data_2010644
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_journal_page_first  252
_journal_page_last  253
_publ_section_title
;
  Morpholine \b-iodophenylacetylene complex revisited: an exceptionally
  short I...N contact
;
loop_
_publ_author_name
  'Batsanov, Andrei S.'
  'Howard, Judith A. K.'
_chemical_formula_moiety  'C8 H5 I,C4 H9 N O'
_chemical_formula_sum  'C12 H14 I N O'
_chemical_formula_weight  315.14
_chemical_melting_point  '343-353 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  8.8670(10)
_cell_length_b  4.8579(2)
_cell_length_c  29.390(2)
_cell_angle_alpha  90.00
_cell_angle_beta  96.050(10)
_cell_angle_gamma  90.00
_cell_volume  1258.9(2)
_cell_formula_units_Z  4
_cell_measurement_temperature  150(2)
_exptl_crystal_density_diffrn  1.663
_diffrn_ambient_temperature  150(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
  I  .241246(19)  .58943(4)  .468957(6)  .02788(6) Uani d . 1 . . I
  O1  .2882(2) 1.2521(4)  .61565(7)  .0349(4) Uani d . 1 . . O
  C2  .4176(3) 1.0834(8)  .61074(10)  .0383(6) Uani d . 1 . . C
  H21  .4271  .9413  .6350  .050 Uiso d R 1 . . H
  H22  .5105 1.1980  .6142  .050 Uiso d R 1 . . H
  C3  .4027(3)  .9453(7)  .56413(10)  .0321(6) Uani d . 1 . . C
  H31  .4034 1.0878  .5401  .042 Uiso d R 1 . . H
  H32  .4912  .8235  .5619  .042 Uiso d R 1 . . H
  N4  .2625(3)  .7821(5)  .55599(8)  .0303(5) Uani d . 1 . . N
  H4  .2686  .6334  .5760  .039 Uiso d R 1 . . H
  C5  .1310(3)  .9520(7)  .56448(10)  .0330(6) Uani d . 1 . . C
  H51  .0394  .8344  .5628  .043 Uiso d R 1 . . H
  H52  .1145 1.0939  .5403  .043 Uiso d R 1 . . H
  C6  .1524(3) 1.0917(7)  .61086(10)  .0357(6) Uani d . 1 . . C
  H61  .0643 1.2122  .6144  .046 Uiso d R 1 . . H
  H62  .1574  .9506  .6353  .046 Uiso d R 1 . . H
  C11  .2439(3)  .2693(8)  .31857(10)  .0374(7) Uani d . 1 . . C
  C12  .3382(6)  .3976(11)  .29077(15)  .0755(15) Uani d . 1 . . C
  H12  .4017  .5440  .3026  .091 Uiso d R 1 . . H
  C13  .3414(7)  .3153(11)  .24561(15)  .0820(16) Uani d . 1 . . C
  H13  .4089  .4033  .2272  .098 Uiso d R 1 . . H
  C14  .2492(5)  .1101(11)  .22743(12)  .0651(13) Uani d . 1 . . C
  H14  .2477  .0627  .1960  .078 Uiso d R 1 . . H
  C15  .1587(6)  -.0271(12)  .25492(15)  .0756(15) Uani d . 1 . . C
  H15  .0977  -.1764  .2429  .091 Uiso d R 1 . . H
  C16  .1559(5)  .0513(11)  .30045(13)  .0632(12) Uani d . 1 . . C
  H16  .0931  -.0454  .3193  .076 Uiso d R 1 . . H
  C17  .2375(3)  .3592(7)  .36494(10)  .0346(6) Uani d . 1 . . C
  C18  .2338(3)  .4460(7)  .40305(10)  .0333(6) Uani d . 1 . . C
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
  I  .02880(9)  .03156(9)  .02374(9)  .00131(8)  .00498(6)  -.00052(8)
  O1  .0427(11)  .0279(10)  .0352(11)  -.0019(9)  .0091(9)  -.0044(9)
  C2  .0321(14)  .0518(18)  .0299(14)  -.0028(14)  -.0007(11)  -.0034(14)
  C3  .0236(12)  .0423(16)  .0305(13)  .0053(11)  .0036(10)  -.0024(12)
  N4  .0387(12)  .0251(11)  .0275(11)  .0002(10)  .0054(9)  .0009(9)
  C5  .0258(12)  .0406(16)  .0331(14)  -.0043(12)  .0053(10)  -.0041(12)
  C6  .0340(14)  .0409(16)  .0343(14)  .0008(13)  .0131(11)  -.0021(13)
  C11  .0349(14)  .0524(19)  .0247(13)  .0135(14)  .0027(10)  .0014(13)
  C12  .114(4)  .075(3)  .044(2)  -.022(3)  .039(2)  -.015(2)
  C13  .133(5)  .080(3)  .041(2)  -.002(3)  .046(3)  .000(2)
  C14  .085(3)  .087(3)  .0236(15)  .036(3)  .0068(17)  -.0041(19)
  C15  .074(3)  .113(4)  .040(2)  -.009(3)  .0064(19)  -.030(2)
  C16  .060(2)  .097(3)  .0347(18)  -.013(2)  .0126(16)  -.020(2)
  C17  .0313(13)  .0438(17)  .0289(14)  .0087(12)  .0039(10)  .0031(12)
  C18  .0307(13)  .0430(16)  .0265(13)  .0037(12)  .0040(10)  .0015(12)
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
  I C18 . 2.053(3) yes
  I N4 . 2.712(2) yes
  O1 C6 . 1.429(4) yes
  O1 C2 . 1.430(4) yes
  C2 C3 . 1.518(4) yes
  C2 H21 .  .9900 ?
  C2 H22 .  .9900 ?
  C3 N4 . 1.473(4) yes
  C3 H31 .  .9900 ?
  C3 H32 .  .9900 ?
  N4 C5 . 1.471(4) yes
  N4 H4 .  .9300 ?
  C5 C6 . 1.517(4) yes
  C5 H51 .  .9900 ?
  C5 H52 .  .9900 ?
  C6 H61 .  .9900 ?
  C6 H62 .  .9900 ?
  C11 C12 . 1.378(5) ?
  C11 C16 . 1.388(6) ?
  C11 C17 . 1.438(4) yes
  C12 C13 . 1.390(6) ?
  C12 H12 .  .9500 ?
  C13 C14 . 1.362(7) ?
  C13 H13 .  .9500 ?
  C14 C15 . 1.370(7) ?
  C14 H14 .  .9500 ?
  C15 C16 . 1.394(5) ?
  C15 H15 .  .9500 ?
  C16 H16 .  .9500 ?
  C17 C18 . 1.201(4) yes