# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2017

####################################################################### 
# 
# 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_1-113K
_database_code_depnum_ccdc_archive 'CCDC 1525393'
_audit_update_record             
;
2017-01-03 deposited with the CCDC.
2017-05-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C3 H10 N O9 P3, 2(C4 H12 N), 3(H2 O) '
_chemical_formula_sum            'C11 H40 N3 O12 P3'
_chemical_formula_weight         499.37

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.474(4)
_cell_length_b                   10.294(4)
_cell_length_c                   13.926(5)
_cell_angle_alpha                98.394(3)
_cell_angle_beta                 105.105(3)
_cell_angle_gamma                115.340(4)
_cell_volume                     1132.3(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    3253
_cell_measurement_theta_min      3.8163
_cell_measurement_theta_max      27.4778

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.465
_exptl_crystal_F_000             536
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    0.323
_shelx_estimated_absorpt_T_min   0.882
_shelx_estimated_absorpt_T_max   0.909
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9249
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'CrystalClear (Rigaku, 2005)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku Mercury CCD'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12370
_diffrn_reflns_av_unetI/netI     0.0329
_diffrn_reflns_av_R_equivalents  0.0239
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.816
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             5137
_reflns_number_gt                4438
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0656P)²+0.5097P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5137
_refine_ls_number_parameters     297
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_gt           0.0356
_refine_ls_wR_factor_ref         0.1148
_refine_ls_wR_factor_gt          0.1008
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_restrained_S_all      1.088
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.8736(2) 0.6666(2) -0.04288(15) 0.0088(4) Uani 1 1 d . . . . .
H1A H 0.9956 0.7085 -0.0070 0.011 Uiso 1 1 calc R U . . .
H1B H 0.8554 0.6706 -0.1155 0.011 Uiso 1 1 calc R U . . .
C2 C 0.8166(2) 0.7525(2) 0.11293(14) 0.0092(4) Uani 1 1 d . . . . .
H2A H 0.9156 0.7443 0.1497 0.011 Uiso 1 1 calc R U . . .
H2B H 0.7159 0.6563 0.1012 0.011 Uiso 1 1 calc R U . . .
C3 C 0.6655(2) 0.7583(2) -0.06371(15) 0.0096(4) Uani 1 1 d . . . . .
H3A H 0.6088 0.7897 -0.0224 0.012 Uiso 1 1 calc R U . . .
H3B H 0.5882 0.6522 -0.1061 0.012 Uiso 1 1 calc R U . . .
C4 C 0.8388(3) 0.2647(2) 0.38090(16) 0.0174(4) Uani 1 1 d . . . . .
H4A H 0.7192 0.2101 0.3697 0.026 Uiso 1 1 calc R U . . .
H4B H 0.9010 0.3324 0.4522 0.026 Uiso 1 1 calc R U . . .
H4C H 0.8793 0.1927 0.3701 0.026 Uiso 1 1 calc R U . . .
C5 C 0.8648(2) 0.3561(2) 0.30414(15) 0.0125(4) Uani 1 1 d . . . . .
C6 C 1.0477(3) 0.4378(2) 0.31518(17) 0.0161(4) Uani 1 1 d . . . . .
H6A H 1.0855 0.3642 0.3021 0.024 Uiso 1 1 calc R U . . .
H6B H 1.1155 0.5066 0.3858 0.024 Uiso 1 1 calc R U . . .
H6C H 1.0600 0.4951 0.2647 0.024 Uiso 1 1 calc R U . . .
C7 C 0.7961(3) 0.4659(2) 0.31453(18) 0.0200(5) Uani 1 1 d . . . . .
H7A H 0.8026 0.5141 0.2589 0.030 Uiso 1 1 calc R U . . .
H7B H 0.8628 0.5429 0.3823 0.030 Uiso 1 1 calc R U . . .
H7C H 0.6792 0.4109 0.3090 0.030 Uiso 1 1 calc R U . . .
C8 C 0.5003(3) 0.6146(2) 0.34660(16) 0.0163(4) Uani 1 1 d . . . . .
H8A H 0.4008 0.6181 0.3066 0.024 Uiso 1 1 calc R U . . .
H8B H 0.4658 0.5200 0.3646 0.024 Uiso 1 1 calc R U . . .
H8C H 0.5703 0.6211 0.3047 0.024 Uiso 1 1 calc R U . . .
C9 C 0.6000(3) 0.7467(2) 0.44608(15) 0.0121(4) Uani 1 1 d . . . . .
C10 C 0.7562(3) 0.7450(2) 0.51067(17) 0.0171(4) Uani 1 1 d . . . . .
H10A H 0.8257 0.7482 0.4689 0.026 Uiso 1 1 calc R U . . .
H10B H 0.7229 0.6528 0.5319 0.026 Uiso 1 1 calc R U . . .
H10C H 0.8202 0.8327 0.5727 0.026 Uiso 1 1 calc R U . . .
C11 C 0.4925(3) 0.7506(3) 0.50963(17) 0.0179(4) Uani 1 1 d . . . . .
H11A H 0.5618 0.8336 0.5744 0.027 Uiso 1 1 calc R U . . .
H11B H 0.4444 0.6553 0.5260 0.027 Uiso 1 1 calc R U . . .
H11C H 0.4020 0.7656 0.4694 0.027 Uiso 1 1 calc R U . . .
N1 N 0.82249(19) 0.77043(17) 0.00884(12) 0.0078(3) Uani 1 1 d . . . . .
H1 H 0.9044 0.8591 0.0208 0.012 Uiso 1 1 d R U . . .
N2 N 0.7653(2) 0.24641(19) 0.19651(13) 0.0119(3) Uani 1 1 d . . . . .
H2C H 0.7783 0.2971 0.1483 0.018 Uiso 1 1 calc R U . . .
H2D H 0.6550 0.1970 0.1881 0.018 Uiso 1 1 calc R U . . .
H2E H 0.8024 0.1789 0.1880 0.018 Uiso 1 1 calc R U . . .
N3 N 0.6580(2) 0.88882(18) 0.41413(13) 0.0113(3) Uani 1 1 d . . . . .
H3C H 0.5675 0.8919 0.3739 0.017 Uiso 1 1 calc R U . . .
H3D H 0.7248 0.8904 0.3773 0.017 Uiso 1 1 calc R U . . .
H3E H 0.7166 0.9700 0.4719 0.017 Uiso 1 1 calc R U . . .
O1 O 0.83209(17) 0.39951(15) -0.11865(11) 0.0120(3) Uani 1 1 d . . . . .
O2 O 0.84763(17) 0.46846(15) 0.06824(11) 0.0113(3) Uani 1 1 d D . . . .
H2 H 0.9541(2) 0.515(2) 0.0910(18) 0.014 Uiso 1 1 d D U . . .
O3 O 0.58618(17) 0.40647(15) -0.07717(11) 0.0129(3) Uani 1 1 d . . . . .
O4 O 0.91304(17) 1.05280(15) 0.18491(11) 0.0124(3) Uani 1 1 d . . . . .
O5 O 0.86562(17) 0.88346(16) 0.30498(11) 0.0134(3) Uani 1 1 d . . . . .
O6 O 0.62548(17) 0.86942(16) 0.16231(11) 0.0127(3) Uani 1 1 d D . . . .
H6 H 0.554(2) 0.7785(13) 0.1417(19) 0.015 Uiso 1 1 d D U . . .
O7 O 0.76892(18) 0.80052(16) -0.22790(11) 0.0127(3) Uani 1 1 d D . . . .
H7 H 0.877(2) 0.839(3) -0.2101(19) 0.015 Uiso 1 1 d D U . . .
O8 O 0.55187(17) 0.87037(16) -0.20794(12) 0.0154(3) Uani 1 1 d . . . . .
O9 O 0.85551(17) 1.02645(15) -0.08038(11) 0.0126(3) Uani 1 1 d . . . . .
O10 O 0.84610(19) 0.13266(17) 0.59871(11) 0.0174(3) Uani 1 1 d D . . . .
H10D H 0.9357(15) 0.133(3) 0.6312(13) 0.021 Uiso 1 1 d D U . . .
H10E H 0.799(2) 0.138(3) 0.6425(11) 0.021 Uiso 1 1 d D U . . .
O11 O 0.64386(18) 0.12550(16) 0.72011(11) 0.0137(3) Uani 1 1 d D . . . .
H11D H 0.605(3) 0.0524(13) 0.7447(13) 0.016 Uiso 1 1 d D U . . .
H11E H 0.697(3) 0.2032(12) 0.7727(9) 0.016 Uiso 1 1 d D U . . .
O12 O 0.6464(4) 0.1199(3) -0.00858(18) 0.0595(7) Uani 1 1 d D . . . .
H12A H 0.696(3) 0.078(3) -0.032(2) 0.071 Uiso 1 1 d D U . . .
H12B H 0.556(2) 0.090(4) -0.0590(15) 0.071 Uiso 1 1 d D U . . .
P1 P 0.77109(6) 0.46908(5) -0.04712(4) 0.00836(12) Uani 1 1 d . . . . .
P2 P 0.71262(6) 0.87596(5) -0.14973(4) 0.00909(12) Uani 1 1 d . . . . .
P3 P 0.81211(6) 0.90233(5) 0.19896(4) 0.00826(12) 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 N1 1.515(2) . ?
C1 P1 1.824(2) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 N1 1.500(2) . ?
C2 P3 1.833(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 N1 1.506(2) . ?
C3 P2 1.8278(19) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.524(3) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 N2 1.506(3) . ?
C5 C6 1.520(3) . ?
C5 C7 1.533(3) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.526(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 N3 1.507(2) . ?
C9 C11 1.522(3) . ?
C9 C10 1.527(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
N1 H1 0.8629 . ?
N2 H2C 0.9100 . ?
N2 H2D 0.9100 . ?
N2 H2E 0.9100 . ?
N3 H3C 0.9100 . ?
N3 H3D 0.9100 . ?
N3 H3E 0.9100 . ?
O1 P1 1.5116(14) . ?
O2 P1 1.5832(15) . ?
O2 H2 0.8499(11) . ?
O3 P1 1.4940(15) . ?
O4 P3 1.5067(15) . ?
O5 P3 1.5009(15) . ?
O6 P3 1.5710(16) . ?
O6 H6 0.834(10) . ?
O7 P2 1.5758(15) . ?
O7 H7 0.869(16) . ?
O8 P2 1.4992(15) . ?
O9 P2 1.5006(15) . ?
O10 H10D 0.8500(11) . ?
O10 H10E 0.8500(11) . ?
O11 H11D 0.8500(11) . ?
O11 H11E 0.8500(11) . ?
O12 H12A 0.8504(11) . ?
O12 H12B 0.8505(11) . ?

