# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 1471614'
_audit_update_record             
;
2016-03-31 deposited with the CCDC.
2016-06-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H15 O7 P'
_chemical_formula_sum            'C21 H15 O7 P'
_chemical_formula_weight         410.30

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'

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

_cell_length_a                   7.7879(13)
_cell_length_b                   20.327(3)
_cell_length_c                   11.9549(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.558(3)
_cell_angle_gamma                90.00
_cell_volume                     1888.9(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    291(2)
_cell_measurement_reflns_used    3921
_cell_measurement_theta_min      2.632
_cell_measurement_theta_max      27.172

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             848
_exptl_absorpt_coefficient_mu    0.188
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9778
_exptl_absorpt_correction_T_max  0.9814
_exptl_absorpt_process_details   'SADABS, Bruker(2000)'

_exptl_special_details           
; 
 ? 
;


_diffrn_ambient_temperature      291(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Smart Apex CCD area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15047
_diffrn_reflns_av_R_equivalents  0.0831
_diffrn_reflns_av_sigmaI/netI    0.0642
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.98
_diffrn_reflns_theta_max         26.00
_reflns_number_total             3707
_reflns_number_gt                2840
_reflns_threshold_expression     >2sigma(I)


_computing_data_collection       'SMART (Bruker 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker 2000)'
_computing_structure_solution    'SHELXTL (BRUKER 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    SHELXTL
_computing_publication_material  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)+(0.0931P)²+1.7822P] 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_number_reflns         3707
_refine_ls_number_parameters     262
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0882
_refine_ls_R_factor_gt           0.0692
_refine_ls_wR_factor_ref         0.1957
_refine_ls_wR_factor_gt          0.1813
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_restrained_S_all      0.992
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.9610(4) 0.09997(14) 1.0083(3) 0.0451(7) Uani 1 1 d . . .
C2 C 0.9636(4) 0.06558(15) 1.1072(3) 0.0492(7) Uani 1 1 d . . .
H2 H 0.8616 0.0567 1.1409 0.059 Uiso 1 1 calc R . .
C3 C 1.1175(4) 0.04444(16) 1.1559(3) 0.0550(8) Uani 1 1 d . . .
H3 H 1.1197 0.0207 1.2224 0.066 Uiso 1 1 calc R . .
C4 C 1.2707(4) 0.05818(15) 1.1065(3) 0.0539(8) Uani 1 1 d . . .
C5 C 1.2645(4) 0.09295(18) 1.0078(3) 0.0635(9) Uani 1 1 d . . .
