#------------------------------------------------------------------------------ #$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $ #$Revision: 481 $ #$URL: svn://www.crystallography.net/cod/cif/2/2006261.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_2006261 _journal_name_full 'Acta Crystallographica Section C' _journal_year 1997 _journal_volume 53 _journal_page_first 763 _journal_page_last 764 _publ_section_title ; Hydrogen-Bonding Patterns in Trimethoprim Nitrate, an Antifolate Drug ; loop_ _publ_author_name 'Murugesan, S. ' 'Thomas Muthiah, P.' _chemical_name_common 'Trimethoprim nitrate' _chemical_formula_moiety 'C14 H19 N4 O3,NO3' _chemical_formula_sum 'C14 H19 N5 O6' _chemical_formula_weight 353.34 _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 8.4247(7) _cell_length_b 9.4820(10) _cell_length_c 10.6340(10) _cell_angle_alpha 93.565(10) _cell_angle_beta 104.462(9) _cell_angle_gamma 101.452(8) _cell_volume 800.57(13) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.466 _diffrn_ambient_temperature 293(2) _refine_ls_R_factor_obs .0503 _refine_ls_wR_factor_obs .1219 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_disorder_group _atom_site_type_symbol N1 .7748(2) .5518(2) .9992(2) .0333(4) Uani d . 1 . N H1 .783(3) .464(3) 1.020(2) .049(7) Uiso d . 1 . H C2 .9010(2) .6676(2) 1.0559(2) .0294(4) Uani d . 1 . C N2 1.0266(3) .6451(2) 1.1510(2) .0423(5) Uani d . 1 . N H2A 1.022(3) .550(3) 1.169(2) .047(7) Uiso d . 1 . H H2B 1.110(4) .716(3) 1.182(3) .057(8) Uiso d . 1 . H N3 .9021(2) .7991(2) 1.02006(15) .0310(4) Uani d . 1 . N C4 .7712(2) .8169(2) .9243(2) .0288(4) Uani d . 1 . C N4 .7758(3) .9489(2) .8899(2) .0418(5) Uani d . 1 . N H4A .701(4) .969(3) .827(3) .056(8) Uiso d . 1 . H H4B .864(4) 1.021(3) .932(3) .063(8) Uiso d . 1 . H C5 .6314(2) .6995(2) .8625(2) .0286(4) Uani d . 1 . C C6 .6409(3) .5695(2) .9034(2) .0326(4) Uani d . 1 . C H6 .559(3) .485(3) .869(2) .043(6) Uiso d . 1 . H C7 .4779(3) .7221(2) .7658(2) .0335(4) Uani d . 1 . C H7A .442(3) .808(3) .803(2) .044(6) Uiso d . 1 . H H7B .392(3) .637(3) .759(2) .041(6) Uiso d . 1 . H C1' .4891(2) .7443(2) .6279(2) .0302(4) Uani d . 1 . C C2' .3715(2) .8124(2) .5537(2) .0323(4) Uani d . 1 . C H2' .293(3) .852(2) .591(2) .037(6) Uiso d . 1 . H C3' .3646(2) .8224(2) .4230(2) .0317(4) Uani d . 1 . C O1 .2551(2) .8891(2) .34192(14) .0412(4) Uani d . 1 . O C8 .1367(3) .9443(3) .3944(3) .0501(6) Uani d . 1 . C H8A .063(4) .864(3) .419(3) .068(9) Uiso d . 1 . H H8B .188(4) 1.014(3) .467(3) .069(9) Uiso d . 1 . H H8C .072(4) .989(3) .324(3) .075(9) Uiso d . 1 . H C4' .4702(2) .7625(2) .3649(2) .0326(4) Uani d . 1 . C O2 .4471(2) .7623(2) .23174(13) .0438(4) Uani d . 1 . O C9 .5760(4) .8535(3) .1911(3) .0520(6) Uani d . 1 . C H9A .594(5) .948(4) .240(4) .106(13) Uiso d . 1 . H H9B .533(4) .859(4) .096(4) .091(11) Uiso d . 