# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_manuscript
_database_code_depnum_ccdc_archive 'CCDC 1506284'

_audit_update_record             
;
2016-09-26 deposited with the CCDC.
2016-10-28 downloaded from the CCDC.
;
_audit_block_code                ?
_audit_creation_method           SHELXL-97
_audit_creation_date             
;
'Thu Jun 20 15:18:27 2013'
;

_chemical_name_systematic        4,4,4-trinitrobutanamide
_chemical_compound_source        ?
_chemical_name_common            4,4,4-trinitrobutanamide
_chemical_formula_moiety         'C4 H6 N4 O7'
_chemical_formula_sum            'C4 H6 N4 O7'
_chemical_formula_weight         222.11

_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 κ-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            3448
_diffrn_reflns_av_R_equivalents  0.0192
_diffrn_reflns_av_sigmaI/netI    0.0340
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         4.27
_diffrn_reflns_theta_max         28.27
_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        28.27
_diffrn_measured_fraction_theta_full 0.994

_reflns_number_total             1971
_reflns_number_gt                1685
_reflns_threshold_expression     >2σ(I)

_diffrn_orient_matrix_UB_11      -0.0459895000
_diffrn_orient_matrix_UB_12      -0.0833300000
_diffrn_orient_matrix_UB_13      0.0331760000
_diffrn_orient_matrix_UB_21      0.0550389000
_diffrn_orient_matrix_UB_22      -0.0422974000
_diffrn_orient_matrix_UB_23      -0.0572952000
_diffrn_orient_matrix_UB_31      0.0915024000
_diffrn_orient_matrix_UB_32      -0.0191055000
_diffrn_orient_matrix_UB_33      0.0470663000
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   -9.00   41.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.6994   57.0000  -90.0000 50

#__ type_ start__ end____ width___ exp.time_
  2 omega -100.00  -75.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.6994  -77.0000    0.0000 25

#__ type_ start__ end____ width___ exp.time_
  3 omega  -97.00  -19.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.6994  -57.0000  120.0000 78

#__ type_ start__ end____ width___ exp.time_
  4 omega   -3.00  102.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932   77.0000    0.0000 105

#__ type_ start__ end____ width___ exp.time_
  5 omega  -24.00   74.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932  -99.0000   90.0000 98

#__ type_ start__ end____ width___ exp.time_
  6 omega  -16.00   64.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932  -99.0000 -120.0000 80

;
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'

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'

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

_cell_length_a                   6.1081(5)
_cell_length_b                   7.5366(6)
_cell_length_c                   8.8543(7)
_cell_angle_alpha                80.728(7)
_cell_angle_beta                 87.505(7)
_cell_angle_gamma                88.355(6)
_cell_volume                     401.80(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1595
_cell_measurement_theta_min      4.7930
_cell_measurement_theta_max      32.2010
_cell_special_details            ?

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.836
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             228
_exptl_absorpt_coefficient_mu    0.177
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.98709
_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         0.388
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.049

_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/[σ²(Fo²)+(0.0336P)²+0.0521P] where P=(Fo²+2Fc²)/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_extinction_expression ?
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   ?
_refine_ls_number_reflns         1971
_refine_ls_number_parameters     154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0380
_refine_ls_R_factor_gt           0.0308
_refine_ls_wR_factor_ref         0.0794
_refine_ls_wR_factor_gt          0.0735
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_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
C1 C 0.60494(18) 0.69331(16) 0.23573(13) 0.0109(2) Uani 1 1 d . . .
C2 C 0.74978(19) 0.55286(16) 0.32417(13) 0.0113(2) Uani 1 1 d . . .
C3 C 0.7997(2) 0.38700(16) 0.24931(14) 0.0130(2) Uani 1 1 d . . .
C4 C 0.89121(18) 0.23470(16) 0.36527(13) 0.0113(2) Uani 1 1 d . . .
N1 N 0.57563(16) 0.86215(13) 0.31264(11) 0.0126(2) Uani 1 1 d . . .
N2 N 0.37105(16) 0.63111(14) 0.21820(12) 0.0134(2) Uani 1 1 d . . .
N3 N 0.70263(16) 0.75246(13) 0.07520(11) 0.0122(2) Uani 1 1 d . . .
N4 N 1.01006(17) 0.10997(15) 0.30589(12) 0.0141(2) Uani 1 1 d . . .
O1 O 0.63973(14) 0.84792(12) 0.44160(10) 0.0168(2) Uani 1 1 d . . .
O2 O 0.49001(15) 0.99389(12) 0.23761(11) 0.0199(2) Uani 1 1 d . . .
O3 O 0.25978(15) 0.72431(14) 0.12417(12) 0.0259(2) Uani 1 1 d . . .
O4 O 0.31492(14) 0.49514(12) 0.30229(10) 0.0158(2) Uani 1 1 d . . .
O5 O 0.66121(16) 0.65946(13) -0.01991(10) 0.0219(2) Uani 1 1 d . . .
O6 O 0.82850(14) 0.87652(12) 0.05792(10) 0.0188(2) Uani 1 1 d . . .
O7 O 0.84909(14) 0.22584(11) 0.50422(9) 0.0143(2) Uani 1 1 d . . .
H1 H 0.880(2) 0.612(2) 0.3408(17) 0.017 Uiso 1 1 d . . .
H2 H 0.673(2) 0.519(2) 0.4216(17) 0.017 Uiso 1 1 d . . .
H3 H 0.670(2) 0.342(2) 0.2123(17) 0.017 Uiso 1 1 d . . .
H4 H 0.905(2) 0.412(2) 0.1609(17) 0.017 Uiso 1 1 d . . .
H5 H 1.040(2) 0.128(2) 0.2056(18) 0.017 Uiso 1 1 d . . .
H6 H 1.066(2) 0.016(2) 0.3620(17) 0.017 Uiso 1 1 d . . .


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
C1 C2 1.5020(16) . ?
C1 N3 1.5206(15) . ?
C1 N2 1.5382(15) . ?
C1 N1 1.5396(15) . ?
C2 C3 1.5240(17) . ?
C2 H1 0.953(16) . ?
C2 H2 0.963(15) . ?
C3 C4 1.5223(16) . ?
C3 H3 0.962(16) . ?
C3 H4 0.988(15) . ?
C4 O7 1.2375(14) . ?
C4 N4 1.3320(15) . ?
N1 O1 1.2106(13) . ?
N1 O2 1.2201(13) . ?
N2 O4 1.2141(13) . ?
N2 O3 1.2173(13) . ?
N3 O6 1.2140(13) . ?
N3 O5 1.2179(14) . ?
N4 H5 0.889(16) . ?
N4 H6 0.868(16) . ?

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 C1 N3 110.49(9) . . ?
C2 C1 N2 114.15(10) . . ?
N3 C1 N2 107.07(9) . . ?
C2 C1 N1 112.09(9) . . ?
N3 C1 N1 107.44(9) . . ?
N2 C1 N1 105.19(9) . . ?
C1 C2 C3 115.16(10) . . ?
C1 C2 H1 106.1(9) . . ?
C3 C2 H1 111.7(9) . . ?
C1 C2 H2 105.1(8) . . ?
C3 C2 H2 110.0(9) . . ?
H1 C2 H2 108.3(13) . . ?
C4 C3 C2 110.38(10) . . ?
C4 C3 H3 106.3(9) . . ?
C2 C3 H3 111.8(9) . . ?
C4 C3 H4 109.2(8) . . ?
C2 C3 H4 112.1(9) . . ?
H3 C3 H4 106.9(12) . . ?
O7 C4 N4 123.15(11) . . ?
O7 C4 C3 121.47(10) . . ?
N4 C4 C3 115.32(10) . . ?
O1 N1 O2 127.55(11) . . ?
O1 N1 C1 115.79(9) . . ?
O2 N1 C1 116.65(10) . . ?
O4 N2 O3 126.61(11) . . ?
O4 N2 C1 116.27(9) . . ?
O3 N2 C1 117.09(10) . . ?
O6 N3 O5 126.50(10) . . ?
O6 N3 C1 117.14(10) . . ?
O5 N3 C1 116.01(10) . . ?
C4 N4 H5 118.4(10) . . ?
C4 N4 H6 122.5(10) . . ?
H5 N4 H6 119.0(14) . . ?

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
N3 C1 C2 C3 -56.06(13) . . . . ?
N2 C1 C2 C3 64.66(13) . . . . ?
N1 C1 C2 C3 -175.87(10) . . . . ?
C1 C2 C3 C4 -164.29(10) . . . . ?
C2 C3 C4 O7 25.44(16) . . . . ?
C2 C3 C4 N4 -157.30(11) . . . . ?
C2 C1 N1 O1 -11.60(14) . . . . ?
N3 C1 N1 O1 -133.17(10) . . . . ?
N2 C1 N1 O1 112.99(10) . . . . ?
C2 C1 N1 O2 168.78(10) . . . . ?
N3 C1 N1 O2 47.21(13) . . . . ?
N2 C1 N1 O2 -66.63(12) . . . . ?
C2 C1 N2 O4 15.22(14) . . . . ?
N3 C1 N2 O4 137.83(10) . . . . ?
N1 C1 N2 O4 -108.07(11) . . . . ?
C2 C1 N2 O3 -166.18(10) . . . . ?
N3 C1 N2 O3 -43.56(13) . . . . ?
N1 C1 N2 O3 70.54(12) . . . . ?
C2 C1 N3 O6 -88.99(12) . . . . ?
N2 C1 N3 O6 146.14(10) . . . . ?
N1 C1 N3 O6 33.57(13) . . . . ?
C2 C1 N3 O5 84.66(12) . . . . ?
N2 C1 N3 O5 -40.20(13) . . . . ?
N1 C1 N3 O5 -152.78(10) . . . . ?

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            ?


loop_
_iucr_refine_instructions_details
;
TITL P-1 in P-1
CELL  0.71069   6.1081   7.5366   8.8543   80.728   87.505   88.355
ZERR     2.00   0.0005   0.0006   0.0007    0.007    0.007    0.006
LATT   1
SFAC  C    H    N    O
UNIT  8    12   8    14
MERG   2
OMIT    -2  -1   1
OMIT     2  -5   3
OMIT    -1   6   5
OMIT     0  -6   6
OMIT    -1   0   3
SHEL 0.75 1000
FMAP   2
PLAN   20
ACTA
HTAB    2.00000
BOND   $H
CONF
L.S.  10
TEMP  -173.00
WGHT    0.033600    0.052100
FVAR       0.39700
C1    1    0.604936    0.693313    0.235727    11.00000    0.01107    0.01013 =
         0.01143   -0.00122    0.00006   -0.00093
C2    1    0.749781    0.552864    0.324170    11.00000    0.01294    0.01027 =
         0.01049   -0.00055   -0.00228    0.00117
C3    1    0.799709    0.386998    0.249307    11.00000    0.01608    0.01093 =
         0.01196   -0.00201   -0.00252    0.00298
C4    1    0.891206    0.234698    0.365272    11.00000    0.00954    0.01051 =
         0.01387   -0.00132   -0.00148   -0.00120
N1    3    0.575634    0.862145    0.312644    11.00000    0.01149    0.01102 =
         0.01507   -0.00205    0.00109    0.00052
N2    3    0.371045    0.631106    0.218203    11.00000    0.01289    0.01298 =
         0.01477   -0.00343   -0.00154    0.00013
N3    3    0.702628    0.752456    0.075199    11.00000    0.01334    0.01073 =
         0.01163    0.00068   -0.00084    0.00215
N4    3    1.010063    0.109965    0.305885    11.00000    0.01820    0.01192 =
         0.01113   -0.00007    0.00052    0.00435
O1    4    0.639726    0.847920    0.441597    11.00000    0.01954    0.01771 =
         0.01442   -0.00557   -0.00279    0.00047
O2    4    0.490011    0.993886    0.237607    11.00000    0.02310    0.01277 =
         0.02278   -0.00076   -0.00243    0.00686
O3    4    0.259780    0.724306    0.124173    11.00000    0.01884    0.02280 =
         0.03381    0.00535   -0.01292    0.00091
O4    4    0.314924    0.495138    0.302288    11.00000    0.01662    0.01547 =
         0.01546   -0.00311    0.00247   -0.00473
O5    4    0.661210    0.659463   -0.019906    11.00000    0.03664    0.01722 =
         0.01274   -0.00457   -0.00131   -0.00343
O6    4    0.828501    0.876518    0.057922    11.00000    0.01741    0.02000 =
         0.01811   -0.00031    0.00110   -0.00604
O7    4    0.849088    0.225841    0.504224    11.00000    0.01778    0.01232 =
         0.01245   -0.00122   -0.00008    0.00183
H1    2    0.880183    0.612192    0.340790    11.00000   -1.20000
H2    2    0.673283    0.518958    0.421566    11.00000   -1.20000
H3    2    0.669729    0.342148    0.212279    11.00000   -1.20000
H4    2    0.904788    0.412029    0.160853    11.00000   -1.20000
H5    2    1.040369    0.127974    0.205553    11.00000   -1.20000
H6    2    1.065712    0.015768    0.361991    11.00000   -1.20000
HKLF    4
 
REM  P-1 in P-1
REM R1 =  0.0308 for   1685 Fo > 4sig(Fo)  and  0.0380 for all   1971 data
REM    154 parameters refined using      0 restraints
 
