# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2019

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 1886018'
loop_
_audit_author_name
_audit_author_address
'Chao Yan'
;Chao Yan/School of Chemical Engineering, Nanjing University of Science and Technology
China
;
_audit_update_record             
;
2018-12-19 deposited with the CCDC.	2019-02-18 downloaded from the CCDC.
;
_audit_creation_date             2018-03-15
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2016.07.08 svn.r3312 for OlexSys, GUI svn.r5203)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 H8 N8 O8'
_chemical_formula_sum            'C6 H8 N8 O8'
_chemical_formula_weight         320.20
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.6754(11)
_cell_length_b                   8.1836(13)
_cell_length_c                   11.2567(17)
_cell_angle_alpha                94.152(4)
_cell_angle_beta                 104.263(4)
_cell_angle_gamma                104.096(4)
_cell_volume                     572.28(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    891
_cell_measurement_temperature    173
_cell_measurement_theta_max      22.537
_cell_measurement_theta_min      2.592
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.172
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6742
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0580 before and 0.0444 after correction.
The Ratio of minimum to maximum transmission is 0.9044.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.858
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             328
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_unetI/netI     0.0623
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5180
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_min         1.885
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1830
_reflns_number_total             2558
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.558
_refine_diff_density_min         -0.549
_refine_diff_density_rms         0.101
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2558
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0832
_refine_ls_R_factor_gt           0.0609
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1009P)²+0.2197P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1743
_refine_ls_wR_factor_ref         0.1935
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C1(H1A,H1B), C6(H6A,H6B), C2(H2A,H2B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O2 O -0.0495(3) 0.6863(3) 0.1385(2) 0.0335(6) Uani 1 1 d . . . . .
O1 O 0.0882(4) 0.6786(3) -0.01654(19) 0.0306(6) Uani 1 1 d . . . . .
O6 O 0.6148(4) 0.3389(3) 0.4174(2) 0.0332(6) Uani 1 1 d . . . . .
O8 O 0.2295(4) 0.0766(3) 0.0395(2) 0.0333(6) Uani 1 1 d . . . . .
N3 N 0.2491(4) 0.4880(3) 0.2966(2) 0.0184(5) Uani 1 1 d . . . . .
O7 O 0.5646(4) 0.1421(3) 0.1386(2) 0.0379(6) Uani 1 1 d . . . . .
N1 N 0.1012(4) 0.6887(3) 0.0940(2) 0.0223(6) Uani 1 1 d . . . . .
N8 N 0.4570(4) 0.4759(3) 0.1547(2) 0.0210(5) Uani 1 1 d . . . . .
N2 N 0.3032(4) 0.7171(3) 0.1759(2) 0.0212(6) Uani 1 1 d . . . . .
N7 N 0.3803(4) 0.1373(3) 0.1300(2) 0.0233(6) Uani 1 1 d . . . . .
N6 N 0.5038(4) 0.2089(3) 0.3526(2) 0.0250(6) Uani 1 1 d . . . . .
N4 N 0.0434(4) 0.2279(3) 0.3398(2) 0.0254(6) Uani 1 1 d . . . . .
O5 O 0.5169(5) 0.0664(3) 0.3673(3) 0.0478(7) Uani 1 1 d . . . . .
O3 O 0.0976(4) 0.3106(3) 0.5414(2) 0.0433(7) Uani 1 1 d . . . . .
N5 N 0.1178(5) 0.2095(4) 0.4640(3) 0.0328(7) Uani 1 1 d . . . . .
C3 C 0.1010(5) 0.1248(3) 0.2496(3) 0.0186(6) Uani 1 1 d . . . . .
H3A H -0.0066 0.1055 0.1682 0.022 Uiso 1 1 calc R . . . .
H3B H 0.1052 0.0130 0.2766 0.022 Uiso 1 1 calc R . . . .
O4 O 0.1980(5) 0.0939(4) 0.4871(3) 0.0543(8) Uani 1 1 d . . . . .
C5 C 0.3469(4) 0.4091(4) 0.2243(2) 0.0181(6) Uani 1 1 d . . . . .
C4 C 0.3282(4) 0.2232(4) 0.2391(2) 0.0179(6) Uani 1 1 d . . . . .
C1 C 0.2998(5) 0.6709(4) 0.2993(3) 0.0221(6) Uani 1 1 d . . . . .
H1A H 0.4418 0.7243 0.3587 0.026 Uiso 1 1 calc R . . . .
H1B H 0.1913 0.7146 0.3279 0.026 Uiso 1 1 calc R . . . .
C6 C 0.4579(5) 0.6482(4) 0.1294(3) 0.0263(7) Uani 1 1 d . . . . .
H6A H 0.4258 0.6491 0.0388 0.032 Uiso 1 1 calc R . . . .
H6B H 0.6039 0.7242 0.1674 0.032 Uiso 1 1 calc R . . . .
C2 C 0.0396(5) 0.3976(4) 0.3132(3) 0.0255(7) Uani 1 1 d . . . . .
H2A H 0.0095 0.4608 0.3822 0.031 Uiso 1 1 calc R . . . .
H2B H -0.0758 0.3909 0.2369 0.031 Uiso 1 1 calc R . . . .


