#------------------------------------------------------------------------------
#$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2013795.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_2013795
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2004
_journal_volume  60
_journal_page_first  o1
_journal_page_last  o5
_publ_section_title
;
Four trifluoromethylnitrobenzene analogues
;
loop_
_publ_author_name
  'Daniel E. Lynch'
  'Ian McClenaghan'
_chemical_formula_moiety  'C14 H16 F3 N3 O4'
_chemical_formula_sum  'C14 H16 F3 N3 O4'
_chemical_formula_iupac  'C14 H16 F3 N3 O4'
_chemical_formula_weight  347.30
_symmetry_cell_setting  Monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x-1/2, -y-1/2, z-1/2'
_cell_length_a  12.555(3)
_cell_length_b  7.2688(15)
_cell_length_c  17.366(4)
_cell_angle_alpha  90
_cell_angle_beta  107.85(3)
_cell_angle_gamma  90
_cell_volume  1508.5(6)
_cell_formula_units_Z  4
_cell_measurement_temperature  120(2)
_exptl_crystal_density_diffrn  1.529
_diffrn_ambient_temperature  120(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
  C1 0.71754(12) 0.9337(2) 0.09555(9) 0.0188(3) Uani d . 1 . . C
  C2 0.63996(13) 0.8756(2) 0.13577(9) 0.0185(3) Uani d . 1 . . C
  C21 0.64564(13) 0.6951(2) 0.17898(10) 0.0221(4) Uani d . 1 . . C
  F21 0.69701(8) 0.56039(13) 0.15254(6) 0.0287(3) Uani d . 1 . . F
  F22 0.69744(9) 0.71006(15) 0.25949(6) 0.0316(3) Uani d . 1 . . F
  F23 0.54197(8) 0.63119(15) 0.17232(6) 0.0332(3) Uani d . 1 . . F
  C3 0.54820(13) 0.9847(2) 0.13308(9) 0.0200(4) Uani d . 1 . . C
  H3 0.4976 0.9473 0.1611 0.025 Uiso calc R 1 . . H
  C4 0.53000(13) 1.1471(2) 0.08990(9) 0.0203(4) Uani d . 1 . . C
  N41 0.43157(12) 1.2567(2) 0.08734(8) 0.0245(3) Uani d . 1 . . N
  O41 0.37893(11) 1.2166(2) 0.13459(8) 0.0370(4) Uani d . 1 . . O
  O42 0.40423(11) 1.38190(18) 0.03793(8) 0.0326(3) Uani d . 1 . . O
  C5 0.60039(13) 1.2036(2) 0.04684(10) 0.0217(4) Uani d . 1 . . C
  H5 0.5852 1.3129 0.0154 0.027 Uiso calc R 1 . . H
  C6 0.69324(14) 1.0978(2) 0.05041(9) 0.0215(4) Uani d . 1 . . C
  H6 0.7423 1.1370 0.0215 0.027 Uiso calc R 1 . . H
  N7 0.81138(11) 0.8303(2) 0.09724(8) 0.0208(3) Uani d . 1 . . N
  C8 0.86425(14) 0.8638(3) 0.03380(10) 0.0241(4) Uani d . 1 . . C
  H81 0.9148 0.9714 0.0483 0.030 Uiso calc R 1 . . H
  H82 0.8063 0.8899 -0.0183 0.030 Uiso calc R 1 . . H
  C9 0.93023(14) 0.6937(3) 0.02573(10) 0.0262(4) Uani d . 1 . . C
  H91 0.8785 0.5885 0.0077 0.033 Uiso calc R 1 . . H
  H92 0.9684 0.7156 -0.0156 0.033 Uiso calc R 1 . . H
  N10 1.01301(11) 0.6494(2) 0.10287(8) 0.0238(3) Uani d . 1 . . N
  C11 0.96390(14) 0.6216(2) 0.16831(10) 0.0239(4) Uani d . 1 . . C
  H111 1.0240 0.6018 0.2200 0.030 Uiso calc R 1 . . H
  H112 0.9155 0.5110 0.1570 0.030 Uiso calc R 1 . . H
  C12 0.89519(13) 0.7892(2) 0.17529(9) 0.0211(4) Uani d . 1 . . C
  H121 0.8571 0.7661 0.2165 0.026 Uiso calc R 1 . . H
  H122 0.9453 0.8964 0.1930 0.026 Uiso calc R 1 . . H
  C13 1.12257(14) 0.6888(2) 0.11464(10) 0.0229(4) Uani d . 1 . . C
  O13 1.16077(10) 0.73633(19) 0.06119(7) 0.0313(3) Uani d . 1 . . O