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 P1 118.64(13) . . ?
N1 C1 H1A 107.7 . . ?
P1 C1 H1A 107.7 . . ?
N1 C1 H1B 107.7 . . ?
P1 C1 H1B 107.7 . . ?
H1A C1 H1B 107.1 . . ?
N1 C2 P3 116.53(13) . . ?
N1 C2 H2A 108.2 . . ?
P3 C2 H2A 108.2 . . ?
N1 C2 H2B 108.2 . . ?
P3 C2 H2B 108.2 . . ?
H2A C2 H2B 107.3 . . ?
N1 C3 P2 111.29(12) . . ?
N1 C3 H3A 109.4 . . ?
P2 C3 H3A 109.4 . . ?
N1 C3 H3B 109.4 . . ?
P2 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
C5 C4 H4A 109.5 . . ?
C5 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C5 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N2 C5 C6 108.13(16) . . ?
N2 C5 C4 106.94(16) . . ?
C6 C5 C4 111.52(17) . . ?
N2 C5 C7 107.28(16) . . ?
C6 C5 C7 111.17(17) . . ?
C4 C5 C7 111.56(17) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 H8A 109.5 . . ?
C9 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C9 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N3 C9 C11 107.68(16) . . ?
N3 C9 C8 107.30(16) . . ?
C11 C9 C8 111.78(17) . . ?
N3 C9 C10 107.35(16) . . ?
C11 C9 C10 111.47(17) . . ?
C8 C9 C10 111.00(17) . . ?
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 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C2 N1 C3 114.37(14) . . ?
C2 N1 C1 111.92(14) . . ?
C3 N1 C1 111.48(14) . . ?
C2 N1 H1 106.4 . . ?
C3 N1 H1 108.2 . . ?
C1 N1 H1 103.6 . . ?
C5 N2 H2C 109.5 . . ?
C5 N2 H2D 109.5 . . ?
H2C N2 H2D 109.5 . . ?
C5 N2 H2E 109.5 . . ?
H2C N2 H2E 109.5 . . ?
H2D N2 H2E 109.5 . . ?
C9 N3 H3C 109.5 . . ?
C9 N3 H3D 109.5 . . ?
H3C N3 H3D 109.5 . . ?
C9 N3 H3E 109.5 . . ?
H3C N3 H3E 109.5 . . ?
H3D N3 H3E 109.5 . . ?
P1 O2 H2 111.7(17) . . ?
P3 O6 H6 114.8(17) . . ?
P2 O7 H7 114.3(17) . . ?
H10D O10 H10E 106.4(10) . . ?
H11D O11 H11E 104.6(10) . . ?
H12A O12 H12B 105.1(11) . . ?
O3 P1 O1 117.43(8) . . ?
O3 P1 O2 109.25(8) . . ?
O1 P1 O2 110.54(8) . . ?
O3 P1 C1 111.12(8) . . ?
O1 P1 C1 102.87(8) . . ?
O2 P1 C1 104.79(8) . . ?
O8 P2 O9 117.24(9) . . ?
O8 P2 O7 109.75(9) . . ?
O9 P2 O7 110.56(8) . . ?
O8 P2 C3 106.41(8) . . ?
O9 P2 C3 105.58(9) . . ?
O7 P2 C3 106.61(9) . . ?
O5 P3 O4 117.47(8) . . ?
O5 P3 O6 111.16(8) . . ?
O4 P3 O6 106.24(8) . . ?
O5 P3 C2 104.09(9) . . ?
O4 P3 C2 110.86(9) . . ?
O6 P3 C2 106.60(8) . . ?

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
P3 C2 N1 C3 -67.78(18) . . . . ?
P3 C2 N1 C1 164.22(12) . . . . ?
P2 C3 N1 C2 148.51(13) . . . . ?
P2 C3 N1 C1 -83.27(16) . . . . ?
P1 C1 N1 C2 47.58(19) . . . . ?
P1 C1 N1 C3 -81.94(17) . . . . ?
N1 C1 P1 O3 44.33(16) . . . . ?
N1 C1 P1 O1 170.83(13) . . . . ?
N1 C1 P1 O2 -73.55(15) . . . . ?
N1 C3 P2 O8 -172.89(12) . . . . ?
N1 C3 P2 O9 -47.61(14) . . . . ?
N1 C3 P2 O7 70.01(14) . . . . ?
N1 C2 P3 O5 -161.19(13) . . . . ?
N1 C2 P3 O4 -33.99(16) . . . . ?
N1 C2 P3 O6 81.21(15) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O9 0.86 2.49 3.007(2) 118.8 .
N1 H1 O9 0.86 1.92 2.649(2) 141.3 2_775
N2 H2C O2 0.91 2.18 3.069(2) 165.3 .
N2 H2D O8 0.91 1.89 2.777(2) 164.3 2_665
N2 H2E O4 0.91 1.99 2.893(2) 172.1 1_545
N3 H3C O11 0.91 2.00 2.909(2) 173.8 2_666
N3 H3D O5 0.91 1.89 2.795(2) 176.0 .
N3 H3E O10 0.91 1.92 2.826(2) 175.8 1_565
O2 H2 O1 0.8499(11) 1.731(4) 2.575(2) 172(2) 2_765
O6 H6 O3 0.834(10) 1.706(11) 2.529(2) 169(3) 2_665
O7 H7 O4 0.869(16) 1.719(17) 2.573(2) 167(2) 2_775
O10 H10D O5 0.8500(11) 1.951(3) 2.798(2) 174(2) 2_766
O10 H10E O11 0.8500(11) 2.016(4) 2.853(2) 168.0(18) .
O11 H11D O8 0.8500(11) 1.982(6) 2.815(2) 166(2) 1_546
O11 H11E O1 0.8500(11) 1.973(3) 2.817(2) 171.8(18) 1_556
O12 H12A O8 0.8504(11) 2.59(2) 3.125(3) 122.4(19) 1_545
O12 H12A O9 0.8504(11) 2.034(7) 2.870(3) 167(3) 1_545
O12 H12B O6 0.8505(11) 2.165(17) 2.944(3) 152(3) 2_665

_refine_diff_density_max         0.418
_refine_diff_density_min         -0.770
_refine_diff_density_rms         0.100

####################################################################### 
# 
# 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_1-293K
_database_code_depnum_ccdc_archive 'CCDC 1525394'
_audit_update_record             
;
2017-01-03 deposited with the CCDC.
2017-05-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C3 H9 N O9 P3), 6(C4 H12 N), H2 O'
_chemical_formula_sum            'C30 H92 N8 O19 P6'
_chemical_formula_weight         1054.93

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'

_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3 :H'
_space_group_name_Hall           '-R 3'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   14.7280(17)
_cell_length_b                   14.7280(17)
_cell_length_c                   23.716(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     4455.1(14)
_cell_formula_units_Z            3
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3323
_cell_measurement_theta_min      3.7950
_cell_measurement_theta_max      27.4700

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.180
_exptl_crystal_F_000             1710
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    0.245
_shelx_estimated_absorpt_T_min   0.908
_shelx_estimated_absorpt_T_max   0.930
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.0000
_exptl_absorpt_correction_T_max  0.0000
_exptl_absorpt_process_details   'CrystalClear (Rigaku, 2005)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku Mercury CCD'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10213
_diffrn_reflns_av_unetI/netI     0.0338
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         3.308
_diffrn_reflns_theta_max         27.477
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2261
_reflns_number_gt                1626
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_cell_refinement       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1365P)²+7.2765P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2261
_refine_ls_number_parameters     99
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1047
_refine_ls_R_factor_gt           0.0775
_refine_ls_wR_factor_ref         0.2479
_refine_ls_wR_factor_gt          0.2244
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.001
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.05710(7) 0.20661(7) 0.88304(4) 0.0596(4) Uani 1 1 d . . . . .
O1 O 0.0284(2) 0.2850(2) 0.85431(13) 0.0828(9) Uani 1 1 d . . . . .
H1C H 0.0769 0.3403 0.8388 0.124 Uiso 1 1 d R U . . .
O2 O 0.0096(2) 0.18231(19) 0.94081(10) 0.0682(8) Uani 1 1 d . . . . .
O3 O 0.1740(2) 0.2496(2) 0.88115(12) 0.0718(8) Uani 1 1 d . . . . .
N1 N 0.0000 0.0000 0.85945(18) 0.0575(12) Uani 1 3 d S T P . .
C1 C -0.0103(3) 0.0902(3) 0.84007(14) 0.0677(10) Uani 1 1 d . . . . .
H1A H -0.0842 0.0688 0.8390 0.081 Uiso 1 1 calc R U . . .
H1B H 0.0163 0.1077 0.8018 0.081 Uiso 1 1 calc R U . . .
N2 N 0.2918(2) 0.2097(3) 0.95842(14) 0.0690(9) Uani 1 1 d . . . . .
H2D H 0.2750 0.2159 0.9937 0.083 Uiso 1 1 d R U . . .
H2E H 0.2637 0.2360 0.9349 0.083 Uiso 1 1 d R U . . .
H2F H 0.2673 0.1424 0.9505 0.083 Uiso 1 1 d R U . . .
C2 C 0.4419(6) 0.3831(5) 0.9569(5) 0.190(4) Uani 1 1 d D . . . .
H2A H 0.4226 0.3968 0.9932 0.228 Uiso 1 1 calc R U . . .
H2B H 0.4087 0.4020 0.9280 0.228 Uiso 1 1 calc R U . . .
H2C H 0.5166 0.4238 0.9525 0.228 Uiso 1 1 calc R U . . .
C3 C 0.4068(4) 0.2678(4) 0.9520(2) 0.0953(15) Uani 1 1 d D . . . .
C4 C 0.4506(6) 0.2265(10) 0.9962(5) 0.197(5) Uani 1 1 d D . . . .
H4A H 0.4134 0.1513 0.9951 0.236 Uiso 1 1 calc R U . . .
H4B H 0.4428 0.2497 1.0328 0.236 Uiso 1 1 calc R U . . .
H4C H 0.5236 0.2524 0.9888 0.236 Uiso 1 1 calc R U . . .
C5 C 0.4331(5) 0.2470(7) 0.8931(3) 0.148(3) Uani 1 1 d D . . . .
H5A H 0.3930 0.2605 0.8658 0.178 Uiso 1 1 calc R U . . .
H5B H 0.4162 0.1752 0.8903 0.178 Uiso 1 1 calc R U . . .
H5C H 0.5065 0.2923 0.8860 0.178 Uiso 1 1 calc R U . . .
O4 O 0.0000 0.0000 1.0000 0.0632(15) Uani 1 6 d S T P . .
H4F H 0.0000 0.0000 0.9640 0.095 Uiso 0.5001 3 d R U P . .
H4E H 0.0108 0.0567 0.9842 0.095 Uiso 0.1667 1 d R U P . .


