#------------------------------------------------------------------------------ #$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: svn://www.crystallography.net/cod/cif/2/2200871.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_2200871 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2002 _journal_volume 58 _journal_page_first o59 _journal_page_last o61 _publ_section_title ; Hydrogen bonding patterns in trimethoprim perchlorate, [trimethoprim = 2,4-diamino-5-(3,4,5-trimethoxybenzyl)pyrimidine]. ; loop_ _publ_author_name 'Thomas Muthiah, Packianathan' 'Umadevi, Balakrishnan' 'Stanley, Nithianantham' 'Bocelli, Gabriele' 'Cantoni, Andrea' _chemical_name_common 'trimethoprim perchlorate' _chemical_formula_moiety 'C14 H19 N4 O3 1+, Cl O41-' _chemical_formula_sum 'C14 H19 Cl N4 O7' _chemical_formula_weight 390.78 _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z _cell_length_a 9.672(2) _cell_length_b 10.2190(10) _cell_length_c 9.651(2) _cell_angle_alpha 91.190(10) _cell_angle_beta 107.180(10) _cell_angle_gamma 72.44(2) _cell_volume 866.4(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.498 _diffrn_ambient_temperature 293(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_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_type_symbol Cl1 .58921(5) .22357(5) .74380(5) .0417(2) Uani . . 1.000 Cl O1 .5842(3) .2534(3) .8818(2) .1382(12) Uani . . 1.000 O O2 .44393(17) .21975(16) .65308(19) .0536(5) Uani . . 1.000 O O3 .70113(19) .09439(18) .74596(19) .0680(6) Uani . . 1.000 O O4 .6244(3) .3261(3) .6778(4) .1223(12) Uani . . 1.000 O O5 -.22609(14) .66522(13) .88174(14) .0355(4) Uani . . 1.000 O O6 -.07301(16) .78921(12) .77103(15) .0408(4) Uani . . 1.000 O O7 .14090(15) .64527(13) .65037(16) .0398(4) Uani . . 1.000 O N1 .28807(16) -.00692(14) .54264(15) .0305(4) Uani . . 1.000 N N2 .53292(18) -.15022(17) .63999(17) .0436(5) Uani . . 1.000 N N3 .40806(16) -.03135(14) .79476(14) .0299(4) Uani . . 1.000 N N4 .28624(18) .09237(17) .94650(16) .0415(5) Uani . . 1.000 N C2 .40918(18) -.06260(16) .66056(17) .0281(4) Uani . . 1.000 C C4 .28321(18) .06162(16) .81173(17) .0267(4) Uani . . 1.000 C C5 .15019(17) .12401(15) .69077(17) .0253(4) Uani . . 1.000 C C6 .15972(18) .08500(16) .55881(18) .0288(4) Uani . . 1.000 C C7 .00703(18) .22108(16) .70981(19) .0299(4) Uani . . 1.000 C C8 .00386(17) .36849(16) .73827(17) .0256(4) Uani . . 1.000 C C9 -.10110(18) .44362(16) .80645(17) .0273(4) Uani . . 1.000 C C10 -.12333(17) .58342(16) .81887(17) .0268(4) Uani . . 1.000 C C11 -.04072(19) .64888(16) .76584(18) .0291(4) Uani . . 1.000 C C12 .06679(19) .57224(17) .70101(18) .0292(4) Uani . . 1.000 C C13 .08899(18) .43152(16) .68792(18) .0282(4) Uani . . 1.000 C C14 -.3212(2) .6021(2) .9278(3) .0458(7) Uani . . 1.000 C C15 .0414(3) .8336(2) .8714(3) .0524(7) Uani . . 1.000 C C16 .2759(3) .5701(2) .6172(3) .0553(8) Uani . . 1.000 C H1 .29214 -.02961 .45729 .0365 Uiso . . 1.000 H H2A .61174 -.18641 .71319 .0523 Uiso . . 1.000 H H2B .53432 -.17083 .55346 .0523 Uiso . . 1.000 H H4A .36568 .05333 1.01808 .0498 Uiso . . 1.000 H H4B .20877 .15137 .96235 .0498 Uiso . . 1.000 H H6 .07675 .12170 .47695 .0345 Uiso . . 1.000 H H7A -.01356 .18298 .79002 .0358 Uiso . . 