 1 1 calc R . .
H21B H 0.3517 0.4393 0.4350 0.044 Uiso 1 1 calc R . .
C22 C 0.32465(17) 0.68506(16) 0.43701(10) 0.0312(4) Uani 1 1 d . . .
H22A H 0.3464 0.7584 0.4505 0.037 Uiso 1 1 calc R . .
C23 C 0.19472(18) 0.64164(15) 0.43123(10) 0.0296(4) Uani 1 1 d . . .
C1' C 1.41557(18) 0.56318(16) 0.08587(9) 0.0301(4) Uani 1 1 d . . .
C2' C 1.49249(17) 0.58375(16) 0.01797(10) 0.0290(4) Uani 1 1 d . . .
H2'A H 1.4348 0.5999 -0.0220 0.035 Uiso 1 1 calc R . .
C3' C 1.5834(2) 0.68102(19) 0.02928(13) 0.0471(5) Uani 1 1 d . . .
H3'B H 1.6320 0.6936 -0.0135 0.071 Uiso 1 1 calc R . .
H3'C H 1.6406 0.6635 0.0678 0.071 Uiso 1 1 calc R . .
H3'D H 1.5355 0.7481 0.0407 0.071 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 C23 1.215(2) . ?
O2 C23 1.346(2) . ?
O2 C21 1.444(2) . ?
O3 C14 1.440(2) . ?
O1' C1' 1.320(2) . ?
O1' C3 1.473(2) . ?
O2' C1' 1.198(2) . ?
O3' C2' 1.419(2) . ?
C1 C2 1.531(2) . ?
C1 C10 1.537(2) . ?
C2 C3 1.520(2) . ?
C3 C4 1.517(2) . ?
C4 C5 1.533(2) . ?
C5 C6 1.520(2) . ?
C5 C10 1.547(2) . ?
C6 C7 1.519(2) . ?
C7 C8 1.530(2) . ?
C8 C14 1.541(2) . ?
C8 C9 1.541(2) . ?
C9 C11 1.537(2) . ?
C9 C10 1.557(2) . ?
C10 C19 1.542(2) . ?
C11 C12 1.527(3) . ?
C12 C13 1.545(2) . ?
C13 C18 1.522(2) . ?
C13 C14 1.545(2) . ?
C13 C17 1.572(2) . ?
C14 C15 1.530(2) . ?
C15 C16 1.543(2) . ?
C16 C17 1.547(3) . ?
C17 C20 1.503(2) . ?
C20 C22 1.330(3) . ?
C20 C21 1.493(3) . ?
C22 C23 1.453(3) . ?
C1' C2' 1.524(3) . ?
C2' C3' 1.504(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
C23 O2 C21 108.77(14) . . ?
C1' O1' C3 117.64(13) . . ?
C2 C1 C10 113.14(14) . . ?
C3 C2 C1 110.99(15) . . ?
O1' C3 C4 106.35(13) . . ?
O1' C3 C2 109.86(14) . . ?
C4 C3 C2 112.01(15) . . ?
C3 C4 C5 111.51(13) . . ?
C6 C5 C4 112.50(13) . . ?
C6 C5 C10 112.68(14) . . ?
C4 C5 C10 112.77(13) . . ?
C7 C6 C5 110.66(14) . . ?
C6 C7 C8 111.68(14) . . ?
C7 C8 C14 111.31(13) . . ?
C7 C8 C9 111.30(14) . . ?
C14 C8 C9 112.82(13) . . ?
C11 C9 C8 109.84(14) . . ?
C11 C9 C10 113.42(13) . . ?
C8 C9 C10 112.67(13) . . ?
C1 C10 C19 109.63(14) . . ?
C1 C10 C5 106.25(14) . . ?
C19 C10 C5 112.13(14) . . ?
C1 C10 C9 109.77(13) . . ?
C19 C10 C9 110.57(14) . . ?
C5 C10 C9 108.39(13) . . ?
C12 C11 C9 112.10(14) . . ?
C11 C12 C13 113.52(15) . . ?
C18 C13 C12 110.10(15) . . ?
C18 C13 C14 114.32(15) . . ?
C12 C13 C14 108.37(14) . . ?
C18 C13 C17 113.62(14) . . ?
C12 C13 C17 106.55(14) . . ?
C14 C13 C17 103.36(13) . . ?
O3 C14 C15 104.56(14) . . ?
O3 C14 C8 109.78(13) . . ?
C15 C14 C8 115.69(14) . . ?
O3 C14 C13 108.78(13) . . ?
C15 C14 C13 103.90(13) . . ?
C8 C14 C13 113.52(13) . . ?
C14 C15 C16 106.70(14) . . ?
C15 C16 C17 107.26(14) . . ?
C20 C17 C16 114.35(15) . . ?
C20 C17 C13 115.50(14) . . ?
C16 C17 C13 103.60(13) . . ?
C22 C20 C21 107.60(16) . . ?
C22 C20 C17 127.40(17) . . ?
C21 C20 C17 124.89(16) . . ?
O2 C21 C20 105.14(15) . . ?
C20 C22 C23 109.57(17) . . ?
O1 C23 O2 119.91(17) . . ?
O1 C23 C22 131.27(17) . . ?
O2 C23 C22 108.79(15) . . ?
O2' C1' O1' 124.09(18) . . ?
O2' C1' C2' 122.47(17) . . ?
O1' C1' C2' 113.44(15) . . ?
O3' C2' C3' 107.52(16) . . ?
O3' C2' C1' 108.81(15) . . ?
C3' C2' C1' 109.61(16) . . ?

