# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_shelxl

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H24 N3 O4 P'
_chemical_formula_weight         461.44

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21/c

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

_cell_length_a                   11.598(2)
_cell_length_b                   12.442(3)
_cell_length_c                   19.597(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 122.44(2)
_cell_angle_gamma                90.00
_cell_volume                     2386.6(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4653
_cell_measurement_theta_min      2.0483
_cell_measurement_theta_max      27.8944

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             968
_exptl_absorpt_coefficient_mu    0.151
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.9561
_exptl_absorpt_correction_T_max  0.9821
_exptl_absorpt_process_details   crystalclear

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  'rigaku saturn'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            19606
_diffrn_reflns_av_R_equivalents  0.0603
_diffrn_reflns_av_sigmaI/netI    0.0551
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.05
_diffrn_reflns_theta_max         25.02
_reflns_number_total             4210
_reflns_number_gt                2755
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       crystalclear
_computing_cell_refinement       crystalclear
_computing_data_reduction        crystalclear
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of 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)+(0.0881P)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    CONSTR
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.035(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4210
_refine_ls_number_parameters     337
_refine_ls_number_restraints     128
_refine_ls_R_factor_all          0.0812
_refine_ls_R_factor_gt           0.0530
_refine_ls_wR_factor_ref         0.1498
_refine_ls_wR_factor_gt          0.1311
_refine_ls_goodness_of_fit_ref   0.961
_refine_ls_restrained_S_all      0.985
_refine_ls_shift/su_max          0.005
_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 0.17247(7) 0.36880(6) 0.13965(4) 0.0480(3) Uani 1 1 d . A .
O1 O -0.08881(19) 0.22665(16) -0.10498(11) 0.0574(5) Uani 1 1 d . . .
O2 O 0.16454(18) 0.48389(15) 0.12386(11) 0.0638(6) Uani 1 1 d . . .
O3 O 0.26504(18) 0.30371(17) 0.11868(12) 0.0652(6) Uani 1 1 d D . .
O4 O 0.22924(18) 0.33544(16) 0.22825(10) 0.0615(6) Uani 1 1 d D . .
N1 N -0.3085(2) 0.28959(17) -0.18200(11) 0.0469(6) Uani 1 1 d . . .
N2 N -0.2618(3) 0.0145(3) -0.07875(18) 0.0962(10) Uani 1 1 d . . .
N3 N -0.3234(3) 0.2010(3) 0.07829(17) 0.0954(11) Uani 1 1 d . . .
C1 C -0.2092(2) 0.2934(2) -0.04153(13) 0.0392(6) Uani 1 1 d . . .
C2 C -0.1901(3) 0.2659(2) -0.11223(14) 0.0417(6) Uani 1 1 d . . .
C3 C -0.4023(2) 0.3398(2) -0.16811(15) 0.0447(7) Uani 1 1 d . . .
C4 C -0.5274(3) 0.3829(2) -0.22389(18) 0.0627(8) Uani 1 1 d . . .
H4A H -0.5613 0.3802 -0.2790 0.075 Uiso 1 1 calc R . .
C5 C -0.6005(3) 0.4304(3) -0.1955(2) 0.0771(10) Uani 1 1 d . . .
H5A H -0.6859 0.4596 -0.2321 0.092 Uiso 1 1 calc R . .
C6 C -0.5504(3) 0.4356(3) -0.1144(2) 0.0775(10) Uani 1 1 d . . .
H6A H -0.6019 0.4682 -0.0967 0.093 Uiso 1 1 calc R . .
C7 C -0.4235(3) 0.3928(3) -0.05839(19) 0.0629(8) Uani 1 1 d . . .
H7A H -0.3890 0.3974 -0.0033 0.076 Uiso 1 1 calc R . .
C8 C -0.3494(2) 0.3435(2) -0.08546(15) 0.0429(6) Uani 1 1 d . . .
C9 C -0.3280(4) 0.2742(3) -0.26111(16) 0.0781(10) Uani 1 1 d . . .
H9A H -0.2495 0.2387 -0.2550 0.117 Uiso 1 1 calc R . .
