#------------------------------------------------------------------------------ #$Date: 2008-01-14 00:15:36 +0200 (Mon, 14 Jan 2008) $ #$Revision: 14 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2012527.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_2012527 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2002 _journal_volume 58 _journal_page_first o97 _journal_page_last o99 _publ_section_title ; Hydrogen bonding in C-substituted nitroanilines: molecular ladders in 2-trifluoromethyl-4-nitroaniline and sheets of R~4~^4^(12) and R~4~^4^(32) rings in 3-trifluoromethyl-4-nitroaniline ; loop_ _publ_author_name 'Glidewell, Christopher' 'Low, John N.' 'McWilliam, Susan A.' 'Skakle, Janet M. S.' 'Wardell, James L.' _chemical_formula_moiety 'C7 H5 F3 N2 O2' _chemical_formula_sum 'C7 H5 F3 N2 O2' _chemical_formula_iupac 'C7 H5 F3 N2 O2' _chemical_formula_weight 206.13 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y+1/2, z+1/2' _cell_length_a 7.1048(2) _cell_length_b 15.3832(5) _cell_length_c 14.3091(6) _cell_angle_alpha 90 _cell_angle_beta 91.9102(12) _cell_angle_gamma 90 _cell_volume 1563.04(9) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _exptl_crystal_density_diffrn 1.752 _diffrn_ambient_temperature 150(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_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol N11 -.6318(2) .44448(11) .07857(11) .0299(4) Uani d . 1 . . N C11 -.5772(2) .38575(12) .14419(12) .0203(4) Uani d . 1 . . C C12 -.5337(2) .41245(12) .23643(12) .0196(4) Uani d . 1 . . C C13 -.4776(2) .35482(11) .30538(11) .0180(4) Uani d . 1 . . C C14 -.4639(2) .26582(11) .28128(12) .0190(4) Uani d . 1 . . C C15 -.5097(2) .23876(12) .19038(12) .0217(4) Uani d . 1 . . C C16 -.5656(2) .29701(12) .12290(12) .0218(4) Uani d . 1 . . C C17 -.4507(2) .39216(12) .40263(13) .0235(4) Uani d . 1 . . C F11 -.51135(15) .47424(7) .40579(7) .0308(3) Uani d . 1 . . F F12 -.27187(14) .39329(7) .43395(7) .0336(3) Uani d . 1 . . F F13 -.55087(16) .34846(8) .46541(7) .0354(3) Uani d . 1 . . F N12 -.4002(2) .19935(10) .34611(11) .0238(4) Uani d . 1 . . N O11 -.31463(19) .22002(9) .41879(9) .0336(4) Uani d . 1 . . O O12 -.4301(2) .12258(9) .32571(10) .0395(4) Uani d . 1 . . O N21 -.1232(2) .10727(10) .57317(11) .0288(4) Uani d . 1 . . N C21 -.0653(2) .16737(12) .63724(12) .0210(4) Uani d . 1 . . C C22 -.0513(2) .25579(12) .61228(12) .0212(4) Uani d . 1 . . C C23 .0046(2) .31808(12) .67648(12) .0203(4) Uani d . 1 . . C C24 .0481(2) .29196(12) .76917(12) .0213(4) Uani d . 1 . . C C25 .0405(2) .20458(12) .79359(13) .0228(4) Uani d . 1 . . C C26 -.0158(2) .14327(12) .72908(12) .0231(4) Uani d . 1 . . C C27 .0342(2) .40838(12) .63987(13) .0262(4) Uani d . 1 . . C F21 .05603(16) .40859(7) .54741(8) .0374(3) Uani d . 1 . . F F22 .18993(14) .44588(7) .67764(8) .0343(3) Uani d . 1 . . F F23 -.11002(15) .46208(7) .65539(9) .0398(3) Uani d . 1 . . F N22 .0947(2) .35281(11) .84365(11) .0267(4) Uani d . 1 . . N O21 .0298(2) .42728(10) .83940(10) .0384(4) Uani d . 1 . . O O22 .19263(19) .32704(10) .91097(10) .0377(4) Uani d . 