# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry
# This journal is © The Royal Society of Chemistry 2011


data_New_Global_Publ_Block
_journal_name_full               J.Mater.Chem.
_journal_coden_cambridge         1145
#TrackingRef 'BO1208.cif'

_publ_section_related_literature ?

# Added by publCIF - use a unique identifier for each data block

#==============================================================================

# SUBMISSION DETAILS

_publ_contact_author_name        
'Fu-Xue Chen' # Name of author for correspondence
_publ_contact_author_address     # Address of author for correspondence
;
Department of Applied Chemistry, School of Chemical Engineering& the Environment
Beijing Institute ofTechnology
5 SouthZhongguancun Street, Haidian district, Beijing 100081, China
;

_publ_contact_author_email       fuxue.chen@bit.edu.cn
_publ_contact_author_fax         +86-10-68918296
_publ_contact_author_phone       +86-10-68918296

_publ_contact_letter             
;
Please consider this CIF for publication. I certify that this contibution is the
original work of those listed as authors; that it has not been published
before (in any language or medium) and is not being considered for publication
elsewhere; that all authors concur with and are aware of the submission; that
all workers involved in the study are listed as authors or given proper credit
in the acknowledgements; that I have obtained permission for and acknowledged
the source of any excerpts from other copyright works; and that to the best of
my knowledge the paper contains no statements which are libellous, unlawful or
in any way actionable. All coauthors have made significant scientific
contributions to the work reported, including the ideas and their execution,
and share responsibility and accountability for the results.
;
_publ_requested_category         ?

#==============================================================================

# TITLE AND AUTHOR LIST

_publ_section_title              
;
Synthesis and Characteristics of Novel High-Nitrogen Heat-resistant Materials
;
_publ_section_title_footnote     # remove if not required
.

# The loop structure below should contain the names and addresses of all
# authors, in the required order of publication. Repeat as necessary.

# NB if using publCIF, the Author database tool might prove useful
# (see the Tools menu in publCIF)

loop_
_publ_author_name
_publ_author_address
_publ_author_footnote
'Zhanda Fu'
;
Department of Applied Chemistry, School of Chemical Engineering& the Environment
Beijing Institute ofTechnology
5 SouthZhongguancun Street, Haidian district, Beijing 100081, China
;
.
'Cheng He'
;
Department of Applied Chemistry, School of Chemical Engineering& the Environment
Beijing Institute ofTechnology
5 SouthZhongguancun Street, Haidian district, Beijing 100081, China
;
.
'Fu-Xue Chen'
;
Department of Applied Chemistry, School of Chemical Engineering& the Environment
Beijing Institute ofTechnology
5 SouthZhongguancun Street, Haidian district, Beijing 100081, China
;
.

#==============================================================================

# TEXT

_publ_section_synopsis           .
_publ_section_abstract           
;
(type here to add abstract)
;
_publ_section_comment            
;
The stucture of the title compound, (I), is shown below. Dimensions are
available in the archived CIF.

For related literature, see [type here to add references to related
literature].
;
_publ_section_acknowledgements   # remove if not required
;
(type here to add acknowledgements)
;
_publ_section_references         
;
?
;
_publ_section_figure_captions    
;

;
_publ_section_exptl_prep         
;
The crystal was obtained dy evaporation of ethycl acetate.
;
_publ_section_exptl_refinement   
;
(type here to add refinement details)
;
#==============================================================================
_publ_manuscript_text            
# Used for convenience to store draft or replaced versions
# of the abstract, comment etc.
# Its contents will not be output
;
?
;

#==============================================================================

# Formatted by publCIF

data_bo1208
_database_code_depnum_ccdc_archive 'CCDC 841480'
#TrackingRef 'BO1208.cif'

_audit_update_record             
;
2011-08-24 # Formatted by publCIF
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
3-nitro-5-methoxy-1,2,4-oxadiazole
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C4 H7 N5 O2'
_chemical_formula_weight         157.15

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   7.129(3)
_cell_length_b                   13.514(5)
_cell_length_c                   6.915(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.715(5)
_cell_angle_gamma                90.00
_cell_volume                     665.9(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    1978
_cell_measurement_theta_min      2.858
_cell_measurement_theta_max      29.102