END
 
WGHT      0.0336      0.0521
REM Highest difference peak  0.388,  deepest hole -0.228,  1-sigma level  0.049
Q1    1   0.6439  0.7155  0.1568  11.00000  0.05    0.39
Q2    1   0.8568  0.3134  0.3007  11.00000  0.05    0.34
Q3    1   0.5031  0.6639  0.2320  11.00000  0.05    0.29
Q4    1   0.6721  0.6189  0.2761  11.00000  0.05    0.29
Q5    1   0.5939  0.7772  0.2641  11.00000  0.05    0.29
Q6    1   0.7770  0.4730  0.2755  11.00000  0.05    0.26
Q7    1   0.9856  0.2040  0.3267  11.00000  0.05    0.21
Q8    1   0.3807  0.7186  0.0876  11.00000  0.05    0.18
Q9    1   0.7166  0.2744  0.5368  11.00000  0.05    0.18
Q10   1   0.9477  0.8640 -0.0029  11.00000  0.05    0.17
Q11   1   0.5414  0.4299  0.4368  11.00000  0.05    0.16
Q12   1   0.6026  0.7362  0.0152  11.00000  0.05    0.15
Q13   1   0.7448  0.3662  0.2380  11.00000  0.05    0.15
Q14   1   0.8259  0.7757  0.5004  11.00000  0.05    0.15
Q15   1   0.4972  0.9259  0.1662  11.00000  0.05    0.15
Q16   1   0.5360  0.3598  0.2369  11.00000  0.05    0.15
Q17   1   0.5491  0.6259  0.0359  11.00000  0.05    0.14
Q18   1   0.5710  1.0721  0.4284  11.00000  0.05    0.14
Q19   1   0.7102  0.7411  0.4331  11.00000  0.05    0.14
Q20   1   0.6854  0.9973  0.3880  11.00000  0.05    0.14
;
####################################################################### 
# 
# 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_manuscript
_database_code_depnum_ccdc_archive 'CCDC 1506285'

_audit_update_record             
;
2016-09-26 deposited with the CCDC.
2016-10-28 downloaded from the CCDC.
;

loop_
_vrf_PLAT430_manuscript
;
PROBLEM: _Alert_2_B Short Inter D...A Contact 
RESPONSE: 
It was convinced that no hydrogen bond was missed. 
;
_audit_block_code                ?
_audit_creation_method           SHELXL-97
_audit_creation_date             
;
'Mon Sep 23 17:48:24 2013'
;

_chemical_name_systematic        '4,4,4-trinitrobutanoic acid'
_chemical_compound_source        ?
_chemical_name_common            '4,4,4-trinitrobutanoic acid'
_chemical_formula_moiety         'C4 H5 N3 O8'
_chemical_formula_sum            'C4 H5 N3 O8'
_chemical_formula_weight         223.11

_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     0.71073
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_collimation    0.5
_diffrn_measurement_device       'CCD camera on κ-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            3513
_diffrn_reflns_av_R_equivalents  0.0192
_diffrn_reflns_av_sigmaI/netI    0.0281
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         4.15
_diffrn_reflns_theta_max         26.37
_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.997

_reflns_number_total             1750
_reflns_number_gt                1484
_reflns_threshold_expression     >2σ(I)

_diffrn_orient_matrix_UB_11      0.0780852000
_diffrn_orient_matrix_UB_12      0.0164800000
_diffrn_orient_matrix_UB_13      -0.0446212000
_diffrn_orient_matrix_UB_21      -0.0867299000
_diffrn_orient_matrix_UB_22      0.0128634000
_diffrn_orient_matrix_UB_23      -0.0589364000
_diffrn_orient_matrix_UB_31      -0.0047019000
_diffrn_orient_matrix_UB_32      0.0369902000
_diffrn_orient_matrix_UB_33      0.0406017000
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -93.00  -43.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.6994 -179.0000  -60.0000 50

#__ type_ start__ end____ width___ exp.time_
  2 omega  -75.00   40.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.6994   19.0000  -90.0000 115

#__ type_ start__ end____ width___ exp.time_
  3 omega  -96.00  -17.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.6994  -57.0000  -60.0000 79

;
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'

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'

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                   6.1307(3)
_cell_length_b                   16.7082(8)
_cell_length_c                   8.5025(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.296(4)
_cell_angle_gamma                90.00
_cell_volume                     861.82(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1412
_cell_measurement_theta_min      4.8530
_cell_measurement_theta_max      31.6460
_cell_special_details            ?

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.720
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             456
_exptl_absorpt_coefficient_mu    0.171
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.98893
_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         0.265
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.043

_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/[σ²(Fo²)+(0.0314P)²+0.2537P] where P=(Fo²+2Fc²)/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_extinction_expression ?
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   ?
_refine_ls_number_reflns         1750
_refine_ls_number_parameters     156
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0384
_refine_ls_R_factor_gt           0.0306
_refine_ls_wR_factor_ref         0.0764
_refine_ls_wR_factor_gt          0.0708
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_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
C1 C 0.1899(2) 0.16038(8) 0.50446(15) 0.0160(3) Uani 1 1 d . . .
C2 C 0.2605(2) 0.14469(8) 0.34510(15) 0.0162(3) Uani 1 1 d . . .
C3 C 0.1759(2) 0.06656(8) 0.26509(16) 0.0182(3) Uani 1 1 d . . .
C4 C 0.3177(2) 0.04059(8) 0.14329(15) 0.0171(3) Uani 1 1 d . . .
N1 N -0.05798(17) 0.16668(7) 0.50386(13) 0.0193(3) Uani 1 1 d . . .
N2 N 0.28918(19) 0.23884(7) 0.57637(15) 0.0248(3) Uani 1 1 d . . .
N3 N 0.26837(18) 0.09570(7) 0.62807(13) 0.0205(3) Uani 1 1 d . . .
O1 O -0.16326(15) 0.10905(6) 0.44817(12) 0.0263(2) Uani 1 1 d . . .
O2 O -0.12968(17) 0.22714(6) 0.55766(13) 0.0310(3) Uani 1 1 d . . .
O3 O 0.3042(2) 0.29303(6) 0.48502(14) 0.0372(3) Uani 1 1 d . . .
O4 O 0.3451(2) 0.23968(8) 0.71904(13) 0.0440(3) Uani 1 1 d . . .
O5 O 0.15010(17) 0.07972(6) 0.72603(12) 0.0297(3) Uani 1 1 d . . .
O6 O 0.44714(17) 0.06761(8) 0.61692(14) 0.0394(3) Uani 1 1 d . . .
O7 O 0.47767(15) 0.07841(6) 0.11543(11) 0.0224(2) Uani 1 1 d . . .
O8 O 0.24985(16) -0.02702(6) 0.07489(12) 0.0223(2) Uani 1 1 d . . .
H1 H 0.418(3) 0.1446(9) 0.3669(17) 0.019(4) Uiso 1 1 d . . .
H2 H 0.215(2) 0.1894(9) 0.2827(17) 0.017(4) Uiso 1 1 d . . .
H3 H 0.179(2) 0.0227(10) 0.3438(19) 0.023(4) Uiso 1 1 d . . .
H4 H 0.026(3) 0.0708(9) 0.2123(19) 0.026(4) Uiso 1 1 d . . .
H5 H 0.341(3) -0.0419(12) 0.012(2) 0.050(6) Uiso 1 1 d . . .


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
C1 C2 1.5038(17) . ?
C1 N1 1.5228(16) . ?
C1 N2 1.5346(17) . ?
C1 N3 1.5354(17) . ?
C2 C3 1.5279(18) . ?
C2 H1 0.956(15) . ?
C2 H2 0.935(15) . ?
C3 C4 1.5088(18) . ?
C3 H3 0.991(17) . ?
C3 H4 0.966(16) . ?
C4 O7 1.2181(16) . ?
C4 O8 1.3106(16) . ?
N1 O1 1.2165(14) . ?
N1 O2 1.2170(15) . ?
N2 O3 1.2052(16) . ?
N2 O4 1.2121(16) . ?
N3 O6 1.2085(15) . ?
N3 O5 1.2104(14) . ?
O8 H5 0.86(2) . ?

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 C1 N1 115.21(11) . . ?
C2 C1 N2 111.02(10) . . ?
N1 C1 N2 106.29(10) . . ?
C2 C1 N3 113.06(10) . . ?
N1 C1 N3 105.35(9) . . ?
N2 C1 N3 105.16(10) . . ?
C1 C2 C3 115.26(11) . . ?
C1 C2 H1 103.9(9) . . ?
C3 C2 H1 110.7(9) . . ?
C1 C2 H2 105.7(9) . . ?
C3 C2 H2 112.1(9) . . ?
H1 C2 H2 108.7(13) . . ?
C4 C3 C2 111.03(11) . . ?
C4 C3 H3 107.1(9) . . ?
C2 C3 H3 111.0(9) . . ?
C4 C3 H4 107.9(9) . . ?
C2 C3 H4 112.6(9) . . ?
H3 C3 H4 106.9(12) . . ?
O7 C4 O8 125.02(12) . . ?
O7 C4 C3 122.96(12) . . ?
O8 C4 C3 112.01(11) . . ?
O1 N1 O2 127.10(11) . . ?
O1 N1 C1 114.82(10) . . ?
O2 N1 C1 118.07(11) . . ?
O3 N2 O4 126.83(13) . . ?
O3 N2 C1 116.61(12) . . ?
O4 N2 C1 116.56(12) . . ?
O6 N3 O5 127.47(12) . . ?
O6 N3 C1 114.68(11) . . ?
O5 N3 C1 117.83(11) . . ?
C4 O8 H5 109.4(13) . . ?

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
N1 C1 C2 C3 -60.82(15) . . . . ?
N2 C1 C2 C3 178.31(11) . . . . ?
N3 C1 C2 C3 60.41(15) . . . . ?
C1 C2 C3 C4 -158.38(11) . . . . ?
C2 C3 C4 O7 0.01(18) . . . . ?
C2 C3 C4 O8 179.04(11) . . . . ?
C2 C1 N1 O1 55.76(15) . . . . ?
N2 C1 N1 O1 179.17(11) . . . . ?
N3 C1 N1 O1 -69.56(13) . . . . ?
C2 C1 N1 O2 -124.27(13) . . . . ?
N2 C1 N1 O2 -0.86(15) . . . . ?
N3 C1 N1 O2 110.41(12) . . . . ?
C2 C1 N2 O3 36.70(16) . . . . ?
N1 C1 N2 O3 -89.29(13) . . . . ?
N3 C1 N2 O3 159.30(12) . . . . ?
C2 C1 N2 O4 -143.01(13) . . . . ?
N1 C1 N2 O4 91.00(14) . . . . ?
N3 C1 N2 O4 -20.40(15) . . . . ?
C2 C1 N3 O6 35.08(16) . . . . ?
N1 C1 N3 O6 161.73(11) . . . . ?
N2 C1 N3 O6 -86.20(14) . . . . ?
C2 C1 N3 O5 -146.38(12) . . . . ?
N1 C1 N3 O5 -19.73(15) . . . . ?
N2 C1 N3 O5 92.34(13) . . . . ?

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            ?


loop_
_iucr_refine_instructions_details
;
TITL ix435 in P2(1)/n
CELL  0.71073   6.1307  16.7082   8.5025   90.000   98.296   90.000
ZERR     4.00   0.0003   0.0008   0.0004    0.000    0.004    0.000
LATT   1
SYMM  1/2 - X, 1/2 + Y, 1/2 - Z
SFAC  C    H    N    O
UNIT  16   20   12   32
MERG   2
SHEL 0.8 1000
FMAP   2
PLAN   20
ACTA
HTAB    2.00000
BOND   $H
CONF
L.S.  10
TEMP  -173.00
WGHT    0.031400    0.253700
FVAR       9.65320
C1    1    0.189940    0.160376    0.504463    11.00000    0.01530    0.01523 =
         0.01745    0.00022    0.00218   -0.00049
C2    1    0.260546    0.144688    0.345098    11.00000    0.01623    0.01670 =
         0.01616    0.00097    0.00415    0.00099
C3    1    0.175900    0.066556    0.265089    11.00000    0.01607    0.02095 =
         0.01794   -0.00238    0.00344    0.00012
C4    1    0.317734    0.040591    0.143290    11.00000    0.01811    0.01714 =
         0.01549    0.00045    0.00071    0.00225
N1    3   -0.057981    0.166676    0.503860    11.00000    0.01770    0.02420 =
         0.01647   -0.00069    0.00457    0.00227
N2    3    0.289185    0.238836    0.576366    11.00000    0.02691    0.02385 =
         0.02509   -0.00583    0.00881   -0.00664
N3    3    0.268371    0.095704    0.628074    11.00000    0.01922    0.02390 =
         0.01747    0.00331   -0.00024   -0.00226
O1    4   -0.163258    0.109045    0.448169    11.00000    0.01689    0.03382 =
         0.02836   -0.00754    0.00418   -0.00454
O2    4   -0.129684    0.227140    0.557664    11.00000    0.03163    0.03148 =
         0.03230   -0.00659    0.01240    0.01077
O3    4    0.304227    0.293034    0.485016    11.00000    0.05868    0.01745 =
         0.03892   -0.00316    0.01853   -0.00767
O4    4    0.345072    0.239676    0.719044    11.00000    0.06018    0.04608 =
         0.02385   -0.01152   -0.00002   -0.02443
O5    4    0.150101    0.079715    0.726028    11.00000    0.03129    0.03675 =
         0.02199    0.00763    0.00741   -0.00608
O6    4    0.447135    0.067612    0.616924    11.00000    0.02518    0.05592 =
         0.03694    0.01932    0.00424    0.01660
O7    4    0.477669    0.078412    0.115430    11.00000    0.02525    0.02043 =
         0.02388   -0.00313    0.01148   -0.00315
O8    4    0.249848   -0.027020    0.074887    11.00000    0.02116    0.02314 =
         0.02396   -0.00817    0.00785   -0.00283
H1    2    0.417984    0.144552    0.366881    11.00000    0.01911
H2    2    0.215330    0.189411    0.282744    11.00000    0.01668
H3    2    0.178880    0.022697    0.343809    11.00000    0.02323
H4    2    0.025927    0.070794    0.212330    11.00000    0.02601
H5    2    0.340596   -0.041948    0.012269    11.00000    0.04979
HKLF    4
 
