#------------------------------------------------------------------------------
#$Date: 2011-09-28 15:24:46 +0100 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/23/2012319.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_2012319
loop_
_publ_author_name
'Batsanov, Andrei S.'
'Perepichka, Igor F.'
'Bryce, Martin R.'
'Howard, Judith A. K.'
_publ_section_title
;
Co-crystals of 2-(2,4,5,7-tetranitrofluorene-9-ylidene)propanedinitrile
and 2,4,5,7-tetranitrofluoren-9-one with chlorobenzene
;
_journal_name_full               'Acta Crystallographica, Section C'
_journal_page_first              1299
_journal_page_last               1302
_journal_volume                  57
_journal_year                    2001
_chemical_formula_iupac          'C13 H4 N4 O9 , 2C6 H5 Cl'
_chemical_formula_moiety         'C13 H4 N4 O9 , 2C6 H5 Cl'
_chemical_formula_sum            'C25 H14 Cl2 N4 O9'
_chemical_formula_weight         585.30
_symmetry_cell_setting           orthorhombic
_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                   6.9840(10)
_cell_length_b                   15.088(2)
_cell_length_c                   23.217(2)
_cell_measurement_temperature    150(2)
_cell_volume                     2446.5(5)
_diffrn_ambient_temperature      150(2)
_exptl_crystal_density_diffrn    1.589
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               2012319
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_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 .7506(11) .2251(5) .3300(3) .0258(18) Uani d . 1 . . C
H1 .7288 .1649 .3397 .031 Uiso d R 1 . . H
C2 .7577(10) .2529(5) .2732(3) .0215(16) Uani d . 1 . . C
C3 .7972(11) .3404(4) .2578(3) .0242(17) Uani d . 1 . . C
H3 .8044 .3572 .2184 .029 Uiso d R 1 . . H
C4 .8250(10) .4025(5) .3019(3) .0224(17) Uani d . 1 . . C
C5 .8149(10) .5156(5) .4324(3) .0201(16) Uani d . 1 . . C
C6 .8476(10) .5404(5) .4892(3) .0238(17) Uani d . 1 . . C
H6 .8509 .6011 .5000 .029 Uiso d R 1 . . H
C7 .8718(10) .4752(5) .5301(3) .0233(18) Uani d . 1 . . C
C8 .8553(10) .3858(5) .5172(3) .0251(18) Uani d . 1 . . C
H8 .8629 .3416 .5462 .030 Uiso d R 1 . . H
C9 .7924(12) .2740(5) .4362(3) .0268(19) Uani d . 1 . . C
C10 .7765(10) .2879(5) .3715(3) .0206(16) Uani d . 1 . . C
C11 .8039(10) .3789(4) .3598(3) .0175(16) Uani d . 1 . . C
C12 .8165(10) .4269(5) .4164(3) .0190(16) Uani d . 1 . . C
C13 .8273(10) .3647(5) .4606(3) .0206(17) Uani d . 1 . . C
O1 .6679(8) .1145(3) .2402(2) .0342(14) Uani d . 1 . . O
O2 .7580(9) .2121(4) .1769(2) .0402(15) Uani d . 1 . . O
O3 .8291(9) .5189(3) .2371(2) .0440(16) Uani d . 1 . . O