_exptl_crystal_description       Block
_exptl_crystal_colour            Pink
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      0
_exptl_crystal_density_diffrn    1.567
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             328
_exptl_absorpt_coefficient_mu    0.128
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      153(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  AFC10/Saturn724+
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            5660
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_av_sigmaI/netI    0.0508
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.86
_diffrn_reflns_theta_max         29.10
_reflns_number_total             1753
_reflns_number_gt                1199
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0716P)^2^+0.3190P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1753
_refine_ls_number_parameters     117
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0784
_refine_ls_R_factor_gt           0.0492
_refine_ls_wR_factor_ref         0.1470
_refine_ls_wR_factor_gt          0.1355
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.002
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.15605(19) 0.83546(11) 0.3221(2) 0.0235(4) Uani 1 1 d . . .
O2 O 0.1021(2) 0.58521(12) 0.3073(2) 0.0306(4) Uani 1 1 d . . .
N1 N 0.0482(3) 0.75001(14) 0.2736(3) 0.0246(4) Uani 1 1 d . . .
N2 N 0.3304(2) 0.70469(13) 0.4081(2) 0.0205(4) Uani 1 1 d . . .
N3 N 0.4407(2) 0.87370(12) 0.4559(2) 0.0206(4) Uani 1 1 d . . .
N4 N 0.6704(2) 0.75692(14) 0.5659(3) 0.0214(4) Uani 1 1 d . . .
N5 N 0.7156(3) 0.92479(15) 0.5974(3) 0.0288(5) Uani 1 1 d . . .
C1 C 0.1598(3) 0.67852(17) 0.3298(3) 0.0220(4) Uani 1 1 d . . .
C2 C 0.3224(3) 0.80238(15) 0.4010(3) 0.0182(4) Uani 1 1 d . . .
C3 C 0.6078(3) 0.84891(15) 0.5391(3) 0.0193(4) Uani 1 1 d . . .
C4 C 0.2295(3) 0.50974(18) 0.3778(4) 0.0322(5) Uani 1 1 d . . .
H4C H 0.3472 0.5140 0.3087 0.039 Uiso 1 1 calc R . .
H4D H 0.1729 0.4444 0.3562 0.039 Uiso 1 1 calc R . .
H4E H 0.2550 0.5194 0.5166 0.039 Uiso 1 1 calc R . .
H4A H 0.778(4) 0.7539(18) 0.623(3) 0.020(6) Uiso 1 1 d . . .
H4B H 0.602(4) 0.708(2) 0.529(4) 0.040(8) Uiso 1 1 d . . .
H5A H 0.680(4) 0.984(2) 0.577(4) 0.043(9) Uiso 1 1 d . . .
H5B H 0.819(5) 0.916(3) 0.638(5) 0.065(11) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0159(7) 0.0248(8) 0.0292(8) -0.0019(6) -0.0068(6) -0.0007(6)
O2 0.0238(8) 0.0233(8) 0.0443(10) 0.0023(7) -0.0074(7) -0.0040(6)
N1 0.0186(8) 0.0258(10) 0.0291(9) -0.0025(7) -0.0050(7) -0.0066(7)
N2 0.0162(8) 0.0209(9) 0.0241(8) 0.0000(7) -0.0031(6) -0.0015(6)
N3 0.0187(8) 0.0173(8) 0.0255(9) -0.0005(7) -0.0057(6) 0.0012(6)
N4 0.0138(8) 0.0194(9) 0.0306(9) -0.0019(7) -0.0081(7) 0.0011(6)
N5 0.0187(10) 0.0214(10) 0.0454(12) -0.0008(9) -0.0149(8) -0.0009(7)
C1 0.0190(10) 0.0256(11) 0.0214(9) -0.0009(8) -0.0009(7) -0.0070(8)
C2 0.0112(9) 0.0240(11) 0.0191(9) 0.0002(8) -0.0015(7) 0.0028(7)
C3 0.0170(9) 0.0203(10) 0.0204(9) -0.0008(8) -0.0019(7) 0.0006(7)
C4 0.0329(13) 0.0230(12) 0.0403(13) 0.0022(10) -0.0029(10) -0.0022(9)