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
C10 C1 C2 C3 -57.3(2) . . . . ?
C1' O1' C3 C4 -158.88(15) . . . . ?
C1' O1' C3 C2 79.69(19) . . . . ?
C1 C2 C3 O1' 170.51(14) . . . . ?
C1 C2 C3 C4 52.5(2) . . . . ?
O1' C3 C4 C5 -172.46(13) . . . . ?
C2 C3 C4 C5 -52.42(19) . . . . ?
C3 C4 C5 C6 -174.84(14) . . . . ?
C3 C4 C5 C10 56.38(19) . . . . ?
C4 C5 C6 C7 172.94(15) . . . . ?
C10 C5 C6 C7 -58.22(19) . . . . ?
C5 C6 C7 C8 56.3(2) . . . . ?
C6 C7 C8 C14 178.89(15) . . . . ?
C6 C7 C8 C9 -54.32(19) . . . . ?
C7 C8 C9 C11 -178.61(14) . . . . ?
C14 C8 C9 C11 -52.65(19) . . . . ?
C7 C8 C9 C10 53.91(18) . . . . ?
C14 C8 C9 C10 179.86(13) . . . . ?
C2 C1 C10 C19 -63.31(19) . . . . ?
C2 C1 C10 C5 58.05(18) . . . . ?
C2 C1 C10 C9 175.04(14) . . . . ?
C6 C5 C10 C1 173.93(14) . . . . ?
C4 C5 C10 C1 -57.38(17) . . . . ?
C6 C5 C10 C19 -66.32(18) . . . . ?
C4 C5 C10 C19 62.37(19) . . . . ?
C6 C5 C10 C9 56.02(18) . . . . ?
C4 C5 C10 C9 -175.29(14) . . . . ?
C11 C9 C10 C1 65.13(18) . . . . ?
C8 C9 C10 C1 -169.30(14) . . . . ?
C11 C9 C10 C19 -55.95(19) . . . . ?
C8 C9 C10 C19 69.62(17) . . . . ?
C11 C9 C10 C5 -179.23(14) . . . . ?
C8 C9 C10 C5 -53.66(18) . . . . ?
C8 C9 C11 C12 54.00(19) . . . . ?
C10 C9 C11 C12 -178.93(15) . . . . ?
C9 C11 C12 C13 -57.0(2) . . . . ?
C11 C12 C13 C18 -71.33(19) . . . . ?
C11 C12 C13 C14 54.38(19) . . . . ?
C11 C12 C13 C17 165.04(14) . . . . ?
C7 C8 C14 O3 -58.10(18) . . . . ?
C9 C8 C14 O3 175.95(13) . . . . ?
C7 C8 C14 C15 59.90(19) . . . . ?
C9 C8 C14 C15 -66.05(19) . . . . ?
C7 C8 C14 C13 179.91(14) . . . . ?
C9 C8 C14 C13 53.96(19) . . . . ?
C18 C13 C14 O3 -51.93(18) . . . . ?
C12 C13 C14 O3 -175.12(13) . . . . ?
C17 C13 C14 O3 72.08(15) . . . . ?
C18 C13 C14 C15 -162.89(15) . . . . ?
C12 C13 C14 C15 73.92(17) . . . . ?
C17 C13 C14 C15 -38.88(16) . . . . ?
C18 C13 C14 C8 70.61(19) . . . . ?
C12 C13 C14 C8 -52.58(18) . . . . ?
C17 C13 C14 C8 -165.38(13) . . . . ?
O3 C14 C15 C16 -86.22(16) . . . . ?
C8 C14 C15 C16 152.92(15) . . . . ?
C13 C14 C15 C16 27.80(18) . . . . ?
C14 C15 C16 C17 -5.75(19) . . . . ?
C15 C16 C17 C20 108.44(17) . . . . ?
C15 C16 C17 C13 -18.12(18) . . . . ?
C18 C13 C17 C20 33.7(2) . . . . ?
C12 C13 C17 C20 155.08(15) . . . . ?
C14 C13 C17 C20 -90.80(17) . . . . ?
C18 C13 C17 C16 159.50(15) . . . . ?
C12 C13 C17 C16 -79.09(16) . . . . ?
C14 C13 C17 C16 35.03(16) . . . . ?
C16 C17 C20 C22 150.23(18) . . . . ?
C13 C17 C20 C22 -89.7(2) . . . . ?
C16 C17 C20 C21 -25.6(2) . . . . ?
C13 C17 C20 C21 94.6(2) . . . . ?
C23 O2 C21 C20 -3.6(2) . . . . ?
C22 C20 C21 O2 2.2(2) . . . . ?
C17 C20 C21 O2 178.72(16) . . . . ?
C21 C20 C22 C23 -0.2(2) . . . . ?
C17 C20 C22 C23 -176.55(17) . . . . ?
C21 O2 C23 O1 -174.72(18) . . . . ?
C21 O2 C23 C22 3.6(2) . . . . ?
C20 C22 C23 O1 175.9(2) . . . . ?
C20 C22 C23 O2 -2.1(2) . . . . ?
C3 O1' C1' O2' 2.3(3) . . . . ?
C3 O1' C1' C2' -177.13(14) . . . . ?
O2' C1' C2' O3' 63.2(3) . . . . ?
O1' C1' C2' O3' -117.34(17) . . . . ?
O2' C1' C2' C3' -54.1(3) . . . . ?
O1' C1' C2' C3' 125.33(18) . . . . ?

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        62.74
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         0.171
_refine_diff_density_min         -0.162
_refine_diff_density_rms         0.033
_database_code_depnum_ccdc_archive 'CCDC 1014924'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_m-3

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H38 N0 O7'
_chemical_formula_weight         462.56

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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)

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

_cell_length_a                   6.3498(3)
_cell_length_b                   19.5019(8)
_cell_length_c                   9.5651(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.297(4)
_cell_angle_gamma                90.00
_cell_volume                     1157.30(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2331
_cell_measurement_theta_min      4.5140
_cell_measurement_theta_max      62.6830

_exptl_crystal_description       columnar
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             500
_exptl_absorpt_coefficient_mu    0.776
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.72092
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Agilent Gemimi S ultra sappharie CCD'
_diffrn_measurement_method       'Omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4472
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_av_sigmaI/netI    0.0368
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         4.53
_diffrn_reflns_theta_max         62.66
_reflns_number_total             2721
_reflns_number_gt                2600
_reflns_threshold_expression     >2sigma(I)

_chemical_absolute_configuration rm

_computing_data_collection       'CrysAlis PRO '
_computing_cell_refinement       'CrysAlis PRO '
_computing_data_reduction        'CrysAlis PRO '
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP (Sheldrick, 2008)'
_computing_publication_material  'XP (Sheldrick, 2008)'

_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)+(0.0438P)²+0.1005P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_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   0.17(17)
_refine_ls_number_reflns         2721
_refine_ls_number_parameters     298
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0329
_refine_ls_R_factor_gt           0.0310
_refine_ls_wR_factor_ref         0.0783
_refine_ls_wR_factor_gt          0.0764
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.063
_refine_ls_shift/su_mean         0.009