_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
O2 N1 1.227(3) . ?
O1 N1 1.221(3) . ?
O6 N6 1.205(3) . ?
O8 N7 1.215(3) . ?
N3 C5 1.378(3) . ?
N3 C1 1.448(4) . ?
N3 C2 1.477(4) . ?
O7 N7 1.201(3) . ?
N1 N2 1.388(3) . ?
N8 C5 1.266(4) . ?
N8 C6 1.458(4) . ?
N2 C1 1.471(4) . ?
N2 C6 1.471(4) . ?
N7 C4 1.525(3) . ?
N6 O5 1.210(3) . ?
N6 C4 1.540(4) . ?
N4 N5 1.395(4) . ?
N4 C3 1.455(4) . ?
N4 C2 1.447(4) . ?
O3 N5 1.212(4) . ?
N5 O4 1.209(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.572(4) . ?
C5 C4 1.521(4) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?

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
C5 N3 C1 113.7(2) . . ?
C5 N3 C2 120.6(2) . . ?
C1 N3 C2 118.7(2) . . ?
O2 N1 N2 117.3(2) . . ?
O1 N1 O2 124.7(3) . . ?
O1 N1 N2 117.8(2) . . ?
C5 N8 C6 118.8(2) . . ?
N1 N2 C1 114.1(2) . . ?
N1 N2 C6 115.9(2) . . ?
C6 N2 C1 110.5(2) . . ?
O8 N7 C4 115.8(2) . . ?
O7 N7 O8 126.0(3) . . ?
O7 N7 C4 118.1(2) . . ?
O6 N6 O5 126.4(3) . . ?
O6 N6 C4 117.5(2) . . ?
O5 N6 C4 116.1(2) . . ?
N5 N4 C3 117.0(3) . . ?
N5 N4 C2 116.7(2) . . ?
C2 N4 C3 115.5(2) . . ?
O3 N5 N4 117.8(3) . . ?
O4 N5 N4 117.8(3) . . ?
O4 N5 O3 124.4(3) . . ?
N4 C3 H3A 110.1 . . ?
N4 C3 H3B 110.1 . . ?
N4 C3 C4 107.9(2) . . ?
H3A C3 H3B 108.4 . . ?
C4 C3 H3A 110.1 . . ?
C4 C3 H3B 110.1 . . ?
N3 C5 C4 114.1(2) . . ?
N8 C5 N3 127.6(3) . . ?
N8 C5 C4 118.3(2) . . ?
N7 C4 N6 104.0(2) . . ?
N7 C4 C3 110.4(2) . . ?
N6 C4 C3 110.0(2) . . ?
C5 C4 N7 108.9(2) . . ?
C5 C4 N6 110.2(2) . . ?
C5 C4 C3 113.0(2) . . ?
N3 C1 N2 110.8(2) . . ?
N3 C1 H1A 109.5 . . ?
N3 C1 H1B 109.5 . . ?
N2 C1 H1A 109.5 . . ?
N2 C1 H1B 109.5 . . ?
H1A C1 H1B 108.1 . . ?
N8 C6 N2 114.2(2) . . ?
N8 C6 H6A 108.7 . . ?
N8 C6 H6B 108.7 . . ?
N2 C6 H6A 108.7 . . ?
N2 C6 H6B 108.7 . . ?
H6A C6 H6B 107.6 . . ?
N3 C2 H2A 109.8 . . ?
N3 C2 H2B 109.8 . . ?
N4 C2 N3 109.6(2) . . ?
N4 C2 H2A 109.8 . . ?
N4 C2 H2B 109.8 . . ?
H2A C2 H2B 108.2 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_zz
_database_code_depnum_ccdc_archive 'CCDC 1886043'
loop_
_audit_author_name
_audit_author_address
'Chao Yan'
;Chao Yan/School of Chemical Engineering, Nanjing University of Science and Technology
China
;
_audit_update_record             
;
2018-12-19 deposited with the CCDC.	2019-02-18 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 H6 N6 O5'
_chemical_formula_weight         218.15

