#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2200358.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_2200358
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o469
_journal_page_last  o471
_publ_section_title
;
4-[3-(4-Fluorobenzylidenamino)-2-oxo-1,3-oxazolidin-5-ylmethyl]morpholin-4-ium
chloride monohydrate
;
loop_
_publ_author_name
  'Kruszynski, Rafal'
  'Bartczak, Tadeusz J.'
  'Chilmonczyk, Zdzislaw'
  'Cybulski, Jacek'
_chemical_name_common
;
5-morpholinemethyl-3-(4-fluoridebenzylideamin)-2-oxazolidinone
chloride monohydrate
;
_chemical_formula_moiety  'C15 H19 F N3 O3 1+, Cl 1-, H2 O'
_chemical_formula_sum  'C15 H21 Cl F N3 O4'
_chemical_formula_iupac  'C15 H19 F N3 O3 1+, Cl 1-, H2 O'
_chemical_formula_weight  361.80
_chemical_melting_point  '501.2-502.1 K'
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
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  8.9570(9)
_cell_length_b  27.968(3)
_cell_length_c  7.1370(10)
_cell_angle_alpha  90.00
_cell_angle_beta  104.820(9)
_cell_angle_gamma  90.00
_cell_volume  1728.4(4)
_cell_formula_units_Z  4
_cell_measurement_temperature  291.0(10)
_exptl_crystal_density_diffrn  1.390
_diffrn_ambient_temperature  291.0(10)
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
  N1  .4961(3)  .37889(7) 1.2497(4)  .0536(5) Uani d . 1 . . N
  C4  .6564(3)  .37213(11) 1.3677(5)  .0672(7) Uani d . 1 . . C
  H4A  .7196  .3979 1.3434  .101 Uiso d R 1 . . H
  H4B  .6574  .3718 1.5025  .101 Uiso d R 1 . . H
  C3  .7197(4)  .32576(12) 1.3176(5)  .0752(8) Uani d . 1 . . C
  H3A  .8228  .3217 1.3973  .113 Uiso d R 1 . . H
  H3B  .7216  .3267 1.1838  .113 Uiso d R 1 . . H
  O1  .6284(3)  .28678(8) 1.3449(4)  .0831(7) Uani d . 1 . . O
  C2  .4785(4)  .29185(11) 1.2224(6)  .0820(10) Uani d . 1 . . C
  H2A  .4857  .2934 1.0906  .123 Uiso d R 1 . . H
  H2B  .4179  .2646 1.2384  .123 Uiso d R 1 . . H
  C1  .3994(4)  .33671(9) 1.2671(5)  .0654(7) Uani d . 1 . . C
  H1A  .3871  .3349 1.3967  .098 Uiso d R 1 . . H
  H1B  .2998  .3397 1.1772  .098 Uiso d R 1 . . H
  C5  .4372(3)  .42510(9) 1.3088(4)  .0597(6) Uani d . 1 . . C
  H5A  .5114  .4496 1.3052  .090 Uiso d R 1 . . H
  H5B  .4273  .4216 1.4389  .090 Uiso d R 1 . . H
  C6  .2843(3)  .44029(9) 1.1820(4)  .0559(6) Uani d . 1 . . C
  H6  .2817  .4293 1.0538  .084 Uiso d R 1 . . H
  O2  .1574(2)  .42051(6) 1.2498(3)  .0595(5) Uani d . 1 . . O
  C7  .0536(3)  .45548(9) 1.2555(4)  .0546(6) Uani d . 1 . . C
  O3  -.0693(2)  .44726(7) 1.2881(3)  .0688(6) Uani d . 1 . . O
  N2  .1095(2)  .49766(7) 1.2124(3)  .0540(5) Uani d . 1 . . N
  C8  .2657(3)  .49440(9) 1.1912(4)  .0571(6) Uani d . 1 . . C
  H8A  .2752  .5095 1.0740  .086 Uiso d R 1 . . H
  H8B  .3393  .5081 1.2999  .086 Uiso d R 1 . . H
  N3  .0318(2)  .53915(7) 1.2260(3)  .0511(5) Uani d . 1 . . N
  C9  .1007(3)  .57767(8) 1.2022(4)  .0520(5) Uani d . 1 . . C
  H9  .1908  .5764 1.1904  .078 Uiso d R 1 . . H
  C10  .0335(3)  .62494(9) 1.2104(4)  .0509(5) Uani d . 1 . . C
  C11  -.0999(3)  .63272(9) 1.2703(4)  .0580(6) Uani d . 1 . . C
  H11  -.1512  .6063 1.3128  .070 Uiso d R 1 . . H
  C12  -.1591(4)  .67820(10) 1.2690(5)  .0685(8) Uani d . 1 . . C
  H12  -.2519  .6837 1.3095  .082 Uiso d R 1 . . H
  C13  -.0838(4)  .71510(10) 1.2095(5)  .0690(8) Uani d . 1 . . C
