#------------------------------------------------------------------------------
#$Date: 2018-07-12 01:19:36 +0300 (Thu, 12 Jul 2018) $
#$Revision: 208984 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/10/27/2102786.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_2102786
loop_
_publ_author_name
'Chen, Yu-Sheng'
'Stash, Adam I.'
'Pinkerton, A. Alan'
_publ_contact_author             'Pinkerton, A. Alan'
_publ_contact_author_email       apinker@uoft02.utoledo.edu
_publ_contact_author_fax         1-419-530-4033
_publ_contact_author_phone       1-419-530-4580
_publ_section_title
;
 Chemical bonding and intermolecular interactions in energetic materials:
 1,3,4-trinitro-7,8-diazapentalene
;
_journal_coden_ASTM              ASBSDK
_journal_coeditor_code           BS5038
_journal_date_accepted           2007-01-16
_journal_date_recd_electronic    2006-08-16
_journal_issue                   2
_journal_name_full
;
 Acta Crystallographica, Section B: Structural Science
;
_journal_page_first              309
_journal_page_last               318
_journal_paper_category          FA
_journal_paper_doi               10.1107/S010876810700242X
_journal_volume                  63
_journal_year                    2007
_chemical_formula_sum            'C6 H3 N5 O6'
_chemical_formula_weight         241.13
_space_group_IT_number           29
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2ac'
_symmetry_space_group_name_H-M   'P c a 21'
_atom_type_scat_source           'Koritsanszky et al, (2003)'
_cell_angle_alpha                90.000
_cell_angle_beta                 90.000
_cell_angle_gamma                90.000
_cell_formula_units_Z            4
_cell_length_a                   13.3229(3)
_cell_length_b                   7.00050(10)
_cell_length_c                   9.3471(2)
_cell_measurement_reflns_used    31952
_cell_measurement_temperature    90.0(10)
_cell_measurement_theta_max      40.14
_cell_measurement_theta_min      2.0
_cell_volume                     871.78(3)
_computing_cell_refinement       'Siemens (1996b)'
_computing_data_collection       'Siemens (1996a)'
_computing_data_reduction        'Siemens (1996b)'
_computing_molecular_graphics    'Koritsanszky et al, (2003)'
_computing_publication_material  'Koritsanszky et al, (2003)'
_computing_structure_refinement  'Koritsanszky et al, (2003)'
_computing_structure_solution    'Sheldrick (1997)'
_diffrn_measurement_device       'Smart CCD2000'
_diffrn_measurement_method       w
_diffrn_radiation_type           'Ag K\a'
_diffrn_radiation_wavelength     0.56083
_diffrn_reflns_av_R_equivalents  0.0188
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            31952
_diffrn_reflns_theta_max         40.14
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.837
_exptl_crystal_description       prism
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.162