_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
O1 C2 1.366(2) . ?
O1 N1 1.422(2) . ?
O2 C1 1.334(3) . ?
O2 C4 1.441(3) . ?
N1 C1 1.303(3) . ?
N2 C2 1.322(3) . ?
N2 C1 1.363(3) . ?
N3 C2 1.329(3) . ?
N3 C3 1.350(3) . ?
N4 C3 1.332(3) . ?
N4 H4A 0.85(3) . ?
N4 H4B 0.85(3) . ?
N5 C3 1.336(3) . ?
N5 H5A 0.85(3) . ?
N5 H5B 0.79(4) . ?
C4 H4C 0.9800 . ?
C4 H4D 0.9800 . ?
C4 H4E 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O1 N1 106.57(16) . . ?
C1 O2 C4 116.16(17) . . ?
C1 N1 O1 102.20(16) . . ?
C2 N2 C1 101.95(17) . . ?
C2 N3 C3 119.11(17) . . ?
C3 N4 H4A 113.7(17) . . ?
C3 N4 H4B 119.5(19) . . ?
H4A N4 H4B 127(3) . . ?
C3 N5 H5A 120(2) . . ?
C3 N5 H5B 120(3) . . ?
H5A N5 H5B 119(3) . . ?
N1 C1 O2 118.88(18) . . ?
N1 C1 N2 117.08(19) . . ?
O2 C1 N2 124.0(2) . . ?
N2 C2 N3 133.41(18) . . ?
N2 C2 O1 112.20(17) . . ?
N3 C2 O1 114.39(17) . . ?
N4 C3 N5 119.13(19) . . ?
N4 C3 N3 125.37(19) . . ?
N5 C3 N3 115.50(18) . . ?
O2 C4 H4C 109.5 . . ?
O2 C4 H4D 109.5 . . ?
H4C C4 H4D 109.5 . . ?
O2 C4 H4E 109.5 . . ?
H4C C4 H4E 109.5 . . ?
H4D C4 H4E 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
C2 O1 N1 C1 0.6(2) . . . . ?
O1 N1 C1 O2 179.50(16) . . . . ?
O1 N1 C1 N2 -0.7(2) . . . . ?
C4 O2 C1 N1 -178.12(19) . . . . ?
C4 O2 C1 N2 2.1(3) . . . . ?
C2 N2 C1 N1 0.6(2) . . . . ?
C2 N2 C1 O2 -179.65(19) . . . . ?
C1 N2 C2 N3 179.1(2) . . . . ?
C1 N2 C2 O1 -0.2(2) . . . . ?
C3 N3 C2 N2 -0.5(3) . . . . ?
C3 N3 C2 O1 178.74(16) . . . . ?
N1 O1 C2 N2 -0.2(2) . . . . ?
N1 O1 C2 N3 -179.66(16) . . . . ?
C2 N3 C3 N4 2.7(3) . . . . ?
C2 N3 C3 N5 -177.35(19) . . . . ?

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        29.10
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max         0.287
_refine_diff_density_min         -0.235
_refine_diff_density_rms         0.060

#==============================================================================

# Formatted by publCIF

data_bo1313
_database_code_depnum_ccdc_archive 'CCDC 841481'
#TrackingRef 'BO1313.cif'

_audit_update_record             
;
2011-08-24 # Formatted by publCIF
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
3,6-di(3-nitro-1,2,4-oxadiazole)-di(3-nitro-1,2,4-oxadiazole)-1,2,4,5-tetrazine
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H30 N16 O10 S4'
_chemical_formula_weight         734.80

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.750(2)
_cell_length_b                   8.875(3)
_cell_length_c                   15.739(6)
_cell_angle_alpha                80.614(11)
_cell_angle_beta                 80.732(10)
_cell_angle_gamma                81.456(10)
_cell_volume                     775.9(5)
_cell_formula_units_Z            1
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    2146
_cell_measurement_theta_min      2.650
_cell_measurement_theta_max      29.121