H9B H -0.3395 0.3428 -0.2864 0.117 Uiso 1 1 calc R . .
H9C H -0.4078 0.2310 -0.2941 0.117 Uiso 1 1 calc R . .
C10 C -0.1848(2) 0.1878(2) 0.00889(14) 0.0425(6) Uani 1 1 d . . .
C11 C -0.2292(3) 0.0899(3) -0.04014(16) 0.0586(8) Uani 1 1 d . . .
C12 C -0.2621(3) 0.1947(3) 0.04860(16) 0.0573(8) Uani 1 1 d . . .
C13 C -0.0260(2) 0.18704(19) 0.07481(14) 0.0388(6) Uani 1 1 d . A .
H13A H 0.0194 0.1500 0.0514 0.047 Uiso 1 1 calc R . .
C14 C 0.0088(2) 0.30643(19) 0.08041(13) 0.0378(6) Uani 1 1 d . . .
C15 C -0.0913(2) 0.3614(2) 0.01893(14) 0.0398(6) Uani 1 1 d . A .
H15 H -0.0885 0.4355 0.0138 0.048 Uiso 1 1 calc R . .
C16 C 0.0087(2) 0.1274(2) 0.15037(14) 0.0378(6) Uani 1 1 d . . .
C17 C 0.0129(3) 0.1782(2) 0.21469(15) 0.0501(7) Uani 1 1 d . A .
H17A H 0.0005 0.2522 0.2134 0.060 Uiso 1 1 calc R . .
C18 C 0.0355(3) 0.1197(3) 0.28072(17) 0.0608(8) Uani 1 1 d . . .
H18A H 0.0384 0.1544 0.3236 0.073 Uiso 1 1 calc R A .
C19 C 0.0536(3) 0.0105(3) 0.28316(19) 0.0659(9) Uani 1 1 d . A .
H19A H 0.0686 -0.0285 0.3277 0.079 Uiso 1 1 calc R . .
C20 C 0.0498(3) -0.0412(3) 0.2202(2) 0.0640(8) Uani 1 1 d . . .
H20A H 0.0622 -0.1152 0.2220 0.077 Uiso 1 1 calc R A .
C21 C 0.0274(2) 0.0168(2) 0.15428(16) 0.0485(7) Uani 1 1 d . A .
H21A H 0.0248 -0.0186 0.1117 0.058 Uiso 1 1 calc R . .
C22 C 0.2586(13) 0.3390(7) 0.0440(5) 0.087(2) Uani 0.640(17) 1 d PDU A 1
H22A H 0.1663 0.3605 0.0029 0.104 Uiso 0.640(17) 1 calc PR A 1
H22B H 0.3192 0.3995 0.0557 0.104 Uiso 0.640(17) 1 calc PR A 1
C23 C 0.3017(14) 0.2458(8) 0.0158(6) 0.112(3) Uani 0.640(17) 1 d PDU A 1
H23A H 0.3103 0.2676 -0.0282 0.168 Uiso 0.640(17) 1 calc PR A 1
H23B H 0.2345 0.1899 -0.0020 0.168 Uiso 0.640(17) 1 calc PR A 1
H23C H 0.3881 0.2197 0.0595 0.168 Uiso 0.640(17) 1 calc PR A 1
C22' C 0.2283(13) 0.299(2) 0.0334(6) 0.087(4) Uani 0.360(17) 1 d PDU A 2
H22C H 0.1782 0.3632 0.0046 0.104 Uiso 0.360(17) 1 calc PR A 2
H22D H 0.1709 0.2371 0.0064 0.104 Uiso 0.360(17) 1 calc PR A 2
C23' C 0.3578(15) 0.2912(18) 0.0341(11) 0.101(4) Uani 0.360(17) 1 d PDU A 2
H23D H 0.3381 0.3026 -0.0196 0.152 Uiso 0.360(17) 1 calc PR A 2
H23E H 0.3971 0.2212 0.0526 0.152 Uiso 0.360(17) 1 calc PR A 2
H23F H 0.4211 0.3448 0.0697 0.152 Uiso 0.360(17) 1 calc PR A 2
C24 C 0.3265(18) 0.4104(11) 0.2895(6) 0.099(4) Uani 0.442(18) 1 d PDU A 3
