data_2200505
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o627
_journal_page_last  o629
_publ_section_title
;
Morpholinium 4-chloro-2-nitrobenzoate
;
loop_
_publ_author_name
  'Hiroyuki Ishida'
  'Bilkish Rahman'
  'Setsuo Kashino'
_chemical_formula_moiety  'C4 H10 N O 1+, C7 H3 Cl N O4 1-'
_chemical_formula_sum  'C11 H13 Cl N2 O5 '
_chemical_formula_iupac  'C4 H10 N O 1+, C7 H3 Cl N O4 1-'
_chemical_formula_weight  288.69
_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'
  '1/2-x,1/2+y,1/2-z'
  '  -x,  -y,  -z'
  '1/2+x,1/2-y,1/2+z'
_cell_length_a  6.0475(10)
_cell_length_b  25.808(4)
_cell_length_c  8.6101(10)
_cell_angle_alpha  90
_cell_angle_beta  101.853(11)
_cell_angle_gamma  90
_cell_volume  1315.2(3)
_cell_formula_units_Z  4
_cell_measurement_temperature  299
_exptl_crystal_density_diffrn  1.458
_diffrn_ambient_temperature  299
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_calc_attached_atom
_atom_site_refinement_flags
_atom_site_occupancy
  Cl 1.32441(14)  .74864(3)  .17158(11)  .0882(3) Uani d ? . 1.000
  O1  .6661(3)  .58811(7)  .4824(2)  .0688(6) Uani d ? . 1.000
  O2  .6557(3)  .54952(6)  .25025(19)  .0565(5) Uani d ? . 1.000
  O3 1.1413(3)  .52815(6)  .3214(2)  .0585(6) Uani d ? . 1.000
  O4 1.1436(3)  .54705(7)  .0779(2)  .0606(6) Uani d ? . 1.000
  O5  .5976(3)  .35006(6)  .1573(2)  .0611(6) Uani d ? . 1.000
  N1 1.1170(3)  .55805(7)  .2105(2)  .0420(6) Uani d ? . 1.000
  N2  .5440(3)  .44930(7)  .2885(2)  .0413(6) Uani d ? . 1.000
  C1  .8821(3)  .62323(8)  .3125(2)  .0364(6) Uani d ? . 1.000
  C2 1.0606(4)  .61226(7)  .2387(2)  .0353(6) Uani d ? . 1.000
  C3 1.1960(4)  .64980(9)  .1924(3)  .0465(7) Uani d ? . 1.000
  C4 1.1530(4)  .70060(9)  .2242(3)  .0517(7) Uani d ? . 1.000
  C5  .9778(5)  .71391(9)  .2976(3)  .0559(8) Uani d ? . 1.000
  C6  .8457(4)  .67506(9)  .3409(3)  .0472(7) Uani d ? . 1.000
  C7  .7204(4)  .58265(8)  .3523(3)  .0391(6) Uani d ? . 1.000
  C8  .7686(4)  .42453(11)  .3034(3)  .0522(8) Uani d ? . 1.000
  C9  .7443(5)  .36683(11)  .2989(4)  .0634(10) Uani d ? . 1.000
  C10  .3799(5)  .37174(10)  .1486(4)  .0564(9) Uani d ? . 1.000
  C11  .3881(5)  .43015(10)  .1448(3)  .0497(8) Uani d ? . 1.000
  H1 1.307(4)  .6404(8)  .145(2)  .040(6) Uiso d ? . 1.000
  H2  .950(4)  .7516(9)  .321(3)  .058(7) Uiso d ? . 1.000
  H3  .719(4)  .6836(9)  .385(3)  .060(7) Uiso d ? . 1.000
  H4  .562(4)  .4884(10)  .284(3)  .075(8) Uiso d ? . 1.000
  H5  .487(4)  .4398(9)  .379(3)  .054(7) Uiso d ? . 1.000
  H6  .826(4)  .4375(9)  .218(3)  .053(7) Uiso d ? . 1.000
  H7  .865(4)  .4389(10)  .402(3)  .071(8) Uiso d ? . 1.000