_exptl_crystal_description       Prism
_exptl_crystal_colour            Pink
_exptl_crystal_size_max          0.61
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.573
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             382
_exptl_absorpt_coefficient_mu    0.383
_exptl_absorpt_correction_type   Multi-scans
_exptl_absorpt_correction_T_min  0.8015
_exptl_absorpt_correction_T_max  0.9737
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      153(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  AFC10/Saturn724+
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            8329
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_av_sigmaI/netI    0.0538
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.34
_diffrn_reflns_theta_max         29.09
_reflns_number_total             4037
_reflns_number_gt                2672
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0539P)^2^+0.2690P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4037
_refine_ls_number_parameters     279
_refine_ls_number_restraints     19
_refine_ls_R_factor_all          0.0858
_refine_ls_R_factor_gt           0.0511
_refine_ls_wR_factor_ref         0.1271
_refine_ls_wR_factor_gt          0.1117
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.000
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.5069(3) 0.8531(2) 0.89340(10) 0.0336(4) Uani 1 1 d . . .
O2 O 1.1404(3) 0.6207(2) 0.93167(11) 0.0453(5) Uani 1 1 d . . .
O3 O 1.1549(3) 0.5684(2) 0.80130(12) 0.0436(5) Uani 1 1 d . . .
N1 N 0.7139(3) 0.7775(2) 0.92538(12) 0.0333(5) Uani 1 1 d . . .
N2 N 0.7271(3) 0.7458(2) 0.78347(11) 0.0263(4) Uani 1 1 d . . .
N3 N 0.3399(3) 0.8967(2) 0.76958(11) 0.0273(4) Uani 1 1 d . . .
N4 N 0.1338(3) 0.9622(2) 0.65650(12) 0.0249(4) Uani 1 1 d . . .
N5 N 0.2126(3) 0.9145(2) 0.51120(11) 0.0263(4) Uani 1 1 d . . .
N6 N 0.1418(3) 0.9354(2) 0.43373(11) 0.0263(4) Uani 1 1 d . . .
N7 N 0.5020(3) 0.8102(2) 0.63575(13) 0.0266(4) Uani 1 1 d . . .
N8 N 1.0591(3) 0.6298(2) 0.86390(12) 0.0313(4) Uani 1 1 d . . .
C1 C 0.8269(4) 0.7215(2) 0.85718(14) 0.0265(5) Uani 1 1 d . . .
C2 C 0.5253(4) 0.8313(3) 0.80811(13) 0.0255(4) Uani 1 1 d . . .
C3 C 0.3365(4) 0.8860(2) 0.68608(13) 0.0231(4) Uani 1 1 d . . .
C4 C 0.0695(4) 0.9797(2) 0.57464(13) 0.0220(4) Uani 1 1 d . . .
S1 S 0.77778(13) 0.65699(7) 0.38941(4) 0.03955(19) Uani 1 1 d . . .
