# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_comp9d
_database_code_depnum_ccdc_archive 'CCDC 1007707'
_audit_update_record             
;
2014-06-10 deposited with the CCDC.
2015-04-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H10 N6 O2'
_chemical_formula_sum            'C10 H10 N6 O2'
_chemical_formula_weight         246.24

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           Orthorhombic
_symmetry_space_group_name_H-M   'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-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                   7.6654(5)
_cell_length_b                   9.6969(6)
_cell_length_c                   15.2346(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1132.40(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7910
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      32.00

_exptl_crystal_description       prizm
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.444
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             512
_exptl_absorpt_coefficient_mu    0.107
_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      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            14832
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_av_sigmaI/netI    0.0148
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.64
_diffrn_reflns_theta_max         32.01
_reflns_number_total             1967
_reflns_number_gt                1771
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'APEX (Bruker, 2009)'
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  
'SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0525P)²+0.3939P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1967
_refine_ls_number_parameters     82
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0426
_refine_ls_wR_factor_ref         0.1125
_refine_ls_wR_factor_gt          0.1088
_refine_ls_goodness_of_fit_ref   1.155
_refine_ls_restrained_S_all      1.155
_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 0.05338(9) 0.14573(8) 0.07292(5) 0.01884(17) Uani 1 1 d . . .
N1 N 0.05449(11) 0.17608(9) -0.01685(5) 0.01690(17) Uani 1 1 d . . .
N2 N 0.20325(11) 0.08115(9) 0.09712(5) 0.01675(17) Uani 1 1 d . . .
N3 N 0.45872(10) 0.00521(8) 0.03554(5) 0.01370(16) Uani 1 1 d . . .
C1 C 0.29609(11) 0.06999(9) 0.02539(6) 0.01260(17) Uani 1 1 d . . .
C2 C 0.20320(11) 0.13036(9) -0.04731(6) 0.01312(17) Uani 1 1 d . . .
C3 C 0.25260(13) 0.14428(10) -0.14006(6) 0.01702(18) Uani 1 1 d . . .
H3A H 0.3769 0.1225 -0.1543 0.020 Uiso 1 1 calc R . .
C4 C 0.12087(14) 0.10917(12) -0.21028(7) 0.0227(2) Uani 1 1 d . . .
H4A H 0.1642 0.0647 -0.2645 0.027 Uiso 1 1 calc R . .
H4B H 0.0037 0.0786 -0.1911 0.027 Uiso 1 1 calc R . .
C5 C 0.16906(17) 0.25539(11) -0.19482(7) 0.0270(2) Uani 1 1 d . . .
H5A H 0.0817 0.3156 -0.1661 0.032 Uiso 1 1 calc R . .
H5B H 0.2422 0.3017 -0.2395 0.032 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
O1 N2 1.3594(10) . ?
O1 N1 1.3989(11) . ?
N1 C2 1.3082(12) . ?
N2 C1 1.3086(11) . ?
N3 N3 1.2582(15) 5_655 ?
N3 C1 1.4045(11) . ?
C1 C2 1.4410(12) . ?
C2 C3 1.4692(12) . ?
C3 C5 1.5056(14) . ?
C3 C4 1.5099(14) . ?
C3 H3A 1.0000 . ?
C4 C5 1.4840(16) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 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
N2 O1 N1 110.91(7) . . ?
C2 N1 O1 106.31(7) . . ?
C1 N2 O1 105.73(7) . . ?
N3 N3 C1 112.81(9) 5_655 . ?
N2 C1 N3 115.33(8) . . ?
N2 C1 C2 109.85(8) . . ?
N3 C1 C2 134.82(8) . . ?
N1 C2 C1 107.19(8) . . ?
N1 C2 C3 122.32(8) . . ?
C1 C2 C3 130.48(8) . . ?
C2 C3 C5 119.28(8) . . ?
C2 C3 C4 119.23(8) . . ?
C5 C3 C4 58.96(7) . . ?
C2 C3 H3A 115.8 . . ?
C5 C3 H3A 115.8 . . ?
C4 C3 H3A 115.8 . . ?
C5 C4 C3 60.37(7) . . ?
C5 C4 H4A 117.7 . . ?
C3 C4 H4A 117.7 . . ?
C5 C4 H4B 117.7 . . ?
C3 C4 H4B 117.7 . . ?
H4A C4 H4B 114.9 . . ?
C4 C5 C3 60.67(7) . . ?
C4 C5 H5A 117.7 . . ?
C3 C5 H5A 117.7 . . ?
C4 C5 H5B 117.7 . . ?
C3 C5 H5B 117.7 . . ?
H5A C5 H5B 114.8 . . ?

