#------------------------------------------------------------------------------
#$Date: 2011-09-17 23:27:16 +0300 (Sat, 17 Sep 2011) $
#$Revision: 26029 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2012392.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_2012392
loop_
_publ_author_name
'Anwar Usman'
'Suchada Chantrapromma'
'Hoong-Kun Fun'
_publ_section_title
;
The 143 and 300 K polymorphs of
hexamethylenetetraminium 2,4-dinitrophenolate monohydrate
;
_journal_name_full               'Acta Crystallographica, Section C'
_journal_page_first              1443
_journal_page_last               1446
_journal_volume                  57
_journal_year                    2001
_chemical_formula_iupac          'C6 H13 N4 1+, C6 H3 N2 O5 1-, H2 O'
_chemical_formula_moiety         'C6 H13 N4 1+, C6 H3 N2 O5 1-, H2 O'
_chemical_formula_sum            'C12 H18 N6 O6'
_chemical_formula_weight         342.32
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                84.4120(10)
_cell_angle_beta                 86.3670(10)
_cell_angle_gamma                89.3040(10)
_cell_formula_units_Z            2
_cell_length_a                   6.3877(4)
_cell_length_b                   7.9017(5)
_cell_length_c                   14.4042(9)
_cell_measurement_temperature    143(2)
_cell_volume                     722.11(8)
_diffrn_ambient_temperature      143(2)
_exptl_crystal_density_diffrn    1.574
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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               2012392
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
N1 .2752(3) .6767(3) -.25439(15) .0154(5) Uani d . 1 . . N
N2 .2440(3) .9482(3) .03112(14) .0147(5) Uani d . 1 . . N
N3 .2238(3) .7463(3) .29237(15) .0133(5) Uani d . 1 . . N
H1N3 .219(5) .733(4) .239(2) .025 Uiso d . 1 . . H
N4 .4515(3) .8628(3) .39867(15) .0140(5) Uani d . 1 . . N
N4A .0720(3) .9031(3) .41653(15) .0145(5) Uani d . 1 . . N
N5 .2253(3) .6220(3) .45392(15) .0145(5) Uani d . 1 . . N
O1 .2775(3) .5438(2) -.29495(13) .0222(5) Uani d . 1 . . O
O2 .2812(3) .8190(3) -.29746(13) .0233(5) Uani d . 1 . . O
O3 .2575(4) 1.0828(2) -.01981(14) .0272(5) Uani d . 1 . . O
O4 .2269(4) .9473(3) .11750(14) .0288(6) Uani d . 1 . . O
O5 .2311(3) .6037(2) .13357(12) .0178(5) Uani d . 1 . . O
O1W -.2302(3) .7318(3) -.22082(14) .0242(5) Uani d . 1 . . O
H1W1 -.234(5) .622(5) -.189(2) .028 Uiso d . 1 . . H
H2W1 -.240(5) .796(5) -.175(2) .029 Uiso d . 1 . . H
C1 .2629(4) .6592(3) -.15335(16) .0127(5) Uani d . 1 . . C
C2 .2576(4) .8054(3) -.10769(18) .0140(6) Uani d . 1 . . C
H2 .256(5) .919(5) -.140(2) .035(10) Uiso d . 1 . . H
C3 .2473(4) .7898(3) -.01062(16) .0115(5) Uani d . 1 . . C
C4 .2418(4) .6288(3) .04504(17) .0123(5) Uani d . 1 . . C
C5 .2503(4) .4839(3) -.00912(18) .0156(6) Uani d . 1 . . C
H5A .247(5) .373(4) .020(2) .022(8) Uiso d . 1 . . H
C6 .2602(4) .4979(3) -.10400(18) .0136(5) Uani d . 1 . . C
H6A .263(4) .404(4) -.139(2) .021(8) Uiso d . 1 . . H
C7 .2059(4) .5831(3) .35838(18) .0156(6) Uani d . 1 . . C
H7B .069(5) .532(4) .348(2) .020(8) Uiso d . 1 . . H
H7A .322(5) .505(4) .334(2) .024 Uiso d . 1 . . H
C8 .4297(4) .7033(3) .45981(19) .0162(6) Uani d . 1 . . C
H8B .554(5) .625(4) .451(2) .022 Uiso d . 1 . . H