  O14 1.18508(9) 0.66508(17) 0.19241(7) 0.0263(3) Uani d . 1 . . O
  C15 1.30424(14) 0.6955(3) 0.20817(12) 0.0337(5) Uani d . 1 . . C
  H151 1.3178 0.8185 0.1886 0.042 Uiso calc R 1 . . H
  H152 1.3360 0.6014 0.1802 0.042 Uiso calc R 1 . . H
  C16 1.35738(15) 0.6821(3) 0.29831(12) 0.0347(5) Uani d . 1 . . C
  H161 1.3229 0.7722 0.3253 0.043 Uiso calc R 1 . . H
  H162 1.4377 0.7073 0.3119 0.043 Uiso calc R 1 . . H
  H163 1.3462 0.5580 0.3165 0.043 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
  C1 0.0166(7) 0.0229(9) 0.0175(7) -0.0022(7) 0.0061(6) -0.0029(6)
  C2 0.0171(7) 0.0221(9) 0.0161(7) -0.0006(6) 0.0046(6) -0.0005(6)
  C21 0.0183(8) 0.0245(9) 0.0258(8) 0.0003(7) 0.0101(7) 0.0019(7)
  F21 0.0307(5) 0.0209(5) 0.0378(6) 0.0029(4) 0.0155(5) 0.0016(4)
  F22 0.0373(6) 0.0362(7) 0.0214(5) 0.0008(5) 0.0093(4) 0.0077(4)
  F23 0.0204(5) 0.0323(6) 0.0489(7) -0.0031(4) 0.0137(5) 0.0113(5)
  C3 0.0186(8) 0.0246(9) 0.0186(7) -0.0022(7) 0.0083(6) -0.0023(6)
  C4 0.0183(8) 0.0225(9) 0.0208(8) 0.0021(7) 0.0070(6) -0.0029(6)
  N41 0.0231(7) 0.0282(8) 0.0210(7) 0.0033(6) 0.0051(6) -0.0013(6)
  O41 0.0312(7) 0.0494(9) 0.0378(7) 0.0151(6) 0.0213(6) 0.0085(6)
  O42 0.0319(7) 0.0292(7) 0.0358(7) 0.0089(6) 0.0091(6) 0.0073(6)
  C5 0.0242(8) 0.0209(9) 0.0196(8) -0.0009(7) 0.0063(6) 0.0009(6)
  C6 0.0208(8) 0.0252(9) 0.0209(8) -0.0023(7) 0.0102(6) 0.0008(7)
  N7 0.0175(7) 0.0297(8) 0.0172(7) 0.0032(6) 0.0080(5) 0.0022(5)
  C8 0.0226(8) 0.0325(10) 0.0203(8) 0.0031(7) 0.0113(7) 0.0028(7)
  C9 0.0242(8) 0.0353(10) 0.0213(8) 0.0047(8) 0.0105(7) -0.0012(7)
  N10 0.0194(7) 0.0337(9) 0.0207(7) 0.0038(6) 0.0099(6) 0.0029(6)
  C11 0.0195(8) 0.0310(10) 0.0244(8) 0.0023(7) 0.0114(7) 0.0050(7)
  C12 0.0173(7) 0.0276(9) 0.0201(8) -0.0015(7) 0.0080(6) 0.0006(7)
  C13 0.0229(8) 0.0213(9) 0.0296(9) 0.0034(7) 0.0156(7) 0.0009(7)
  O13 0.0299(7) 0.0385(8) 0.0325(7) 0.0010(6) 0.0199(6) 0.0056(5)
  O14 0.0163(6) 0.0361(7) 0.0285(6) 0.0008(5) 0.0099(5) 0.0033(5)
  C15 0.0167(8) 0.0420(12) 0.0472(11) -0.0020(8) 0.0171(8) -0.0007(9)
  C16 0.0206(9) 0.0352(11) 0.0461(11) -0.0007(8) 0.0070(8) 0.0034(9)
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
  C1 N7 . 1.390(2) ?
  C1 C2 . 1.426(2) ?
  C1 C6 . 1.408(2) ?
  C2 C3 . 1.387(2) ?
  C2 C21 . 1.503(2) ?
  C21 F21 . 1.3294(19) ?
  C21 F22 . 1.3535(19) ?
  C21 F23 . 1.3530(18) ?
  C3 C4 . 1.380(2) ?
  C4 C5 . 1.383(2) ?
  C4 N41 . 1.459(2) ?
  N41 O41 . 1.2359(19) ?
  N41 O42 . 1.2253(19) ?
  C5 C6 . 1.382(2) ?
  N7 C12 . 1.469(2) ?
  N7 C8 . 1.470(2) ?
  C8 C9 . 1.518(2) ?
  C9 N10 . 1.457(2) ?
  N10 C13 . 1.358(2) ?
  N10 C11 . 1.464(2) ?
  C11 C12 . 1.519(2) ?
  C13 O13 . 1.218(2) ?
  C13 O14 . 1.349(2) ?
  O14 C15 . 1.453(2) ?
  C15 C16 . 1.505(3) ?
  C3 H3 . 0.95 ?
  C5 H5 . 0.95 ?
  C6 H6 . 0.95 ?
  C8 H81 . 0.99 ?
  C8 H82 . 0.99 ?
  C9 H91 . 0.99 ?
  C9 H92 . 0.99 ?
  C11 H111 . 0.99 ?
  C11 H112 . 0.99 ?
  C12 H121 . 0.99 ?
  C12 H122 . 0.99 ?
  C15 H151 . 0.99 ?
  C15 H152 . 0.99 ?
  C16 H161 . 0.98 ?
  C16 H162 . 0.98 ?
  C16 H163 . 0.98 ?