_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 1.498(2) . ?
P1 O3 1.509(3) . ?
P1 O1 1.570(3) . ?
P1 C1 1.806(4) . ?
O1 H1C 0.8530 . ?
N1 C1 1.484(4) . ?
N1 C1 1.484(4) 2 ?
N1 C1 1.484(4) 3 ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
N2 C3 1.474(6) . ?
N2 H2D 0.8901 . ?
N2 H2E 0.8899 . ?
N2 H2F 0.8901 . ?
C2 C3 1.513(7) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 C4 1.509(7) . ?
C3 C5 1.521(7) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
O4 H4F 0.8531 . ?
O4 H4E 0.8537 . ?

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 O3 115.20(16) . . ?
O2 P1 O1 107.90(16) . . ?
O3 P1 O1 110.42(14) . . ?
O2 P1 C1 108.66(16) . . ?
O3 P1 C1 110.62(18) . . ?
O1 P1 C1 103.34(18) . . ?
P1 O1 H1C 118.9 . . ?
C1 N1 C1 110.9(2) . 2 ?
C1 N1 C1 110.9(2) . 3 ?
C1 N1 C1 110.9(2) 2 3 ?
N1 C1 P1 114.9(2) . . ?
N1 C1 H1A 108.5 . . ?
P1 C1 H1A 108.5 . . ?
N1 C1 H1B 108.5 . . ?
P1 C1 H1B 108.5 . . ?
H1A C1 H1B 107.5 . . ?
C3 N2 H2D 109.6 . . ?
C3 N2 H2E 109.4 . . ?
H2D N2 H2E 109.5 . . ?
C3 N2 H2F 109.4 . . ?
H2D N2 H2F 109.5 . . ?
H2E N2 H2F 109.5 . . ?
C3 C2 H2A 109.5 . . ?
C3 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C3 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N2 C3 C4 107.1(5) . . ?
N2 C3 C2 107.0(4) . . ?
C4 C3 C2 115.1(8) . . ?
N2 C3 C5 108.2(4) . . ?
C4 C3 C5 110.7(7) . . ?
C2 C3 C5 108.5(7) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
H4F O4 H4E 64.0 . . ?

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
C1 N1 C1 P1 154.5(3) 2 . . . ?
C1 N1 C1 P1 -81.9(4) 3 . . . ?
O2 P1 C1 N1 -63.2(3) . . . . ?
O3 P1 C1 N1 64.2(3) . . . . ?
O1 P1 C1 N1 -177.6(2) . . . . ?

_refine_diff_density_max         0.551
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.070

####################################################################### 
# 
# 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_1-273K
_database_code_depnum_ccdc_archive 'CCDC 1525308'
_audit_update_record             
;
2017-01-03 deposited with the CCDC.
2017-05-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C3 H10 N O9 P3, 2(C4 H12 N), 3(H2 O)'
_chemical_formula_sum            'C11 H40 N3 O12 P3'
_chemical_formula_weight         499.37

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.528(3)
_cell_length_b                   10.348(4)
_cell_length_c                   14.003(5)
_cell_angle_alpha                98.391(4)
_cell_angle_beta                 105.168(2)
_cell_angle_gamma                115.423(2)
_cell_volume                     1149.5(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    3323
_cell_measurement_theta_min      3.7950
_cell_measurement_theta_max      27.4700

