# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_VWM_1
_database_code_depnum_ccdc_archive 'CCDC 1582617'
_audit_update_record             
;
2017-10-27 deposited with the CCDC.
2018-03-09 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         ?
_chemical_formula_sum            'C3 H6 N3 O10 P'
_chemical_formula_weight         275.08

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.370(3)
_cell_length_b                   8.1257(14)
_cell_length_c                   9.9430(18)
_cell_angle_alpha                90
_cell_angle_beta                 97.638(6)
_cell_angle_gamma                90
_cell_volume                     990.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    100
_cell_measurement_theta_min      2.48
_cell_measurement_theta_max      28.84

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.844
_exptl_crystal_F_000             560
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.336
_shelx_estimated_absorpt_T_min   0.924
_shelx_estimated_absorpt_T_max   0.961
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.923
_exptl_absorpt_correction_T_max  0.970
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating anode'
_diffrn_measurement_device_type  'image plates'
_diffrn_measurement_method       'single axis rotation'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5358
_diffrn_reflns_av_unetI/netI     0.1371
_diffrn_reflns_av_R_equivalents  0.1439
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.007
_diffrn_reflns_theta_max         25.025
_diffrn_reflns_theta_full        25.025
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_point_group_measured_fraction_full 0.977
_reflns_number_total             1661
_reflns_number_gt                1024
_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       'crystal clear 2.0'
_computing_cell_refinement       'crystal clear 2.0'
_computing_data_reduction        'crystal clear 2.0'
_computing_structure_solution    'crystal clear 2.0'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0801P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.035(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1661
_refine_ls_number_parameters     179
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0944
_refine_ls_R_factor_gt           0.0802
_refine_ls_wR_factor_ref         0.1819
_refine_ls_wR_factor_gt          0.1749
_refine_ls_goodness_of_fit_ref   0.871
_refine_ls_restrained_S_all      0.871
_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
P1 P 0.29285(12) 0.18210(14) 0.49140(13) 0.0264(5) Uani 1 1 d . . . . .
O10 O 0.3320(3) 0.1475(4) 0.6336(3) 0.0350(10) Uani 1 1 d . . . . .
O4 O 0.4742(3) 0.1638(4) 0.3883(3) 0.0325(10) Uani 1 1 d . . . . .
O7 O 0.1233(3) 0.1561(4) 0.3043(4) 0.0360(10) Uani 1 1 d . . . . .
O1 O 0.2257(3) 0.4687(4) 0.5462(3) 0.0325(10) Uani 1 1 d . . . . .
O3 O 0.1546(4) 0.6937(4) 0.6156(4) 0.0454(12) Uani 1 1 d . . . . .
O5 O 0.4933(3) 0.0565(5) 0.1846(4) 0.0393(11) Uani 1 1 d . . . . .
O2 O 0.2414(4) 0.7081(4) 0.4398(4) 0.0458(12) Uani 1 1 d . . . . .
O8 O 0.0002(4) 0.1272(5) 0.1284(4) 0.0498(12) Uani 1 1 d . . . . .
O6 O 0.6159(4) 0.2190(5) 0.2869(4) 0.0490(12) Uani 1 1 d . . . . .
O9 O -0.0218(4) -0.0059(5) 0.3111(5) 0.0538(13) Uani 1 1 d . . . . .
N2 N 0.5308(4) 0.1432(5) 0.2739(4) 0.0338(12) Uani 1 1 d . . . . .
N3 N 0.0236(4) 0.0859(5) 0.2428(5) 0.0362(12) Uani 1 1 d . . . . .
N1 N 0.2056(4) 0.6417(5) 0.5306(5) 0.0362(12) Uani 1 1 d . . . . .
C3 C 0.1538(5) 0.1074(6) 0.4428(5) 0.0309(13) Uani 1 1 d . . . . .
C2 C 0.3682(5) 0.0880(6) 0.3669(5) 0.0282(12) Uani 1 1 d . . . . .
C1 C 0.2873(5) 0.4006(6) 0.4464(5) 0.0294(13) Uani 1 1 d . . . . .
H2A H 0.331(4) 0.110(6) 0.257(5) 0.023(12) Uiso 1 1 d . . . . .
H3A H 0.112(4) 0.157(6) 0.528(5) 0.030(14) Uiso 1 1 d . . . . .
H1A H 0.365(4) 0.438(6) 0.457(4) 0.014(12) Uiso 1 1 d . . . . .
H1B H 0.246(5) 0.414(8) 0.343(6) 0.055(18) Uiso 1 1 d . . . . .
H3B H 0.171(5) 0.002(8) 0.482(5) 0.041(16) Uiso 1 1 d . . . . .
H2B H 0.373(5) -0.029(7) 0.393(6) 0.043(16) Uiso 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
P1 O10 1.459(4) . ?
P1 C2 1.815(5) . ?
P1 C3 1.827(6) . ?
P1 C1 1.830(5) . ?
O4 N2 1.423(5) . ?
O4 C2 1.438(7) . ?
O7 N3 1.421(6) . ?
O7 C3 1.434(6) . ?
O1 N1 1.433(5) . ?
O1 C1 1.439(6) . ?
O3 N1 1.196(6) . ?
O5 N2 1.178(6) . ?
O2 N1 1.187(5) . ?
O8 N3 1.185(6) . ?
O6 N2 1.212(6) . ?
O9 N3 1.197(6) . ?
C3 H3A 1.12(5) . ?
C3 H3B 0.96(6) . ?
C2 H2A 1.14(5) . ?
C2 H2B 0.98(6) . ?
C1 H1A 1.01(5) . ?
C1 H1B 1.09(6) . ?