1 . H H9C .676(5) .825(4) .209(4) .110(14) Uiso d . 1 . H C5' .5895(2) .6971(2) .4409(2) .0334(4) Uani d . 1 . C O3 .6886(2) .6424(2) .37599(14) .0451(4) Uani d . 1 . O C10 .8229(3) .5865(3) .4523(3) .0472(6) Uani d . 1 . C H10A .776(4) .506(3) .498(3) .072(9) Uiso d . 1 . H H10B .896(3) .663(3) .524(3) .058(8) Uiso d . 1 . H H10C .889(4) .554(3) .389(3) .071(9) Uiso d . 1 . H C6' .5990(2) .6897(2) .5732(2) .0325(4) Uani d . 1 . C H6' .681(3) .644(3) .621(2) .041(6) Uiso d . 1 . H N5 .8865(2) .2584(2) 1.1718(2) .0408(4) Uani d . 1 . N O4 1.0008(3) .3639(2) 1.2295(2) .0677(6) Uani d . 1 . O O5 .7841(2) .2730(2) 1.0681(2) .0480(4) Uani d . 1 . O O6 .8756(2) .1419(2) 1.2161(2) .0708(6) Uani d . 1 . O 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 .0396(9) .0268(8) .0333(9) .0091(7) .0068(7) .0104(7) C2 .0340(10) .0303(9) .0253(9) .0103(8) .0073(7) .0069(7) N2 .0432(11) .0350(10) .0426(10) .0097(9) -.0029(8) .0140(8) N3 .0335(8) .0273(8) .0294(8) .0075(6) .0021(7) .0060(6) C4 .0310(9) .0298(9) .0259(9) .0085(7) .0062(7) .0055(7) N4 .0427(11) .0298(9) .0442(11) .0066(8) -.0051(9) .0131(8) C5 .0303(9) .0325(10) .0230(8) .0067(8) .0069(7) .0052(7) C6 .0344(10) .0321(10) .0295(9) .0041(8) .0077(8) .0044(8) C7 .0293(10) .0423(11) .0271(9) .0068(9) .0044(8) .0068(8) C1' .0289(9) .0311(9) .0257(9) .0027(7) .0013(7) .0050(7) C2' .0323(10) .0316(10) .0304(9) .0070(8) .0037(8) .0041(8) C3' .0308(9) .0278(9) .0308(9) .0045(8) -.0019(8) .0079(7) O1 .0414(8) .0440(8) .0370(8) .0166(7) .0003(6) .0141(6) C8 .0472(14) .0513(15) .0535(15) .0237(12) .0046(12) .0150(12) C4' .0364(10) .0317(10) .0236(9) .0025(8) .0005(8) .0056(7) O2 .0489(9) .0517(9) .0236(7) .0025(7) .0027(6) .0079(6) C9 .066(2) .0525(15) .0389(13) .0050(13) .0201(12) .0142(11) C5' .0339(10) .0344(10) .0305(10) .0072(8) .0064(8) .0036(8) O3 .0490(9) .0602(10) .0332(8) .0262(8) .0115(7) .0097(7) C10 .0418(13) .0569(15) .0459(13) .0209(11) .0090(11) .0071(11) C6' .0313(10) .0360(10) .0285(9) .0094(8) .0028(8) .0073(8) N5 .0444(10) .0409(10) .0473(10) .0179(8) .0204(9) .0204(8) O4 .0855(14) .0491(11) .0532(11) .0096(10) -.0071(10) .0153(8) O5 .0483(9) .0486(9) .0480(9) .0149(7) .0082(7) .0192(7) O6 .0667(12) .0548(11) .099(2) .0212(9) .0213(11) .0510(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 N1 C2 . . 1.354(3) Yes N1 C6 . . 1.364(3) Yes C2 N3 . . 1.326(2) Yes C2 N2 . . 1.329(3) Yes N3 C4 . . 1.347(2) Yes C4 N4 . . 1.322(2) Yes C4 C5 . . 1.435(3) Yes C5 C6 . . 1.343(3) Yes C5 C7 . . 1.500(3) Yes C7 C1' . . 1.518(3) Yes C1' C6' . . 1.373(3) No C1' C2' . . 1.396(3) No C2' C3' . . 1.386(3) No C3' O1 . . 1.377(2) Yes C3' C4' . . 1.389(3) No O1 C8 . . 1.425(3) Yes C4' O2 . . 1.380(2) No C4' C5' . . 1.397(3) No O2 C9 . . 1.421(3) No C5' O3 . . 1.363(2) No C5' C6' . . 1.396(3) No O3 C10 . . 1.433(3) No N5 O6 . . 1.224(2) No N5 O4 . . 1.245(3) No N5 O5 . . 1.253(2) No