#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/01/2200155.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_2200155
loop_
_publ_author_name
'Deschamps, Jeffrey R.'
'Moriarty, R. M.'
' Gilardi, Richard D.'
_publ_section_title
;
 1,4-Bis(dinitromethyl)cubane
;
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o149
_journal_page_last               o150
_journal_paper_doi               10.1107/S1600536801001374
_journal_volume                  57
_journal_year                    2001
_chemical_formula_sum            'C10 H8 N4 O8'
_chemical_formula_weight         312.20
_chemical_name_common            1,4-bis(dinitromethyl)cubane
_chemical_name_systematic
;
1,4-bis(dinitromethyl)cubane
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 99.043(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.2481(4)
_cell_length_b                   7.1112(3)
_cell_length_c                   16.1263(7)
_cell_measurement_reflns_used    30
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      31.36
_cell_measurement_theta_min      5.56
_cell_volume                     1273.87(9)
_computing_cell_refinement       'Bruker XSCANS (Bruker, 1994)'
_computing_data_collection       'Bruker XSCANS (Bruker, 1994)'
_computing_data_reduction        'Bruker XPREP (Bruker, 1994)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997)'
_computing_publication_material  'SHELXTL (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS (Sheldrick, 1990)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'Siemens P4'
_diffrn_measurement_method       2θ/ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  .054
_diffrn_reflns_av_sigmaI/netI    .0507
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3788
_diffrn_reflns_reduction_process 'XSCANS and XPREP'
_diffrn_reflns_theta_full        58.24
_diffrn_reflns_theta_max         58.24
_diffrn_reflns_theta_min         3.98
_diffrn_standards_decay_%        6.75
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.265
_exptl_absorpt_correction_T_max  .927
_exptl_absorpt_correction_T_min  .539
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   '(XPREP; Siemens, 1994)'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.628
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             640
_exptl_crystal_size_max          .60
_exptl_crystal_size_mid          .46
_exptl_crystal_size_min          .06
_refine_diff_density_max         .416
_refine_diff_density_min         -.255
_refine_ls_extinction_coef       .0091(10)
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         1790
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          .054
_refine_ls_R_factor_gt           .050
_refine_ls_shift/su_max          .008
_refine_ls_shift/su_mean         .002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0782P)²+0.7744P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .139
_reflns_number_gt                1636
_reflns_number_total             1790
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            cv6001.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (6 times).

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (6 times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2200155
_cod_database_fobs_code          2200155
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
C1 .95847(19) .4103(3) .92759(13) .0345(6) Uani d . 1 . . C
C2 .9926(2) .3137(3) 1.01527(14) .0409(6) Uani d . 1 . . C
H2A .9871 .1786 1.0261 .049 Uiso calc R 1 . . H
C6 .8901(2) .5678(4) .96865(14) .0407(6) Uani d . 1 . . C
H6A .8102 .6164 .9458 .049 Uiso calc R 1 . . H
C8 1.0763(2) .5302(4) .94488(14) .0398(6) Uani d . 1 . . C
H8A 1.1316 .5515 .9046 .048 Uiso calc R 1 . . H