O4 1.0009(8) .5295(3) .3156(2) .0338(14) Uani d . 1 . . O
O5 .6383(7) .5686(3) .3554(2) .0260(12) Uani d . 1 . . O
O6 .8301(8) .6611(3) .3997(2) .0348(13) Uani d . 1 . . O
O7 .9267(8) .5818(4) .6005(2) .0393(15) Uani d . 1 . . O
O8 .9506(8) .4433(4) .6251(2) .0357(14) Uani d . 1 . . O
O9 .7786(9) .2042(3) .4615(2) .0376(15) Uani d . 1 . . O
N2 .7257(9) .1883(4) .2263(3) .0269(15) Uani d . 1 . . N
N4 .8889(9) .4909(4) .2837(3) .0276(15) Uani d . 1 . . N
N5 .7576(9) .5869(4) .3922(2) .0237(15) Uani d . 1 . . N
N7 .9196(9) .5024(5) .5893(3) .0293(15) Uani d . 1 . . N
Cl1 .2935(3) .32668(13) .40230(7) .0308(5) Uani d . 1 . . Cl
C15 .2965(10) .3233(5) .3260(3) .0222(16) Uani d . 1 . . C
C16 .2576(10) .2436(4) .2996(3) .0219(17) Uani d . 1 . . C
H16 .2327 .1918 .3216 .026 Uiso d R 1 . . H
C17 .2578(10) .2407(5) .2393(3) .0243(18) Uani d . 1 . . C
H17 .2286 .1870 .2199 .029 Uiso d R 1 . . H
C18 .2992(11) .3166(5) .2081(3) .0297(18) Uani d . 1 . . C
H18 .3005 .3137 .1672 .036 Uiso d R 1 . . H
C19 .3393(11) .3962(5) .2353(3) .0270(18) Uani d . 1 . . C
H19 .3695 .4476 .2135 .032 Uiso d R 1 . . H
C20 .3359(11) .3995(5) .2962(3) .0283(19) Uani d . 1 . . C
H20 .3600 .4535 .3159 .034 Uiso d R 1 . . H
Cl2 .4537(3) .49893(17) .62038(9) .0469(6) Uani d . 1 . . Cl
C21 .4234(12) .5614(6) .5570(3) .034(2) Uani d . 1 . . C
C22 .3507(11) .5185(6) .5092(4) .038(2) Uani d . 1 . . C
H22 .3180 .4575 .5107 .046 Uiso d R 1 . . H
C23 .3284(12) .5672(6) .4586(4) .044(2) Uani d . 1 . . C
H23 .2761 .5396 .4253 .053 Uiso d R 1 . . H
C24 .3838(12) .6560(6) .4575(3) .041(2) Uani d . 1 . . C
H24 .3687 .6895 .4232 .049 Uiso d R 1 . . H
C25 .4591(12) .6956(5) .5061(3) .037(2) Uani d . 1 . . C
H25 .4966 .7560 .5048 .044 Uiso d R 1 . . H
C26 .4817(12) .6483(6) .5567(3) .038(2) Uani d . 1 . . C
H26 .5347 .6752 .5901 .046 Uiso d R 1 . . H
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 .026(5) .026(4) .025(4) .008(4) .002(3) .001(3)
C2 .018(4) .025(4) .022(4) .004(3) -.004(3) -.004(3)
C3 .028(4) .024(4) .020(4) .003(4) .000(3) -.006(3)
C4 .019(4) .028(4) .020(4) .000(3) -.003(3) -.002(3)
C5 .014(4) .023(4) .023(4) -.004(3) .001(3) .003(3)
C6 .020(4) .025(4) .027(4) -.001(3) .004(3) -.002(3)
C7 .023(4) .033(5) .014(4) .000(3) -.006(3) -.002(3)
C8 .023(4) .025(4) .027(4) .003(3) .002(4) .012(4)
C9 .028(5) .021(4) .032(4) .003(4) .001(4) -.005(4)
C10 .019(4) .024(4) .019(4) .000(3) -.003(3) -.006(3)
C11 .014(4) .024(4) .015(3) .005(3) -.001(3) .001(3)
C12 .016(4) .027(4) .015(4) -.004(3) -.002(3) .001(3)
C13 .016(4) .024(4) .022(4) .004(3) -.002(3) -.002(3)