H24A H 0.2867 0.4816 0.2801 0.119 Uiso 0.442(18) 1 calc PR A 3
H24B H 0.4086 0.4148 0.2879 0.119 Uiso 0.442(18) 1 calc PR A 3
C25 C 0.3593(13) 0.3686(13) 0.3686(6) 0.095(4) Uani 0.442(18) 1 d PDU A 3
H25A H 0.4336 0.4091 0.4113 0.143 Uiso 0.442(18) 1 calc PR A 3
H25B H 0.3850 0.2943 0.3735 0.143 Uiso 0.442(18) 1 calc PR A 3
H25C H 0.2806 0.3752 0.3726 0.143 Uiso 0.442(18) 1 calc PR A 3
C24' C 0.3593(7) 0.3756(9) 0.2966(5) 0.066(2) Uani 0.558(18) 1 d PDU A 4
H24C H 0.3975 0.4287 0.2780 0.080 Uiso 0.558(18) 1 calc PR A 4
H24D H 0.4240 0.3169 0.3215 0.080 Uiso 0.558(18) 1 calc PR A 4
C25' C 0.3332(12) 0.4251(12) 0.3567(7) 0.112(3) Uani 0.558(18) 1 d PDU A 4
H25D H 0.4183 0.4477 0.4034 0.167 Uiso 0.558(18) 1 calc PR A 4
H25E H 0.2906 0.3732 0.3725 0.167 Uiso 0.558(18) 1 calc PR A 4
H25F H 0.2741 0.4861 0.3328 0.167 Uiso 0.558(18) 1 calc PR A 4


_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 O2 1.4575(19) . ?
P1 O4 1.5473(19) . ?
P1 O3 1.565(2) . ?
P1 C14 1.786(2) . ?
O1 C2 1.209(3) . ?
O3 C22' 1.487(9) . ?
O3 C22 1.491(6) . ?
O4 C24 1.460(8) . ?
O4 C24' 1.467(6) . ?
N1 C2 1.352(3) . ?
N1 C3 1.402(3) . ?
N1 C9 1.454(3) . ?
N2 C11 1.135(4) . ?
N3 C12 1.138(3) . ?
C1 C15 1.500(3) . ?
C1 C8 1.508(3) . ?
C1 C2 1.553(3) . ?
C1 C10 1.575(3) . ?
C3 C4 1.373(4) . ?
C3 C8 1.391(3) . ?
C4 C5 1.373(4) . ?
C4 H4A 0.9300 . ?
C5 C6 1.370(5) . ?
C5 H5A 0.9300 . ?
C6 C7 1.386(4) . ?
C6 H6A 0.9300 . ?
C7 C8 1.372(4) . ?
C7 H7A 0.9300 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.464(4) . ?
C10 C12 1.472(4) . ?
C10 C13 1.583(3) . ?
C13 C16 1.505(3) . ?
C13 C14 1.528(3) . ?
C13 H13A 0.9800 . ?
C14 C15 1.329(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.387(3) . ?
C16 C21 1.389(3) . ?
C17 C18 1.382(4) . ?
C17 H17A 0.9300 . ?
C18 C19 1.371(4) . ?
C18 H18A 0.9300 . ?
C19 C20 1.371(4) . ?
C19 H19A 0.9300 . ?
C20 C21 1.378(4) . ?
C20 H20A 0.9300 . ?
C21 H21A 0.9300 . ?
C22 C23 1.481(8) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C22' C23' 1.499(10) . ?
C22' H22C 0.9700 . ?
C22' H22D 0.9700 . ?
C23' H23D 0.9600 . ?
C23' H23E 0.9600 . ?
C23' H23F 0.9600 . ?
C24 C25 1.480(9) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C24' C25' 1.497(8) . ?
C24' H24C 0.9700 . ?
C24' H24D 0.9700 . ?