C9 .9134(2) .3174(3) .84614(14) .0372(6) Uani d . 1 . . C
H9A .8838 .4132 .8043 .045 Uiso calc R 1 . . H
N1 .8127(2) .1822(4) .85533(15) .0557(6) Uani d . 1 . . N
N2 1.0093(2) .2019(3) .81482(14) .0501(6) Uani d . 1 . . N
O1 .8132(3) .0323(5) .8249(3) .170(2) Uani d . 1 . . O
O2 .7335(2) .2421(4) .88931(14) .0782(7) Uani d . 1 . . O
O3 1.0095(3) .2009(5) .73980(15) .1019(10) Uani d . 1 . . O
O4 1.0800(2) .1185(4) .86542(15) .0812(8) Uani d . 1 . . O
C1' 1.47427(19) .0807(3) .92380(13) .0321(6) Uani d . 1 . . C
C2' 1.37897(19) .0096(3) .97758(13) .0354(6) Uani d . 1 . . C
H2'A 1.2915 .0168 .9610 .042 Uiso calc R 1 . . H
C6' 1.5476(2) .1750(3) 1.00375(13) .0358(6) Uani d . 1 . . C
H6'A 1.5817 .3020 1.0060 .043 Uiso calc R 1 . . H
C8' 1.5482(2) -.1039(3) .94319(13) .0352(6) Uani d . 1 . . C
H8'A 1.5828 -.1789 .9019 .042 Uiso calc R 1 . . H
C9' 1.44922(19) .1721(3) .83997(13) .0333(6) Uani d . 1 . . C
H9'A 1.5232 .1746 .8150 .040 Uiso calc R 1 . . H
N1' 1.40485(18) .3693(3) .84740(12) .0427(6) Uani d . 1 . . N
N2' 1.35171(18) .0707(3) .78136(12) .0414(5) Uani d . 1 . . N
O1' 1.3251(2) .3934(3) .88786(17) .0810(8) Uani d . 1 . . O
O2' 1.4559(2) .4940(3) .81795(17) .0852(8) Uani d . 1 . . O
O3' 1.2984(2) .1578(3) .72260(12) .0690(7) Uani d . 1 . . O
O4' 1.3362(2) -.0935(3) .79557(12) .0650(6) Uani d . 1 . . O
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0181 .0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0311 .0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0492 .0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
0 0 6
0 4 0
4 0 0
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_3
_geom_angle
C9 C1 C6 . . 124.78(18)
C9 C1 C8 . . 124.19(18)
C6 C1 C8 . . 89.61(17)
C9 C1 C2 . . 127.2(2)
C6 C1 C2 . . 89.95(17)
C8 C1 C2 . . 89.85(16)
C8 C2 C6 3_767 3_767 90.49(18)
C8 C2 C1 3_767 . 89.55(17)
C6 C2 C1 3_767 . 89.66(17)
C8 C6 C2 3_767 3_767 90.75(17)
C8 C6 C1 3_767 . 89.57(17)
C2 C6 C1 3_767 . 89.91(17)
C6 C8 C2 3_767 3_767 90.92(17)
C6 C8 C1 3_767 . 89.74(17)
C2 C8 C1 3_767 . 89.98(17)
C1 C9 N2 . . 112.09(18)
C1 C9 N1 . . 110.68(19)
N2 C9 N1 . . 105.9(2)
O1 N1 O2 . . 124.6(3)
O1 N1 C9 . . 119.0(3)
O2 N1 C9 . . 116.3(2)
O4 N2 O3 . . 124.7(3)
O4 N2 C9 . . 118.3(2)
O3 N2 C9 . . 116.9(2)
C9' C1' C8' . . 124.70(18)
C9' C1' C2' . . 126.64(18)
C8' C1' C2' . . 90.41(17)
C9' C1' C6' . . 124.13(19)
C8' C1' C6' . . 90.00(16)
C2' C1' C6' . . 90.00(15)
C6' C2' C8' 3_857 3_857 90.57(16)
C6' C2' C1' 3_857 . 89.47(16)
C8' C2' C1' 3_857 . 89.88(15)
C2' C6' C8' 3_857 3_857 90.71(17)
C2' C6' C1' 3_857 . 89.61(17)
C8' C6' C1' 3_857 . 89.61(16)
C2' C8' C1' 3_857 . 89.81(16)
C2' C8' C6' 3_857 3_857 90.50(15)
C1' C8' C6' . 3_857 89.41(16)
C1' C9' N1' . . 110.74(18)
C1' C9' N2' . . 112.00(19)
N1' C9' N2' . . 106.14(18)
O2' N1' O1' . . 123.8(2)
O2' N1' C9' . . 118.4(2)
O1' N1' C9' . . 117.6(2)
O4' N2' O3' . . 125.1(2)
O4' N2' C9' . . 117.0(2)
O3' N2' C9' . . 117.8(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C9 . 1.487(3) ?
C1 C6 . 1.563(3) y
C1 C8 . 1.563(3) y
C1 C2 . 1.565(3) y
C2 C8 3_767 1.550(3) ?
C2 C6 3_767 1.552(4) ?
C6 C8 3_767 1.551(3) ?
C6 C2 3_767 1.552(4) ?
C8 C6 3_767 1.551(3) ?
C8 C2 3_767 1.550(3) ?
C9 N2 . 1.504(3) ?
C9 N1 . 1.510(3) ?
N1 O1 . 1.174(4) ?
N1 O2 . 1.196(3) ?
N2 O4 . 1.203(3) ?
N2 O3 . 1.210(3) ?
C1' C9' . 1.487(3) ?
C1' C8' . 1.560(3) y
C1' C2' . 1.565(3) y
C1' C6' . 1.567(3) y
C2' C6' 3_857 1.555(3) ?
C2' C8' 3_857 1.557(3) ?
C6' C2' 3_857 1.555(3) ?
C6' C8' 3_857 1.562(3) ?
C8' C2' 3_857 1.557(3) ?
C8' C6' 3_857 1.562(3) ?
C9' N1' . 1.499(3) ?
C9' N2' . 1.514(3) ?
N1' O2' . 1.195(3) ?
N1' O1' . 1.201(3) ?
N2' O4' . 1.207(3) ?
N2' O3' . 1.209(3) ?