1 . . O H11 -.6609 .4273 .0212 .036 Uiso calc R 1 . . H H12 -.6383 .5000 .0931 .036 Uiso calc R 1 . . H H12A -.5433 .4724 .2516 .024 Uiso calc R 1 . . H H15 -.5020 .1788 .1751 .026 Uiso calc R 1 . . H H16 -.5967 .2773 .0614 .026 Uiso calc R 1 . . H H22 -.1301 .0521 .5891 .035 Uiso calc R 1 . . H H21 -.1538 .1234 .5157 .035 Uiso calc R 1 . . H H22A -.0813 .2728 .5497 .025 Uiso calc R 1 . . H H25 .0746 .1872 .8556 .027 Uiso calc R 1 . . H H26 -.0213 .0839 .7469 .028 Uiso calc R 1 . . 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 N11 .0488(10) .0235(9) .0169(8) .0033(7) -.0083(7) .0008(7) C11 .0212(9) .0243(11) .0155(9) -.0006(7) -.0015(7) .0016(8) C12 .0235(9) .0176(9) .0177(9) -.0015(7) -.0004(7) -.0013(8) C13 .0177(8) .0210(10) .0153(9) -.0021(7) -.0008(6) -.0006(7) C14 .0196(8) .0192(10) .0181(10) -.0005(7) -.0004(7) .0036(8) C15 .0221(9) .0201(10) .0229(10) -.0005(7) .0000(7) -.0044(8) C16 .0250(9) .0251(11) .0153(9) -.0001(7) -.0003(7) -.0026(8) C17 .0289(10) .0225(11) .0190(10) -.0011(8) -.0022(7) .0024(8) F11 .0495(6) .0231(6) .0197(6) .0050(5) -.0019(5) -.0050(5) F12 .0373(6) .0357(7) .0267(6) -.0030(5) -.0140(5) -.0022(5) F13 .0528(7) .0363(7) .0176(6) -.0050(5) .0086(5) .0038(5) N12 .0266(8) .0220(9) .0229(9) .0000(6) .0003(6) .0024(7) O11 .0454(8) .0322(9) .0223(7) .0019(6) -.0123(6) .0032(6) O12 .0626(10) .0165(8) .0387(9) .0009(7) -.0092(7) .0037(6) N21 .0390(9) .0217(9) .0252(9) -.0020(7) -.0065(7) .0001(7) C21 .0177(8) .0221(10) .0230(10) .0002(7) -.0003(7) -.0020(8) C22 .0207(9) .0237(10) .0189(10) -.0004(7) -.0035(7) .0021(8) C23 .0177(8) .0214(10) .0217(10) .0014(7) -.0007(7) .0018(8) C24 .0210(9) .0238(10) .0189(9) .0008(7) -.0010(7) -.0039(8) C25 .0232(9) .0267(11) .0183(9) .0027(7) -.0007(7) .0046(8) C26 .0264(9) .0198(10) .0231(10) .0009(7) -.0001(7) .0044(8) C27 .0295(10) .0229(11) .0256(11) -.0011(8) -.0066(8) .0003(8) F21 .0556(7) .0309(7) .0254(7) -.0088(5) -.0051(5) .0079(5) F22 .0349(6) .0292(7) .0380(7) -.0112(5) -.0094(5) .0041(5) F23 .0412(7) .0246(7) .0528(8) .0085(5) -.0097(5) .0004(6) N22 .0282(8) .0296(10) .0225(9) -.0017(7) .0007(7) -.0031(7) O21 .0557(9) .0252(9) .0341(9) .0047(7) -.0023(7) -.0067(7) O22 .0431(8) .0456(10) .0234(8) .0032(7) -.0131(6) -.0038(7) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag N11 C11 . 1.351(2) no N11 H11 . .8800 no N11 H11 . .8800 no C11 C16 . 1.402(2) no C11 C12 . 1.407(2) no C12 C13 . 1.375(2) no C12 H12A . .9500 no C13 C14 . 1.416(2) no C13 C17 . 1.512(2) no C14 C15 . 1.394(2) no C14 N12 . 1.443(2) no C15 C16 . 1.366(2) no C15 H15 . .9500 no C16 H16 . .9500 no C17 F12 . 1.333(2) no C17 F11 . 1.335(2) no C17 F13 . 1.345(2) no N12 O11 . 1.2291(19) no N12 O12 . 1.2331(19) no N21 C21 . 1.356(2) no N21 H22 . .8800 no N21 H21 . .8800 no C21 C26 . 1.399(2) no C21 C22 . 1.411(3) no C22 C23 . 1.377(2) no C22 H22A . .9500 no C23 C24 . 1.410(2) no C23 C27 . 1.502(3) no C24 C25 . 1.390(2) no C24 N22 . 1.448(2) no C25 C26 . 1.370(3) no C25 H25 . .9500 no C26 H26 . .9500 no C27 F21 . 1.337(2) no C27 F23 . 1.340(2) no C27 F22 . 1.345(2) no N22 O22 . 1.235(2) no N22 O21 . 1.236(2) no