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
N2 O1 N1 C2 0.12(10) . . . . ?
N1 O1 N2 C1 -0.34(10) . . . . ?
O1 N2 C1 N3 -179.97(7) . . . . ?
O1 N2 C1 C2 0.42(10) . . . . ?
N3 N3 C1 N2 178.76(10) 5_655 . . . ?
N3 N3 C1 C2 -1.76(16) 5_655 . . . ?
O1 N1 C2 C1 0.14(10) . . . . ?
O1 N1 C2 C3 -179.69(8) . . . . ?
N2 C1 C2 N1 -0.36(10) . . . . ?
N3 C1 C2 N1 -179.86(9) . . . . ?
N2 C1 C2 C3 179.45(9) . . . . ?
N3 C1 C2 C3 -0.06(17) . . . . ?
N1 C2 C3 C5 23.10(14) . . . . ?
C1 C2 C3 C5 -156.68(10) . . . . ?
N1 C2 C3 C4 -45.58(13) . . . . ?
C1 C2 C3 C4 134.64(10) . . . . ?
C2 C3 C4 C5 108.50(10) . . . . ?
C2 C3 C5 C4 -108.43(10) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        32.01
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.337
_refine_diff_density_min         -0.344
_refine_diff_density_rms         0.071

####################################################################### 
# 
# 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_comp11
_database_code_depnum_ccdc_archive 'CCDC 1007708'
_audit_update_record             
;
2014-06-10 deposited with the CCDC.
2015-04-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C4 N10 O2'
_chemical_formula_sum            'C4 N10 O2'
_chemical_formula_weight         220.14

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'
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           Orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'

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

_cell_length_a                   8.1050(9)
_cell_length_b                   8.5614(9)
_cell_length_c                   11.3382(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     786.76(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1640
_cell_measurement_theta_min      2.98
_cell_measurement_theta_max      23.93

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.859
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             440
_exptl_absorpt_coefficient_mu    0.156
_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      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            11319
_diffrn_reflns_av_R_equivalents  0.0839
_diffrn_reflns_av_sigmaI/netI    0.0490
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.98
_diffrn_reflns_theta_max         31.13
_reflns_number_total             1475
_reflns_number_gt                1140
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'APEX (Bruker, 2009)'
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  
'SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0345P)²+0.0850P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   none
_refine_ls_hydrogen_treatment    none
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1475
_refine_ls_number_parameters     145
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0623
_refine_ls_R_factor_gt           0.0359
_refine_ls_wR_factor_ref         0.0778
_refine_ls_wR_factor_gt          0.0683
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_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 1.06531(18) 0.9688(2) 0.25707(14) 0.0224(4) Uani 1 1 d . . .
O2 O 0.22821(18) 0.75090(17) 0.06019(13) 0.0180(3) Uani 1 1 d . . .
N1 N 0.9316(2) 0.9661(2) 0.18134(16) 0.0193(4) Uani 1 1 d . . .
N2 N 1.0354(2) 0.8800(2) 0.35843(16) 0.0184(4) Uani 1 1 d . . .
N3 N 0.6667(2) 0.8489(2) 0.18590(15) 0.0124(4) Uani 1 1 d . . .
N4 N 0.6054(2) 0.7049(2) 0.20063(15) 0.0144(4) Uani 1 1 d . . .
N5 N 0.5826(2) 0.9604(2) 0.12870(16) 0.0148(4) Uani 1 1 d . . .
N6 N 0.3242(2) 0.6416(2) 0.12084(16) 0.0174(4) Uani 1 1 d . . .
N7 N 0.3011(2) 0.8974(2) 0.04693(16) 0.0174(4) Uani 1 1 d . . .
N8 N 0.7960(2) 0.7349(2) 0.42291(15) 0.0179(4) Uani 1 1 d . . .
N9 N 0.8742(2) 0.6918(2) 0.51372(16) 0.0150(4) Uani 1 1 d . . .
N10 N 0.9243(2) 0.6414(2) 0.59758(17) 0.0203(4) Uani 1 1 d . . .
C1 C 0.8241(2) 0.8804(2) 0.23451(18) 0.0139(4) Uani 1 1 d . . .
C2 C 0.8859(3) 0.8256(2) 0.34505(18) 0.0136(4) Uani 1 1 d . . .
C3 C 0.4566(3) 0.7237(2) 0.14521(18) 0.0141(4) Uani 1 1 d . . .
C4 C 0.4439(3) 0.8772(2) 0.10137(17) 0.0138(4) 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
O1 N1 1.383(2) . ?
O1 N2 1.399(2) . ?
O2 N7 1.394(2) . ?
O2 N6 1.398(2) . ?
N1 C1 1.289(3) . ?
N2 C2 1.307(3) . ?
N3 N4 1.340(2) . ?
N3 N5 1.340(2) . ?
N3 C1 1.415(3) . ?
N4 C3 1.370(3) . ?
N5 C4 1.366(3) . ?
N6 C3 1.312(3) . ?
N7 C4 1.324(3) . ?
N8 N9 1.264(2) . ?
N8 C2 1.383(3) . ?
N9 N10 1.120(2) . ?
C1 C2 1.429(3) . ?
C3 C4 1.409(3) . ?

