#------------------------------------------------------------------------------
#$Date: 2017-10-13 02:08:28 +0200 (vie 13 de oct de 2017) $
#$Revision: 201955 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/47/2004726.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2004726
loop_
_publ_author_name
'Deschamps, J. R.'
'George, C.'
'Gilardi, R. D.'
'Gagnon, J. L.'
'Zajac, Jnr, W. W.'
_publ_section_title
;
 cis-1,5-Dimethyl-2,4-dinitro-2,4-diazabicyclo[3.2.0]heptan-3-one
 and
 cis-1,5-Dimethyl-2,4-dinitro-2,4-diazabicyclo[3.1.0]hexan-3-one
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              993
_journal_page_last               995
_journal_paper_doi               10.1107/S010827019501393X
_journal_volume                  52
_journal_year                    1996
_chemical_formula_iupac          'C7 H10 N4 O5'
_chemical_formula_sum            'C7 H10 N4 O5'
_chemical_formula_weight         230.19
_chemical_melting_point          474.1(10)
_chemical_name_common            JLG-244
_chemical_name_systematic
;
2,4-dinitro-cis-1,5-dimethyl-2,4-diazabicyclo[3,2.0]heptan-3-one
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.934(2)
_cell_length_b                   9.237(2)
_cell_length_c                   17.512(5)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.04
_cell_measurement_theta_min      2.33
_cell_volume                     959.9(5)
_computing_cell_refinement       SHELXTL-Plus
_computing_data_collection       'SHELXTL-Plus (Sheldrick, 1991)'
_computing_data_reduction        SHELXTL-Plus
_computing_molecular_graphics    SHELXTL-Plus
_computing_publication_material  SHELXTL-Plus
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Siemens R3m/V'
_diffrn_measurement_method       θ/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0098
_diffrn_reflns_av_sigmaI/netI    0.0222
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1050
_diffrn_reflns_theta_max         25.04
_diffrn_reflns_theta_min         2.33
_diffrn_standards_decay_%        'random variation of 1.5%'
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.137
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.593
_exptl_crystal_density_method    none
_exptl_crystal_description       'clear prism'
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.62
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.135
_refine_diff_density_min         -0.191
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.071
_refine_ls_goodness_of_fit_obs   1.079
_refine_ls_hydrogen_treatment
'H atoms riding; C---H 0.96 for CH~3~ and 0.97\%A for CH~2~'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         1014
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_restrained_S_obs      1.079
_refine_ls_R_factor_all          0.0429
_refine_ls_R_factor_obs          0.0333
_refine_ls_shift/esd_max         0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
;
calc w = 1/[\s^2^(F~o~^2^) + (0.0517P)^2^ + 0.0948P]
where P = (F~o~^2^ + 2F~c~^2^)/3
;
_refine_ls_wR_factor_all         0.0904
_refine_ls_wR_factor_obs         0.0831
_reflns_number_observed          866
_reflns_number_total             1014
_reflns_observed_criterion       >2\s(I)
_cod_data_source_file            fg1098.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '200--202\%C' was changed to
'474.1(10)' - it was converted from degrees Celsius(C) to Kelvins(K),
the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2004726
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
C1 0.0340(14) 0.0421(14) 0.0261(11) 0.0025(13) 0.0012(12) -0.0030(11)
