# Electronic Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2014

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#                                CCDC 
# 
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#  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.
#
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#  fide research purposes only. It may contain copyright material
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data_20131015

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H27 O8 P'
_chemical_formula_weight         474.43

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'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Hexagonal
_symmetry_space_group_name_H-M   P6(1)

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x-y, x, z+1/6'
'-y, x-y, z+1/3'
'-x, -y, z+1/2'
'-x+y, -x, z+2/3'
'y, -x+y, z+5/6'

_cell_length_a                   11.64595(8)
_cell_length_b                   11.64595(8)
_cell_length_c                   31.3727(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     3684.96(5)
_cell_formula_units_Z            6
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    10855
_cell_measurement_theta_min      2.8146
_cell_measurement_theta_max      71.8641

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1500
_exptl_absorpt_coefficient_mu    1.382
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7696
_exptl_absorpt_correction_T_max  0.8195
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            19381
_diffrn_reflns_av_R_equivalents  0.0264
_diffrn_reflns_av_sigmaI/netI    0.0202
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         4.38
_diffrn_reflns_theta_max         67.22
_reflns_number_total             4240
_reflns_number_gt                4042
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Oxford Diffraction Ltd.'
_computing_cell_refinement       'Oxford Diffraction Ltd.'
_computing_data_reduction        'Oxford Diffraction Ltd.'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    olex2
_computing_publication_material  olex2