O4 O 0.7146(3) 0.7018(2) 0.47860(11) 0.0416(5) Uani 1 1 d . . .
C5 C 0.8804(6) 0.4591(3) 0.4024(2) 0.0530(8) Uani 1 1 d . . .
H5A H 1.0254 0.4407 0.4298 0.064 Uiso 1 1 calc R . .
H5B H 0.9146 0.4236 0.3454 0.064 Uiso 1 1 calc R . .
H5C H 0.7583 0.4025 0.4393 0.064 Uiso 1 1 calc R . .
C6 C 0.5102(6) 0.6417(5) 0.3527(2) 0.0823(14) Uani 1 1 d . . .
H6A H 0.4154 0.5763 0.3970 0.099 Uiso 1 1 calc R . .
H6B H 0.5452 0.5960 0.2987 0.099 Uiso 1 1 calc R . .
H6C H 0.4210 0.7443 0.3418 0.099 Uiso 1 1 calc R . .
S2 S 0.0732(3) 0.8038(3) 1.16628(14) 0.0271(4) Uani 0.465(3) 1 d PD A 1
O5 O 0.178(2) 0.8913(13) 1.2203(7) 0.033(3) Uani 0.465(3) 1 d PD A 1
C7 C 0.3040(15) 0.6644(8) 1.1272(7) 0.0379(18) Uani 0.465(3) 1 d PD A 1
H7A H 0.4457 0.7143 1.1025 0.045 Uiso 0.465(3) 1 calc PR A 1
H7B H 0.2517 0.6181 1.0823 0.045 Uiso 0.465(3) 1 calc PR A 1
H7C H 0.3416 0.5841 1.1754 0.045 Uiso 0.465(3) 1 calc PR A 1
C8 C 0.0326(9) 0.9185(6) 1.0656(3) 0.0348(13) Uani 0.465(3) 1 d PD A 1
H8A H -0.0767 1.0116 1.0758 0.042 Uiso 0.465(3) 1 calc PR A 1
H8B H -0.0338 0.8600 1.0297 0.042 Uiso 0.465(3) 1 calc PR A 1
H8C H 0.1860 0.9474 1.0356 0.042 Uiso 0.465(3) 1 calc PR A 1
S2' S 0.1824(4) 0.8561(2) 1.12867(13) 0.0313(7) Uani 0.337(3) 1 d PD B 2
O5' O 0.207(3) 0.901(2) 1.2133(10) 0.024(3) Uani 0.337(3) 1 d PD B 2
C7' C 0.361(2) 0.6759(11) 1.1200(10) 0.0379(18) Uani 0.337(3) 1 d PD B 2
H7'1 H 0.5266 0.6868 1.1221 0.045 Uiso 0.337(3) 1 calc PR B 2
H7'2 H 0.3478 0.6425 1.0648 0.045 Uiso 0.337(3) 1 calc PR B 2
H7'3 H 0.3055 0.5993 1.1684 0.045 Uiso 0.337(3) 1 calc PR B 2
C8' C -0.0987(11) 0.7946(19) 1.1342(8) 0.049(2) Uani 0.337(3) 1 d PD B 2
H8'1 H -0.1246 0.7163 1.1853 0.059 Uiso 0.337(3) 1 calc PR B 2
H8'2 H -0.1049 0.7508 1.0815 0.059 Uiso 0.337(3) 1 calc PR B 2
H8'3 H -0.2226 0.8827 1.1391 0.059 Uiso 0.337(3) 1 calc PR B 2
S2" S 0.1542(9) 0.7606(5) 1.1896(3) 0.0346(11) Uani 0.198(4) 1 d PD C 3
O5" O 0.181(3) 0.894(2) 1.2319(13) 0.024(3) Uani 0.198(4) 1 d PD C 3
C7" C 0.3962(18) 0.7441(17) 1.1042(7) 0.0379(18) Uani 0.198(4) 1 d PD C 3
H7"1 H 0.4047 0.8438 1.0672 0.045 Uiso 0.198(4) 1 calc PR C 3
H7"2 H 0.3728 0.6671 1.0693 0.045 Uiso 0.198(4) 1 calc PR C 3
H7"3 H 0.5446 0.7122 1.1291 0.045 Uiso 0.198(4) 1 calc PR C 3
C8" C -0.078(2) 0.812(4) 1.1251(12) 0.049(2) Uani 0.198(4) 1 d PD C 3
H8"1 H -0.2312 0.8109 1.1626 0.059 Uiso 0.198(4) 1 calc PR C 3