  C14  .0503(4)  .70938(10) 1.1538(5)  .0727(8) Uani d . 1 . . C
  H14  .1018  .7361 1.1138  .087 Uiso d R 1 . . H
  C15  .1081(3)  .66366(9) 1.1551(5)  .0630(7) Uani d . 1 . . C
  H15  .2012  .6618 1.1223  .076 Uiso d R 1 . . H
  F1  -.1430(3)  .75989(6) 1.2068(4)  .0998(7) Uani d . 1 . . F
  Cl1  .50494(8)  .39291(3)  .82881(11)  .0705(3) Uani d . 1 . . Cl
  O4  .6843(3)  .51101(9) 1.3309(4)  .0908(8) Uani d . 1 . . O
  H41  .6610  .5395 1.2889  .136 Uiso d R 1 . . H
  H42  .7563  .4973 1.2938  .136 Uiso d R 1 . . H
  H1N  .486(3)  .3783(10) 1.129(5)  .055(8) Uiso d . 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
  N1  .0571(12)  .0474(10)  .0609(13)  .0011(8)  .0235(10)  .0030(9)
  C4  .0591(15)  .0639(16)  .0797(19)  -.0027(12)  .0199(14)  -.0039(13)
  C3  .0697(18)  .0774(19)  .080(2)  .0126(15)  .0226(16)  .0052(15)
  O1  .0876(16)  .0604(12)  .0974(17)  .0152(11)  .0166(13)  .0108(11)
  C2  .085(2)  .0521(15)  .107(3)  .0010(14)  .022(2)  -.0083(16)
  C1  .0662(17)  .0505(14)  .0836(19)  -.0060(11)  .0268(15)  .0026(12)
  C5  .0632(15)  .0523(13)  .0636(15)  -.0010(11)  .0161(12)  -.0054(11)
  C6  .0587(14)  .0528(13)  .0597(14)  -.0012(11)  .0215(12)  -.0016(10)
  O2  .0569(10)  .0470(9)  .0793(12)  -.0006(7)  .0260(9)  .0026(8)
  C7  .0532(13)  .0506(12)  .0615(14)  -.0009(10)  .0174(11)  -.0029(10)
  O3  .0567(11)  .0628(11)  .0952(15)  -.0075(9)  .0345(11)  .0000(10)
  N2  .0495(11)  .0471(10)  .0691(13)  .0014(8)  .0220(10)  .0013(9)
  C8  .0538(14)  .0510(13)  .0727(16)  .0015(10)  .0276(12)  .0040(11)
  N3  .0517(11)  .0467(10)  .0560(11)  .0021(8)  .0158(9)  -.0026(8)
  C9  .0472(12)  .0507(12)  .0591(14)  .0014(9)  .0155(10)  -.0001(10)
  C10  .0505(12)  .0502(12)  .0513(12)  .0006(10)  .0121(10)  -.0016(9)
  C11  .0535(14)  .0525(13)  .0708(16)  -.0020(10)  .0209(12)  -.0052(11)
  C12  .0597(16)  .0604(15)  .089(2)  .0070(13)  .0249(15)  -.0065(14)
  C13  .0705(17)  .0474(13)  .087(2)  .0110(12)  .0161(15)  -.0010(13)
  C14  .0778(19)  .0514(14)  .092(2)  -.0023(13)  .0283(17)  .0108(14)
  C15  .0616(15)  .0571(14)  .0764(18)  .0010(12)  .0286(14)  .0059(12)
  F1  .1079(16)  .0534(10)  .141(2)  .0213(10)  .0375(15)  .0041(11)
  Cl1  .0562(4)  .0926(5)  .0674(4)  .0033(3)  .0241(3)  .0171(3)
  O4  .0851(16)  .0808(15)  .121(2)  .0081(12)  .0527(15)  .0094(14)
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
  N1 C4 . 1.480(4) ?
  N1 C1 . 1.487(3) ?
  N1 C5 . 1.497(3) ?
  N1 H1N .  .84(3) ?
  C4 C3 . 1.495(4) ?
  C4 H4A .  .9600 ?
  C4 H4B .  .9600 ?
  C3 O1 . 1.406(4) ?
  C3 H3A .  .9600 ?
  C3 H3B .  .9600 ?
  O1 C2 . 1.410(4) ?
  C2 C1 . 1.515(4) ?
  C2 H2A .  .9599 ?
  C2 H2B .  .9600 ?
  C1 H1A .  .9600 ?
  C1 H1B .  .9600 ?
  C5 C6 . 1.497(4) ?
  C5 H5A .  .9599 ?
  C5 H5B .  .9600 ?
  C6 O2 . 1.453(3) ?
  C6 C8 . 1.526(3) ?
  C6 H6 .  .9600 ?
  O2 C7 . 1.357(3) ?
  C7 O3 . 1.203(3) ?
  C7 N2 . 1.347(3) ?
  N2 N3 . 1.369(3) ?
  N2 C8 . 1.448(3) ?
  C8 H8A .  .9601 ?
  C8 H8B .  .9600 ?
  N3 C9 . 1.274(3) ?
  C9 C10 . 1.460(3) ?
  C9 H9 .  .8338 ?
  C10 C15 . 1.382(4) ?
  C10 C11 . 1.385(4) ?
  C11 C12 . 1.377(4) ?
  C11 H11 .  .9599 ?
  C12 C13 . 1.359(4) ?
  C12 H12 .  .9600 ?
  C13 F1 . 1.358(3) ?
  C13 C14 . 1.368(5) ?
  C14 C15 . 1.379(4) ?
  C14 H14 .  .9600 ?
  C15 H15 .  .9234 ?
  O4 H41 .  .8579 ?
  O4 H42 .  .8485 ?