_refine_special_details          
; 
 Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F^2^, conventional R-factors R are based 
 on F, with F set to zero for negative F^2^. The threshold expression of 
 F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F^2^ are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0668P)^2^+0.3815P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    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   0.03(2)
_refine_ls_number_reflns         4240
_refine_ls_number_parameters     300
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0384
_refine_ls_R_factor_gt           0.0365
_refine_ls_wR_factor_ref         0.0995
_refine_ls_wR_factor_gt          0.0978
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_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
P1 P 0.07731(5) 0.18366(5) 0.119494(18) 0.04272(13) Uani 1 1 d . . .
C1 C 0.0427(3) -0.0625(3) 0.10858(10) 0.0636(7) Uani 1 1 d . . .
H1A H 0.1385 -0.0215 0.1093 0.076 Uiso 1 1 calc R . .
H1B H 0.0106 -0.0788 0.1377 0.076 Uiso 1 1 calc R . .
C2 C 0.0042(2) 0.03249(19) 0.08705(7) 0.0416(4) Uani 1 1 d . . .
H2 H 0.0407 0.0535 0.0581 0.050 Uiso 1 1 calc R . .
C3 C -0.14693(19) -0.0340(2) 0.08528(7) 0.0420(4) Uani 1 1 d . . .
H3 H -0.1828 -0.0347 0.1136 0.050 Uiso 1 1 calc R . .
C4 C -0.2079(2) -0.1753(2) 0.06777(7) 0.0435(4) Uani 1 1 d . . .
H4 H -0.1963 -0.1734 0.0368 0.052 Uiso 1 1 calc R . .
C5 C -0.1518(2) -0.2548(2) 0.08886(9) 0.0534(5) Uani 1 1 d . . .
H5 H -0.1780 -0.2681 0.1189 0.064 Uiso 1 1 calc R . .
C6 C -0.2024(3) -0.3881(2) 0.06823(10) 0.0639(7) Uani 1 1 d . . .
H6B H -0.1727 -0.4398 0.0842 0.077 Uiso 1 1 calc R . .
H6A H -0.2986 -0.4360 0.0679 0.077 Uiso 1 1 calc R . .
C7 C -0.2000(3) -0.4758(3) 0.00097(11) 0.0706(8) Uani 1 1 d . . .
C8 C -0.1327(4) -0.4476(4) -0.04064(13) 0.0919(10) Uani 1 1 d . . .
H8A H -0.1697 -0.5275 -0.0572 0.138 Uiso 1 1 calc R . .
H8B H -0.0397 -0.4147 -0.0364 0.138 Uiso 1 1 calc R . .
H8C H -0.1447 -0.3822 -0.0554 0.138 Uiso 1 1 calc R . .
C9 C -0.4369(3) -0.2875(3) 0.04697(12) 0.0715(8) Uani 1 1 d . . .
C10 C -0.5736(3) -0.3700(4) 0.06462(17) 0.1030(13) Uani 1 1 d . . .
H10A H -0.5847 -0.3258 0.0888 0.154 Uiso 1 1 calc R . .
H10B H -0.5864 -0.4547 0.0733 0.154 Uiso 1 1 calc R . .
H10C H -0.6375 -0.3825 0.0431 0.154 Uiso 1 1 calc R . .
C11 C -0.2780(3) 0.0625(3) 0.06492(11) 0.0707(8) Uani 1 1 d . . .
C12 C -0.2944(4) 0.1415(4) 0.02995(17) 0.1091(15) Uani 1 1 d . . .
H12C H -0.2703 0.2281 0.0404 0.164 Uiso 1 1 calc R . .
H12B H -0.3851 0.0971 0.0207 0.164 Uiso 1 1 calc R . .
H12A H -0.2382 0.1495 0.0064 0.164 Uiso 1 1 calc R . .
C13 C 0.0633(2) 0.3138(2) 0.09281(7) 0.0456(5) Uani 1 1 d . . .
C14 C 0.0832(2) 0.3392(2) 0.04969(8) 0.0515(5) Uani 1 1 d . . .
H14 H 0.0974 0.2834 0.0320 0.062 Uiso 1 1 calc R . .
C15 C 0.0818(3) 0.4490(3) 0.03286(9) 0.0611(6) Uani 1 1 d . . .
H15 H 0.0947 0.4664 0.0038 0.073 Uiso 1 1 calc R . .
C16 C 0.0615(3) 0.5313(3) 0.05878(12) 0.0711(8) Uani 1 1 d . . .
H16 H 0.0612 0.6048 0.0473 0.085 Uiso 1 1 calc R . .
C17 C 0.0415(3) 0.5064(3) 0.10140(12) 0.0790(9) Uani 1 1 d . . .
H17 H 0.0275 0.5627 0.1189 0.095 Uiso 1 1 calc R . .
C18 C 0.0422(3) 0.3982(3) 0.11867(10) 0.0662(7) Uani 1 1 d . . .
H18 H 0.0284 0.3815 0.1478 0.079 Uiso 1 1 calc R . .
C19 C 0.2535(2) 0.2392(2) 0.12144(8) 0.0477(5) Uani 1 1 d . . .
