data_2008588
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_journal_page_first  946
_journal_page_last  948
_publ_section_title
;
9-Hydroxy-8-iodo-4-methyl-7,8,9,10-tetrahydro-7,8-benzocoumarin
;
loop_
_publ_author_name
  'Kandasamy Chinnakali'
  'Hoong-Kun Fun'
  'Kamaraj Sriraghavan'
  'Vayalakkavoor T.Ramakrishnan'
_chemical_formula_sum  'C14 H13 I O3'
_chemical_formula_weight  356.14
_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  5.49310(10)
_cell_length_b  22.2521(3)
_cell_length_c  11.0350(2)
_cell_angle_alpha  90.00
_cell_angle_beta  104.2300(10)
_cell_angle_gamma  90.00
_cell_volume  1307.45(4)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.809
_diffrn_ambient_temperature  293(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
  I1  .10963(9)  .44208(2)  .36910(5)  .0661(2) Uani d . 1 . . I
  O1  .8061(7)  .29106(16)  .0041(4)  .0412(8) Uani d . 1 . . O
  C2  .9557(11)  .2687(3)  -.0675(6)  .0467(13) Uani d . 1 . . C
  C3  .9369(12)  .2966(3)  -.1867(6)  .0488(14) Uani d . 1 . . C
  H3 1.0371  .2820  -.2368  .059 Uiso calc R 1 . . H
  C4  .7806(12)  .3433(3)  -.2302(5)  .0475(13) Uani d . 1 . . C
  C5  .4648(13)  .4169(3)  -.1800(6)  .0507(14) Uani d . 1 . . C
  H5  .4476  .4369  -.2557  .061 Uiso calc R 1 . . H
  C6  .3343(12)  .4360(3)  -.0978(6)  .0506(14) Uani d . 1 . . C
  H6  .2275  .4689  -.1189  .061 Uiso calc R 1 . . H
  C7  .3555(10)  .4079(2)  .0179(5)  .0408(11) Uani d . 1 . . C
  C8  .5083(10)  .3577(2)  .0494(5)  .0374(11) Uani d . 1 . . C
  C9  .6438(10)  .3392(2)  -.0362(5)  .0368(11) Uani d . 1 . . C
  C10  .6280(11)  .3664(2)  -.1515(5)  .0420(12) Uani d . 1 . . C
  O11 1.0953(9)  .2281(2)  -.0213(5)  .0587(11) Uani d . 1 . . O
  C12  .2125(11)  .4320(3)  .1101(6)  .0456(13) Uani d . 1 . . C
  H12A  .2125  .4756  .1078  .055 Uiso calc R 1 . . H
  H12B  .0394  .4185  .0851  .055 Uiso calc R 1 . . H
  C13  .3280(11)  .4112(3)  .2414(6)  .0467(13) Uani d . 1 . . C
  H13  .4965  .4286  .2681  .056 Uiso calc R 1 . . H
  C14  .3540(11)  .3428(3)  .2479(5)  .0434(12) Uani d . 1 . . C
  H14  .1898  .3245  .2119  .052 Uiso calc R 1 . . H
  C15  .5373(10)  .3241(2)  .1710(5)  .0397(11) Uani d . 1 . . C
  H15A  .7072  .3300  .2212  .048 Uiso calc R 1 . . H
  H15B  .5158  .2815  .1527  .048 Uiso calc R 1 . . H
  O16  .4509(8)  .3195(2)  .3674(4)  .0540(11) Uani d . 1 . . O
  H16  .3351  .3099  .3981  .081 Uiso calc R 1 . . H
  C17  .7711(19)  .3711(4)  -.3545(7)  .074(2) Uani d . 1 . . C
  H17A  .8840  .3502  -.3939  .110 Uiso calc R 1 . . H
  H17B  .8200  .4126  -.3432  .110 Uiso calc R 1 . . H
  H17C  .6033  .3685  -.4064  .110 Uiso calc R 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
  I1  .0643(3)  .0663(3)  .0735(4)  .0078(2)  .0280(2)  -.0052(2)
  O1  .046(2)  .0357(18)  .042(2)  .0059(16)  .0106(16)  -.0024(15)
  C2  .050(3)  .041(3)  .053(3)  -.006(2)  .019(3)  -.011(2)
  C3  .061(4)  .043(3)  .048(3)  -.011(3)  .024(3)  -.012(2)
  C4  .064(4)  .039(3)  .039(3)  -.015(3)  .011(3)  -.009(2)
  C5  .065(4)  .047(3)  .038(3)  .001(3)  .009(3)  .010(2)
  C6  .053(3)  .037(3)  .056(4)  .007(2)  .004(3)  .007(2)
  C7  .038(3)  .032(2)  .050(3)  -.002(2)  .006(2)  .000(2)
  C8  .036(2)  .033(2)  .041(3)  -.002(2)  .006(2)  -.002(2)
  C9  .039(3)  .029(2)  .039(3)  -.0040(19)  .004(2)  -.004(2)
  C10  .052(3)  .035(3)  .036(3)  -.007(2)  .006(2)  -.006(2)
  O11  .065(3)  .049(2)  .070(3)  .013(2)  .030(2)  .000(2)
  C12  .040(3)  .039(3)  .058(3)  .005(2)  .014(3)  .000(2)
  C13  .038(3)  .046(3)  .058(3)  .002(2)  .014(2)  -.006(3)
  C14  .039(3)  .041(3)  .049(3)  -.002(2)  .009(2)  .002(2)
  C15  .043(3)  .034(2)  .044(3)  .004(2)  .012(2)  .004(2)
  O16  .047(2)  .070(3)  .047(2)  .000(2)  .0151(18)  .013(2)
  C17  .118(7)  .063(4)  .044(4)  -.002(4)  .028(4)  -.003(3)
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
  I1 C13 . 2.175(6) yes
  O1 C2 . 1.366(7) ?
  O1 C9 . 1.395(6) ?
  C2 O11 . 1.214(8) ?
  C2 C3 . 1.435(9) ?
  C3 C4 . 1.357(9) yes
  C3 H3 .  .9300 ?
  C4 C10 . 1.442(8) ?
  C4 C17 . 1.495(9) ?
  C5 C6 . 1.356(10) yes
  C5 C10 . 1.424(8) ?
  C5 H5 .  .9300 ?
  C6 C7 . 1.401(9) ?
  C6 H6 .  .9300 ?
  C7 C8 . 1.390(7) ?
  C7 C12 . 1.528(8) yes
  C8 C9 . 1.400(8) ?
  C8 C15 . 1.509(7) yes
  C9 C10 . 1.393(8) ?
  C12 C13 . 1.505(9) yes
  C12 H12A .  .9700 ?
  C12 H12B .  .9700 ?
  C13 C14 . 1.527(8) yes
  C13 H13 .  .9800 ?
  C14 O16 . 1.395(7) yes
  C14 C15 . 1.526(8) yes
  C14 H14 .  .9800 ?
  C15 H15A .  .9700 ?
  C15 H15B .  .9700 ?
  O16 H16 .  .8200 ?
  C17 H17A .  .9600 ?
  C17 H17B .  .9600 ?
  C17 H17C .  .9600 ?