#------------------------------------------------------------------------------
#$Date: 2010-01-30 14:59:17 +0100 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006543.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_2006543
_journal_name_full 'Acta Crystallographica Section C'
_journal_year   1997
_journal_volume 53
_journal_page_first   1295
_journal_page_last   1299
_publ_section_title
;
Trimethoprim--Sulfadimidine 1:2 Molecular Complex Monohydrate
;
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/n'
loop_
_publ_author_name
  'Nicola Sardone'
  'Giampiero Bettinetti'
  'Milena Sorrenti'
_chemical_formula_sum   'C38 H48 N12 O8 S2'
_chemical_formula_structural   '(C14 H18 N4 O3),2(C12 H14 N4 O2 S),H2O'
_chemical_formula_iupac   'C14 H18 N4 O3 , 2C12 H14 N4 O2 S , H2 O'
_chemical_formula_weight   864.99
_chemical_melting_point   '160\%C'
_symmetry_cell_setting   'monoclinic'
_cell_length_a   11.0750(10)
_cell_length_b   9.2680(10)
_cell_length_c   40.170(5)
_cell_angle_alpha   90.00
_cell_angle_beta   94.050(10)
_cell_angle_gamma   90.00
_cell_volume   4112.9(8)
_cell_formula_units_Z   4.00
_cell_measurement_temperature   293(3)
_exptl_crystal_density_diffrn   1.3969
_diffrn_ambient_temperature   293(3)
_refine_ls_R_factor_obs  .049
_refine_ls_wR_factor_obs  .050
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_calc_flag
_atom_site_calc_attached_atom
_atom_site_type_symbol
  S .08629(6) .04116(9) .17629(2) .0363(2) aniso . . S
  O1 -.0061(2) -.0530(3) .18637(5) .0475(7) aniso . . O
  O2 .0667(2) .1947(2) .17754(5) .0471(6) aniso . . O
  N1 .1139(2) .0138(3) .13703(5) .0401(7) aniso . . N
  N2 .1422(2) -.1202(3) .09034(6) .0386(7) aniso . . N
  N3 .1433(2) -.2324(3) .14390(6) .0413(8) aniso . . N
  N4 .5167(3) -.0876(4) .26620(8) .0671(11) aniso . . N
  C1 .1329(3) -.1202(3) .12322(7) .0352(8) aniso . . C
  C2 .1642(3) -.2494(4) .07662(7) .0420(10) aniso . . C
  C3 .1798(4) -.2493(4) .04005(8) .0596(13) aniso . . C
  C4 .1751(3) -.3723(4) .09598(8) .0472(9) aniso . . C
  C5 .1649(3) -.3607(4) .12993(8) .0426(10) aniso . . C
  C6 .1768(4) -.4863(4) .15300(10)
   .0673(14) aniso . . C
  C7 .2187(3) -.0008(3) .20041(6) .0349(8) aniso . . C
  C8 .3147(3) .0970(4) .20334(7) .0398(9) aniso . . C
  C9 .4139(3) .0696(4) .22525(7) .0424(9) aniso . . C
  C10 .4190(3) -.0563(4) .24462(7) .0438(10) aniso . . C
  C11 .3226(3) -.1543(4) .24115(7) .0443(10) aniso . . C
  C12 .2237(3) -.1265(4) .21926(7) .0400(9) aniso . . C
  S' -.23783(6) -.04324(9) .04352(2) .0386(2) aniso . . S'
  O1' -.2851(2) -.1857(3) .03718(5) .0494(6) aniso . . O
  O2' -.1385(2) .0033(3) .02513(5) .0526(8) aniso . . O
  N1' -.1847(2) -.0325(3) .08283(5) .0378(7) aniso . . N