C25' H25D 0.9600 . ?
C25' H25E 0.9600 . ?
C25' H25F 0.9600 . ?

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 P1 O4 116.25(11) . . ?
O2 P1 O3 115.25(12) . . ?
O4 P1 O3 102.52(12) . . ?
O2 P1 C14 111.40(11) . . ?
O4 P1 C14 106.08(11) . . ?
O3 P1 C14 104.12(11) . . ?
C22' O3 C22 22.4(8) . . ?
C22' O3 P1 119.4(7) . . ?
C22 O3 P1 115.1(4) . . ?
C24 O4 C24' 21.4(7) . . ?
C24 O4 P1 115.3(5) . . ?
C24' O4 P1 122.9(5) . . ?
C2 N1 C3 111.9(2) . . ?
C2 N1 C9 122.9(2) . . ?
C3 N1 C9 124.9(2) . . ?
C15 C1 C8 117.7(2) . . ?
C15 C1 C2 108.88(19) . . ?
C8 C1 C2 101.99(19) . . ?
C15 C1 C10 101.18(18) . . ?
C8 C1 C10 118.6(2) . . ?
C2 C1 C10 108.18(19) . . ?
O1 C2 N1 127.1(2) . . ?
O1 C2 C1 125.3(2) . . ?
N1 C2 C1 107.5(2) . . ?
C4 C3 C8 122.1(3) . . ?
C4 C3 N1 128.2(2) . . ?
C8 C3 N1 109.7(2) . . ?
C5 C4 C3 117.6(3) . . ?
C5 C4 H4A 121.2 . . ?
C3 C4 H4A 121.2 . . ?
C6 C5 C4 121.4(3) . . ?
C6 C5 H5A 119.3 . . ?
C4 C5 H5A 119.3 . . ?
C5 C6 C7 120.6(3) . . ?
C5 C6 H6A 119.7 . . ?
C7 C6 H6A 119.7 . . ?
C8 C7 C6 119.0(3) . . ?
C8 C7 H7A 120.5 . . ?
C6 C7 H7A 120.5 . . ?
C7 C8 C3 119.2(2) . . ?
C7 C8 C1 132.2(2) . . ?
C3 C8 C1 108.5(2) . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C12 107.2(2) . . ?
C11 C10 C1 113.6(2) . . ?
C12 C10 C1 109.1(2) . . ?
C11 C10 C13 112.1(2) . . ?
C12 C10 C13 109.91(19) . . ?
C1 C10 C13 104.83(18) . . ?
N2 C11 C10 178.4(3) . . ?
N3 C12 C10 178.9(3) . . ?
C16 C13 C14 119.2(2) . . ?
C16 C13 C10 112.69(19) . . ?
C14 C13 C10 101.51(18) . . ?
C16 C13 H13A 107.6 . . ?
C14 C13 H13A 107.6 . . ?
C10 C13 H13A 107.6 . . ?
C15 C14 C13 111.5(2) . . ?
C15 C14 P1 118.22(19) . . ?
C13 C14 P1 128.11(17) . . ?
C14 C15 C1 114.1(2) . . ?
C14 C15 H15 122.9 . . ?
C1 C15 H15 122.9 . . ?
C17 C16 C21 118.2(2) . . ?
C17 C16 C13 122.0(2) . . ?
C21 C16 C13 119.6(2) . . ?
C18 C17 C16 120.5(3) . . ?
C18 C17 H17A 119.7 . . ?
C16 C17 H17A 119.7 . . ?
C19 C18 C17 120.2(3) . . ?
C19 C18 H18A 119.9 . . ?
C17 C18 H18A 119.9 . . ?
C20 C19 C18 120.2(3) . . ?
C20 C19 H19A 119.9 . . ?
C18 C19 H19A 119.9 . . ?
C19 C20 C21 119.8(3) . . ?
C19 C20 H20A 120.1 . . ?
C21 C20 H20A 120.1 . . ?
C20 C21 C16 121.1(3) . . ?
C20 C21 H21A 119.5 . . ?
C16 C21 H21A 119.5 . . ?