REM  ix435 in P2(1)/n
REM R1 =  0.0306 for   1484 Fo > 4sig(Fo)  and  0.0384 for all   1750 data
REM    156 parameters refined using      0 restraints
 
END
 
WGHT      0.0314      0.2537
REM Highest difference peak  0.265,  deepest hole -0.233,  1-sigma level  0.043
Q1    1   0.0782  0.1635  0.5035  11.00000  0.05    0.27
Q2    1   0.2176  0.1019  0.3179  11.00000  0.05    0.22
Q3    1   0.2394  0.0586  0.2025  11.00000  0.05    0.20
Q4    1   0.2241  0.1470  0.4326  11.00000  0.05    0.20
Q5    1   0.2336  0.1954  0.5400  11.00000  0.05    0.20
Q6    1   0.2200  0.1345  0.5688  11.00000  0.05    0.18
Q7    1   0.4831  0.0805  0.5202  11.00000  0.05    0.14
Q8    1   0.0670  0.2995  0.5008  11.00000  0.05    0.13
Q9    1   0.4749  0.0398  0.3966  11.00000  0.05    0.13
Q10   1  -0.0657  0.0118  0.3918  11.00000  0.05    0.13
Q11   1  -0.3475  0.1183  0.4660  11.00000  0.05    0.13
Q12   1   0.4459  0.0146  0.6761  11.00000  0.05    0.12
Q13   1   0.4935  0.0756  0.0071  11.00000  0.05    0.12
Q14   1  -0.0679  0.0664  0.4237  11.00000  0.05    0.12
Q15   1   0.1813  0.2937  0.4196  11.00000  0.05    0.12
Q16   1   0.5371  0.0961  0.5454  11.00000  0.05    0.11
Q17   1   0.4255  0.3423  0.5085  11.00000  0.05    0.11
Q18   1   0.2506  0.3501  0.5388  11.00000  0.05    0.11
Q19   1   0.0513  0.1165  0.7373  11.00000  0.05    0.11
Q20   1   0.3997  0.2020  0.7317  11.00000  0.05    0.11
;
####################################################################### 
# 
# 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_manuscript
_database_code_depnum_ccdc_archive 'CCDC 1506286'

_audit_update_record             
;
2016-09-26 deposited with the CCDC.
2016-10-28 downloaded from the CCDC.
;
_audit_block_code                ?
_audit_creation_method           SHELXL-97
_audit_creation_date             
;
'Mon Sep 23 14:13:39 2013'
;

_chemical_name_systematic        '4,4,4-trinitrobutanoyl azide'
_chemical_compound_source        ?
_chemical_name_common            '4,4,4-trinitrobutanoyl azide'
_chemical_formula_moiety         'C4 H4 N6 O7'
_chemical_formula_sum            'C4 H4 N6 O7'
_chemical_formula_weight         248.13

_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     0.71073
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_collimation    0.5
_diffrn_measurement_device       'CCD camera on κ-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            4352
_diffrn_reflns_av_R_equivalents  0.0210
_diffrn_reflns_av_sigmaI/netI    0.0285
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         4.20
_diffrn_reflns_theta_max         26.36
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        26.36
_diffrn_measured_fraction_theta_full 0.996

_reflns_number_total             1909
_reflns_number_gt                1653
_reflns_threshold_expression     >2σ(I)

_diffrn_orient_matrix_UB_11      0.0721548000
_diffrn_orient_matrix_UB_12      -0.0725734000
_diffrn_orient_matrix_UB_13      0.0213489000
_diffrn_orient_matrix_UB_21      -0.0616298000
_diffrn_orient_matrix_UB_22      -0.0540109000
_diffrn_orient_matrix_UB_23      0.0618416000
_diffrn_orient_matrix_UB_31      -0.0225786000
_diffrn_orient_matrix_UB_32      -0.0429600000
_diffrn_orient_matrix_UB_33      -0.0525528000
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -99.00  -35.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.6994  -57.0000    0.0000 64

#__ type_ start__ end____ width___ exp.time_
  2 omega  -74.00  -39.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.6994 -179.0000   30.0000 35

#__ type_ start__ end____ width___ exp.time_
  3 omega   57.00  100.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932   69.0000  -42.0000 43

#__ type_ start__ end____ width___ exp.time_
  4 omega  -23.00   64.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932  -99.0000   90.0000 87

#__ type_ start__ end____ width___ exp.time_
  5 omega   36.00  112.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932 -179.0000  -90.0000 76

#__ type_ start__ end____ width___ exp.time_
  6 omega   25.00   74.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932  -99.0000  -60.0000 49

#__ type_ start__ end____ width___ exp.time_
  7 omega   -2.00  103.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932   38.0000  -60.0000 105

#__ type_ start__ end____ width___ exp.time_
  8 omega   -3.00   89.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932   77.0000  120.0000 92

;
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'

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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   7.4160(5)
_cell_length_b                   7.5385(6)
_cell_length_c                   9.0347(8)
_cell_angle_alpha                70.713(8)
_cell_angle_beta                 80.100(7)
_cell_angle_gamma                81.601(7)
_cell_volume                     467.47(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1754
_cell_measurement_theta_min      5.0870
_cell_measurement_theta_max      32.2160
_cell_special_details            ?

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.25
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.763
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             252
_exptl_absorpt_coefficient_mu    0.168
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.95454
_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         0.301
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.044

_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/[σ²(Fo²)+(0.0326P)²+0.1573P] where P=(Fo²+2Fc²)/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_extinction_expression ?
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   ?
_refine_ls_number_reflns         1909
_refine_ls_number_parameters     170
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0384
_refine_ls_R_factor_gt           0.0309
_refine_ls_wR_factor_ref         0.0782
_refine_ls_wR_factor_gt          0.0726
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_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
H1 H 0.378(2) 0.413(2) 0.1326(18) 0.016(4) Uiso 1 1 d . . .
H2 H 0.216(2) 0.575(2) 0.087(2) 0.029(4) Uiso 1 1 d . . .
H3 H 0.381(2) 0.480(3) 0.371(2) 0.031(5) Uiso 1 1 d . . .
H4 H 0.227(2) 0.636(2) 0.330(2) 0.022(4) Uiso 1 1 d . . .
C1 C 0.13830(18) 0.32995(19) 0.25378(16) 0.0162(3) Uani 1 1 d . . .
C2 C 0.27179(18) 0.4782(2) 0.17659(17) 0.0172(3) Uani 1 1 d . . .
C3 C 0.3282(2) 0.5701(2) 0.28695(18) 0.0211(3) Uani 1 1 d . . .
C4 C 0.46565(17) 0.70870(19) 0.19632(17) 0.0172(3) Uani 1 1 d . . .
N1 N 0.12868(14) 0.21194(16) 0.14658(14) 0.0166(3) Uani 1 1 d . . .
N2 N 0.19272(17) 0.19228(16) 0.40896(14) 0.0208(3) Uani 1 1 d . . .
N3 N -0.05937(15) 0.40911(17) 0.29229(14) 0.0190(3) Uani 1 1 d . . .
N4 N 0.53102(16) 0.78319(17) 0.29878(14) 0.0208(3) Uani 1 1 d . . .
N5 N 0.64411(16) 0.90474(17) 0.22376(14) 0.0208(3) Uani 1 1 d . . .
N6 N 0.74495(19) 1.0116(2) 0.17012(16) 0.0292(3) Uani 1 1 d . . .
O1 O 0.09088(13) 0.30344(14) 0.01533(12) 0.0217(2) Uani 1 1 d . . .
O2 O 0.15949(13) 0.04165(13) 0.19888(12) 0.0217(2) Uani 1 1 d . . .
O3 O 0.35386(14) 0.13098(15) 0.40455(13) 0.0288(3) Uani 1 1 d . . .
O4 O 0.07365(15) 0.15714(15) 0.52257(12) 0.0286(3) Uani 1 1 d . . .
O5 O -0.18229(14) 0.32850(17) 0.27729(14) 0.0318(3) Uani 1 1 d . . .
O6 O -0.07630(13) 0.54618(15) 0.33707(13) 0.0245(3) Uani 1 1 d . . .
O7 O 0.51209(13) 0.75092(14) 0.05546(12) 0.0224(2) Uani 1 1 d . . .


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
C1 C2 1.5120(18) . ?
C1 N2 1.5220(18) . ?
C1 N3 1.5272(17) . ?
C1 N1 1.5317(17) . ?
C2 C3 1.5274(19) . ?
C2 H1 0.966(16) . ?
C2 H2 0.998(18) . ?
C3 C4 1.5036(19) . ?
C3 H3 0.939(19) . ?
C3 H4 0.941(17) . ?
C4 O7 1.2055(17) . ?
C4 N4 1.4088(17) . ?
N1 O2 1.2142(15) . ?
N1 O1 1.2158(15) . ?
N2 O3 1.2156(16) . ?
N2 O4 1.2168(16) . ?
N3 O6 1.2116(15) . ?
N3 O5 1.2155(15) . ?
N4 N5 1.2732(17) . ?
N5 N6 1.1119(17) . ?

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 C1 N2 112.36(11) . . ?
C2 C1 N3 114.40(11) . . ?
N2 C1 N3 105.93(10) . . ?
C2 C1 N1 111.23(11) . . ?
N2 C1 N1 106.68(10) . . ?
N3 C1 N1 105.68(9) . . ?
C1 C2 C3 115.36(12) . . ?
C1 C2 H1 104.8(9) . . ?
C3 C2 H1 109.9(9) . . ?
C1 C2 H2 107.7(9) . . ?
C3 C2 H2 110.7(10) . . ?
H1 C2 H2 107.9(13) . . ?
C4 C3 C2 109.68(12) . . ?
C4 C3 H3 108.5(11) . . ?
C2 C3 H3 111.5(11) . . ?
C4 C3 H4 107.6(10) . . ?
C2 C3 H4 111.6(10) . . ?
H3 C3 H4 107.7(15) . . ?
O7 C4 N4 124.90(12) . . ?
O7 C4 C3 124.58(12) . . ?
N4 C4 C3 110.52(12) . . ?
O2 N1 O1 127.23(12) . . ?
O2 N1 C1 118.24(11) . . ?
O1 N1 C1 114.53(11) . . ?
O3 N2 O4 127.31(13) . . ?
O3 N2 C1 115.02(12) . . ?
O4 N2 C1 117.66(12) . . ?
O6 N3 O5 126.83(12) . . ?
O6 N3 C1 115.55(10) . . ?
O5 N3 C1 117.61(11) . . ?
N5 N4 C4 111.55(12) . . ?
N6 N5 N4 174.18(14) . . ?

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 C1 C2 C3 -45.86(17) . . . . ?
N3 C1 C2 C3 74.97(15) . . . . ?
N1 C1 C2 C3 -165.38(12) . . . . ?
C1 C2 C3 C4 177.97(12) . . . . ?
C2 C3 C4 O7 5.5(2) . . . . ?
C2 C3 C4 N4 -175.05(12) . . . . ?
C2 C1 N1 O2 124.25(12) . . . . ?
N2 C1 N1 O2 1.41(15) . . . . ?
N3 C1 N1 O2 -111.03(12) . . . . ?
C2 C1 N1 O1 -55.37(14) . . . . ?
N2 C1 N1 O1 -178.22(10) . . . . ?
N3 C1 N1 O1 69.34(13) . . . . ?
C2 C1 N2 O3 -46.51(16) . . . . ?
N3 C1 N2 O3 -172.10(10) . . . . ?
N1 C1 N2 O3 75.63(13) . . . . ?
C2 C1 N2 O4 132.76(12) . . . . ?
N3 C1 N2 O4 7.17(15) . . . . ?
N1 C1 N2 O4 -105.10(12) . . . . ?
C2 C1 N3 O6 -37.19(16) . . . . ?
N2 C1 N3 O6 87.13(13) . . . . ?
N1 C1 N3 O6 -159.90(11) . . . . ?
C2 C1 N3 O5 143.73(13) . . . . ?
N2 C1 N3 O5 -91.95(14) . . . . ?
N1 C1 N3 O5 21.02(16) . . . . ?
O7 C4 N4 N5 1.2(2) . . . . ?
C3 C4 N4 N5 -178.28(12) . . . . ?