  N3' -.3576(2) -.1179(3) .10672(6) .0405(8) aniso . . N
  N2' -.2196(2) .0477(3) .13515(5) .0372(7) aniso . . N
  N4' -.6322(3) .3839(4) .03371(9) .0755(13) aniso . . N
  C1' -.2591(2) -.0352(3) .10978(7) .0349(8) aniso . . C
  C5' -.4238(3) -.1183(4) .13372(8) .0462(10) aniso . . C
  C6' -.5371(3) -.2078(5) .13110(10)
   .0692(14) aniso . . C
  C4' -.3890(3) -.0394(4) .16176(7) .0494(10) aniso . . C
  C2' -.2856(3) .0436(4) .16197(7) .0411(9) aniso . . C
  C3' -.2439(3) .1339(4) .19127(8) .0539(11) aniso . . C
  C7' -.3564(3) .0802(4) .03890(7) .0378(9) aniso . . C
  C8' -.4754(3) .0368(4) .04032(8) .0448(9) aniso . . C
  C9' -.5673(3) .1362(4) .03855(8) .0505(11) aniso . . C
  C11' -.4205(3) .3270(4) .03316(8) .0515(12) aniso . . C
  C10' -.5405(3) .2837(4) .03506(8) .0519(11) aniso . . C
  C12' -.3286(3) .2257(4) .03516(7) .0447(10) aniso . . C
  O3 -.2404(2) .6084(3) .21754(5) .0493(7) aniso . . O
  O4 -.4314(2) .4278(3) .21192(5) .0493(7) aniso . . O
  O5 -.5116(2) .3172(3) .15367(5) .0541(8) aniso . . O
  N5 .0061(2) .3678(3) .03829(5) .0327(6) aniso . . N
  N6 .1165(2) .1573(3) .04555(6) .0399(7) aniso . . N
  N7 .0047(2) .2311(3) .08877(5) .0363(7) aniso . . N
  N8 -.1044(2) .5745(3) .03038(6) .0463(8) aniso . . N
  C13 .0382(2) .2553(3) .05804(6) .0319(8) aniso . . C
  C14 -.0694(3) .3340(3) .10072(6) .0357(8) aniso . . C
  C15 -.1098(2) .4521(3) .08330(6) .0322(8) aniso . . C
  C16 -.0689(2) .4652(3) .05068(6) .0313(7) aniso . . C
  C17 -.1900(3) .5681(4) .09641(7) .0464(10) aniso . . C
  C18 -.2517(3) .5295(3) .12771(7) .0384(8) aniso . . C
  C19 -.2135(3) .5888(4) .15788(7) .0405(10) aniso . . C
  C20 -.2749(3) .5573(3) .18618(6) .0372(8) aniso . . C
  C21 -.1881(5) .7452(5) .22010(10)
  .0888(16) aniso . . C
  C22 -.3742(3) .4659(3) .18391(6) .0360(8) aniso . . C
  C23 -.5128(3) .5340(5) .22265(8) .0674(12) aniso . . C
  C24 -.4123(3) .4058(4) .15328(7) .0388(9) aniso . . C
  C25 -.5553(4) .2567(5) .12240(9) .0668(13) aniso . . C
  C26 -.3509(3) .4375(4) .12515(7) .0419(10) aniso . . C
  O1W -.4989(4) -.3356(4) .05340(10)
   .1254(17) aniso . . O
  HN1 .08203 .08203 .12500 .0507 iso calc N1 H
  H3A .16797 -.33398 .02930 .0507 iso calc C3 H
  H3B .10547 -.19336 .02930 .0507 iso calc C3 H
  H3C .27148 -.22070 .03516 .0507 iso calc C3 H
  HN4b .58398 -.02734 .27148 .0507 iso calc N4 H
  HN4a .50000 -.16602 .28516 .0507 iso calc N4 H
  H4 .18750 -.47266 .08398 .0507 iso calc C4 H
  H6A .18750 -.47266 .17383 .0507 iso calc C6 H
  H6B .24503 -.54151 .14678 .0507 iso calc C6 H
  H6C .10593 -.54345 .14931 .0507 iso calc C6 H
  H8 .31250 .19336 .18750 .0507 iso calc C8 H
  H9 .50000 .13867 .22852 .0507 iso calc C9 H
  H11 .33398 -.25000 .25781 .0507 iso calc C11 H