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_F_000             536
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_absorpt_coefficient_mu    0.318
_shelx_estimated_absorpt_T_min   0.883
_shelx_estimated_absorpt_T_max   0.911
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9348
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'CrystalClear (Rigaku, 2005)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku Mercury CCD'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12588
_diffrn_reflns_av_unetI/netI     0.0397
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.795
_diffrn_reflns_theta_max         27.478
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             5214
_reflns_number_gt                4357
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0909P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5214
_refine_ls_number_parameters     276
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0520
_refine_ls_R_factor_gt           0.0414
_refine_ls_wR_factor_ref         0.1464
_refine_ls_wR_factor_gt          0.1250
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_restrained_S_all      1.093
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.8730(3) 0.1664(2) 0.45767(17) 0.0176(4) Uani 1 1 d . . . . .
H1A H 0.9921 0.2075 0.4923 0.021 Uiso 1 1 calc R U . . .
H1B H 0.8545 0.1696 0.3868 0.021 Uiso 1 1 calc R U . . .
C2 C 0.8154(3) 0.2517(2) 0.61230(16) 0.0173(4) Uani 1 1 d . . . . .
H2A H 0.9112 0.2430 0.6485 0.021 Uiso 1 1 calc R U . . .
H2B H 0.7165 0.1579 0.6000 0.021 Uiso 1 1 calc R U . . .
C3 C 0.6669(3) 0.2584(3) 0.43637(17) 0.0189(4) Uani 1 1 d . . . . .
H3A H 0.6111 0.2885 0.4764 0.023 Uiso 1 1 calc R U . . .
H3B H 0.5916 0.1549 0.3947 0.023 Uiso 1 1 calc R U . . .
C4 C 0.8368(3) 0.7643(3) 0.8792(2) 0.0348(6) Uani 1 1 d . . . . .
H4A H 0.7202 0.7108 0.8681 0.052 Uiso 1 1 calc R U . . .
H4B H 0.8973 0.8307 0.9486 0.052 Uiso 1 1 calc R U . . .
H4C H 0.8766 0.6943 0.8692 0.052 Uiso 1 1 calc R U . . .
C5 C 0.8628(3) 0.8544(3) 0.80283(18) 0.0237(5) Uani 1 1 d . . . . .
C6 C 1.0450(3) 0.9343(3) 0.8132(2) 0.0338(6) Uani 1 1 d . . . . .
H6A H 1.0816 0.8620 0.8026 0.051 Uiso 1 1 calc R U . . .
H6B H 1.1117 1.0041 0.8813 0.051 Uiso 1 1 calc R U . . .
H6C H 1.0566 0.9872 0.7624 0.051 Uiso 1 1 calc R U . . .
C7 C 0.7966(4) 0.9649(3) 0.8132(2) 0.0408(7) Uani 1 1 d . . . . .
H7A H 0.8092 1.0158 0.7613 0.061 Uiso 1 1 calc R U . . .
H7B H 0.8583 1.0368 0.8807 0.061 Uiso 1 1 calc R U . . .
H7C H 0.6807 0.9113 0.8040 0.061 Uiso 1 1 calc R U . . .
C8 C 0.4936(4) 0.2507(4) 1.0078(2) 0.0400(7) Uani 1 1 d . . . . .
H8A H 0.5627 0.3286 1.0725 0.060 Uiso 1 1 calc R U . . .
H8B H 0.4419 0.1561 1.0210 0.060 Uiso 1 1 calc R U . . .
H8C H 0.4090 0.2705 0.9700 0.060 Uiso 1 1 calc R U . . .
C9 C 0.5995(3) 0.2460(3) 0.94488(19) 0.0248(5) Uani 1 1 d . . . . .
C10 C 0.5002(3) 0.1150(3) 0.8463(2) 0.0353(6) Uani 1 1 d . . . . .
H10A H 0.4045 0.1197 0.8067 0.053 Uiso 1 1 calc R U . . .
H10B H 0.4643 0.0227 0.8638 0.053 Uiso 1 1 calc R U . . .
H10C H 0.5689 0.1199 0.8061 0.053 Uiso 1 1 calc R U . . .
C11 C 0.7541(3) 0.2434(3) 1.0093(2) 0.0367(6) Uani 1 1 d . . . . .
H11A H 0.8185 0.2400 0.9675 0.055 Uiso 1 1 calc R U . . .
H11B H 0.7206 0.1564 1.0333 0.055 Uiso 1 1 calc R U . . .
H11C H 0.8203 0.3320 1.0677 0.055 Uiso 1 1 calc R U . . .
N1 N 0.8231(2) 0.27050(19) 0.50906(13) 0.0150(4) Uani 1 1 d . . . . .
H1 H 0.9153 0.3602 0.5212 0.023 Uiso 1 1 d R U . . .
N2 N 0.7636(2) 0.7457(2) 0.69648(15) 0.0240(4) Uani 1 1 d . . . . .
H2C H 0.6572 0.6941 0.6897 0.036 Uiso 1 1 calc R U . . .
H2D H 0.8031 0.6829 0.6869 0.036 Uiso 1 1 calc R U . . .
H2E H 0.7717 0.7954 0.6496 0.036 Uiso 1 1 calc R U . . .
N3 N 0.6584(2) 0.3873(2) 0.91339(15) 0.0232(4) Uani 1 1 d . . . . .
H3C H 0.7152 0.4664 0.9697 0.035 Uiso 1 1 calc R U . . .
H3D H 0.5708 0.3904 0.8737 0.035 Uiso 1 1 calc R U . . .
H3E H 0.7241 0.3888 0.8781 0.035 Uiso 1 1 calc R U . . .
O1 O 0.8311(2) -0.09907(18) 0.38108(13) 0.0232(4) Uani 1 1 d . . . . .
O2 O 0.8491(2) -0.03095(18) 0.56744(13) 0.0236(4) Uani 1 1 d . . . . .
H2 H 0.9545 0.0157 0.5930 0.028 Uiso 1 1 d R U . . .
O3 O 0.58871(19) -0.09267(18) 0.42361(14) 0.0267(4) Uani 1 1 d . . . . .
O4 O 0.9113(2) 0.55049(17) 0.68470(13) 0.0246(4) Uani 1 1 d . . . . .
O5 O 0.8631(2) 0.3815(2) 0.80299(13) 0.0282(4) Uani 1 1 d . . . . .
O6 O 0.6253(2) 0.36753(19) 0.66133(14) 0.0267(4) Uani 1 1 d . . . . .
H6 H 0.5484 0.2822 0.6439 0.032 Uiso 1 1 d R U . . .
O7 O 0.7709(2) 0.30188(19) 0.27387(13) 0.0257(4) Uani 1 1 d . . . . .
H7 H 0.8793 0.3406 0.2970 0.031 Uiso 1 1 d R U . . .
O8 O 0.5540(2) 0.3690(2) 0.29304(14) 0.0279(4) Uani 1 1 d . . . . .
O9 O 0.85597(19) 0.52619(17) 0.42023(13) 0.0241(4) Uani 1 1 d . . . . .
O10 O 0.6434(2) 0.6249(2) 0.22030(13) 0.0298(4) Uani 1 1 d . . . . .
H10D H 0.6982 0.6968 0.2728 0.036 Uiso 1 1 d R U . . .
H10E H 0.6111 0.5523 0.2442 0.036 Uiso 1 1 d R U . . .
O11 O 0.8473(2) 0.6312(2) 0.09878(14) 0.0378(5) Uani 1 1 d . . . . .
H11D H 0.9452 0.6402 0.1343 0.045 Uiso 1 1 d R U . . .
H11E H 0.8039 0.6404 0.1439 0.045 Uiso 1 1 d R U . . .
O12 O 0.6447(5) 0.6183(4) 0.4914(2) 0.0940(11) Uani 1 1 d D . . . .
H12A H 0.691(3) 0.571(3) 0.471(3) 0.113 Uiso 1 1 d D U . . .
H12B H 0.552(3) 0.584(5) 0.442(2) 0.113 Uiso 1 1 d D U . . .
P1 P 0.77200(7) -0.02971(6) 0.45390(4) 0.01723(15) Uani 1 1 d . . . . .
P2 P 0.71430(7) 0.37628(6) 0.35129(4) 0.01768(16) Uani 1 1 d . . . . .
P3 P 0.81082(7) 0.40059(6) 0.69806(4) 0.01693(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
C1 N1 1.515(3) . ?
C1 P1 1.820(2) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 N1 1.503(3) . ?
C2 P3 1.834(2) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 N1 1.509(3) . ?
C3 P2 1.829(2) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.519(4) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 N2 1.496(3) . ?
C5 C6 1.523(3) . ?
C5 C7 1.531(3) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.515(3) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 N3 1.504(3) . ?
C9 C10 1.519(4) . ?
C9 C11 1.526(3) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
N1 H1 0.9147 . ?
N2 H2C 0.8900 . ?
N2 H2D 0.8900 . ?
N2 H2E 0.8900 . ?
N3 H3C 0.8900 . ?
N3 H3D 0.8900 . ?
N3 H3E 0.8900 . ?
O1 P1 1.5188(16) . ?
O2 P1 1.5718(17) . ?
O2 H2 0.8458 . ?
O3 P1 1.4863(17) . ?
O4 P3 1.5037(17) . ?
O5 P3 1.4942(18) . ?
O6 P3 1.5685(17) . ?
O6 H6 0.8150 . ?
O7 P2 1.5739(17) . ?
O7 H7 0.8738 . ?
O8 P2 1.4949(17) . ?
O9 P2 1.4979(16) . ?
O10 H10D 0.8196 . ?
O10 H10E 0.8366 . ?
O11 H11D 0.8914 . ?
O11 H11E 0.8560 . ?
O12 H12A 0.8503(11) . ?
O12 H12B 0.8504(11) . ?

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 P1 119.08(14) . . ?
N1 C1 H1A 107.5 . . ?
P1 C1 H1A 107.5 . . ?
N1 C1 H1B 107.5 . . ?
P1 C1 H1B 107.5 . . ?
H1A C1 H1B 107.0 . . ?
N1 C2 P3 116.59(14) . . ?
N1 C2 H2A 108.1 . . ?
P3 C2 H2A 108.1 . . ?
N1 C2 H2B 108.1 . . ?
P3 C2 H2B 108.1 . . ?
H2A C2 H2B 107.3 . . ?
N1 C3 P2 111.38(14) . . ?
N1 C3 H3A 109.4 . . ?
P2 C3 H3A 109.4 . . ?
N1 C3 H3B 109.4 . . ?
P2 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
C5 C4 H4A 109.5 . . ?
C5 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C5 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N2 C5 C4 107.1(2) . . ?
N2 C5 C6 107.82(19) . . ?
C4 C5 C6 111.5(2) . . ?
N2 C5 C7 107.4(2) . . ?
C4 C5 C7 111.7(2) . . ?
C6 C5 C7 111.1(2) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 H8A 109.5 . . ?
C9 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C9 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N3 C9 C8 107.7(2) . . ?
N3 C9 C10 107.4(2) . . ?
C8 C9 C10 111.9(2) . . ?
N3 C9 C11 107.4(2) . . ?
C8 C9 C11 111.3(2) . . ?
C10 C9 C11 111.0(2) . . ?
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 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C2 N1 C3 114.03(16) . . ?
C2 N1 C1 111.84(16) . . ?
C3 N1 C1 111.28(16) . . ?
C2 N1 H1 107.6 . . ?
C3 N1 H1 111.9 . . ?
C1 N1 H1 99.1 . . ?
C5 N2 H2C 109.5 . . ?
C5 N2 H2D 109.5 . . ?
H2C N2 H2D 109.5 . . ?
C5 N2 H2E 109.5 . . ?
H2C N2 H2E 109.5 . . ?
H2D N2 H2E 109.5 . . ?
C9 N3 H3C 109.5 . . ?
C9 N3 H3D 109.5 . . ?
H3C N3 H3D 109.5 . . ?
C9 N3 H3E 109.5 . . ?
H3C N3 H3E 109.5 . . ?
H3D N3 H3E 109.5 . . ?
P1 O2 H2 114.8 . . ?
P3 O6 H6 120.8 . . ?
P2 O7 H7 111.0 . . ?
H10D O10 H10E 102.6 . . ?
H11D O11 H11E 105.2 . . ?
H12A O12 H12B 105.5(11) . . ?
O3 P1 O1 116.56(10) . . ?
O3 P1 O2 109.89(10) . . ?
O1 P1 O2 110.67(9) . . ?
O3 P1 C1 111.08(10) . . ?
O1 P1 C1 102.66(10) . . ?
O2 P1 C1 105.22(10) . . ?
O8 P2 O9 117.54(10) . . ?
O8 P2 O7 109.63(10) . . ?
O9 P2 O7 110.50(10) . . ?
O8 P2 C3 106.08(10) . . ?
O9 P2 C3 105.86(10) . . ?
O7 P2 C3 106.53(10) . . ?
O5 P3 O4 117.48(11) . . ?
O5 P3 O6 111.02(10) . . ?
O4 P3 O6 106.25(10) . . ?
O5 P3 C2 104.14(10) . . ?
O4 P3 C2 110.96(10) . . ?
O6 P3 C2 106.56(10) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O9 0.91 2.53 3.016(3) 113.8 .
N1 H1 O9 0.91 1.84 2.653(2) 146.7 2_766
N2 H2C O8 0.89 1.93 2.791(3) 163.7 2_666
N2 H2D O4 0.89 2.04 2.924(3) 172.7 .
N2 H2E O2 0.89 2.24 3.105(3) 164.8 1_565
N3 H3C O11 0.89 1.96 2.844(3) 175.5 1_556
N3 H3D O10 0.89 2.04 2.931(3) 174.3 2_666
N3 H3E O5 0.89 1.91 2.802(3) 176.9 .
O2 H2 O1 0.85 1.75 2.581(3) 167.9 2_756
O6 H6 O3 0.81 1.75 2.535(2) 161.5 2_656
O7 H7 O4 0.87 1.74 2.586(2) 161.7 2_766
O10 H10D O1 0.82 2.03 2.838(2) 167.6 1_565
O10 H10E O8 0.84 2.01 2.842(3) 171.7 .
O11 H11D O5 0.89 1.93 2.810(3) 168.7 2_766
O11 H11E O10 0.86 2.05 2.886(3) 165.1 .
O12 H12A O8 0.8503(11) 2.59(3) 3.139(3) 123(2) .
O12 H12A O9 0.8503(11) 2.076(12) 2.894(4) 161(3) .
O12 H12B O6 0.8504(11) 2.20(2) 2.959(4) 148(4) 2_666

