#------------------------------------------------------------------------------
#$Date: 2011-09-28 17:24:46 +0300 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/18/2011896.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_2011896
loop_
_publ_author_name
'Prabakaran, Ponraj'
'Justin Robert, Jebamony'
'Thomas Muthiah, Packianathan'
'Bocelli, Gabriele'
'Righi, Lara'
_publ_section_title
;
Aminopyrimidine-carboxyl(ate) interactions in trimethoprim maleate,
an antifolate drug
;
_journal_name_full               'Acta Crystallographica, Section C'
_journal_page_first              459
_journal_page_last               461
_journal_volume                  57
_journal_year                    2001
_chemical_formula_moiety         'C14 H19 N4 O3 + , C4 H3 O4 - '
_chemical_formula_sum            'C18 H22 N4 O7'
_chemical_formula_weight         406.40
_chemical_name_common            'Trimethorprim maleate'
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90
_cell_angle_beta                 93.27(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   28.485(2)
_cell_length_b                   12.964(3)
_cell_length_c                   5.413(2)
_cell_measurement_temperature    293
_cell_volume                     1995.7(9)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.353
_[local]_cod_cif_authors_sg_H-M  'P 21/n'
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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               2011896
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,1/2+y,1/2-z
-x,-y,-z
1/2+x,1/2-y,1/2+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
O1 .083(2) .056(2) .118(3) -.0030(17) .043(2) .011(2)
O2 .065(2) .078(2) .095(3) .0001(17) .029(2) .002(2)
O3 .096(3) .060(2) .129(4) .0098(19) .050(3) .002(2)
N1 .054(2) .068(2) .058(2) .0016(18) .0012(18) .015(2)
N2 .074(2) .053(2) .058(3) -.0060(18) -.003(2) .0100(18)
N3 .0501(19) .0469(19) .057(2) .0019(15) .0050(16) -.0008(17)
N4 .060(2) .053(2) .058(2) -.0043(17) -.0046(18) .0032(19)
C1' .043(2) .060(3) .072(3) -.0075(19) .005(2) -.001(2)
C2 .050(2) .048(2) .058(3) .0026(19) .004(2) .003(2)
C2' .058(2) .048(2) .073(3) .006(2) .009(2) .002(2)
C3' .051(2) .044(2) .082(4) .0017(19) .008(2) .005(2)
C4 .047(2) .051(2) .052(3) .0070(18) .006(2) .000(2)
C4' .049(2) .065(3) .077(3) .000(2) .019(2) .006(3)
C5 .052(2) .049(2) .055(3) .0030(18) .009(2) -.003(2)
C5' .060(3) .054(3) .077(3) .006(2) .016(2) -.001(3)
C6 .044(2) .063(3) .064(3) .002(2) .006(2) .001(2)
C6' .059(3) .055(3) .079(4) -.004(2) .008(2) .004(2)
C7 .050(2) .062(3) .067(3) -.006(2) .007(2) -.004(2)
C8 .122(5) .058(3) .162(7) .006(3) .065(5) .020(4)
C9 .063(3) .125(6) .144(7) -.001(3) .039(4) -.020(5)
C10 .095(4) .064(3) .124(6) .015(3) .032(4) -.001(3)
O4 .132(4) .063(2) .077(3) -.005(2) -.015(3) .013(2)
O5 .111(3) .059(2) .080(3) -.0064(19) .007(2) .0093(19)
O6 .121(3) .063(2) .074(3) -.017(2) -.018(2) .0071(19)
O7 .111(3) .060(2) .104(3) -.008(2) -.012(2) .014(2)
C11 .063(3) .053(3) .075(4) .005(2) .011(3) .004(3)
C12 .079(3) .069(3) .064(4) .003(3) .008(3) .005(3)
C13 .079(3) .072(3) .057(3) .011(3) .004(3) .017(3)
C14 .067(3) .051(3) .075(4) .001(2) .013(3) .007(3)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_occupancy
_atom_site_type_symbol
O1 .21895(12) .3024(3) .4220(8) .0842(14) Uani 1.000 O
O2 .25953(11) .1254(3) .3000(7) .0784(14) Uani 1.000 O
O3 .23285(14) -.0537(3) .4932(8) .0933(18) Uani 1.000 O
N1 .06606(12) -.1333(3) 1.1442(7) .0601(12) Uani 1.000 N
N2 .00963(13) -.2302(3) .9361(7) .0619(14) Uani 1.000 N