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            ?


loop_
_iucr_refine_instructions_details
;
TITL ix434 in P-1
CELL  0.71073   7.4160   7.5385   9.0347   70.713   80.100   81.601
ZERR     2.00   0.0005   0.0006   0.0008    0.008    0.007    0.006
LATT   1
SFAC  C    N    O    H
UNIT  8    12   14   8
MERG   2
SHEL 0.8 1000
FMAP   2
PLAN   20
ACTA
HTAB
BOND   $H
CONF
L.S.  10
TEMP  -173.00
WGHT    0.032600    0.157300
FVAR      13.02480
H1    4    0.378456    0.412910    0.132606    11.00000    0.01611
H2    4    0.216371    0.575480    0.087014    11.00000    0.02855
H3    4    0.381264    0.479977    0.371392    11.00000    0.03111
H4    4    0.226928    0.636447    0.330160    11.00000    0.02231
MOLE    1
C1    1    0.138296    0.329955    0.253781    11.00000    0.01622    0.01922 =
         0.01435   -0.00675   -0.00387    0.00014
C2    1    0.271789    0.478193    0.176592    11.00000    0.01586    0.02168 =
         0.01593   -0.00800   -0.00144   -0.00342
C3    1    0.328188    0.570067    0.286947    11.00000    0.02230    0.02603 =
         0.01759   -0.00930   -0.00215   -0.00565
C4    1    0.465654    0.708695    0.196317    11.00000    0.01480    0.01849 =
         0.02074   -0.00962   -0.00455    0.00166
N1    2    0.128677    0.211935    0.146584    11.00000    0.01327    0.02101 =
         0.01776   -0.00833   -0.00258   -0.00232
N2    2    0.192721    0.192281    0.408960    11.00000    0.02834    0.01755 =
         0.01937   -0.00665   -0.00793   -0.00327
N3    2   -0.059372    0.409112    0.292287    11.00000    0.01670    0.02211 =
         0.01865   -0.00777   -0.00095   -0.00153
N4    2    0.531024    0.783188    0.298782    11.00000    0.02121    0.02328 =
         0.02117   -0.00906   -0.00463   -0.00525
N5    2    0.644109    0.904736    0.223762    11.00000    0.02066    0.02306 =
         0.02233   -0.00939   -0.00869   -0.00111
N6    2    0.744947    1.011574    0.170118    11.00000    0.03138    0.03220 =
         0.02895   -0.01083   -0.00892   -0.01021
O1    3    0.090880    0.303439    0.015325    11.00000    0.02377    0.02536 =
         0.01742   -0.00663   -0.00864   -0.00018
O2    3    0.159487    0.041645    0.198883    11.00000    0.02548    0.01692 =
         0.02381   -0.00723   -0.00396   -0.00268
O3    3    0.353859    0.130982    0.404548    11.00000    0.02800    0.02776 =
         0.03355   -0.01083   -0.01651    0.00563
O4    3    0.073653    0.157137    0.522574    11.00000    0.04113    0.02647 =
         0.01593   -0.00388    0.00129   -0.00887
O5    3   -0.182291    0.328497    0.277286    11.00000    0.01736    0.03952 =
         0.04690   -0.02430    0.00056   -0.00914
O6    3   -0.076299    0.546178    0.337069    11.00000    0.02150    0.02646 =
         0.02976   -0.01642   -0.00295    0.00153
O7    3    0.512094    0.750919    0.055462    11.00000    0.02235    0.02771 =
         0.02016   -0.01068   -0.00009   -0.00730
HKLF    4
 
REM  ix434 in P-1
REM R1 =  0.0309 for   1653 Fo > 4sig(Fo)  and  0.0384 for all   1909 data
REM    170 parameters refined using      0 restraints
 
END
 
WGHT      0.0326      0.1573
REM Highest difference peak  0.301,  deepest hole -0.217,  1-sigma level  0.044
Q1    1   0.2034  0.4062  0.2213  11.00000  0.05    0.30
Q2    1   0.3172  0.5034  0.2384  11.00000  0.05    0.26
Q3    1   0.1618  0.2829  0.3266  11.00000  0.05    0.26
Q4    1   0.3963  0.6451  0.2460  11.00000  0.05    0.25
Q5    1   0.0529  0.3613  0.2710  11.00000  0.05    0.23
Q6    1   0.1351  0.2771  0.2066  11.00000  0.05    0.21
Q7    1   0.4921  0.7603  0.2430  11.00000  0.05    0.17
Q8    1   0.0620  0.4407  0.0108  11.00000  0.05    0.15
Q9    1  -0.0042  0.3885  0.0689  11.00000  0.05    0.15
Q10   1   0.2728  0.2035  0.4175  11.00000  0.05    0.14
Q11   1  -0.1146  0.6638  0.4163  11.00000  0.05    0.14
Q12   1   0.4928  0.7462  0.4200  11.00000  0.05    0.14
Q13   1   0.0845  0.1690  0.0196  11.00000  0.05    0.14
Q14   1   0.5277  0.6008  0.0714  11.00000  0.05    0.13
Q15   1   0.4090  0.2192  0.3298  11.00000  0.05    0.13
Q16   1   0.0624 -0.0138  0.3214  11.00000  0.05    0.13
Q17   1   0.4439  0.4016  0.4011  11.00000  0.05    0.13
Q18   1   0.5381  0.6816  0.1393  11.00000  0.05    0.13
Q19   1   0.0173  0.5606  0.2388  11.00000  0.05    0.13
Q20   1   0.8068  1.1141  0.0901  11.00000  0.05    0.12
;
####################################################################### 
# 
# 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_manuscript
_database_code_depnum_ccdc_archive 'CCDC 1506287'

_audit_update_record             
;
2016-09-26 deposited with the CCDC.
2016-10-28 downloaded from the CCDC.
;

loop_
_vrf_PLAT430_manuscript
;
PROBLEM: _Alert_2_B Short Inter D...A Contact 
RESPONSE: 
It was convinced that no hydrogen bond was missed. 
;
_audit_block_code                ?
_audit_creation_method           SHELXL-97
_audit_creation_date             
;

'Mon Oct 28 12:30:23 2013'
;

_chemical_name_systematic        '3,3,3-Trinitropropan-1-aminium chloride'
_chemical_compound_source        ?
_chemical_name_common            '3,3,3-Trinitropropan-1-aminium chloride'
_chemical_formula_moiety         'C3 H7 N4 O6, Cl, H2 O '
_chemical_formula_sum            'C3 H9 Cl N4 O7'
_chemical_formula_weight         248.579

_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     0.71073
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_collimation    0.5
_diffrn_measurement_device       'CCD camera on κ-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            4182
_diffrn_reflns_av_R_equivalents  0.0205
_diffrn_reflns_av_sigmaI/netI    0.0349
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.23
_diffrn_reflns_theta_max         28.28
_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        28.28
_diffrn_measured_fraction_theta_full 0.995

_reflns_number_total             2345
_reflns_number_gt                2050
_reflns_threshold_expression     >2σ(I)

_diffrn_orient_matrix_UB_11      0.0085459000
_diffrn_orient_matrix_UB_12      -0.0547512000
_diffrn_orient_matrix_UB_13      -0.0535624000
_diffrn_orient_matrix_UB_21      0.0642641000
_diffrn_orient_matrix_UB_22      0.0835415000
_diffrn_orient_matrix_UB_23      -0.0282716000
_diffrn_orient_matrix_UB_31      0.0973689000
_diffrn_orient_matrix_UB_32      -0.0005522000
_diffrn_orient_matrix_UB_33      0.0380276000
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -99.00   40.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -28.6994    0.0000  -30.0000 139

#__ type_ start__ end____ width___ exp.time_
  2 omega -109.00  -81.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -28.6994 -179.0000   30.0000 28

#__ type_ start__ end____ width___ exp.time_
  3 omega -101.00    3.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -28.6994  -77.0000  150.0000 104

#__ type_ start__ end____ width___ exp.time_
  4 omega  -91.00  -57.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -28.6994 -179.0000  -30.0000 34

#__ type_ start__ end____ width___ exp.time_
  5 omega   59.00  106.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       29.7932  179.0000    0.0000 47

#__ type_ start__ end____ width___ exp.time_
  6 omega  -18.00   75.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       29.7932  -99.0000    0.0000 93

;
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   6.7434(6)
_cell_length_b                   7.8045(8)
_cell_length_c                   10.0663(10)
_cell_angle_alpha                90.393(8)
_cell_angle_beta                 98.800(8)
_cell_angle_gamma                114.135(9)
_cell_volume                     476.36(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1838
_cell_measurement_theta_min      4.2320
_cell_measurement_theta_max      31.7410
_cell_special_details            ?

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.733
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             256
_exptl_absorpt_coefficient_mu    0.430
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.99227
_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         0.336
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.057

_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/[σ²(Fo²)+(0.0277P)²+0.0677P] where P=(Fo²+2Fc²)/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_extinction_expression ?
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   ?
_refine_ls_number_reflns         2345
_refine_ls_number_parameters     172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0355
_refine_ls_R_factor_gt           0.0287
_refine_ls_wR_factor_ref         0.0680
_refine_ls_wR_factor_gt          0.0641
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.001
_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
C1 C 0.1836(2) 0.29184(18) 0.19817(13) 0.0107(2) Uani 1 1 d . . .
C2 C 0.2982(2) 0.46249(18) 0.29732(13) 0.0123(3) Uani 1 1 d . . .
C3 C 0.3490(2) 0.65312(19) 0.23769(14) 0.0145(3) Uani 1 1 d . . .
N1 N 0.29443(17) 0.30799(16) 0.07510(11) 0.0128(2) Uani 1 1 d . . .
N2 N 0.18772(17) 0.11592(16) 0.26322(11) 0.0127(2) Uani 1 1 d . . .
N3 N -0.05680(17) 0.24732(17) 0.14381(11) 0.0137(2) Uani 1 1 d . . .
N4 N 0.5263(2) 0.80023(17) 0.33582(12) 0.0148(2) Uani 1 1 d . . .
O1 O 0.17780(16) 0.25777(15) -0.03528(10) 0.0200(2) Uani 1 1 d . . .
O2 O 0.49491(15) 0.37057(15) 0.10031(10) 0.0191(2) Uani 1 1 d . . .
O3 O 0.23223(15) 0.01033(14) 0.19699(10) 0.0175(2) Uani 1 1 d . . .
O4 O 0.14564(16) 0.09981(14) 0.37720(9) 0.0179(2) Uani 1 1 d . . .
O5 O -0.19097(15) 0.08411(14) 0.13798(10) 0.0190(2) Uani 1 1 d . . .
O6 O -0.08880(16) 0.38336(15) 0.10743(11) 0.0216(2) Uani 1 1 d . . .
O7 O 0.86744(17) 0.68378(16) 0.35744(11) 0.0185(2) Uani 1 1 d . . .
Cl1 Cl 0.28825(5) 0.74933(4) 0.58756(3) 0.01430(9) Uani 1 1 d . . .
H1 H 0.207(3) 0.446(2) 0.3659(16) 0.018(4) Uiso 1 1 d . . .
H2 H 0.434(3) 0.454(2) 0.3372(16) 0.017(4) Uiso 1 1 d . . .
H3 H 0.223(2) 0.683(2) 0.2231(15) 0.013(4) Uiso 1 1 d . . .
H5 H 0.398(3) 0.653(2) 0.1537(17) 0.021(4) Uiso 1 1 d . . .
H6 H 0.647(3) 0.779(3) 0.3452(17) 0.026(5) Uiso 1 1 d . . .
H7 H 0.558(3) 0.914(3) 0.3078(17) 0.022(4) Uiso 1 1 d . . .
H8 H 0.476(3) 0.796(3) 0.412(2) 0.030(5) Uiso 1 1 d . . .
H9 H 0.976(3) 0.735(3) 0.417(2) 0.040(6) Uiso 1 1 d . . .
H10 H 0.826(3) 0.570(3) 0.360(2) 0.041(6) Uiso 1 1 d . . .


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
C1 C2 1.5071(17) . ?
C1 N3 1.5213(16) . ?
C1 N1 1.5221(16) . ?
C1 N2 1.5337(16) . ?
C2 C3 1.5328(18) . ?
C2 H1 0.968(16) . ?
C2 H2 0.970(16) . ?
C3 N4 1.4913(17) . ?
C3 H3 0.960(15) . ?
C3 H5 0.954(17) . ?
N1 O1 1.2171(14) . ?
N1 O2 1.2182(14) . ?
N2 O3 1.2123(14) . ?
N2 O4 1.2187(14) . ?
N3 O6 1.2151(15) . ?
N3 O5 1.2185(15) . ?
N4 H6 0.882(18) . ?
N4 H7 0.882(19) . ?
N4 H8 0.88(2) . ?
O7 H9 0.82(2) . ?
O7 H10 0.81(2) . ?

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 C1 N3 114.45(10) . . ?
C2 C1 N1 112.98(10) . . ?
N3 C1 N1 105.91(9) . . ?
C2 C1 N2 110.60(10) . . ?
N3 C1 N2 106.71(10) . . ?
N1 C1 N2 105.60(10) . . ?
C1 C2 C3 115.77(11) . . ?
C1 C2 H1 106.9(10) . . ?
C3 C2 H1 110.8(10) . . ?
C1 C2 H2 104.0(10) . . ?
C3 C2 H2 110.1(10) . . ?
H1 C2 H2 108.9(13) . . ?
N4 C3 C2 107.55(11) . . ?
N4 C3 H3 108.4(9) . . ?
C2 C3 H3 112.5(9) . . ?
N4 C3 H5 109.8(10) . . ?
C2 C3 H5 110.1(10) . . ?
H3 C3 H5 108.5(13) . . ?
O1 N1 O2 127.28(11) . . ?
O1 N1 C1 118.20(10) . . ?
O2 N1 C1 114.52(10) . . ?
O3 N2 O4 127.65(12) . . ?
O3 N2 C1 117.24(11) . . ?
O4 N2 C1 115.11(10) . . ?
O6 N3 O5 127.96(11) . . ?
O6 N3 C1 113.90(11) . . ?
O5 N3 C1 118.11(11) . . ?
C3 N4 H6 109.3(12) . . ?
C3 N4 H7 111.3(11) . . ?
H6 N4 H7 108.3(16) . . ?
C3 N4 H8 107.7(12) . . ?
H6 N4 H8 112.4(16) . . ?
H7 N4 H8 107.8(16) . . ?
H9 O7 H10 108(2) . . ?