H5 H 1.3664 0.1023 0.9745 0.076 Uiso 1 1 calc R . .
C6 C 1.1100(4) 0.11441(18) 0.9569(3) 0.0602(9) Uani 1 1 d . . .
H6 H 1.1069 0.1379 0.8901 0.072 Uiso 1 1 calc R . .
C7 C 1.4360(5) 0.0355(2) 1.1579(5) 0.0826(13) Uani 1 1 d . . .
H7 H 1.5341 0.0448 1.1203 0.099 Uiso 1 1 calc R . .
C8 C 0.7949(4) 0.14702(15) 0.6488(3) 0.0467(7) Uani 1 1 d . . .
C9 C 0.8525(4) 0.20642(16) 0.6100(3) 0.0539(8) Uani 1 1 d . . .
H9 H 0.9082 0.2365 0.6584 0.065 Uiso 1 1 calc R . .
C10 C 0.8250(4) 0.21997(18) 0.4976(3) 0.0615(9) Uani 1 1 d . . .
H10 H 0.8649 0.2594 0.4694 0.074 Uiso 1 1 calc R . .
C11 C 0.7397(4) 0.17622(17) 0.4261(3) 0.0560(8) Uani 1 1 d . . .
C12 C 0.6843(4) 0.11647(17) 0.4666(3) 0.0575(8) Uani 1 1 d . . .
H12 H 0.6291 0.0864 0.4181 0.069 Uiso 1 1 calc R . .
C13 C 0.7114(4) 0.10165(15) 0.5793(3) 0.0528(8) Uani 1 1 d . . .
H13 H 0.6739 0.0619 0.6076 0.063 Uiso 1 1 calc R . .
C14 C 0.7110(6) 0.1941(2) 0.3062(4) 0.0800(12) Uani 1 1 d . . .
H14 H 0.7573 0.2339 0.2846 0.096 Uiso 1 1 calc R . .
C15 C 0.8059(4) 0.28181(15) 0.9426(3) 0.0476(7) Uani 1 1 d . . .
C16 C 0.8510(4) 0.28162(17) 1.0553(3) 0.0546(8) Uani 1 1 d . . .
H16 H 0.9077 0.2458 1.0888 0.066 Uiso 1 1 calc R . .
C17 C 0.8104(5) 0.33572(18) 1.1179(3) 0.0598(9) Uani 1 1 d . . .
H17 H 0.8413 0.3364 1.1942 0.072 Uiso 1 1 calc R . .
C18 C 0.7256(4) 0.38828(18) 1.0698(4) 0.0638(9) Uani 1 1 d DU . .
C19 C 0.6817(5) 0.38741(18) 0.9548(4) 0.0708(11) Uani 1 1 d . . .
H19 H 0.6246 0.4232 0.9212 0.085 Uiso 1 1 calc R . .
C20 C 0.7225(5) 0.33383(17) 0.8905(3) 0.0636(9) Uani 1 1 d . . .
H20 H 0.6940 0.3331 0.8138 0.076 Uiso 1 1 calc R . .
C21 C 0.6807(6) 0.4451(2) 1.1466(7) 0.119(2) Uani 1 1 d DU . .
H21 H 0.7286 0.4410 1.2195 0.142 Uiso 1 1 calc R . .
O1 O 0.7969(3) 0.11809(11) 0.96336(18) 0.0543(6) Uani 1 1 d . . .
O2 O 0.8289(3) 0.12881(11) 0.76257(18) 0.0552(6) Uani 1 1 d . . .
O3 O 0.8560(3) 0.22837(11) 0.87637(19) 0.0548(6) Uani 1 1 d . . .
O4 O 0.5604(3) 0.17431(11) 0.8517(2) 0.0579(6) Uani 1 1 d . . .
O5 O 1.4547(4) 0.0062(2) 1.2442(4) 0.1266(16) Uani 1 1 d . . .
O6 O 0.6366(6) 0.16353(19) 0.2358(3) 0.1085(12) Uani 1 1 d . . .
O7 O 0.6099(6) 0.4858(2) 1.1337(6) 0.158(2) Uani 1 1 d U . .
P1 P 0.74414(10) 0.16410(4) 0.86214(7) 0.0474(3) 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
C1 C2 1.373(4) . ?
C1 C6 1.378(4) . ?
C1 O1 1.404(3) . ?
C2 C3 1.368(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.392(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.373(5) . ?
C4 C7 1.466(5) . ?
C5 C6 1.385(5) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 O5 1.193(6) . ?
C7 H7 0.9300 . ?
C8 C13 1.377(5) . ?
C8 C9 1.378(4) . ?
C8 O2 1.419(4) . ?
C9 C10 1.375(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.376(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.386(5) . ?