_refine_diff_density_max         0.431
_refine_diff_density_min         -0.780
_refine_diff_density_rms         0.098

####################################################################### 
# 
# 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_2-103K
_database_code_depnum_ccdc_archive 'CCDC 1526984'
_audit_update_record             
;
2017-01-12 deposited with the CCDC.
2017-05-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H17 N2 O18 P6, 6(C4 H12 N), H3 O, H2 O'
_chemical_formula_sum            'C30 H94 N8 O20 P6'
_chemical_formula_weight         1072.95

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.420(7)
_cell_length_b                   11.647(7)
_cell_length_c                   11.790(7)
_cell_angle_alpha                104.083(8)
_cell_angle_beta                 99.682(5)
_cell_angle_gamma                103.120(8)
_cell_volume                     1439.3(15)
_cell_formula_units_Z            1
_cell_measurement_temperature    103(2)
_cell_measurement_reflns_used    4112
_cell_measurement_theta_min      3.6665
_cell_measurement_theta_max      27.4391

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.238
_exptl_crystal_F_000             580
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_absorpt_coefficient_mu    0.255
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8926
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'CrystalClear (Rigaku, 2005)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      103(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku Mercury CCD'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15234
_diffrn_reflns_av_unetI/netI     0.0349
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.666
_diffrn_reflns_theta_max         27.438
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             6435
_reflns_number_gt                5626
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0575P)²+0.7035P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6435
_refine_ls_number_parameters     325
_refine_ls_number_restraints     11
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0388
_refine_ls_wR_factor_ref         0.1117
_refine_ls_wR_factor_gt          0.1062
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      5.180
_refine_ls_shift/su_max          0.001
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.35434(4) 0.56062(4) 0.05743(4) 0.01284(11) Uani 1 1 d . . . . .
P2 P 0.11467(4) 0.52116(4) 0.34649(4) 0.01355(11) Uani 1 1 d . . . . .
P3 P 0.06857(4) 0.18442(4) -0.00623(4) 0.01531(11) Uani 1 1 d . . . . .
O1 O 0.20862(12) 0.64573(11) 0.37549(11) 0.0195(3) Uani 1 1 d D . . . .
O2 O 0.09027(11) 0.48667(12) 0.46040(11) 0.0196(3) Uani 1 1 d D . . . .
H2 H 0.0000 0.5000 0.5000 0.024 Uiso 1 2 d DS U P . .
O3 O -0.00612(11) 0.50829(11) 0.25860(11) 0.0177(3) Uani 1 1 d . . . . .
O4 O 0.26389(11) 0.63537(11) 0.04123(10) 0.0172(3) Uani 1 1 d . . . . .
O5 O 0.34714(10) 0.45896(11) -0.05396(10) 0.0164(2) Uani 1 1 d . . . . .
O6 O 0.48886(11) 0.65172(11) 0.10360(11) 0.0178(3) Uani 1 1 d D . . . .
H6 H 0.5410(16) 0.6127(18) 0.0881(19) 0.021 Uiso 1 1 d D U . . .
O7 O -0.01887(12) 0.14405(11) 0.06945(12) 0.0204(3) Uani 1 1 d . . . . .
O8 O 0.10929(13) 0.07303(11) -0.07635(12) 0.0232(3) Uani 1 1 d D . . . .
H8 H 0.076(2) 0.0038(12) -0.070(2) 0.028 Uiso 1 1 d D U . . .
O9 O 0.01807(11) 0.24750(11) -0.09361(11) 0.0199(3) Uani 1 1 d . . . . .
O10 O 0.0000 0.5000 1.0000 0.0355(5) Uani 1 2 d DS . P . .
H10D H 0.0812(11) 0.529(4) 1.012(5) 0.043 Uiso 0.5 1 d D U P . .
H10E H -0.017(4) 0.572(2) 1.020(5) 0.043 Uiso 0.5 1 d D U P . .
H10F H 0.007(5) 0.496(5) 0.926(2) 0.043 Uiso 0.5 1 d D U P . .
O11 O 0.54742(19) 0.2697(2) 0.48938(19) 0.0634(6) Uani 1 1 d D . . . .
H11E H 0.523(3) 0.335(2) 0.525(3) 0.076 Uiso 1 1 d D U . . .
H11D H 0.6284(10) 0.302(3) 0.524(3) 0.076 Uiso 1 1 d D U . . .
C1 C 0.17882(16) 0.39942(16) 0.27436(15) 0.0161(3) Uani 1 1 d . . . . .
H1A H 0.2541 0.4015 0.3314 0.019 Uiso 1 1 calc R U . . .
H1B H 0.1178 0.3187 0.2592 0.019 Uiso 1 1 calc R U . . .
C2 C 0.33245(15) 0.49916(16) 0.18245(15) 0.0156(3) Uani 1 1 d . . . . .
H2D H 0.3990 0.4603 0.2012 0.019 Uiso 1 1 calc R U . . .
H2E H 0.3406 0.5683 0.2542 0.019 Uiso 1 1 calc R U . . .
C3 C 0.21591(16) 0.28546(15) 0.08774(15) 0.0164(3) Uani 1 1 d . . . . .
H3D H 0.2495 0.2434 0.1437 0.020 Uiso 1 1 calc R U . . .
H3E H 0.2743 0.2986 0.0357 0.020 Uiso 1 1 calc R U . . .
C4 C 0.2947(2) 0.9992(2) 0.2016(2) 0.0358(5) Uani 1 1 d . . . . .
H4D H 0.3093 0.9574 0.1247 0.054 Uiso 1 1 calc R U . . .
H4E H 0.3544 1.0810 0.2352 0.054 Uiso 1 1 calc R U . . .
H4F H 0.2105 1.0079 0.1888 0.054 Uiso 1 1 calc R U . . .
C5 C 0.31010(16) 0.92354(16) 0.28903(15) 0.0182(3) Uani 1 1 d . . . . .
C6 C 0.44086(18) 0.9092(2) 0.3118(2) 0.0346(5) Uani 1 1 d . . . . .
H6A H 0.4479 0.8578 0.3657 0.052 Uiso 1 1 calc R U . . .
H6B H 0.5006 0.9906 0.3490 0.052 Uiso 1 1 calc R U . . .
H6C H 0.4580 0.8702 0.2352 0.052 Uiso 1 1 calc R U . . .
C7 C 0.2792(2) 0.98132(19) 0.40617(19) 0.0319(5) Uani 1 1 d . . . . .
H7A H 0.1957 0.9913 0.3892 0.048 Uiso 1 1 calc R U . . .
H7B H 0.3391 1.0622 0.4465 0.048 Uiso 1 1 calc R U . . .
H7C H 0.2830 0.9278 0.4585 0.048 Uiso 1 1 calc R U . . .
C8 C 0.6654(2) 0.3223(2) 0.2563(2) 0.0353(5) Uani 1 1 d . . . . .
H8A H 0.6229 0.3425 0.1876 0.053 Uiso 1 1 calc R U . . .
H8B H 0.7261 0.3969 0.3116 0.053 Uiso 1 1 calc R U . . .
H8C H 0.6048 0.2891 0.2983 0.053 Uiso 1 1 calc R U . . .
C9 C 0.73132(17) 0.22632(17) 0.21180(16) 0.0209(4) Uani 1 1 d . . . . .
C10 C 0.6422(2) 0.1108(2) 0.1211(2) 0.0349(5) Uani 1 1 d . . . . .
H10A H 0.6880 0.0524 0.0923 0.052 Uiso 1 1 calc R U . . .
H10B H 0.6005 0.1325 0.0530 0.052 Uiso 1 1 calc R U . . .
H10C H 0.5804 0.0728 0.1595 0.052 Uiso 1 1 calc R U . . .
C11 C 0.8029(2) 0.1965(2) 0.31642(18) 0.0330(5) Uani 1 1 d . . . . .
H11A H 0.8625 0.2721 0.3712 0.050 Uiso 1 1 calc R U . . .
H11B H 0.8470 0.1372 0.2858 0.050 Uiso 1 1 calc R U . . .
H11C H 0.7452 0.1608 0.3598 0.050 Uiso 1 1 calc R U . . .
C12 C 0.22463(18) 0.15384(17) 0.69395(17) 0.0232(4) Uani 1 1 d . . . . .
H12A H 0.1625 0.1088 0.7274 0.035 Uiso 1 1 calc R U . . .
H12B H 0.3009 0.1957 0.7569 0.035 Uiso 1 1 calc R U . . .
H12C H 0.2419 0.0959 0.6277 0.035 Uiso 1 1 calc R U . . .
C13 C 0.17560(16) 0.24926(16) 0.64690(15) 0.0172(3) Uani 1 1 d . . . . .
C14 C 0.2715(2) 0.32601(18) 0.59945(18) 0.0274(4) Uani 1 1 d . . . . .
H14A H 0.3469 0.3672 0.6636 0.041 Uiso 1 1 calc R U . . .
H14B H 0.2385 0.3881 0.5726 0.041 Uiso 1 1 calc R U . . .
H14C H 0.2909 0.2722 0.5316 0.041 Uiso 1 1 calc R U . . .
C15 C 0.0545(2) 0.1906(2) 0.55164(19) 0.0346(5) Uani 1 1 d . . . . .
H15A H 0.0232 0.2553 0.5284 0.052 Uiso 1 1 calc R U . . .
H15B H -0.0064 0.1428 0.5843 0.052 Uiso 1 1 calc R U . . .
H15C H 0.0686 0.1360 0.4809 0.052 Uiso 1 1 calc R U . . .
N1 N 0.21142(13) 0.40741(13) 0.15918(12) 0.0147(3) Uani 1 1 d . . . . .
N2 N 0.22066(13) 0.79698(13) 0.23305(13) 0.0165(3) Uani 1 1 d . . . . .
H2A H 0.1459 0.8039 0.2055 0.020 Uiso 1 1 d R U . . .
H2B H 0.2172 0.7567 0.2881 0.020 Uiso 1 1 d R U . . .
H2C H 0.2460 0.7556 0.1725 0.020 Uiso 1 1 d R U . . .
N3 N 0.82332(13) 0.28232(13) 0.14928(13) 0.0157(3) Uani 1 1 d . . . . .
H3A H 0.7837 0.3013 0.0878 0.019 Uiso 1 1 d R U . . .
H3B H 0.8770 0.3503 0.2008 0.019 Uiso 1 1 d R U . . .
H3C H 0.8637 0.2285 0.1221 0.019 Uiso 1 1 d R U . . .
N4 N 0.14923(13) 0.33476(13) 0.75154(12) 0.0157(3) Uani 1 1 d . . . . .
H4A H 0.1033 0.2907 0.7885 0.019 Uiso 1 1 d R U . . .
H4B H 0.2202 0.3807 0.8031 0.019 Uiso 1 1 d R U . . .
H4C H 0.1086 0.3834 0.7249 0.019 Uiso 1 1 d R U . . .


