# Electronic Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_manuscript
_audit_block_code                ?
_audit_creation_method           SHELXL-97
_audit_creation_date             
;
'Sat Jul 13 13:38:24 2013'
;

_audit_update_record             ?

_chemical_name_systematic        bis(fluorodinitromethyl)bis(1,2,4-oxadiazole)
_chemical_compound_source        ?
_chemical_name_common            TNM2-BOD
_chemical_formula_moiety         'C6 N10 O14'
_chemical_formula_sum            'C6 N10 O14'
_chemical_formula_weight         436.123

_diffrn_ambient_temperature      100(2)
_diffrn_source_type              'Spellman generator'
_diffrn_source_power             ?
_diffrn_source_voltage           50 # kV
_diffrn_source_current           40 # mA
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_collimation    0.5
_diffrn_measurement_device       'CCD camera on \k-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       omega-scan
_diffrn_radiation_type           'Mo K\a'
_diffrn_detector_area_resol_mean 15.9809

_diffrn_reflns_number            20654
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_av_sigmaI/netI    0.0216
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         4.18
_diffrn_reflns_theta_max         26.37
_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.989

_reflns_number_total             2909
_reflns_number_gt                2515
_reflns_threshold_expression     >2\s(I)

_diffrn_orient_matrix_UB_11      -0.0520047000
_diffrn_orient_matrix_UB_12      0.0743662000
_diffrn_orient_matrix_UB_13      0.0006824000
_diffrn_orient_matrix_UB_21      -0.0147619000
_diffrn_orient_matrix_UB_22      0.0055597000
_diffrn_orient_matrix_UB_23      -0.0308961000
_diffrn_orient_matrix_UB_31      -0.0414435000
_diffrn_orient_matrix_UB_32      -0.0952755000
_diffrn_orient_matrix_UB_33      -0.0012373000
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -51.00   42.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.6994   57.0000    0.0000 93

#__ type_ start__ end____ width___ exp.time_
  2 omega  -91.00    0.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.6994  129.0000  125.0000 91

#__ type_ start__ end____ width___ exp.time_
  3 omega -103.00  -58.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.6994 -179.0000  150.0000 45

#__ type_ start__ end____ width___ exp.time_
  4 omega -104.00   25.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.6994    0.0000  -30.0000 129

#__ type_ start__ end____ width___ exp.time_
  5 omega   32.00  112.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932 -179.0000  120.0000 80

#__ type_ start__ end____ width___ exp.time_
  6 omega  -41.00   39.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932  -57.0000   90.0000 80

#__ type_ start__ end____ width___ exp.time_
  7 omega   -3.00   64.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932   77.0000   30.0000 67

#__ type_ start__ end____ width___ exp.time_
  8 omega   -3.00  102.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932   77.0000  -60.0000 105

#__ type_ start__ end____ width___ exp.time_
  9 omega   -3.00  101.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932   77.0000  120.0000 104

#__ type_ start__ end____ width___ exp.time_
 10 omega   -3.00  102.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932   77.0000 -150.0000 105

;
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  ?

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'

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

_cell_length_a                   10.6840(5)
_cell_length_b                   5.8606(3)
_cell_length_c                   23.5393(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.936(5)
_cell_angle_gamma                90.00
_cell_volume                     1436.50(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5617
_cell_measurement_theta_min      4.5160
_cell_measurement_theta_max      32.3530
_cell_special_details            ?

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.499
_exptl_crystal_size_mid          0.330
_exptl_crystal_size_min          0.031
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.01660(17)
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             872
_exptl_absorpt_coefficient_mu    0.200
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.87971
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
? ? ? ?

_diffrn_special_details          ?

_refine_diff_density_max         0.328
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.056

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
;
'ORTEP (M. N. Burnett, C. K. Johnson, ORTEP-III: Oak Ridge Thermal Ellipsoid
# Plot Program for Crystal Structure Illustrations, Oak Ridge National
# Laboratory Report ORNL-6895, 1996). Windows version (L. J. Farrugia, Univ.
# Glasgow) used --- SCHAKAL (E. Keller, University of  Freiburg (Breisgau),
# Germany, 1995)'
;
_computing_publication_material  
;PLATON (A. L. Spek, Acta Crystallogr, Sect. A, 1990, 46, C34, 1995 version).
# --- T.B.Cohen, Pure Appl. Chem. 1996,68,2339-2359 (atomic masses).
;
_refine_special_details          ?