C11 C14 1.482(5) . ?
C12 C13 1.384(5) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 O6 1.170(6) . ?
C14 H14 0.9300 . ?
C15 C20 1.370(4) . ?
C15 C16 1.371(4) . ?
C15 O3 1.414(4) . ?
C16 C17 1.377(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.364(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.396(6) . ?
C18 C21 1.529(6) . ?
C19 C20 1.381(5) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 O7 1.002(7) . ?
C21 H21 0.9300 . ?
O1 P1 1.564(2) . ?
O2 P1 1.570(2) . ?
O3 P1 1.574(2) . ?
O4 P1 1.443(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 121.6(3) . . ?
C2 C1 O1 115.3(3) . . ?
C6 C1 O1 123.1(3) . . ?
C3 C2 C1 119.5(3) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 120.5(3) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 118.8(3) . . ?
C5 C4 C7 120.3(3) . . ?
C3 C4 C7 120.9(3) . . ?
C4 C5 C6 121.5(3) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C1 C6 C5 118.0(3) . . ?
C1 C6 H6 121.0 . . ?
C5 C6 H6 121.0 . . ?
O5 C7 C4 125.2(4) . . ?
O5 C7 H7 117.4 . . ?
C4 C7 H7 117.4 . . ?
C13 C8 C9 122.4(3) . . ?
C13 C8 O2 117.1(3) . . ?
C9 C8 O2 120.4(3) . . ?
C10 C9 C8 118.1(3) . . ?
C10 C9 H9 121.0 . . ?
C8 C9 H9 121.0 . . ?
C9 C10 C11 121.2(3) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 H10 119.4 . . ?
C10 C11 C12 119.9(3) . . ?
C10 C11 C14 118.7(4) . . ?
C12 C11 C14 121.4(4) . . ?
C13 C12 C11 119.9(3) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C8 C13 C12 118.6(3) . . ?
C8 C13 H13 120.7 . . ?
C12 C13 H13 120.7 . . ?
O6 C14 C11 127.1(4) . . ?
O6 C14 H14 116.4 . . ?
C11 C14 H14 116.4 . . ?
C20 C15 C16 122.3(3) . . ?
C20 C15 O3 118.5(3) . . ?
C16 C15 O3 119.1(3) . . ?
C15 C16 C17 118.5(3) . . ?
C15 C16 H16 120.7 . . ?
C17 C16 H16 120.7 . . ?
C18 C17 C16 121.2(4) . . ?
C18 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?
C17 C18 C19 119.2(3) . . ?
C17 C18 C21 117.5(5) . . ?
C19 C18 C21 123.3(4) . . ?
C20 C19 C18 120.5(3) . . ?
C20 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
C15 C20 C19 118.3(4) . . ?
C15 C20 H20 120.8 . . ?
C19 C20 H20 120.8 . . ?
O7 C21 C18 132.5(9) . . ?
O7 C21 H21 113.7 . . ?
C18 C21 H21 113.7 . . ?
C1 O1 P1 129.92(19) . . ?
C8 O2 P1 123.07(18) . . ?
C15 O3 P1 121.88(18) . . ?
O4 P1 O1 111.34(13) . . ?
O4 P1 O2 117.48(14) . . ?
O1 P1 O2 102.17(12) . . ?
O4 P1 O3 115.42(13) . . ?
O1 P1 O3 107.21(13) . . ?
O2 P1 O3 101.84(12) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.297
_refine_diff_density_min         -0.595
_refine_diff_density_rms         0.088
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 1471615'
_audit_update_record             
;
2016-03-31 deposited with the CCDC.
2016-06-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C60 H60 N6 O8 P2'
_chemical_formula_sum            'C60 H60 N6 O8 P2'
_chemical_formula_weight         1055.08