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
O10 P1 C2 116.4(2) . . ?
O10 P1 C3 111.8(2) . . ?
C2 P1 C3 103.3(2) . . ?
O10 P1 C1 114.9(2) . . ?
C2 P1 C1 104.4(2) . . ?
C3 P1 C1 104.7(3) . . ?
N2 O4 C2 111.5(4) . . ?
N3 O7 C3 113.9(4) . . ?
N1 O1 C1 113.7(3) . . ?
O5 N2 O6 129.3(5) . . ?
O5 N2 O4 119.1(5) . . ?
O6 N2 O4 111.5(4) . . ?
O8 N3 O9 130.4(6) . . ?
O8 N3 O7 112.8(4) . . ?
O9 N3 O7 116.8(5) . . ?
O2 N1 O3 131.4(4) . . ?
O2 N1 O1 116.8(4) . . ?
O3 N1 O1 111.8(4) . . ?
O7 C3 P1 106.3(3) . . ?
O7 C3 H3A 122(3) . . ?
P1 C3 H3A 101(3) . . ?
O7 C3 H3B 131(3) . . ?
P1 C3 H3B 92(4) . . ?
H3A C3 H3B 96(4) . . ?
O4 C2 P1 105.0(3) . . ?
O4 C2 H2A 109(3) . . ?
P1 C2 H2A 114(2) . . ?
O4 C2 H2B 111(4) . . ?
P1 C2 H2B 104(3) . . ?
H2A C2 H2B 114(4) . . ?
O1 C1 P1 102.2(3) . . ?
O1 C1 H1A 114(2) . . ?
P1 C1 H1A 105(3) . . ?
O1 C1 H1B 113(3) . . ?
P1 C1 H1B 109(3) . . ?
H1A C1 H1B 113(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 O4 N2 O5 -7.8(6) . . . . ?
C2 O4 N2 O6 174.0(4) . . . . ?
C3 O7 N3 O8 -179.7(4) . . . . ?
C3 O7 N3 O9 -1.2(6) . . . . ?
C1 O1 N1 O2 -0.3(7) . . . . ?
C1 O1 N1 O3 -179.8(5) . . . . ?
N3 O7 C3 P1 170.7(3) . . . . ?
O10 P1 C3 O7 177.1(3) . . . . ?
C2 P1 C3 O7 -56.9(4) . . . . ?
C1 P1 C3 O7 52.1(4) . . . . ?
N2 O4 C2 P1 -161.5(3) . . . . ?
O10 P1 C2 O4 -65.8(4) . . . . ?
C3 P1 C2 O4 171.2(3) . . . . ?
C1 P1 C2 O4 61.9(4) . . . . ?
N1 O1 C1 P1 -177.8(4) . . . . ?
O10 P1 C1 O1 -52.1(5) . . . . ?
C2 P1 C1 O1 179.2(4) . . . . ?
C3 P1 C1 O1 70.9(4) . . . . ?