C1A 0.059(2) 0.069(2) 0.0298(13) 0.005(2) -0.0045(14) -0.0055(14)
N2 0.0393(12) 0.0408(12) 0.0342(11) 0.0077(11) 0.0045(11) -0.0022(9)
N2A 0.0479(14) 0.0471(14) 0.0505(14) 0.0097(14) -0.0019(13) 0.0037(12)
O2A 0.091(2) 0.0600(15) 0.0751(15) 0.036(2) 0.011(2) -0.0043(13)
O2B 0.072(2) 0.0567(13) 0.0638(14) 0.0015(12) 0.0080(14) 0.0176(11)
C3 0.0259(12) 0.047(2) 0.0323(13) -0.0018(12) 0.0012(11) -0.0088(12)
O3 0.0457(11) 0.0652(14) 0.0458(10) 0.0038(11) 0.0143(10) -0.0160(11)
N4 0.0468(13) 0.0448(12) 0.0309(11) -0.0039(13) 0.0074(11) 0.0018(9)
N4A 0.056(2) 0.058(2) 0.0411(14) -0.018(2) -0.0022(13) 0.0073(12)
O4A 0.096(2) 0.098(2) 0.0406(12) -0.007(2) 0.0263(14) 0.0091(13)
O4B 0.075(2) 0.0562(13) 0.0654(15) -0.003(2) -0.0092(13) 0.0187(11)
C5 0.0354(14) 0.0394(14) 0.0341(13) 0.0012(13) 0.0009(12) -0.0039(11)
C5A 0.070(2) 0.045(2) 0.057(2) 0.002(2) -0.008(2) -0.0145(15)
C6 0.0321(14) 0.055(2) 0.056(2) 0.0049(14) -0.0015(14) 0.000(2)
C7 0.0314(13) 0.055(2) 0.0433(15) 0.0012(13) 0.0067(13) -0.0031(14)
loop_
_atom_site_label
_atom_site_occupancy
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_type_symbol
C1 1 -0.3134(4) .4052(3) .16664(14) .0341(6) Uani d . C
C1A 1 -0.2248(6) .4260(3) .24757(14) .0527(8) Uani d . C
H1A1 1 -0.0640 .4369 .24624 .063 Uiso calc R H
H1A2 1 -0.2632 .3430 .27793 .063 Uiso calc R H
H1A3 1 -0.2915 .5110 .26954 .063 Uiso calc R H
N2 1 -0.1702(4) .3061(2) .12258(12) .0381(5) Uani d . N
N2A 1 -0.1665(5) .1586(3) .14015(15) .0485(6) Uani d . N
O2A 1 -.0449(5) .0807(3) .10335(15) .0754(8) Uani d . O
O2B 1 -0.2830(4) .1224(2) .19406(13) .0640(7) Uani d . O
C3 1 -0.1003(4) .3559(3) .05025(15) .0351(6) Uani d . C
O3 1 .0071(4) .2939(2) .00368(12) .0522(6) Uani d . O
N4 1 -0.1801(4) .4984(2) .04900(12) .0408(6) Uani d . N
N4A 1 -0.1875(5) .5771(3) -.02011(13) .0518(7) Uani d . N
O4A 1 -.0622(5) .5412(3) -.07003(12) .0782(8) Uani d . O
O4B 1 -0.3201(5) .6775(2) -.02069(13) .0656(7) Uani d . O
C5 1 -0.3203(5) .5427(3) .11386(14) .0363(6) Uani d . C
C5A 1 -0.2430(7) .6844(3) .1475(2) .0570(9) Uani d . C
H5A1 1 -0.0816 .6848 .1513 .068 Uiso calc R H
H5A2 1 -0.3072 .6961 .1974 .068 Uiso calc R H
H5A3 1 -0.2909 .7626 .1153 .068 Uiso calc R H
C6 1 -0.5750(5) .5180(3) .1025(2) .0476(7) Uani d . C
H6A 1 -0.6672 .5965 .1219 .052 Uiso calc R H
H6B 1 -0.6156 .4949 .0503 .052 Uiso calc R H
C7 1 -0.5696(5) .3853(3) .1553(2) .0432(7) Uani d . C
H7A 1 -0.6093 .2956 .1298 .048 Uiso calc R H
H7B 1 -0.6564 .3976 .2017 .048 Uiso calc R H
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
_geom_angle_publ_flag
N2 C1 C1A 111.6(2) y
N2 C1 C7 115.3(2) y
C1A C1 C7 118.3(2) y
N2 C1 C5 102.1(2) y
C1A C1 C5 117.1(2) y
C7 C1 C5 89.7(2) y
N2A N2 C3 120.8(2) no
N2A N2 C1 120.1(2) no
C3 N2 C1 116.0(2) no
O2A N2A O2B 126.2(3) no
O2A N2A N2 118.3(3) no
O2B N2A N2 115.5(2) no
O3 C3 N4 128.8(3) no
O3 C3 N2 128.3(3) no
N4 C3 N2 102.8(2) no
C3 N4 N4A 120.5(2) no
C3 N4 C5 116.3(2) no
N4A N4 C5 120.2(2) no
O4A N4A O4B 127.5(3) no
O4A N4A N4 117.7(3) no
O4B N4A N4 114.8(2) no
N4 C5 C5A 111.9(2) y
N4 C5 C6 114.5(2) y
C5A C5 C6 118.5(3) y
N4 C5 C1 102.5(2) y
C5A C5 C1 117.6(2) y
C6 C5 C1 89.0(2) y
C7 C6 C5 91.2(2) y
C6 C7 C1 90.2(2) y
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 N2 1.468(3) y
C1 C1A 1.524(3) y
C1 C7 1.544(4) y
C1 C5 1.571(4) y
N2 N2A 1.396(3) y
N2 C3 1.410(3) y
N2A O2A 1.206(3) y
N2A O2B 1.217(3) y
C3 O3 1.183(3) y
C3 N4 1.399(4) y
N4 N4A 1.413(3) y
N4 C5 1.466(3) y
N4A O4A 1.194(3) y
N4A O4B 1.216(3) y
C5 C5A 1.507(4) y
C5 C6 1.541(4) y
C6 C7 1.534(4) y
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9022327