1.000 H H7B -.07598 .22328 .62287 .0358 Uiso . . 1.000 H H9 -.15578 .40001 .84333 .0327 Uiso . . 1.000 H H13 .16094 .38061 .64539 .0338 Uiso . . 1.000 H H14A -.37606 .56320 .84664 .0687 Uiso . . 1.000 H H14B -.39201 .67028 .96417 .0687 Uiso . . 1.000 H H14C -.25903 .53080 1.00318 .0687 Uiso . . 1.000 H H15A .07538 .78043 .96276 .0786 Uiso . . 1.000 H H15B .00033 .92922 .88535 .0786 Uiso . . 1.000 H H15C .12568 .82131 .83397 .0786 Uiso . . 1.000 H H16A .34555 .51070 .70040 .0829 Uiso . . 1.000 H H16B .32234 .63317 .59198 .0829 Uiso . . 1.000 H H16C .25078 .51582 .53671 .0829 Uiso . . 1.000 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 Cl1 .0327(2) .0445(3) .0473(3) -.0095(2) .0150(2) -.0205(2) O1 .0950(17) .201(3) .0562(13) .0274(18) .0101(12) -.0673(16) O2 .0370(8) .0556(9) .0673(10) -.0171(7) .0120(7) -.0114(8) O3 .0522(10) .0651(11) .0622(10) .0149(8) .0161(8) -.0181(9) O4 .0676(14) .0830(16) .224(3) -.0383(13) .0374(17) .0263(18) O5 .0327(6) .0309(6) .0397(7) .0009(5) .0178(5) -.0106(5) O6 .0450(8) .0204(6) .0487(8) -.0011(5) .0116(6) -.0053(5) O7 .0388(7) .0276(6) .0561(8) -.0065(5) .0226(6) .0007(5) N1 .0314(7) .0321(7) .0235(7) -.0028(6) .0094(5) -.0068(5) N2 .0358(8) .0488(10) .0313(8) .0101(7) .0126(6) -.0078(7) N3 .0290(7) .0282(7) .0250(7) .0030(5) .0094(5) -.0025(5) N4 .0366(8) .0466(9) .0271(7) .0070(7) .0094(6) -.0087(6) C2 .0296(8) .0244(7) .0272(8) -.0020(6) .0106(6) -.0045(6) C4 .0276(8) .0222(7) .0277(8) -.0023(6) .0101(6) -.0045(6) C5 .0231(7) .0189(7) .0310(8) -.0027(5) .0081(6) -.0040(6) C6 .0246(7) .0263(7) .0286(8) -.0022(6) .0039(6) -.0022(6) C7 .0235(7) .0229(7) .0409(9) -.0029(6) .0109(7) -.0049(7) C8 .0209(7) .0223(7) .0280(8) -.0008(5) .0053(6) -.0032(6) C9 .0235(7) .0247(7) .0305(8) -.0022(6) .0089(6) -.0034(6) C10 .0220(7) .0251(7) .0255(7) .0022(6) .0059(6) -.0051(6) C11 .0297(8) .0204(7) .0302(8) -.0009(6) .0061(6) -.0029(6) C12 .0272(8) .0248(7) .0309(8) -.0026(6) .0075(6) .0000(6) C13 .0237(7) .0233(7) .0340(8) -.0006(6) .0106(6) -.0044(6) C14 .0434(11) .0443(11) .0539(12) -.0062(9) .0289(10) -.0109(9) C15 .0716(16) .0361(10) .0509(12) -.0245(10) .0133(11) -.0121(9) C16 .0375(11) .0499(12) .0804(17) -.0062(9) .0274(11) .0094(11) 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 Cl1 O1 . . 1.372(2) yes Cl1 O2 . . 1.4309(19) yes Cl1 O3 . . 1.4284(19) yes Cl1 O4 . . 1.411(3) yes O5 C10 . . 1.374(2) yes O5 C14 . . 1.439(3) yes O6 C11 . . 1.376(2) yes O6 C15 . . 1.421(3) yes O7 C12 . . 1.362(2) yes O7 C16 . . 1.424(3) yes N1 C2 . . 1.352(2) yes N1 C6 . . 1.361(2) yes N2 C2 . . 1.327(3) yes N3 C2 . . 1.330(2) yes N3 C4 . . 1.344(2) yes N4 C4 . . 1.326(2) yes N1 H1 . . .86 no N2 H2A . . .86 no N2 H2B . . .86 no N4 H4B . . .86 no N4 H4A . . .86 no C4 C5 . . 1.440(2) no C5 C7 . . 1.500(2) no C5 C6 . . 1.347(2) no C7 C8 . . 1.518(2) no C8 C9 . . 1.399(2) no C8 C13 . . 1.378(3) no C9 C10 . . 1.387(2) no C10 C11 . . 1.388(3) no C11 C12 . . 1.400(3) no C12 C13 . . 1.397(2) no C6 H6 . . .93 no C7 H7A . . .97 no C7 H7B . . .97 no C9 H9 . . .93 no C13 H13 . . .93 no C14 H14A . . .96 no C14 H14B . . .96 no C14 H14C . . .96 no C15 H15A . . .96 no C15 H15B . . .96 no C15 H15C . . .96 no C16 H16A . . .96 no C16 H16B . . .96 no C16 H16C . . .96 no _cod_database_code 2200871