H8A .438(5) .727(4) .519(2) .028(9) Uiso d . 1 . . H
C8A .0584(4) .7438(3) .47820(18) .0152(6) Uani d . 1 . . C
H8AB -.084(5) .689(4) .469(2) .022 Uiso d . 1 . . H
H8AA .072(5) .767(4) .547(2) .027(8) Uiso d . 1 . . H
C9 .4339(4) .8273(3) .30282(18) .0148(6) Uani d . 1 . . C
H9B .448(5) .931(4) .259(2) .021(8) Uiso d . 1 . . H
H9A .545(5) .749(4) .283(2) .028 Uiso d . 1 . . H
C9A .0505(4) .8664(3) .32122(18) .0150(5) Uani d . 1 . . C
H9AB .069(5) .961(4) .278(2) .024 Uiso d . 1 . . H
H9AA -.084(5) .801(4) .314(2) .019(8) Uiso d . 1 . . H
C10 .2787(4) .9795(3) .42406(18) .0149(6) Uani d . 1 . . C
H10B .290(5) 1.087(4) .385(2) .029 Uiso d . 1 . . H
H10A .279(4) 1.002(4) .486(2) .019(8) Uiso d . 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
N1 .0139(11) .0187(11) .0140(11) .0035(9) -.0013(8) -.0036(9)
N2 .0242(12) .0093(10) .0112(10) .0044(9) -.0043(8) -.0023(8)
N3 .0184(12) .0132(11) .0091(10) .0033(8) -.0036(8) -.0040(9)
N4 .0137(11) .0131(11) .0158(11) .0003(8) -.0034(8) -.0029(9)
N4A .0141(11) .0139(11) .0162(11) .0024(8) -.0015(8) -.0045(9)
N5 .0174(12) .0117(10) .0145(11) .0015(8) -.0016(8) -.0020(9)
O1 .0297(12) .0217(11) .0172(10) .0072(8) -.0035(8) -.0115(8)
O2 .0368(13) .0184(10) .0144(10) .0032(8) -.0017(8) .0000(8)
O3 .0528(14) .0087(9) .0203(11) .0015(9) -.0044(9) -.0005(8)
O4 .0617(16) .0135(10) .0122(9) .0042(9) -.0043(9) -.0053(8)
O5 .0334(12) .0110(9) .0092(9) .0013(8) -.0029(7) -.0020(7)
O1W .0399(13) .0158(10) .0165(10) .0018(9) -.0022(8) -.0001(9)
C1 .0142(13) .0163(13) .0083(11) .0035(10) -.0020(9) -.0043(10)
C2 .0152(13) .0122(12) .0148(12) .0024(10) -.0013(9) -.0021(10)
C3 .0158(13) .0074(11) .0121(12) .0024(9) -.0043(9) -.0033(10)
C4 .0137(12) .0099(12) .0144(12) .0022(9) -.0030(9) -.0050(10)
C5 .0235(14) .0083(12) .0155(13) .0022(10) -.0022(9) -.0026(10)
C6 .0156(13) .0120(12) .0142(12) .0026(9) -.0017(9) -.0055(10)
C7 .0207(14) .0090(12) .0184(13) .0021(10) -.0052(10) -.0050(10)
C8 .0170(14) .0162(13) .0155(12) .0003(10) -.0051(10) .0007(11)
C8A .0165(13) .0146(13) .0145(12) .0020(10) -.0005(9) -.0025(10)
C9 .0135(13) .0156(13) .0150(12) .0008(10) .0010(9) -.0018(11)
C9A .0128(13) .0166(13) .0165(12) .0045(10) -.0035(9) -.0059(11)
C10 .0180(14) .0136(13) .0141(12) .0017(10) -.0029(9) -.0057(11)
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
N1 O2 . 1.230(3) yes
N1 O1 . 1.250(3) yes
N1 C1 . 1.446(3) yes
N2 O3 . 1.232(3) yes
N2 O4 . 1.241(3) yes
N2 C3 . 1.440(3) yes
N3 C9A . 1.514(3) yes
N3 C9 . 1.516(3) yes
N3 C7 . 1.526(3) yes
N3 H1N3 . .79(3) no
N4 C9 . 1.447(3) yes
N4 C8 . 1.469(3) yes
N4 C10 . 1.480(3) yes
N4A C9A . 1.446(3) yes
N4A C8A . 1.468(3) yes
N4A C10 . 1.473(3) yes
N5 C7 . 1.452(3) yes
N5 C8 . 1.473(3) yes
N5 C8A . 1.476(3) yes
O5 C4 . 1.269(3) yes
O1W H1W1 . .94(3) no
O1W H2W1 . .87(4) no
C1 C2 . 1.383(3) no
C1 C6 . 1.398(4) no
C2 C3 . 1.389(3) no
C2 H2 . .97(4) ?
C3 C4 . 1.436(3) no
C4 C5 . 1.446(3) no
C5 C6 . 1.358(3) no
C5 H5A . .93(3) ?
C6 H6A . .94(3) ?
C7 H7B . 1.00(3) ?
C7 H7A . 1.03(3) ?
C8 H8B . 1.01(3) ?
C8 H8A . .90(3) ?
C8A H8AB . 1.03(3) ?
C8A H8AA . 1.03(3) ?
C9 H9B . .99(3) ?
C9 H9A . .98(3) ?
C9A H9AB . .93(3) ?
C9A H9AA . 1.03(3) ?
C10 H10B . .97(3) ?
C10 H10A . .92(3) ?