data_2011874
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2001
_journal_volume  57
_journal_page_first  485
_journal_page_last  486
_publ_section_title
;
5-Chloro-N-(2-hydroxy-5-methylaniline)salicylaldimine
;
loop_
_publ_author_name
  'Elmali, Ayhan'
  'Elerman, Yal\;c\?in'
  'Svoboda, Ingrid'
_chemical_formula_moiety  'C14 H12 Cl N O2'
_chemical_formula_sum  'C14 H12 Cl N O2'
_chemical_formula_weight  261.70
_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  5.966(3)
_cell_length_b  13.392(2)
_cell_length_c  14.898(3)
_cell_angle_alpha  90.00
_cell_angle_beta  93.01(2)
_cell_angle_gamma  90.00
_cell_volume  1188.6(7)
_cell_formula_units_Z  4
_cell_measurement_temperature  303(2)
_exptl_crystal_density_diffrn  1.462
_diffrn_ambient_temperature  303(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  .8085(2)  .19468(11)  .23099(9)  .0287(3) Uani d . 1 . . C
  C2 1.0110(3)  .16617(13)  .27922(10)  .0347(4) Uani d . 1 . . C
  H2 1.046(3)  .1995(14)  .3357(14)  .042 Uiso d . 1 . . H
  C3 1.1444(3)  .09169(13)  .24947(11)  .0358(4) Uani d . 1 . . C
  H3 1.284(3)  .0725(15)  .2832(13)  .043 Uiso d . 1 . . H
  C4 1.0847(3)  .04033(12)  .17018(11)  .0336(3) Uani d . 1 . . C
  C5  .8929(3)  .06511(13)  .12031(10)  .0340(3) Uani d . 1 . . C
  H5  .859(3)  .0317(14)  .0660(14)  .041 Uiso d . 1 . . H
  C6  .7536(2)  .14262(12)  .14911(9)  .0293(3) Uani d . 1 . . C
  C7  .5615(2)  .16998(12)  .09308(10)  .0308(3) Uani d . 1 . . C
  H7  .533(3)  .1340(14)  .0388(13)  .037 Uiso d . 1 . . H
  C8  .2344(2)  .28099(11)  .06966(9)  .0270(3) Uani d . 1 . . C
  C9  .1628(2)  .25504(11)  -.01796(9)  .0277(3) Uani d . 1 . . C
  C10  -.0352(2)  .29815(13)  -.05427(10)  .0342(3) Uani d . 1 . . C
  H10  -.084(3)  .2792(14)  -.1154(13)  .041 Uiso d . 1 . . H
  C11  -.1558(3)  .36544(13)  -.00581(11)  .0364(4) Uani d . 1 . . C
  H11  -.292(3)  .3964(15)  -.0333(13)  .044 Uiso d . 1 . . H
  C12  -.0858(2)  .39311(12)  .08108(10)  .0331(3) Uani d . 1 . . C
  C13  .1103(2)  .34971(12)  .11741(10)  .0315(3) Uani d . 1 . . C
  H13  .158(3)  .3654(14)  .1760(13)  .038 Uiso d . 1 . . H
  C14  -.2186(3)  .46653(15)  .13273(14)  .0451(4) Uani d . 1 . . C
  H14A  -.184(4)  .5292(19)  .1209(15)  .054 Uiso d . 1 . . H
  H14B  -.189(4)  .4607(16)  .1953(17)  .054 Uiso d . 1 . . H
  H14C  -.368(4)  .4502(16)  .1303(15)  .054 Uiso d . 1 . . H
  N1  .4295(2)  .24208(10)  .11578(8)  .0290(3) Uani d . 1 . . N
  H1N  .479(3)  .2684(14)  .1696(13)  .035 Uiso d . 1 . . H
  O1  .68096(17)  .26534(9)  .26019(7)  .0355(3) Uani d . 1 . . O
  O2  .28311(18)  .18971(9)  -.06613(7)  .0361(3) Uani d . 1 . . O
  H2O  .2440  .1942  -.1196  .043 Uiso calc R 1 . . H
  Cl1 1.26096(7)  -.05462(4)  .13498(3)  .04943(17) Uani d . 1 . . Cl
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  .0218(7)  .0384(8)  .0256(7)  -.0038(6)  -.0020(5)  .0046(6)
  C2  .0268(7)  .0471(9)  .0289(7)  -.0017(6)  -.0091(6)  -.0004(6)
  C3  .0246(7)  .0480(9)  .0337(8)  .0008(6)  -.0089(6)  .0049(7)
  C4  .0277(7)  .0382(8)  .0345(8)  .0025(6)  -.0017(6)  .0037(6)
  C5  .0303(8)  .0423(9)  .0287(8)  .0004(6)  -.0056(6)  -.0008(6)
  C6  .0224(7)  .0387(8)  .0262(7)  -.0028(6)  -.0047(5)  .0041(6)
  C7  .0251(7)  .0406(8)  .0260(7)  -.0019(6)  -.0046(5)  .0012(6)
  C8  .0191(6)  .0346(7)  .0270(7)  -.0033(5)  -.0026(5)  .0041(5)
  C9  .0214(7)  .0345(7)  .0269(7)  -.0009(5)  -.0011(5)  .0022(6)
  C10  .0265(7)  .0454(9)  .0298(8)  .0023(6)  -.0071(6)  .0012(6)
  C11  .0257(7)  .0434(9)  .0394(8)  .0052(6)  -.0048(6)  .0048(7)
  C12  .0266(7)  .0332(8)  .0398(8)  -.0007(6)  .0037(6)  .0013(6)
  C13  .0281(7)  .0374(8)  .0286(7)  -.0038(6)  -.0008(6)  -.0020(6)
  C14  .0385(10)  .0407(10)  .0566(12)  .0030(8)  .0082(8)  -.0062(8)
  N1  .0210(6)  .0417(7)  .0238(6)  -.0027(5)  -.0049(5)  .0009(5)
  O1  .0288(5)  .0492(7)  .0277(5)  .0040(5)  -.0052(4)  -.0032(5)
  O2  .0320(6)  .0516(7)  .0240(5)  .0108(5)  -.0058(4)  -.0032(5)
  Cl1  .0454(3)  .0539(3)  .0481(3)  .01850(19)  -.00622(19)  -.00399(19)
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 O1 . 1.3033(18) y
  C1 C2 . 1.425(2) ?
  C1 C6 . 1.428(2) ?
  C2 C3 . 1.364(2) ?
  C2 H2 .  .97(2) ?
  C3 C4 . 1.397(2) ?
  C3 H3 .  .98(2) ?
  C4 C5 . 1.372(2) ?
  C4 Cl1 . 1.7479(17) y
  C5 C6 . 1.411(2) ?
  C5 H5 .  .94(2) ?
  C6 C7 . 1.430(2) ?
  C7 N1 . 1.302(2) y
  C7 H7 .  .949(19) ?
  C8 C9 . 1.396(2) ?
  C8 C13 . 1.399(2) ?
  C8 N1 . 1.4189(18) y
  C9 O2 . 1.3602(18) y
  C9 C10 . 1.398(2) ?
  C10 C11 . 1.381(2) ?
  C10 H10 .  .975(19) ?
  C11 C12 . 1.390(2) ?
  C11 H11 .  .98(2) ?
  C12 C13 . 1.390(2) ?
  C12 C14 . 1.500(2) ?
  C13 H13 .  .928(19) ?
  C14 H14A .  .88(2) ?
  C14 H14B .  .94(2) ?
  C14 H14C .  .91(2) ?
  N1 H1N .  .910(19) ?
  O2 H2O .  .8200 ?