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           cubic
_symmetry_space_group_name_H-M   'P 21 3'
_symmetry_space_group_name_Hall  'P 2ac 2ab 3'
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'
'z, x, y'
'z+1/2, -x+1/2, -y'
'-z+1/2, -x, y+1/2'
'-z, x+1/2, -y+1/2'
'y, z, x'
'-y, z+1/2, -x+1/2'
'y+1/2, -z+1/2, -x'
'-y+1/2, -z, x+1/2'

_cell_length_a                   19.1327(11)
_cell_length_b                   19.1327(11)
_cell_length_c                   19.1327(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     7003.7(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    291(2)
_cell_measurement_reflns_used    3664
_cell_measurement_theta_min      2.381
_cell_measurement_theta_max      27.524

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.001
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2224
_exptl_absorpt_coefficient_mu    0.110
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9848
_exptl_absorpt_correction_T_max  0.9891
_exptl_absorpt_process_details   'SADABS, Bruker(2000)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      291(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Smart Apex CCD area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            52238
_diffrn_reflns_av_R_equivalents  0.1303
_diffrn_reflns_av_sigmaI/netI    0.0547
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.51
_diffrn_reflns_theta_max         25.01
_reflns_number_total             4127
_reflns_number_gt                2526
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker 2000)'
_computing_structure_solution    'SHELXTL (BRUKER 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    SHELXTL
_computing_publication_material  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)+(0.0948P)²+3.9890P] 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   -0.2(3)
_chemical_absolute_configuration rm
_refine_ls_number_reflns         4127
_refine_ls_number_parameters     229
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.1512
_refine_ls_R_factor_gt           0.0989
_refine_ls_wR_factor_ref         0.2456
_refine_ls_wR_factor_gt          0.2181
_refine_ls_goodness_of_fit_ref   1.136
_refine_ls_restrained_S_all      1.145
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1920(4) 0.3988(4) 0.4095(4) 0.090(2) Uani 1 1 d . . .
H1 H 0.1654 0.4364 0.4319 0.108 Uiso 1 1 calc R . .
C2 C 0.1638(4) 0.3305(4) 0.4393(4) 0.084(2) Uani 1 1 d . . .
H2 H 0.1905 0.2924 0.4177 0.100 Uiso 1 1 calc R . .
C3 C 0.1757(4) 0.3260(5) 0.5171(4) 0.100(2) Uani 1 1 d . . .
H3A H 0.1629 0.2798 0.5336 0.120 Uiso 1 1 calc R . .
H3B H 0.1462 0.3599 0.5407 0.120 Uiso 1 1 calc R . .
C4 C 0.2548(4) 0.3408(6) 0.5356(5) 0.111(3) Uani 1 1 d . . .
H4A H 0.2599 0.3436 0.5859 0.134 Uiso 1 1 calc R . .
H4B H 0.2832 0.3020 0.5193 0.134 Uiso 1 1 calc R . .
C5 C 0.2798(5) 0.4030(6) 0.5056(4) 0.121(3) Uani 1 1 d . . .
H5A H 0.3297 0.4059 0.5141 0.146 Uiso 1 1 calc R . .
H5B H 0.2580 0.4421 0.5294 0.146 Uiso 1 1 calc R . .
C6 C 0.2673(3) 0.4114(4) 0.4273(4) 0.0780(19) Uani 1 1 d . . .
H6A H 0.2805 0.4582 0.4130 0.094 Uiso 1 1 calc R . .