_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^)+(0.0226P)^2^+2.1959P] where P=(Fo^2^+2Fc^2^)/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_extinction_expression ?
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   ?
_refine_ls_number_reflns         2909
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0423
_refine_ls_wR_factor_ref         0.0966
_refine_ls_wR_factor_gt          0.0929
_refine_ls_goodness_of_fit_ref   1.145
_refine_ls_restrained_S_all      1.145
_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
O13 O 0.80984(15) -0.1766(3) 0.45806(7) 0.0192(4) Uani 1 1 d . . .
N1 N 0.18215(17) 0.3800(3) 0.09471(8) 0.0143(4) Uani 1 1 d . . .
N2 N 0.03237(17) 0.1189(3) 0.12490(8) 0.0172(4) Uani 1 1 d . . .
O2 O 0.17937(15) 0.3967(3) 0.04330(7) 0.0198(4) Uani 1 1 d . . .
O5 O 0.08869(16) -0.1125(3) 0.04141(7) 0.0248(4) Uani 1 1 d . . .
O7 O 0.25999(14) -0.0770(3) 0.20731(6) 0.0162(3) Uani 1 1 d . . .
N3 N 0.18608(18) -0.0285(3) 0.06988(8) 0.0179(4) Uani 1 1 d . . .
O11 O 0.99995(15) 0.2347(3) 0.34544(7) 0.0247(4) Uani 1 1 d . . .
N6 N 0.63120(17) 0.0152(3) 0.31579(8) 0.0151(4) Uani 1 1 d . . .
O12 O 1.05263(14) -0.0265(3) 0.41228(7) 0.0209(4) Uani 1 1 d . . .
O3 O -0.04412(14) 0.2454(3) 0.09473(7) 0.0211(4) Uani 1 1 d . . .
O9 O 0.71206(15) 0.2960(3) 0.43383(7) 0.0203(4) Uani 1 1 d . . .
O6 O 0.29618(15) -0.0545(3) 0.06580(7) 0.0234(4) Uani 1 1 d . . .
N5 N 0.37589(17) -0.0841(3) 0.24975(8) 0.0163(4) Uani 1 1 d . . .
C6 C 0.8381(2) 0.0798(4) 0.38542(9) 0.0139(4) Uani 1 1 d . . .
N4 N 0.38106(17) 0.2057(3) 0.18613(8) 0.0150(4) Uani 1 1 d . . .
N10 N 0.82256(16) -0.1601(3) 0.40855(8) 0.0142(4) Uani 1 1 d . . .
N8 N 0.82270(17) 0.2489(3) 0.43409(8) 0.0160(4) Uani 1 1 d . . .
O8 O 0.75167(14) 0.3011(3) 0.29689(6) 0.0165(3) Uani 1 1 d . . .
N9 N 0.97770(17) 0.0958(3) 0.37996(8) 0.0161(4) Uani 1 1 d . . .
O14 O 0.82835(16) -0.3118(3) 0.37374(7) 0.0209(4) Uani 1 1 d . . .
C3 C 0.4414(2) 0.0843(4) 0.23445(9) 0.0140(4) Uani 1 1 d . . .
O1 O 0.18840(15) 0.5316(3) 0.13062(7) 0.0197(4) Uani 1 1 d . . .
C4 C 0.5715(2) 0.1376(4) 0.26744(9) 0.0139(4) Uani 1 1 d . . .
O4 O 0.01234(16) -0.0298(3) 0.15764(7) 0.0283(4) Uani 1 1 d . . .
O10 O 0.92045(15) 0.3103(3) 0.46738(7) 0.0236(4) Uani 1 1 d . . .