  H8  .892(5)  .3492(11)  .303(3)  .088(9) Uiso d ? . 1.000
  H9  .681(4)  .3563(10)  .392(3)  .075(8) Uiso d ? . 1.000
  H10  .286(5)  .3610(11)  .057(3)  .082(9) Uiso d ? . 1.000
  H11  .314(4)  .3591(9)  .247(3)  .068(7) Uiso d ? . 1.000
  H12  .437(3)  .4426(9)  .051(3)  .049(6) Uiso d ? . 1.000
  H13  .241(4)  .4463(10)  .143(3)  .067(8) Uiso d ? . 1.000
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
  Cl  .0969(6)  .0466(4)  .1354(8)  -.0153(4)  .0570(5)  .0197(4)
  O1  .0876(14)  .0713(12)  .0608(12)  -.0193(10)  .0467(11)  -.0036(10)
  O2  .0697(12)  .0480(10)  .0545(11)  -.0216(8)  .0190(9)  -.0077(8)
  O3  .0767(13)  .0391(9)  .0661(12)  .0120(8)  .0300(10)  .0142(9)
  O4  .0772(12)  .0576(11)  .0512(11)  .0007(9)  .0231(9)  -.0132(9)
  O5  .0749(13)  .0470(10)  .0628(12)  .0113(9)  .0176(10)  -.0131(9)
  N1  .0397(11)  .0400(10)  .0497(12)  -.0012(8)  .0169(9)  -.0015(10)
  N2  .0519(12)  .0374(11)  .0391(11)  -.0045(9)  .0200(10)  -.0033(9)
  C1  .0383(12)  .0366(12)  .0345(12)  -.0002(9)  .0080(10)  .0029(9)
  C2  .0386(12)  .0330(11)  .0345(12)  .0011(9)  .0080(10)  .0014(9)
  C3  .0500(15)  .0417(13)  .0534(15)  .0000(11)  .0239(12)  .0056(11)
  C4  .0602(16)  .0343(12)  .0652(17)  -.0074(11)  .0233(13)  .0100(11)
  C5  .0676(18)  .0325(13)  .0715(18)  .0024(12)  .0234(14)  .0025(12)
  C6  .0522(16)  .0398(13)  .0550(16)  .0027(11)  .0234(13)  -.0011(11)
  C7  .0380(12)  .0389(12)  .0425(13)  .0035(10)  .0132(10)  .0086(11)
  C8  .0447(15)  .0642(17)  .0488(16)  -.0039(13)  .0122(13)  -.0015(13)
  C9  .0632(19)  .0570(17)  .069(2)  .0180(15)  .0116(16)  .0067(15)
  C10  .0619(18)  .0455(14)  .0589(18)  -.0057(13)  .0061(15)  -.0117(14)
  C11  .0539(16)  .0440(14)  .0486(16)  .0051(12)  .0047(13)  -.0027(12)
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
  Cl C4 . . 1.735(2) yes
  O1 C7 . . 1.238(3) yes
  O2 C7 . . 1.231(3) yes
  O3 N1 . . 1.213(2) yes
  O4 N1 . . 1.219(2) yes
  N1 C2 . . 1.472(3) yes
  C1 C2 . . 1.390(3) yes
  C1 C6 . . 1.385(3) yes
  C1 C7 . . 1.519(3) yes
  C2 C3 . . 1.379(3) yes
  C3 C4 . . 1.375(3) yes
  C3 H1 . .  .88(2) no
  C4 C5 . . 1.384(4) yes
  C5 C6 . . 1.380(4) yes
  C5 H2 . . 1.01(2) no
  C6 H3 . .  .95(2) no
  O5 C9 . . 1.420(4) yes
  O5 C10 . . 1.418(3) yes
  N2 C8 . . 1.483(3) yes
  N2 C11 . . 1.478(3) yes
  N2 H4 . . 1.02(3) no
  N2 H5 . .  .95(3) no
  C8 C9 . . 1.496(4) yes
  C8 H6 . .  .94(3) no
  C8 H7 . . 1.00(3) no
  C9 H8 . . 1.00(3) no
  C9 H9 . . 1.00(3) no
  C10 C11 . . 1.509(4) yes
  C10 H10 . .  .91(3) no
  C10 H11 . . 1.06(3) no
  C11 H12 . .  .97(2) no
  C11 H13 . .  .98(3) no