data_2200629
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o1203
_journal_page_last  o1205
_publ_section_title
;
2,5-Dichloroaniline, a monoclinic structure with a pseudo-tetragonal unit cell
;
loop_
_publ_author_name
  'Philip J Cox'
_chemical_formula_moiety  'C6 H5 Cl2 N'
_chemical_formula_sum  'C6 H5 Cl2 N'
_chemical_formula_iupac  'C6 H5 Cl2 N'
_chemical_formula_weight  162.01
_chemical_melting_point  50
_symmetry_cell_setting  Monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
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  13.1141(6)
_cell_length_b  3.81370(10)
_cell_length_c  13.1699(7)
_cell_angle_alpha  90.00
_cell_angle_beta  90.033(2)
_cell_angle_gamma  90.00
_cell_volume  658.67(11)
_cell_formula_units_Z  4
_cell_measurement_temperature  120(2)
_exptl_crystal_density_diffrn  1.634
_diffrn_ambient_temperature  396(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
  Cl1  .62141(3)  .39302(10)  .41633(3)  .02093(18) Uani d . 1 . . Cl
  Cl2  .32357(3)  .00778(11)  .06569(3)  .02322(18) Uani d . 1 . . Cl
  N1  .66639(11)  .4760(4)  .19545(13)  .0182(3) Uani d . 1 . . N
  H1A  .6739(17)  .562(5)  .1361(17)  .027(5) Uiso d . 1 . . H
  H1B  .6932(17)  .610(5)  .2417(17)  .024(5) Uiso d . 1 . . H
  C1  .56937(12)  .3472(4)  .21737(12)  .0136(4) Uani d . 1 . . C
  C2  .53915(12)  .2817(4)  .31821(11)  .0136(4) Uani d . 1 . . C
  C3  .44446(13)  .1366(4)  .34038(12)  .0161(4) Uani d . 1 . . C
  H3  .4255(15)  .089(5)  .4100(14)  .017(4) Uiso d . 1 . . H
  C4  .37773(12)  .0490(4)  .26381(13)  .0159(4) Uani d . 1 . . C
  H4  .3141(17)  -.052(5)  .2761(16)  .025(5) Uiso d . 1 . . H
  C5  .40697(12)  .1140(4)  .16412(12)  .0148(4) Uani d . 1 . . C
  C6  .50159(12)  .2583(4)  .14094(12)  .0152(4) Uani d . 1 . . C
  H6  .5210(16)  .296(5)  .0716(15)  .027(5) 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
  Cl1  .0206(3)  .0268(3)  .0154(3)  -.00097(15)  -.0042(2)  -.00346(15)
  Cl2  .0198(3)  .0307(3)  .0192(3)  -.00138(16)  -.0065(2)  -.00330(16)
  N1  .0143(7)  .0217(7)  .0186(8)  -.0027(6)  .0016(7)  .0017(6)
  C1  .0140(8)  .0104(7)  .0163(8)  .0019(5)  .0013(8)  .0008(6)
  C2  .0151(7)  .0129(7)  .0129(8)  .0026(6)  -.0040(7)  -.0017(6)
  C3  .0189(8)  .0157(8)  .0137(8)  .0013(6)  .0025(8)  .0008(6)
  C4  .0130(8)  .0152(7)  .0195(9)  -.0006(6)  .0021(8)  .0000(6)
  C5  .0153(8)  .0142(8)  .0150(8)  .0019(6)  -.0048(7)  -.0029(6)
  C6  .0167(8)  .0167(8)  .0122(8)  .0023(6)  .0017(7)  .0020(6)
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
  Cl1 C2 . 1.7356(17) Y
  Cl2 C5 . 1.7432(18) Y
  N1 C1 . 1.394(2) N
  N1 H1A .  .85(2) N
  N1 H1B .  .87(2) N
  C1 C6 . 1.385(3) N
  C1 C2 . 1.409(2) N
  C2 C3 . 1.390(2) N
  C3 C4 . 1.376(3) N
  C3 H3 .  .966(18) N
  C4 C5 . 1.390(2) N
  C4 H4 .  .93(2) N
  C5 C6 . 1.392(2) N
  C6 H6 .  .959(18) N