_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 O4 1.5113(14) . ?
P1 O5 1.5154(14) . ?
P1 O6 1.5747(14) . ?
P1 C2 1.8175(19) . ?
P2 O1 1.5171(15) . ?
P2 O3 1.5325(14) . ?
P2 O2 1.5428(14) . ?
P2 C1 1.8343(19) . ?
P3 O9 1.5148(14) . ?
P3 O7 1.5182(14) . ?
P3 O8 1.5697(14) . ?
P3 C3 1.8119(19) . ?
O2 H2 1.2264(13) . ?
O6 H6 0.845(9) . ?
O8 H8 0.836(9) . ?
O10 H10D 0.886(10) . ?
O10 H10E 0.888(10) . ?
O10 H10F 0.880(10) . ?
O11 H11E 0.906(10) . ?
O11 H11D 0.897(10) . ?
C1 N1 1.486(2) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 N1 1.479(2) . ?
C2 H2D 0.9900 . ?
C2 H2E 0.9900 . ?
C3 N1 1.482(2) . ?
C3 H3D 0.9900 . ?
C3 H3E 0.9900 . ?
C4 C5 1.523(3) . ?
C4 H4D 0.9800 . ?
C4 H4E 0.9800 . ?
C4 H4F 0.9800 . ?
C5 N2 1.506(2) . ?
C5 C7 1.518(3) . ?
C5 C6 1.526(3) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.523(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 N3 1.502(2) . ?
C9 C10 1.517(3) . ?
C9 C11 1.519(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.528(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 N4 1.506(2) . ?
C13 C15 1.522(3) . ?
C13 C14 1.522(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8901 . ?
N2 H2C 0.8901 . ?
N3 H3A 0.8901 . ?
N3 H3B 0.8900 . ?
N3 H3C 0.8900 . ?
N4 H4A 0.8901 . ?
N4 H4B 0.8900 . ?
N4 H4C 0.8899 . ?

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
O4 P1 O5 114.89(7) . . ?
O4 P1 O6 108.22(8) . . ?
O5 P1 O6 110.15(7) . . ?
O4 P1 C2 108.30(8) . . ?
O5 P1 C2 111.00(9) . . ?
O6 P1 C2 103.64(8) . . ?
O1 P2 O3 113.21(8) . . ?
O1 P2 O2 112.61(7) . . ?
O3 P2 O2 111.63(8) . . ?
O1 P2 C1 109.49(9) . . ?
O3 P2 C1 106.40(8) . . ?
O2 P2 C1 102.75(8) . . ?
O9 P3 O7 114.34(8) . . ?
O9 P3 O8 109.51(8) . . ?
O7 P3 O8 111.10(8) . . ?
O9 P3 C3 108.65(8) . . ?
O7 P3 C3 111.18(9) . . ?
O8 P3 C3 101.25(9) . . ?
P2 O2 H2 122.53(9) . . ?
P1 O6 H6 109.7(15) . . ?
P3 O8 H8 116.2(16) . . ?
H10D O10 H10E 97.9(14) . . ?
H10D O10 H10F 79(4) . . ?
H10E O10 H10F 99(4) . . ?
H11E O11 H11D 96.9(13) . . ?
N1 C1 P2 115.45(11) . . ?
N1 C1 H1A 108.4 . . ?
P2 C1 H1A 108.4 . . ?
N1 C1 H1B 108.4 . . ?
P2 C1 H1B 108.4 . . ?
H1A C1 H1B 107.5 . . ?
N1 C2 P1 113.87(11) . . ?
N1 C2 H2D 108.8 . . ?
P1 C2 H2D 108.8 . . ?
N1 C2 H2E 108.8 . . ?
P1 C2 H2E 108.8 . . ?
H2D C2 H2E 107.7 . . ?
N1 C3 P3 115.05(12) . . ?
N1 C3 H3D 108.5 . . ?
P3 C3 H3D 108.5 . . ?
N1 C3 H3E 108.5 . . ?
P3 C3 H3E 108.5 . . ?
H3D C3 H3E 107.5 . . ?
C5 C4 H4D 109.5 . . ?
C5 C4 H4E 109.5 . . ?
H4D C4 H4E 109.5 . . ?
C5 C4 H4F 109.5 . . ?
H4D C4 H4F 109.5 . . ?
H4E C4 H4F 109.5 . . ?
N2 C5 C7 107.94(15) . . ?
N2 C5 C4 108.25(15) . . ?
C7 C5 C4 110.72(18) . . ?
N2 C5 C6 108.11(15) . . ?
C7 C5 C6 110.95(17) . . ?
C4 C5 C6 110.74(17) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 H8A 109.5 . . ?
C9 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C9 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N3 C9 C10 107.81(15) . . ?
N3 C9 C11 107.61(16) . . ?
C10 C9 C11 111.40(17) . . ?
N3 C9 C8 107.10(15) . . ?
C10 C9 C8 111.66(18) . . ?
C11 C9 C8 111.02(17) . . ?
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 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C13 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N4 C13 C15 107.15(14) . . ?
N4 C13 C14 107.91(15) . . ?
C15 C13 C14 110.69(17) . . ?
N4 C13 C12 107.25(14) . . ?
C15 C13 C12 112.17(16) . . ?
C14 C13 C12 111.42(15) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C2 N1 C3 109.67(13) . . ?
C2 N1 C1 110.45(13) . . ?
C3 N1 C1 110.31(13) . . ?
C5 N2 H2A 109.5 . . ?
C5 N2 H2B 109.4 . . ?
H2A N2 H2B 109.5 . . ?
C5 N2 H2C 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C9 N3 H3A 109.4 . . ?
C9 N3 H3B 109.5 . . ?
H3A N3 H3B 109.5 . . ?
C9 N3 H3C 109.5 . . ?
H3A N3 H3C 109.5 . . ?
H3B N3 H3C 109.5 . . ?
C13 N4 H4A 109.5 . . ?
C13 N4 H4B 109.5 . . ?
H4A N4 H4B 109.5 . . ?
C13 N4 H4C 109.5 . . ?
H4A N4 H4C 109.5 . . ?
H4B N4 H4C 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
O1 P2 C1 N1 -60.55(14) . . . . ?
O3 P2 C1 N1 62.15(14) . . . . ?
O2 P2 C1 N1 179.57(12) . . . . ?
O4 P1 C2 N1 66.54(13) . . . . ?
O5 P1 C2 N1 -60.47(13) . . . . ?
O6 P1 C2 N1 -178.69(11) . . . . ?
O9 P3 C3 N1 59.35(14) . . . . ?
O7 P3 C3 N1 -67.32(14) . . . . ?
O8 P3 C3 N1 174.60(12) . . . . ?
P1 C2 N1 C3 81.02(15) . . . . ?
P1 C2 N1 C1 -157.20(11) . . . . ?
P3 C3 N1 C2 -152.42(12) . . . . ?
P3 C3 N1 C1 85.71(15) . . . . ?
P2 C1 N1 C2 80.05(15) . . . . ?
P2 C1 N1 C3 -158.54(12) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N4 H4C O3 0.89 1.90 2.725(2) 152.5 2_566
N4 H4B O5 0.89 1.90 2.760(2) 162.5 1_556
N4 H4A O9 0.89 1.92 2.782(2) 161.2 1_556
N3 H3C O7 0.89 1.93 2.807(2) 167.3 1_655
N3 H3B O3 0.89 1.90 2.749(2) 159.6 1_655
N3 H3A O4 0.89 1.90 2.772(2) 166.8 2_665
N2 H2C O4 0.89 1.89 2.762(2) 165.4 .
N2 H2B O1 0.89 1.83 2.711(2) 168.0 .
N2 H2A O9 0.89 1.97 2.800(2) 154.6 2_565
O11 H11D O1 0.897(10) 1.906(13) 2.787(3) 167(3) 2_666
O10 H10F O3 0.880(10) 2.163(12) 3.040(2) 174(5) 2_566
O10 H10E O9 0.888(10) 2.074(16) 2.946(2) 167(5) 2_566
O10 H10D O4 0.886(10) 2.095(15) 2.963(2) 167(4) 1_556
O8 H8 O7 0.836(9) 1.700(10) 2.531(2) 172(2) 2
O6 H6 O5 0.845(9) 1.727(10) 2.571(2) 176(2) 2_665
O2 H2 O2 1.2264(13) 1.2264(13) 2.453(3) 180.000(0) 2_566

_refine_diff_density_max         0.407
_refine_diff_density_min         -0.657
_refine_diff_density_rms         0.062