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 -0.5540(3) 0.45975(10) 0.0381(2) 0.0420(5) Uani 1 1 d . . .
O2 O -0.2778(2) 0.41407(10) -0.03785(17) 0.0368(4) Uani 1 1 d . . .
O3 O -0.0458(2) 0.36370(8) 0.52118(16) 0.0257(4) Uani 1 1 d . . .
H3A H -0.0414 0.3977 0.5723 0.039 Uiso 1 1 calc R . .
O4 O 0.8155(3) 0.06830(9) 1.09344(18) 0.0352(4) Uani 1 1 d . . .
H4A H 0.7411 0.0356 1.0588 0.053 Uiso 1 1 calc R . .
O1'' O 0.3468(2) 0.08215(7) 0.59301(16) 0.0239(3) Uani 1 1 d . . .
O2'' O 0.0033(2) 0.09501(9) 0.47231(18) 0.0361(4) Uani 1 1 d . . .
O3'' O 0.0575(2) -0.01522(8) 0.30114(16) 0.0275(3) Uani 1 1 d . . .
H3'A H -0.0092 0.0112 0.2408 0.041 Uiso 1 1 calc R . .
C1 C 0.7145(3) 0.15435(12) 0.7294(2) 0.0249(5) Uani 1 1 d . . .
H1A H 0.7111 0.1344 0.6360 0.030 Uiso 1 1 calc R . .
H1B H 0.8217 0.1906 0.7444 0.030 Uiso 1 1 calc R . .
C2 C 0.7817(3) 0.09918(12) 0.8438(3) 0.0274(5) Uani 1 1 d . . .
H2A H 0.9253 0.0832 0.8407 0.033 Uiso 1 1 calc R . .
H2B H 0.6842 0.0605 0.8219 0.033 Uiso 1 1 calc R . .
C3 C 0.7809(4) 0.12442(13) 0.9945(2) 0.0284(5) Uani 1 1 d . . .
H3B H 0.9014 0.1565 1.0226 0.034 Uiso 1 1 calc R . .
C4 C 0.5747(4) 0.16244(12) 1.0027(2) 0.0270(5) Uani 1 1 d . . .
H4B H 0.4594 0.1293 0.9981 0.032 Uiso 1 1 calc R . .
H4C H 0.5950 0.1855 1.0944 0.032 Uiso 1 1 calc R . .
C5 C 0.5062(3) 0.21533(12) 0.8834(2) 0.0235(5) Uani 1 1 d . . .
H5A H 0.6208 0.2499 0.8975 0.028 Uiso 1 1 calc R . .
C6 C 0.3005(3) 0.25340(13) 0.8957(2) 0.0283(5) Uani 1 1 d . . .
H6A H 0.1820 0.2210 0.8840 0.034 Uiso 1 1 calc R . .
H6B H 0.3193 0.2734 0.9903 0.034 Uiso 1 1 calc R . .
C7 C 0.2445(4) 0.30982(12) 0.7836(2) 0.0276(5) Uani 1 1 d . . .
H7A H 0.3526 0.3457 0.8045 0.033 Uiso 1 1 calc R . .
H7B H 0.1068 0.3298 0.7896 0.033 Uiso 1 1 calc R . .
C8 C 0.2321(3) 0.28372(12) 0.6304(2) 0.0212(5) Uani 1 1 d . . .
H8A H 0.1152 0.2500 0.6105 0.025 Uiso 1 1 calc R . .
C9 C 0.4420(3) 0.24537(11) 0.6210(2) 0.0202(4) Uani 1 1 d . . .
H9A H 0.5599 0.2785 0.6466 0.024 Uiso 1 1 calc R . .
C10 C 0.4924(3) 0.18563(11) 0.7307(2) 0.0202(4) Uani 1 1 d . . .
C11 C 0.4350(3) 0.22331(12) 0.4659(2) 0.0240(5) Uani 1 1 d . . .
H11A H 0.5726 0.2033 0.4597 0.029 Uiso 1 1 calc R . .
H11B H 0.3249 0.1885 0.4382 0.029 Uiso 1 1 calc R . .
C12 C 0.3870(3) 0.28348(12) 0.3632(2) 0.0242(5) Uani 1 1 d . . .
H12A H 0.3846 0.2673 0.2670 0.029 Uiso 1 1 calc R . .
H12B H 0.5027 0.3167 0.3876 0.029 Uiso 1 1 calc R . .
C13 C 0.1719(3) 0.31930(11) 0.3648(2) 0.0211(5) Uani 1 1 d . . .
C14 C 0.1711(3) 0.34143(11) 0.5206(2) 0.0210(4) Uani 1 1 d . . .
C15 C 0.3180(4) 0.40450(12) 0.5419(2) 0.0269(5) Uani 1 1 d . . .
H15A H 0.4685 0.3913 0.5579 0.032 Uiso 1 1 calc R . .
H15B H 0.2958 0.4318 0.6222 0.032 Uiso 1 1 calc R . .
C16 C 0.2492(4) 0.44393(12) 0.4008(3) 0.0310(5) Uani 1 1 d . . .
H16A H 0.3695 0.4699 0.3804 0.037 Uiso 1 1 calc R . .
H16B H 0.1329 0.4754 0.4060 0.037 Uiso 1 1 calc R . .
C17 C 0.1732(3) 0.38932(12) 0.2830(2) 0.0245(5) Uani 1 1 d . . .
H17A H 0.2846 0.3860 0.2265 0.029 Uiso 1 1 calc R . .
C18 C -0.0169(3) 0.27179(11) 0.3010(2) 0.0252(5) Uani 1 1 d . . .
H18A H -0.0079 0.2307 0.3571 0.038 Uiso 1 1 calc R . .
H18B H -0.0103 0.2603 0.2044 0.038 Uiso 1 1 calc R . .
H18C H -0.1506 0.2947 0.3015 0.038 Uiso 1 1 calc R . .
C19 C 0.3163(3) 0.12992(12) 0.7029(2) 0.0227(5) Uani 1 1 d . . .
H19A H 0.3182 0.1050 0.7910 0.027 Uiso 1 1 calc R . .
H19B H 0.1763 0.1516 0.6740 0.027 Uiso 1 1 calc R . .
C20 C -0.0343(3) 0.40775(11) 0.1817(2) 0.0230(5) Uani 1 1 d . . .
C21 C -0.0607(4) 0.39342(15) 0.0255(2) 0.0347(6) Uani 1 1 d . . .
H21A H 0.0424 0.4196 -0.0143 0.042 Uiso 1 1 calc R . .
H21B H -0.0402 0.3450 0.0091 0.042 Uiso 1 1 calc R . .
C22 C -0.2165(3) 0.43402(13) 0.2026(3) 0.0303(5) Uani 1 1 d . . .
H22A H -0.2429 0.4473 0.2906 0.036 Uiso 1 1 calc R . .
C23 C -0.3698(3) 0.43902(13) 0.0661(3) 0.0290(5) Uani 1 1 d . . .
C1'' C 0.1769(3) 0.06899(11) 0.4851(2) 0.0220(5) Uani 1 1 d . . .
C2'' C 0.2414(3) 0.01853(12) 0.3817(2) 0.0250(5) Uani 1 1 d . . .
H2'A H 0.3335 -0.0163 0.4382 0.030 Uiso 1 1 calc R . .
C3'' C 0.3727(4) 0.05370(14) 0.2867(3) 0.0375(6) Uani 1 1 d . . .
H3'B H 0.4116 0.0208 0.2219 0.056 Uiso 1 1 calc R . .
H3'C H 0.5010 0.0729 0.3450 0.056 Uiso 1 1 calc R . .
H3'D H 0.2884 0.0896 0.2331 0.056 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 C23 1.213(3) . ?
O2 C23 1.347(3) . ?
O2 C21 1.440(3) . ?
O3 C14 1.445(2) . ?
O4 C3 1.433(3) . ?
O1'' C1'' 1.349(3) . ?
O1'' C19 1.448(3) . ?
O2'' C1'' 1.196(2) . ?
O3'' C2'' 1.417(3) . ?
C1 C2 1.529(3) . ?
C1 C10 1.539(3) . ?
C2 C3 1.525(3) . ?
C3 C4 1.521(3) . ?
C4 C5 1.531(3) . ?
C5 C6 1.528(3) . ?
C5 C10 1.556(3) . ?
C6 C7 1.525(3) . ?
C7 C8 1.537(3) . ?
C8 C14 1.532(3) . ?
C8 C9 1.547(3) . ?
C9 C11 1.537(3) . ?
C9 C10 1.555(3) . ?
C10 C19 1.541(3) . ?
C11 C12 1.519(3) . ?
C12 C13 1.537(3) . ?
C13 C14 1.552(3) . ?
C13 C18 1.535(3) . ?
C13 C17 1.575(3) . ?
C14 C15 1.531(3) . ?
C15 C16 1.534(3) . ?
C16 C17 1.550(3) . ?
C17 C20 1.503(3) . ?
C20 C22 1.319(3) . ?
C20 C21 1.494(3) . ?
C22 C23 1.456(3) . ?
C1'' C2'' 1.512(3) . ?
C2'' C3'' 1.521(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
C23 O2 C21 108.47(18) . . ?
C1'' O1'' C19 117.94(15) . . ?
C2 C1 C10 112.91(17) . . ?
C1 C2 C3 113.15(19) . . ?
O4 C3 C2 110.3(2) . . ?
O4 C3 C4 110.53(17) . . ?
C2 C3 C4 112.48(19) . . ?
C5 C4 C3 113.63(18) . . ?
C4 C5 C6 112.46(18) . . ?
C4 C5 C10 113.52(18) . . ?
C6 C5 C10 111.97(17) . . ?
C7 C6 C5 111.84(17) . . ?
C6 C7 C8 112.85(19) . . ?
C14 C8 C7 111.36(18) . . ?
C14 C8 C9 114.25(16) . . ?
C7 C8 C9 110.20(17) . . ?
C11 C9 C10 113.66(18) . . ?
C11 C9 C8 110.08(16) . . ?
C10 C9 C8 112.29(15) . . ?
C1 C10 C9 110.40(16) . . ?
C1 C10 C19 110.59(18) . . ?
C9 C10 C19 111.98(17) . . ?
C1 C10 C5 106.67(17) . . ?
C9 C10 C5 108.47(17) . . ?
C19 C10 C5 108.55(15) . . ?
C12 C11 C9 111.64(18) . . ?
C11 C12 C13 113.63(17) . . ?
C14 C13 C12 108.70(17) . . ?
C14 C13 C18 112.81(16) . . ?
C12 C13 C18 110.00(18) . . ?
C14 C13 C17 103.73(17) . . ?
C12 C13 C17 106.88(16) . . ?
C18 C13 C17 114.33(18) . . ?
O3 C14 C8 108.68(15) . . ?
O3 C14 C15 108.20(18) . . ?
C8 C14 C15 116.19(17) . . ?
O3 C14 C13 106.56(16) . . ?
C8 C14 C13 113.69(18) . . ?
C15 C14 C13 102.96(16) . . ?
C14 C15 C16 103.57(18) . . ?
C15 C16 C17 106.32(19) . . ?
C20 C17 C16 113.49(19) . . ?
C20 C17 C13 115.53(17) . . ?
C16 C17 C13 105.58(17) . . ?
O1'' C19 C10 111.97(15) . . ?
C22 C20 C21 107.96(19) . . ?
C22 C20 C17 132.2(2) . . ?
C21 C20 C17 119.76(18) . . ?
O2 C21 C20 105.22(17) . . ?
C20 C22 C23 109.3(2) . . ?
O1 C23 O2 120.4(2) . . ?
O1 C23 C22 130.5(2) . . ?
O2 C23 C22 108.99(19) . . ?
O2'' C1'' O1'' 124.6(2) . . ?
O2'' C1'' C2'' 125.5(2) . . ?
O1'' C1'' C2'' 109.88(16) . . ?
O3'' C2'' C1'' 110.56(16) . . ?
O3'' C2'' C3'' 112.18(19) . . ?
C1'' C2'' C3'' 110.90(19) . . ?