_refine_diff_density_min         -0.122
_refine_ls_extinction_coef       0.1188
_refine_ls_extinction_method     'B-C type 1 Gaussian isotropic'
_refine_ls_goodness_of_fit_ref   1.4356
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     452
_refine_ls_number_reflns         9455
_refine_ls_R_factor_gt           0.0256
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     w=1/[s²(Fsqd)]
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0229
_reflns_number_observed          9455
_reflns_number_total             10283
_reflns_observed_criterion       I>3\s
_cod_data_source_file            bs5038.cif
_cod_data_source_block           TNDP
_cod_original_sg_symbol_H-M      Pca2(1)
_cod_original_formula_sum        'C6 H3 N5 O6 '
_cod_database_code               2102786
_cod_database_fobs_code          2102786
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,-Y,1/2+Z
3 1/2-X,+Y,1/2+Z
4 1/2+X,-Y,+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
O(11) 0.01530(10) 0.0225(2) 0.01980(10) 0.00270(10) -0.00860(10) -0.00520(10)
O(12) 0.02030(10) 0.01460(10) 0.01560(10) -0.00550(10) -0.00250(10)
-0.00340(10)
O(31) 0.01500(10) 0.0236(2) 0.0227(2) 0.01080(10) -0.00460(10) -0.00460(10)
O(32) 0.00985(9) 0.02393(17) 0.0266(2) -0.00410(10) -0.00250(10) -0.00053(15)
O(41) 0.02130(10) 0.01920(10) 0.01280(10) 0.00160(10) -0.00730(10) 0.00040(10)
O(42) 0.02100(10) 0.01640(10) 0.0278(2) 0.00160(10) -0.00690(10) -0.01130(10)
N(1) 0.01107(9) 0.01508(12) 0.01028(9) -0.00242(8) -0.00165(8) -0.00247(9)
N(3) 0.00775(7) 0.01766(13) 0.01193(10) 0.00246(8) -0.00090(7) -0.00189(9)
N(4) 0.01179(9) 0.01249(11) 0.01057(9) -0.00018(8) -0.00158(8) -0.00267(9)
N(7) 0.00750(7) 0.00979(9) 0.00903(8) -0.00009(6) -0.00136(6) -0.00008(7)
N(8) 0.00703(6) 0.00889(8) 0.00800(8) 0.00033(6) -0.00073(6) -0.00030(7)
C(1) 0.00927(9) 0.01090(11) 0.01020(10) -0.00079(8) -0.00144(8) -0.00148(9)
C(2) 0.01065(9) 0.01061(11) 0.01076(11) 0.00113(8) -0.00012(8) -0.00172(9)
C(3) 0.00759(8) 0.01075(10) 0.00962(10) 0.00127(7) -0.00034(7) -0.00061(8)
C(4) 0.00930(9) 0.00911(10) 0.00950(10) -0.00006(7) -0.00084(7) -0.00013(8)
C(5) 0.01104(9) 0.00910(10) 0.01388(12) 0.00137(8) -0.00116(9) 0.00091(9)
C(6) 0.00914(9) 0.01138(11) 0.01278(11) 0.00117(8) -0.00227(8) 0.00139(10)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
O(11) -0.06192(3) 0.05935(8) 0.12282(7) 0.019 1.0000
O(12) 0.00331(4) -0.22572(7) 0.14310(6) 0.017 1.0000
O(31) 0.36238(4) -0.08134(9) 0.42410(7) 0.020 1.0000
O(32) 0.36351(3) 0.23008(9) 0.41676(8) 0.020 1.0000
O(41) 0.25749(4) 0.33833(8) 0.62907(6) 0.018 1.0000
O(42) 0.20362(4) 0.63138(8) 0.60706(9) 0.022 1.0000
N(1) 0.00159(3) -0.05335(6) 0.16855(5) 0.012 1.0000
N(3) 0.32045(2) 0.07450(7) 0.41031(6) 0.012 1.0000
N(4) 0.20885(3) 0.46351(6) 0.56789(6) 0.012 1.0000
N(7) 0.07328(2) 0.20378(5) 0.31030 0.009 1.0000
N(8) 0.15749(2) 0.23261(5) 0.38999(5) 0.008 1.0000