C20 C 0.3156(3) 0.2692(4) 0.16040(10) 0.0873(10) Uani 1 1 d . . .
H20 H 0.2677 0.2605 0.1851 0.105 Uiso 1 1 calc R . .
C21 C 0.4496(4) 0.3123(5) 0.16268(13) 0.1123(17) Uani 1 1 d . . .
H21 H 0.4919 0.3342 0.1890 0.135 Uiso 1 1 calc R . .
C22 C 0.5205(3) 0.3231(4) 0.12710(13) 0.0898(11) Uani 1 1 d . . .
H22 H 0.6105 0.3518 0.1291 0.108 Uiso 1 1 calc R . .
C23 C 0.4594(3) 0.2920(3) 0.08854(12) 0.0719(7) Uani 1 1 d . . .
H23 H 0.5078 0.2982 0.0642 0.086 Uiso 1 1 calc R . .
C24 C 0.3258(2) 0.2510(3) 0.08513(9) 0.0560(6) Uani 1 1 d . . .
H24 H 0.2850 0.2316 0.0586 0.067 Uiso 1 1 calc R . .
O1 O 0.01812(18) 0.15750(19) 0.16303(5) 0.0610(4) Uani 1 1 d . . .
O2 O -0.3446(3) 0.0209(4) 0.09576(11) 0.1220(12) Uani 1 1 d . . .
O3 O -0.17871(15) 0.04079(15) 0.05572(5) 0.0485(3) Uani 1 1 d . . .
O4 O -0.34692(15) -0.24592(16) 0.07851(5) 0.0533(4) Uani 1 1 d . . .
O5 O -0.01154(17) -0.18421(17) 0.08644(7) 0.0647(5) Uani 1 1 d . . .
O6 O -0.1524(2) -0.36816(17) 0.02531(7) 0.0661(5) Uani 1 1 d . . .
O7 O -0.2863(3) -0.5826(2) 0.01263(10) 0.1000(8) Uani 1 1 d . . .
O8 O -0.4095(3) -0.2597(4) 0.01091(10) 0.1322(14) 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
P1 0.0382(2) 0.0518(3) 0.0346(2) -0.0005(2) 0.0015(2) 0.0198(2)
C1 0.0510(13) 0.0569(14) 0.084(2) 0.0049(12) -0.0154(12) 0.0279(11)
C2 0.0386(9) 0.0444(10) 0.0409(11) 0.0018(8) 0.0006(8) 0.0202(8)
C3 0.0415(10) 0.0476(11) 0.0387(10) 0.0036(8) 0.0019(8) 0.0235(9)
C4 0.0385(10) 0.0456(10) 0.0443(12) 0.0058(9) 0.0053(8) 0.0194(9)
C5 0.0474(12) 0.0467(11) 0.0657(15) 0.0129(10) 0.0045(10) 0.0232(10)
C6 0.0549(13) 0.0427(12) 0.093(2) 0.0142(12) 0.0094(13) 0.0237(11)
C7 0.0699(17) 0.0493(15) 0.097(2) -0.0014(13) -0.0113(15) 0.0331(13)
C8 0.117(3) 0.0691(19) 0.095(3) -0.0136(17) -0.002(2) 0.050(2)
C9 0.0534(15) 0.0527(14) 0.096(2) 0.0036(13) -0.0161(14) 0.0172(12)
C10 0.0412(14) 0.076(2) 0.174(4) 0.003(2) -0.0113(19) 0.0157(14)
C11 0.0626(16) 0.0789(18) 0.087(2) -0.0035(16) -0.0043(15) 0.0476(15)
C12 0.102(3) 0.106(3) 0.154(4) 0.023(3) -0.017(3) 0.078(3)
C13 0.0398(10) 0.0462(11) 0.0487(12) -0.0053(9) -0.0031(8) 0.0199(9)
C14 0.0528(12) 0.0529(12) 0.0504(13) -0.0025(10) 0.0010(10) 0.0278(10)
C15 0.0544(13) 0.0598(14) 0.0680(17) 0.0058(12) -0.0046(11) 0.0276(12)
C16 0.0621(15) 0.0535(14) 0.103(2) -0.0037(14) -0.0195(15) 0.0331(12)
C17 0.090(2) 0.0779(19) 0.091(2) -0.0294(16) -0.0180(17) 0.0583(18)
C18 0.0762(16) 0.0804(18) 0.0565(15) -0.0151(13) -0.0068(13) 0.0500(15)
C19 0.0370(9) 0.0530(11) 0.0477(12) 0.0013(10) -0.0033(9) 0.0185(9)
C20 0.0578(16) 0.133(3) 0.0527(18) 0.0023(17) -0.0079(12) 0.0342(18)
C21 0.0629(19) 0.176(5) 0.073(2) 0.011(2) -0.0272(17) 0.041(2)
C22 0.0434(13) 0.112(3) 0.102(3) 0.021(2) -0.0091(16) 0.0304(16)
C23 0.0462(13) 0.0796(19) 0.083(2) 0.0119(15) 0.0092(13) 0.0266(13)
C24 0.0443(12) 0.0637(14) 0.0518(13) 0.0014(11) 0.0025(10) 0.0210(10)
O1 0.0584(9) 0.0762(11) 0.0424(9) 0.0011(8) 0.0079(7) 0.0292(9)
O2 0.118(2) 0.193(3) 0.116(2) 0.024(2) 0.0313(19) 0.124(3)
O3 0.0455(8) 0.0460(8) 0.0575(9) 0.0050(6) -0.0025(7) 0.0256(7)
O4 0.0368(7) 0.0551(9) 0.0592(10) 0.0018(7) 0.0032(6) 0.0164(6)
O5 0.0462(9) 0.0518(9) 0.1009(15) 0.0060(9) -0.0019(9) 0.0281(8)
O6 0.0660(11) 0.0423(9) 0.0875(13) 0.0028(8) 0.0119(10) 0.0252(8)
O7 0.1014(18) 0.0508(12) 0.124(2) -0.0042(12) -0.0004(16) 0.0204(12)
O8 0.0902(18) 0.160(3) 0.080(2) 0.0138(19) -0.0344(15) 0.0133(18)