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
N3 C1 C2 C3 -71.89(15) . . . . ?
N1 C1 C2 C3 49.43(15) . . . . ?
N2 C1 C2 C3 167.56(11) . . . . ?
C1 C2 C3 N4 -160.05(11) . . . . ?
C2 C1 N1 O1 -136.74(12) . . . . ?
N3 C1 N1 O1 -10.71(15) . . . . ?
N2 C1 N1 O1 102.25(12) . . . . ?
C2 C1 N1 O2 43.65(15) . . . . ?
N3 C1 N1 O2 169.69(10) . . . . ?
N2 C1 N1 O2 -77.35(13) . . . . ?
C2 C1 N2 O3 -136.09(11) . . . . ?
N3 C1 N2 O3 98.84(12) . . . . ?
N1 C1 N2 O3 -13.55(14) . . . . ?
C2 C1 N2 O4 43.71(14) . . . . ?
N3 C1 N2 O4 -81.35(12) . . . . ?
N1 C1 N2 O4 166.25(10) . . . . ?
C2 C1 N3 O6 46.80(15) . . . . ?
N1 C1 N3 O6 -78.33(13) . . . . ?
N2 C1 N3 O6 169.49(10) . . . . ?
C2 C1 N3 O5 -135.21(12) . . . . ?
N1 C1 N3 O5 99.66(12) . . . . ?
N2 C1 N3 O5 -12.52(15) . . . . ?

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            ?


loop_
_iucr_refine_instructions_details
;
TITL ix504 in P-1
CELL  0.71073   6.7434   7.8045  10.0663   90.393   98.800  114.135
ZERR     2.00   0.0006   0.0008   0.0010    0.008    0.008    0.009
LATT   1
SFAC  C    H    N    O    CL
UNIT  6    18   8    14   2
MERG   2
OMIT     2  -1   1
SHEL  0.75 1000
FMAP   2
PLAN   20
ACTA
BOND   $H
CONF
L.S.  10
TEMP  -173.00
WGHT    0.027700    0.067700
FVAR      11.76519
C1    1    0.183637    0.291838    0.198166    11.00000    0.01082    0.01138 =
         0.01113    0.00186    0.00222    0.00574
C2    1    0.298166    0.462492    0.297323    11.00000    0.01443    0.00954 =
         0.01240    0.00024    0.00158    0.00466
C3    1    0.349004    0.653122    0.237691    11.00000    0.01929    0.01004 =
         0.01381    0.00030    0.00131    0.00634
N1    3    0.294426    0.307994    0.075103    11.00000    0.01579    0.01109 =
         0.01428    0.00136    0.00495    0.00755
N2    3    0.187719    0.115916    0.263217    11.00000    0.01174    0.00931 =
         0.01562    0.00061   -0.00011    0.00370
N3    3   -0.056804    0.247316    0.143815    11.00000    0.01041    0.01784 =
         0.01320    0.00003    0.00162    0.00635
N4    3    0.526326    0.800229    0.335816    11.00000    0.01757    0.00942 =
         0.01666    0.00082    0.00413    0.00452
O1    4    0.177802    0.257769   -0.035278    11.00000    0.02348    0.02108 =
         0.01154   -0.00348    0.00075    0.00621
O2    4    0.494913    0.370565    0.100306    11.00000    0.01226    0.02526 =
         0.02388    0.00645    0.00620    0.01064
O3    4    0.232229    0.010329    0.196987    11.00000    0.01976    0.01220 =
         0.02201   -0.00220    0.00177    0.00886
O4    4    0.145645    0.099805    0.377198    11.00000    0.02346    0.01525 =
         0.01386    0.00428    0.00460    0.00625
O5    4   -0.190967    0.084113    0.137977    11.00000    0.01302    0.01539 =
         0.02298   -0.00383    0.00139    0.00109
O6    4   -0.088802    0.383358    0.107429    11.00000    0.01702    0.02254 =
         0.02873    0.00765    0.00188    0.01223
O7    4    0.867442    0.683782    0.357439    11.00000    0.01747    0.01261 =
         0.02166   -0.00066   -0.00193    0.00445
CL1   5    0.288246    0.749330    0.587563    11.00000    0.01447    0.01251 =
         0.01533    0.00044    0.00138    0.00543
H1    2    0.207130    0.445943    0.365915    11.00000    0.01787
H2    2    0.434024    0.454273    0.337186    11.00000    0.01737
H3    2    0.223256    0.683192    0.223124    11.00000    0.01348
H5    2    0.398258    0.653049    0.153748    11.00000    0.02054
H6    2    0.646627    0.779419    0.345176    11.00000    0.02581
H7    2    0.558346    0.913807    0.307849    11.00000    0.02168
H8    2    0.476479    0.796117    0.412496    11.00000    0.03035
H9    2    0.976184    0.735226    0.416791    11.00000    0.04013
H10   2    0.826388    0.570276    0.359954    11.00000    0.04101
HKLF    4
 
REM  ix504 in P-1
REM R1 =  0.0287 for   2050 Fo > 4sig(Fo)  and  0.0355 for all   2345 data
REM    172 parameters refined using      0 restraints
 
END
 
WGHT      0.0277      0.0677
REM Highest difference peak  0.336,  deepest hole -0.292,  1-sigma level  0.057
Q1    1   0.3464  0.5598  0.2738  11.00000  0.05    0.34
Q2    1   0.1886  0.2214  0.2311  11.00000  0.05    0.32
Q3    1   0.2468  0.3742  0.2434  11.00000  0.05    0.31
Q4    1   0.2264  0.2952  0.1385  11.00000  0.05    0.31
Q5    1   0.0906  0.2761  0.1788  11.00000  0.05    0.27
Q6    1   0.2718  0.5984  0.5021  11.00000  0.05    0.21
Q7    1   0.3062  0.6792  0.6776  11.00000  0.05    0.21
Q8    1   0.0821 -0.0418  0.3641  11.00000  0.05    0.20
Q9    1   0.1671 -0.0433  0.1066  11.00000  0.05    0.19
Q10   1   1.1748  0.8836  0.3604  11.00000  0.05    0.19
Q11   1   0.0768  0.0139  0.0592  11.00000  0.05    0.18
Q12   1  -0.1953 -0.0183 -0.0152  11.00000  0.05    0.18
Q13   1   0.4182  0.9588  0.5121  11.00000  0.05    0.18
Q14   1   0.2850  0.0932  0.0508  11.00000  0.05    0.18
Q15   1   0.2487  0.8926  0.6413  11.00000  0.05    0.17
Q16   1   0.2481  0.0779  0.1356  11.00000  0.05    0.17
Q17   1   0.3532  0.5266  0.2027  11.00000  0.05    0.17
Q18   1   0.4957  0.6711  0.1471  11.00000  0.05    0.17
Q19   1   0.3897  0.3778  0.3798  11.00000  0.05    0.17
Q20   1   0.5242  0.5987  0.2168  11.00000  0.05    0.16
;
####################################################################### 
# 
# 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_manuscript
_database_code_depnum_ccdc_archive 'CCDC 1506288'

_audit_update_record             
;
2016-09-26 deposited with the CCDC.
2016-10-28 downloaded from the CCDC.
;
_audit_block_code                ?
_audit_creation_method           SHELXL-97
_audit_creation_date             
;
'Mon Nov 04 20:24:48 2013'
;

_chemical_name_systematic        '3,3,3-Trinitropropan-1-aminium nitrate'
_chemical_compound_source        ?
_chemical_name_common            '3,3,3-Trinitropropan-1-aminium nitrate'
_chemical_formula_moiety         'C3 H7 N4 O6, N O3'
_chemical_formula_sum            'C3 H7 N5 O9'
_chemical_formula_weight         257.14

_diffrn_ambient_temperature      173(2)
_diffrn_source_type              'Spellman generator'
_diffrn_source_power             ?
_diffrn_source_voltage           50 # kV
_diffrn_source_current           40 # mA
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_collimation    0.5
_diffrn_measurement_device       'CCD camera on κ-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            5194
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_av_sigmaI/netI    0.0543
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         4.11
_diffrn_reflns_theta_max         32.36
_diffrn_measured_fraction_theta_max 0.924
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.994

_reflns_number_total             3069
_reflns_number_gt                2567
_reflns_threshold_expression     >2σ(I)

_diffrn_orient_matrix_UB_11      -0.0750073000
_diffrn_orient_matrix_UB_12      0.0383749000
_diffrn_orient_matrix_UB_13      -0.0251322000
_diffrn_orient_matrix_UB_21      0.0500111000
_diffrn_orient_matrix_UB_22      -0.0286128000
_diffrn_orient_matrix_UB_23      -0.0356616000
_diffrn_orient_matrix_UB_31      -0.0870284000
_diffrn_orient_matrix_UB_32      -0.0496128000
_diffrn_orient_matrix_UB_33      0.0010802000
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   47.00  107.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932  179.0000   30.0000 60

#__ type_ start__ end____ width___ exp.time_
  2 omega  -43.00   93.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932  -19.0000  120.0000 136

#__ type_ start__ end____ width___ exp.time_
  3 omega   75.00  110.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       29.7932  179.0000  -60.0000 35

;
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'

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'

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

_cell_length_a                   5.6622(4)
_cell_length_b                   10.2826(7)
_cell_length_c                   16.2582(18)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     946.59(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    1329
_cell_measurement_theta_min      4.3840
_cell_measurement_theta_max      31.4390
_cell_special_details            ?

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.804
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             528
_exptl_absorpt_coefficient_mu    0.181
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.97883
_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         0.418
_refine_diff_density_min         -0.229
_refine_diff_density_rms         0.061

_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/[σ²(Fo²)+(0.0302P)²+0.1094P] where P=(Fo²+2Fc²)/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_extinction_expression ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   ?
_refine_ls_number_reflns         3069
_refine_ls_number_parameters     175
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0584
_refine_ls_R_factor_gt           0.0424
_refine_ls_wR_factor_ref         0.0883
_refine_ls_wR_factor_gt          0.0793
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_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
C1 C 1.0269(3) -0.01682(16) -0.01824(10) 0.0127(3) Uani 1 1 d . . .
C2 C 0.9470(3) -0.04193(16) 0.06909(11) 0.0128(3) Uani 1 1 d . . .
C3 C 0.9236(4) 0.07896(17) 0.12295(11) 0.0145(3) Uani 1 1 d . . .
N1 N 1.2653(3) 0.05208(14) -0.02550(9) 0.0131(3) Uani 1 1 d . . .
N2 N 1.0621(3) -0.14592(14) -0.06503(9) 0.0159(3) Uani 1 1 d . . .
N3 N 0.8536(3) 0.06420(14) -0.06899(9) 0.0129(3) Uani 1 1 d . . .
N4 N 0.8704(3) 0.03706(16) 0.20883(10) 0.0170(3) Uani 1 1 d . . .
N5 N 0.6510(3) 0.33229(15) 0.26169(9) 0.0164(3) Uani 1 1 d . . .
O1 O 1.4074(2) 0.02640(13) 0.02879(8) 0.0187(3) Uani 1 1 d . . .
O2 O 1.2960(2) 0.12197(13) -0.08471(8) 0.0182(3) Uani 1 1 d . . .
O3 O 1.2361(2) -0.15552(14) -0.10839(8) 0.0230(3) Uani 1 1 d . . .
O4 O 0.9119(3) -0.22843(13) -0.05319(9) 0.0258(3) Uani 1 1 d . . .
O5 O 0.7521(2) 0.01110(14) -0.12571(8) 0.0202(3) Uani 1 1 d . . .
O6 O 0.8302(2) 0.17617(11) -0.04534(8) 0.0172(3) Uani 1 1 d . . .
O7 O 0.8614(2) 0.29258(13) 0.27141(8) 0.0205(3) Uani 1 1 d . . .
O8 O 0.4962(3) 0.25949(14) 0.23473(9) 0.0238(3) Uani 1 1 d . . .
O9 O 0.6078(3) 0.44941(12) 0.28040(9) 0.0254(3) Uani 1 1 d . . .
H1 H 0.800(4) -0.089(2) 0.0648(15) 0.030 Uiso 1 1 d . . .
H2 H 1.061(4) -0.093(2) 0.0924(14) 0.030 Uiso 1 1 d . . .
H3 H 0.798(4) 0.131(3) 0.1046(14) 0.030 Uiso 1 1 d . . .
H4 H 1.068(4) 0.126(2) 0.1235(15) 0.030 Uiso 1 1 d . . .
H5 H 0.722(4) 0.003(3) 0.2135(14) 0.030 Uiso 1 1 d . . .
H6 H 0.884(4) 0.110(2) 0.2392(14) 0.030 Uiso 1 1 d . . .
H7 H 0.978(4) -0.026(2) 0.2241(14) 0.030 Uiso 1 1 d . . .


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
C1 C2 1.512(2) . ?
C1 N3 1.529(2) . ?
C1 N1 1.529(2) . ?
C1 N2 1.543(2) . ?
C2 C3 1.526(2) . ?
C2 H1 0.96(2) . ?
C2 H2 0.92(2) . ?
C3 N4 1.492(2) . ?
C3 H3 0.94(2) . ?
C3 H4 0.95(2) . ?
N1 O2 1.2139(18) . ?
N1 O1 1.2231(18) . ?
N2 O3 1.216(2) . ?
N2 O4 1.2166(19) . ?
N3 O5 1.2158(19) . ?
N3 O6 1.2210(18) . ?
N4 H5 0.91(2) . ?
N4 H6 0.90(3) . ?
N4 H7 0.92(2) . ?
N5 O8 1.233(2) . ?
N5 O9 1.2660(19) . ?
N5 O7 1.2694(19) . ?