O1 .042(4) .019(3) .041(3) -.004(3) .003(3) -.011(3)
O2 .054(4) .045(3) .022(3) .007(3) -.003(3) -.011(3)
O3 .080(5) .033(3) .019(3) .007(3) .007(3) .007(3)
O4 .032(3) .029(3) .040(3) -.007(3) .011(3) -.009(3)
O5 .029(3) .028(3) .021(3) .005(2) -.003(2) .000(2)
O6 .049(4) .022(3) .033(3) -.003(3) .003(3) -.001(3)
O7 .056(4) .033(4) .029(3) -.003(3) -.014(3) -.010(3)
O8 .041(4) .043(4) .023(3) .002(3) -.010(3) .002(3)
O9 .064(4) .023(3) .027(3) -.005(3) -.002(3) .003(2)
N2 .019(4) .034(4) .027(4) .010(3) -.006(3) -.012(3)
N4 .032(4) .019(4) .032(4) -.001(3) .013(3) -.006(3)
N5 .029(4) .020(4) .023(3) .000(3) .008(3) -.002(3)
N7 .026(4) .035(4) .027(4) -.001(3) -.005(3) -.006(4)
Cl1 .0340(12) .0398(11) .0187(9) .0041(9) .0005(9) -.0012(9)
C15 .014(4) .035(4) .017(3) .011(4) -.004(3) .004(3)
C16 .027(5) .013(4) .025(4) .004(3) -.003(3) .003(3)
C17 .018(4) .023(4) .032(4) .006(3) -.003(3) -.001(4)
C18 .025(4) .038(5) .027(4) -.003(4) -.002(3) .001(4)
C19 .020(4) .035(5) .026(4) .000(4) .000(3) .005(4)
C20 .025(5) .026(4) .033(4) .003(4) -.004(4) -.004(4)
Cl2 .0472(14) .0548(15) .0386(12) .0015(12) .0068(11) .0098(12)
C21 .027(5) .045(6) .029(5) .007(4) .009(4) -.002(4)
C22 .025(5) .045(6) .043(5) .001(4) .008(4) -.003(5)
C23 .025(5) .063(7) .043(5) .007(5) -.002(4) -.030(5)
C24 .032(5) .063(7) .026(5) .017(5) .006(4) -.001(5)
C25 .040(5) .033(5) .037(5) .016(4) -.001(4) -.008(4)
C26 .040(6) .044(6) .032(5) .009(5) -.003(4) -.010(4)
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 C10 . 1.363(9) no
C1 C2 . 1.386(9) no
C1 H1 . .9495 ?
C2 C3 . 1.395(9) no
C2 N2 . 1.478(8) no
C3 C4 . 1.401(9) no
C3 H3 . .9498 ?
C4 C11 . 1.400(9) no
C4 N4 . 1.469(9) no
C5 C12 . 1.389(9) no
C5 C6 . 1.392(9) no
C5 N5 . 1.478(8) no
C6 C7 . 1.377(9) no
C6 H6 . .9495 ?
C7 C8 . 1.386(10) no
C7 N7 . 1.473(9) no
C8 C13 . 1.367(10) no
C8 H8 . .9497 ?
C9 O9 . 1.209(8) no
C9 C13 . 1.500(10) no
C9 C10 . 1.521(9) no
C10 C11 . 1.412(9) no
C11 C12 . 1.502(9) no
C12 C13 . 1.393(9) no
O1 N2 . 1.228(8) ?
O2 N2 . 1.223(7) ?
O3 N4 . 1.233(7) ?
O4 N4 . 1.224(7) ?
O5 N5 . 1.225(7) ?
O6 N5 . 1.242(7) ?
O7 N7 . 1.228(8) ?
O8 N7 . 1.238(8) ?
Cl1 C15 . 1.772(6) no
C15 C20 . 1.370(10) ?
C15 C16 . 1.377(9) ?
C16 C17 . 1.401(9) ?
C16 H16 . .9496 ?
C17 C18 . 1.385(9) ?
C17 H17 . .9497 ?
C18 C19 . 1.387(10) ?
C18 H18 . .9499 ?
C19 C20 . 1.414(10) ?
C19 H19 . .9497 ?
C20 H20 . .9496 ?
Cl2 C21 . 1.761(8) no
C21 C26 . 1.372(11) ?
C21 C22 . 1.382(11) ?
C22 C23 . 1.394(11) ?
C22 H22 . .9496 ?
C23 C24 . 1.395(12) ?
C23 H23 . .9499 ?
C24 C25 . 1.379(11) ?
C24 H24 . .9498 ?
C25 C26 . 1.385(11) ?
C25 H25 . .9494 ?
C26 H26 . .9500 ?