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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

_cell_length_a                   9.155(2)
_cell_length_b                   7.2579(17)
_cell_length_c                   23.291(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1547.6(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.873
_exptl_crystal_F_000             896
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.171
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8402
_diffrn_reflns_av_unetI/netI     0.0593
_diffrn_reflns_av_R_equivalents  0.0722
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.749
_diffrn_reflns_theta_max         27.809
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             1788
_reflns_number_gt                1253
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_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)+(0.0704P)²+0.9729P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1788
_refine_ls_number_parameters     154
_refine_ls_number_restraints     163
_refine_ls_R_factor_all          0.0856
_refine_ls_R_factor_gt           0.0551
_refine_ls_wR_factor_ref         0.1540
_refine_ls_wR_factor_gt          0.1372
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.005
_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
O4 O 0.9036(2) 0.4481(3) 0.67067(7) 0.0302(5) Uani 1 1 d . U . . .
O5 O 0.2971(2) 0.7570(3) 0.73776(7) 0.0302(5) Uani 1 1 d . U . . .
N4 N 0.3841(2) 0.6138(3) 0.66466(8) 0.0208(5) Uani 1 1 d . U . . .
N5 N 0.6256(2) 0.4974(3) 0.66626(8) 0.0196(5) Uani 1 1 d . U . . .
H5 H 0.6965 0.4339 0.6823 0.023 Uiso 1 1 calc R U . . .
N1 N 0.9211(2) 0.5395(3) 0.62630(9) 0.0228(5) Uani 1 1 d D U . . .
N3 N 0.5363(2) 0.6197(3) 0.58346(8) 0.0237(5) Uani 1 1 d . U . . .
H3 H 0.5499 0.6790 0.5509 0.028 Uiso 1 1 calc R U . . .
O2 O 0.7273(2) 0.6816(4) 0.50383(8) 0.0465(7) Uani 1 1 d . U . . .
N2 N 0.8257(2) 0.6589(3) 0.53778(8) 0.0230(5) Uani 1 1 d D U . . .
N6 N 0.2939(2) 0.7385(3) 0.68477(9) 0.0261(5) Uani 1 1 d . U . . .
C1 C 0.7975(3) 0.5834(3) 0.59246(9) 0.0170(5) Uani 1 1 d . U . . .
C2 C 0.6506(3) 0.5654(3) 0.61427(9) 0.0162(5) Uani 1 1 d . U . . .
C3 C 0.3882(3) 0.5812(4) 0.60339(9) 0.0199(6) Uani 1 1 d . U . . .
H3A H 0.3176 0.6627 0.5836 0.024 Uiso 1 1 calc R U . . .
H3B H 0.3620 0.4517 0.5950 0.024 Uiso 1 1 calc R U . . .
C4 C 0.4913(3) 0.5186(4) 0.69918(10) 0.0269(6) Uani 1 1 d . U . . .
H4A H 0.4535 0.3959 0.7104 0.032 Uiso 1 1 calc R U . . .
H4B H 0.5111 0.5897 0.7346 0.032 Uiso 1 1 calc R U . . .
O3 O 1.0478(6) 0.5467(8) 0.6024(2) 0.0345(13) Uani 0.5 1 d D U P A 2
O1A O 0.9360(4) 0.7612(5) 0.53023(14) 0.0201(8) Uani 0.5 1 d D U P B 1
O1 O 0.9522(5) 0.6307(8) 0.51785(19) 0.0418(12) Uani 0.5 1 d D U P B 2
O3A O 1.0345(6) 0.6242(8) 0.6223(3) 0.0374(13) Uani 0.5 1 d D U P A 1