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 C1 N3 114.07(14) . . ?
C2 C1 N1 114.54(13) . . ?
N3 C1 N1 105.82(12) . . ?
C2 C1 N2 110.77(13) . . ?
N3 C1 N2 106.60(13) . . ?
N1 C1 N2 104.27(12) . . ?
C1 C2 C3 115.19(14) . . ?
C1 C2 H1 106.0(15) . . ?
C3 C2 H1 111.8(14) . . ?
C1 C2 H2 106.1(14) . . ?
C3 C2 H2 107.1(15) . . ?
H1 C2 H2 110(2) . . ?
N4 C3 C2 108.62(14) . . ?
N4 C3 H3 108.1(15) . . ?
C2 C3 H3 110.4(14) . . ?
N4 C3 H4 108.2(15) . . ?
C2 C3 H4 110.4(14) . . ?
H3 C3 H4 111(2) . . ?
O2 N1 O1 127.28(15) . . ?
O2 N1 C1 117.52(13) . . ?
O1 N1 C1 115.15(13) . . ?
O3 N2 O4 127.00(16) . . ?
O3 N2 C1 117.42(14) . . ?
O4 N2 C1 115.57(13) . . ?
O5 N3 O6 127.68(15) . . ?
O5 N3 C1 117.88(13) . . ?
O6 N3 C1 114.41(14) . . ?
C3 N4 H5 111.9(15) . . ?
C3 N4 H6 104.9(15) . . ?
H5 N4 H6 111(2) . . ?
C3 N4 H7 108.8(15) . . ?
H5 N4 H7 109(2) . . ?
H6 N4 H7 112(2) . . ?
O8 N5 O9 121.69(16) . . ?
O8 N5 O7 121.08(15) . . ?
O9 N5 O7 117.23(15) . . ?

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
N3 C1 C2 C3 -63.89(19) . . . . ?
N1 C1 C2 C3 58.3(2) . . . . ?
N2 C1 C2 C3 175.84(15) . . . . ?
C1 C2 C3 N4 -173.73(15) . . . . ?
C2 C1 N1 O2 -149.71(15) . . . . ?
N3 C1 N1 O2 -23.17(18) . . . . ?
N2 C1 N1 O2 89.07(16) . . . . ?
C2 C1 N1 O1 32.5(2) . . . . ?
N3 C1 N1 O1 159.05(13) . . . . ?
N2 C1 N1 O1 -88.71(16) . . . . ?
C2 C1 N2 O3 -137.26(16) . . . . ?
N3 C1 N2 O3 98.11(17) . . . . ?
N1 C1 N2 O3 -13.56(19) . . . . ?
C2 C1 N2 O4 41.7(2) . . . . ?
N3 C1 N2 O4 -82.91(17) . . . . ?
N1 C1 N2 O4 165.42(14) . . . . ?
C2 C1 N3 O5 -112.09(17) . . . . ?
N1 C1 N3 O5 121.08(15) . . . . ?
N2 C1 N3 O5 10.5(2) . . . . ?
C2 C1 N3 O6 66.19(18) . . . . ?
N1 C1 N3 O6 -60.63(17) . . . . ?
N2 C1 N3 O6 -171.23(13) . . . . ?

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            ?



####################################################################### 
# 
# 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_TNPA_NNO22_pub
_database_code_depnum_ccdc_archive 'CCDC 1506289'
_audit_update_record             
;
2016-09-26 deposited with the CCDC.
2016-10-28 downloaded from the CCDC.
;

_vrf_PLAT430_TNPA_NNO22_pub      
;
PROBLEM: _ALERT_2_B Short Inter D...A Contact
RESPONSE: Checked. No hydrogen bond was missed.
;
_audit_block_code                ?
_audit_creation_method           SHELXL-2013

_chemical_name_systematic        '3,3,3-Trinitropropan-1-aminium dinitramide'
_chemical_name_common            '3,3,3-Trinitropropan-1-aminium dinitramide'
_chemical_melting_point          ?
_chemical_formula_moiety         'C3 H7 N4 O6, N3 O4'
_chemical_formula_sum            'C3 H7 N7 O10'
_chemical_formula_weight         301.16

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.7087(5)
_cell_length_b                   11.2547(7)
_cell_length_c                   15.2144(9)
_cell_angle_alpha                75.527(5)
_cell_angle_beta                 79.280(5)
_cell_angle_gamma                75.733(6)
_cell_volume                     1068.48(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    2914
_cell_measurement_theta_min      4.4100
_cell_measurement_theta_max      31.5450

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.872
_exptl_crystal_F_000             616
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    0.188
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.94990
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;


_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 15.9809
_diffrn_reflns_number            8204
_diffrn_reflns_av_unetI/netI     0.0338
_diffrn_reflns_av_R_equivalents  0.0207
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         4.187
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             4176
_reflns_number_gt                3456
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4176
_refine_ls_number_parameters     361
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0436
_refine_ls_R_factor_gt           0.0336
_refine_ls_wR_factor_ref         0.1144
_refine_ls_wR_factor_gt          0.1020
_refine_ls_goodness_of_fit_ref   0.826
_refine_ls_restrained_S_all      0.826
_refine_ls_shift/su_max          0.001
_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
O1 O -0.06578(19) 0.16835(14) 0.48315(9) 0.0305(3) Uani 1 1 d . . . . .
O2 O 0.2453(2) 0.06000(12) 0.50363(8) 0.0275(3) Uani 1 1 d . . . . .
O3 O 0.48849(18) 0.06639(11) 0.31796(8) 0.0235(3) Uani 1 1 d . . . . .
O4 O 0.54397(18) 0.21146(12) 0.37594(9) 0.0257(3) Uani 1 1 d . . . . .
O5 O 0.1603(2) 0.36344(12) 0.45133(8) 0.0275(3) Uani 1 1 d . . . . .
O6 O 0.1783(2) 0.42166(11) 0.30255(9) 0.0271(3) Uani 1 1 d . . . . .
N1 N -0.0377(2) 0.06492(13) 0.21883(9) 0.0155(3) Uani 1 1 d . . . . .
H1 H -0.0763 -0.0081 0.2282 0.019 Uiso 1 1 d R U . . .
H2 H -0.1473 0.1291 0.2071 0.019 Uiso 1 1 d R U . . .
H3 H 0.0665 0.0660 0.1723 0.019 Uiso 1 1 d R U . . .
N2 N 0.1204(2) 0.13897(13) 0.46092(9) 0.0184(3) Uani 1 1 d . . . . .
N3 N 0.4332(2) 0.15798(13) 0.35219(9) 0.0175(3) Uani 1 1 d . . . . .
N4 N 0.1755(2) 0.34513(13) 0.37528(10) 0.0191(3) Uani 1 1 d . . . . .
C1 C 0.0436(3) 0.07150(16) 0.30142(11) 0.0200(4) Uani 1 1 d . . . . .
H4 H 0.1735 0.0075 0.3097 0.024 Uiso 1 1 calc R U . . .
H5 H -0.0587 0.0532 0.3562 0.024 Uiso 1 1 calc R U . . .
C2 C 0.0860(2) 0.20168(15) 0.29175(11) 0.0152(3) Uani 1 1 d . . . . .
H6 H 0.1698 0.2249 0.2317 0.018 Uiso 1 1 calc R U . . .
H7 H -0.0477 0.2634 0.2925 0.018 Uiso 1 1 calc R U . . .
C3 C 0.1989(2) 0.20951(15) 0.36669(11) 0.0152(3) Uani 1 1 d . . . . .
O7 O 0.78100(18) 0.80837(12) 0.30355(9) 0.0265(3) Uani 1 1 d . . . . .
O8 O 0.5240(2) 0.79936(13) 0.41377(9) 0.0284(3) Uani 1 1 d . . . . .
O9 O 0.7718(2) 0.53791(14) 0.40174(10) 0.0392(4) Uani 1 1 d . . . . .
O10 O 0.6479(2) 0.46936(11) 0.30635(9) 0.0301(3) Uani 1 1 d . . . . .
O11 O 0.20987(18) 0.78314(14) 0.30689(9) 0.0320(3) Uani 1 1 d . . . . .
O12 O 0.2831(2) 0.60766(13) 0.40506(10) 0.0375(4) Uani 1 1 d . . . . .
N5 N 0.8166(2) 0.67428(13) 0.05873(9) 0.0165(3) Uani 1 1 d . . . . .
H8 H 0.7641 0.7449 0.0233 0.020 Uiso 1 1 d R U . . .
H9 H 0.7500 0.6153 0.0573 0.020 Uiso 1 1 d R U . . .
H10 H 0.9531 0.6539 0.0335 0.020 Uiso 1 1 d R U . . .
N6 N 0.6256(2) 0.77245(13) 0.34440(9) 0.0178(3) Uani 1 1 d . . . . .
N7 N 0.6693(2) 0.55077(13) 0.34139(10) 0.0209(3) Uani 1 1 d . . . . .
N8 N 0.3265(2) 0.68997(14) 0.34221(10) 0.0207(3) Uani 1 1 d . . . . .
C4 C 0.8071(2) 0.68416(17) 0.15495(11) 0.0205(4) Uani 1 1 d . . . . .
H11 H 0.8767 0.7515 0.1564 0.025 Uiso 1 1 calc R U . . .
H12 H 0.8811 0.6042 0.1901 0.025 Uiso 1 1 calc R U . . .
C5 C 0.5812(2) 0.71331(15) 0.19912(11) 0.0149(3) Uani 1 1 d . . . . .
H13 H 0.5223 0.8036 0.1777 0.018 Uiso 1 1 calc R U . . .
H14 H 0.5009 0.6652 0.1781 0.018 Uiso 1 1 calc R U . . .
C6 C 0.5545(2) 0.68272(15) 0.30214(11) 0.0151(3) Uani 1 1 d . . . . .
O13 O 0.28375(18) 0.39716(12) 0.09890(8) 0.0224(3) Uani 1 1 d . . . . .
O14 O 0.25676(18) 0.59542(11) 0.09176(9) 0.0252(3) Uani 1 1 d . . . . .
O15 O 0.60134(18) 0.27229(11) 0.17703(8) 0.0224(3) Uani 1 1 d . . . . .
O16 O 0.86696(17) 0.35527(12) 0.11403(8) 0.0233(3) Uani 1 1 d . . . . .
N9 N 0.35717(19) 0.48590(13) 0.09954(9) 0.0154(3) Uani 1 1 d . . . . .
N10 N 0.56498(19) 0.47849(12) 0.10095(9) 0.0158(3) Uani 1 1 d . . . . .
N11 N 0.6766(2) 0.36179(13) 0.13147(9) 0.0155(3) Uani 1 1 d . . . . .
O17 O 0.85627(17) 0.12794(11) -0.11267(8) 0.0192(3) Uani 1 1 d . . . . .
O18 O 0.89777(17) 0.13270(11) 0.02435(8) 0.0205(3) Uani 1 1 d . . . . .
O19 O 0.32162(17) 0.11609(11) 0.09624(8) 0.0236(3) Uani 1 1 d . . . . .
O20 O 0.62573(18) 0.01231(11) 0.13273(8) 0.0221(3) Uani 1 1 d . . . . .
N12 N 0.7920(2) 0.12631(12) -0.03104(9) 0.0145(3) Uani 1 1 d . . . . .
N13 N 0.57985(19) 0.13079(13) -0.01100(9) 0.0169(3) Uani 1 1 d . . . . .
N14 N 0.5154(2) 0.08447(13) 0.07797(9) 0.0163(3) 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 N2 1.2163(18) . ?
O2 N2 1.2086(19) . ?
O3 N3 1.2162(18) . ?
O4 N3 1.2143(18) . ?
O5 N4 1.2069(18) . ?
O6 N4 1.2209(19) . ?
N1 C1 1.485(2) . ?
N1 H1 0.8914 . ?
N1 H2 0.9038 . ?
N1 H3 0.8979 . ?
N2 C3 1.523(2) . ?
N3 C3 1.5301(19) . ?
N4 C3 1.532(2) . ?
C1 C2 1.527(2) . ?
C1 H4 0.9900 . ?
C1 H5 0.9900 . ?
C2 C3 1.512(2) . ?
C2 H6 0.9900 . ?
C2 H7 0.9900 . ?
O7 N6 1.2153(19) . ?
O8 N6 1.2086(18) . ?
O9 N7 1.2070(19) . ?
O10 N7 1.2173(19) . ?
O11 N8 1.2127(19) . ?
O12 N8 1.202(2) . ?
N5 C4 1.484(2) . ?
N5 H8 0.8746 . ?
N5 H9 0.8929 . ?
N5 H10 0.9210 . ?
N6 C6 1.529(2) . ?
N7 C6 1.523(2) . ?
N8 C6 1.528(2) . ?
C4 C5 1.531(2) . ?
C4 H11 0.9900 . ?
C4 H12 0.9900 . ?
C5 C6 1.505(2) . ?
C5 H13 0.9900 . ?
C5 H14 0.9900 . ?
O13 N9 1.2205(18) . ?
O14 N9 1.2388(18) . ?
O15 N11 1.2336(18) . ?
O16 N11 1.2424(17) . ?
N9 N10 1.3798(18) . ?
N10 N11 1.3570(19) . ?
O17 N12 1.2338(17) . ?
O18 N12 1.2235(17) . ?
O19 N14 1.2575(17) . ?
O20 N14 1.2232(18) . ?
N12 N13 1.3899(18) . ?
N13 N14 1.3533(19) . ?