H6B H 0.2964 0.3785 0.4020 0.094 Uiso 1 1 calc R . .
C7 C 0.1476(4) 0.4523(4) 0.3135(4) 0.092(2) Uani 1 1 d DU . .
H7 H 0.1337 0.4871 0.3445 0.110 Uiso 1 1 calc R . .
C8 C 0.1281(4) 0.4613(4) 0.2363(4) 0.0833(19) Uani 1 1 d DU . .
C9 C 0.1319(4) 0.4060(4) 0.1946(4) 0.089(2) Uani 1 1 d DU . .
H9 H 0.1484 0.3632 0.2104 0.107 Uiso 1 1 calc R . .
C10 C 0.1084(4) 0.4162(5) 0.1214(4) 0.105(2) Uani 1 1 d U . .
H10 H 0.1077 0.3792 0.0899 0.126 Uiso 1 1 calc R . .
C11 C 0.0886(4) 0.4787(5) 0.1028(4) 0.079(2) Uani 1 1 d D . .
C12 C 0.0843(5) 0.5321(5) 0.1464(5) 0.118(3) Uani 1 1 d D . .
H12 H 0.0680 0.5751 0.1307 0.142 Uiso 1 1 calc R . .
C13 C 0.1036(5) 0.5242(6) 0.2141(6) 0.134(3) Uani 1 1 d . . .
H13 H 0.1002 0.5615 0.2451 0.161 Uiso 1 1 calc R . .
C14 C 0.0798(4) 0.2779(4) 0.3717(4) 0.087(2) Uani 1 1 d U . .
H14 H 0.1172 0.2576 0.3481 0.104 Uiso 1 1 calc R . .
C15 C 0.0073(4) 0.2600(3) 0.3488(4) 0.0773(19) Uani 1 1 d . . .
C16 C -0.0014(4) 0.2261(4) 0.2861(5) 0.107(3) Uani 1 1 d . . .
H16 H 0.0374 0.2131 0.2598 0.128 Uiso 1 1 calc R . .
C17 C -0.0661(5) 0.2119(5) 0.2627(5) 0.112(3) Uani 1 1 d . . .
H17 H -0.0720 0.1891 0.2202 0.134 Uiso 1 1 calc R . .
C18 C -0.1219(4) 0.2302(4) 0.3002(4) 0.0813(19) Uani 1 1 d . . .
C19 C -0.1152(5) 0.2624(4) 0.3605(4) 0.098(2) Uani 1 1 d . . .
H19 H -0.1546 0.2751 0.3860 0.118 Uiso 1 1 calc R . .
C20 C -0.0489(4) 0.2773(5) 0.3857(4) 0.096(2) Uani 1 1 d . . .
H20 H -0.0438 0.2995 0.4286 0.115 Uiso 1 1 calc R . .
N1 N 0.1789(3) 0.4044(3) 0.3364(3) 0.0684(14) Uani 1 1 d U . .
N2 N 0.0929(3) 0.3198(3) 0.4221(3) 0.0751(15) Uani 1 1 d U . .
O1 O -0.0578(2) 0.4422(2) 0.0578(2) 0.079(2) Uani 1 3 d S . .
O2 O 0.0654(2) 0.4866(3) 0.0308(2) 0.0973(16) Uani 1 1 d . . .
O3 O -0.1900(2) 0.2143(2) 0.2733(3) 0.0864(14) Uani 1 1 d U . .
O4 O -0.1865(2) 0.3135(2) 0.1865(2) 0.0681(18) Uani 1 3 d SU . .
P1 P -0.01313(9) 0.48687(9) 0.01313(9) 0.0713(8) Uani 1 3 d S . .
P2 P -0.22984(8) 0.27016(8) 0.22984(8) 0.0630(7) Uani 1 3 d SU . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.424(9) . ?
C1 C6 1.501(9) . ?
C1 C2 1.525(10) . ?
C1 H1 0.9800 . ?
C2 N2 1.410(9) . ?
C2 C3 1.509(10) . ?
C2 H2 0.9800 . ?
C3 C4 1.580(11) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.405(12) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.524(10) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 N1 1.179(8) . ?
C7 C8 1.533(9) . ?
C7 H7 0.9300 . ?
C8 C9 1.327(9) . ?
C8 C13 1.358(12) . ?
C9 C10 1.483(11) . ?
C9 H9 0.9300 . ?
C10 C11 1.305(11) . ?
C10 H10 0.9300 . ?
C11 C12 1.322(10) . ?
C11 O2 1.455(8) . ?
C12 C13 1.355(12) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 N2 1.280(9) . ?
C14 C15 1.495(10) . ?
C14 H14 0.9300 . ?
C15 C20 1.329(10) . ?
C15 C16 1.374(10) . ?
C16 C17 1.344(11) . ?
C16 H16 0.9300 . ?
C17 C18 1.333(11) . ?
C17 H17 0.9300 . ?
C18 C19 1.314(10) . ?
C18 O3 1.433(8) . ?
C19 C20 1.387(11) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
O1 P1 1.481(8) . ?
O2 P1 1.540(5) . ?
O3 P2 1.553(4) . ?
O4 P2 1.438(7) . ?
P1 O2 1.540(5) 8 ?
P1 O2 1.540(5) 11_455 ?
P2 O3 1.553(4) 11_455 ?
P2 O3 1.553(4) 8 ?