C5 C 0.7384(2) 0.1244(4) 0.33093(9) 0.0133(4) Uani 1 1 d . . .
N7 N 0.63738(17) 0.3083(3) 0.25347(8) 0.0166(4) Uani 1 1 d . . .
C1 C 0.1712(2) 0.1405(4) 0.11851(9) 0.0138(4) Uani 1 1 d . . .
C2 C 0.2729(2) 0.0992(4) 0.17229(9) 0.0138(4) Uani 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
O13 0.0201(8) 0.0228(9) 0.0150(8) 0.0026(7) 0.0044(6) -0.0027(7)
N1 0.0118(8) 0.0149(9) 0.0159(9) 0.0014(7) 0.0024(7) 0.0006(7)
N2 0.0123(9) 0.0225(10) 0.0166(9) -0.0015(8) 0.0026(7) -0.0024(8)
O2 0.0217(8) 0.0224(9) 0.0152(8) 0.0031(7) 0.0040(6) 0.0010(7)
O5 0.0254(9) 0.0210(9) 0.0225(9) -0.0058(7) -0.0063(7) 0.0023(7)
O7 0.0133(7) 0.0182(8) 0.0155(8) 0.0029(6) 0.0004(6) -0.0005(6)
N3 0.0225(10) 0.0134(9) 0.0160(9) 0.0007(8) 0.0003(8) 0.0045(8)
O11 0.0204(8) 0.0298(10) 0.0243(9) 0.0084(8) 0.0053(7) -0.0061(7)
N6 0.0133(8) 0.0163(9) 0.0154(9) 0.0002(7) 0.0027(7) 0.0008(7)
O12 0.0146(7) 0.0246(9) 0.0227(8) 0.0029(7) 0.0024(6) 0.0049(7)
O3 0.0139(7) 0.0251(9) 0.0238(9) -0.0002(7) 0.0032(7) 0.0030(7)
O9 0.0167(8) 0.0242(9) 0.0215(8) 0.0004(7) 0.0074(6) 0.0051(7)
O6 0.0228(9) 0.0276(9) 0.0214(8) -0.0001(7) 0.0083(7) 0.0068(7)
N5 0.0138(9) 0.0206(10) 0.0134(9) 0.0009(8) 0.0007(7) 0.0012(8)
C6 0.0117(10) 0.0141(11) 0.0166(11) -0.0001(9) 0.0048(8) -0.0009(8)
N4 0.0138(8) 0.0166(9) 0.0142(9) 0.0001(7) 0.0024(7) 0.0007(8)
N10 0.0096(8) 0.0163(9) 0.0159(9) 0.0016(8) 0.0011(7) 0.0000(7)
N8 0.0181(9) 0.0147(9) 0.0148(9) 0.0001(7) 0.0025(7) -0.0001(7)
O8 0.0134(7) 0.0179(8) 0.0165(8) 0.0029(6) 0.0000(6) -0.0020(6)
N9 0.0130(9) 0.0190(10) 0.0168(9) -0.0014(8) 0.0045(7) -0.0020(8)
O14 0.0255(9) 0.0154(8) 0.0217(8) -0.0023(7) 0.0046(7) -0.0009(7)
C3 0.0128(10) 0.0162(11) 0.0135(10) -0.0015(8) 0.0040(8) 0.0024(8)
O1 0.0225(8) 0.0163(8) 0.0203(8) -0.0026(7) 0.0045(7) 0.0017(7)
C4 0.0144(10) 0.0143(11) 0.0135(10) -0.0008(8) 0.0044(8) 0.0023(8)
O4 0.0206(8) 0.0369(11) 0.0266(9) 0.0114(8) 0.0033(7) -0.0116(8)
O10 0.0211(8) 0.0249(9) 0.0216(8) -0.0044(7) -0.0022(7) -0.0001(7)
C5 0.0137(10) 0.0136(10) 0.0133(10) 0.0000(8) 0.0046(8) 0.0005(8)
N7 0.0145(9) 0.0204(10) 0.0133(9) 0.0009(8) -0.0003(7) 0.0004(8)
C1 0.0125(10) 0.0144(11) 0.0148(10) 0.0006(8) 0.0036(8) -0.0002(8)
C2 0.0153(10) 0.0143(11) 0.0125(10) 0.0002(8) 0.0047(8) 0.0011(8)