  H12 .14648 -.19336 .21680 .0507 iso calc C12 H
  HN1' -.12500 .02930 .08398 .0507 iso calc N1' H
  H6A' -.58203 -.19336 .14648 .0507 iso calc C6' H
  H6B' -.51953 -.30664 .13281 .0507 iso calc C6' H
  H6C' -.58203 -.19336 .10547 .0507 iso calc C6' H
  H4N' -.70898 .36133 .03320 .0507 iso calc N4' H
  H4N" -.60547 .47266 .03320 .0507 iso calc N4' H
  H4' -.43750 -.05469 .18164 .0507 iso calc C4' H
  H3A' -.31250 .16602 .20117 .0507 iso calc C3' H
  H3C' -.18750 .08203 .20703 .0507 iso calc C3' H
  H3B' -.18750 .22070 .17969 .0507 iso calc C3' H
  H8' -.50000 -.05469 .04883 .0507 iso calc C8' H
  H9' -.66797 .10938 .04102 .0507 iso calc C9' H
  H11' -.39648 .44531 .02734 .0507 iso calc C11' H
  H12' -.23047 .25000 .03320 .0507 iso calc C12' H
  HN6a .10352 .13867 .01953 .0507 iso calc N6 H
  HN6b .12500 .05469 .05469 .0507 iso calc N6 H
  HN8a -.08203 .58203 .00781 .0507 iso calc N8 H
  HN8b -.14453 .63867 .04297 .0507 iso calc N8 H
  H14 -.08398 .30664 .12500 .0507 iso calc C14 H
  H17A -.25000 .58203 .07813 .0507 iso calc C17 H
  H17B -.12500 .66602 .10547 .0507 iso calc C17 H
  H19 -.14453 .66602 .16016 .0507 iso calc C19 H
  H21A -.16602 .77930 .24414 .0507 iso calc C21 H
  H21B -.20703 .80664 .20313 .0507 iso calc C21 H
  H21C -.10042 .73863 .21436 .0507 iso calc C21 H
  H23B -.58203 .55469 .20313 .0507 iso calc C23 H
  H23C -.45703 .63867 .23047 .0507 iso calc C23 H
  H23A -.54297 .50000 .24219 .0507 iso calc C23 H
  H25A -.58398 .33398 .10352 .0507 iso calc C25 H
  H25B -.62500 .19336 .12500 .0507 iso calc C25 H
  H25C -.48047 .19336 .10938 .0507 iso calc C25 H
  H26 -.37500 .39063 .10352 .0507 iso calc C26 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
  S .0404(3) .0407(4) .0283(3) .0056(3) .0050(3) .0031(3)
  O1 .0374(10) .0595(14) .0462(11) .0005(10) .0074(9) .0120(11)
  O2 .0600(12) .0397(12) .0418(10) .0132(10) .0046(10) -.0014(10)
  N1 .0592(14) .0346(14) .0263(10) .0084(12) .0022(10) .0058(11)
  N2 .0445(13) .0409(14) .0302(11) .0023(12) .0021(10) .0016(11)
  N3 .0512(14) .0380(14) .0344(11) .0009(12) .0007(11) .0040(11)
  N4 .0520(16) .077(2)   .0688(18) -.0081(16) -.0203(14) .0165(17)
  C1 .0368(13) .0379(16) .0305(12) .0022(13) .0001(11) .0009(13)
  C2 .0436(15) .0456(18) .0369(14) -.0008(15) .0029(13) -.0054(14)
  C3 .076(2)   .063(2)   .0409(16) .001(2)   .0099(16) -.0132(17)
  C4 .0543(17) .0397(18) .0475(16) -.0007(16) .0022(15) -.0092(15)
  C5 .0456(16) .0350(17) .0465(16) -.0024(14) -.0026(14) .0026(15)
  C6 .096(3)   .044(2)   .061(2)   .002(2)   .000(2)   .0073(19)
  C7 .0388(13) .0397(17) .0268(12) .0026(13) .0058(11) .0011(12)
  C8 .0466(15) .0411(18) .0331(13) -.0006(14) .0117(12) .0025(13)