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
C1 N1 H1 109.4 . . ?
C1 N1 H2 109.8 . . ?
H1 N1 H2 109.9 . . ?
C1 N1 H3 107.9 . . ?
H1 N1 H3 107.1 . . ?
H2 N1 H3 112.6 . . ?
O2 N2 O1 127.67(15) . . ?
O2 N2 C3 117.86(13) . . ?
O1 N2 C3 114.45(13) . . ?
O4 N3 O3 126.83(13) . . ?
O4 N3 C3 117.42(13) . . ?
O3 N3 C3 115.74(13) . . ?
O5 N4 O6 128.06(14) . . ?
O5 N4 C3 117.29(13) . . ?
O6 N4 C3 114.64(13) . . ?
N1 C1 C2 110.39(13) . . ?
N1 C1 H4 109.6 . . ?
C2 C1 H4 109.6 . . ?
N1 C1 H5 109.6 . . ?
C2 C1 H5 109.6 . . ?
H4 C1 H5 108.1 . . ?
C3 C2 C1 113.21(13) . . ?
C3 C2 H6 108.9 . . ?
C1 C2 H6 108.9 . . ?
C3 C2 H7 108.9 . . ?
C1 C2 H7 108.9 . . ?
H6 C2 H7 107.7 . . ?
C2 C3 N2 113.06(13) . . ?
C2 C3 N3 114.14(12) . . ?
N2 C3 N3 105.91(12) . . ?
C2 C3 N4 112.05(12) . . ?
N2 C3 N4 106.00(12) . . ?
N3 C3 N4 104.98(12) . . ?
C4 N5 H8 113.3 . . ?
C4 N5 H9 109.5 . . ?
H8 N5 H9 109.3 . . ?
C4 N5 H10 109.6 . . ?
H8 N5 H10 105.2 . . ?
H9 N5 H10 109.9 . . ?
O8 N6 O7 127.36(15) . . ?
O8 N6 C6 117.45(13) . . ?
O7 N6 C6 115.19(13) . . ?
O9 N7 O10 127.26(15) . . ?
O9 N7 C6 117.87(14) . . ?
O10 N7 C6 114.85(14) . . ?
O12 N8 O11 127.62(15) . . ?
O12 N8 C6 118.25(14) . . ?
O11 N8 C6 114.09(13) . . ?
N5 C4 C5 110.28(13) . . ?
N5 C4 H11 109.6 . . ?
C5 C4 H11 109.6 . . ?
N5 C4 H12 109.6 . . ?
C5 C4 H12 109.6 . . ?
H11 C4 H12 108.1 . . ?
C6 C5 C4 113.87(13) . . ?
C6 C5 H13 108.8 . . ?
C4 C5 H13 108.8 . . ?
C6 C5 H14 108.8 . . ?
C4 C5 H14 108.8 . . ?
H13 C5 H14 107.7 . . ?
C5 C6 N7 112.62(12) . . ?
C5 C6 N8 111.45(12) . . ?
N7 C6 N8 106.39(12) . . ?
C5 C6 N6 114.33(13) . . ?
N7 C6 N6 106.82(12) . . ?
N8 C6 N6 104.60(12) . . ?
O13 N9 O14 123.90(13) . . ?
O13 N9 N10 124.19(13) . . ?
O14 N9 N10 111.68(13) . . ?
N11 N10 N9 115.42(12) . . ?
O15 N11 O16 122.31(13) . . ?
O15 N11 N10 124.68(13) . . ?
O16 N11 N10 112.85(12) . . ?
O18 N12 O17 123.96(13) . . ?
O18 N12 N13 123.26(13) . . ?
O17 N12 N13 112.40(12) . . ?
N14 N13 N12 114.27(12) . . ?
O20 N14 O19 123.09(14) . . ?
O20 N14 N13 125.40(13) . . ?
O19 N14 N13 111.23(13) . . ?

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
N1 C1 C2 C3 -171.36(12) . . . . ?
C1 C2 C3 N2 -40.98(17) . . . . ?
C1 C2 C3 N3 80.17(17) . . . . ?
C1 C2 C3 N4 -160.69(13) . . . . ?
O2 N2 C3 C2 124.65(15) . . . . ?
O1 N2 C3 C2 -53.76(18) . . . . ?
O2 N2 C3 N3 -1.04(18) . . . . ?
O1 N2 C3 N3 -179.46(13) . . . . ?
O2 N2 C3 N4 -112.22(15) . . . . ?
O1 N2 C3 N4 69.36(16) . . . . ?
O4 N3 C3 C2 143.72(14) . . . . ?
O3 N3 C3 C2 -36.54(19) . . . . ?
O4 N3 C3 N2 -91.24(15) . . . . ?
O3 N3 C3 N2 88.50(15) . . . . ?
O4 N3 C3 N4 20.65(18) . . . . ?
O3 N3 C3 N4 -159.61(13) . . . . ?
O5 N4 C3 C2 143.48(14) . . . . ?
O6 N4 C3 C2 -37.71(18) . . . . ?
O5 N4 C3 N2 19.72(18) . . . . ?
O6 N4 C3 N2 -161.47(13) . . . . ?
O5 N4 C3 N3 -92.11(16) . . . . ?
O6 N4 C3 N3 86.70(16) . . . . ?
N5 C4 C5 C6 160.48(13) . . . . ?
C4 C5 C6 N7 -49.74(18) . . . . ?
C4 C5 C6 N8 -169.22(13) . . . . ?
C4 C5 C6 N6 72.43(17) . . . . ?
O9 N7 C6 C5 133.58(16) . . . . ?
O10 N7 C6 C5 -45.50(19) . . . . ?
O9 N7 C6 N8 -104.05(17) . . . . ?
O10 N7 C6 N8 76.87(16) . . . . ?
O9 N7 C6 N6 7.27(19) . . . . ?
O10 N7 C6 N6 -171.82(14) . . . . ?
O12 N8 C6 C5 135.69(16) . . . . ?
O11 N8 C6 C5 -46.42(18) . . . . ?
O12 N8 C6 N7 12.58(19) . . . . ?
O11 N8 C6 N7 -169.53(13) . . . . ?
O12 N8 C6 N6 -100.27(16) . . . . ?
O11 N8 C6 N6 77.62(16) . . . . ?
O8 N6 C6 C5 142.40(14) . . . . ?
O7 N6 C6 C5 -37.86(18) . . . . ?
O8 N6 C6 N7 -92.31(16) . . . . ?
O7 N6 C6 N7 87.42(16) . . . . ?
O8 N6 C6 N8 20.23(18) . . . . ?
O7 N6 C6 N8 -160.03(13) . . . . ?
O13 N9 N10 N11 -20.8(2) . . . . ?
O14 N9 N10 N11 164.43(13) . . . . ?
N9 N10 N11 O15 -18.5(2) . . . . ?
N9 N10 N11 O16 166.04(12) . . . . ?
O18 N12 N13 N14 -29.7(2) . . . . ?
O17 N12 N13 N14 157.12(13) . . . . ?
N12 N13 N14 O20 -20.8(2) . . . . ?
N12 N13 N14 O19 165.11(12) . . . . ?

_refine_diff_density_max         0.278
_refine_diff_density_min         -0.288
_refine_diff_density_rms         0.050

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_manuscript
_database_code_depnum_ccdc_archive 'CCDC 1506290'

_audit_update_record             
;
2016-09-26 deposited with the CCDC.
2016-10-28 downloaded from the CCDC.
;

loop_
_vrf_PLAT430_manuscript
;
PROBLEM: _Alert_2_B Short Inter D...A Contact 
RESPONSE: 
It was convinced that no hydrogen bond was missed. 
;
_audit_block_code                ?
_audit_creation_method           SHELXL-97
_audit_creation_date             
;
'Thu Sep 05 20:06:27 2013'
;

_chemical_name_systematic        2,2,2-trinitroethyl-4,4,4-trinitrobutanoate
_chemical_compound_source        ?
_chemical_name_common            2,2,2-trinitroethyl-4,4,4-trinitrobutanoate
_chemical_formula_moiety         'C6 H6 N6 O14'
_chemical_formula_sum            'C6 H6 N6 O14'
_chemical_formula_weight         386.144

_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     0.71073
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_collimation    0.5
_diffrn_measurement_device       'CCD camera on κ-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            6223
_diffrn_reflns_av_R_equivalents  0.0213
_diffrn_reflns_av_sigmaI/netI    0.0297
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         4.14
_diffrn_reflns_theta_max         27.09
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.09
_diffrn_measured_fraction_theta_full 0.996

_reflns_number_total             3023
_reflns_number_gt                2572
_reflns_threshold_expression     >2σ(I)

_diffrn_orient_matrix_UB_11      -0.0431865000
_diffrn_orient_matrix_UB_12      -0.0261888000
_diffrn_orient_matrix_UB_13      -0.0326810000
_diffrn_orient_matrix_UB_21      -0.0221865000
_diffrn_orient_matrix_UB_22      0.0186331000
_diffrn_orient_matrix_UB_23      -0.0520120000
_diffrn_orient_matrix_UB_31      0.1142856000
_diffrn_orient_matrix_UB_32      -0.0062768000
_diffrn_orient_matrix_UB_33      -0.0181680000
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -105.00  -61.00   1.0000   48.1800
omega____ theta____ kappa____ phi______ frames
    -      -28.6994 -179.0000  -60.0000 44

#__ type_ start__ end____ width___ exp.time_
  2 omega  -96.00  -63.00   1.0000   48.1800
omega____ theta____ kappa____ phi______ frames
    -      -28.6994 -179.0000  120.0000 33

#__ type_ start__ end____ width___ exp.time_
  3 omega   61.00  111.00   1.0000   48.1800
omega____ theta____ kappa____ phi______ frames
    -       29.7932 -179.0000 -120.0000 50

#__ type_ start__ end____ width___ exp.time_
  4 omega  -36.00   91.00   1.0000   48.1800
omega____ theta____ kappa____ phi______ frames
    -       29.7932    0.0000   90.0000 127

;
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'

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'

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                   5.7264(3)
_cell_length_b                   21.6530(11)
_cell_length_c                   11.0910(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.555(4)
_cell_angle_gamma                90.00
_cell_volume                     1372.57(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2738
_cell_measurement_theta_min      4.5310
_cell_measurement_theta_max      31.9750
_cell_special_details            ?

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.869
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             784
_exptl_absorpt_coefficient_mu    0.188
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.93416
_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         0.379
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.046

_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/[σ²(Fo²)+(0.0231P)²+0.6374P] where P=(Fo²+2Fc²)/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_extinction_expression ?
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   ?
_refine_ls_number_reflns         3023
_refine_ls_number_parameters     259
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0390
_refine_ls_R_factor_gt           0.0301
_refine_ls_wR_factor_ref         0.0700
_refine_ls_wR_factor_gt          0.0652
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_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
C1 C 0.2458(2) 0.51848(6) 0.24117(12) 0.0122(3) Uani 1 1 d . . .
C2 C 0.1047(2) 0.47740(6) 0.31999(13) 0.0147(3) Uani 1 1 d . . .
C3 C 0.2290(2) 0.41897(7) 0.36294(12) 0.0145(3) Uani 1 1 d . . .
C4 C 0.0980(2) 0.38725(6) 0.45786(12) 0.0140(3) Uani 1 1 d . . .
C5 C 0.1286(2) 0.30066(6) 0.59120(13) 0.0149(3) Uani 1 1 d . . .
C6 C 0.1722(2) 0.23479(6) 0.55093(12) 0.0129(3) Uani 1 1 d . . .
N1 N 0.42689(18) 0.55824(5) 0.31219(10) 0.0137(2) Uani 1 1 d . . .
N2 N 0.08938(19) 0.56403(5) 0.16917(11) 0.0161(2) Uani 1 1 d . . .
N3 N 0.3785(2) 0.48245(5) 0.14910(10) 0.0158(2) Uani 1 1 d . . .
N4 N 0.41818(19) 0.22861(5) 0.50684(11) 0.0161(2) Uani 1 1 d . . .
N5 N 0.1514(2) 0.18934(5) 0.65389(10) 0.0155(2) Uani 1 1 d . . .
N6 N 0.00426(19) 0.21304(6) 0.44771(10) 0.0149(2) Uani 1 1 d . . .
O1 O 0.55652(16) 0.52981(5) 0.38415(9) 0.0188(2) Uani 1 1 d . . .
O2 O 0.42844(17) 0.61335(5) 0.29147(9) 0.0201(2) Uani 1 1 d . . .
O3 O 0.13185(19) 0.57293(5) 0.06475(9) 0.0248(2) Uani 1 1 d . . .
O4 O -0.06166(16) 0.58824(5) 0.22595(10) 0.0211(2) Uani 1 1 d . . .
O5 O 0.26530(19) 0.44186(5) 0.09754(9) 0.0245(2) Uani 1 1 d . . .
O6 O 0.58018(17) 0.49724(5) 0.13507(9) 0.0234(2) Uani 1 1 d . . .
O7 O -0.09274(16) 0.40063(5) 0.48871(9) 0.0195(2) Uani 1 1 d . . .
O8 O 0.22966(16) 0.33961(4) 0.50501(9) 0.0172(2) Uani 1 1 d . . .
O9 O 0.43806(17) 0.20832(5) 0.40601(9) 0.0215(2) Uani 1 1 d . . .
O10 O 0.57293(16) 0.24625(5) 0.57887(10) 0.0239(2) Uani 1 1 d . . .
O11 O 0.29414(19) 0.14772(5) 0.66500(10) 0.0251(2) Uani 1 1 d . . .
O12 O -0.01305(17) 0.19917(5) 0.71578(9) 0.0213(2) Uani 1 1 d . . .
O13 O -0.05443(17) 0.15925(5) 0.44842(10) 0.0216(2) Uani 1 1 d . . .
O14 O -0.05187(17) 0.25223(5) 0.37240(9) 0.0223(2) Uani 1 1 d . . .
H1 H 0.235(3) 0.3907(8) 0.2976(16) 0.027(4) Uiso 1 1 d . . .
H2 H 0.381(3) 0.4258(8) 0.3937(16) 0.027(5) Uiso 1 1 d . . .
H3 H -0.037(3) 0.4690(7) 0.2744(15) 0.018(4) Uiso 1 1 d . . .
H4 H 0.063(3) 0.5025(8) 0.3871(15) 0.017(4) Uiso 1 1 d . . .
H5 H 0.207(3) 0.3065(7) 0.6693(15) 0.016(4) Uiso 1 1 d . . .
H6 H -0.033(3) 0.3073(7) 0.5939(13) 0.011(4) Uiso 1 1 d . . .