N3 .02812(11) -.0719(3) .7773(7) .0513(11) Uani 1.000 N
N4 .04689(12) .0874(3) .6292(7) .0573(12) Uani 1.000 N
C1' .15639(14) .1234(3) .8153(9) .0583(16) Uani 1.000 C
C2 .03454(14) -.1454(3) .9531(9) .0520(14) Uani 1.000 C
C2' .16910(15) .2151(3) .7059(9) .0595(14) Uani 1.000 C
C3' .20366(15) .2156(3) .5385(10) .0588(16) Uani 1.000 C
C4 .05401(14) .0156(3) .8017(8) .0499(14) Uani 1.000 C
C4' .22543(15) .1249(4) .4735(10) .0631(16) Uani 1.000 C
C5 .08861(15) .0304(3) 1.0012(9) .0518(14) Uani 1.000 C
C5' .21124(16) .0326(3) .5765(10) .0632(17) Uani 1.000 C
C6 .09264(15) -.0468(4) 1.1702(9) .0569(16) Uani 1.000 C
C6' .17685(16) .0306(4) .7466(10) .0642(19) Uani 1.000 C
C7 .12015(15) .1240(3) 1.0122(9) .0595(16) Uani 1.000 C
C8 .1942(2) .3974(4) .4513(14) .112(3) Uani 1.000 C
C9 .30535(18) .1346(5) .4060(13) .109(3) Uani 1.000 C
C10 .2148(2) -.1506(4) .5577(13) .093(3) Uani 1.000 C
O4 .05312(15) -.3859(3) 1.2700(8) .0915(18) Uani 1.000 O
O5 .08854(14) -.2717(3) 1.5165(7) .0833(16) Uani 1.000 O
O6 .04228(14) -.5712(3) 1.2529(7) .0869(16) Uani 1.000 O
O7 .05492(14) -.7021(3) 1.5007(8) .0924(16) Uani 1.000 O
C11 .07443(17) -.3612(4) 1.4753(10) .0634(19) Uani 1.000 C
C12 .08083(18) -.4390(4) 1.6728(10) .0705(19) Uani 1.000 C
C13 .07323(18) -.5395(4) 1.6710(10) .0693(17) Uani 1.000 C
C14 .05594(17) -.6094(4) 1.4660(11) .0640(19) Uani 1.000 C
H1 .06950 -.18150 1.25290 .082(18) Uiso 1.000 H
H2' .15430 .27630 .74570 .066(14) Uiso 1.000 H
H2A .01360 -.27740 1.04700 .056(7) Uiso 1.000 H
H2B -.01070 -.23870 .81420 .056(7) Uiso 1.000 H
H4A .02650 .07730 .50820 .056(7) Uiso 1.000 H
H4B .06260 .14400 .63830 .056(7) Uiso 1.000 H
H6 .11400 -.04030 1.30590 .094(19) Uiso 1.000 H
H6' .16750 -.03150 .81420 .074(15) Uiso 1.000 H
H7A .13640 .12740 1.17430 .122(7) Uiso 1.000 H
H7B .10090 .18550 .99170 .122(7) Uiso 1.000 H
H8A .20920 .45110 .36230 .122(7) Uiso 1.000 H
H8B .19470 .41510 .62360 .122(7) Uiso 1.000 H
H8C .16230 .38980 .38760 .122(7) Uiso 1.000 H
H9A .30910 .20110 .48280 .122(7) Uiso 1.000 H
H9B .32740 .12750 .27960 .122(7) Uiso 1.000 H
H9C .31090 .08160 .52810 .122(7) Uiso 1.000 H
H10A .23280 -.20420 .48580 .122(7) Uiso 1.000 H
H10B .18250 -.15580 .49670 .122(7) Uiso 1.000 H
H10C .21660 -.15780 .73450 .122(7) Uiso 1.000 H
H4 .048(2) -.467(5) 1.273(12) .12(2) Uiso 1.000 H
H12 .09220 -.41290 1.82470 .071(16) Uiso 1.000 H
H13 .07970 -.57210 1.82220 .11(2) Uiso 1.000 H
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
O1 C3' . . 1.373(6) yes
O1 C8 . . 1.432(7) yes
O2 C4' . . 1.389(6) yes
O2 C9 . . 1.401(6) yes
O3 C5' . . 1.366(6) yes
O3 C10 . . 1.409(7) yes
O4 C11 . . 1.276(7) yes
O5 C11 . . 1.244(6) yes
O6 C14 . . 1.295(7) yes
O7 C14 . . 1.217(7) yes
O4 H4 . . 1.06(6) no
N1 C6 . . 1.356(6) yes
N1 C2 . . 1.340(6) yes
N2 C2 . . 1.309(6) yes
N3 C2 . . 1.352(6) yes
N3 C4 . . 1.355(5) yes
N4 C4 . . 1.326(6) yes
N1 H1 . . .8601 no
N2 H2B . . .8598 no
N2 H2A . . .8601 no
N4 H4A . . .8603 no
N4 H4B . . .8594 no
C1' C7 . . 1.526(6) no
C1' C6' . . 1.396(6) no
C1' C2' . . 1.385(6) no
C2' C3' . . 1.376(7) no
C3' C4' . . 1.384(6) no
C4 C5 . . 1.433(6) no
C4' C5' . . 1.390(7) no
C5 C7 . . 1.509(6) no
C5 C6 . . 1.356(7) no
C5' C6' . . 1.382(7) no
C2' H2' . . .9295 no
C6 H6 . . .9305 no
C6' H6' . . .9296 no
C7 H7B . . .9704 no
C7 H7A . . .9694 no
C8 H8A . . .9606 no
C8 H8C . . .9584 no
C8 H8B . . .9598 no
C9 H9B . . .9592 no
C9 H9C . . .9602 no
C9 H9A . . .9604 no
C10 H10C . . .9600 no
C10 H10A . . .9592 no
C10 H10B . . .9620 no
C11 C12 . . 1.473(8) no
C12 C13 . . 1.321(7) no
C13 C14 . . 1.494(8) no
C12 H12 . . .9301 no
C13 H13 . . .9302 no