_refine_diff_density_max         0.672
_refine_diff_density_min         -0.592
_refine_diff_density_rms         0.133


####################################################################### 
# 
# 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_VWM_2
_database_code_depnum_ccdc_archive 'CCDC 1582618'
_audit_update_record             
;
2017-10-27 deposited with the CCDC.
2018-03-09 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         ?
_chemical_formula_sum            'C4 H7 N3 O9'
_chemical_formula_weight         241.13

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'

_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                   7.6451(14)
_cell_length_b                   7.8238(17)
_cell_length_c                   8.9723(15)
_cell_angle_alpha                100.557(19)
_cell_angle_beta                 96.753(19)
_cell_angle_gamma                114.760(14)
_cell_volume                     467.59(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    100
_cell_measurement_theta_min      2.48
_cell_measurement_theta_max      28.84

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.713
_exptl_crystal_F_000             248
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.210
_exptl_absorpt_coefficient_mu    0.172
_shelx_estimated_absorpt_T_min   0.947
_shelx_estimated_absorpt_T_max   0.965
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.934
_exptl_absorpt_correction_T_max  0.953
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating anode'
_diffrn_measurement_device_type  'image plates'
_diffrn_measurement_method       'single axis rotation'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5053
_diffrn_reflns_av_unetI/netI     0.1193
_diffrn_reflns_av_R_equivalents  0.1632
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.366
_diffrn_reflns_theta_max         25.023
_diffrn_reflns_theta_full        25.023
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measured_fraction_theta_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_point_group_measured_fraction_full 0.980
_reflns_number_total             1535
_reflns_number_gt                1131
_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       'crystal clear 2.0'
_computing_cell_refinement       'crystal clear 2.0'
_computing_data_reduction        'crystal clear 2.0'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.1272P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.09(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1535
_refine_ls_number_parameters     146
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0935
_refine_ls_R_factor_gt           0.0738
_refine_ls_wR_factor_ref         0.2054
_refine_ls_wR_factor_gt          0.1798
_refine_ls_goodness_of_fit_ref   0.979
_refine_ls_restrained_S_all      0.979
_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
O7 O -0.0570(3) 0.3752(3) 0.1590(2) 0.0304(6) Uani 1 1 d . . . . .
O9 O -0.1534(3) 0.1948(4) 0.3274(2) 0.0393(7) Uani 1 1 d . . . . .
O1 O 0.4904(3) 0.7056(3) 0.3190(2) 0.0343(6) Uani 1 1 d . . . . .
O4 O 0.3982(3) 1.0551(3) 0.3168(2) 0.0324(6) Uani 1 1 d . . . . .
O8 O -0.2776(3) 0.0727(3) 0.0793(2) 0.0414(7) Uani 1 1 d . . . . .
O2 O 0.6994(4) 0.6864(4) 0.1722(3) 0.0471(7) Uani 1 1 d . . . . .
N2 N 0.3238(5) 1.1538(4) 0.2338(3) 0.0404(8) Uani 1 1 d . . . . .
N3 N -0.1708(4) 0.2014(4) 0.1940(3) 0.0311(7) Uani 1 1 d . . . . .
N1 N 0.6685(4) 0.7069(4) 0.3006(3) 0.0373(7) Uani 1 1 d . . . . .
O6 O 0.1478(5) 1.0945(5) 0.1995(3) 0.0575(8) Uani 1 1 d . . . . .
O3 O 0.7725(4) 0.7301(4) 0.4226(3) 0.0549(8) Uani 1 1 d . . . . .
O5 O 0.4519(5) 1.2912(4) 0.2065(3) 0.0648(9) Uani 1 1 d . . . . .
C1 C 0.1870(4) 0.7018(4) 0.2304(3) 0.0263(7) Uani 1 1 d . . . . .
H1A H 0.1012 0.7029 0.1408 0.032 Uiso 1 1 calc R U . . .
C3 C 0.2524(4) 0.8913(4) 0.3562(3) 0.0290(7) Uani 1 1 d . . . . .
H3A H 0.1386 0.9137 0.3684 0.035 Uiso 1 1 calc R U . . .
H3B H 0.3068 0.8788 0.4546 0.035 Uiso 1 1 calc R U . . .
C4 C 0.0645(4) 0.5337(4) 0.2957(3) 0.0275(7) Uani 1 1 d . . . . .
H4A H 0.1488 0.4980 0.3592 0.033 Uiso 1 1 calc R U . . .
H4B H -0.0169 0.5684 0.3580 0.033 Uiso 1 1 calc R U . . .
C2 C 0.3589(4) 0.6803(4) 0.1762(3) 0.0305(7) Uani 1 1 d . . . . .
H2A H 0.3149 0.5526 0.1066 0.037 Uiso 1 1 calc R U . . .
H2B H 0.4243 0.7790 0.1231 0.037 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
O7 N3 1.391(3) . ?
O7 C4 1.454(3) . ?
O9 N3 1.202(3) . ?
O1 N1 1.387(4) . ?
O1 C2 1.460(4) . ?
O4 N2 1.398(4) . ?
O4 C3 1.440(4) . ?
O8 N3 1.214(3) . ?
O2 N1 1.199(4) . ?
N2 O5 1.202(4) . ?
N2 O6 1.203(4) . ?
N1 O3 1.210(4) . ?
C1 C2 1.516(4) . ?
C1 C4 1.526(4) . ?
C1 C3 1.535(4) . ?
C1 H1A 0.9800 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?