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
C10 C1 C2 C3 -55.8(2) . . . . ?
C1 C2 C3 O4 171.92(16) . . . . ?
C1 C2 C3 C4 48.0(3) . . . . ?
O4 C3 C4 C5 -170.25(19) . . . . ?
C2 C3 C4 C5 -46.5(3) . . . . ?
C3 C4 C5 C6 -179.18(19) . . . . ?
C3 C4 C5 C10 52.4(2) . . . . ?
C4 C5 C6 C7 175.37(19) . . . . ?
C10 C5 C6 C7 -55.4(2) . . . . ?
C5 C6 C7 C8 53.6(2) . . . . ?
C6 C7 C8 C14 178.85(17) . . . . ?
C6 C7 C8 C9 -53.3(2) . . . . ?
C14 C8 C9 C11 -50.2(2) . . . . ?
C7 C8 C9 C11 -176.44(19) . . . . ?
C14 C8 C9 C10 -177.89(17) . . . . ?
C7 C8 C9 C10 55.8(2) . . . . ?
C2 C1 C10 C9 175.26(18) . . . . ?
C2 C1 C10 C19 -60.3(2) . . . . ?
C2 C1 C10 C5 57.6(2) . . . . ?
C11 C9 C10 C1 60.6(2) . . . . ?
C8 C9 C10 C1 -173.60(17) . . . . ?
C11 C9 C10 C19 -63.1(2) . . . . ?
C8 C9 C10 C19 62.7(2) . . . . ?
C11 C9 C10 C5 177.16(16) . . . . ?
C8 C9 C10 C5 -57.1(2) . . . . ?
C4 C5 C10 C1 -56.1(2) . . . . ?
C6 C5 C10 C1 175.26(18) . . . . ?
C4 C5 C10 C9 -174.98(16) . . . . ?
C6 C5 C10 C9 56.3(2) . . . . ?
C4 C5 C10 C19 63.1(2) . . . . ?
C6 C5 C10 C19 -65.6(2) . . . . ?
C10 C9 C11 C12 -179.55(16) . . . . ?
C8 C9 C11 C12 53.5(2) . . . . ?
C9 C11 C12 C13 -58.7(2) . . . . ?
C11 C12 C13 C14 55.4(2) . . . . ?
C11 C12 C13 C18 -68.6(2) . . . . ?
C11 C12 C13 C17 166.73(18) . . . . ?
C7 C8 C14 O3 -65.6(2) . . . . ?
C9 C8 C14 O3 168.74(16) . . . . ?
C7 C8 C14 C15 56.7(2) . . . . ?
C9 C8 C14 C15 -69.0(2) . . . . ?
C7 C8 C14 C13 175.91(16) . . . . ?
C9 C8 C14 C13 50.3(2) . . . . ?
C12 C13 C14 O3 -170.24(17) . . . . ?
C18 C13 C14 O3 -48.0(2) . . . . ?
C17 C13 C14 O3 76.29(18) . . . . ?
C12 C13 C14 C8 -50.5(2) . . . . ?
C18 C13 C14 C8 71.7(2) . . . . ?
C17 C13 C14 C8 -164.01(15) . . . . ?
C12 C13 C14 C15 76.0(2) . . . . ?
C18 C13 C14 C15 -161.71(18) . . . . ?
C17 C13 C14 C15 -37.5(2) . . . . ?
O3 C14 C15 C16 -70.1(2) . . . . ?
C8 C14 C15 C16 167.36(18) . . . . ?
C13 C14 C15 C16 42.4(2) . . . . ?
C14 C15 C16 C17 -30.9(2) . . . . ?
C15 C16 C17 C20 134.91(18) . . . . ?
C15 C16 C17 C13 7.4(2) . . . . ?
C14 C13 C17 C20 -107.83(19) . . . . ?
C12 C13 C17 C20 137.39(19) . . . . ?
C18 C13 C17 C20 15.4(3) . . . . ?
C14 C13 C17 C16 18.4(2) . . . . ?
C12 C13 C17 C16 -96.33(19) . . . . ?
C18 C13 C17 C16 141.70(18) . . . . ?
C1'' O1'' C19 C10 -129.71(19) . . . . ?
C1 C10 C19 O1'' -40.8(2) . . . . ?
C9 C10 C19 O1'' 82.8(2) . . . . ?
C5 C10 C19 O1'' -157.48(17) . . . . ?
C16 C17 C20 C22 -43.0(3) . . . . ?
C13 C17 C20 C22 79.2(3) . . . . ?
C16 C17 C20 C21 139.8(2) . . . . ?
C13 C17 C20 C21 -98.0(2) . . . . ?
C23 O2 C21 C20 1.1(3) . . . . ?
C22 C20 C21 O2 -0.4(3) . . . . ?
C17 C20 C21 O2 177.38(19) . . . . ?
C21 C20 C22 C23 -0.3(3) . . . . ?
C17 C20 C22 C23 -177.8(2) . . . . ?
C21 O2 C23 O1 180.0(2) . . . . ?
C21 O2 C23 C22 -1.3(3) . . . . ?
C20 C22 C23 O1 179.6(3) . . . . ?
C20 C22 C23 O2 1.1(3) . . . . ?
C19 O1'' C1'' O2'' 1.5(3) . . . . ?
C19 O1'' C1'' C2'' 179.70(17) . . . . ?
O2'' C1'' C2'' O3'' -23.7(3) . . . . ?
O1'' C1'' C2'' O3'' 158.13(17) . . . . ?
O2'' C1'' C2'' C3'' 101.4(3) . . . . ?
O1'' C1'' C2'' C3'' -76.8(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        62.66
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.157
_refine_diff_density_min         -0.167
_refine_diff_density_rms         0.038
_database_code_depnum_ccdc_archive 'CCDC 1014925'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_rr9

