#------------------------------------------------------------------------------
#$Date: 2022-10-03 17:40:12 +0300 (Mon, 03 Oct 2022) $
#$Revision: 278324 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/19/2001915.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_2001915
loop_
_publ_author_name
'Cousson, A.'
'Lelièvre, J.'
'Chatrousse, A. P.'
'Terrier, F.'
'Farrell, P. G.'
_publ_section_title
;
 Hexanitrodiphenylmethane
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              609
_journal_page_last               612
_journal_paper_doi               10.1107/S0108270192006814
_journal_volume                  49
_journal_year                    1993
_chemical_formula_sum            'C13 H6 N6 O12'
_chemical_formula_weight         438.221
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90
_cell_angle_beta                 97.74(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.671(3)
_cell_length_b                   12.840(2)
_cell_length_c                   12.303(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293
_cell_measurement_theta_max      24
_cell_measurement_theta_min      16
_cell_volume                     1670.3(8)
_diffrn_measurement_device       'Philips PW 1100'
_diffrn_measurement_method       'Flying step scan'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3027
_diffrn_reflns_theta_max         70
_diffrn_standards_decay_%        <0.01
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.15
_exptl_absorpt_correction_T_max  1.174
_exptl_absorpt_correction_T_min  0.827
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    1.742
_exptl_crystal_description       Prism
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.05
_refine_diff_density_min         -0.36
_refine_ls_extinction_coef       17(2)
_refine_ls_extinction_method     '   Larson (1969)'
_refine_ls_goodness_of_fit_obs   1.5
_refine_ls_hydrogen_treatment    refU
_refine_ls_number_parameters     282
_refine_ls_number_reflns         1635
_refine_ls_R_factor_obs          0.068
_refine_ls_shift/esd_max         0.07
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      unit
_refine_ls_wR_factor_obs         0.059
_reflns_number_observed          1635
_reflns_number_total             3027
_reflns_observed_criterion       I>3\s(I)
_cod_data_source_file            pa1007.cif
_cod_data_source_block           pa1007_structure_1_of_1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1.0' was changed to 'unit'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1670(6)
_cod_database_code               2001915
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x+1/2,-y+1/2,z+1/2
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
C(1) .7251(5) .1309(4) .5632(4) .0476
C(2) .7514(5) .1851(4) .6614(4) .0481
C(3) .8413(5) .1571(5) .7465(4) .0525
C(4) .9131(5) .0704(4) .7329(5) .0529
C(5) .8925(5) .0109(4) .6397(5) .0519
C(6) .7969(5) .0417(4) .5578(4) .0465
C(7) .6510(5) .1693(4) .3564(4) .0465
C(8) .7519(5) .2249(4) .3233(4) .0468
C(9) .7780(5) .2315(4) .2169(5) .0551
C(10) .7027(5) .1758(4) .1394(4) .0478
C(11) .6012(5) .1185(4) .1626(4) .0522
C(12) .5775(5) .1184(4) .2692(4) .0513
C(13) .6221(5) .1681(5) .4747(4) .0542
N(1) .6789(5) .2795(4) .6805(4) .0690
N(2) 1.0140(5) .0406(4) .8219(5) .0692
N(3) .7726(5) -.0308(4) .4638(4) .0616
N(4) .8378(5) .2834(4) .4044(4) .0685
N(5) .7331(6) .1763(4) .0245(4) .0678
N(6) .4645(5) .0590(4) .2900(4) .0681
O(1) .7095(6) .3597(5) .6440(6) .1292
O(2) .5962(7) .2744(5) .7269(8) .1392
O(3) 1.0231(5) .0914(4) .9055(4) .0969
O(4) 1.0818(5) -.0307(4) .8041(5) .0917
O(5) .8627(5) -.0785(4) .4381(4) .0896
O(6) .6632(4) -.0419(3) .4215(3) .0721
O(7) .9231(6) .2386(5) .4553(5) .1115
O(8) .8257(7) .3721(6) .4130(8) .1401
O(9) .8153(6) .2349(4) .0047(4) .0945
O(10) .6763(5) .1166(5) -.0391(4) .0937
O(11) .4480(5) -.0251(4) .2460(4) .0949
O(12) .3906(4) .1001(4) .3454(4) .0865
H(3) .8534 .1971 .8163 ?
