#------------------------------------------------------------------------------
#$Date: 2016-02-19 15:29:56 +0100 (vie 19 de feb de 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/65/2006545.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_2006545
loop_
_publ_author_name
'Piacenza, Guy'
'Beguet, Christelle'
'Wimmer, Eric'
'Gallo, Roger'
'Giorgi, Michel'
_publ_section_title
;
 2,4,6,8-Tetraazabicyclo[3.3.1]nonane-3,7-dione and
 2,4,6,8-Tetraacetyl-2,4,6,8-tetraazabicyclo[3.3.1]nonane-3,7-dione
;
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1459
_journal_page_last               1462
_journal_paper_doi               10.1107/S0108270197006495
_journal_volume                  53
_journal_year                    1997
_chemical_formula_sum            'C5 H8 N4 O2'
_chemical_formula_weight         156.15
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c a'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.00(3)
_cell_angle_beta                 90.00(3)
_cell_angle_gamma                90.000(10)
_cell_formula_units_Z            8
_cell_length_a                   11.388(2)
_cell_length_b                   10.171(2)
_cell_length_c                   11.767(5)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    294
_cell_measurement_theta_max      18
_cell_measurement_theta_min      15
_cell_volume                     1362.9(7)
_computing_cell_refinement       'CAD4 Software'
_computing_data_collection       'CAD4 Software (Enraf-Nonius, 1989)'
_computing_data_reduction        'BEGIN SDP (Frenz, 1985)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  'CIF VAX in MolEN (Fair, 1990)'
_computing_structure_refinement  'LSFM SDP (Frenz, 1985)'
_computing_structure_solution
'direct methods (MULTAN80; Main et al., 1980)'
_diffrn_ambient_temperature      294
_diffrn_measurement_device       Enraf_Nonius_CAD4
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.026
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2655
_diffrn_reflns_theta_max         25
_diffrn_reflns_theta_min         3
_diffrn_standards_decay_%        0.28
_diffrn_standards_interval_time  60
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.113
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.52
_exptl_crystal_density_meas      1.500
_exptl_crystal_density_method    'flotation in chloroform'
_exptl_crystal_description       prism
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.257
_refine_diff_density_min         -0.291
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.835
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     100
_refine_ls_number_reflns         1005
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.049
_refine_ls_R_factor_obs          .039
_refine_ls_shift/esd_max         0.007
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 4Fo²/[σ²(Fo²) + 0.0016Fo⁴]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         .052
_reflns_number_observed          1005
_reflns_number_total             1192
_reflns_observed_criterion       >3.0\s(I)
_cod_data_source_file            ab1467.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '4Fo^2^/[\s^2^(Fo^2^) +
0.0016Fo^4^]' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w = 4Fo^2^/[\s^2^(Fo^2^) + 0.0016Fo^4^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1363.0(10)
_cod_database_code               2006545
_cod_database_fobs_code          2006545
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
O2 .0303(5) .0571(6) .0323(4) -.0037(5) -.0066(4) .0099(5)
O5 .0319(5) .0564(6) .0362(5) -.0074(5) -.0036(4) -.0105(6)
N3 .0279(5) .0380(6) .0285(5) .0000(5) .0013(5) .0015(5)
N6 .0277(5) .0461(7) .0295(6) -.0015(5) .0030(5) -.0017(5)
N4 .0301(5) .0406(6) .0286(5) -.0030(5) .0030(5) -.0028(5)
N1 .0312(5) .0471(6) .0261(5) .0022(6) .0027(5) -.0007(6)
C7 .0343(7) .0349(7) .0328(6) .0072(6) .0020(6) -.0057(6)
C2 .0268(5) .0344(7) .0260(6) -.0053(6) -.0038(5) -.0030(6)
C5 .0272(6) .0359(6) .0247(5) .0022(6) -.0036(5) .0023(6)
C8 .0324(6) .0300(6) .0307(6) -.0043(6) .0026(5) .0037(6)
C9 .0460(8) .0272(7) .0446(8) .0021(6) -.0001(6) .0009(7)
loop_
_atom_site_label
_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
O2 .64121(8) .21990(10) .69705(8) .0399(3) Uani ?
O5 .92566(8) .26890(10) 1.06035(9) .0415(3) Uani ?
N3 .64081(9) .11390(10) .86560(10) .0315(3) Uani ?
N6 .93111(9) .12940(10) .91055(9) .0344(3) Uani ?
N4 .76949(9) .13660(10) 1.02840(10) .0331(3) Uani ?
N1 .80370(10) .10620(10) .74780(10) .0348(3) Uani ?
C7 .87240(10) .03820(10) .83380(10) .0340(3) Uani ?
C2 .69330(10) .14990(10) .76750(10) .0290(3) Uani ?
C5 .87740(10) .18190(10) 1.00180(10) .0292(3) Uani ?
C8 .70440(10) .04670(10) .95660(10) .0310(3) Uani ?
C9 .79040(10) -.04720(10) .90240(10) .0392(4) Uani ?
H1 .643 .005 1.005 .0348 Uiso calc
H2 .746 -.105 .858 .0447 Uiso calc
H3 .937 -.014 .793 .0381 Uiso calc
H5 .837 -.096 .961 .0447 Uiso calc
H4 .573 .159 .882 .0343 Uiso calc
H6 .733 .180 1.084 .0363 Uiso calc
H7 .999 .170 .887 .0386 Uiso calc
H8 .836 .144 .692 .0388 Uiso calc
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
C2 N3 C8 122.20(10) no
C7 N6 C5 122.60(10) no
C5 N4 C8 123.10(10) no
C7 N1 C2 122.50(10) yes
N6 C7 N1 112.10(10) yes
N6 C7 C9 108.60(10) no
N1 C7 C9 108.30(10) yes
O2 C2 N3 120.90(10) no
O2 C2 N1 121.20(10) yes
N3 C2 N1 117.90(10) yes
O5 C5 N6 121.40(10) no
O5 C5 N4 121.00(10) no
N6 C5 N4 117.60(10) no
N3 C8 N4 112.70(10) no
N3 C8 C9 107.90(10) no
N4 C8 C9 108.30(10) no
C7 C9 C8 105.20(10) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O2 C2 1.243(2) yes
O5 C5 1.249(2) no
N3 C2 1.351(2) no
N3 C8 1.463(2) no
N6 C7 1.456(2) no
N6 C5 1.346(2) no
N4 C5 1.349(2) no
N4 C8 1.449(2) no
N1 C7 1.454(2) yes
N1 C2 1.352(2) yes
C7 C9 1.509(2) yes
C8 C9 1.509(2) no