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
N1 C1 C6 112.3(6) . . ?
N1 C1 C2 111.7(6) . . ?
C6 C1 C2 113.1(6) . . ?
N1 C1 H1 106.4 . . ?
C6 C1 H1 106.4 . . ?
C2 C1 H1 106.4 . . ?
N2 C2 C3 111.5(6) . . ?
N2 C2 C1 112.1(6) . . ?
C3 C2 C1 111.3(7) . . ?
N2 C2 H2 107.2 . . ?
C3 C2 H2 107.2 . . ?
C1 C2 H2 107.2 . . ?
C2 C3 C4 110.8(7) . . ?
C2 C3 H3A 109.5 . . ?
C4 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C4 C3 H3B 109.5 . . ?
H3A C3 H3B 108.1 . . ?
C5 C4 C3 112.7(8) . . ?
C5 C4 H4A 109.0 . . ?
C3 C4 H4A 109.0 . . ?
C5 C4 H4B 109.0 . . ?
C3 C4 H4B 109.0 . . ?
H4A C4 H4B 107.8 . . ?
C4 C5 C6 115.9(7) . . ?
C4 C5 H5A 108.3 . . ?
C6 C5 H5A 108.3 . . ?
C4 C5 H5B 108.3 . . ?
C6 C5 H5B 108.3 . . ?
H5A C5 H5B 107.4 . . ?
C1 C6 C5 110.9(6) . . ?
C1 C6 H6A 109.5 . . ?
C5 C6 H6A 109.5 . . ?
C1 C6 H6B 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 108.0 . . ?
N1 C7 C8 124.7(7) . . ?
N1 C7 H7 117.6 . . ?
C8 C7 H7 117.6 . . ?
C9 C8 C13 122.4(8) . . ?
C9 C8 C7 118.4(7) . . ?
C13 C8 C7 119.0(8) . . ?
C8 C9 C10 116.5(7) . . ?
C8 C9 H9 121.7 . . ?
C10 C9 H9 121.7 . . ?
C11 C10 C9 117.8(8) . . ?
C11 C10 H10 121.1 . . ?
C9 C10 H10 121.1 . . ?
C10 C11 C12 123.6(8) . . ?
C10 C11 O2 116.3(8) . . ?
C12 C11 O2 119.9(7) . . ?
C11 C12 C13 120.0(9) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 C8 119.5(10) . . ?
C12 C13 H13 120.3 . . ?
C8 C13 H13 120.3 . . ?
N2 C14 C15 123.1(7) . . ?
N2 C14 H14 118.4 . . ?
C15 C14 H14 118.4 . . ?
C20 C15 C16 119.0(7) . . ?
C20 C15 C14 122.6(7) . . ?
C16 C15 C14 118.4(7) . . ?
C17 C16 C15 119.8(9) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C18 C17 C16 120.4(9) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C19 C18 C17 121.1(8) . . ?
C19 C18 O3 120.3(7) . . ?
C17 C18 O3 118.7(7) . . ?
C18 C19 C20 119.5(8) . . ?
C18 C19 H19 120.3 . . ?
C20 C19 H19 120.3 . . ?
C15 C20 C19 120.2(8) . . ?
C15 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C7 N1 C1 120.9(7) . . ?
C14 N2 C2 117.0(6) . . ?
C11 O2 P1 120.4(4) . . ?
C18 O3 P2 119.5(4) . . ?
O1 P1 O2 115.8(2) . . ?
O1 P1 O2 115.8(2) . 8 ?
O2 P1 O2 102.5(3) . 8 ?
O1 P1 O2 115.8(2) . 11_455 ?
O2 P1 O2 102.5(3) . 11_455 ?
O2 P1 O2 102.5(3) 8 11_455 ?
O4 P2 O3 115.01(18) . 11_455 ?
O4 P2 O3 115.01(18) . 8 ?
O3 P2 O3 103.4(2) 11_455 8 ?
O4 P2 O3 115.01(18) . . ?
O3 P2 O3 103.4(2) 11_455 . ?
O3 P2 O3 103.4(2) 8 . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.317
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.058


#===END