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
O13 N10 1.207(2) . ?
N1 O2 1.208(2) . ?
N1 O1 1.218(2) . ?
N1 C1 1.525(3) . ?
N2 O3 1.209(2) . ?
N2 O4 1.214(3) . ?
N2 C1 1.529(3) . ?
O5 N3 1.209(2) . ?
O7 C2 1.347(3) . ?
O7 N5 1.407(2) . ?
N3 O6 1.211(2) . ?
N3 C1 1.549(3) . ?
O11 N9 1.211(2) . ?
N6 C5 1.291(3) . ?
N6 C4 1.375(3) . ?
O12 N9 1.209(2) . ?
O9 N8 1.213(2) . ?
N5 C3 1.307(3) . ?
C6 C5 1.495(3) . ?
C6 N9 1.528(3) . ?
C6 N10 1.530(3) . ?
C6 N8 1.551(3) . ?
N4 C2 1.290(3) . ?
N4 C3 1.374(3) . ?
N10 O14 1.220(2) . ?
N8 O10 1.212(2) . ?
O8 C5 1.336(3) . ?
O8 N7 1.407(2) . ?
C3 C4 1.466(3) . ?
C4 N7 1.306(3) . ?
C1 C2 1.492(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
O2 N1 O1 128.41(19) . . ?
O2 N1 C1 117.13(17) . . ?
O1 N1 C1 114.41(17) . . ?
O3 N2 O4 128.40(19) . . ?
O3 N2 C1 115.74(18) . . ?
O4 N2 C1 115.77(18) . . ?
C2 O7 N5 105.24(16) . . ?
O5 N3 O6 129.5(2) . . ?
O5 N3 C1 116.88(18) . . ?
O6 N3 C1 113.65(18) . . ?
C5 N6 C4 100.85(18) . . ?
C3 N5 O7 102.88(16) . . ?
C5 C6 N9 116.00(17) . . ?
C5 C6 N10 110.63(17) . . ?
N9 C6 N10 105.79(16) . . ?
C5 C6 N8 110.42(17) . . ?
N9 C6 N8 106.87(16) . . ?
N10 C6 N8 106.63(16) . . ?
C2 N4 C3 100.76(18) . . ?
O13 N10 O14 128.60(19) . . ?
O13 N10 C6 117.49(17) . . ?
O14 N10 C6 113.87(17) . . ?
O10 N8 O9 129.34(19) . . ?
O10 N8 C6 116.65(17) . . ?
O9 N8 C6 113.98(17) . . ?
C5 O8 N7 105.52(16) . . ?
O12 N9 O11 128.27(19) . . ?
O12 N9 C6 115.60(17) . . ?
O11 N9 C6 116.07(18) . . ?
N5 C3 N4 115.97(19) . . ?
N5 C3 C4 121.20(19) . . ?
N4 C3 C4 122.83(19) . . ?
N7 C4 N6 115.58(19) . . ?
N7 C4 C3 121.99(19) . . ?
N6 C4 C3 122.42(19) . . ?
N6 C5 O8 115.15(19) . . ?
N6 C5 C6 124.61(19) . . ?
O8 C5 C6 119.95(18) . . ?
C4 N7 O8 102.89(17) . . ?
C2 C1 N1 111.10(17) . . ?
C2 C1 N2 116.17(17) . . ?
N1 C1 N2 105.56(16) . . ?
C2 C1 N3 110.33(17) . . ?
N1 C1 N3 106.75(16) . . ?
N2 C1 N3 106.38(16) . . ?
N4 C2 O7 115.15(19) . . ?
N4 C2 C1 125.22(19) . . ?
O7 C2 C1 119.28(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
C2 O7 N5 C3 -0.4(2) . . . . ?
C5 C6 N10 O13 -124.23(19) . . . . ?
N9 C6 N10 O13 109.39(19) . . . . ?
N8 C6 N10 O13 -4.1(2) . . . . ?
C5 C6 N10 O14 57.6(2) . . . . ?
N9 C6 N10 O14 -68.7(2) . . . . ?
N8 C6 N10 O14 177.74(16) . . . . ?