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
C1 C2 1.5150(18) . ?
C1 N2 1.5244(17) . ?
C1 N3 1.5249(16) . ?
C1 N1 1.5283(17) . ?
C2 C3 1.5139(19) . ?
C2 H3 0.949(16) . ?
C2 H4 0.964(16) . ?
C3 C4 1.4967(18) . ?
C3 H1 0.952(18) . ?
C3 H2 0.925(18) . ?
C4 O7 1.2002(16) . ?
C4 O8 1.3628(16) . ?
C5 O8 1.4243(16) . ?
C5 C6 1.5199(19) . ?
C5 H5 0.960(17) . ?
C5 H6 0.936(15) . ?
C6 N5 1.5178(17) . ?
C6 N6 1.5234(17) . ?
C6 N4 1.5252(16) . ?
N1 O2 1.2153(15) . ?
N1 O1 1.2221(14) . ?
N2 O3 1.2134(15) . ?
N2 O4 1.2194(15) . ?
N3 O5 1.2140(15) . ?
N3 O6 1.2177(15) . ?
N4 O9 1.2134(15) . ?
N4 O10 1.2172(15) . ?
N5 O12 1.2178(15) . ?
N5 O11 1.2178(15) . ?
N6 O13 1.2125(15) . ?
N6 O14 1.2198(15) . ?

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 C1 N2 111.43(10) . . ?
C2 C1 N3 113.06(11) . . ?
N2 C1 N3 106.33(10) . . ?
C2 C1 N1 113.72(10) . . ?
N2 C1 N1 105.27(10) . . ?
N3 C1 N1 106.43(10) . . ?
C3 C2 C1 114.55(11) . . ?
C3 C2 H3 112.3(10) . . ?
C1 C2 H3 105.9(10) . . ?
C3 C2 H4 111.3(10) . . ?
C1 C2 H4 106.4(9) . . ?
H3 C2 H4 105.8(13) . . ?
C4 C3 C2 111.02(11) . . ?
C4 C3 H1 106.4(10) . . ?
C2 C3 H1 109.6(11) . . ?
C4 C3 H2 108.3(11) . . ?
C2 C3 H2 113.3(11) . . ?
H1 C3 H2 108.0(15) . . ?
O7 C4 O8 124.39(12) . . ?
O7 C4 C3 126.47(13) . . ?
O8 C4 C3 109.14(11) . . ?
O8 C5 C6 106.10(10) . . ?
O8 C5 H5 109.9(9) . . ?
C6 C5 H5 108.1(10) . . ?
O8 C5 H6 111.9(9) . . ?
C6 C5 H6 109.4(9) . . ?
H5 C5 H6 111.2(13) . . ?
N5 C6 C5 111.42(11) . . ?
N5 C6 N6 106.83(10) . . ?
C5 C6 N6 113.78(11) . . ?
N5 C6 N4 107.55(10) . . ?
C5 C6 N4 110.39(10) . . ?
N6 C6 N4 106.53(10) . . ?
O2 N1 O1 127.36(12) . . ?
O2 N1 C1 117.92(11) . . ?
O1 N1 C1 114.72(11) . . ?
O3 N2 O4 127.96(12) . . ?
O3 N2 C1 117.18(11) . . ?
O4 N2 C1 114.83(11) . . ?
O5 N3 O6 127.81(12) . . ?
O5 N3 C1 114.34(11) . . ?
O6 N3 C1 117.85(11) . . ?
O9 N4 O10 127.76(11) . . ?
O9 N4 C6 117.94(11) . . ?
O10 N4 C6 114.28(11) . . ?
O12 N5 O11 127.58(12) . . ?
O12 N5 C6 114.22(11) . . ?
O11 N5 C6 118.19(11) . . ?
O13 N6 O14 127.69(12) . . ?
O13 N6 C6 117.03(11) . . ?
O14 N6 C6 115.27(11) . . ?
C4 O8 C5 117.88(10) . . ?

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 C1 C2 C3 161.53(12) . . . . ?
N3 C1 C2 C3 41.83(16) . . . . ?
N1 C1 C2 C3 -79.68(14) . . . . ?
C1 C2 C3 C4 169.37(11) . . . . ?
C2 C3 C4 O7 8.0(2) . . . . ?
C2 C3 C4 O8 -172.24(11) . . . . ?
O8 C5 C6 N5 160.25(10) . . . . ?
O8 C5 C6 N6 -78.90(13) . . . . ?
O8 C5 C6 N4 40.81(14) . . . . ?
C2 C1 N1 O2 -128.86(12) . . . . ?
N2 C1 N1 O2 -6.61(14) . . . . ?
N3 C1 N1 O2 106.00(12) . . . . ?
C2 C1 N1 O1 51.57(14) . . . . ?
N2 C1 N1 O1 173.82(10) . . . . ?
N3 C1 N1 O1 -73.57(13) . . . . ?
C2 C1 N2 O3 -138.76(12) . . . . ?
N3 C1 N2 O3 -15.15(15) . . . . ?
N1 C1 N2 O3 97.52(13) . . . . ?
C2 C1 N2 O4 42.83(15) . . . . ?
N3 C1 N2 O4 166.43(11) . . . . ?
N1 C1 N2 O4 -80.90(13) . . . . ?
C2 C1 N3 O5 44.02(15) . . . . ?
N2 C1 N3 O5 -78.56(13) . . . . ?
N1 C1 N3 O5 169.56(11) . . . . ?
C2 C1 N3 O6 -136.37(12) . . . . ?
N2 C1 N3 O6 101.05(13) . . . . ?
N1 C1 N3 O6 -10.83(15) . . . . ?
N5 C6 N4 O9 113.34(13) . . . . ?
C5 C6 N4 O9 -124.91(13) . . . . ?
N6 C6 N4 O9 -0.91(15) . . . . ?
N5 C6 N4 O10 -67.94(14) . . . . ?
C5 C6 N4 O10 53.82(15) . . . . ?
N6 C6 N4 O10 177.81(11) . . . . ?
C5 C6 N5 O12 42.44(15) . . . . ?
N6 C6 N5 O12 -82.40(13) . . . . ?
N4 C6 N5 O12 163.55(11) . . . . ?
C5 C6 N5 O11 -138.41(12) . . . . ?
N6 C6 N5 O11 96.74(13) . . . . ?
N4 C6 N5 O11 -17.30(16) . . . . ?
N5 C6 N6 O13 -21.36(14) . . . . ?
C5 C6 N6 O13 -144.75(11) . . . . ?
N4 C6 N6 O13 93.38(12) . . . . ?
N5 C6 N6 O14 159.94(10) . . . . ?
C5 C6 N6 O14 36.54(15) . . . . ?
N4 C6 N6 O14 -85.33(13) . . . . ?
O7 C4 O8 C5 4.15(19) . . . . ?
C3 C4 O8 C5 -175.60(11) . . . . ?
C6 C5 O8 C4 131.70(12) . . . . ?

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            ?

loop_
_iucr_refine_instructions_details
;
TITL P21_n in P2(1)/n
CELL  0.71073   5.7264  21.6530  11.0910   90.000   93.555   90.000
ZERR     4.00   0.0003   0.0011   0.0006    0.000    0.004    0.000
LATT   1
SYMM  1/2 - X, 1/2 + Y, 1/2 - Z
SFAC  C    H    N    O
UNIT  24   24   24   56
MERG   2
OMIT     0  21   0
OMIT     0  23   0
SHEL  0.780 1000
FMAP   2
PLAN   20
ACTA
BOND   $H
CONF
L.S.  10
TEMP  -173.00
WGHT    0.023100    0.637400
FVAR       4.85977
C1    1    0.245775    0.518483    0.241172    11.00000    0.01302    0.01192 =
         0.01150   -0.00065    0.00006   -0.00007
C2    1    0.104750    0.477402    0.319994    11.00000    0.01547    0.01275 =
         0.01619    0.00110    0.00400   -0.00105
C3    1    0.228966    0.418967    0.362943    11.00000    0.01491    0.01607 =
         0.01292   -0.00028    0.00321   -0.00117
C4    1    0.098005    0.387252    0.457855    11.00000    0.01661    0.01141 =
         0.01387   -0.00314   -0.00081   -0.00140
C5    1    0.128591    0.300661    0.591200    11.00000    0.01543    0.01172 =
         0.01750    0.00292    0.00141   -0.00035
C6    1    0.172217    0.234790    0.550927    11.00000    0.01254    0.01274 =
         0.01331    0.00221    0.00095   -0.00124
N1    3    0.426888    0.558239    0.312187    11.00000    0.01416    0.01531 =
         0.01167   -0.00121    0.00187   -0.00179
N2    3    0.089385    0.564033    0.169168    11.00000    0.01613    0.01408 =
         0.01768    0.00229   -0.00160   -0.00169
N3    3    0.378499    0.482452    0.149104    11.00000    0.01936    0.01610 =
         0.01185    0.00032    0.00140    0.00169
N4    3    0.418177    0.228610    0.506838    11.00000    0.01358    0.01426 =
         0.02061    0.00328    0.00180    0.00127
N5    3    0.151382    0.189343    0.653894    11.00000    0.01899    0.01279 =
         0.01466    0.00153   -0.00061   -0.00232
N6    3    0.004263    0.213043    0.447715    11.00000    0.01239    0.01851 =
         0.01390   -0.00121    0.00227   -0.00089
O1    4    0.556519    0.529810    0.384150    11.00000    0.01858    0.02154 =
         0.01549    0.00266   -0.00438   -0.00162
O2    4    0.428437    0.613346    0.291472    11.00000    0.02519    0.01285 =
         0.02210   -0.00006    0.00041   -0.00463
O3    4    0.131848    0.572935    0.064753    11.00000    0.03232    0.02739 =
         0.01446    0.00634   -0.00074    0.00118
O4    4   -0.061656    0.588240    0.225954    11.00000    0.01627    0.01816 =
         0.02920    0.00368    0.00393    0.00335
O5    4    0.265303    0.441857    0.097541    11.00000    0.03403    0.02152 =
         0.01804   -0.00757    0.00235   -0.00702
O6    4    0.580177    0.497238    0.135068    11.00000    0.01528    0.03421 =
         0.02123   -0.00298    0.00516    0.00014
O7    4   -0.092735    0.400631    0.488711    11.00000    0.01793    0.01898 =
         0.02206    0.00140    0.00563    0.00304
O8    4    0.229659    0.339610    0.505013    11.00000    0.01670    0.01234 =
         0.02266    0.00409    0.00176    0.00036
O9    4    0.438064    0.208321    0.406008    11.00000    0.02048    0.02468 =
         0.01989   -0.00255    0.00646    0.00002
O10   4    0.572927    0.246249    0.578867    11.00000    0.01325    0.02914 =
         0.02876   -0.00186   -0.00372   -0.00099
O11   4    0.294137    0.147723    0.665005    11.00000    0.03366    0.01560 =
         0.02585    0.00556    0.00141    0.00842
O12   4   -0.013045    0.199174    0.715778    11.00000    0.02225    0.02307 =
         0.01916    0.00363    0.00677   -0.00303
O13   4   -0.054427    0.159248    0.448418    11.00000    0.02135    0.01721 =
         0.02608   -0.00546    0.00138   -0.00526
O14   4   -0.051868    0.252231    0.372396    11.00000    0.02183    0.02773 =
         0.01688    0.00657   -0.00344   -0.00115
H1    2    0.234512    0.390655    0.297550    11.00000    0.02654
H2    2    0.380595    0.425757    0.393659    11.00000    0.02702
H3    2   -0.037366    0.469046    0.274354    11.00000    0.01787
H4    2    0.062636    0.502492    0.387096    11.00000    0.01718
H5    2    0.207439    0.306455    0.669263    11.00000    0.01559
H6    2   -0.032623    0.307259    0.593890    11.00000    0.01098
HKLF    4
 
REM  P21_n in P2(1)/n
REM R1 =  0.0301 for   2572 Fo > 4sig(Fo)  and  0.0390 for all   3023 data
REM    259 parameters refined using      0 restraints
 
END
 
WGHT      0.0231      0.6374
REM Highest difference peak  0.379,  deepest hole -0.240,  1-sigma level  0.046
Q1    1   0.1708  0.4471  0.3409  11.00000  0.05    0.38
Q2    1   0.1515  0.2666  0.5637  11.00000  0.05    0.34
Q3    1   0.1595  0.4037  0.4032  11.00000  0.05    0.31
Q4    1   0.2853  0.2320  0.5268  11.00000  0.05    0.31
Q5    1   0.3041  0.5032  0.1991  11.00000  0.05    0.30
Q6    1   0.3342  0.5354  0.2702  11.00000  0.05    0.30
Q7    1   0.1595  0.2165  0.6006  11.00000  0.05    0.30
Q8    1   0.1662  0.5358  0.2091  11.00000  0.05    0.25
Q9    1   0.1938  0.4981  0.2867  11.00000  0.05    0.25
Q10   1   0.0859  0.2254  0.5091  11.00000  0.05    0.24
Q11   1   0.2197  0.3333  0.4240  11.00000  0.05    0.18
Q12   1  -0.0779  0.4341  0.4557  11.00000  0.05    0.18
Q13   1   0.2849  0.4155  0.3575  11.00000  0.05    0.17
Q14   1   0.0326  0.4098  0.5212  11.00000  0.05    0.17
Q15   1  -0.0042  0.5915  0.3246  11.00000  0.05    0.16
Q16   1   0.2928  0.2102  0.3725  11.00000  0.05    0.16
Q17   1   0.3012  0.6193  0.2499  11.00000  0.05    0.15
Q18   1  -0.1531  0.5459  0.2451  11.00000  0.05    0.15
Q19   1   0.7397  0.2456  0.5729  11.00000  0.05    0.15
Q20   1   0.4754  0.2642  0.6592  11.00000  0.05    0.14
;