H8"2 H -0.0645 0.7380 1.0840 0.059 Uiso 0.198(4) 1 calc PR C 3
H8"3 H -0.0662 0.9153 1.0928 0.059 Uiso 0.198(4) 1 calc PR C 3
H4N H 0.034(5) 1.002(3) 0.6930(18) 0.050(9) Uiso 1 1 d . . .
H7A H 0.490(5) 0.811(3) 0.5853(18) 0.041(8) Uiso 1 1 d . . .
H7B H 0.628(5) 0.771(3) 0.6560(16) 0.029(6) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0298(9) 0.0478(10) 0.0246(8) -0.0120(7) -0.0102(7) 0.0056(7)
O2 0.0400(10) 0.0636(13) 0.0340(9) -0.0067(9) -0.0219(8) 0.0053(9)
O3 0.0376(10) 0.0512(11) 0.0434(10) -0.0204(9) -0.0135(8) 0.0134(8)
N1 0.0281(10) 0.0443(12) 0.0285(10) -0.0091(9) -0.0113(8) 0.0040(8)
N2 0.0273(10) 0.0281(10) 0.0250(9) -0.0065(7) -0.0092(7) 0.0002(7)
N3 0.0272(10) 0.0322(10) 0.0238(9) -0.0089(8) -0.0098(7) 0.0046(8)
N4 0.0244(9) 0.0275(10) 0.0225(9) -0.0067(8) -0.0067(7) 0.0047(7)
N5 0.0266(10) 0.0282(10) 0.0249(9) -0.0071(8) -0.0087(7) 0.0031(7)
N6 0.0283(10) 0.0279(10) 0.0233(9) -0.0067(7) -0.0089(7) 0.0036(7)
N7 0.0235(10) 0.0340(11) 0.0225(10) -0.0075(8) -0.0082(8) 0.0046(8)
N8 0.0292(10) 0.0335(11) 0.0323(10) -0.0048(9) -0.0119(8) 0.0003(8)
C1 0.0260(11) 0.0278(11) 0.0274(11) -0.0043(9) -0.0100(9) -0.0012(9)
C2 0.0292(11) 0.0282(11) 0.0207(10) -0.0072(8) -0.0053(8) -0.0029(9)
C3 0.0242(11) 0.0228(10) 0.0235(10) -0.0040(8) -0.0073(8) -0.0018(8)
C4 0.0235(10) 0.0218(10) 0.0218(10) -0.0043(8) -0.0063(8) -0.0017(8)
S1 0.0529(4) 0.0331(3) 0.0305(3) -0.0090(3) 0.0011(3) -0.0010(3)
O4 0.0442(11) 0.0482(11) 0.0323(9) -0.0190(8) -0.0086(8) 0.0127(8)
C5 0.0619(19) 0.0491(17) 0.0541(17) -0.0277(14) -0.0320(15) 0.0222(14)
C6 0.070(2) 0.118(3) 0.062(2) -0.055(2) -0.0457(18) 0.063(2)
S2 0.0294(9) 0.0337(9) 0.0197(8) -0.0070(7) -0.0035(7) -0.0051(7)
O5 0.021(4) 0.055(7) 0.028(6) -0.025(5) -0.006(3) 0.004(4)
C7 0.042(4) 0.039(2) 0.033(2) -0.013(2) -0.006(3) 0.003(3)
C8 0.037(3) 0.039(3) 0.030(3) -0.015(2) -0.015(2) 0.010(2)
S2' 0.0423(13) 0.0308(10) 0.0227(11) -0.0010(8) -0.0103(9) -0.0073(8)
O5' 0.029(5) 0.028(4) 0.014(6) -0.001(4) 0.000(4) -0.008(3)
C7' 0.042(4) 0.039(2) 0.033(2) -0.013(2) -0.006(3) 0.003(3)
C8' 0.044(3) 0.065(5) 0.046(4) -0.027(3) -0.021(3) 0.011(3)
S2" 0.041(2) 0.039(2) 0.0229(19) -0.0068(16) -0.0061(16) 0.0023(17)
O5" 0.029(5) 0.028(4) 0.014(6) -0.001(4) 0.000(4) -0.008(3)
C7" 0.042(4) 0.039(2) 0.033(2) -0.013(2) -0.006(3) 0.003(3)
C8" 0.044(3) 0.065(5) 0.046(4) -0.027(3) -0.021(3) 0.011(3)