C(1) 0.07771(3) 0.01974(6) 0.25684(6) 0.010 1.0000
C(2) 0.16689(3) -0.06434(6) 0.29878(6) 0.011 1.0000
C(3) 0.21711(2) 0.07167(6) 0.37970(5) 0.009 1.0000
C(4) 0.15046(3) 0.41044(6) 0.44878(5) 0.009 1.0000
C(5) 0.06152(3) 0.49517(6) 0.40056(6) 0.011 1.0000
C(6) 0.01383(3) 0.36330(6) 0.31433(6) 0.011 1.0000
H(2) 0.19761 -0.19946 0.26425 0.035(2) 1.0000
H(5) 0.03234 0.63197 0.43406 0.033(2) 1.0000
H(6) -0.05770 0.36826 0.26008 0.035(2) 1.0000
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O(11) N(1) O(12) 1_555 1_555 1_555 124.98(4) yes
O(11) N(1) C(1) 1_555 1_555 1_555 117.79(4) yes
O(12) N(1) C(1) 1_555 1_555 1_555 117.23(4) yes
O(31) N(3) O(32) 1_555 1_555 1_555 124.49(4) yes
O(31) N(3) C(3) 1_555 1_555 1_555 116.91(5) yes
O(32) N(3) C(3) 1_555 1_555 1_555 118.56(4) yes
O(41) N(4) O(42) 1_555 1_555 1_555 124.78(5) yes
O(41) N(4) C(4) 1_555 1_555 1_555 118.06(4) yes
O(42) N(4) C(4) 1_555 1_555 1_555 117.07(4) yes
N(8) N(7) C(1) 1_555 1_555 1_555 107.49(3) yes
N(8) N(7) C(6) 1_555 1_555 1_555 109.92(3) yes
C(1) N(7) C(6) 1_555 1_555 1_555 142.57(3) yes
N(7) N(8) C(3) 1_555 1_555 1_555 108.34(3) yes
N(7) N(8) C(4) 1_555 1_555 1_555 107.40(3) yes
C(3) N(8) C(4) 1_555 1_555 1_555 144.26(3) yes
N(1) C(1) N(7) 1_555 1_555 1_555 121.40(4) yes
N(1) C(1) C(2) 1_555 1_555 1_555 129.22(4) yes
N(7) C(1) C(2) 1_555 1_555 1_555 109.31(3) yes
C(1) C(2) C(3) 1_555 1_555 1_555 106.06(3) yes
C(1) C(2) H(2) 1_555 1_555 1_555 127.86(4) yes
C(3) C(2) H(2) 1_555 1_555 1_555 125.53(3) yes
N(3) C(3) N(8) 1_555 1_555 1_555 122.48(4) yes
N(3) C(3) C(2) 1_555 1_555 1_555 126.33(4) yes
N(8) C(3) C(2) 1_555 1_555 1_555 108.68(3) yes
N(4) C(4) N(8) 1_555 1_555 1_555 121.43(3) yes
N(4) C(4) C(5) 1_555 1_555 1_555 127.63(4) yes
N(8) C(4) C(5) 1_555 1_555 1_555 108.37(3) yes
C(4) C(5) C(6) 1_555 1_555 1_555 107.12(3) yes
C(4) C(5) H(5) 1_555 1_555 1_555 125.96(4) yes
C(6) C(5) H(5) 1_555 1_555 1_555 126.62(4) yes
N(7) C(6) C(5) 1_555 1_555 1_555 107.16(3) yes
N(7) C(6) H(6) 1_555 1_555 1_555 121.57(4) yes
C(5) C(6) H(6) 1_555 1_555 1_555 131.21(4) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O(11) N(1) 1_555 1_555 1.2333(6) yes
O(12) N(1) 1_555 1_555 1.2301(6) yes
O(31) N(3) 1_555 1_555 1.2324(7) yes
O(32) N(3) 1_555 1_555 1.2324(7) yes
O(41) N(4) 1_555 1_555 1.2308(6) yes
O(42) N(4) 1_555 1_555 1.2329(6) yes
N(1) C(1) 1_555 1_555 1.4040(5) yes
N(3) C(3) 1_555 1_555 1.4064(5) yes
N(4) C(4) 1_555 1_555 1.4080(5) yes
N(7) N(8) 1_555 1_555 1.3617(4) yes
N(7) C(1) 1_555 1_555 1.3832(5) yes
N(7) C(6) 1_555 1_555 1.3696(5) yes
N(8) C(3) 1_555 1_555 1.3818(5) yes
N(8) C(4) 1_555 1_555 1.3640(5) yes
C(1) C(2) 1_555 1_555 1.3827(5) yes
C(2) C(3) 1_555 1_555 1.3879(5) yes
C(2) H(2) 1_555 1_555 1.0800(4) yes
C(4) C(5) 1_555 1_555 1.3997(5) yes
C(5) C(6) 1_555 1_555 1.3804(6) yes
C(5) H(5) 1_555 1_555 1.0800(4) yes
C(6) H(6) 1_555 1_555 1.0800(4) yes
