#------------------------------------------------------------------------------ #$Date: 2010-01-30 15:59:17 +0200 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2201431.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_2201431 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2002 _journal_volume 58 _journal_page_first o717 _journal_page_last o719 _publ_section_title ; Hydrogen-bonding patterns in trimethoprim trifluoroacetate ; _space_group_IT_number 14 _symmetry_space_group_name_Hall '-P 2yab' _symmetry_space_group_name_H-M 'P 1 21/a 1' _[local]_cod_cif_authors_sg_H-M 'P 21/a' loop_ _publ_author_name 'Savarimuthu Francis' 'Packianathan Thomas Muthiah' 'Gabriele Bocelli' 'Lara Righi' _chemical_name_common 'Trimethoprim trifluoroacetate' _chemical_formula_moiety 'C14 H19 N4 O3 1+, C2 F3 O2 1-' _chemical_formula_sum 'C16 H19 F3 N4 O5' _chemical_formula_structural '[(C14 H19 N4 O3 +) (CF3COO -)]' _chemical_formula_iupac 'C14 H19 N4 O3 1+, C2 F3 O2 1-' _chemical_formula_weight 404.35 _symmetry_cell_setting 'Monoclinic' loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,1/2+y,-z -x,-y,-z 1/2+x,1/2-y,z _cell_length_a 10.380(2) _cell_length_b 19.091(3) _cell_length_c 9.947(2) _cell_angle_alpha 90 _cell_angle_beta 112.17(2) _cell_angle_gamma 90 _cell_volume 1825.4(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.471 _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 F1 0.4475(2) 0.16233(12) 0.3157(2) 0.0936(9) Uani . . 1.000 F F2 0.4714(2) 0.09689(14) 0.1676(4) 0.1359(13) Uani . . 1.000 F F3 0.3817(3) 0.19790(16) 0.1150(3) 0.1329(11) Uani . . 1.000 F O4 0.2165(2) 0.08095(13) 0.2557(2) 0.0773(9) Uani . . 1.000 O O5 0.1433(2) 0.11576(12) 0.0341(2) 0.0651(7) Uani . . 1.000 O C11 0.2315(3) 0.10962(13) 0.1552(3) 0.0460(8) Uani . . 1.000 C C12 0.3828(3) 0.14051(15) 0.1863(3) 0.0502(9) Uani . . 1.000 C O1 0.11771(19) 0.31918(8) 0.82547(18) 0.0478(6) Uani . . 1.000 O O2 0.23186(19) 0.39773(8) 0.68314(18) 0.0467(5) Uani . . 1.000 O O3 0.3141(2) 0.34283(8) 0.48532(18) 0.0499(6) Uani . . 1.000 O N1 0.0385(2) -0.01329(10) 0.7924(2) 0.0411(6) Uani . . 1.000 N N2 0.1432(3) -0.07531(13) 0.9951(3) 0.0552(8) Uani . . 1.000 N N3 0.2908(2) -0.01012(10) 0.9143(2) 0.0397(6) Uani . . 1.000 N N4 0.4337(2) 0.05719(12) 0.8368(3) 0.0479(8) Uani . . 1.000 N C1' 0.2057(2) 0.18174(11) 0.6194(2) 0.0344(6) Uani . . 1.000 C C2 0.1592(2) -0.03257(12) 0.9011(2) 0.0387(7) Uani . . 1.000 C C2' 0.1586(3) 0.21118(12) 0.7175(2) 0.0368(7) Uani . . 