  C9 .0381(14) .0490(19) .0407(14) -.0033(14) .0072(12) -.0022(15)
  C10 .0403(15) .054(2)   .0374(14) .0034(15) .0032(12) .0005(15)
  C11 .0455(16) .0481(19) .0393(14) .0038(15) .0030(13) .0106(14)
  C12 .0387(14) .0449(18) .0367(14) -.0023(14) .0052(12) .0056(14)
  S' .0396(3) .0489(4) .0275(3) .0067(3) .0038(3) -.0041(3)
  O1' .0551(12) .0451(13) .0469(11) .0082(11) -.0037(10) -.0133(10)
  O2' .0467(11) .0762(16) .0366(10) .0063(12) .0145(9) .0001(11)
  N1' .0346(11) .0503(15) .0287(10) -.0006(12) .0047(9) .0000(11)
  N3' .0378(12) .0455(15) .0384(12) .0004(12) .0034(10) .0015(12)
  N2' .0383(12) .0435(14) .0298(11) .0052(11) .0014(10) -.0008(11)
  N4' .0615(18) .063(2)   .100(2)   .0245(16) -.0094(18) -.009(2)
  C1' .0341(13) .0408(17) .0299(12) .0076(13) .0024(11) .0047(13)
  C5' .0371(14) .054(2)   .0483(16) .0044(15) .0079(13) .0074(16)
  C6' .0496(18) .077(3)   .083(2)   -.0142(19) .0185(18) .002(2)
  C4' .0451(15) .064(2)   .0404(14) .0083(16) .0154(12) .0025(16)
  C2' .0423(14) .0470(18) .0342(13) .0143(14) .0038(12) .0000(14)
  C3' .0572(18) .069(2)   .0359(15) .0173(18) .0030(14) -.0110(16)
  C7' .0401(14) .0452(18) .0278(12) .0055(14) .0008(11) -.0024(13)
  C8' .0422(15) .050(2)   .0417(15) .0010(15) -.0007(13) .0004(15)
  C9' .0404(16) .061(2)   .0492(17) .0067(16) -.0034(14) -.0057(17)
  C11' .064(2)   .045(2)   .0453(16) .0039(17) .0027(15) -.0030(16)
  C10' .0555(18) .061(2)   .0375(15) .0190(17) -.0058(14) -.0103(16)
  C12' .0472(16) .0490(19) .0381(14) .0011(15) .0040(13) -.0040(15)
  O3 .0635(13) .0536(14) .0307(9) -.0072(12) .0025(9) .0001(10)
  O4 .0670(12) .0531(14) .0305(9) -.0003(11) .0226(9) .0068(10)
  O5 .0592(13) .0655(15) .0388(10) -.0156(12) .0110(10) -.0061(11)
  N5 .0366(11) .0363(13) .0263(10) .0051(10) .0110(9) .0037(10)
  N6 .0431(12) .0414(14) .0369(11) .0132(11) .0140(10) .0027(11)
  N7 .0445(12) .0379(14) .0277(10) .0100(11) .0112(9) .0072(10)
  N8 .0624(14) .0471(15) .0321(11) .0198(12) .0226(10) .0122(11)
  C13 .0309(12) .0374(16) .0282(12) .0016(12) .0067(10) .0003(12)
  C14 .0444(14) .0400(17) .0240(11) .0023(13) .0113(11) .0031(12)
  C15 .0374(13) .0358(16) .0243(11) .0025(12) .0095(10) .0007(12)
  C16 .0332(12) .0353(16) .0260(11) .0019(12) .0073(10) .0038(12)
  C17 .0576(16) .0494(19) .0352(13) .0155(15) .0235(12) .0092(14)
  C18 .0478(14) .0378(16) .0318(12) .0138(13) .0176(11) .0070(13)
  C19 .0435(14) .0419(18) .0373(14) .0063(14) .0123(12) .0059(13)
  C20 .0447(15) .0415(17) .0259(12) .0072(14) .0061(11) .0026(13)
  C21 .148(4)   .058(2)   .055(2)   -.035(3)   -.034(2)   .012(2)
  C22 .0465(14) .0385(16) .0244(11) .0071(13) .0127(11) .0043(12)
  C23 .0629(19) .093(3)   .0503(17) .008(2)   .0298(14) .001(2)