_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 O1 1.4912(18) . ?
P1 C13 1.809(2) . ?
P1 C19 1.818(2) . ?
P1 C2 1.833(2) . ?
C1 O5 1.412(3) . ?
C1 C2 1.542(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.529(3) . ?
C2 H2 0.9800 . ?
C3 O3 1.442(2) . ?
C3 C4 1.531(3) . ?
C3 H3 0.9800 . ?
C4 O4 1.442(2) . ?
C4 C5 1.525(3) . ?
C4 H4 0.9800 . ?
C5 O5 1.417(3) . ?
C5 C6 1.504(4) . ?
C5 H5 0.9800 . ?
C6 O6 1.439(4) . ?
C6 H6B 0.9700 . ?
C6 H6A 0.9700 . ?
C7 O7 1.200(4) . ?
C7 O6 1.329(4) . ?
C7 C8 1.473(5) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 O8 1.176(5) . ?
C9 O4 1.343(4) . ?
C9 C10 1.495(5) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 O2 1.182(4) . ?
C11 O3 1.334(3) . ?
C11 C12 1.503(5) . ?
C12 H12C 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12A 0.9600 . ?
C13 C14 1.380(3) . ?
C13 C18 1.388(3) . ?
C14 C15 1.390(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.365(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.363(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.375(5) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C20 1.373(4) . ?
C19 C24 1.382(3) . ?
C20 C21 1.382(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.356(6) . ?
C21 H21 0.9300 . ?
C22 C23 1.357(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.385(4) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 P1 C13 111.65(11) . . ?
O1 P1 C19 111.48(11) . . ?
C13 P1 C19 106.05(10) . . ?
O1 P1 C2 111.54(10) . . ?
C13 P1 C2 110.75(10) . . ?
C19 P1 C2 105.06(10) . . ?
O5 C1 C2 111.1(2) . . ?
O5 C1 H1A 109.4 . . ?
C2 C1 H1A 109.4 . . ?
O5 C1 H1B 109.4 . . ?
C2 C1 H1B 109.4 . . ?
H1A C1 H1B 108.0 . . ?
C3 C2 C1 109.04(17) . . ?
C3 C2 P1 111.77(14) . . ?
C1 C2 P1 106.48(16) . . ?
C3 C2 H2 109.8 . . ?
C1 C2 H2 109.8 . . ?
P1 C2 H2 109.8 . . ?
O3 C3 C2 107.19(16) . . ?
O3 C3 C4 107.29(17) . . ?
C2 C3 C4 110.80(17) . . ?
O3 C3 H3 110.5 . . ?
C2 C3 H3 110.5 . . ?
C4 C3 H3 110.5 . . ?
O4 C4 C5 104.58(16) . . ?
O4 C4 C3 108.31(17) . . ?
C5 C4 C3 112.79(19) . . ?
O4 C4 H4 110.3 . . ?
C5 C4 H4 110.3 . . ?
C3 C4 H4 110.3 . . ?
O5 C5 C6 108.6(2) . . ?
O5 C5 C4 110.13(17) . . ?
C6 C5 C4 112.0(2) . . ?
O5 C5 H5 108.7 . . ?
C6 C5 H5 108.7 . . ?
C4 C5 H5 108.7 . . ?
O6 C6 C5 108.6(2) . . ?
O6 C6 H6B 110.0 . . ?
C5 C6 H6B 110.0 . . ?
O6 C6 H6A 110.0 . . ?
C5 C6 H6A 110.0 . . ?
H6B C6 H6A 108.4 . . ?
O7 C7 O6 122.7(3) . . ?
O7 C7 C8 125.3(3) . . ?
O6 C7 C8 112.0(3) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O8 C9 O4 123.7(3) . . ?
O8 C9 C10 126.0(3) . . ?
O4 C9 C10 110.3(3) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O2 C11 O3 123.5(3) . . ?
O2 C11 C12 126.3(3) . . ?
O3 C11 C12 110.2(3) . . ?
C11 C12 H12C 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12C C12 H12B 109.5 . . ?
C11 C12 H12A 109.5 . . ?
H12C C12 H12A 109.5 . . ?
H12B C12 H12A 109.5 . . ?
C14 C13 C18 119.4(2) . . ?
C14 C13 P1 123.94(17) . . ?
C18 C13 P1 116.4(2) . . ?
C13 C14 C15 119.5(2) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 H14 120.2 . . ?
C16 C15 C14 120.3(3) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C17 C16 C15 120.4(3) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C16 C17 C18 120.2(3) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C17 C18 C13 120.2(3) . . ?
C17 C18 H18 119.9 . . ?
C13 C18 H18 119.9 . . ?
C20 C19 C24 119.4(2) . . ?
C20 C19 P1 118.5(2) . . ?
C24 C19 P1 122.05(18) . . ?
C19 C20 C21 119.6(3) . . ?
C19 C20 H20 120.2 . . ?
C21 C20 H20 120.2 . . ?
C22 C21 C20 121.0(3) . . ?
C22 C21 H21 119.5 . . ?
C20 C21 H21 119.5 . . ?
C21 C22 C23 119.7(3) . . ?
C21 C22 H22 120.1 . . ?
C23 C22 H22 120.1 . . ?
C22 C23 C24 120.6(3) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 119.7 . . ?
C19 C24 C23 119.6(3) . . ?
C19 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C11 O3 C3 119.0(2) . . ?
C9 O4 C4 119.0(2) . . ?
C1 O5 C5 111.3(2) . . ?
C7 O6 C6 116.2(2) . . ?