1.000 C C3' 0.1646(2) 0.28386(11) 0.7345(2) 0.0356(7) Uani . . 1.000 C C4 0.3013(2) 0.03427(11) 0.8185(2) 0.0366(7) Uani . . 1.000 C C4' 0.2196(2) 0.32633(11) 0.6575(2) 0.0365(7) Uani . . 1.000 C C5 0.1775(2) 0.05658(11) 0.7008(2) 0.0356(6) Uani . . 1.000 C C5' 0.2649(2) 0.29652(11) 0.5579(2) 0.0375(7) Uani . . 1.000 C C6 0.0493(3) 0.03106(12) 0.6941(3) 0.0400(7) Uani . . 1.000 C C6' 0.2587(3) 0.22399(12) 0.5400(2) 0.0378(7) Uani . . 1.000 C C7 0.1888(3) 0.10367(12) 0.5876(3) 0.0395(8) Uani . . 1.000 C C8 0.0695(4) 0.27814(17) 0.9144(3) 0.0608(13) Uani . . 1.000 C C9 0.1219(4) 0.43876(16) 0.5805(4) 0.0580(10) Uani . . 1.000 C C10 0.3340(4) 0.31743(19) 0.3649(3) 0.0628(13) Uani . . 1.000 C H1 -0.045(3) -0.0308(16) 0.783(3) 0.067(9) Uiso . . 1.000 H H2' 0.127(3) 0.1823(13) 0.768(3) 0.045(7) Uiso . . 1.000 H H2A 0.052(4) -0.0875(18) 0.994(4) 0.086(11) Uiso . . 1.000 H H2B 0.219(3) -0.0876(15) 1.067(3) 0.056(8) Uiso . . 1.000 H H4A 0.512(4) 0.0447(17) 0.907(4) 0.074(10) Uiso . . 1.000 H H4B 0.446(3) 0.0886(15) 0.781(3) 0.052(8) Uiso . . 1.000 H H6 -0.039(3) 0.0435(12) 0.622(3) 0.038(6) Uiso . . 1.000 H H6' 0.291(3) 0.2014(13) 0.476(3) 0.047(7) Uiso . . 1.000 H H7A 0.278(3) 0.0904(13) 0.570(3) 0.050(7) Uiso . . 1.000 H H7B 0.098(3) 0.0954(14) 0.502(3) 0.051(7) Uiso . . 1.000 H H8A 0.059(4) 0.3162(19) 0.982(4) 0.097(11) Uiso . . 1.000 H H8B -0.030(4) 0.2518(19) 0.867(4) 0.085(11) Uiso . . 1.000 H H8C 0.152(4) 0.249(2) 0.969(4) 0.097(12) Uiso . . 1.000 H H9A 0.118(4) 0.483(2) 0.617(4) 0.098(12) Uiso . . 1.000 H H9B 0.140(5) 0.441(2) 0.497(5) 0.120(16) Uiso . . 1.000 H H9C 0.021(4) 0.4232(18) 0.558(4) 0.083(11) Uiso . . 1.000 H H10A 0.248(3) 0.2922(16) 0.303(3) 0.059(8) Uiso . . 1.000 H H10B 0.349(3) 0.3582(19) 0.312(4) 0.083(10) Uiso . . 1.000 H H10C 0.420(4) 0.2892(17) 0.388(3) 0.072(10) 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 F1 0.0902(15) 0.1141(17) 0.0756(13) -0.0402(12) 0.0304(12) -0.0292(12) F2 0.0738(15) 0.126(2) 0.224(3) -0.0138(13) 0.0744(18) -0.096(2) F3 0.0837(16) 0.161(2) 0.142(2) -0.0300(15) 0.0291(15) 0.0857(19) O4 0.0668(14) 0.1024(18) 0.0597(12) -0.0248(12) 0.0203(10) 0.0280(12) O5 0.0596(12) 0.0801(15) 0.0501(11) -0.0080(10) 0.0143(10) 0.0126(10) C11 0.0501(15) 0.0404(13) 0.0507(15) 0.0002(11) 0.0225(12) 0.0060(11) C12 0.0512(15) 0.0575(16) 0.0455(14) 0.0006(12) 0.0224(12) 0.0062(12) O1 0.0716(12) 0.0382(9) 0.0442(9) 0.0045(8) 0.0339(9) -0.0055(7) O2 0.0645(11) 0.0282(8) 0.0411(9) -0.0003(7) 