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H40 O12.20'
_chemical_formula_weight         571.80

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
O O 0.0492 0.0322 '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)

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

_cell_length_a                   8.9982(4)
_cell_length_b                   12.3600(7)
_cell_length_c                   13.3864(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.572(5)
_cell_angle_gamma                90.00
_cell_volume                     1472.17(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    1354
_cell_measurement_theta_min      3.3390
_cell_measurement_theta_max      61.4860

_exptl_crystal_description       columnar
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.290
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             611
_exptl_absorpt_coefficient_mu    0.849
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.94648
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2004)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Agilent Gemimi S ultra sappharie CCD'
_diffrn_measurement_method       'Omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4974
_diffrn_reflns_av_R_equivalents  0.0340
_diffrn_reflns_av_sigmaI/netI    0.0459
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.34
_diffrn_reflns_theta_max         62.65
_reflns_number_total             3354
_reflns_number_gt                2798
_reflns_threshold_expression     >2sigma(I)

_chemical_absolute_configuration rm

_computing_data_collection       'CrysAlis PRO '
_computing_cell_refinement       'CrysAlis PRO '
_computing_data_reduction        'CrysAlis PRO '
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP (Sheldrick, 2008)'
_computing_publication_material  'XP (Sheldrick, 2008)'

_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)+(0.1538P)²+0.0000P] 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     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -1.1(4)
_refine_ls_number_reflns         3354
_refine_ls_number_parameters     371
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0826
_refine_ls_R_factor_gt           0.0699
_refine_ls_wR_factor_ref         0.2219
_refine_ls_wR_factor_gt          0.2008
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_restrained_S_all      1.098
_refine_ls_shift/su_max          3.745
_refine_ls_shift/su_mean         0.017

