#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2200715.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_2200715
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o1001
_journal_page_last  o1003
_publ_section_title
;
Nitrilotriacetanilide
;
loop_
_publ_author_name
  'John M. Rowland'
  'Gerardo J. Ibanez'
  'Marilyn M. Olmstead'
  'Michael Ruf'
  'Pradip K. Mascharak'
_chemical_name_common  Nitrilotrisacetanilide
_chemical_formula_moiety  'C24 H24 N4 O3'
_chemical_formula_sum  'C24 H24 N4 O3'
_chemical_formula_iupac  'C24 H24 N4 O3'
_chemical_formula_weight  416.47
_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  8.411(2)
_cell_length_b  8.819(2)
_cell_length_c  14.886(4)
_cell_angle_alpha  84.684(6)
_cell_angle_beta  82.425(6)
_cell_angle_gamma  68.439(6)
_cell_volume  1016.7(4)
_cell_formula_units_Z  2
_cell_measurement_temperature  91(2)
_exptl_crystal_density_diffrn  1.360
_diffrn_ambient_temperature  91(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
  O1  .9631(3)  .8152(3)  .36205(19)  .0216(6) Uani d . 1 . . O
  O2  .4162(3)  .7777(3)  .55058(18)  .0183(6) Uani d . 1 . . O
  O3  .5423(4)  .6546(3)  .20056(19)  .0210(6) Uani d . 1 . . O
  N1  .8131(4)  .7963(4)  .2485(2)  .0166(7) Uani d . 1 . . N
  H1  .7138  .7918  .2391  .020 Uiso calc R 1 . . H
  N2  .1558(4)  .8082(4)  .5056(2)  .0166(6) Uani d . 1 . . N
  H2  .0931  .8385  .4597  .020 Uiso calc R 1 . . H
  N3  .5089(4)  .4272(4)  .2757(2)  .0154(6) Uani d . 1 . . N
  H3  .5055  .3799  .3303  .018 Uiso calc R 1 . . H
  N4  .5471(4)  .7814(3)  .3632(2)  .0149(6) Uani d . 1 . . N
  C1  .6751(5)  .8216(5)  .4029(2)  .0165(7) Uani d . 1 . . C
  H1A  .7121  .7464  .4562  .020 Uiso calc R 1 . . H
  H1B  .6224  .9340  .4244  .020 Uiso calc R 1 . . H
  C2  .8330(5)  .8093(4)  .3353(3)  .0162(7) Uani d . 1 . . C
  C3  .9313(5)  .7890(4)  .1700(3)  .0166(8) Uani d . 1 . . C
  C4 1.0639(5)  .8493(5)  .1653(3)  .0194(8) Uani d . 1 . . C
  H4 1.0831  .8931  .2171  .023 Uiso calc R 1 . . H
  C5 1.1674(5)  .8448(5)  .0844(3)  .0229(9) Uani d . 1 . . C
  H5 1.2585  .8850  .0813  .027 Uiso calc R 1 . . H
  C6 1.1408(5)  .7826(5)  .0078(3)  .0232(9) Uani d . 1 . . C
  H6 1.2114  .7822  -.0475  .028 Uiso calc R 1 . . H
  C7 1.0093(5)  .7208(5)  .0132(3)  .0240(9) Uani d . 1 . . C
  H7  .9911  .6756  -.0383  .029 Uiso calc R 1 . . H
  C8  .9049(5)  .7255(5)  .0939(3)  .0208(8) Uani d . 1 . . C
  H8  .8141  .6847  .0972  .025 Uiso calc R 1 . . H
  C9  .3682(5)  .8678(4)  .3951(3)  .0168(7) Uani d . 1 . . C
  H9A  .2947  .8503  .3534  .020 Uiso calc R 1 . . H