C23 C22 O3 106.6(7) . . ?
C23 C22 H22A 110.4 . . ?
O3 C22 H22A 110.4 . . ?
C23 C22 H22B 110.4 . . ?
O3 C22 H22B 110.4 . . ?
H22A C22 H22B 108.6 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O3 C22' C23' 108.1(11) . . ?
O3 C22' H22C 110.1 . . ?
C23' C22' H22C 110.1 . . ?
O3 C22' H22D 110.1 . . ?
C23' C22' H22D 110.1 . . ?
H22C C22' H22D 108.4 . . ?
C22' C23' H23D 109.5 . . ?
C22' C23' H23E 109.5 . . ?
H23D C23' H23E 109.5 . . ?
C22' C23' H23F 109.5 . . ?
H23D C23' H23F 109.5 . . ?
H23E C23' H23F 109.5 . . ?
O4 C24 C25 106.7(9) . . ?
O4 C24 H24A 110.4 . . ?
C25 C24 H24A 110.4 . . ?
O4 C24 H24B 110.4 . . ?
C25 C24 H24B 110.4 . . ?
H24A C24 H24B 108.6 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O4 C24' C25' 108.4(7) . . ?
O4 C24' H24C 110.0 . . ?
C25' C24' H24C 110.0 . . ?
O4 C24' H24D 110.0 . . ?
C25' C24' H24D 110.0 . . ?
H24C C24' H24D 108.4 . . ?
C24' C25' H25D 109.5 . . ?
C24' C25' H25E 109.5 . . ?
H25D C25' H25E 109.5 . . ?
C24' C25' H25F 109.5 . . ?
H25D C25' H25F 109.5 . . ?
H25E C25' H25F 109.5 . . ?

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
O2 P1 O3 C22' -63.0(10) . . . . ?
O4 P1 O3 C22' 169.7(10) . . . . ?
C14 P1 O3 C22' 59.3(10) . . . . ?
O2 P1 O3 C22 -38.2(6) . . . . ?
O4 P1 O3 C22 -165.5(6) . . . . ?
C14 P1 O3 C22 84.1(6) . . . . ?
O2 P1 O4 C24 -29.0(10) . . . . ?
O3 P1 O4 C24 97.6(10) . . . . ?
C14 P1 O4 C24 -153.4(10) . . . . ?
O2 P1 O4 C24' -51.9(5) . . . . ?
O3 P1 O4 C24' 74.7(5) . . . . ?
C14 P1 O4 C24' -176.4(5) . . . . ?
C3 N1 C2 O1 -176.8(3) . . . . ?
C9 N1 C2 O1 -2.7(4) . . . . ?
C3 N1 C2 C1 5.8(3) . . . . ?
C9 N1 C2 C1 179.8(2) . . . . ?
C15 C1 C2 O1 52.6(3) . . . . ?
C8 C1 C2 O1 177.7(3) . . . . ?
C10 C1 C2 O1 -56.6(3) . . . . ?
C15 C1 C2 N1 -129.9(2) . . . . ?
C8 C1 C2 N1 -4.8(3) . . . . ?
C10 C1 C2 N1 120.9(2) . . . . ?
C2 N1 C3 C4 174.1(3) . . . . ?
C9 N1 C3 C4 0.2(4) . . . . ?
C2 N1 C3 C8 -4.4(3) . . . . ?
C9 N1 C3 C8 -178.3(3) . . . . ?
C8 C3 C4 C5 -0.3(4) . . . . ?
N1 C3 C4 C5 -178.6(3) . . . . ?
C3 C4 C5 C6 0.7(5) . . . . ?
C4 C5 C6 C7 0.0(5) . . . . ?
C5 C6 C7 C8 -1.0(5) . . . . ?
C6 C7 C8 C3 1.3(4) . . . . ?
C6 C7 C8 C1 177.5(3) . . . . ?
C4 C3 C8 C7 -0.7(4) . . . . ?
N1 C3 C8 C7 177.9(3) . . . . ?
C4 C3 C8 C1 -177.7(2) . . . . ?