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 1.5606(7) 0.4320(6) 0.0391(5) 0.0903(19) Uani 1 1 d . . .
O2 O 1.5602(6) 0.5968(5) -0.0266(6) 0.090(2) Uani 1 1 d . . .
O3 O 1.0663(4) 0.6044(3) 0.1722(3) 0.0407(9) Uani 1 1 d . . .
H3A H 0.9902 0.5673 0.1689 0.061 Uiso 1 1 calc R . .
O4 O 0.9417(4) 0.9238(4) 0.3923(3) 0.0423(10) Uani 1 1 d . . .
H4A H 1.0046 0.9721 0.4026 0.063 Uiso 1 1 calc R . .
O5 O 0.5192(4) 1.1002(4) 0.4399(3) 0.0450(10) Uani 1 1 d . . .
O6 O 0.7242(4) 1.2242(3) 0.3474(3) 0.0391(9) Uani 1 1 d . . .
O7 O 0.7335(4) 1.2716(4) 0.5171(3) 0.0493(10) Uani 1 1 d . . .
H7A H 0.7554 1.2089 0.5331 0.074 Uiso 1 1 calc R . .
O8 O 0.3927(4) 1.2256(4) 0.3376(3) 0.0481(10) Uani 1 1 d . . .
O9 O 0.7503(5) 1.4421(4) 0.3744(4) 0.0535(11) Uani 1 1 d . . .
H9A H 0.7788 1.4828 0.4218 0.080 Uiso 1 1 calc R . .
C1 C 0.8237(6) 1.0634(5) 0.2802(4) 0.0347(12) Uani 1 1 d . . .
H1A H 0.9189 1.1002 0.2804 0.042 Uiso 1 1 calc R . .
H1B H 0.7631 1.0750 0.2148 0.042 Uiso 1 1 calc R . .
C2 C 0.7440(6) 1.1096(5) 0.3621(4) 0.0344(12) Uani 1 1 d . . .
H2A H 0.8062 1.0971 0.4276 0.041 Uiso 1 1 calc R . .
C3 C 0.5942(6) 1.0530(5) 0.3615(4) 0.0387(13) Uani 1 1 d . . .
H3B H 0.5320 1.0642 0.2957 0.046 Uiso 1 1 calc R . .
C4 C 0.6145(6) 0.9354(5) 0.3800(5) 0.0399(13) Uani 1 1 d . . .
H4B H 0.5170 0.9009 0.3762 0.048 Uiso 1 1 calc R . .
H4E H 0.6690 0.9237 0.4472 0.048 Uiso 1 1 calc R . .
C5 C 0.7028(6) 0.8841(5) 0.3003(5) 0.0373(13) Uani 1 1 d . . .
H5A H 0.6420 0.8955 0.2341 0.045 Uiso 1 1 calc R . .
C6 C 0.7194(6) 0.7626(5) 0.3146(5) 0.0393(13) Uani 1 1 d . . .
H6A H 0.6210 0.7302 0.3137 0.047 Uiso 1 1 calc R . .
H6B H 0.7788 0.7475 0.3797 0.047 Uiso 1 1 calc R . .
C7 C 0.7958(6) 0.7132(5) 0.2307(5) 0.0415(13) Uani 1 1 d . . .
H7B H 0.7301 0.7207 0.1667 0.050 Uiso 1 1 calc R . .
H7C H 0.8121 0.6366 0.2438 0.050 Uiso 1 1 calc R . .
C8 C 0.9468(6) 0.7680(5) 0.2234(4) 0.0364(12) Uani 1 1 d . . .
H8A H 1.0111 0.7555 0.2881 0.044 Uiso 1 1 calc R . .
C9 C 0.9298(6) 0.8903(5) 0.2114(4) 0.0349(12) Uani 1 1 d . . .
H9B H 0.8642 0.9038 0.1473 0.042 Uiso 1 1 calc R . .
C10 C 0.8515(6) 0.9405(5) 0.2974(4) 0.0344(12) Uani 1 1 d . . .
C11 C 1.0826(6) 0.9409(5) 0.2033(5) 0.0420(14) Uani 1 1 d . . .
H11A H 1.1509 0.9280 0.2654 0.050 Uiso 1 1 calc R . .
H11B H 1.0713 1.0185 0.1943 0.050 Uiso 1 1 calc R . .
C12 C 1.1481(7) 0.8932(5) 0.1151(5) 0.0419(13) Uani 1 1 d . . .
H12A H 1.2433 0.9284 0.1106 0.050 Uiso 1 1 calc R . .
H12B H 1.0808 0.9088 0.0532 0.050 Uiso 1 1 calc R . .
C13 C 1.1740(6) 0.7694(5) 0.1229(4) 0.0378(12) Uani 1 1 d . . .
C14 C 1.0256(6) 0.7135(5) 0.1416(4) 0.0367(12) Uani 1 1 d . . .
C15 C 0.9325(6) 0.7097(6) 0.0368(4) 0.0476(15) Uani 1 1 d . . .
H15A H 0.8890 0.7798 0.0179 0.057 Uiso 1 1 calc R . .
H15B H 0.8525 0.6567 0.0342 0.057 Uiso 1 1 calc R . .
C16 C 1.0466(6) 0.6768(7) -0.0328(5) 0.0549(18) Uani 1 1 d . . .
H16A H 1.0560 0.5987 -0.0353 0.066 Uiso 1 1 calc R . .
H16B H 1.0154 0.7036 -0.1008 0.066 Uiso 1 1 calc R . .
C17 C 1.1972(6) 0.7289(5) 0.0142(5) 0.0435(14) Uani 1 1 d . . .
H17A H 1.2133 0.7928 -0.0262 0.052 Uiso 1 1 calc R . .
C18 C 1.3036(6) 0.7461(6) 0.2049(5) 0.0500(16) Uani 1 1 d . . .
H18A H 1.2810 0.7732 0.2681 0.075 Uiso 1 1 calc R . .
H18B H 1.3926 0.7808 0.1889 0.075 Uiso 1 1 calc R . .
H18C H 1.3199 0.6694 0.2099 0.075 Uiso 1 1 calc R . .
C20 C 1.3245(7) 0.6537(6) 0.0097(5) 0.0450(14) Uani 1 1 d . . .
C21 C 1.4602(9) 0.6881(7) -0.0357(8) 0.077(3) Uani 1 1 d . . .
H21A H 1.4316 0.7078 -0.1061 0.093 Uiso 1 1 calc R . .
H21B H 1.5081 0.7500 0.0004 0.093 Uiso 1 1 calc R . .
C22 C 1.3456(8) 0.5512(7) 0.0367(7) 0.065(2) Uani 1 1 d . . .
H22A H 1.2765 0.5074 0.0626 0.078 Uiso 1 1 calc R . .
C23 C 1.4940(9) 0.5188(7) 0.0194(6) 0.063(2) Uani 1 1 d . . .
C1' C 0.4966(6) 1.2125(5) 0.4258(5) 0.0412(14) Uani 1 1 d . . .
H1' H 0.4516 1.2407 0.4828 0.049 Uiso 1 1 calc R . .
C2' C 0.6459(6) 1.2731(5) 0.4223(4) 0.0372(12) Uani 1 1 d . . .
C3' C 0.6157(6) 1.3890(5) 0.3915(5) 0.0432(14) Uani 1 1 d . . .
H3' H 0.5791 1.4259 0.4478 0.052 Uiso 1 1 calc R . .
C4' C 0.4957(7) 1.3991(6) 0.3004(5) 0.0486(15) Uani 1 1 d . . .
H4C H 0.5339 1.3717 0.2412 0.058 Uiso 1 1 calc R . .
H4D H 0.4704 1.4748 0.2888 0.058 Uiso 1 1 calc R . .
C5' C 0.3558(6) 1.3366(6) 0.3154(5) 0.0503(16) Uani 1 1 d . . .
H5' H 0.3134 1.3682 0.3721 0.060 Uiso 1 1 calc R . .
C6' C 0.2341(8) 1.3344(8) 0.2217(6) 0.067(2) Uani 1 1 d . . .
H6C H 0.2667 1.2892 0.1709 0.101 Uiso 1 1 calc R . .
H6D H 0.2172 1.4065 0.1959 0.101 Uiso 1 1 calc R . .
H6E H 0.1425 1.3062 0.2400 0.101 Uiso 1 1 calc R . .
O1W O 0.8476(9) 0.0690(7) 0.6162(5) 0.0278(19) Uani 0.40 1 d P . .
O2W O 0.8493(6) 0.4387(5) 0.1762(4) 0.0516(13) Uani 0.80 1 d P . .
O3W O 0.8271(5) 0.5787(4) 0.5496(4) 0.0570(12) Uani 1 1 d . . .
O4W O -0.0455(5) 0.7900(5) 0.5671(4) 0.0718(15) Uani 1 1 d . . .