_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
O1 C2 1.372(3) . ?
O1 N1 1.402(2) . ?
O2 N8 1.219(2) . ?
O3 N8 1.217(2) . ?
N1 C1 1.294(3) . ?
N2 C2 1.327(3) . ?
N2 C1 1.348(3) . ?
N3 C2 1.323(3) . ?
N3 C3 1.337(3) . ?
N4 C3 1.368(3) . ?
N4 C4 1.375(3) . ?
N4 H4N 0.83(3) . ?
N5 N6 1.323(2) . ?
N5 C4 1.338(3) . ?
N6 C4 1.345(3) 2_576 ?
N7 C3 1.314(3) . ?
N7 H7A 0.81(3) . ?
N7 H7B 0.84(3) . ?
N8 C1 1.467(3) . ?
C4 N6 1.345(3) 2_576 ?
S1 O4 1.4951(17) . ?
S1 C5 1.757(3) . ?
S1 C6 1.759(3) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
S2 O5 1.485(5) . ?
S2 C8 1.767(5) . ?
S2 C7 1.779(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
S2' O5' 1.483(6) . ?
S2' C8' 1.766(6) . ?
S2' C7' 1.779(4) . ?
C7' H7'1 0.9800 . ?
C7' H7'2 0.9800 . ?
C7' H7'3 0.9800 . ?
C8' H8'1 0.9800 . ?
C8' H8'2 0.9800 . ?
C8' H8'3 0.9800 . ?
S2" O5" 1.484(6) . ?
S2" C8" 1.767(6) . ?
S2" C7" 1.779(4) . ?
C7" H7"1 0.9800 . ?
C7" H7"2 0.9800 . ?
C7" H7"3 0.9800 . ?
C8" H8"1 0.9800 . ?
C8" H8"2 0.9800 . ?
C8" H8"3 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O1 N1 107.61(16) . . ?
C1 N1 O1 100.72(17) . . ?
C2 N2 C1 100.59(17) . . ?
C2 N3 C3 120.14(18) . . ?
C3 N4 C4 129.14(18) . . ?
C3 N4 H4N 116(2) . . ?
C4 N4 H4N 115(2) . . ?
N6 N5 C4 117.66(17) . . ?
N5 N6 C4 117.05(17) . 2_576 ?
C3 N7 H7A 120(2) . . ?
C3 N7 H7B 117.7(16) . . ?
H7A N7 H7B 121(3) . . ?
O3 N8 O2 125.2(2) . . ?
O3 N8 C1 117.30(18) . . ?
O2 N8 C1 117.49(19) . . ?
N1 C1 N2 119.62(19) . . ?
N1 C1 N8 118.15(19) . . ?
N2 C1 N8 122.22(19) . . ?
N3 C2 N2 134.5(2) . . ?
N3 C2 O1 114.07(18) . . ?
N2 C2 O1 111.45(18) . . ?
N7 C3 N3 126.0(2) . . ?
N7 C3 N4 121.62(19) . . ?
N3 C3 N4 112.33(18) . . ?
N5 C4 N6 125.29(19) . 2_576 ?
N5 C4 N4 120.28(18) . . ?
N6 C4 N4 114.43(18) 2_576 . ?
O4 S1 C5 106.89(13) . . ?
O4 S1 C6 107.11(13) . . ?
C5 S1 C6 96.35(16) . . ?
S1 C5 H5A 109.5 . . ?
S1 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
S1 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
S1 C6 H6A 109.5 . . ?
S1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
S1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
O5 S2 C8 109.6(6) . . ?
O5 S2 C7 107.0(3) . . ?
C8 S2 C7 98.2(4) . . ?
O5' S2' C8' 109.9(7) . . ?
O5' S2' C7' 107.2(4) . . ?
C8' S2' C7' 98.3(4) . . ?
S2' C7' H7'1 109.5 . . ?
S2' C7' H7'2 109.5 . . ?
H7'1 C7' H7'2 109.5 . . ?
S2' C7' H7'3 109.5 . . ?
H7'1 C7' H7'3 109.5 . . ?
H7'2 C7' H7'3 109.5 . . ?
S2' C8' H8'1 109.5 . . ?
S2' C8' H8'2 109.5 . . ?
H8'1 C8' H8'2 109.5 . . ?
S2' C8' H8'3 109.5 . . ?
H8'1 C8' H8'3 109.5 . . ?
H8'2 C8' H8'3 109.5 . . ?
O5" S2" C8" 109.7(7) . . ?
O5" S2" C7" 107.0(4) . . ?
C8" S2" C7" 98.2(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 O1 N1 C1 -0.1(2) . . . . ?
C4 N5 N6 C4 -0.3(3) . . . 2_576 ?
O1 N1 C1 N2 -0.8(3) . . . . ?
O1 N1 C1 N8 -179.37(19) . . . . ?
C2 N2 C1 N1 1.2(3) . . . . ?
C2 N2 C1 N8 179.8(2) . . . . ?
O3 N8 C1 N1 174.7(2) . . . . ?
O2 N8 C1 N1 -5.1(3) . . . . ?
O3 N8 C1 N2 -3.9(3) . . . . ?
O2 N8 C1 N2 176.3(2) . . . . ?
C3 N3 C2 N2 -2.3(4) . . . . ?
C3 N3 C2 O1 179.13(19) . . . . ?
C1 N2 C2 N3 -179.8(3) . . . . ?
C1 N2 C2 O1 -1.2(2) . . . . ?
N1 O1 C2 N3 179.77(19) . . . . ?
N1 O1 C2 N2 0.8(3) . . . . ?
C2 N3 C3 N7 2.2(3) . . . . ?
C2 N3 C3 N4 -179.0(2) . . . . ?
C4 N4 C3 N7 -2.7(4) . . . . ?
C4 N4 C3 N3 178.4(2) . . . . ?
N6 N5 C4 N6 0.3(4) . . . 2_576 ?
N6 N5 C4 N4 -179.89(19) . . . . ?
C3 N4 C4 N5 1.4(3) . . . . ?
C3 N4 C4 N6 -178.8(2) . . . 2_576 ?

_diffrn_measured_fraction_theta_max 0.970
_diffrn_reflns_theta_full        29.09
_diffrn_measured_fraction_theta_full 0.970
_refine_diff_density_max         0.595
_refine_diff_density_min         -0.346
_refine_diff_density_rms         0.062