0.0128(8) -0.0026(7) O3 0.0755(12) 0.0383(9) 0.0450(9) -0.0073(8) 0.0330(9) 0.0030(7) N1 0.0397(11) 0.0446(11) 0.0386(10) -0.0045(9) 0.0144(9) 0.0058(8) N2 0.0470(14) 0.0664(15) 0.0488(13) -0.0054(11) 0.0141(11) 0.0242(11) N3 0.0413(11) 0.0376(10) 0.0398(10) -0.0009(8) 0.0149(8) 0.0063(8) N4 0.0463(13) 0.0465(13) 0.0506(13) -0.0060(10) 0.0181(11) 0.0128(10) C1' 0.0413(12) 0.0311(11) 0.0314(10) 0.0032(9) 0.0143(9) 0.0017(8) C2 0.0443(13) 0.0337(11) 0.0381(12) -0.0018(10) 0.0155(10) 0.0032(9) C2' 0.0458(13) 0.0335(12) 0.0351(11) -0.0006(10) 0.0199(10) 0.0002(9) C3' 0.0421(12) 0.0350(12) 0.0308(10) 0.0029(9) 0.0151(9) -0.0018(8) C4 0.0440(13) 0.0287(10) 0.0395(11) -0.0010(9) 0.0184(10) -0.0012(9) C4' 0.0456(13) 0.0270(10) 0.0346(11) 0.0012(9) 0.0125(10) -0.0011(8) C5 0.0493(13) 0.0268(10) 0.0333(10) -0.0010(9) 0.0184(10) -0.0016(8) C5' 0.0460(13) 0.0338(11) 0.0343(11) 0.0016(10) 0.0170(10) 0.0053(9) C6 0.0439(13) 0.0393(12) 0.0350(11) 0.0026(10) 0.0129(10) 0.0036(9) C6' 0.0490(14) 0.0341(12) 0.0346(11) 0.0030(10) 0.0207(10) 0.0009(9) C7 0.0540(15) 0.0338(12) 0.0355(12) -0.0005(10) 0.0222(11) -0.0006(9) C8 0.094(3) 0.0520(17) 0.0555(17) 0.0138(17) 0.0500(18) 0.0032(14) C9 0.074(2) 0.0368(14) 0.0559(17) 0.0122(14) 0.0162(15) 0.0035(13) C10 0.092(3) 0.0614(19) 0.0478(16) -0.0151(19) 0.0410(17) -0.0003(14) 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 F1 C12 . . 1.276(3) yes F2 C12 . . 1.305(4) yes F3 C12 . . 1.303(4) yes O4 C11 . . 1.200(4) yes O5 C11 . . 1.213(3) yes O1 C3' . . 1.357(3) yes O1 C8 . . 1.407(4) yes O2 C4' . . 1.384(3) yes O2 C9 . . 1.442(4) yes O3 C10 . . 1.378(4) yes O3 C5' . . 1.357(3) yes N1 C2 . . 1.361(3) yes N1 C6 . . 1.330(3) yes N2 C2 . . 1.298(3) yes N3 C2 . . 1.390(3) yes N3 C4 . . 1.310(3) yes N4 C4 . . 1.387(3) yes N1 H1 . . 0.90(3) no N2 H2A . . 0.97(4) no N2 H2B . . 0.87(3) no N4 H4B . . 0.86(3) no N4 H4A . . 0.88(4) no C11 C12 . . 1.595(5) no C1' C6' . . 1.380(3) no C1' C7 . . 1.520(3) no C1' C2' . . 1.366(3) no C2' C3' . . 1.396(3) no C3' C4' . . 1.378(3) no C4 C5 . . 1.438(3) no C4' C5' . . 1.370(3) no C5 C7 . . 1.480(3) no C5 C6 . . 1.395(4) no C5' C6' . . 1.394(3) no C2' H2' . . 0.89(3) no C6 H6 . . 0.96(3) no C6' H6' . . 0.93(3) no C7 H7A . . 1.04(3) no C7 H7B . . 1.02(3) no C8 H8A . . 1.02(4) no C8 H8B . . 1.08(4) no C8 H8C . . 0.99(4) no C9 H9A . . 0.93(4) no C9 H9B . . 0.92(5) no C9 H9C . . 1.03(4) no C10 H10A . . 1.00(3) no C10 H10B . . 0.98(4) no C10 H10C . . 0.99(4) no _cod_database_code 2201431