#------------------------------------------------------------------------------
#$Date: 2017-01-09 04:41:26 +0100 (lun 09 de ene de 2017) $
#$Revision: 190216 $
#$URL: svn://www.crystallography.net/cod/cif/7/04/11/7041102.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7041102
loop_
_publ_author_name
'Axthammer, Quirin J.'
'Klapötke, Thomas M'
'Krumm, Burkhard'
'Scharf, Regina'
'Unger, Cornelia C.'
_publ_section_title
;
 Convenient synthesis of energetic polynitro materials including
 (NO2)3CCH2CH2NH3-salts via Michael addition of trinitromethane.
;
_journal_issue                   47
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              18909
_journal_page_last               18920
_journal_paper_doi               10.1039/c6dt03779h
_journal_volume                  45
_journal_year                    2016
_chemical_formula_moiety         'C3 H7 N4 O6, N O3'
_chemical_formula_sum            'C3 H7 N5 O9'
_chemical_formula_weight         257.14
_chemical_name_common            '3,3,3-Trinitropropan-1-aminium nitrate'
_chemical_name_systematic        '3,3,3-Trinitropropan-1-aminium nitrate'
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date
;
'Mon Nov 04 20:24:48 2013'
;
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-09-26 deposited with the CCDC.
2016-10-28 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.6622(4)
_cell_length_b                   10.2826(7)
_cell_length_c                   16.2582(18)
_cell_measurement_reflns_used    1329
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      31.4390
_cell_measurement_theta_min      4.3840
_cell_volume                     946.59(14)
_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_collection
;
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_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).
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR-97
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 15.9809
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.924
_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

;
_diffrn_measurement_device       'CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       omega-scan
_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_radiation_collimation    0.5
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_av_sigmaI/netI    0.0543
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5194
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         32.36
_diffrn_reflns_theta_min         4.11
_diffrn_source_current           40
_diffrn_source_type              'Spellman generator'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.181
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.97883
_exptl_absorpt_correction_type   multi-scan
_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_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.804
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.418
_refine_diff_density_min         -0.229
_refine_diff_density_rms         0.061
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         3069
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0584
_refine_ls_R_factor_gt           0.0424
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0302P)²+0.1094P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0793
_refine_ls_wR_factor_ref         0.0883
_reflns_number_gt                2567
_reflns_number_total             3069
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c6dt03779h2.cif
_cod_data_source_block           manuscript
_cod_depositor_comments
'Adding full bibliography for 7041098--7041104.cif.'
_cod_database_code               7041102
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'
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
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_
_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_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
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_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
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_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
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)