_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 C23 1.237(10) . ?
O2 C23 1.332(10) . ?
O2 C21 1.437(10) . ?
O3 C14 1.440(7) . ?
O4 C10 1.416(7) . ?
O5 C1' 1.411(8) . ?
O5 C3 1.453(7) . ?
O6 C2 1.437(7) . ?
O6 C2' 1.440(7) . ?
O7 C2' 1.391(7) . ?
O8 C1' 1.401(7) . ?
O8 C5' 1.433(9) . ?
O9 C3' 1.425(7) . ?
C1 C2 1.508(7) . ?
C1 C10 1.551(8) . ?
C2 C3 1.518(8) . ?
C3 C4 1.481(9) . ?
C4 C5 1.557(8) . ?
C5 C10 1.515(8) . ?
C5 C6 1.519(8) . ?
C6 C7 1.528(8) . ?
C7 C8 1.534(8) . ?
C8 C9 1.526(8) . ?
C8 C14 1.545(8) . ?
C9 C11 1.529(8) . ?
C9 C10 1.565(7) . ?
C11 C12 1.516(8) . ?
C12 C13 1.549(8) . ?
C13 C18 1.505(8) . ?
C13 C14 1.557(8) . ?
C13 C17 1.581(8) . ?
C14 C15 1.523(8) . ?
C15 C16 1.540(8) . ?
C16 C17 1.547(9) . ?
C17 C20 1.484(9) . ?
C20 C22 1.322(11) . ?
C20 C21 1.504(10) . ?
C22 C23 1.446(10) . ?
C1' C2' 1.545(8) . ?
C2' C3' 1.503(9) . ?
C3' C4' 1.508(9) . ?
C4' C5' 1.516(9) . ?
C5' C6' 1.538(9) . ?

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
C23 O2 C21 106.9(5) . . ?
C1' O5 C3 111.8(4) . . ?
C2 O6 C2' 112.5(4) . . ?
C1' O8 C5' 113.0(5) . . ?
C2 C1 C10 110.3(4) . . ?
O6 C2 C1 109.7(4) . . ?
O6 C2 C3 111.2(4) . . ?
C1 C2 C3 109.8(5) . . ?
O5 C3 C4 109.4(5) . . ?
O5 C3 C2 108.6(5) . . ?
C4 C3 C2 111.4(5) . . ?
C3 C4 C5 110.3(5) . . ?
C10 C5 C6 112.8(5) . . ?
C10 C5 C4 111.9(5) . . ?
C6 C5 C4 111.5(5) . . ?
C5 C6 C7 110.4(5) . . ?
C6 C7 C8 111.8(5) . . ?
C9 C8 C7 111.6(4) . . ?
C9 C8 C14 114.0(5) . . ?
C7 C8 C14 111.0(5) . . ?
C11 C9 C8 109.6(5) . . ?
C11 C9 C10 113.5(5) . . ?
C8 C9 C10 111.4(5) . . ?
O4 C10 C5 107.5(4) . . ?
O4 C10 C1 109.5(5) . . ?
C5 C10 C1 109.3(4) . . ?
O4 C10 C9 110.0(4) . . ?
C5 C10 C9 109.4(5) . . ?
C1 C10 C9 111.1(4) . . ?
C9 C11 C12 110.8(5) . . ?
C11 C12 C13 113.8(5) . . ?
C18 C13 C12 109.3(5) . . ?
C18 C13 C14 112.8(5) . . ?
C12 C13 C14 109.0(5) . . ?
C18 C13 C17 114.6(5) . . ?
C12 C13 C17 106.8(5) . . ?
C14 C13 C17 104.0(4) . . ?
O3 C14 C15 108.3(5) . . ?
O3 C14 C8 109.3(4) . . ?
C15 C14 C8 114.8(4) . . ?
O3 C14 C13 105.8(4) . . ?
C15 C14 C13 103.5(5) . . ?
C8 C14 C13 114.6(5) . . ?
C14 C15 C16 104.0(4) . . ?
C17 C16 C15 105.5(5) . . ?
C20 C17 C16 110.9(6) . . ?
C20 C17 C13 116.4(5) . . ?
C16 C17 C13 106.1(4) . . ?
C22 C20 C17 132.0(6) . . ?
C22 C20 C21 106.8(6) . . ?
C17 C20 C21 121.1(6) . . ?
O2 C21 C20 106.2(7) . . ?
C20 C22 C23 108.7(7) . . ?
O1 C23 O2 119.4(7) . . ?
O1 C23 C22 129.4(8) . . ?
O2 C23 C22 111.1(7) . . ?
O8 C1' O5 106.9(5) . . ?
O8 C1' C2' 113.1(5) . . ?
O5 C1' C2' 111.9(5) . . ?
O7 C2' O6 111.1(4) . . ?
O7 C2' C3' 108.5(5) . . ?
O6 C2' C3' 107.2(5) . . ?
O7 C2' C1' 110.0(5) . . ?
O6 C2' C1' 109.6(5) . . ?
C3' C2' C1' 110.4(5) . . ?
O9 C3' C2' 111.1(5) . . ?
O9 C3' C4' 110.8(5) . . ?
C2' C3' C4' 112.3(5) . . ?
C3' C4' C5' 111.0(6) . . ?
O8 C5' C4' 110.1(5) . . ?
O8 C5' C6' 105.5(6) . . ?
C4' C5' C6' 113.9(6) . . ?

