#------------------------------------------------------------------------------
#$Date: 2015-01-27 21:58:39 +0200 (Tue, 27 Jan 2015) $
#$Revision: 130149 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/04/4020470.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4020470
loop_
_publ_author_name
'Shengming Ma'
'Lianghua Lu'
_publ_section_title
;
 An Efficient Stereoselective Synthesis of
 4,5-trans-1,5-cis-3-Oxabicyclo[3.1.0]hexan-2-ones
 via the Iodolactonization of Alkylidenecyclopropyl Esters
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              7629
_journal_page_last               7633
_journal_paper_doi               10.1021/jo050878e
_journal_volume                  70
_journal_year                    2005
_chemical_formula_sum            'C14 H13 I O4'
_chemical_formula_weight         372.14
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                112.480(2)
_cell_angle_beta                 108.985(2)
_cell_angle_gamma                97.156(2)
_cell_formula_units_Z            4
_cell_length_a                   11.1268(11)
_cell_length_b                   11.8072(12)
_cell_length_c                   13.0058(13)
_cell_measurement_temperature    293(2)
_cell_volume                     1431.0(2)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.727
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4020470
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 1.02423(4) 0.64596(4) 0.16789(3) 0.05390(19) Uani 1 1 d . . .
I2 I 0.25702(4) 0.22267(4) 0.15779(4) 0.0613(2) Uani 1 1 d . . .
O1 O 0.8027(4) 0.3649(4) 0.3402(4) 0.0545(9) Uani 1 1 d . . .
O2 O 0.8928(3) 0.5728(3) 0.4156(3) 0.0408(8) Uani 1 1 d . . .
O3 O 0.9636(5) 0.3287(5) 0.0751(4) 0.0739(14) Uani 1 1 d . . .
O4 O 0.7854(4) 0.2606(4) 0.0984(4) 0.0665(12) Uani 1 1 d . . .
O5 O 0.6552(4) 0.5339(5) 0.1603(4) 0.0617(11) Uani 1 1 d . . .
O6 O 0.5176(4) 0.3441(4) 0.0206(3) 0.0549(10) Uani 1 1 d . . .
O7 O 0.3984(5) 0.5562(6) 0.3402(4) 0.0808(17) Uani 1 1 d . . .
O8 O 0.6070(4) 0.5577(4) 0.3707(3) 0.0605(11) Uani 1 1 d . . .
C1 C 1.0049(5) 0.5829(5) 0.2920(4) 0.0383(10) Uani 1 1 d . . .
C2 C 1.0916(5) 0.5106(5) 0.3354(5) 0.0456(12) Uani 1 1 d . . .
H2A H 1.1257 0.5331 0.4216 0.055 Uiso 1 1 calc R . .
H2B H 1.1519 0.4850 0.2971 0.055 Uiso 1 1 calc R . .
C3 C 0.9436(5) 0.4440(5) 0.2596(4) 0.0398(10) Uani 1 1 d . . .
C4 C 0.8684(5) 0.4491(5) 0.3368(4) 0.0416(11) Uani 1 1 d . . .
C5 C 0.9465(5) 0.6594(4) 0.3773(4) 0.0360(10) Uani 1 1 d . . .
H5 H 0.8744 0.6842 0.3320 0.043 Uiso 1 1 calc R . .
C6 C 1.0459(5) 0.7778(5) 0.4885(5) 0.0429(11) Uani 1 1 d . . .
H6A H 1.1163 0.7531 0.5344 0.052 Uiso 1 1 calc R . .
H6B H 1.0851 0.8340 0.4625 0.052 Uiso 1 1 calc R . .
C7 C 0.9831(5) 0.8489(4) 0.5697(5) 0.0435(11) Uani 1 1 d . . .
C8 C 0.8857(7) 0.9055(6) 0.5284(6) 0.0560(14) Uani 1 1 d . . .
H8 H 0.8586 0.8980 0.4498 0.067 Uiso 1 1 calc R . .
C9 C 0.8309(8) 0.9719(7) 0.6047(9) 0.076(2) Uani 1 1 d . . .
H9 H 0.7665 1.0090 0.5772 0.092 Uiso 1 1 calc R . .
C10 C 0.8705(9) 0.9844(7) 0.7218(9) 0.082(3) Uani 1 1 d . . .
H10 H 0.8332 1.0300 0.7729 0.098 Uiso 1 1 calc R . .
C11 C 0.9642(8) 0.9294(7) 0.7618(6) 0.072(2) Uani 1 1 d . . .
H11 H 0.9908 0.9374 0.8404 0.087 Uiso 1 1 calc R . .
C12 C 1.0204(6) 0.8616(6) 0.6858(5) 0.0546(14) Uani 1 1 d . . .
H12 H 1.0841 0.8242 0.7141 0.066 Uiso 1 1 calc R . .
C13 C 0.9013(6) 0.3393(5) 0.1353(5) 0.0484(12) Uani 1 1 d . . .
C14 C 0.7333(9) 0.1584(9) -0.0231(7) 0.096(3) Uani 1 1 d . . .
H14A H 0.7396 0.1922 -0.0781 0.144 Uiso 1 1 calc R . .