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 O1 N2 111.42(15) . . ?
N7 O2 N6 114.80(15) . . ?
C1 N1 O1 104.41(17) . . ?
C2 N2 O1 105.01(17) . . ?
N4 N3 N5 121.80(16) . . ?
N4 N3 C1 117.46(17) . . ?
N5 N3 C1 120.74(17) . . ?
N3 N4 C3 99.28(16) . . ?
N3 N5 C4 99.05(16) . . ?
C3 N6 O2 101.55(16) . . ?
C4 N7 O2 101.71(16) . . ?
N9 N8 C2 114.81(18) . . ?
N10 N9 N8 170.2(2) . . ?
N1 C1 N3 122.39(18) . . ?
N1 C1 C2 111.11(18) . . ?
N3 C1 C2 126.51(19) . . ?
N2 C2 N8 127.9(2) . . ?
N2 C2 C1 108.04(18) . . ?
N8 C2 C1 124.0(2) . . ?
N6 C3 N4 138.9(2) . . ?
N6 C3 C4 111.47(19) . . ?
N4 C3 C4 109.60(18) . . ?
N7 C4 N5 139.3(2) . . ?
N7 C4 C3 110.47(19) . . ?
N5 C4 C3 110.26(18) . . ?

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
N2 O1 N1 C1 0.5(2) . . . . ?
N1 O1 N2 C2 -0.5(2) . . . . ?
N5 N3 N4 C3 -0.5(2) . . . . ?
C1 N3 N4 C3 178.76(16) . . . . ?
N4 N3 N5 C4 0.0(2) . . . . ?
C1 N3 N5 C4 -179.15(16) . . . . ?
N7 O2 N6 C3 0.4(2) . . . . ?
N6 O2 N7 C4 -0.4(2) . . . . ?
O1 N1 C1 N3 179.57(17) . . . . ?
O1 N1 C1 C2 -0.2(2) . . . . ?
N4 N3 C1 N1 141.4(2) . . . . ?
N5 N3 C1 N1 -39.3(3) . . . . ?
N4 N3 C1 C2 -38.8(3) . . . . ?
N5 N3 C1 C2 140.4(2) . . . . ?
O1 N2 C2 N8 -177.67(19) . . . . ?
O1 N2 C2 C1 0.4(2) . . . . ?
N9 N8 C2 N2 -5.4(3) . . . . ?
N9 N8 C2 C1 176.9(2) . . . . ?
N1 C1 C2 N2 -0.1(3) . . . . ?
N3 C1 C2 N2 -179.88(19) . . . . ?
N1 C1 C2 N8 178.04(19) . . . . ?
N3 C1 C2 N8 -1.8(3) . . . . ?
O2 N6 C3 N4 -179.8(2) . . . . ?
O2 N6 C3 C4 -0.2(2) . . . . ?
N3 N4 C3 N6 -179.7(3) . . . . ?
N3 N4 C3 C4 0.7(2) . . . . ?
O2 N7 C4 N5 -179.1(2) . . . . ?
O2 N7 C4 C3 0.3(2) . . . . ?
N3 N5 C4 N7 179.8(2) . . . . ?
N3 N5 C4 C3 0.4(2) . . . . ?
N6 C3 C4 N7 -0.1(2) . . . . ?
N4 C3 C4 N7 179.68(17) . . . . ?
N6 C3 C4 N5 179.53(18) . . . . ?
N4 C3 C4 N5 -0.7(2) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        31.13
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.283
_refine_diff_density_min         -0.263
_refine_diff_density_rms         0.061

