#------------------------------------------------------------------------------
#$Date: 2025-08-19 22:06:29 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301812 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/07/4020794.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_4020794
loop_
_publ_author_name
'Francesca Peri'
'Enrico Binassi'
'Antonio Manetto'
'Emanuela Marotta'
'Andrea Mazzanti'
'Paolo Righi'
'Noemi Scardovi'
'Goffredo Rosini'
_publ_section_title
;
 Preparation of Bicyclo[3.2.0]heptane-2-endo,7-endo-diols:
 1,3-Diols with a Chiral Rigid Backbone
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1353
_journal_page_last               1356
_journal_paper_doi               10.1021/jo035324v
_journal_volume                  69
_journal_year                    2004
_chemical_formula_sum            'C9 H15 I O2'
_chemical_formula_weight         282.11
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   8.4301(6)
_cell_length_b                   11.7520(9)
_cell_length_c                   21.9680(17)
_cell_measurement_temperature    293(2)
_cell_volume                     2176.4(3)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.722
_cod_database_code               4020794
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, 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 0.34260(4) 0.19987(3) 0.371722(17) 0.0800(2) Uani 1 1 d . . .
C1 C 0.5712(5) 0.2805(3) 0.37791(14) 0.0428(7) Uani 1 1 d . . .
H1 H 0.6512 0.2206 0.3737 0.051 Uiso 1 1 calc R . .
O2 O 0.6326(3) 0.3190(2) 0.27056(12) 0.0522(6) Uani 1 1 d . . .
H2 H 0.7166 0.2838 0.2711 0.078 Uiso 1 1 calc R . .
O3 O 0.9167(3) 0.2616(2) 0.31446(11) 0.0519(6) Uani 1 1 d . . .
H3 H 0.9816 0.2698 0.2870 0.078 Uiso 1 1 calc R . .
C4 C 0.7529(4) 0.4100(3) 0.42570(14) 0.0422(6) Uani 1 1 d . . .
C5 C 0.6064(4) 0.3706(3) 0.32867(14) 0.0397(6) Uani 1 1 d . . .
C6 C 0.9147(4) 0.3611(3) 0.35169(16) 0.0432(7) Uani 1 1 d . . .
H6 H 1.0037 0.4117 0.3421 0.052 Uiso 1 1 calc R . .
C7 C 0.7560(4) 0.4274(3) 0.35462(15) 0.0400(6) Uani 1 1 d . . .
H7 H 0.7666 0.5073 0.3426 0.048 Uiso 1 1 calc R . .
C8 C 0.9041(4) 0.3374(3) 0.42006(16) 0.0489(7) Uani 1 1 d . . .
H8A H 0.9931 0.3674 0.4429 0.059 Uiso 1 1 calc R . .
H8B H 0.8872 0.2577 0.4296 0.059 Uiso 1 1 calc R . .
C9 C 0.4752(5) 0.4575(3) 0.3199(2) 0.0604(10) Uani 1 1 d . . .
H9A H 0.5054 0.5104 0.2887 0.091 Uiso 1 1 calc R . .
H9B H 0.4580 0.4978 0.3573 0.091 Uiso 1 1 calc R . .
H9C H 0.3793 0.4194 0.3082 0.091 Uiso 1 1 calc R . .
C10 C 0.6023(5) 0.3401(3) 0.43822(16) 0.0493(8) Uani 1 1 d . . .
H10A H 0.6199 0.2854 0.4706 0.059 Uiso 1 1 calc R . .
H10B H 0.5143 0.3891 0.4493 0.059 Uiso 1 1 calc R . .
C11 C 0.7677(7) 0.5149(4) 0.46515(19) 0.0672(11) Uani 1 1 d . . .
H11A H 0.8641 0.5543 0.4553 0.101 Uiso 1 1 calc R . .
H11B H 0.7696 0.4929 0.5072 0.101 Uiso 1 1 calc R . .
H11C H 0.6788 0.5642 0.4580 0.101 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 2.152(4) . ?
C1 C10 1.521(5) . ?
C1 C5 1.542(4) . ?
O2 C5 1.430(4) . ?
O3 C6 1.427(4) . ?
C4 C11 1.512(5) . ?
C4 C10 1.537(5) . ?
C4 C8 1.539(5) . ?
C4 C7 1.575(4) . ?
C5 C9 1.518(5) . ?
C5 C7 1.536(5) . ?
C6 C8 1.530(5) . ?
C6 C7 1.549(5) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 4415598
2 PubChem 139089594