N1 C3 C8 C1 0.9(3) . . . . ?
C15 C1 C8 C7 -55.1(4) . . . . ?
C2 C1 C8 C7 -174.1(3) . . . . ?
C10 C1 C8 C7 67.2(4) . . . . ?
C15 C1 C8 C3 121.3(2) . . . . ?
C2 C1 C8 C3 2.3(3) . . . . ?
C10 C1 C8 C3 -116.3(2) . . . . ?
C15 C1 C10 C11 -147.9(2) . . . . ?
C8 C1 C10 C11 81.8(3) . . . . ?
C2 C1 C10 C11 -33.5(3) . . . . ?
C15 C1 C10 C12 92.6(2) . . . . ?
C8 C1 C10 C12 -37.8(3) . . . . ?
C2 C1 C10 C12 -153.1(2) . . . . ?
C15 C1 C10 C13 -25.1(2) . . . . ?
C8 C1 C10 C13 -155.5(2) . . . . ?
C2 C1 C10 C13 89.2(2) . . . . ?
C12 C10 C11 N2 178(100) . . . . ?
C1 C10 C11 N2 58(14) . . . . ?
C13 C10 C11 N2 -61(14) . . . . ?
C11 C10 C12 N3 -93(19) . . . . ?
C1 C10 C12 N3 31(19) . . . . ?
C13 C10 C12 N3 145(19) . . . . ?
C11 C10 C13 C16 -83.6(3) . . . . ?
C12 C10 C13 C16 35.5(3) . . . . ?
C1 C10 C13 C16 152.7(2) . . . . ?
C11 C10 C13 C14 147.8(2) . . . . ?
C12 C10 C13 C14 -93.1(2) . . . . ?
C1 C10 C13 C14 24.1(2) . . . . ?
C16 C13 C14 C15 -138.6(2) . . . . ?
C10 C13 C14 C15 -14.2(2) . . . . ?
C16 C13 C14 P1 58.8(3) . . . . ?
C10 C13 C14 P1 -176.85(17) . . . . ?
O2 P1 C14 C15 14.2(2) . . . . ?
O4 P1 C14 C15 141.6(2) . . . . ?
O3 P1 C14 C15 -110.7(2) . . . . ?
O2 P1 C14 C13 175.82(19) . . . . ?
O4 P1 C14 C13 -56.8(2) . . . . ?
O3 P1 C14 C13 51.0(2) . . . . ?
C13 C14 C15 C1 -2.4(3) . . . . ?
P1 C14 C15 C1 162.20(16) . . . . ?
C8 C1 C15 C14 148.7(2) . . . . ?
C2 C1 C15 C14 -96.0(2) . . . . ?
C10 C1 C15 C14 17.8(3) . . . . ?
C14 C13 C16 C17 29.3(3) . . . . ?
C10 C13 C16 C17 -89.5(3) . . . . ?
C14 C13 C16 C21 -155.5(2) . . . . ?
C10 C13 C16 C21 85.7(3) . . . . ?
C21 C16 C17 C18 0.1(4) . . . . ?
C13 C16 C17 C18 175.4(2) . . . . ?
C16 C17 C18 C19 -0.2(4) . . . . ?
C17 C18 C19 C20 0.2(4) . . . . ?
C18 C19 C20 C21 -0.1(4) . . . . ?
C19 C20 C21 C16 0.0(4) . . . . ?
C17 C16 C21 C20 0.0(4) . . . . ?
C13 C16 C21 C20 -175.4(2) . . . . ?
C22' O3 C22 C23 -50.3(19) . . . . ?
P1 O3 C22 C23 -156.8(10) . . . . ?
C22 O3 C22' C23' 63.3(19) . . . . ?
P1 O3 C22' C23' 148.3(16) . . . . ?
C24' O4 C24 C25 -68.2(19) . . . . ?
P1 O4 C24 C25 175.5(12) . . . . ?
C24 O4 C24' C25' 50(2) . . . . ?
P1 O4 C24' C25' 125.0(11) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.270
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.047
_database_code_depnum_ccdc_archive 'CCDC 993220'