  C24 .0441(15) .0408(17) .0326(13) .0051(14) .0099(12) .0022(13)
  C25 .072(2)   .079(3)   .0480(18) -.019(2)   -.0040(18) -.007(2)
  C26 .0565(16) .0447(18) .0256(12) .0101(15) .0117(12) -.0004(13)
  O1W .131(3)   .094(3)   .152(3)   -.001(3)   .011(3)   -.018(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
  S O1 1.425(2) yes
  S O2 1.441(2) yes
  S N1 1.647(2) yes
  S C7 1.744(3) yes
  N1 C1 1.383(4) yes
  N1 HN1 .857(2) no
  N2 C1 1.332(4) yes
  N2 C2 1.347(4) yes
  N3 C1 1.331(4) yes
  N3 C5 1.343(4) yes
  N4 C10 1.369(4) yes
  N4 HN4b .943(3) no
  N4 HN4a 1.078(3) no
  C2 C3 1.491(4) yes
  C2 C4 1.380(5) yes
  C3 H3A .901(4) no
  C3 H3B 1.041(4) no
  C3 H3C 1.080(4) no
  C4 C5 1.380(5) yes
  C4 H4 1.061(3) no
  C5 C6 1.488(5) yes
  C6 H6A .847(4) no
  C6 H6B .960(4) no
  C6 H6C .950(4) no
  C7 C8 1.395(4) no
  C7 C12 1.389(4) no
  C8 C9 1.382(4) no
  C8 H8 1.096(3) no
  C9 C10 1.401(5) no
  C9 H9 1.148(3) no
  C10 C11 1.401(5) no
  C11 C12 1.380(4) no
  C11 H11 1.113(3) no
  C12 H12 1.055(3) no
  S' O1' 1.436(2) yes
  S' O2' 1.434(2) yes
  S' N1' 1.649(2) yes
  S' C7' 1.741(3) yes
  N1' C1' 1.406(4) yes
  N1' HN1' .874(2) no
  N3' C1' 1.332(4) yes
  N3' C5' 1.351(4) yes
  N2' C1' 1.325(4) yes
  N2' C2' 1.344(4) yes
  N4' C10' 1.374(5) yes
  N4' H4N' .874(3) no
  N4' H4N" .876(4) no
  C5' C6' 1.502(5) yes
  C5' C4' 1.375(5) yes
  C6' H6A' .833(4) no
  C6' H6B' .938(4) no
  C6' H6C' 1.118(4) no
  C4' C2' 1.379(5) yes
  C4' H4' 1.003(3) no
  C2' C3' 1.491(5) yes
  C3' H3A' .931(4) no
  C3' H3C' .983(3) no
  C3' H3B' 1.137(4) no
  C7' C8' 1.383(4) no
  C7' C12' 1.394(5) no
  C8' C9' 1.371(5) no
  C8' H8' .961(4) no
  C9' C10' 1.408(5) no
  C9' H9' 1.154(3) no
  C11' C10' 1.396(5) no
  C11' C12' 1.383(5) no
  C11' H11' 1.156(4) no
  C12' H12' 1.118(3) no
  O3 C20 1.375(3) no
  O3 C21 1.395(5) no
  O4 C22 1.376(3) no
  O4 C23 1.422(5) no
  O5 C24 1.373(4) no
  O5 C25 1.428(4) no
  N5 C13 1.343(4) yes
  N5 C16 1.346(4) yes
  N6 C13 1.374(4) yes
  N6 HN6a 1.059(2) no
  N6 HN6b 1.021(3) no
  N7 C13 1.333(3) yes
  N7 C14 1.367(4) yes
  N8 C16 1.342(4) yes
  N8 HN8a .959(3) no
  N8 HN8b .916(3) no
  C14 C15 1.358(4) yes
  C14 H14 1.031(3) no
  C15 C16 1.421(4) yes
  C15 C17 1.512(4) no
  C17 C18 1.516(4) no
  C17 H17A .964(3) no
  C17 H17B 1.199(3) no
  C18 C19 1.370(4) no
  C18 C26 1.389(4) no
  C19 C20 1.397(4) no
  C19 H19 1.046(3) no
  C20 C22 1.386(4) no
  C21 H21A 1.030(4) no
  C21 H21B .900(4) no
  C21 H21C 1.015(5) no
  C22 C24 1.389(4) no
  C23 H23B 1.074(3) no
  C23 H23C 1.181(4) no
  C23 H23A .929(4) no
  C24 C26 1.391(4) no
  C25 H25A 1.074(4) no
  C25 H25B .981(4) no
  C25 H25C 1.169(4) no
  C26 H26 .991(3) no
_cod_database_code 2006543