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
N3 O7 C4 113.4(2) . . ?
N1 O1 C2 115.1(2) . . ?
N2 O4 C3 115.4(2) . . ?
O5 N2 O6 128.9(3) . . ?
O5 N2 O4 112.6(3) . . ?
O6 N2 O4 118.5(3) . . ?
O9 N3 O8 128.5(3) . . ?
O9 N3 O7 118.9(2) . . ?
O8 N3 O7 112.6(2) . . ?
O2 N1 O3 129.3(3) . . ?
O2 N1 O1 118.3(3) . . ?
O3 N1 O1 112.4(3) . . ?
C2 C1 C4 112.4(2) . . ?
C2 C1 C3 112.8(2) . . ?
C4 C1 C3 107.3(2) . . ?
C2 C1 H1A 108.1 . . ?
C4 C1 H1A 108.1 . . ?
C3 C1 H1A 108.1 . . ?
O4 C3 C1 111.2(2) . . ?
O4 C3 H3A 109.4 . . ?
C1 C3 H3A 109.4 . . ?
O4 C3 H3B 109.4 . . ?
C1 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
O7 C4 C1 104.4(2) . . ?
O7 C4 H4A 110.9 . . ?
C1 C4 H4A 110.9 . . ?
O7 C4 H4B 110.9 . . ?
C1 C4 H4B 110.9 . . ?
H4A C4 H4B 108.9 . . ?
O1 C2 C1 104.2(2) . . ?
O1 C2 H2A 110.9 . . ?
C1 C2 H2A 110.9 . . ?
O1 C2 H2B 110.9 . . ?
C1 C2 H2B 110.9 . . ?
H2A C2 H2B 108.9 . . ?

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
C3 O4 N2 O5 178.7(2) . . . . ?
C3 O4 N2 O6 -1.3(4) . . . . ?
C4 O7 N3 O9 -3.3(4) . . . . ?
C4 O7 N3 O8 177.1(2) . . . . ?
C2 O1 N1 O2 -0.5(4) . . . . ?
C2 O1 N1 O3 179.3(3) . . . . ?
N2 O4 C3 C1 91.3(3) . . . . ?
C2 C1 C3 O4 45.1(3) . . . . ?
C4 C1 C3 O4 169.4(2) . . . . ?
N3 O7 C4 C1 175.5(2) . . . . ?
C2 C1 C4 O7 -78.3(3) . . . . ?
C3 C1 C4 O7 157.1(2) . . . . ?
N1 O1 C2 C1 -175.3(2) . . . . ?
C4 C1 C2 O1 -68.0(3) . . . . ?
C3 C1 C2 O1 53.5(3) . . . . ?

_refine_diff_density_max         0.449
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.110



# start Validation Reply Form
_vrf_PLAT911_test_a              
;
PROBLEM: Missing # FCF Refl Between THmin & STh/L= 0.595 115 Report
RESPONSE: Cryostream malfunction led to icing. Missing reflections were obscured by ice rings
;
# end Validation Reply Form