H14B H 0.6420 0.1170 -0.0467 0.144 Uiso 1 1 calc R . .
H14C H 0.7833 0.0975 -0.0256 0.144 Uiso 1 1 calc R . .
C15 C 0.3500(5) 0.3250(5) 0.0913(4) 0.0436(11) Uani 1 1 d . . .
C16 C 0.3139(5) 0.4358(6) 0.0780(5) 0.0499(13) Uani 1 1 d . . .
H16A H 0.2494 0.4661 0.1084 0.060 Uiso 1 1 calc R . .
H16B H 0.3090 0.4429 0.0049 0.060 Uiso 1 1 calc R . .
C17 C 0.4514(5) 0.4571(5) 0.1718(5) 0.0436(11) Uani 1 1 d . . .
C18 C 0.5542(5) 0.4542(6) 0.1227(5) 0.0495(12) Uani 1 1 d . . .
C19 C 0.4095(6) 0.2503(6) 0.0053(5) 0.0503(13) Uani 1 1 d . . .
H19 H 0.4437 0.1883 0.0306 0.060 Uiso 1 1 calc R . .
C20 C 0.3124(6) 0.1809(7) -0.1287(5) 0.0599(16) Uani 1 1 d . . .
H20A H 0.2345 0.1247 -0.1373 0.072 Uiso 1 1 calc R . .
H20B H 0.2843 0.2432 -0.1553 0.072 Uiso 1 1 calc R . .
C21 C 0.3739(6) 0.1036(7) -0.2083(5) 0.0586(16) Uani 1 1 d . . .
C22 C 0.4348(8) 0.1538(9) -0.2613(7) 0.081(2) Uani 1 1 d . . .
H22 H 0.4375 0.2369 -0.2500 0.097 Uiso 1 1 calc R . .
C23 C 0.4925(11) 0.0849(12) -0.3311(8) 0.104(3) Uani 1 1 d . . .
H23 H 0.5363 0.1232 -0.3646 0.125 Uiso 1 1 calc R . .
C24 C 0.4888(9) -0.0329(12) -0.3527(7) 0.102(3) Uani 1 1 d . . .
H24 H 0.5282 -0.0781 -0.4017 0.123 Uiso 1 1 calc R . .
C25 C 0.4260(8) -0.0894(9) -0.3025(8) 0.092(3) Uani 1 1 d . . .
H25 H 0.4217 -0.1737 -0.3176 0.110 Uiso 1 1 calc R . .
C26 C 0.3694(7) -0.0201(7) -0.2293(7) 0.072(2) Uani 1 1 d . . .
H26 H 0.3277 -0.0576 -0.1939 0.087 Uiso 1 1 calc R . .
C27 C 0.4813(5) 0.5299(5) 0.3031(5) 0.0442(11) Uani 1 1 d . . .
C28 C 0.6475(7) 0.6255(7) 0.5009(5) 0.0661(18) Uani 1 1 d . . .
H28A H 0.5793 0.6615 0.5176 0.099 Uiso 1 1 calc R . .
H28B H 0.7280 0.6928 0.5359 0.099 Uiso 1 1 calc R . .
H28C H 0.6622 0.5673 0.5357 0.099 Uiso 1 1 calc R . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C1 2.076(5) . ?
I2 C15 2.086(5) . ?
O1 C4 1.184(6) . ?
O2 C4 1.353(6) . ?
O2 C5 1.443(6) . ?
O3 C13 1.187(7) . ?
O4 C13 1.310(7) . ?
O4 C14 1.435(8) . ?
O5 C18 1.188(7) . ?
O6 C18 1.347(7) . ?
O6 C19 1.434(7) . ?
O7 C27 1.194(7) . ?
O8 C27 1.305(7) . ?
O8 C28 1.446(6) . ?
C1 C2 1.482(7) . ?
C1 C5 1.523(6) . ?
C1 C3 1.529(7) . ?
C2 C3 1.527(7) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C13 1.482(7) . ?
C3 C4 1.491(7) . ?
C5 C6 1.516(7) . ?
C5 H5 0.9800 . ?
C6 C7 1.502(7) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C12 1.372(8) . ?
C7 C8 1.409(9) . ?
C8 C9 1.374(9) . ?
C8 H8 0.9300 . ?
C9 C10 1.383(13) . ?
C9 H9 0.9300 . ?
C10 C11 1.361(13) . ?
C10 H10 0.9300 . ?
C11 C12 1.389(8) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C16 1.470(8) . ?
C15 C19 1.529(7) . ?
C15 C17 1.531(7) . ?
C16 C17 1.532(7) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.479(7) . ?
C17 C27 1.484(7) . ?
C19 C20 1.529(8) . ?
C19 H19 0.9800 . ?
C20 C21 1.506(8) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.342(10) . ?
C21 C26 1.371(11) . ?
C22 C23 1.358(11) . ?
C22 H22 0.9300 . ?
C23 C24 1.301(15) . ?
C23 H23 0.9300 . ?
C24 C25 1.369(15) . ?
C24 H24 0.9300 . ?
C25 C26 1.376(11) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