  H9B  .3466  .9861  .3930  .020 Uiso calc R 1 . . H
  C10  .3155(5)  .8141(4)  .4920(3)  .0158(7) Uani d . 1 . . C
  C11  .0814(4)  .7566(4)  .5885(3)  .0161(7) Uani d . 1 . . C
  C12  -.0152(5)  .6591(5)  .5836(3)  .0188(8) Uani d . 1 . . C
  H12  -.0329  .6326  .5263  .023 Uiso calc R 1 . . H
  C13  -.0855(5)  .6006(5)  .6629(3)  .0247(9) Uani d . 1 . . C
  H13  -.1515  .5343  .6597  .030 Uiso calc R 1 . . H
  C14  -.0596(5)  .6388(5)  .7459(3)  .0240(9) Uani d . 1 . . C
  H14  -.1056  .5966  .7999  .029 Uiso calc R 1 . . H
  C15  .0328(5)  .7379(5)  .7512(3)  .0248(9) Uani d . 1 . . C
  H15  .0485  .7651  .8088  .030 Uiso calc R 1 . . H
  C16  .1030(5)  .7984(5)  .6726(3)  .0192(8) Uani d . 1 . . C
  H16  .1653  .8678  .6764  .023 Uiso calc R 1 . . H
  C17  .5886(5)  .6060(4)  .3583(3)  .0158(7) Uani d . 1 . . C
  H17A  .5252  .5669  .4103  .019 Uiso calc R 1 . . H
  H17B  .7131  .5477  .3622  .019 Uiso calc R 1 . . H
  C18  .5407(5)  .5682(4)  .2698(3)  .0158(7) Uani d . 1 . . C
  C19  .4806(4)  .3471(4)  .2044(3)  .0151(7) Uani d . 1 . . C
  C20  .4276(5)  .4260(5)  .1226(3)  .0184(8) Uani d . 1 . . C
  H20  .4136  .5377  .1112  .022 Uiso calc R 1 . . H
  C21  .3950(5)  .3413(5)  .0574(3)  .0191(8) Uani d . 1 . . C
  H21  .3608  .3951  .0010  .023 Uiso calc R 1 . . H
  C22  .4121(5)  .1786(5)  .0739(3)  .0221(8) Uani d . 1 . . C
  H22  .3878  .1219  .0295  .027 Uiso calc R 1 . . H
  C23  .4649(5)  .0997(5)  .1558(3)  .0224(9) Uani d . 1 . . C
  H23  .4780  -.0118  .1672  .027 Uiso calc R 1 . . H
  C24  .4984(5)  .1831(5)  .2207(3)  .0197(8) Uani d . 1 . . C
  H24  .5337  .1287  .2768  .024 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
  O1  .0223(14)  .0245(14)  .0206(14)  -.0107(12)  -.0066(11)  .0017(13)
  O2  .0201(14)  .0192(13)  .0153(13)  -.0073(11)  -.0027(11)  .0021(12)
  O3  .0279(15)  .0201(14)  .0173(14)  -.0114(12)  -.0044(11)  .0023(12)
  N1  .0130(15)  .0197(15)  .0164(16)  -.0051(13)  -.0027(12)  .0016(14)
  N2  .0160(15)  .0185(15)  .0147(15)  -.0052(13)  -.0049(12)  .0022(14)
  N3  .0183(16)  .0159(14)  .0127(15)  -.0074(13)  -.0021(12)  .0013(13)
  N4  .0151(15)  .0112(13)  .0175(15)  -.0034(12)  -.0020(12)  -.0012(13)
  C1  .0206(19)  .0178(17)  .0119(18)  -.0077(15)  -.0021(14)  -.0006(16)
  C2  .0188(18)  .0115(15)  .0190(19)  -.0069(14)  -.0017(14)  .0012(15)
  C3  .0170(18)  .0138(17)  .0152(18)  -.0028(14)  -.0006(14)  .0043(15)
  C4  .0174(18)  .0187(18)  .021(2)  -.0056(15)  -.0010(15)  .0000(17)
  C5  .0170(19)  .0224(19)  .029(2)  -.0075(16)  -.0027(16)  .0012(19)
  C6  .0162(19)  .027(2)  .021(2)  -.0037(16)  .0008(15)  .0032(18)