_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
O4 N1 1.238(3) . ?
O5 N6 1.242(3) . ?
N4 N6 1.312(3) . ?
N4 C4 1.444(3) . ?
N4 C3 1.447(3) . ?
N5 C2 1.327(3) . ?
N5 C4 1.457(3) . ?
N5 H5 0.8800 . ?
N1 O3A 1.210(6) . ?
N1 O3 1.287(5) . ?
N1 C1 1.416(3) . ?
N3 C2 1.329(3) . ?
N3 C3 1.460(3) . ?
N3 H3 0.8800 . ?
O2 N2 1.210(3) . ?
N2 O1 1.264(5) . ?
N2 O1A 1.266(4) . ?
N2 C1 1.410(3) . ?
C1 C2 1.443(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?

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
N6 N4 C4 124.0(2) . . ?
N6 N4 C3 118.8(2) . . ?
C4 N4 C3 116.9(2) . . ?
C2 N5 C4 125.9(2) . . ?
C2 N5 H5 117.1 . . ?
C4 N5 H5 117.1 . . ?
O3A N1 O4 116.6(3) . . ?
O4 N1 O3 119.9(3) . . ?
O3A N1 C1 121.9(3) . . ?
O4 N1 C1 118.8(2) . . ?
O3 N1 C1 118.1(3) . . ?
C2 N3 C3 120.2(2) . . ?
C2 N3 H3 119.9 . . ?
C3 N3 H3 119.9 . . ?
O2 N2 O1 117.6(3) . . ?
O2 N2 O1A 115.0(3) . . ?
O2 N2 C1 120.5(2) . . ?
O1 N2 C1 115.9(3) . . ?
O1A N2 C1 120.0(2) . . ?
O5 N6 N4 114.5(2) . . ?
N2 C1 N1 116.3(2) . . ?
N2 C1 C2 121.6(2) . . ?
N1 C1 C2 121.9(2) . . ?
N5 C2 N3 117.9(2) . . ?
N5 C2 C1 121.0(2) . . ?
N3 C2 C1 121.1(2) . . ?
N4 C3 N3 107.85(19) . . ?
N4 C3 H3A 110.1 . . ?
N3 C3 H3A 110.1 . . ?
N4 C3 H3B 110.1 . . ?
N3 C3 H3B 110.1 . . ?
H3A C3 H3B 108.4 . . ?
N4 C4 N5 109.31(19) . . ?
N4 C4 H4A 109.8 . . ?
N5 C4 H4A 109.8 . . ?
N4 C4 H4B 109.8 . . ?
N5 C4 H4B 109.8 . . ?
H4A C4 H4B 108.3 . . ?

_refine_diff_density_max         0.770
_refine_diff_density_min         -0.352
_refine_diff_density_rms         0.094