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
C2' O6 C2 C1 178.9(4) . . . . ?
C2' O6 C2 C3 57.2(6) . . . . ?
C10 C1 C2 O6 177.7(4) . . . . ?
C10 C1 C2 C3 -59.7(6) . . . . ?
C1' O5 C3 C4 -179.9(5) . . . . ?
C1' O5 C3 C2 58.4(6) . . . . ?
O6 C2 C3 O5 -57.5(6) . . . . ?
C1 C2 C3 O5 -179.2(4) . . . . ?
O6 C2 C3 C4 -178.1(4) . . . . ?
C1 C2 C3 C4 60.3(6) . . . . ?
O5 C3 C4 C5 -176.8(4) . . . . ?
C2 C3 C4 C5 -56.7(6) . . . . ?
C3 C4 C5 C10 55.1(7) . . . . ?
C3 C4 C5 C6 -177.5(5) . . . . ?
C10 C5 C6 C7 -57.4(6) . . . . ?
C4 C5 C6 C7 175.7(4) . . . . ?
C5 C6 C7 C8 54.8(7) . . . . ?
C6 C7 C8 C9 -54.3(6) . . . . ?
C6 C7 C8 C14 177.3(5) . . . . ?
C7 C8 C9 C11 -179.4(5) . . . . ?
C14 C8 C9 C11 -52.7(6) . . . . ?
C7 C8 C9 C10 54.2(6) . . . . ?
C14 C8 C9 C10 -179.1(4) . . . . ?
C6 C5 C10 O4 -62.5(6) . . . . ?
C4 C5 C10 O4 64.2(6) . . . . ?
C6 C5 C10 C1 178.7(5) . . . . ?
C4 C5 C10 C1 -54.5(6) . . . . ?
C6 C5 C10 C9 56.9(6) . . . . ?
C4 C5 C10 C9 -176.3(4) . . . . ?
C2 C1 C10 O4 -60.0(5) . . . . ?
C2 C1 C10 C5 57.5(6) . . . . ?
C2 C1 C10 C9 178.3(4) . . . . ?
C11 C9 C10 O4 -61.3(6) . . . . ?
C8 C9 C10 O4 62.9(6) . . . . ?
C11 C9 C10 C5 -179.2(5) . . . . ?
C8 C9 C10 C5 -54.9(6) . . . . ?
C11 C9 C10 C1 60.1(6) . . . . ?
C8 C9 C10 C1 -175.7(4) . . . . ?
C8 C9 C11 C12 58.0(6) . . . . ?
C10 C9 C11 C12 -176.8(5) . . . . ?
C9 C11 C12 C13 -60.3(7) . . . . ?
C11 C12 C13 C18 -71.2(6) . . . . ?
C11 C12 C13 C14 52.5(6) . . . . ?
C11 C12 C13 C17 164.3(5) . . . . ?
C9 C8 C14 O3 167.0(4) . . . . ?
C7 C8 C14 O3 -66.0(6) . . . . ?
C9 C8 C14 C15 -71.1(7) . . . . ?
C7 C8 C14 C15 56.0(7) . . . . ?
C9 C8 C14 C13 48.5(6) . . . . ?
C7 C8 C14 C13 175.5(5) . . . . ?
C18 C13 C14 O3 -44.8(6) . . . . ?
C12 C13 C14 O3 -166.4(4) . . . . ?
C17 C13 C14 O3 79.9(5) . . . . ?
C18 C13 C14 C15 -158.7(5) . . . . ?
C12 C13 C14 C15 79.7(6) . . . . ?
C17 C13 C14 C15 -33.9(6) . . . . ?
C18 C13 C14 C8 75.7(6) . . . . ?
C12 C13 C14 C8 -45.9(6) . . . . ?
C17 C13 C14 C8 -159.5(5) . . . . ?
O3 C14 C15 C16 -70.0(6) . . . . ?
C8 C14 C15 C16 167.5(5) . . . . ?
C13 C14 C15 C16 42.0(7) . . . . ?
C14 C15 C16 C17 -33.6(7) . . . . ?
C15 C16 C17 C20 139.3(6) . . . . ?
C15 C16 C17 C13 12.0(7) . . . . ?
C18 C13 C17 C20 12.9(8) . . . . ?
C12 C13 C17 C20 134.1(6) . . . . ?
C14 C13 C17 C20 -110.7(6) . . . . ?
C18 C13 C17 C16 136.9(6) . . . . ?
C12 C13 C17 C16 -101.9(6) . . . . ?
C14 C13 C17 C16 13.3(6) . . . . ?
C16 C17 C20 C22 -50.1(10) . . . . ?
C13 C17 C20 C22 71.3(10) . . . . ?
C16 C17 C20 C21 127.2(7) . . . . ?
C13 C17 C20 C21 -111.3(8) . . . . ?
C23 O2 C21 C20 -0.8(10) . . . . ?
C22 C20 C21 O2 -2.6(10) . . . . ?
C17 C20 C21 O2 179.4(6) . . . . ?
C17 C20 C22 C23 -177.6(7) . . . . ?
C21 C20 C22 C23 4.8(9) . . . . ?
C21 O2 C23 O1 -177.7(8) . . . . ?
C21 O2 C23 C22 3.7(10) . . . . ?
C20 C22 C23 O1 176.0(9) . . . . ?
C20 C22 C23 O2 -5.6(10) . . . . ?
C5' O8 C1' O5 178.3(5) . . . . ?
C5' O8 C1' C2' -58.0(6) . . . . ?
C3 O5 C1' O8 67.0(5) . . . . ?
C3 O5 C1' C2' -57.3(6) . . . . ?
C2 O6 C2' O7 68.4(6) . . . . ?
C2 O6 C2' C3' -173.2(4) . . . . ?
C2 O6 C2' C1' -53.4(6) . . . . ?
O8 C1' C2' O7 170.3(5) . . . . ?
O5 C1' C2' O7 -68.9(6) . . . . ?
O8 C1' C2' O6 -67.3(6) . . . . ?
O5 C1' C2' O6 53.5(6) . . . . ?
O8 C1' C2' C3' 50.5(6) . . . . ?
O5 C1' C2' C3' 171.4(5) . . . . ?
O7 C2' C3' O9 67.3(6) . . . . ?
O6 C2' C3' O9 -52.7(6) . . . . ?
C1' C2' C3' O9 -172.0(4) . . . . ?
O7 C2' C3' C4' -168.0(4) . . . . ?
O6 C2' C3' C4' 72.0(6) . . . . ?
C1' C2' C3' C4' -47.3(6) . . . . ?
O9 C3' C4' C5' 176.3(5) . . . . ?
C2' C3' C4' C5' 51.4(7) . . . . ?
C1' O8 C5' C4' 60.4(7) . . . . ?
C1' O8 C5' C6' -176.2(5) . . . . ?
C3' C4' C5' O8 -56.2(7) . . . . ?
C3' C4' C5' C6' -174.5(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        62.65
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max         1.099
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.083
_database_code_depnum_ccdc_archive 'CCDC 1014926'