# start Validation Reply Form
_vrf_PLAT043_2-103K              
;
PROBLEM: Calculated and Reported Mol. Weight Differ by ..      18.02 Check 
RESPONSE:There are two water molecules in a unit cell after check.
;
_vrf_PLAT420_2-103K              
;
PROBLEM: D-H Without Acceptor       O11    --  H11E   ...     Please Check 
RESPONSE: There is no D-H acceptor after check.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_2-273K
_database_code_depnum_ccdc_archive 'CCDC 1526983'
_audit_update_record             
;
2017-01-12 deposited with the CCDC.
2017-05-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H17 N2 O18 P6, 6(C4 H12 N), H3 O, 2(H2 O) '
_chemical_formula_sum            'C30 H96 N8 O21 P6'
_chemical_formula_weight         1090.96

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.474(9)
_cell_length_b                   11.641(9)
_cell_length_c                   11.834(9)
_cell_angle_alpha                103.678(9)
_cell_angle_beta                 99.604(5)
_cell_angle_gamma                102.404(11)
_cell_volume                     1460(2)
_cell_formula_units_Z            1
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    4119
_cell_measurement_theta_min      3.6409
_cell_measurement_theta_max      27.5010

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_F_000             590
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_absorpt_coefficient_mu    0.254
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8717
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'CrystalClear (Rigaku, 2005)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku Mercury CCD'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15579
_diffrn_reflns_av_unetI/netI     0.0386
_diffrn_reflns_av_R_equivalents  0.0299
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.591
_diffrn_reflns_theta_max         27.476
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             6563
_reflns_number_gt                5537
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0666P)²+0.3809P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6563
_refine_ls_number_parameters     332
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_gt           0.0441
_refine_ls_wR_factor_ref         0.1241
_refine_ls_wR_factor_gt          0.1171
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      11.398
_refine_ls_shift/su_max          0.001
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.85133(4) 1.05615(4) 0.05635(4) 0.02689(12) Uani 1 1 d . . . . .
P2 P 0.61093(4) 1.01716(4) 0.34306(4) 0.03012(13) Uani 1 1 d . . . . .
P3 P 0.56728(5) 0.68355(4) -0.00634(5) 0.03251(13) Uani 1 1 d . . . . .
O1 O 0.49206(12) 1.00674(12) 0.25659(12) 0.0362(3) Uani 1 1 d . . . . .
O2 O 0.58650(14) 0.98194(14) 0.45589(12) 0.0445(4) Uani 1 1 d D . . . .
H2 H 0.5000 1.0000 0.5000 0.053 Uiso 1 2 d DR U P . .
O3 O 0.70361(14) 1.13972(13) 0.37154(12) 0.0440(3) Uani 1 1 d D . . . .
O4 O 0.76159(12) 1.13112(12) 0.03991(11) 0.0344(3) Uani 1 1 d . . . . .
O5 O 0.84676(11) 0.95646(12) -0.05392(11) 0.0330(3) Uani 1 1 d . . . . .
O6 O 0.98367(11) 1.14642(12) 0.10362(12) 0.0380(3) Uani 1 1 d D . . . .
H6 H 1.0371(16) 1.1102(19) 0.087(2) 0.046 Uiso 1 1 d D U . . .
O7 O 0.51814(12) 0.74721(12) -0.09314(13) 0.0404(3) Uani 1 1 d . . . . .
O8 O 0.60833(16) 0.57250(12) -0.07553(15) 0.0497(4) Uani 1 1 d D . . . .
H8 H 0.579(2) 0.5025(13) -0.070(2) 0.060 Uiso 1 1 d D U . . .
O9 O 0.48051(14) 0.64381(11) 0.06905(14) 0.0436(4) Uani 1 1 d . . . . .
O10 O 0.5000 0.0000 0.0000 0.0502(5) Uani 1 2 d DS . P . .
H10D H 0.5797(13) 0.034(4) 0.011(5) 0.060 Uiso 0.5 1 d D U P . .
H10E H 0.476(4) 0.068(3) 0.020(5) 0.060 Uiso 0.5 1 d D U P . .
H10F H 0.493(5) 0.009(5) 0.0747(19) 0.060 Uiso 0.5 1 d D U P . .
O11A O 0.9492(13) 0.1268(12) 0.4970(14) 0.180(5) Uani 0.327(10) 1 d D U P A 1
O11B O 0.9460(5) 0.2231(7) 0.5037(5) 0.117(2) Uani 0.673(10) 1 d D U P A 2
C1 C 0.67502(18) 0.89546(17) 0.27164(16) 0.0334(4) Uani 1 1 d . . . . .
H1A H 0.7478 0.8962 0.3272 0.040 Uiso 1 1 calc R U . . .
H1B H 0.6159 0.8172 0.2572 0.040 Uiso 1 1 calc R U . . .
C2 C 0.82799(16) 0.99312(17) 0.17937(15) 0.0313(4) Uani 1 1 d . . . . .
H2A H 0.8924 0.9538 0.1973 0.038 Uiso 1 1 calc R U . . .
H2B H 0.8357 1.0600 0.2494 0.038 Uiso 1 1 calc R U . . .
C3 C 0.71253(17) 0.78192(16) 0.08639(17) 0.0334(4) Uani 1 1 d . . . . .
H3A H 0.7448 0.7399 0.1410 0.040 Uiso 1 1 calc R U . . .
H3B H 0.7695 0.7941 0.0356 0.040 Uiso 1 1 calc R U . . .
C4 C 0.2684(2) 0.3421(2) 0.3026(2) 0.0512(6) Uani 1 1 d . . . . .
H4D H 0.3286 0.3890 0.2721 0.077 Uiso 1 1 calc R U . . .
H4E H 0.2471 0.3959 0.3661 0.077 Uiso 1 1 calc R U . . .
H4F H 0.1965 0.3003 0.2398 0.077 Uiso 1 1 calc R U . . .
C5 C 0.32044(18) 0.24877(18) 0.34983(16) 0.0363(4) Uani 1 1 d . . . . .
C6 C 0.4390(3) 0.3070(3) 0.4436(2) 0.0739(9) Uani 1 1 d . . . . .
H6A H 0.4736 0.2440 0.4630 0.111 Uiso 1 1 calc R U . . .
H6B H 0.4231 0.3556 0.5141 0.111 Uiso 1 1 calc R U . . .
H6C H 0.4957 0.3584 0.4133 0.111 Uiso 1 1 calc R U . . .
C7 C 0.2272(3) 0.1719(2) 0.3975(2) 0.0602(7) Uani 1 1 d . . . . .
H7A H 0.1546 0.1312 0.3352 0.090 Uiso 1 1 calc R U . . .
H7B H 0.2068 0.2238 0.4630 0.090 Uiso 1 1 calc R U . . .
H7C H 0.2611 0.1118 0.4244 0.090 Uiso 1 1 calc R U . . .
C8 C 0.8321(3) 0.1787(3) 0.7416(3) 0.0808(9) Uani 1 1 d . . . . .
H8A H 0.8752 0.1587 0.8080 0.121 Uiso 1 1 calc R U . . .
H8B H 0.8895 0.2110 0.6991 0.121 Uiso 1 1 calc R U . . .
H8C H 0.7735 0.1061 0.6890 0.121 Uiso 1 1 calc R U . . .
C9 C 0.7662(2) 0.27354(19) 0.78687(19) 0.0442(5) Uani 1 1 d . . . . .
C10 C 0.6933(3) 0.3043(3) 0.6846(2) 0.0748(9) Uani 1 1 d . . . . .
H10A H 0.6363 0.2308 0.6317 0.112 Uiso 1 1 calc R U . . .
H10B H 0.7481 0.3403 0.6417 0.112 Uiso 1 1 calc R U . . .
H10C H 0.6492 0.3614 0.7155 0.112 Uiso 1 1 calc R U . . .
C11 C 0.8511(3) 0.3889(3) 0.8752(3) 0.0782(9) Uani 1 1 d . . . . .
H11A H 0.8035 0.4404 0.9096 0.117 Uiso 1 1 calc R U . . .
H11B H 0.9037 0.4319 0.8350 0.117 Uiso 1 1 calc R U . . .
H11C H 0.8999 0.3677 0.9372 0.117 Uiso 1 1 calc R U . . .
C12 C 0.7712(3) 0.4743(3) 0.4005(3) 0.0911(12) Uani 1 1 d . . . . .
H12A H 0.7677 0.4197 0.4500 0.137 Uiso 1 1 calc R U . . .
H12B H 0.6925 0.4900 0.3813 0.137 Uiso 1 1 calc R U . . .
H12C H 0.8317 0.5501 0.4425 0.137 Uiso 1 1 calc R U . . .
C13 C 0.80508(19) 0.41668(19) 0.28743(19) 0.0434(5) Uani 1 1 d . . . . .
C14 C 0.9333(3) 0.4005(3) 0.3148(4) 0.0918(11) Uani 1 1 d . . . . .
H14A H 0.9904 0.4788 0.3552 0.138 Uiso 1 1 calc R U . . .
H14B H 0.9546 0.3656 0.2416 0.138 Uiso 1 1 calc R U . . .
H14C H 0.9362 0.3469 0.3651 0.138 Uiso 1 1 calc R U . . .
C15 C 0.7959(4) 0.4911(3) 0.1994(3) 0.0967(12) Uani 1 1 d . . . . .
H15A H 0.7148 0.5023 0.1839 0.145 Uiso 1 1 calc R U . . .
H15B H 0.8123 0.4488 0.1261 0.145 Uiso 1 1 calc R U . . .
H15C H 0.8547 0.5697 0.2321 0.145 Uiso 1 1 calc R U . . .
N1 N 0.70829(13) 0.90340(13) 0.15698(13) 0.0293(3) Uani 1 1 d . . . . .
N2 N 0.34878(14) 0.16474(14) 0.24632(13) 0.0318(3) Uani 1 1 d . . . . .
H2C H 0.3952 0.2092 0.2104 0.048 Uiso 1 1 calc R U . . .
H2D H 0.2792 0.1201 0.1944 0.048 Uiso 1 1 calc R U . . .
H2E H 0.3887 0.1152 0.2729 0.048 Uiso 1 1 calc R U . . .
N3 N 0.67655(14) 0.21695(14) 0.85014(14) 0.0340(3) Uani 1 1 d . . . . .
H3C H 0.6235 0.1501 0.7991 0.051 Uiso 1 1 calc R U . . .
H3D H 0.6363 0.2706 0.8785 0.051 Uiso 1 1 calc R U . . .
H3E H 0.7167 0.1966 0.9103 0.051 Uiso 1 1 calc R U . . .
N4 N 0.71786(15) 0.29204(14) 0.23184(14) 0.0367(4) Uani 1 1 d . . . . .
H4A H 0.7136 0.2513 0.2866 0.055 Uiso 1 1 calc R U . . .
H4B H 0.7443 0.2510 0.1722 0.055 Uiso 1 1 calc R U . . .
H4C H 0.6439 0.2997 0.2037 0.055 Uiso 1 1 calc R U . . .