C5 C6 N8 O10 -145.66(19) . . . . ?
N9 C6 N8 O10 -18.7(2) . . . . ?
N10 C6 N8 O10 94.1(2) . . . . ?
C5 C6 N8 O9 36.1(2) . . . . ?
N9 C6 N8 O9 163.03(17) . . . . ?
N10 C6 N8 O9 -84.2(2) . . . . ?
C5 C6 N9 O12 -149.49(19) . . . . ?
N10 C6 N9 O12 -26.5(2) . . . . ?
N8 C6 N9 O12 86.9(2) . . . . ?
C5 C6 N9 O11 33.1(3) . . . . ?
N10 C6 N9 O11 156.12(18) . . . . ?
N8 C6 N9 O11 -90.5(2) . . . . ?
O7 N5 C3 N4 0.4(2) . . . . ?
O7 N5 C3 C4 -179.49(18) . . . . ?
C2 N4 C3 N5 -0.3(2) . . . . ?
C2 N4 C3 C4 179.7(2) . . . . ?
C5 N6 C4 N7 0.5(2) . . . . ?
C5 N6 C4 C3 -178.0(2) . . . . ?
N5 C3 C4 N7 -178.6(2) . . . . ?
N4 C3 C4 N7 1.5(3) . . . . ?
N5 C3 C4 N6 -0.1(3) . . . . ?
N4 C3 C4 N6 180.0(2) . . . . ?
C4 N6 C5 O8 -0.3(2) . . . . ?
C4 N6 C5 C6 173.5(2) . . . . ?
N7 O8 C5 N6 -0.1(2) . . . . ?
N7 O8 C5 C6 -174.17(18) . . . . ?
N9 C6 C5 N6 141.7(2) . . . . ?
N10 C6 C5 N6 21.3(3) . . . . ?
N8 C6 C5 N6 -96.5(2) . . . . ?
N9 C6 C5 O8 -44.8(3) . . . . ?
N10 C6 C5 O8 -165.24(17) . . . . ?
N8 C6 C5 O8 77.0(2) . . . . ?
N6 C4 N7 O8 -0.6(2) . . . . ?
C3 C4 N7 O8 177.97(18) . . . . ?
C5 O8 N7 C4 0.4(2) . . . . ?
O2 N1 C1 C2 131.40(19) . . . . ?
O1 N1 C1 C2 -50.9(2) . . . . ?
O2 N1 C1 N2 -101.86(19) . . . . ?
O1 N1 C1 N2 75.8(2) . . . . ?
O2 N1 C1 N3 11.1(2) . . . . ?
O1 N1 C1 N3 -171.26(16) . . . . ?
O3 N2 C1 C2 146.5(2) . . . . ?
O4 N2 C1 C2 -36.6(3) . . . . ?
O3 N2 C1 N1 23.0(2) . . . . ?
O4 N2 C1 N1 -160.19(18) . . . . ?
O3 N2 C1 N3 -90.2(2) . . . . ?
O4 N2 C1 N3 86.6(2) . . . . ?
O5 N3 C1 C2 137.83(19) . . . . ?
O6 N3 C1 C2 -43.0(2) . . . . ?
O5 N3 C1 N1 -101.3(2) . . . . ?
O6 N3 C1 N1 77.8(2) . . . . ?
O5 N3 C1 N2 11.0(2) . . . . ?
O6 N3 C1 N2 -169.81(17) . . . . ?
C3 N4 C2 O7 0.0(2) . . . . ?
C3 N4 C2 C1 -173.1(2) . . . . ?
N5 O7 C2 N4 0.3(2) . . . . ?
N5 O7 C2 C1 173.84(18) . . . . ?
N1 C1 C2 N4 -23.6(3) . . . . ?
N2 C1 C2 N4 -144.3(2) . . . . ?
N3 C1 C2 N4 94.6(2) . . . . ?
N1 C1 C2 O7 163.55(17) . . . . ?
N2 C1 C2 O7 42.9(3) . . . . ?
N3 C1 C2 O7 -78.3(2) . . . . ?

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
? ? ? ? ? ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
? ? ? ? ? ? ? ?

_geom_special_details            ?


_database_code_depnum_ccdc_archive 'CCDC 963150'