H(5) .9444 -.0524 .6309 ?
H(9) .8483 .2749 .1971 ?
H(11) .5473 .0790 .1039 ?
H(131) .6001 .2405 .4936 ?
H(132) .5477 .1213 .4768 ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C(6) C(1) C(2) 114.1(5)
C(13) C(1) C(6) 125.4(5)
N(1) C(2) C(1) 120.2(5)
C(4) C(3) C(2) 117.7(5)
N(2) C(4) C(3) 118.8(5)
C(6) C(5) C(4) 117.8(5)
N(3) C(6) C(1) 121.2(5)
C(12) C(7) C(8) 112.9(5)
C(13) C(7) C(12) 124.1(5)
N(4) C(8) C(7) 120.0(5)
C(10) C(9) C(8) 117.1(5)
N(5) C(10) C(9) 118.5(5)
C(12) C(11) C(10) 117.0(5)
N(6) C(12) C(7) 119.5(5)
C(7) C(13) C(1) 117.9(5)
O(2) N(1) C(2) 120.1(6)
O(3) N(2) C(4) 117.2(5)
O(4) N(2) O(3) 125.6(6)
O(6) N(3) C(6) 117.7(5)
O(7) N(4) C(8) 118.5(6)
O(8) N(4) O(7) 121.3(7)
O(10) N(5) C(10) 117.4(6)
O(11) N(6) C(12) 117.1(5)
O(12) N(6) O(11) 124.4(6)
C(13) C(1) C(2) 120.5(5)
C(3) C(2) C(1) 124.8(5)
N(1) C(2) C(3) 115.0(5)
C(5) C(4) C(3) 121.6(5)
N(2) C(4) C(5) 119.6(5)
C(5) C(6) C(1) 123.9(5)
N(3) C(6) C(5) 114.9(5)
C(13) C(7) C(8) 123.0(5)
C(9) C(8) C(7) 124.8(5)
N(4) C(8) C(9) 115.2(5)
C(11) C(10) C(9) 123.0(5)
N(5) C(10) C(11) 118.6(5)
C(11) C(12) C(7) 125.1(5)
N(6) C(12) C(11) 115.3(5)
O(1) N(1) C(2) 118.5(6)
O(2) N(1) O(1) 121.4(7)
O(4) N(2) C(4) 117.2(6)
O(5) N(3) C(6) 117.2(5)
O(6) N(3) O(5) 125.0(5)
O(8) N(4) C(8) 120.0(6)
O(9) N(5) C(10) 116.8(6)
O(10) N(5) O(9) 125.7(5)
O(12) N(6) C(12) 118.3(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C(3) H(3) 0.994(5)
C(9) H(9) 0.991(6)
C(13) H(131) 0.994(6)
C(1) C(2) 1.390(7)
C(1) C(13) 1.515(7)
C(2) N(1) 1.473(7)
C(4) C(5) 1.371(7)
C(5) C(6) 1.391(7)
C(7) C(8) 1.397(7)
C(7) C(13) 1.529(7)
C(8) N(4) 1.467(7)
C(10) C(11) 1.370(7)
C(11) C(12) 1.368(7)
N(1) O(1) 1.187(7)
N(2) O(3) 1.211(6)
N(3) O(5) 1.217(6)
N(4) O(7) 1.182(7)
N(5) O(9) 1.205(7)
N(6) O(11) 1.211(6)
C(5) H(5) 0.997(5)
C(11) H(11) 0.999(5)
C(13) H(132) 0.998(6)
C(1) C(6) 1.384(7)
C(2) C(3) 1.370(7)
C(3) C(4) 1.374(7)
C(4) N(2) 1.479(7)
C(6) N(3) 1.480(7)
C(7) C(12) 1.402(7)
C(8) C(9) 1.377(7)
C(9) C(10) 1.364(8)
C(10) N(5) 1.493(6)
C(12) N(6) 1.478(7)
N(1) O(2) 1.116(7)
N(2) O(4) 1.205(6)
N(3) O(6) 1.220(6)
N(4) O(8) 1.153(8)
N(5) O(10) 1.200(7)
N(6) O(12) 1.229(6)