_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 O4 1.5031(16) . ?
P1 O5 1.5123(15) . ?
P1 O6 1.5736(16) . ?
P1 C2 1.811(2) . ?
P2 O3 1.5103(17) . ?
P2 O1 1.5254(16) . ?
P2 O2 1.5376(17) . ?
P2 C1 1.831(2) . ?
P3 O7 1.5061(16) . ?
P3 O9 1.5151(15) . ?
P3 O8 1.5662(16) . ?
P3 C3 1.808(2) . ?
O2 H2 1.2298 . ?
O6 H6 0.840(10) . ?
O8 H8 0.835(10) . ?
O10 H10D 0.890(10) . ?
O10 H10E 0.886(10) . ?
O10 H10F 0.884(10) . ?
C1 N1 1.487(2) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 N1 1.476(2) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 N1 1.478(2) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.518(3) . ?
C4 H4D 0.9600 . ?
C4 H4E 0.9600 . ?
C4 H4F 0.9600 . ?
C5 N2 1.505(2) . ?
C5 C6 1.512(3) . ?
C5 C7 1.514(3) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.514(3) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 N3 1.501(2) . ?
C9 C11 1.509(3) . ?
C9 C10 1.513(4) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.501(3) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 N4 1.498(3) . ?
C13 C15 1.510(4) . ?
C13 C14 1.515(4) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
N2 H2C 0.8900 . ?
N2 H2D 0.8900 . ?
N2 H2E 0.8900 . ?
N3 H3C 0.8900 . ?
N3 H3D 0.8900 . ?
N3 H3E 0.8900 . ?
N4 H4A 0.8900 . ?
N4 H4B 0.8900 . ?
N4 H4C 0.8900 . ?

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
O4 P1 O5 115.03(8) . . ?
O4 P1 O6 107.96(10) . . ?
O5 P1 O6 110.29(8) . . ?
O4 P1 C2 108.25(8) . . ?
O5 P1 C2 111.01(10) . . ?
O6 P1 C2 103.64(9) . . ?
O3 P2 O1 113.26(9) . . ?
O3 P2 O2 112.60(9) . . ?
O1 P2 O2 111.69(9) . . ?
O3 P2 C1 109.41(10) . . ?
O1 P2 C1 106.56(9) . . ?
O2 P2 C1 102.57(9) . . ?
O7 P3 O9 114.62(10) . . ?
O7 P3 O8 109.33(10) . . ?
O9 P3 O8 111.10(9) . . ?
O7 P3 C3 108.64(9) . . ?
O9 P3 C3 111.12(10) . . ?
O8 P3 C3 101.17(10) . . ?
P2 O2 H2 123.5 . . ?
P1 O6 H6 111.0(16) . . ?
P3 O8 H8 119.4(19) . . ?
H10D O10 H10E 98.0(14) . . ?
H10D O10 H10F 101(4) . . ?
H10E O10 H10F 75(4) . . ?
N1 C1 P2 115.74(12) . . ?
N1 C1 H1A 108.3 . . ?
P2 C1 H1A 108.3 . . ?
N1 C1 H1B 108.3 . . ?
P2 C1 H1B 108.3 . . ?
H1A C1 H1B 107.4 . . ?
N1 C2 P1 114.47(12) . . ?
N1 C2 H2A 108.6 . . ?
P1 C2 H2A 108.6 . . ?
N1 C2 H2B 108.6 . . ?
P1 C2 H2B 108.6 . . ?
H2A C2 H2B 107.6 . . ?
N1 C3 P3 115.35(13) . . ?
N1 C3 H3A 108.4 . . ?
P3 C3 H3A 108.4 . . ?
N1 C3 H3B 108.4 . . ?
P3 C3 H3B 108.4 . . ?
H3A C3 H3B 107.5 . . ?
C5 C4 H4D 109.5 . . ?
C5 C4 H4E 109.5 . . ?
H4D C4 H4E 109.5 . . ?
C5 C4 H4F 109.5 . . ?
H4D C4 H4F 109.5 . . ?
H4E C4 H4F 109.5 . . ?
N2 C5 C6 107.14(17) . . ?
N2 C5 C7 107.97(17) . . ?
C6 C5 C7 110.6(2) . . ?
N2 C5 C4 107.31(16) . . ?
C6 C5 C4 112.7(2) . . ?
C7 C5 C4 110.93(19) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 H8A 109.5 . . ?
C9 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C9 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N3 C9 C11 107.62(18) . . ?
N3 C9 C10 107.3(2) . . ?
C11 C9 C10 110.4(2) . . ?
N3 C9 C8 106.96(19) . . ?
C11 C9 C8 113.1(3) . . ?
C10 C9 C8 111.2(2) . . ?
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 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C13 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N4 C13 C12 108.07(19) . . ?
N4 C13 C15 108.6(2) . . ?
C12 C13 C15 111.7(3) . . ?
N4 C13 C14 107.9(2) . . ?
C12 C13 C14 110.4(3) . . ?
C15 C13 C14 110.1(3) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C2 N1 C3 109.85(14) . . ?
C2 N1 C1 110.58(14) . . ?
C3 N1 C1 110.37(14) . . ?
C5 N2 H2C 109.5 . . ?
C5 N2 H2D 109.5 . . ?
H2C N2 H2D 109.5 . . ?
C5 N2 H2E 109.5 . . ?
H2C N2 H2E 109.5 . . ?
H2D N2 H2E 109.5 . . ?
C9 N3 H3C 109.5 . . ?
C9 N3 H3D 109.5 . . ?
H3C N3 H3D 109.5 . . ?
C9 N3 H3E 109.5 . . ?
H3C N3 H3E 109.5 . . ?
H3D N3 H3E 109.5 . . ?
C13 N4 H4A 109.5 . . ?
C13 N4 H4B 109.5 . . ?
H4A N4 H4B 109.5 . . ?
C13 N4 H4C 109.5 . . ?
H4A N4 H4C 109.5 . . ?
H4B N4 H4C 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
O3 P2 C1 N1 -60.62(16) . . . . ?
O1 P2 C1 N1 62.17(16) . . . . ?
O2 P2 C1 N1 179.64(13) . . . . ?
O4 P1 C2 N1 65.84(15) . . . . ?
O5 P1 C2 N1 -61.31(14) . . . . ?
O6 P1 C2 N1 -179.70(12) . . . . ?
O7 P3 C3 N1 59.47(15) . . . . ?
O9 P3 C3 N1 -67.52(15) . . . . ?
O8 P3 C3 N1 174.47(13) . . . . ?
P1 C2 N1 C3 81.24(16) . . . . ?
P1 C2 N1 C1 -156.70(12) . . . . ?
P3 C3 N1 C2 -152.28(13) . . . . ?
P3 C3 N1 C1 85.53(16) . . . . ?
P2 C1 N1 C2 80.03(17) . . . . ?
P2 C1 N1 C3 -158.21(13) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N4 H4C O7 0.89 1.97 2.805(3) 155.6 2_665
N4 H4B O4 0.89 1.90 2.773(2) 164.8 1_545
N4 H4A O3 0.89 1.82 2.694(3) 167.5 1_545
N3 H3E O4 0.89 1.91 2.783(3) 165.3 1_546
N3 H3D O9 0.89 1.93 2.808(2) 167.7 2_666
N3 H3C O1 0.89 1.90 2.754(3) 159.1 2_666
N2 H2E O1 0.89 1.91 2.727(2) 152.2 1_545
N2 H2D O5 0.89 1.90 2.761(2) 163.9 2_665
N2 H2C O7 0.89 1.94 2.793(3) 160.8 2_665
O10 H10F O1 0.884(10) 2.161(14) 3.036(3) 171(5) 1_545
O10 H10E O7 0.886(10) 2.101(19) 2.954(3) 161(4) 2_665
O10 H10D O4 0.890(10) 2.076(11) 2.963(2) 174(4) 1_545
O8 H8 O9 0.835(10) 1.696(10) 2.530(3) 176(3) 2_665
O6 H6 O5 0.840(10) 1.733(10) 2.572(2) 177(2) 2_775
O2 H2 O2 1.23 1.23 2.460(3) 180.0 2_676

_refine_diff_density_max         0.298
_refine_diff_density_min         -0.460
_refine_diff_density_rms         0.052


# start Validation Reply Form
_vrf_PLAT430_2-273K              
;
PROBLEM: Short Inter D...A Contact  O3     ..  O11B    ..       2.79 Ang.  
RESPONSE: The H atoms were not added to O11B due to the disordered O atom.
;
# end Validation Reply Form