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
O5 C1 C2 C3 58.0(3) . . . . ?
O5 C1 C2 P1 178.75(18) . . . . ?
O1 P1 C2 C3 54.31(18) . . . . ?
C13 P1 C2 C3 -70.69(17) . . . . ?
C19 P1 C2 C3 175.22(15) . . . . ?
O1 P1 C2 C1 -64.67(18) . . . . ?
C13 P1 C2 C1 170.33(16) . . . . ?
C19 P1 C2 C1 56.25(18) . . . . ?
C1 C2 C3 O3 -165.34(19) . . . . ?
P1 C2 C3 O3 77.22(19) . . . . ?
C1 C2 C3 C4 -48.6(2) . . . . ?
P1 C2 C3 C4 -166.02(14) . . . . ?
O3 C3 C4 O4 -80.3(2) . . . . ?
C2 C3 C4 O4 163.00(17) . . . . ?
O3 C3 C4 C5 164.45(17) . . . . ?
C2 C3 C4 C5 47.7(2) . . . . ?
O4 C4 C5 O5 -170.7(2) . . . . ?
C3 C4 C5 O5 -53.3(3) . . . . ?
O4 C4 C5 C6 68.3(2) . . . . ?
C3 C4 C5 C6 -174.18(19) . . . . ?
O5 C5 C6 O6 -56.1(3) . . . . ?
C4 C5 C6 O6 65.7(3) . . . . ?
O1 P1 C13 C14 -165.62(19) . . . . ?
C19 P1 C13 C14 72.8(2) . . . . ?
C2 P1 C13 C14 -40.7(2) . . . . ?
O1 P1 C13 C18 20.0(2) . . . . ?
C19 P1 C13 C18 -101.6(2) . . . . ?
C2 P1 C13 C18 144.91(19) . . . . ?
C18 C13 C14 C15 0.0(4) . . . . ?
P1 C13 C14 C15 -174.24(19) . . . . ?
C13 C14 C15 C16 0.3(4) . . . . ?
C14 C15 C16 C17 -0.4(4) . . . . ?
C15 C16 C17 C18 0.2(5) . . . . ?
C16 C17 C18 C13 0.1(5) . . . . ?
C14 C13 C18 C17 -0.2(4) . . . . ?
P1 C13 C18 C17 174.5(2) . . . . ?
O1 P1 C19 C20 -9.2(3) . . . . ?
C13 P1 C19 C20 112.5(3) . . . . ?
C2 P1 C19 C20 -130.2(3) . . . . ?
O1 P1 C19 C24 170.4(2) . . . . ?
C13 P1 C19 C24 -67.9(2) . . . . ?
C2 P1 C19 C24 49.4(2) . . . . ?
C24 C19 C20 C21 0.8(6) . . . . ?
P1 C19 C20 C21 -179.6(4) . . . . ?
C19 C20 C21 C22 -1.3(8) . . . . ?
C20 C21 C22 C23 0.4(8) . . . . ?
C21 C22 C23 C24 0.9(6) . . . . ?
C20 C19 C24 C23 0.5(4) . . . . ?
P1 C19 C24 C23 -179.1(2) . . . . ?
C22 C23 C24 C19 -1.3(5) . . . . ?
O2 C11 O3 C3 -2.0(5) . . . . ?
C12 C11 O3 C3 -179.8(3) . . . . ?
C2 C3 O3 C11 -140.1(2) . . . . ?
C4 C3 O3 C11 100.9(2) . . . . ?
O8 C9 O4 C4 -7.0(5) . . . . ?
C10 C9 O4 C4 174.2(2) . . . . ?
C5 C4 O4 C9 -123.9(2) . . . . ?
C3 C4 O4 C9 115.6(2) . . . . ?
C2 C1 O5 C5 -65.9(3) . . . . ?
C6 C5 O5 C1 -174.9(2) . . . . ?
C4 C5 O5 C1 62.2(3) . . . . ?
O7 C7 O6 C6 5.0(4) . . . . ?
C8 C7 O6 C6 -173.9(3) . . . . ?
C5 C6 O6 C7 -172.7(2) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        67.22
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.207
_refine_diff_density_min         -0.172
_refine_diff_density_rms         0.033
_database_code_depnum_ccdc_archive 'CCDC 968911'