  C7  .025(2)  .028(2)  .019(2)  -.0083(18)  -.0052(16)  -.0007(18)
  C8  .0197(19)  .026(2)  .021(2)  -.0126(17)  -.0037(15)  .0013(17)
  C9  .0159(18)  .0174(17)  .0159(18)  -.0053(15)  -.0019(14)  .0034(15)
  C10  .0191(18)  .0099(15)  .0163(18)  -.0035(14)  .0000(14)  -.0004(15)
  C11  .0123(17)  .0136(16)  .0192(19)  -.0014(14)  -.0017(14)  .0011(16)
  C12  .0141(17)  .0175(17)  .022(2)  -.0022(14)  -.0017(15)  -.0008(17)
  C13  .0156(18)  .0202(19)  .036(3)  -.0067(16)  .0007(17)  .0043(19)
  C14  .0166(19)  .0220(19)  .026(2)  -.0025(16)  .0044(16)  .0049(19)
  C15  .025(2)  .0216(19)  .023(2)  -.0036(17)  .0016(17)  -.0012(18)
  C16  .0178(18)  .0165(17)  .022(2)  -.0052(15)  -.0004(15)  -.0013(17)
  C17  .0176(18)  .0127(16)  .0168(19)  -.0048(14)  -.0028(14)  -.0012(15)
  C18  .0132(17)  .0165(17)  .0165(18)  -.0039(14)  -.0005(13)  -.0023(15)
  C19  .0122(17)  .0154(17)  .0170(18)  -.0036(14)  -.0024(13)  -.0022(15)
  C20  .0172(18)  .0194(18)  .020(2)  -.0079(16)  -.0022(14)  -.0004(16)
  C21  .0188(18)  .0241(19)  .0154(19)  -.0086(16)  -.0034(14)  .0007(16)
  C22  .0194(19)  .0224(19)  .024(2)  -.0051(16)  -.0039(16)  -.0086(18)
  C23  .020(2)  .0135(17)  .032(2)  -.0018(15)  -.0090(17)  -.0015(18)
  C24  .0194(19)  .0173(18)  .021(2)  -.0047(15)  -.0047(15)  .0008(16)
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
  O1 C2 . 1.233(4) y
  O2 C10 . 1.234(4) y
  O3 C18 . 1.225(4) y
  N1 C2 . 1.345(5) y
  N1 C3 . 1.421(5) y
  N1 H1 .  .8800 ?
  N2 C10 . 1.351(5) y
  N2 C11 . 1.422(5) y
  N2 H2 .  .8800 ?
  N3 C18 . 1.357(5) y
  N3 C19 . 1.419(5) y
  N3 H3 .  .8800 ?
  N4 C9 . 1.451(5) y
  N4 C1 . 1.457(4) y
  N4 C17 . 1.462(4) y
  C1 C2 . 1.533(5) ?
  C1 H1A .  .9900 ?
  C1 H1B .  .9900 ?
  C3 C8 . 1.385(5) ?
  C3 C4 . 1.393(5) ?
  C4 C5 . 1.385(6) ?
  C4 H4 .  .9500 ?
  C5 C6 . 1.386(6) ?
  C5 H5 .  .9500 ?
  C6 C7 . 1.393(6) ?
  C6 H6 .  .9500 ?
  C7 C8 . 1.386(6) ?
  C7 H7 .  .9500 ?
  C8 H8 .  .9500 ?
  C9 C10 . 1.536(5) ?
  C9 H9A .  .9900 ?
  C9 H9B .  .9900 ?
  C11 C16 . 1.389(5) ?
  C11 C12 . 1.395(5) ?
  C12 C13 . 1.391(6) ?
  C12 H12 .  .9500 ?
  C13 C14 . 1.373(6) ?
  C13 H13 .  .9500 ?
  C14 C15 . 1.380(6) ?
  C14 H14 .  .9500 ?
  C15 C16 . 1.391(6) ?
  C15 H15 .  .9500 ?
  C16 H16 .  .9500 ?
  C17 C18 . 1.526(5) ?
  C17 H17A .  .9900 ?
  C17 H17B .  .9900 ?
  C19 C20 . 1.387(5) ?
  C19 C24 . 1.400(5) ?
  C20 C21 . 1.389(5) ?
  C20 H20 .  .9500 ?
  C21 C22 . 1.390(6) ?
  C21 H21 .  .9500 ?
  C22 C23 . 1.388(6) ?
  C22 H22 .  .9500 ?
  C23 C24 . 1.382(5) ?
  C23 H23 .  .9500 ?
  C24 H24 .  .9500 ?